EP3728214A1 - Substituted n-heterocyclyl- and n-heteroaryl-tetrahydropyrimidinones and the salts thereof, and the use of same as herbicidal active substances - Google Patents

Substituted n-heterocyclyl- and n-heteroaryl-tetrahydropyrimidinones and the salts thereof, and the use of same as herbicidal active substances

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Publication number
EP3728214A1
EP3728214A1 EP18815768.9A EP18815768A EP3728214A1 EP 3728214 A1 EP3728214 A1 EP 3728214A1 EP 18815768 A EP18815768 A EP 18815768A EP 3728214 A1 EP3728214 A1 EP 3728214A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
phenyl
methyl
aryl
heteroaryl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP18815768.9A
Other languages
German (de)
French (fr)
Inventor
Jana Schmidt
Hendrik Helmke
Jens Frackenpohl
Anna Maria REINGRUBER
Thomas Müller
Elisabeth ASMUS
Elmar Gatzweiler
Anu Bheemaiah MACHETTIRA
Christopher Hugh Rosinger
Dirk Schmutzler
Peter Lümmen
Andrew Xi-Yuan TANG
Benjamin Anthony CHALMERS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Bayer CropScience AG
Original Assignee
Bayer AG
Bayer CropScience AG
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Publication date
Application filed by Bayer AG, Bayer CropScience AG filed Critical Bayer AG
Publication of EP3728214A1 publication Critical patent/EP3728214A1/en
Withdrawn legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D419/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms
    • C07D419/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D419/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Definitions

  • the invention relates to the technical field of crop protection agents, in particular that of herbicides for the selective control of weeds and grass weeds in crops.
  • this invention relates to substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones and their salts, processes for their preparation and their use as herbicides.
  • WO2016 / 071359 and WO2016 / 071360 disclose pyrrolones which carry heterocyclic substituents on the nitrogen, for example optionally also further substituted
  • substituted pyrrolones and their herbicidal or pesticidal properties are described in CH633678, DE 2735841, DE, EP0297378, EP0334133, EP0339390 and EP0286816.
  • Substituted pyrazolylpyrrolones and their use as herbicidal active compounds are described, for example, in WO2015 / 018434. It is further known that certain substituted
  • Carbamoyloxypyrrolone can be used as growth regulators or germination stimulators (see WO2014 / 131843).
  • the structural motif of hydroxypyrrolones is also found in substances that isolated from Lilium candidum, z. B. 1, 5-dihydro-5-hydroxy-3,4'-dimethyl- [1,2'-bi-2H-pyrrolo] -2,5 '(l'H) -dione (see Ceska a Slovenska Farmacie , 2007, 56, 27; Neoplasma, 2000, 47, 313).
  • WO2016 / 071361, WO2016 / 071362, WO2016 / 071363 and WO2016 / 071364 also describe substituted hydantoins which likewise carry heterocyclic substituents on the nitrogen, for example optionally further substituted isoxazolines.
  • tetrahydropyrimidinones substituted by tetrahydrobenzothiazolyl groups can be used as herbicidal active compounds (cf., EP122761).
  • Certain N-aryl substituted tetrahydropyrimidinones have been described as substructures of histone methyltransferase modulators (cf.
  • N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones especially of optionally further substituted N-pyridyl, N-pyrimidinyl, N-pyrazolyl and N-Isoxazolyltetrahydropyrimidinonen or their salts as herbicidal active ingredients, however, is not yet described.
  • selected N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones or their salts are particularly suitable as herbicides.
  • the present invention thus provides substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone of the general formula (I) or salts thereof
  • a 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
  • Grouping CR 8 but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 2 and A 3 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 3 and A 4 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • R 1 is hydrogen, hydroxy, (Ci-Cg) -alkyl, (Ci-Cg) -haloalkyl, (Ci-Cg) -Hydroxyalkyl,
  • R 2 and R 9 are each independently hydrogen, hydroxy, halogen, (Ci-Cg) alkyl, (Ci-Cg) -
  • R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
  • R 3 is hydroxyl, hydrothio, halogen, NR 10 R U , (C 1 -C 8 -alkoxy, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkoxy, aryl- (C 1 -C 8 ) -alkoxy, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkoxy, arylcarbonyloxy, (C 1 -C 8 ) -alkylcarbonyloxy, (C 1 -C -subst 1-alkoxy- (C 1 -C -alkylcarbonyloxy, aryl- (C 1 -C 8 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (C 3 -C 10) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C 1 -C 8 ) -haloalkyl-carbonyl
  • R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxyl, halogen, (C 1 -C 8) -alkyl,
  • R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12 and Q-19,
  • R 5 is hydrogen, formyl, (C 'i -Cs) - (alkyl, (Ci-Csj haloalkyl, hydroxy Ci-Cg) - alkyl,
  • R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
  • R 6 is hydrogen, (C 1 -C 6) -alkyl
  • R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
  • R 10 and R 11 are identical or different and independently of one another represent hydrogen, (C 1 -C 6) -alkyl,
  • R 12 is (Ci-Cg) alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -Alkmyl, (Ci-C 8) cyanoalkyl, (Ci-Cio) -haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -Halocycloalkenyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 6) -haloalkyl, aryl, aryl- (C 1 -
  • R 13 is (Ci-Cg) alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -Alkmyl, (Ci-C 8) cyanoalkyl, (Ci-Cio) -haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -Halocycloalkenyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 6) -haloalkyl, aryl, aryl- (C 1 -
  • W stands for oxygen
  • the compounds of general formula (I) can be prepared by addition of a suitable organic compound.
  • inorganic or organic acid such as mineral acids, such as HCl, HBr, H2SO4, HsPO i or HNO 3, or organic acids, e.g. Carboxylic acids, such as formic acid, acetic acid, propionic acid, oxalic acid, lactic acid or salicylic acid, or sulfonic acids, such as p-toluenesulfonic acid, to a basic group, e.g. Amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino, salts. These salts then contain the conjugate base of the acid as an anion. Suitable substituents which are in deprotonated form, e.g. Sulfonic acids, certain
  • Sulfonklareamide or carboxylic acids may form internal salts with their turn protonatable groups, such as amino groups. Salt formation can also be due to the action of a base
  • Suitable bases are, for example, organic amines, such as trialkylamines, morpholine, piperidine and pyridine and ammonium, alkali or
  • Potassium hydroxide, sodium and potassium carbonate and sodium and potassium bicarbonate are compounds in which the azide hydrogen is replaced by a cation suitable for agriculture, for example metal salts, in particular alkali metal salts or
  • Alkaline earth metal salts in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary ammonium salts, for example with cations of the formula
  • R a to R d are each independently an organic radical, in particular alkyl, aryl, arylalkyl or alkylaryl. Also suitable are alkylsulfonium and
  • Alkylsulfoxoniumsalze such as (Ci-C ij-Trialkylsulfonium- and (Ci-C ij-Trialkylsulfoxoniumsalze.
  • the substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone formula (I) of the present invention may be present in various tautomeric structures, which are all intended to be encompassed by the general formula (I), depending on external conditions such as pH, solvent and temperature ,
  • the compounds of the formula (I) used according to the invention and their salts are referred to below as "compounds of the general formula (I)".
  • Preferred subject of the invention are compounds of the general formula (I) wherein
  • a 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
  • Grouping CR 8 but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or
  • a 1 and A 2 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 2 and A 3 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 3 and A 4 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • R 1 represents hydrogen, hydroxy, (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkyl, (C 1 -C 4) -hydroxyalkyl,
  • R 2 and R 9 are independently hydrogen, hydroxy, halogen, (Ci-C7) alkyl, (C 1 -C 7) -
  • R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
  • R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 4) -alkoxy, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkoxy, aryl- (C 1 -C 4) -alkoxy , (Ci-C7) alkoxy (Ci-Cv) alkoxy, arylcarbonyloxy, (C 1 -C 7) - alkylcarbonyloxy, (Ci-C7) alkoxy (Ci-C7) alkylcarbonyloxy, aryl (C 1 -C 7 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (Cx-Cx) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C 1 -C 7 ) -haloalkyl-carbonyloxy, (C 2 -C 7 ) -alkenylcarbonyloxy
  • R 4 and R 7 are independently hydrogen, Hydrothio, hydroxy, halogen, (Ci-C7) alkyl, (Ci-C7) haloalkyl, (Cx-Cx) cycloalkyl, (C 3 -C 8) - Cycloalkyl- (C 1 -C 7 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 7 ) -alkyl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, (C 2 -C 7 ) -alkenyl, (C 2 -C 7 ) -alkynyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C
  • R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
  • R 5 is hydrogen, formyl, (Ci-C7) alkyl, (Ci-C7) haloalkyl, hydroxy- (Ci-C7) - alkyl,
  • R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
  • R 6 is hydrogen, (C 1 -C 7 ) -alkyl
  • R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
  • R 10 and R 11 are identical or different and are each independently hydrogen, (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) Cyanoalkyl, (C 1 -C 8 ) -haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 8) -halocycloalkyl, ( C 4 -CG) cycloalkenyl, (C 4 -C 8) -Halocycloalkenyl, (C 1 -C 7) - alkoxy (C iC 7) alkyl, (C iC 7) haloalkoxy (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -al
  • R 12 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) haloalkyl,
  • R 13 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) haloalkyl,
  • R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 7 ) -alkyl, halogen, or
  • W stands for oxygen
  • a particularly preferred subject of the invention are compounds of the general formula (I) in which Q represents the groups Q-1 to Q-30
  • a 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
  • Grouping CR 8 but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or
  • a 1 and A 2 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 2 and A 3 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 3 and A 4 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • R 1 is hydrogen, hydroxy, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 1 -C 6 ) -hydroxyalkyl,
  • R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 8) -cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl- (Ci C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, (C 1 -C 6 ) -alkyl, alkoxy iCi-Ce) - alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- (
  • R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
  • R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
  • R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 12 -alkoxy, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkoxy, aryl- (C 1 -C 6 ) -alkoxy , (Ci-C6) alkoxy (Ci-C 6) alkoxy, arylcarbonyloxy, (C i -Cr,) - alkylcarbonyloxy, (Ci-Cej alkoxy (Ci-C 6) alkylcarbonyloxy, aryl ( C 1 -C 6 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (Cx-Cx) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C i -Cr,) - haloalkyl-carbonyloxy, (C 2 -C 6) -alkeny
  • R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxyl, halogen, (C 1 -Cr,) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 1 -C 6 ) -cycloalkyl, (C 3 -C 8) -cycloalkyl - (C 1 -C 6 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 2 -C6) -alkenyl, (C 2 -C 6) -alkynyl, (C 2 -C 6) -haloalkenyl, (C 2 -C 6) -haloalkynyl, (C 3 -C 8) -halocycl
  • R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
  • R 5 is hydrogen, formyl, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, hydroxy (GG) -alkyl,
  • R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
  • ⁇ R 6 is hydrogen, (Ci-C j-alkyl
  • R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
  • R 10 and R 1 1 are identical or different and are each independently hydrogen, (Ci-C6) alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) Cyanoalkyl, (Ci-C 8 ) -haloalkyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -Cs) -cycloalkyl, (C 3 -Cs) -halocycloalkyl, (C 4 -C 9) -cycloalkenyl, (C 4 -C 8) -halocycloalkenyl, (C 1 -C 6) -alkoxy (C 1 -C 6) -a 1 ky 1, (C 1 -C 6) - haloalkoxy (C i -C ö) alkyl, (Ci-
  • R 12 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) haloalkyl,
  • R 13 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) haloalkyl,
  • R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 6 ) -alkyl, fluorine, or R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form -like ring and
  • W stands for oxygen
  • a 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
  • Grouping CR 8 but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings according to the above definition, or A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 2 and A 3 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • a 3 and A 4 when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
  • R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2
  • Benzyloxycarbonyl allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, isopropylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1,1-dimethyleth-1-ylcarbonyl, phenylcarbonyl, methylaminocarbonyl, Dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, iso -propylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl, benzylaminocarbonyl, methoxycarbonylmethyl,
  • Benzyloxycarbonylmethyl methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1,1-dimethylethylcarbonyloxymethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl,
  • R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, iso-
  • R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
  • R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
  • R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1 -
  • Cyclohexylcarbonyloxy 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
  • Cyclohexylmethyloxycarbonyloxy 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
  • R 4 and R 7 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, hydrothio, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1,1- Dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl,
  • Fluoromethyl difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert-butyl,
  • Benzylmethylaminocarbonyl methylamino, dimethylamino, ethylamino, diethylamino, n-propylamino, isopropylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, benzylamino, cyanomethyl, cyanoethyl, 3-cyanoprop-1-yl, 2-cyanoprop-1-yl, Cyanoprop-1-yl, 2-cyanoprop-2-yl, 2-cyano-1, 1-dimethyleth-1-yl, 1- (cyanomethyl) -1-methylprop-1-yl, hydroxycarbonyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, CHO, Methoxyethylthio, ethoxyethylthio, trifluoromethoxyethylthio, pentafluoroethoxyethylthio
  • Aminocarbonyl aminocarbonylmethyl, aminocarbonylethyl, cyano, hydroxymethyl, hydroxyethyl, 2-hydroxyprop-2-yl, allyloxymethyl, 2-allyloxyethyl, 2-allyloxyprop-2-yl, or
  • R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
  • R 5 is hydrogen, formyl, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1, l-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3 Methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl , 1,2-dimethylbutyl, 1,3-di-methylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1
  • Methoxycarbonylmethyl ethoxycarbonylmethyl, n-propyloxycarbonylmethyl, isopropyloxycarbonylmethyl, tert-butyloxycarbonylmethyl, methoxycarbonylethyl,
  • R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
  • R 6 is hydrogen, methyl, ethyl
  • R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, methylamino, ethylamino, iso-propylamino, n-propylamino, dimethylamino, diethylamino, cyclopropylamino,
  • Methylaminocarbonyloxy ethylaminocarbonyloxy, n-propylaminocarbonyloxy, isopropylaminocarbonyloxy, benzylaminocarbonyloxy, phenylaminocarbonyloxy,
  • Cyclohexylmethyl trifluoromethyl, pentafluoroethyl, 1, 1, 2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl, chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl,
  • Fluoromethyl difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert-butyl,
  • Chloromethyl bromomethyl, fluoromethyl, 3,3,3-trifluoro-n-propyl, methoxycarbonyl,
  • Ethoxycarbonyl iso-propyloxycarbonyl, n-propyloxycarbonyl, n-butyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylaminocarbonyl,
  • Methylaminosulfonylamino dimethylaminosulfonylamino, ethylaminosulfonylamino, diethylaminosulfonylamino, iso-propylaminosulfonylamino, cyclopropylaminosulfonylamino, cyclobutylaminosulfonylamino, cyclopentylaminosulfonylamino,
  • R 14 and R 15 are each independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl,
  • W stands for oxygen
  • R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2
  • Methylaminocarbonyl dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl,
  • Methylcarbonyloxymethyl ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1, 1-dimethylethylcarbonyloxymethyl,
  • Hydroxycarbonylmethyl hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy, methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, Methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino,
  • R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, iso-
  • Trifluoromethylthio dimethylamino, methylamino, diethylamino, methyl (ethyl) amino, cyano, or
  • R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
  • R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1 -
  • Cyclohexylcarbonyloxy 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1- Dimethylethyloxycarbonyloxy, 2,2-dimethyl-propyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
  • Cyclohexylmethyloxycarbonyloxy 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
  • R 6 is hydrogen
  • R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
  • Q is one of the groups Ql .1 to Q-30.5 mentioned specifically below, where the arrow for a bond of the respective group Q to the nitrogen of the tetrahydropyrimidinone in the general formula (1),
  • R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl , 1-methylbut-1-yl, 2-methylbut-1-yl, 3
  • Methylbut-1-yl 1,1-dimethylprop-1-yl, 1,2-dimethylprop-1-yl, 2,2-dimethylprop-1-yl, 1-ethylprop-1-yl, n-hexyl, 1 - Methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3- Dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, difluoromethyl, 2,2-
  • Methylaminocarbonyl dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl,
  • Methylcarbonyloxymethyl ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1, 1-dimethylethylcarbonyloxymethyl,
  • Hydroxycarbonylmethyl hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy, methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, Methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino,
  • R 2 and R 9 independently of one another represent hydrogen, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1,1-dimethylethyl l-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methoxymethyl, ethoxymethyl,
  • R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
  • R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
  • R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1-
  • Cyclohexylcarbonyloxy 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
  • Cyclohexylmethyloxycarbonyloxy 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
  • R 6 is hydrogen
  • R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
  • W stands for oxygen and Q for one of the groups specifically mentioned above Ql .1 bis
  • Q-30.5 with the radicals Q-8.4, Q-8.7, Q-8.8, Q-8.9, Q-8.16, Q-8.22, Q-12.5, Q-13.5, Q-16.9, listed in the table above, Q-16.11, Q-16.22, Q-16.24, Q-16.61, Q-16.66 and Q-30.1 are particularly preferred.
  • alkylsulfonyl alone or as part of a chemical group - is straight-chain or branched alkylsulfonyl, preferably with 1 to 8, or with 1 to 6
  • Carbon atoms for example (but not limited to) (C 1 -C 6 ) alkylsulfonyl, such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methyl-propylsulfonyl, 1, 1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 1,1-dimethylpropylsulfonyl, 1, 2-dimethylpropylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentyl
  • heteroarylsulfonyl is optionally substituted pyridylsulfonyl
  • Heteroarylsulfonyl here in particular optionally substituted quinolinylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl, haloalkoxy, amino, alkylamino, alkylcarbonylamino, dialkylamino or alkoxy groups.
  • alkylthio alone or as part of a chemical group - is straight-chain or branched S-alkyl, preferably with 1 to 8, or with 1 to 6
  • Carbon atoms such as (Ci-Cio) -, (GG) - or (Ci-C i) -alkylthio, for example (but not limited to) (Ci- C 6 ) -Alkylthio such as methylthio, ethylthio, propylthio, 1-methylethylthio, Butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 2,2-dimethylpropylthio, 1- Ethylpropylthio, hexylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethyl
  • Alkenylthio in the invention means an alkenyl radical bonded via a sulfur atom
  • Alkynylthio represents an alkynyl group bonded through a sulfur atom
  • cycloalkylthio represents a cycloalkyl group bonded through a sulfur atom
  • cycloalkenylthio represents an above
  • (C 1 -C 6 ) alkylsulfinyl such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl,
  • Alkoxy means an alkyl radical bonded via an oxygen atom, e.g. (But not limited to) (C 1 -C 6 ) alkoxy, such as methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1, 1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2 Methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1, l Dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy , 1, 2,2-trimethylpropoxy, 1-
  • Alkenyloxy is an alkenyl radical bonded via an oxygen atom
  • alkynyloxy is an alkynyl radical bonded via an oxygen atom, such as (C 2 -C 10) -, (C 2 -C 6) - or (C 2 -C 4 ) -alkenoxy or (C 3 -C 10) - ( C3-C6) - or (C3-C4) alkynoxy.
  • Cycloalkyloxy means a cycloalkyl radical bonded via an oxygen atom
  • cycloalkenyloxy means a cycloalkenyl radical bonded via an oxygen atom
  • the number of C atoms refers to the alkyl radical in the
  • the number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyl group.
  • the number of C atoms refers to the alkyl radical in the alkoxycarbonyl group.
  • the number of C atoms refers to the alkenyl or alkynyl radical in the alkene or alkynyloxycarbonyl group.
  • the number of C atoms refers to the alkyl radical in the alkylcarbonyloxy group.
  • the number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyloxy group.
  • aryl means an optionally substituted mono-, bi- or polycyclic aromatic system having preferably 6 to 14, in particular 6 to 10 ring C atoms, for example phenyl, naphthyl, anthryl, phenanthrenyl, and the like, preferably phenyl.
  • optionally substituted aryl also includes polycyclic systems, such as
  • Preferred aryl substituents here are, for example, hydrogen, halogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, halocycloalkyl, alkenyl, Alkynyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, alkoxyalkyl, alkylthio, haloalkylthio, haloalkyl, alkoxy, haloalkoxy, cycloalkoxy, cycloalkylalkoxy, aryloxy, heteroaryloxy, alkoxyalkoxy, alkynylalkoxy, alkenyloxy, bis-alkylaminoalkoxy, tris [alkyl ] silyl, bis [alkyl] arylsilyl, bis [alkyl] alkylsilyl, tris [al
  • Alkylaminocarbonyl cycloalkylaminocarbonyl, bis-alkylaminocarbonyl, heteroarylalkoxy,
  • heterocyclic radical contains at least one heterocyclic ring
  • heterocyclic ring in which at least one C atom is replaced by a heteroatom, preferably by a heteroatom from the group N, O, S, P
  • N, O, S, P saturated, unsaturated, partially saturated or heteroaromatic and may be unsubstituted or substituted, wherein the binding site is located on a ring atom.
  • heterocyclyl or heterocyclic ring is optionally substituted, it may be fused with other carbocyclic or heterocyclic rings.
  • polycyclic systems are also included, for example 8-azabicyclo [3.2.1] octanyl, 8-azabicyclo [2.2.2] octanyl or 1-azabicyclo [2.2.1] heptyl.
  • optionally substituted heterocyclyl also become
  • the heterocyclic ring preferably contains 3 to 9 ring atoms, in particular 3 to 6 ring atoms, and one or more, preferably 1 to 4, in particular 1, 2 or 3 heteroatoms in the heterocyclic ring, preferably from the group N, O, and S, but not two
  • Oxygen atoms are to be directly adjacent, such as with a heteroatom from the group N, O and S 1- or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrol-2 or 3-yl, 2,3- dihydro-lH-pyrrole
  • 3-membered ring and 4-membered ring heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl,
  • heterocyclyl are a partially or fully hydrogenated heterocyclic radical having two heteroatoms from the group N, O and S, such as 1- or 2- or 3- or 4-pyrazolidinyl; 4,5-dihydro-3H-pyrazole-3 or 4 or 5-yl; 4,5-dihydro-1H-pyrazole-1- or 3- or 4- or 5-yl; 2,3-dihydro-1H-pyrazole-1 or 2 or
  • 6-yl 1, 4,5,6-tetrahydropyridazine-1- or 3- or 4- or 5- or 6-yl; 3,4,5,6-tetrahydropyridazine-3- or 4- or 5-yl; 4,5-dihydropyridazine-3 or 4-yl; 3,4-dihydropyridazine-3- or 4- or 5- or 6-yl; 3,6-dihydropyridazine-3 or 4-yl; 1, 6-dihydropyriazine-1- or 3- or 4- or 5- or 6-yl;
  • 1,2-dithiolan-3 or 4-yl 1,2-dithiolan-3 or 4-yl; 3H-1,2-dithiol-3- or 4- or 5-yl; l, 3-dithiolan-2 or 4-yl; l, 3-dithiol-2- or 4-yl; 1, 2-dithian-3 or 4-yl; 3,4-dihydro-1,2-dithiin-3 or 4 or 5 or 6-yl; 3,6-dihydro-
  • 1,2-dithiin-3 or 4-yl 1,2-dithiin-3 or 4-yl; l, 2-dithiin-3 or 4-yl; l, 3-dithian-2 or 4 or 5-yl; 4H-l, 3-dithiin-2 or 4 or 5 or 6-yl; Isoxazolidine-2 or 3 or 4 or 5-yl; 2,3-dihydroisoxazole-2- or 3- or
  • heterocyclyl are a partially or fully hydrogenated heterocyclic radical having 3 heteroatoms from the group N, O and S, such as, for example, l, 4,2-dioxazolidin-2 or 3 or 5-yl; l, 4,2-dioxazol-3 or 5-yl; 1,2,2-dioxazinane-2- or -3- or 5- or 6-yl; 5,6-dihydro-l, 4,2-dioxazine-3 or 5 or 6-yl; l, 4,2-dioxazine-3- or 5- or 6-yl; l, 4,2-dioxazepan-2 or 3 or 5 or 6 or 7-yl; 6,7-dihydro-5H-l, 4,2-dioxazepine-3 or 5 or 6 or 7-yl; 2,3-dihydro-7H-l, 4,2-dioxazepin-2 or 3 or 5 or 6 or 7-yl; 2,3-dihydro-5H-1,
  • heterocycles listed above are preferably, for example, hydrogen, halogen, alkyl, haloalkyl, hydroxy, alkoxy, cycloalkoxy, aryloxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl,
  • Alkylaminocarbonyl bis-alkylaminocarbonyl, cycloalkylaminocarbonyl,
  • the cyclic structural elements (in particular the structural elements aryl, cycloalkyl, cycloalkenyl, heteroaryl and heterocyclyl) which in each case in R 1 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are therefore unsubstituted or substituted by one or more radicals, preferably selected from the group consisting of halogen, nitro, hydroxy, cyano, NR 10 R U , (Ci-C i) alkyl, (C C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, (C 1 -C 4 ) -alkylthio, (C 1 -C 4 ) -alkylsulfoxy, (C 1 -C 4 ) -alkylsulfone , (C
  • Suitable substituents for a substituted heterocyclic radical are the substituents mentioned below, in addition to oxo and thioxo.
  • the oxo group as a substituent on a ring C atom then means, for example, a carbonyl group in the heterocyclic ring.
  • lactones and lactams are preferably also included.
  • the oxo group can also occur at the hetero ring atoms, which can exist in different oxidation states, for example at N and S, and then form, for example, the divalent groups N (O), S (O) (also SO for short) and S (O) 2 (also short SO2) in the heterocyclic ring
  • N (O), S (O) (also SO for short) and S (O) 2 (also short SO2) in the heterocyclic ring
  • both enantiomers are included in each case.
  • heteroaryl for heteroaromatic compounds, ie
  • heteroaryls are, for example, 1H-pyrrol-1-yl; lH-pyrrol-2-yl; lH-pyrrole
  • Carbon atoms part of another aromatic ring they are fused heteroaromatic systems, such as benzo-fused or multiply fused heteroaromatic.
  • quinolines e.g., quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl
  • isoquinolines e.g., isoquinoline-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8-yl
  • quinoxaline quinazoline
  • cinnoline l, 5-naphthyridine; l, 6-naphthyridine; l, 7-naphthyridine; l, 8-naphthyridine; 2,6-naphthyridine; 2,7-naphthyridine; phthalazine; Pyrid
  • heteroaryl examples are also 5- or 6-membered benzo-fused rings from the group lH-indol-1-yl, lH-indol-2-yl, lH-indol-3-yl, lH-indol-4-yl, lH- indol-5-yl, 1H-indol-6-yl, 1H-indol-7-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran.
  • halogen means, for example, fluorine, chlorine, bromine or iodine.
  • halogen means, for example, a fluorine, chlorine, bromine or iodine atom.
  • alkyl means a straight-chain or branched, open-chain, saturated hydrocarbon radical which is optionally monosubstituted or polysubstituted and is referred to in the latter case as “substituted alkyl".
  • Preferred substituents are halogen atoms, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino or nitro groups, particularly preferred are methoxy, methyl, fluoroalkyl, cyano, nitro, fluorine, chlorine, bromine or iodine.
  • the prefix "bis” also includes the combination of different alkyl radicals, e.g. For example, methyl (ethyl) or ethyl (methyl).
  • Haloalkyl means the same or different halogen atoms, partially or fully substituted alkyl, alkenyl and alkynyl, e.g. monohaloalkyl
  • ( Monohaloalkyl) such. CH 2 CH 2 Cl, CH 2 CH 2 Br, CHCICH 3 , CH 2 Cl, CH 2 F; Perhaloalkyl such. B. CCl 3, CClF 2, CFC1 2 CF 2 CC1F 2, CF 2 CCIFCF3; Polyhaloalkyl such. CH 2 CHFC1, CF 2 CC1FH, CF 2 CBrFH, CH 2 CF 3 ; The term perhaloalkyl also encompasses the term perfluoroalkyl.
  • Partially fluorinated alkyl means a straight-chain or branched, saturated hydrocarbon which is monosubstituted or polysubstituted by fluorine, wherein the corresponding fluorine atoms may be present as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain, such as. CHFCH 3 , CH 2 CH 2 F, CH 2 CH 2 CF 3 , CHF 2 , CH 2 F, CHFCF 2 CF 3 .
  • Partially fluorinated haloalkyl means a straight-chain or branched, saturated one
  • Hydrocarbon which is substituted by various halogen atoms having at least one fluorine atom, wherein all other optional halogen atoms are selected from the group fluorine, chlorine or bromine, iodine.
  • the corresponding halogen atoms may be present as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain.
  • Partially fluorinated haloalkyl also includes the complete substitution of halogen with the participation of at least one fluorine atom of the straight-chain or branched chain.
  • Haloalkoxy is, for example, OCF 3 , OCHF 2 , OCH 2 F, OCF 2 CF 3 , OCH 2 CF 3 and OCH 2 CH 2 Cl; The same applies to haloalkenyl and other halogen-substituted radicals.
  • (C 1 -C 4) -alkyl denotes a short notation for straight-chain or branched alkyl having one to four carbon atoms corresponding to the formula
  • Range indication for C atoms, d. H. includes the radicals methyl, ethyl, 1-propyl, 2-propyl, 1-butyl,
  • hydrocarbon radicals such as alkyl, alkenyl and alkynyl radicals, even in assembled radicals, are the lower carbon skeletons, e.g. with 1 to 6 C atoms or with unsaturated groups having 2 to 6 C atoms, preferred.
  • Alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals, wherein at least one double bond or triple bond is contained. Preference is given to radicals having a double bond or
  • alkenyl in particular also includes straight-chain or branched open-chain
  • Hydrocarbon radicals having more than one double bond such as 1,3-butadienyl and 1,4-pentadienyl, but also allenyl or cumulenyl radicals having one or more cumulated double bonds, such as allenyl (1,2-propadienyl), 1, 2-butadienyl and 1,2,3-pentatrienyl.
  • Alkenyl means e.g.
  • Vinyl which may optionally be substituted by further alkyl radicals, for example (but not limited to) (C 2 -C 6) -alkenyl, such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl , 3-Butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4 Pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl , 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1, 1-dimethyl-2-propenyl, 1, 2-dimethyl-1-propenyl, 1,
  • alkynyl in particular also includes straight-chain or branched open-chain
  • -alkynyl means e.g. Ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl 2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1, 1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl,
  • cycloalkyl means a carbocyclic saturated ring system preferably having 3-8 ring C atoms, e.g. Cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, which is optionally further substituted, preferably by hydrogen, alkyl, alkoxy, cyano, nitro, alkylthio, haloalkylthio, halogen, alkenyl, alkynyl, haloalkyl, amino, alkylamino, bisalkylamino, alkocycarbonyl,
  • Cycloalkylaminocarbonyl In the case of optionally substituted cycloalkyl cyclic systems are included with substituents, wherein substituents having a double bond on
  • polycyclic aliphatic systems are also included, such as, for example, bicyclo [1,1.0] butan-1-yl, bicyclo [1,11] butan-2-yl, bicyclo [2.1.0] pentane-1-ol yl, bicyclo [1.1.1] pentan-1-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.ll] hexyl, Bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl, bicyclo [3.2.2] nonan-2-yl, adamantane l-yl and adamantan-2-yl, but also systems such
  • spirocyclic aliphatic systems are also included, such as spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl,
  • Cycloalkenyl means a carbocyclic, non-aromatic, partially unsaturated ring system preferably having 4-8 C atoms, eg 1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, or 1-cyclohexenyl, 2- Cyclohexenyl, 3-cyclohexenyl, l, 3-cyclohexadienyl or 1, 4-cyclohexadienyl, wherein also substituents having a double bond on the cycloalkenyl, z.
  • an alkylidene group such as methylidene, are included.
  • the explanations for substituted cycloalkyl apply correspondingly.
  • alkylidene for. B. in the form of (Ci-Cio) alkylidene, means the radical of a straight-chain or branched open-chain hydrocarbon radical which is bonded via a double bond.
  • Cycloalkylidene means a
  • Cycloalkylalkyloxy means a cycloalkylalkyl radical bonded via an oxygen atom
  • arylalkyloxy means an arylalkyl radical bonded via an oxygen atom
  • Alkoxyalkyl means an alkoxy group attached via an alkyl group
  • alkoxyalkoxy means an alkoxyalkyl group bonded via an oxygen atom, e.g. (but not limited to) methoxymethoxy, methoxyethoxy, ethoxyethoxy, methoxy-n-propyloxy.
  • Alkylthioalkyl means an alkylthio radical bonded via an alkyl group
  • Alkylthioalkylthio means an alkylthioalkyl radical bonded via an oxygen atom.
  • Arylalkoxyalkyl stands for an aryloxy radical bound via an alkyl group
  • Heteroaryloxyalkyl means a heteroaryloxy group bonded via an alkyl group.
  • Haloalkoxyalkyl means a haloalkoxy radical attached and "haloalkylthioalkyl” means a haloalkylthio radical attached via an alkyl group.
  • Arylalkyl means an aryl group attached via an alkyl group
  • heteroarylalkyl means a heteroaryl group bonded via an alkyl group
  • heterocyclylalkyl means a heterocyclyl group bonded through an alkyl group.
  • Cycloalkylalkyl means a cycloalkyl group bonded via an alkyl group, e.g. B.
  • cyclopropylmethyl (but not limited to) cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, 1-cyclopropyleth-1-yl, 2-cyclopropyleth-1-yl, 1-cyclopropylprop-1-yl, 3-cyclopropylprop-1-yl.
  • Arylalkenyl is an aryl group bonded through an alkenyl group
  • heteroarylalkenyl means a heteroaryl group bonded via an alkenyl group
  • heterocyclylalkenyl means a heterocyclyl group bonded via an alkenyl group
  • Arylalkynyl means an aryl group bonded through an alkynyl group
  • heteroarylalkynyl means a heteroaryl group bonded via an alkynyl group
  • heterocyclylalkynyl means a heterocyclyl group bonded through an alkynyl group
  • haloalkylthio alone or as part of a chemical group - represents straight-chain or branched S-haloalkyl, preferably with 1 to 8, or with 1 to 6
  • Carbon atoms such as (Ci-Cs) -, (C ' iG,) - or (Ci-C4) -haloalkylthio, for example (but not limited to) trifluoromethylthio, pentafluoroethylthio, difluoromethyl, 2,2-difluoroeth-1-ylthio, 2 , 2,2-difluoroeth-1-ylthio, 3,3,3-prop-1-ylthio.
  • Halocycloalkyl and “Halocycloalkenyl” mean by the same or different halogen atoms, such as. B. F, CI and Br, or by haloalkyl, such as. Trifluoromethyl or difluoromethyl, partially or fully substituted cycloalkyl or cycloalkenyl, e.g.
  • trialkylsilyl alone or as part of a chemical group - is straight-chain or branched Si-alkyl, preferably with 1 to 8, or with 1 to 6
  • Carbon atoms such as tri - [(Ci-C 8 ) -, (Ci-Cr,) - or (Ci-C i) -alkyl] silyl, for example (but not limited to) trimethylsilyl, triethylsilyl, tri- (n-) propyl) silyl, tri (isopropyl) silyl, tri (n-butyl) silyl, tri (1-methylprop-1-yl) silyl, tri (2-methylprop-1-yl) silyl, tri ( 1, 1-dimethyleth-1-yl) silyl, tri (2,2-dimethyl-1-yl) silyl.
  • Trialkylsilylalkinyl stands for a trialkylsilyl radical bonded via an alkynyl group.
  • the compounds of the general formula (I) can exist as stereoisomers.
  • the possible stereoisomers defined by their specific spatial form, such as enantiomers, diastereomers, Z and E isomers, are all encompassed by the formula (I). If, for example, one or more alkenyl groups are present, diastereomers (Z and E isomers) can occur. For example, if one or more asymmetric carbon atoms are present, enantiomers and diastereomers may occur.
  • Stereoisomers can be distinguished from those in the
  • stereoisomers can be selectively prepared by using stereoselective reactions using optically active sources and / or adjuvants.
  • the invention thus also relates to all stereoisomers which comprises the general formula (I) but are not specified with their specific stereoform, and mixtures thereof.
  • the purification can also by
  • Suitable isolation, purification and stereoisomer separation methods of compounds of formula (I) are those which are well known to those skilled in the art from analogous cases, e.g. through physical processes such as crystallization, chromatography, especially
  • N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones of the general formula (I) can be prepared starting from known processes.
  • the synthetic routes used and investigated are based on commercially available or easily prepared heteroaromatic amines Q-NH2 and on appropriately substituted aminoalkyl acetals, amino alcohols or amino acids.
  • the groupings Q, W, R 1 , R 2 , R 3 , R 6 and R 9 of the general formula (I) have the previously defined in the following schemes
  • the first key intermediate for the synthesis of the compounds of the general formula (I) according to the invention is an optionally further substituted heteroaromatic amine Q-NH.sub.2.
  • this is shown in the synthesis of an optionally further substituted 5-amino-l, 2,4-isothiazole (III).
  • a substituted nitrile is converted into the corresponding amidine (for example with ammonia) and after halogenation with a suitable halogenating reagent (for example sodium hypochlorite or bromine) by reaction with potassium thiocyanate into the desired 5-amino-1, 2,4 -isothiazole (purple) transferred.
  • a suitable halogenating reagent for example sodium hypochlorite or bromine
  • a suitable polar aprotic solvent eg dichloromethane
  • a heteroaromatic amine Q-NH 2 is further described using the example of the preparation of optionally further substituted amino-1, 2,4-triazoles (compare Scheme 2).
  • a suitable reagent eg an alkyl iodide
  • a suitable polar aprotic solvent eg, N, N-dimethylformamide
  • a suitable nitrotriazole (IVb) may be converted into the desired N-substituted by substitution of the ring nitrogen and subsequent hydrogenation with a suitable transition metal catalyst (eg, palladium or platinum on carbon) in a suitable solvent (eg, acetic acid or dilute hydrochloric acid) Aminotriazole (Illb) are converted (see Synthesis 2003, 2001, Tetrahedron Lett 2005, 46, 2469).
  • a suitable transition metal catalyst eg, palladium or platinum on carbon
  • a suitable solvent eg, acetic acid or dilute hydrochloric acid
  • the amine in question can carry an acetal group or an ester group and thus enable the cyclization to the desired N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone (
  • R 6 , R 14 and R 15 of the formula (I) are exemplary, but not limiting, for hydrogen.
  • N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones of the general formula (I) have a free hydroxyl function, this can be acylated with suitable reagents (for example as described in US Pat
  • a suitable carbonyl chloride and with the aid of a suitable base such as triethylamine in a suitable polar aprotic solvent
  • sulfonylated eg using a suitable sulfonyl chloride and with the aid of a suitable base such as triethylamine in a suitable polar aprotic solvent
  • a suitable alkyl halide and with the aid of a suitable base such as potassium carbonate, cesium carbonate or sodium hydride in a suitable polar aprotic solvent
  • a suitable alkyl halide and with the aid of a suitable base such as potassium carbonate, cesium carbonate or sodium hydride in a suitable polar aprotic solvent
  • else into a carbonate or thiocarbonate see WO2015 / 018434, EP122761, US4040812, US Pat. US4006009, US3951976).
  • R 3 of the general formula (1) is illustrative but not limiting of OH, OCH 3, OSO 2 CH 3 , C (0) CH 3 and C ( 0) OCH 3 and R 6 , R 14 and R 15 of the formula (1) are exemplified, but not limited to, hydrogen.
  • Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (3.50 g, 94% of theory) was obtained as a colorless solid.
  • 'H NMR 400 MHz, CDCl d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H).
  • Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (3.50 g, 13.45 mmol) was then added without further purification
  • Phenyl (3-tert-butyl-1,2-oxazol-5-yl) carbamate (3.59 g, 95% of theory) was obtained as a colorless solid.
  • 'H NMR 400 MHz, CDCl d, ppm
  • Phenyl (3-tert-butyl-l, 2-oxazol-5-yl) carbamate (3.50 g, 13.45 mmol) was then dissolved in dichloromethane (50 mL) without further purification and treated with 2- (1,3-dioxolane 2-yl) -N-methylethanamine (1.76 g, 13.45 mmol) and triethylamine (3.75 ml, 26.89 mmol). The reaction mixture was allowed to stand for 12 hours
  • Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate 14.00 g, 81% of theory was obtained as a colorless solid.
  • 'H-NMR 400 MHz, CDCl 3 d, ppm) 9.54 (s, 1H, NH), 8.56 (d, 1H), 8.37 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H).
  • Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.10 g, 7.44 mmol) was then dissolved in dichloromethane (100 mL) without further purification and treated with 3- (methylamino) -propan-1-ol ( 0.99 g, 11.16 mmol) and triethylamine (2.07 ml, 14.88 mmol).
  • the reaction mixture was stirred for 12 h at room temperature. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated.
  • Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid.
  • 'H NMR 400 MHz, CDCl d, ppm
  • 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H).
  • Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 9.61 mmol) was then added without further purification
  • Stereoisomeric mixture (stereoisomer 1: 1.05 g, 53% of theory; stereoisomer 2: 700 mg, 35% of theory).
  • Stereoisomer 1 'H-NMR (400 MHz, CDCl d, ppm) 6.72 (s, 1H), 5.73 (m, 1H), 4.56 (m, 1H), 3.58-3.52 (m, 1H), 3.03 (s, 3H), 2.53-2.27 (m, 2H), 2.14-2.09 (m, 1H), 1.32 (s, 9H).
  • Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid.
  • 'H NMR 400 MHz, CDCl d, ppm
  • 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H).
  • Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (2.30 g, 8.84 mmol) was then added without further purification
  • Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate 14.00 g, 81% of theory was obtained as a colorless solid.
  • 'H-NMR 400 MHz, CDCl 3 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H).
  • Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and treated with 2,2-dimethyl-3- (methylamino) - propan-1-ol (0.91 g, 7.79 mmol) and triethylamine (2.47 mL, 17.72 mmol).
  • reaction mixture was stirred for 14 h at room temperature. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was then purified by column chromatography (gradient
  • Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid.
  • 'H NMR 400 MHz, CDCh d, ppm
  • 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H).
  • Phenyl ZV- [5-t-butylisoxazol-3-yl] carbamate (2.20 g, 8.45 mmol) was then added without further purification
  • Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and with ⁇ 1- [(methylamino) methyl] cyclobutyl ⁇ methanol (1.01 g, 7.79 mmol) and triethylamine (2.47 ml, 17.72 mmol) were added. The reaction mixture was stirred for 14 h at room temperature. To
  • Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate 14.00 g, 81% of theory was obtained as a colorless solid.
  • 'H-NMR 400 MHz, CDCl 3 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H).
  • Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and with ⁇ 1- [(methylamino) methyl] cyclobutyl ⁇ methanol (1.01 g, 7.79 mmol) and triethylamine (2.47 ml, 17.72 mmol) were added. The reaction mixture was stirred for 14 h at room temperature. To
  • Table 1.1 Preferred compounds of the formula (1.1) are the compounds 1.1-1 to 1.1-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.1-1 to 1.1-718 of Table 1.1 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.2 Preferred compounds of the formula (1.2) are the compounds 1.2-1 to 1.2-718, wherein Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.2-1 to 1.2-718 of Table 1.2 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.3 Preferred compounds of the formula (1.3) are the compounds 1.3-1 to 1.3-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.3-1 to 1.3-718 of Table 1.3 are thus characterized by the meaning of the respective entries no. 1 to 718 for Q of
  • Table 1.4 Preferred compounds of the formula (1.4) are the compounds 1.4-1 to 1.4-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.4-1 to 1.4-718 of Table 1.4 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.5 Preferred compounds of the formula (1.5) are the compounds 1.5-1 to 1.5-718, wherein Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.5-1 to 1.5-718 of Table 1.5 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.6 Preferred compounds of the formula (1.6) are the compounds 1.6-1 to 1.6-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.6-1 to 1.6-718 of Table 1.6 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.7 Preferred compounds of the formula (1.7) are the compounds 1.7-1 to 1.7-718, in which Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.7-1 to 1.7-718 of Table 1.7 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.8 Preferred compounds of the formula (1.8) are the compounds 1.8-1 to 1.8-718, in which Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.8-1 to 1.8-718 of Table 1.8 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.9 Preferred compounds of the formula (1.9) are the compounds 1.9-1 to 1.9-718, wherein Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.9-1 to 1.9-718 of Table 1.9 are thus characterized by the meaning of the respective entries no. 1 to 718 for Q of
  • Table 1.10 Preferred compounds of the formula (1.10) are the compounds 1.10-1 to 1.10-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.10-1 to 1.10-718 of Table 1.10 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.11 Preferred compounds of the formula (1.11) are the compounds 1.11-1 to 1.11-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.11-1 to 1.11-718 of Table 1.11 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.12 Preferred compounds of the formula (1.12) are the compounds 1.12-1 to 1.12-718, in which Q has the meanings of Table 1 given in the respective line.
  • the compounds 1.12-1 to 1.12-718 of Table 1.12 are thus distinguished by the meaning of the respective entries no. 1 to
  • Table 1.13 Preferred compounds of the formula (1.13) are the compounds 1.13-1 to 1.13-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.13-1 to 1.13-718 of Table 1.13 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.14 Preferred compounds of the formula (1.14) are the compounds 1.14-1 to 1.14-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.14-1 to 1.14-718 of Table 1.14 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.15 Preferred compounds of the formula (1.15) are the compounds 1.15-1 to 1.15-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.15-1 to 1.15-718 of Table 1.15 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.16 Preferred compounds of the formula (1.16) are the compounds 1.16-1 to 1.16-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.16-1 to 1.16-718 of Table 1.16 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.17 Preferred compounds of the formula (1.17) are the compounds 1.17-1 to 1.17-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.17-1 to 1.17-718 of Table 1.17 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.18 Preferred compounds of the formula (1.18) are the compounds 1.18-1 to 1.18-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.18-1 to 1.18-718 of Table 1.18 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.19 Preferred compounds of the formula (1.19) are the compounds 1.19-1 to 1.19-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.19-1 to 1.19-718 of Table 1.19 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.20 Preferred compounds of the formula (1.20) are the compounds 1.20-1 to 1.20-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.20-1 to 1.20-718 of Table 1.20 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.21 Preferred compounds of the formula (1.21) are the compounds 1.21-1 to 1.21-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
  • Table 1.22 Preferred compounds of the formula (1.22) are the compounds 1.22-1 to 1.22-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
  • Table 1.23 Preferred compounds of the formula (1.23) are the compounds 1.23-1 to 1.23-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
  • Table 1.24 Preferred compounds of the formula (1.24) are the compounds 1.24-1 to 1.24-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.24-1 to 1.24-718 of Table 1.24 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.25 Preferred compounds of the formula (1.25) are the compounds 1.25-1 to 1.25-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.25-1 to 1.25-718 of Table 1.25 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.26 Preferred compounds of the formula (1.26) are the compounds 1.26-1 to 1.26-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.26-1 to 1.26-718 of Table 1.26 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.27 Preferred compounds of the formula (1.27) are the compounds 1.27-1 to 1.27-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.27-1 to 1.27-718 of Table 1.27 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.28 Preferred compounds of the formula (1.28) are the compounds 1.28-1 to 1.28-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.28-1 to 1.28-718 of Table 1.28 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.29 Preferred compounds of the formula (1.29) are the compounds 1.29-1 to 1.29-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.29-1 to 1.29-718 of Table 1.29 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.30 Preferred compounds of the formula (1.30) are the compounds 1.30-1 to 1.30-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.30-1 to 1.30-718 of Table 1.30 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.31 Preferred compounds of the formula (1.31) are the compounds 1.31-1 to 1.31-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.31-1 to 1.31-718 of Table 1.31 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.32 Preferred compounds of the formula (1.32) are the compounds 1.32-1 to 1.32-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the connections 1.32-1 to 1.32-718 of Table 1.32 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.33 Preferred compounds of the formula (1.33) are the compounds 1.33-1 to 1.33-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.33-1 to 1.33-718 of Table 1.33 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.34 Preferred compounds of the formula (1.34) are the compounds 1.34-1 to 1.34-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.34-1 to 1.34-718 of Table 1.34 are thus distinguished by the meaning of the respective entries no. 1 to
  • Table 1.35 Preferred compounds of the formula (1.35) are the compounds 1.35-1 to 1.35-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.35-1 to 1.35-718 of Table 1.35 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.36 Preferred compounds of the formula (1.36) are the compounds 1.36-1 to 1.36-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.36-1 to 1.36-718 of Table 1.36 are thus distinguished by the meaning of the respective entries no. 1 to
  • Table 1.37 Preferred compounds of the formula (1.37) are the compounds 1.37-1 to 1.37-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.37-1 to 1.37-718 of Table 1.37 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.38 Preferred compounds of the formula (1.38) are the compounds 1.38-1 to 1.38-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.38-1 to 1.38-718 of Table 1.38 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.39 Preferred compounds of the formula (1.39) are the compounds 1.39-1 to 1.39-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.39-1 to 1.39-718 of Table 1.39 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.40 Preferred compounds of the formula (1.40) are the compounds 1.40-1 to 1.40-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the connections 1.40-1 to 1.40-718 of Table 1.40 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.41 Preferred compounds of the formula (1.41) are the compounds 1.41-1 to 1.41-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.41-1 to 1.41-718 of Table 1.1 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.42 Preferred compounds of the formula (1.42) are the compounds 1.42-1 to 1.42-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.42-1 to 1.42-718 of Table 1.42 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.43 Preferred compounds of the formula (1.43) are the compounds 1.43-1 to 1.43-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.43-1 to 1.43-718 of Table 1.43 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.44 Preferred compounds of the formula (1.44) are the compounds 1.44-1 to 1.44-718, in which Q has the meanings given in Table 1 in the respective line.
  • the compounds 1.44-1 to 1.44-718 of Table 1.44 are thus distinguished by the meaning of the respective entries no. 1 to
  • Table 1.45 Preferred compounds of the formula (1.45) are the compounds 1.45-1 to 1.45-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.45-1 to 1.45-718 of Table 1.45 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.46 Preferred compounds of the formula (1.46) are the compounds 1.46-1 to 1.46-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.46-1 to 1.46-718 of Table 1.46 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.47 Preferred compounds of the formula (1.47) are the compounds 1.47-1 to 1.47-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.47-1 to 1.47-718 of Table 1.47 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.48 Preferred compounds of the formula (1.48) are the compounds 1.48-1 to 1.48-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.48-1 to 1.48-718 of Table 1.48 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.49 Preferred compounds of the formula (1.49) are the compounds 1.49-1 to 1.49-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.49-1 to 1.49-718 of Table 1.49 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.50 Preferred compounds of the formula (1.50) are the compounds 1.50-1 to 1.50-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.50-1 to 1.50-718 of Table 1.50 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.51 Preferred compounds of the formula (1.51) are the compounds 1.51-1 to 1.51-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.51-1 to 1.51-718 of Table 1.51 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.52 Preferred compounds of the formula (1.52) are the compounds 1.52-1 to 1.52-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.52-1 to 1.52-718 of Table 1.52 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.53 Preferred compounds of the formula (1.53) are the compounds 1.53-1 to 1.53-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.53-1 to 1.53-718 of Table 1.53 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.54 Preferred compounds of the formula (1.54) are the compounds 1.54-1 to 1.54-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.54-1 to 1.54-718 of Table 1.54 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.55 Preferred compounds of the formula (1.55) are the compounds 1.55-1 to 1.55-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.55-1 to 1.55-718 of Table 1.55 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.56 Preferred compounds of the formula (1.56) are the compounds 1.56-1 to 1.56-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.56-1 to 1.56-718 of Table 1.56 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.57 Preferred compounds of the formula (1.57) are the compounds 1.57-1 to 1.57-718, in which Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.57-1 to 1.57-718 of Table 1.57 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.58 Preferred compounds of the formula (1.58) are the compounds 1.58-1 to 1.58-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.58-1 to 1.58-718 of Table 1.58 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.59 Preferred compounds of the formula (1.59) are the compounds 1.59-1 to 1.59-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.59-1 to 1.59-718 of Table 1.59 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.60 Preferred compounds of the formula (1.60) are the compounds 1.60-1 to 1.60-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.60-1 to 1.60-718 of Table 1.60 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.61 Preferred compounds of the formula (1.61) are the compounds 1.61-1 to 1.61-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.61-1 to 1.61-718 of Table 1.1 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.62 Preferred compounds of the formula (1.62) are the compounds 1.62-1 to 1.62-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.62-1 to 1.62-718 of Table 1.62 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.63 Preferred compounds of the formula (1.63) are the compounds 1.63-1 to 1.63-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.63-1 to 1.63-718 of Table 1.63 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.64 Preferred compounds of the formula (1.64) are the compounds 1.64-1 to 1.64-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.64-1 to 1.64-718 of Table 1.64 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.65 Preferred compounds of the formula (1.65) are the compounds 1.65-1 to 1.65-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.65-1 to 1.65-718 of Table 1.65 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.66 Preferred compounds of the formula (1.66) are the compounds 1.66-1 to 1.66-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.66-1 to 1.66-718 of Table 1.66 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.67 Preferred compounds of the formula (1.67) are the compounds 1.67-1 to 1.67-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.67-1 to 1.67-718 of Table 1.67 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.68 Preferred compounds of the formula (1.68) are the compounds 1.68-1 to 1.68-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.68-1 to 1.68-718 of Table 1.68 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.69 Preferred compounds of the formula (1.69) are the compounds 1.69-1 to 1.69-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.69-1 to 1.69-718 of Table 1.69 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.70 Preferred compounds of the formula (1.70) are the compounds 1.70-1 to 1.70-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.70-1 to 1.70-718 of Table 1.70 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.71 Preferred compounds of the formula (1.71) are the compounds 1.71-1 to 1.71-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.71-1 to 1.71-718 of Table 1.1 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.72 Preferred compounds of the formula (1.72) are the compounds 1.72-1 to 1.72-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.72-1 to 1.72-718 of Table 1.72 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.73 Preferred compounds of the formula (1.73) are the compounds 1.73-1 to 1.73-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.73-1 to 1.73-718 of Table 1.73 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.74 Preferred compounds of the formula (1.74) are the compounds 1.74-1 to 1.74-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.74-1 to 1.74-718 of Table 1.74 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.75 Preferred compounds of the formula (1.75) are the compounds 1.75-1 to 1.75-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.75-1 to 1.75-718 of Table 1.75 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.76 Preferred compounds of the formula (1.76) are the compounds 1.76-1 to 1.76-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.76-1 to 1.76-718 of Table 1.76 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.77 Preferred compounds of the formula (1.77) are the compounds 1.77-1 to 1.77-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.77-1 to 1.77-718 of Table 1.77 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.78 Preferred compounds of the formula (1.78) are the compounds 1.78-1 to 1.78-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.78-1 to 1.78-718 of Table 1.78 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.79 Preferred compounds of the formula (1.79) are the compounds 1.79-1 to 1.79-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.79-1 to 1.79-718 of Table 1.79 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.80 Preferred compounds of the formula (1.80) are the compounds 1.80-1 to 1.80-718, in which Q has the meanings given in Table 1 of each Table.
  • the compounds 1.80-1 to 1.80-718 of Table 1.80 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.81 Preferred compounds of the formula (1.81) are the compounds 1.81-1 to 1.81-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.81-1 to 1.81-718 of Table 1.1 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.82 Preferred compounds of the formula (1.82) are the compounds 1.82-1 to 1.82-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.82-1 to 1.82-718 of Table 1.82 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.83 Preferred compounds of the formula (1.83) are the compounds 1.83-1 to 1.83-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.83-1 to 1.83-718 of Table 1.83 are thus characterized by the meaning of the respective entries no. 1 to
  • Table 1.84 Preferred compounds of the formula (1.84) are the compounds 1.84-1 to 1.84-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.84-1 to 1.84-718 of Table 1.84 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.85 Preferred compounds of the formula (1.85) are the compounds 1.85-1 to 1.85-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.85-1 to 1.85-718 of Table 1.85 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.86 Preferred compounds of the formula (1.86) are the compounds 1.86-1 to 1.86-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.86-1 to 1.86-718 of Table 1.86 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.87 Preferred compounds of the formula (1.87) are the compounds 1.87-1 to 1.87-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
  • Table 1.88 Preferred compounds of the formula (1.88) are the compounds 1.88-1 to 1.88-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
  • Table 1.89 Preferred compounds of the formula (1.89) are the compounds 1.89-1 to 1.89-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.89-1 to 1.89-718 of Table 1.89 are thus distinguished by the meaning of the respective entries no. 1 to
  • Table 1.90 Preferred compounds of the formula (1.90) are the compounds 1.90-1 to 1.90-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.90-1 to 1.90-718 of Table 1.90 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.91 Preferred compounds of the formula (1.91) are the compounds 1.91-1 to 1.91-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.91-1 to 1.91-718 of Table 1.1 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.92 Preferred compounds of the formula (1.92) are the compounds 1.92-1 to 1.92-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.92-1 to 1.92-718 of Table 1.92 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.93 Preferred compounds of the formula (1.93) are the compounds 1.93-1 to 1.93-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.93-1 to 1.93-718 of Table 1.93 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.94 Preferred compounds of the formula (1.94) are the compounds 1.94-1 to 1.94-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.94-1 to 1.94-718 of Table 1.94 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.95 Preferred compounds of the formula (1.95) are the compounds 1.95-1 to 1.95-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.95-1 to 1.95-718 of Table 1.95 are therefore distinguished by the meaning of the respective entries no. 1 to
  • Table 1.96 Preferred compounds of the formula (1.96) are the compounds 1.96-1 to 1.96-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.96-1 to 1.96-718 of Table 1.96 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.97 Preferred compounds of the formula (1.97) are the compounds 1.97-1 to 1.97-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.97-1 to 1.97-718 of Table 1.97 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.98 Preferred compounds of the formula (1.98) are the compounds 1.98-1 to 1.98-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.98-1 to 1.98-718 of Table 1.98 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.99 Preferred compounds of the formula (1.99) are the compounds 1.99-1 to 1.99-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.99-1 to 1.99-718 of Table 1.99 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.100 Preferred compounds of the formula (1.100) are the compounds 1.100-1 to 1.100-718, in which Q has the meanings given in Table 1 of each Table.
  • the connections 1.100-1 to 1.100-718 of Table 1.100 are thus affected by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.101 Preferred compounds of the formula (1.101) are the compounds 1.101-1 to 1.101-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.101-1 to 1.101-718 of Table 1.101 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.102 Preferred compounds of the formula (1.102) are the compounds 1.102-1 to 1.102-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.102-1 to 1.102-718 of Table 1.102 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.103 Preferred compounds of the formula (1.103) are the compounds 1.103-1 to 1.103-
  • Table 1.104 Preferred compounds of the formula (1.104) are the compounds 1.104-1 to 1.104-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.104-1 to 1.104-718 of Table 1.104 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.105 Preferred compounds of the formula (1.105) are the compounds 1.105-1 to 1.105-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.105-1 to 1.105-718 of Table 1.105 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.106 Preferred compounds of the formula (1.106) are the compounds 1.106-1 to 1.106-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.106-1 to 1.106-718 of Table 1.106 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.107 Preferred compounds of the formula (1.107) are the compounds 1.107-1 to 1.107-718, wherein Q has the meanings given in Table 1 of each Table. The connections
  • Table 1.110 Preferred compounds of the formula (1.110) are the compounds 1.110-1 to 1.110-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.110-1 to 1.110-718 of Table 1.110 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.111 Preferred compounds of the formula (1.111) are the compounds 1.111-1 to 1.111-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.111-1 to 1.111-718 of Table 1.111 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.112 Preferred compounds of the formula (1.112) are the compounds 1.112-1 to 1112-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.112-1 to 1.112-718 of Table 1.112 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.113 Preferred compounds of the formula (1.113) are the compounds 1.113-1 to 1.113-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.113-1 to 1.113-718 of Table 1.113 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.114 Preferred compounds of the formula (El 14) are the compounds 1.114-1 to 1.114-718, wherein Q has the meanings of Table 1 given in the respective line.
  • the compounds 1.114-1 to 1.114-718 of Table 1.114 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.115 Preferred compounds of the formula (1.115) are the compounds 1.115-1 to 1.115-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.115-1 to 1.115-718 of Table 1.115 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1. (1.116)
  • Table 1.116 Preferred compounds of the formula (1.116) are the compounds 1.116-1 to 1.116-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.116-1 to 1.116-718 of Table 1.116 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.117 Preferred compounds of the formula (1.117) are the compounds 1.117-1 to 1.117-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.117-1 to 1.117-718 of Table 1.117 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.118 Preferred compounds of the formula (1.118) are the compounds 1.118-1 to 1.118-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.118-1 to 1.118-718 of Table 1.118 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.119 Preferred compounds of the formula (1.119) are the compounds 1.119-1 to 1.119-718, wherein Q has the meanings indicated in the respective line of Table 1.
  • the compounds 1.119-1 to 1.119-718 of Table 1.119 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.120 Preferred compounds of the formula (1.120) are the compounds 1.120-1 to 1.120-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.120-1 to 1.120-718 of Table 1.120 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.121 Preferred compounds of the formula (1.121) are the compounds 1.121-1 to 1.121-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.121-1 to 1.121-718 of Table 1.121 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,122)
  • Table 1.122 Preferred compounds of the formula (1.122) are the compounds 1.122-1 to 1.122-718, wherein Q has the meanings of Table 1 given in the respective line.
  • the compounds 1.122-1 to 1.122-718 of Table 1.122 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.123 Preferred compounds of the formula (1.123) are the compounds 1.123-1 to 1.123-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.123-1 to 1.123-718 of Table 1.123 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.124 Preferred compounds of the formula (1.124) are the compounds 1.124-1 to 1.124-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.124-1 to 1.124-718 of Table 1.124 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,125)
  • Table 1.125 Preferred compounds of the formula (1.125) are the compounds 1.125-1 to 1.125-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.125-1 to 1.125-718 of Table 1.125 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.126 Preferred compounds of the formula (1.126) are the compounds 1.126-1 to 1.126-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.126-1 to 1.126-718 of Table 1.126 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.127 Preferred compounds of the formula (1.127) are the compounds 1.127-1 to 1.127-718, wherein Q has the meanings of Table 1 given in the respective line.
  • the compounds 1.127-1 to 1.127-718 of Table 1.127 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.128 Preferred compounds of the formula (1.128) are the compounds 1.128-1 to 1.128-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.128-1 to 1.128-718 of Table 1.128 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.129 Preferred compounds of the formula (1.129) are the compounds 1.129-1 to 1.129-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.129-1 to 1.129-718 of Table 1.129 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.130 Preferred compounds of the formula (1.130) are the compounds 1.130-1 to 1.130-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.130-1 to 1.130-718 of Table 1.130 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.131 Preferred compounds of the formula (1.131) are the compounds 1.131-1 to 1.131-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.131-1 to 1.131-718 of Table 1.131 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.132 Preferred compounds of the formula (1.132) are the compounds 1.132-1 to 1.132-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.132-1 to 1.132-718 of Table 1.132 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.133 Preferred compounds of the formula (1.133) are the compounds 1.133-1 to 1.133-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.133-1 to 1.133-718 of Table 1.133 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,134)
  • Table 1.134 Preferred compounds of the formula (1.134) are the compounds 1.134-1 to 1.134-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.134-1 to 1.134-718 of Table 1.134 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.135 Preferred compounds of the formula (1.135) are the compounds 1.135-1 to 1.135-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.135-1 to 1.135-718 of Table 1.135 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.136 Preferred compounds of the formula (1.136) are the compounds 1.136-1 to 1.136-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.136-1 to 1.136-718 of Table 1.136 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,137)
  • Table 1.137 Preferred compounds of the formula (1.137) are the compounds 1.137-1 to 1.137-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.137-1 to 1.137-718 of Table 1.137 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.138 Preferred compounds of the formula (1.138) are the compounds 1.138-1 to 1.138-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.138-1 to 1.138-718 of Table 1.138 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.139 Preferred compounds of the formula (1.139) are the compounds 1.139-1 to 1.139-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.139-1 to 1.139-718 of Table 1.139 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1.140)
  • Table 1.140 Preferred compounds of the formula (1.140) are the compounds 1.140-1 to 1.140-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.140-1 to 1.140-718 of Table 1.140 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.141 Preferred compounds of the formula (1.141) are the compounds 1.141-1 to 1.141-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.141-1 to 1.141-718 of Table 1.1 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.142 Preferred compounds of the formula (1.142) are the compounds 1.142-1 to 1.142-718, wherein Q has the meanings given in Table 1 of each line.
  • the compounds 1.142-1 to 1.142-718 of Table 1.142 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.143 Preferred compounds of the formula (1.143) are the compounds 1.143-1 to 1.143-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.143-1 to 1.143-718 of Table 1.143 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.144 Preferred compounds of the formula (1.144) are the compounds 1.144-1 to 1.144-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.144-1 to 1.144-718 of Table 1.144 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.145 Preferred compounds of the formula (1.145) are the compounds 1.145-1 to 1.145-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.145-1 to 1.145-718 of Table 1.145 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.146 Preferred compounds of the formula (1.146) are the compounds 1.146-1 to 1.146-718, wherein Q has the meanings of Table 1 given in the respective line.
  • the compounds 1.146-1 to 1.146-718 of Table 1.146 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.147 Preferred compounds of the formula (1.147) are the compounds 1.147-1 to 1.147-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.147-1 to 1.147-718 of Table 1.147 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
  • Table 1.148 Preferred compounds of the formula (1.148) are the compounds 1.148-1 to 1.148-718, wherein Q has the meanings indicated in Table 1 of each Table.
  • the compounds 1.148-1 to 1.148-718 of Table 1.148 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1. (1,149)
  • Table 1.149 Preferred compounds of the formula (1.149) are the compounds 1.149-1 to 1.149-718, wherein Q has the meanings given in Table 1 of each Table.
  • the compounds 1.149-1 to 149-718 of Table 1.149 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
  • Table 1.150 Preferred compounds of the formula (1.150) are the compounds 1.150-1 to 1.150-718, in which Q has the meanings of Table 1 indicated in the respective line.
  • the compounds 1.150-1 to 1.150-718 of Table 1.150 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.

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Abstract

The invention relates to substituted N-heterocyclyl- and N-heteroaryl-tetrahydropyrimidinones of general formula (I) or the salts (I) thereof, wherein the groups in general formula (I) are as defined in the description, and to the use of same as herbicides, in particular for controlling weeds and/or weed grasses in crops of cultivated plants and/or as plant growth regulators for influencing the growth of crops of cultivated plants.

Description

Bayer CropScience AG/Bayer AG  Bayer CropScience AG / Bayer AG
Substituierte N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinone sowie deren Salze und ihre Verwendung als herbizide Wirkstoffe Substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones and their salts and their use as herbicidal active ingredients
Beschreibung description
Die Erfindung betrifft das technische Gebiet der Pflanzenschutzmittel, insbesondere das der Herbizide zur selektiven Bekämpfung von Unkräutern und Ungräsem in Nutzpflanzenkulturen. The invention relates to the technical field of crop protection agents, in particular that of herbicides for the selective control of weeds and grass weeds in crops.
Speziell betrifft diese Erfindung substituierte N-Heterocyclyl- und N-Heteroaryl-tetrahydro- pyrimidinone sowie deren Salze, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide. Specifically, this invention relates to substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones and their salts, processes for their preparation and their use as herbicides.
Bisher bekannte Pflanzenschutzmittel zur selektiven Bekämpfung von Schadpflanzen in Previously known crop protection agents for the selective control of harmful plants in
Nutzpflanzenkulturen oder Wirkstoffe zur Bekämpfung von unerwünschtem Pflanzenwuchs weisen bei ihrer Anwendung teilweise Nachteile auf, sei es, dass sie (a) keine oder aber eine unzureichende herbizide Wirkung gegen bestimmte Schadpflanzen, (b) ein zu geringes Spektrum der Schadpflanzen, das mit einem Wirkstoff bekämpft werden kann, (c) zu geringe Selektivität in Nutzpflanzenkulturen und/oder (d) ein toxikologisch ungünstiges Profil besitzen. Weiterhin führen manche Wirkstoffe, die als Pflanzenwachstumsregulatoren bei einigen Nutzpflanzen eingesetzt werden können, bei anderen Nutzpflanzen zu unerwünscht verminderten Emteerträgen oder sind mit der Kulturpflanze nicht oder nur in einem engen Aufwandmengenbereich verträglich. Einige der bekannten Wirkstoffe lassen sich wegen schwer zugänglicher Vorprodukte und Reagenzien im industriellen Maßstab nicht wirtschaftlich hersteilen oder besitzen nur unzureichende chemische Stabilitäten. Bei anderen Wirkstoffen hängt die Wirkung zu stark von Umweltbedingungen, wie Wetter- und Bodenverhältnissen ab. Die herbizide Wirkung dieser bekannten Verbindungen, insbesondere bei niedrigen Aufwandmengen, bzw. deren Verträglichkeit gegenüber Kulturpflanzen bleiben verbesserungswürdig. Commercial crops or active substances for combating undesirable plant growth have some drawbacks in their application, be it that they (a) no or insufficient herbicidal activity against certain harmful plants, (b) a too low a range of harmful plants, which fights with an active ingredient (c) have too low selectivity in crops and / or (d) have a toxicologically unfavorable profile. Furthermore, some agents that can be used as plant growth regulators in some crops, in other crops to undesirably reduced Emteerträgen or are not compatible with the crop or only in a narrow application rate range. Some of the known active compounds can not be produced economically on the industrial scale because of difficultly accessible precursors and reagents or have only insufficient chemical stabilities. For other active ingredients the effect depends too much on environmental conditions, such as weather and soil conditions. The herbicidal action of these known compounds, in particular at low application rates, or their compatibility with crop plants, should be improved.
Verschiedene Schriften beschreiben substituierte Pyrrolone und Hydantoine mit herbiziden Various publications describe substituted pyrrolones and hydantoins with herbicides
Eigenschaften. Aus WO2016/071359 und W02016/071360 sind Pyrrolone bekannt, die am Stickstoff heterocyclische Substituenten tragen, beispielsweise auch gegebenenfalls weiter substituierte Properties. WO2016 / 071359 and WO2016 / 071360 disclose pyrrolones which carry heterocyclic substituents on the nitrogen, for example optionally also further substituted
Isoxazoline. Weiterhin sind substituierte Pyrrolone und ihre herbiziden oder pestiziden Eigenschaften in CH633678, DE 2735841, DE, EP0297378, EP0334133, EP0339390 und EP0286816 beschrieben. Substituierte Pyrazolylpyrrolone und ihre Verwendung als herbizide Wirkstoffe werden beispielsweise in WO2015/018434 beschrieben. Es ist weiterhin bekannt, daß bestimmte substituierte Isoxazolines. Furthermore, substituted pyrrolones and their herbicidal or pesticidal properties are described in CH633678, DE 2735841, DE, EP0297378, EP0334133, EP0339390 and EP0286816. Substituted pyrazolylpyrrolones and their use as herbicidal active compounds are described, for example, in WO2015 / 018434. It is further known that certain substituted
Carbamoyloxypyrrolone als Wuchsregulatoren oder Keimungsstimulatoren eingesetzt werden können (vgl. WO2014/131843). Das Strukturmotiv der Hydroxypyrrolone findet sich auch in Substanzen, die aus Lilium candidum isoliert wurden, z. B. l,5-Dihydro-5-hydroxy-3,4‘-dimethyl-[l,2‘-bi-2H-pyrrolo]- 2,5‘(l’H)-dion (vgl. Ceska a Slovenska Farmacie, 2007, 56, 27; Neoplasma, 2000, 47, 313). Carbamoyloxypyrrolone can be used as growth regulators or germination stimulators (see WO2014 / 131843). The structural motif of hydroxypyrrolones is also found in substances that isolated from Lilium candidum, z. B. 1, 5-dihydro-5-hydroxy-3,4'-dimethyl- [1,2'-bi-2H-pyrrolo] -2,5 '(l'H) -dione (see Ceska a Slovenska Farmacie , 2007, 56, 27; Neoplasma, 2000, 47, 313).
In WO2016/071361, WO2016/071362, WO2016/071363 und WO2016/071364 werden weiterhin substituierte Hydantoine beschrieben, die am Stickstoff ebenfalls heterocyclische Substituenten tragen, beispielsweise gegebenenfalls weiter substituierte Isoxazoline. WO2016 / 071361, WO2016 / 071362, WO2016 / 071363 and WO2016 / 071364 also describe substituted hydantoins which likewise carry heterocyclic substituents on the nitrogen, for example optionally further substituted isoxazolines.
Ausgewählte speziell substituierte l,3,4-Thiadiazolyl- und l,2,4-Thiadiazolyl-2,5-Dioxoimidazoline und ihre herbizide Wirkung werden in DE2247266 beschrieben. Bestimmte substituierte 1,3,4- thiadiazolyltetrahydropyrimidinone sowie ihre Alkoxy-, Acyloxy-, Carbamoyloxyderivate werden in US4006009, US3988143, US3951976, DE2540366 und US3932410 beschrieben, während die entsprechenden Carbonate und Thiocarbonate bestimmter substituierter l,3,4-thiadiazolyltetrahydro- pyrimidinone und ihre Synthese in US4040812 beschrieben werden. Es ist weiterhin bekannt, daß durch Tetrahydrobenzothiazolylgruppen substituierte Tetrahydropyrimidinone als herbizide Wirkstoffe verwendet werden können (vgl. EP122761). Bestimmte N-Aryl-substituierte Tetrahydropyrimidinone sind als Teilstrukturen von Histonmethyltransferase-Modulatoren beschrieben worden (vgl.  Selected specifically substituted l, 3,4-thiadiazolyl and l, 2,4-thiadiazolyl-2,5-Dioxoimidazoline and their herbicidal activity are described in DE2247266. Certain substituted 1,3,4-thiadiazolyltetrahydropyrimidinones and their alkoxy, acyloxy, carbamoyloxy derivatives are described in US4006009, US3988143, US3951976, DE2540366 and US3932410, while the corresponding carbonates and thiocarbonates of certain substituted l, 3,4-thiadiazolyltetrahydropyrimidinones and their Synthesis in US4040812. It is furthermore known that tetrahydropyrimidinones substituted by tetrahydrobenzothiazolyl groups can be used as herbicidal active compounds (cf., EP122761). Certain N-aryl substituted tetrahydropyrimidinones have been described as substructures of histone methyltransferase modulators (cf.
WO2012/082436). WO2012 / 082436).
Die Verwendung von N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinonen, vor allem von gegebenenfalls weiter substituierten N-Pyridyl-, N-Pyrimidinyl-, N-Pyrazolyl- und N- Isoxazolyltetrahydropyrimidinonen oder deren Salze als herbizide Wirkstoffe ist dagegen noch nicht beschrieben. Überraschenderweise wurde nun gefunden, dass ausgewählte N-Heterocyclyl- und N- Heteroaryl-tetrahydropyrimidinone oder deren Salze als Herbizide besonders gut geeignet sind. The use of N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones, especially of optionally further substituted N-pyridyl, N-pyrimidinyl, N-pyrazolyl and N-Isoxazolyltetrahydropyrimidinonen or their salts as herbicidal active ingredients, however, is not yet described. Surprisingly, it has now been found that selected N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones or their salts are particularly suitable as herbicides.
Gegenstand der vorliegenden Erfindung sind damit substituierte N-Heterocyclyl- und N-Heteroaryl- tetrahydropyrimidinone der allgemeinen Formel (I) oder deren Salze The present invention thus provides substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone of the general formula (I) or salts thereof
worin wherein
Q für die Gruppen Q-l bis Q-30 steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des Q for the groups Ql to Q-30 wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht,  Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder dieA 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter Grouping CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden,  form substituted 5-7 membered ring,
R1 für Wasserstoff, Hydroxy, (Ci-Cg)-Alkyl, (Ci-Cg)-Haloalkyl, (Ci-Cg)-Hydroxyalkyl, R 1 is hydrogen, hydroxy, (Ci-Cg) -alkyl, (Ci-Cg) -haloalkyl, (Ci-Cg) -Hydroxyalkyl,
Hydroxycarbonyl-(Ci-Cg)-alkylen, (Ci-Cg)-Alkoxy, (Ci-Cg)-Alkoxy-(Ci-Cg)-alkylen, (Ci-Cg)- Alkoxyalkyloxy, (Ci-Cg)-Haloalkoxy, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, Aryl, Heteroaryl, (C3-Cio)-Cycloalkyl-(Ci-Cg)-alkylen, Heterocyclyl, (C2-Cg)-Alkenyl, (C2-Cg)- Alkenyloxy, (C2-Cg)-Alkinyl, (C2-Cg)-Alkinyloxy, Amino, Bis-[(Ci-Cg)-Alkyl]amino, Aryl- (Ci-Cg)-alkylen, Heteroaryl-(Ci-Cg)-alkylen, Heterocyclyl-(Ci-Cg)-alkylen, (Ci-Cg)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, R120(0)C-(Ci-Cg)-Alkylen, Arylcarbonyl-(Ci-Cg)- alkylen, (Ci-Cg)-Alkylcarbonyl-(Ci-Cg)-alkylen, Heteroarylcarbonyl-(Ci-Cg)-alkylen, Hydroxycarbonyl- (Ci-Cg) -alkylene, (Ci-Cg) -alkoxy, (Ci-Cg) -alkoxy- (Ci-Cg) -alkylene, (Ci-Cg) -alkoxyalkyloxy, (Ci-Cg) -haloalkoxy, (C3-Cio) -cycloalkyl, (C3-Cio) -halocycloalkyl, aryl, heteroaryl, (C3-Cio) -cycloalkyl- (Ci-Cg) -alkylene, heterocyclyl, (C2-Cg) -alkenyl, (C 2 -) Cg) - alkenyloxy, (C2-Cg) alkynyl, (C2-Cg) alkynyloxy, amino, bis - [(Ci-Cg) -alkyl] amino, aryl- (Ci-Cg) -alkylene, heteroaryl- (Ci -Cg) -alkylene, heterocyclyl- (Ci-Cg) -alkylene, (Ci-Cg) -cyanoalkyl, C (0) R 12 , C (0) 0R 12 , C (O) NR 10 R u , S0 2 R 13 , R 12 0 (0) C- (Ci-Cg) alkylene, arylcarbonyl (Ci-Cg) - alkylene, (Ci-Cg) -alkylcarbonyl- (Ci-Cg) -alkylene, Heteroarylcarbonyl- (Ci-Cg ) -alkylene,
Heterocyclylcarbonyl-(Ci-Cg)-alkylen, (Ci-C7)-Alkylcarbonyloxy-(Ci-Cg)-alkylen steht,  Heterocycliccarbonyl- (C 1 -C 6) -alkylene, (C 1 -C 7) -alkylcarbonyloxy- (C 1 -C 6) -alkylene,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Halogen, (Ci-Cg)-Alkyl, (Ci-Cg)-R 2 and R 9 are each independently hydrogen, hydroxy, halogen, (Ci-Cg) alkyl, (Ci-Cg) -
Haloalkyl, (C3-Cio)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-Cg)-alkyl, Heteroaryl- (Ci-Cg)-alkyl, Heterocyclyl-(Ci-Cg)-alkyl, (C2-Cg)-Alkenyl, (C2-Cg)-Alkinyl, Arylcarbonyl- (Ci-Cg)-alkyl, (Ci-Cg)-Alkylcarbonyl-(Ci-Cg)-alkyl, Heteroarylcarbonyl-(Ci-Cg)-alkyl, (C3-C10)- Cycloalkylcarbonyl-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)-alkoxycarbonyl-(Ci-Cg)-alkyl, (Ci-Cg)- Alkoxycarbonyl-(Ci-Cg)-alkyl, (Ci-Cg)-Alkoxy-(Ci-Cg)-alkyl, Arylcarbonyloxy-(Ci-Cg)-alkyl, Heteroarylcarbonyloxy-(Ci-Cg)-alkyl, Heterocyclylcarbonyloxy-(Ci-Cg)-alkyl, (Ci-Cg)- Alkylcarbonyloxy-(Ci-Cg)-alkyl, (C3-Cg)-Cycloalkylcarbonyloxy-(Ci-Cg)-alkyl, (Ci-Cg)- Haloalkoxy-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)-alkoxy-(Ci-Cg)-alkyl, Heteroaryl-(Ci-Cg)-Alkoxy- (Ci-Cg)-alkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, SO2R13, NR10RU, R10RuN-(Ci-Cg)-alkyl, Cyano-(Ci-Cg)-alkyl, Hydroxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl, Aminocarbonyl, Aminocarbonyl-(Ci-Cg)-alkyl, (Ci-Cg)-Alkylaminocarbonyl-(Ci-Cg)-alkyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)-al yl, (C2-C8)-Alkenyloxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Cyano, Hydroxy-(Ci-C8)-alkyl stehen, oder Haloalkyl, (C3-Cio) -cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl- (Ci-Cg) -alkyl, heteroaryl- (Ci-Cg) -alkyl, heterocyclyl- (Ci-Cg) -alkyl, (C2-Cg ) Alkenyl, (C2-Cg) alkynyl, arylcarbonyl (Ci-Cg) -alkyl, (Ci-Cg) -alkylcarbonyl (Ci-Cg) -alkyl, heteroarylcarbonyl (Ci-Cg) -alkyl, (C3 -C10) -cycloalkylcarbonyl- (Ci-Cg) -alkyl, aryl- (Ci-Cg) -alkoxycarbonyl- (Ci-Cg) -alkyl, (Ci-Cg) -alkoxycarbonyl- (Ci-Cg) -alkyl, (Ci -Cg) -alkoxy- (Ci-Cg) -alkyl, Arylcarbonyloxy- (Ci-Cg) -alkyl, Heteroarylcarbonyloxy- (Ci-Cg) -alkyl, Heterocyclylcarbonyloxy- (Ci-Cg) -alkyl, (Ci-Cg) - Alkylcarbonyloxy- (Ci-Cg) -alkyl, (C3-Cg) -cycloalkylcarbonyloxy- (Ci-Cg) -alkyl, (Ci-Cg) - haloalkoxy- (Ci-Cg) -alkyl, aryl- (Ci-Cg) - alkoxy- (Ci-Cg) -alkyl, heteroaryl- (Ci-Cg) -alkoxy- (Ci-Cg) -alkyl, C (0) R 12 , C (0) 0R 12 , C (O) NR 10 R u , OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u N- (Ci-Cg) -alkyl, cyano (Ci-Cg) -alkyl, hydroxycarbonyl- (Ci-Cg) - alkyl, hydroxycarbonyl, aminocarbonyl, aminocarbonyl- (Ci-Cg) -alkyl, (Ci-Cg) -alkylaminocarbonyl- (Ci-Cg) -alkyl, (C 3 -C 8) -Cycloalkylaminocarbonyl- (Ci-C 8) -al yl, (C 2 -C 8) -Alkenyloxycarbonyl- (Ci-C 8) alkyl, (C 3 -C 8) -cycloalkyl- ( Ci-C 8 ) alkoxycarbonyl (Ci-C 8 ) alkyl, cyano, hydroxy (Ci-C 8 ) alkyl, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 2 and R 9 together with the C atoms to which they are each bound, a complete
gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden,  form saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (Ci-Csj-Alkoxy, (C3-Cio)-Cycloalkyl-(Ci-C8)- alkoxy, Aryl-(Ci-C8)-alkoxy, (Ci-C8)-Alkoxy-(Ci-C8)-alkoxy, Arylcarbonyloxy, (Ci-Cs)- Alkylcarbonyloxy, (Ci-Csj-Alkoxy- (Ci-Csj-alkylcarbonyloxy, Aryl-(Ci-C8)-alkylcarbonyloxy, Heteroarylcarbonyloxy, (C3-Cio)-Cycloalkylcarbonyloxy, Heterocyclylcarbonyloxy, (Ci-Cs)- Haloalkyl-carbonyloxy, (C2-C8)-Alkenylcarbonyloxy, 0C(0)0R12, 0C(0)SR13, OC(S)OR12, OC(S)SR13, OSO2R13, OSO2OR12, OCHO steht, R 3 is hydroxyl, hydrothio, halogen, NR 10 R U , (C 1 -C 8 -alkoxy, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkoxy, aryl- (C 1 -C 8 ) -alkoxy, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkoxy, arylcarbonyloxy, (C 1 -C 8 ) -alkylcarbonyloxy, (C 1 -C -subst 1-alkoxy- (C 1 -C -alkylcarbonyloxy, aryl- (C 1 -C 8 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (C 3 -C 10) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C 1 -C 8 ) -haloalkyl-carbonyloxy, (C 2 -C 8 ) -alkenylcarbonyloxy, 0C (0) 0R 12 , 0C (0) SR 13 , OC (S) OR 12 , OC (S) SR 13 , OSO 2 R 13 , OSO 2 OR 12 , OCHO,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (Ci -Cs)- Alkyl,R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxyl, halogen, (C 1 -C 8) -alkyl,
(Ci-Csj-Haloalkyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-Cg)-alkyl, Heteroaryl-(Ci-Cg)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, (C2-C8)- Alkenyl, (C2-C8)-Alkinyl, (C2-Cg)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, Aryl-(C2-Cg)-alkenyl, Heteroaryl-(C2-Cg)- alkenyl, Heterocyclyl-(C2-Cg)-alkenyl, Aryl-(C2-C8)-alkinyl, Heteroaryl-(C2-C8)-alkinyl, Heterocyclyl-(C2-C8)-alkinyl, (C3-Cio)-Cycloalkyl-(C2-C8)-alkinyl, Arylcarbonyl-(Ci-Cg)-alkyl, (Ci-C8)-Alkylcarbonyl-(Ci-C8)-alkyl, Heteroarylcarbonyl-(Ci-C8)-alkyl, (C3-C10)- Cycloalkylcarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, ( C 1 - C s ) - Alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, Arylcarbonyloxy-(Ci-C8)-alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, Heterocyclylcarbonyloxy-(Ci-C8)-alkyl, ( C 1 - C s ) - Alkylcarbonyloxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, ( C 1 - C s ) - Haloalkoxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cg)-Alkoxy- (Ci-C8)-alkyl, CHO, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, SO2R13, NR10RU, R10RuN-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, Hydroxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkylthio, (Ci-C8)-Alkylthio-(Ci-C8)-alkylen, (Ci-C8)- Haloalkylthio-(Ci-C8)-alkylthio, (Ci-C8)-Alkylthio-(Ci-C8)-alkylthio, Aminocarbonyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-Cs)- Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-C8)-alkyl, (C3-Cs)- Cycloalkyl- (Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Cyano, Hydroxy-(Ci-C8)-alkyl, (C2-Cs)- Alkenyloxy-(Ci-C8)-alkyl stehen, oder (C 1 -C 8 -haloalkyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 6) -alkyl, heteroaryl- (Ci-Cg) alkyl, heterocyclyl (Ci-C8) alkyl, (C 2 -C 8) - alkenyl, (C 2 -C 8) -alkynyl, (C 2 -CG) haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -halocycloalkenyl, aryl- (C 2 -C 6) -alkenyl, heteroaryl- (C 2 -Cg) -alkenyl, heterocyclyl- (C 2 -Cg) -alkenyl, aryl- (C 2 -C 8 ) -alkynyl, heteroaryl- (C 2 -C 8 ) -alkynyl, heterocyclyl- (C 2 -) C 8) alkynyl, (C 3 -Cio) cycloalkyl- (C 2 -C 8) -alkynyl, arylcarbonyl (Ci-Cg) alkyl, (Ci-C8) alkylcarbonyl (Ci-C 8) alkyl, heteroarylcarbonyl (Ci-C 8) alkyl, (C 3 -C 10) - cycloalkylcarbonyl (Ci-C 8) alkyl, aryl (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 1 - C s) - alkoxycarbonyl (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl, arylcarbonyloxy (Ci-C 8) -alkyl , Heteroarylcarbonyloxy- (C 1 -C 8 ) -alkyl, heterocycliccarbonyloxy- (C 1 -C 8 ) -alkyl, (C 1 -C s) -alkyne lcarbonyloxy- (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylcarbonyloxy- (Ci-C 8) alkyl, (C 1 - C s) - haloalkoxy (Ci-C 8) alkyl, aryl - (C 1 -C 8 ) alkoxy- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 6) -alkoxy- (C 1 -C 8 ) -alkyl, CHO, C (O) R 12 , C (0 ) 0R 12 , C (O) NR 10 R u , OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u N- (C 1 -C 8 ) -alkyl, cyano- C 1 -C 8 ) -alkyl, hydroxycarbonyl- (C 1 -C 6) -alkyl, hydroxycarbonyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -alkylthio (ci) C 8 ) -alkylene, (C 1 -C 8 ) - Haloalkylthio (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkylthio, aminocarbonyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylaminocarbonyl - (C 1 -C 8 ) -alkyl, (C 3 -C 5 ) -cycloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonyl- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, cyano, hydroxy- (C 1 -C 8 ) -alkyl, (C 2 -C 5) -alkenyloxy- (C 1 -C 8 ) -alkyl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12 und Q-19 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12 and Q-19,
R5 für Wasserstoff, Formyl, (C'i -Cs)- Alkyl, (Ci-Csj-Haloalkyl, Hydroxy-(Ci-Cg)- alkyl, R 5 is hydrogen, formyl, (C 'i -Cs) - (alkyl, (Ci-Csj haloalkyl, hydroxy Ci-Cg) - alkyl,
Hydroxycarbonyl-(Ci-Cg)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, Aryl, Heteroaryl, (C3-Cio)-Cycloalkyl-(Ci-Cg)-alkyl, Heterocyclyl, (C2-C8)- Alkenyl, (C2-Cg)-Alkinyl, NR10RU, Aryl-(Ci-Cg)-alkyl, Heteroaryl-(Ci-Cg)-alkyl, Heterocyclyl- (Ci-C8)-alkyl, (Ci-C8)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)- Alkoxycarbonyl-(Ci-Cg)-alkyl, Heteroaryl-(Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl (C 1 -C 8 ) alkyl, (C 1 -C 8 ) alkoxy (C 1 -C 8 ) alkyl, (C 3 -C 10) cycloalkyl, (C 3 -C 10) halocycloalkyl, aryl, heteroaryl, (C3 -Cio) cycloalkyl- (Ci-Cg) alkyl, heterocyclyl, (C2-C8) - alkenyl, (C2-Cg) alkynyl, NR 10 R U, aryl (Ci-Cg) alkyl, heteroaryl ( Ci-Cg) alkyl, heterocyclyl (Ci-C8) alkyl, (Ci-C 8) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, SO 2 R 13 , (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 4) Cg) -alkyl, heteroaryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 6) -alkyl,
Aryloxycarbonyl-(Ci-Cg)-alkyl, Arylcarbonyl-(Ci-Cg)-alkyl, (Ci-Csj-Alkylcarbonyl^Ci-Cs)- alkyl, Heteroarylcarbonyl-(Ci-Cg)-alkyl, Heterocyclylcarbonyl-(Ci-Cg)-alkyl steht, oder  Aryloxycarbonyl- (Ci-Cg) -alkyl, arylcarbonyl- (Ci-Cg) -alkyl, (Ci-Csj-alkylcarbonyl ^ Ci-Cs) - alkyl, heteroarylcarbonyl- (Ci-Cg) -alkyl, Heterocyclylcarbonyl- (Ci-Cg ) -alkyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q-25 und Q-26 steht,  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7-membered ring, if Q for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (Ci -CC)- Alkyl steht, R 6 is hydrogen, (C 1 -C 6) -alkyl,
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13, SOR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
SO2R13, Thiocyanato, lsothiocyanato, Formyl, ( C 1 -Cs)- A 1 ky 1, (C2-Cg)-Alkenyl, (C2-Cg)-Alkinyl, (Ci-Cio)-Haloalkyl, (C2-C8)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (Ci-Cioj-Halocycloalkenyl, Pentafluorthio, ( C 1 - C s ) - Alkoxy-(Ci-Cg)-haloalkyl, (Ci-C8)-Haloalkoxy-(Ci-Cg)-haloalkyl, (Ci-C8)-Haloalkoxy-(Ci-Cg)- alkyl, Aryl, Aryl-(Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-Cg)-alkyl, (C'g-CO-Cycloalkyl- (Ci-Cg)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-C8)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)- alkyl, (Ci-C8)-Alkylcarbonyl-(Ci-C8)-alkyl, C(0)0R12, C(O)NR10Ru, C(0)R12, -C=NOR12, - C=NOH, R10RuN-(Ci-C8)-alkyl, R120(0)C-(Ci-Cg)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-Cg)-alkyl, Aryl-(Ci-C8)-alkinyl, Heteroaryl-(Ci-C8)-alkinyl, Heterocyclyl-(Ci-C8)-alkinyl, Tris-[(Ci-C8)-alkyl]silyl-(C2-C8)-alkinyl, Bis-[(Ci-C8)-alkyl](aryl)silyl-(C2-C8)-alkinyl, Bis- aryl[(Ci-C8)-alkyl]silyl-(C2-C8)-alkinyl, (C3-C8)-Cycloalkyl-(C2-C8)-alkinyl, Aryl-(C2-Cg)- alkenyl, Heteroaryl-(C2-Cg)-alkenyl, Heterocyclyl-(C2-Cg)-alkenyl, (C3-C8)-Cycloalkyl-(C2-Cg)- alkenyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkoxy-(Ci-Cg)-alkyl, (Ci-C8)-Alkylaminosulfonylamino, (C3-C8)-Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-Cg)-alkyl]silyl, Bis- [(Ci-C8)-alkyl](aryl)silyl, Bis-aryl[(Ci-Cg)-alkyl]silyl stehen, SO 2 R 13 , thiocyanato, isothiocyanato, formyl, (C 1 -Cs) -A 1 ky 1, (C 2 -C 9) -alkenyl, (C 2 -C 9) -alkynyl, (C 1 -C 10) -haloalkyl, (C 2 -C 8) ) Haloalkenyl, (C 2 -C 8) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 1 -C 10 -halocycloalkenyl, pentafluorothio, (C 1 - C s) - alkoxy- (Ci-Cg) -haloalkyl, (Ci-C 8 ) -haloalkoxy- (Ci-Cg) -haloalkyl, (Ci-C 8 ) -haloalkoxy- (Ci-Cg) - alkyl, aryl , Aryl- (Ci-Cg) -alkyl, heteroaryl, heteroaryl- (Ci-Cg) -alkyl, (C ' g-CO-cycloalkyl- (Ci-Cg) -alkyl, (C4-Cio) -cycloalkenyl- (Ci -C 8) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) alkyl, (Ci-C 8) -Haloalkylthio- (Ci-C 8) - alkyl, (Ci-C8) alkylcarbonyl (Ci-C 8) alkyl, C (0) 0R 12, C (O) NR 10 R u , C (O) R 12 , -C = NOR 12 , - C = NOH, R 10 R u N- (C 1 -C 8 ) -alkyl, R 12 0 (0) C- (Ci-Cg) -alkyl, hydroxycarbonyl, hydroxycarbonyl (Ci-Cg) -alkyl, aryl ( Ci-C 8) alkynyl, heteroaryl (Ci-C 8) alkynyl, heterocyclyl (Ci-C8) -alkynyl, tris - [(Ci-C 8) alkyl] silyl (C 2 -C 8 ) -alkynyl, bis - [(C 1 -C 8 ) -alkyl] (aryl) silyl- (C 2 -C 8 ) -alkynyl, bis-aryl [(C 1 -C 8 ) -alkyl] silyl- (C 2 - C 8 ) -alkynyl, (C 3 -C 8 ) -cycloalkyl- (C 2 -C 8 ) -alkynyl, aryl- (C 2 -CG) -alkenyl, heteroaryl- (C 2 -CG) -alkenyl, heterocyclyl- (C 2 -CG) alkenyl, (C 3 -C 8) cycloalkyl (C 2 -CG) - alkenyl, (Ci-C 8) alkoxy (Ci-C 8) alkoxy (Ci-Cg ) -alkyl, (C 1 -C 8 ) -alkylaminosulfonylamino, (C 3 -C 8 ) -cycloalkylaminosulfonylamino, diazo, aryldiazo, tris - [(Ci-Cg) -alkyl] silyl, bis- [(Ci-C 8 ) - alkyl] (aryl) silyl, bis-aryl [(Ci-Cg) alkyl] silyl,
R10 und R11 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-Cg)-Alkyl,R 10 and R 11 are identical or different and independently of one another represent hydrogen, (C 1 -C 6) -alkyl,
(C2-C8)-Alkenyl, (C2-C8)-Alkmyl, (Ci-C8)-Cyanoalkyl, (Ci-Cio)-Haloalkyl, (C2-C8)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)Haloalkylthio-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)- haloalkyl, Aryl, Aryl-(Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-Cg)-alkyl, (C3-Cio)-Cycloalkyl- (Ci-Cg)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-C8)-alkyl, COR12, S02R13, (Ci-C8)-Alkyl-HN02S-, (C3-Cio)-Cycloalkyl-HN02S-, Heterocyclyl, (Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, (Ci-Cs)- Alkoxycarbonyl, Aryl-(Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)-Alkoxycarbonyl, Heteroaryl-(C i-Cg)-Alkoxycarbonyl, (C2-Cg)-Alkenyloxycarbonyl, (C2-C8)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-Cg)-alkyl stehen, (C 2 -C 8) alkenyl, (C 2 -C 8) -Alkmyl, (Ci-C 8) cyanoalkyl, (Ci-Cio) -haloalkyl, (C 2 -C 8) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -halocycloalkenyl, (C 1 -C 8 ) - Alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkyl, C 8 ) haloalkylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -haloalkyl, aryl, aryl- (C 1 -C 6) -alkyl, heteroaryl, heteroaryl- (Ci -Cg) -alkyl, (C 3 -Cio) -cycloalkyl- (Ci-Cg) -alkyl, (C 4 -Cio) -Cycloalkenyl- (Ci-C 8 ) -alkyl, COR 12 , S0 2 R 13 , ( Ci-C8) alkyl-S- HN0 2, (C 3 -Cio) cycloalkyl HN0 2 S-, heterocyclyl, (Ci-C8) alkoxycarbonyl (Ci-Cg) alkyl, (Ci-Cs ) - alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl (Ci-Cg) alkyl, aryl (Ci-Cg) alkoxy, heteroaryl (C i-Cg) -alkoxycarbonyl, (C 2 -CG) Alkenyloxycarbonyl, (C 2 -C 8 ) -alkynyloxycarbonyl, heterocyclyl- (Ci-Cg) -alkyl,
R12 für (Ci-Cg)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkmyl, (Ci-C8)-Cyanoalkyl, (Ci-Cio)-Haloalkyl, (C2-Cg)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Alkoxy-(Ci-Cg)-haloalkyl, Aryl, Aryl-(Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-C8)-alkyl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)- Alkoxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl-(Ci-Cg)-alkyl, Heterocyclyl, Heterocyclyl- (Ci-Cg)-alkyl steht, R 12 is (Ci-Cg) alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -Alkmyl, (Ci-C 8) cyanoalkyl, (Ci-Cio) -haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -Halocycloalkenyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 6) -haloalkyl, aryl, aryl- (C 1 -C 8 ) -alkyl, Heteroaryl, heteroaryl- (C 1 -C 8 ) -alkyl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkyl, (C 4 -C 10) -cycloalkenyl- (C 1 -C 8 ) -alkyl, ( Ci-C8) - alkoxycarbonyl, (Ci-C 8) alkyl, (C 2 -C 8) -Alkenyloxycarbonyl- (Ci-Cg) alkyl, aryl (Ci-Cg) - alkoxycarbonyl (Ci-Cg) alkyl, hydroxycarbonyl- (Ci-Cg) -alkyl, heterocyclyl, heterocyclyl- (Ci-Cg) -alkyl,
R13 für (Ci-Cg)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkmyl, (Ci-C8)-Cyanoalkyl, (Ci-Cio)-Haloalkyl, (C2-Cg)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Alkoxy-(Ci-Cg)-haloalkyl, Aryl, Aryl-(Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-C8)- alkyl, NR10RU steht, R14 und R15 unabhängig voneinander für Wasserstoff, (C i -Cs)- Alkyl, Halogen stehen, oder R 13 is (Ci-Cg) alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -Alkmyl, (Ci-C 8) cyanoalkyl, (Ci-Cio) -haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -Halocycloalkenyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 6) -haloalkyl, aryl, aryl- (C 1 -C 8 ) -alkyl, heteroaryl , Heteroaryl- (C 1 -C 8 ) -alkyl, heterocyclyl- (C 1 -C 8 ) -alkyl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkyl, (C 4 -C 10) -cycloalkenyl ( Ci-C 8 ) - alkyl, NR 10 R U , R 14 and R 15 are independently hydrogen, (C i -Cs) - alkyl, halogen, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 9 and R 15 together with the C atoms to which they are each bound, a complete
gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und  form saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring and
W für Sauerstoff steht. W stands for oxygen.
Die Verbindungen der allgemeinen Formel (I) können durch Anlagerung einer geeigneten The compounds of general formula (I) can be prepared by addition of a suitable
anorganischen oder organischen Säure, wie beispielsweise Mineralsäuren, wie beispielsweise HCl, HBr, H2SO4, HsPO i oder HNO3, oder organische Säuren, z. B. Carbonsäuren, wie Ameisensäure, Essigsäure, Propionsäure, Oxalsäure, Milchsäure oder Salicylsäure oder Sulfonsäuren, wie zum Beispiel p- Toluolsulfonsäure, an eine basische Gruppe, wie z.B. Amino, Alkylamino, Dialkylamino, Piperidino, Morpholino oder Pyridino, Salze bilden. Diese Salze enthalten dann die konjugierte Base der Säure als Anion. Geeignete Substituenten, die in deprotonierter Form, wie z.B. Sulfonsäuren, bestimmte inorganic or organic acid, such as mineral acids, such as HCl, HBr, H2SO4, HsPO i or HNO 3, or organic acids, e.g. Carboxylic acids, such as formic acid, acetic acid, propionic acid, oxalic acid, lactic acid or salicylic acid, or sulfonic acids, such as p-toluenesulfonic acid, to a basic group, e.g. Amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino, salts. These salts then contain the conjugate base of the acid as an anion. Suitable substituents which are in deprotonated form, e.g. Sulfonic acids, certain
Sulfonsäureamide oder Carbonsäuren, vorliegen, können innere Salze mit ihrerseits protonierbaren Gruppen, wie Aminogruppen bilden. Salzbildung kann auch durch Einwirkung einer Base auf Sulfonsäureamide or carboxylic acids, may form internal salts with their turn protonatable groups, such as amino groups. Salt formation can also be due to the action of a base
Verbindungen der allgemeinen Formel (I) erfolgen. Geeignete Basen sind beispielsweise organische Amine, wie Trialkylamine, Morpholin, Piperidin und Pyridin sowie Ammonium-, Alkali- oder Compounds of the general formula (I) take place. Suitable bases are, for example, organic amines, such as trialkylamines, morpholine, piperidine and pyridine and ammonium, alkali or
Erdalkalimetallhydroxide, -carbonate und -hydrogencarbonate, insbesondere Natrium- und Alkaline earth metal hydroxides, carbonates and bicarbonates, in particular sodium and
Kaliumhydroxid, Natrium- und Kaliumcarbonat und Natrium- und Kaliumhydrogencarbonat. Diese Salze sind Verbindungen, in denen der azide Wasserstoff durch ein für die Landwirtschaft geeignetes Kation ersetzt wird, beispielsweise Metallsalze, insbesondere Alkalimetallsalze oder Potassium hydroxide, sodium and potassium carbonate and sodium and potassium bicarbonate. These salts are compounds in which the azide hydrogen is replaced by a cation suitable for agriculture, for example metal salts, in particular alkali metal salts or
Erdalkalimetallsalze, insbesondere Natrium- und Kaliumsalze, oder auch Ammoniumsalze, Salze mit organischen Aminen oder quartäre Ammoniumsalze, zum Beispiel mit Kationen der Formel Alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary ammonium salts, for example with cations of the formula
[NRaRbRcRd]+, worin Ra bis Rd jeweils unabhängig voneinander einen organischen Rest, insbesondere Alkyl, Aryl, Arylalkyl oder Alkylaryl darstellen. Infrage kommen auch Alkylsulfonium- und [NR a R b R c R d ] + , wherein R a to R d are each independently an organic radical, in particular alkyl, aryl, arylalkyl or alkylaryl. Also suitable are alkylsulfonium and
Alkylsulfoxoniumsalze, wie (Ci-C ij-Trialkylsulfonium- und (Ci-C ij-Trialkylsulfoxoniumsalze. Alkylsulfoxoniumsalze, such as (Ci-C ij-Trialkylsulfonium- and (Ci-C ij-Trialkylsulfoxoniumsalze.
Die erfindungsgemäßen substituierten N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinone Formel (I) können in Abhängigkeit von äußeren Bedingungen, wie pH-Wert, Lösungsmittel und Temperatur in verschiedenen tautomeren Strukturen vorliegen, die alle von der allgemeinen Formel (I) umfasst sein sollen. Im Folgenden werden die erfindungsgemäß verwendeten Verbindungen der Formel (I) und ihre Salze "Verbindungen der allgemeinen Formel (I)" bezeichnet. The substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone formula (I) of the present invention may be present in various tautomeric structures, which are all intended to be encompassed by the general formula (I), depending on external conditions such as pH, solvent and temperature , The compounds of the formula (I) used according to the invention and their salts are referred to below as "compounds of the general formula (I)".
Bevorzugter Erfindungsgegenstand sind Verbindungen der allgemeinen Formel (I), worin Preferred subject of the invention are compounds of the general formula (I) wherein
Q für die Gruppen Q-l bis Q-30 Q for the groups Q-1 to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder dieTetrahydropyrimidinone in the general formula (I), A 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder Grouping CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or
A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden,  form substituted 5-7 membered ring,
R1 für Wasserstoff, Hydroxy, (Ci-Cv)-Alkyl, (Ci-Cv)-Haloalkyl, (Ci-Cv)-Hydroxyalkyl, R 1 represents hydrogen, hydroxy, (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkyl, (C 1 -C 4) -hydroxyalkyl,
Hydroxycarbonyl-(Ci-Cv)-alkylen, (Ci-Cv)-Alkoxy, (Ci-C7)-Alkoxy-(Ci-C7)-alkylen, (C1-C7)- Alkoxyalkyloxy, (Ci-C7)-Haloalkoxy, (Cx-Cx)-Cycloalkyl, (Cx-Cx)-Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkylen, Heterocyclyl, (C2-C7)-Alkenyl, (C2-C7)- Alkenyloxy, (C2-C7)-Alkinyl, (C2-C7)-Alkinyloxy, Amino, Bis-[(Ci-C7)-Alkyl]amino, Aryl- (Ci-C7)-alkylen, Heteroaryl-(Ci-C7)-alkylen, Heterocyclyl-(Ci-C7)-alkylen, (Ci-C7)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, R120(0)C-(Ci-C7)-Alkylen, Arylcarbonyl-(Ci-C7)- alkylen, (Ci-C7)-Alkylcarbonyl-(Ci-C7)-alkylen, Heteroarylcarbonyl-(Ci-C7)-alkylen, Hydroxycarbonyl- (Ci-Cv) -alkylene, (Ci-Cv) -alkoxy, (Ci-C 7 ) -alkoxy- (Ci-C 7 ) -alkylene, (C 1 -C 7 ) -alkoxyalkyloxy, (Ci-C 7 ) -haloalkoxy, (Cx-Cx) -cycloalkyl, (Cx-Cx) -halocycloalkyl, aryl, heteroaryl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkylene, heterocyclyl, (C 2 - C 7 ) alkenyl, (C 2 -C 7 ) -alkenyloxy, (C 2 -C 7 ) -alkynyl, (C 2 -C 7 ) -alkynyloxy, amino, bis - [(C 1 -C 7 ) -alkyl] amino, aryl- (C 1 -C 7 ) -alkylene, heteroaryl- (C 1 -C 7 ) -alkylene, heterocyclyl- (C 1 -C 7 ) -alkylene, (C 1 -C 7 ) -cyanoalkyl, C (O) R 12 , C (O) OR 12 , C (O) NR 10 R u , SO 2 R 13 , R 12 0 (0) C- (C 1 -C 7 ) -alkylene, arylcarbonyl- (C 1 -C 7 ) -alkylene, (C 1 -C 7 ) -alkylcarbonyl- (C 1 -C 7 ) -alkylene, heteroarylcarbonyl- (C 1 -C 7 ) -alkylene,
Heterocyclylcarbonyl-(Ci-C7)-alkylen, (Ci-C7)-Alkylcarbonyloxy-(Ci-C7)-alkylen steht, Heterocyclylcarbonyl- (C 1 -C 7 ) -alkylene, (C 1 -C 7 ) -alkylcarbonyloxy- (C 1 -C 7 ) -alkylene,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Halogen, (Ci-C7)-Alkyl, (C1-C7)-R 2 and R 9 are independently hydrogen, hydroxy, halogen, (Ci-C7) alkyl, (C 1 -C 7) -
Haloalkyl, (Cx-Cx)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C7)-alkyl, Heteroaryl- (Ci-C7)-alkyl, Heterocyclyl-(Ci-C7)-alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Alkoxy- (Ci-C7)-alkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkyl, Aiyl-(Ci-C7)-alkoxy-(Ci-C7)-alkyl, Haloalkyl, (Cx-Cx) -cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 7 ) -alkyl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, ( C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C7) alkoxy (Ci-C7) alkyl, (Ci-C7) haloalkoxy (Ci-C 7 ) -alkyl, aiyl- (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl,
Heteroaiyl-(Ci-C7)-Alkoxy-(Ci-C7)-alkyl, OR12, SR13, SOR13, SO2R13, NR10RU, R10RUN- (Ci-C7)-alkyl, Cyano-(Ci-C7)-alkyl, Cyano, Hydroxy-(Ci-C7)-alkyl stehen, oder R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder Heteroaiyl- (Ci-C 7 ) -Alkoxy- (Ci-C 7 ) -alkyl, OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R U N- (Ci-C 7 ) alkyl, cyano (Ci-C 7 ) alkyl, cyano, hydroxy (Ci-C 7 ) alkyl, or R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted , form a total of 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (Ci-Cv)-Alkoxy, (C3-C8)-Cycloalkyl-(Ci-C7)- alkoxy, Aryl-(Ci-Cv)-alkoxy, (Ci-C7)-Alkoxy-(Ci-Cv)-alkoxy, Arylcarbonyloxy, (C1-C7)- Alkylcarbonyloxy, (Ci-C7)-Alkoxy- (Ci-C7)-alkylcarbonyloxy, Aryl-(Ci-C7)-alkylcarbonyloxy, Heteroarylcarbonyloxy, (Cx-Cx)-Cycloalkylcarbonyloxy, Heterocyclylcarbonyloxy, (C1-C7)- Haloalkyl-carbonyloxy, (C2-C7)-Alkenylcarbonyloxy, 0C(0)0R12, 0C(0)SR13, OC(S)OR12, OC(S)SR13, OSO2R13, OSO2OR12, OCHO steht, R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 4) -alkoxy, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkoxy, aryl- (C 1 -C 4) -alkoxy , (Ci-C7) alkoxy (Ci-Cv) alkoxy, arylcarbonyloxy, (C 1 -C 7) - alkylcarbonyloxy, (Ci-C7) alkoxy (Ci-C7) alkylcarbonyloxy, aryl (C 1 -C 7 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (Cx-Cx) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C 1 -C 7 ) -haloalkyl-carbonyloxy, (C 2 -C 7 ) -alkenylcarbonyloxy, 0C (O) OR 12 , 0C (0) SR 13 , OC (S) OR 12 , OC (S) SR 13 , OSO 2 R 13 , OSO 2 OR 12 , OCHO,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (Ci-C7)-Alkyl, (Ci-C7)-Haloalkyl, (Cx-Cx)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl-(Ci-C7)-alkyl, (C2-C7)- Alkenyl, (C2-C7)-Alkinyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C i-Csj-Halocycloalkenyl, Aryl-(C2-C7)-alkenyl, Heteroaryl-(C2-C7)- alkenyl, Heterocyclyl-(C2-C7)-alkenyl, Aryl-(C2-C7)-alkinyl, Heteroaryl-(C2-C7)-alkinyl, Heterocyclyl-(C2-C7)-alkinyl, (C3-C8)-Cycloalkyl-(C2-C7)-alkinyl, Arylcarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylcarbonyl-(Ci-C7)-alkyl, Heteroarylcarbonyl-(Ci-C7)-alkyl, (C3-C8)- Cycloalkylcarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)-alkoxycarbonyl-(Ci-C7)-alkyl, (C1-C7)- Alkoxycarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, Arylcarbonyloxy-(Ci-C7)-alkyl, Heteroarylcarbonyloxy-(Ci-C7)-alkyl, Heterocyclylcarbonyloxy-(Ci-C7)-alkyl, (C1-C7)- Alkylcarbonyloxy-(Ci-C7)-alkyl, (C3-C7)-Cycloalkylcarbonyloxy-(Ci-C7)-alkyl, (C1-C7)- Haloalkoxy-(Ci-C7)-alkyl, Aryl-(Ci-C7)-alkoxy-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-Alkoxy- (Ci-C7)-alkyl, CHO, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, SO2R13, NR10RU, Ri°RiiN-(Ci-C7)-alkyl, Cyano-(Ci-C7)-alkyl, Hydroxycarbonyl-(Ci-C7)-alkyl, Hydroxycarbonyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkylthio, (Ci-C7)-Alkylthio-(Ci-C7)-alkylen, (C1-C7)- Haloalkylthio-(Ci-C7)-alkylthio, (Ci-C7)-Alkylthio-(Ci-C7)-alkylthio, Aminocarbonyl, R 4 and R 7 are independently hydrogen, Hydrothio, hydroxy, halogen, (Ci-C7) alkyl, (Ci-C7) haloalkyl, (Cx-Cx) cycloalkyl, (C 3 -C 8) - Cycloalkyl- (C 1 -C 7 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 7 ) -alkyl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, (C 2 -C 7 ) -alkenyl, (C 2 -C 7 ) -alkynyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 1 -C 8 -halocycloalkenyl, aryl- (C 2 -C 7 ) -alkenyl, heteroaryl- (C 2 -C 7 ) -alkenyl, heterocyclyl- (C 2 -C 7 ) -alkenyl, aryl- (C 2 -C 7 ) -alkynyl, heteroaryl- (C 2 -C 7 ) -alkynyl, heterocyclyl- (C 2 -C 7 ) -alkynyl, (C 3 -C 8 ) -cycloalkyl- (C 2 -C 7) -alkynyl, arylcarbonyl (Ci-C7) alkyl, (Ci-C 7) alkylcarbonyl (Ci-C7) alkyl, heteroarylcarbonyl (Ci-C7) alkyl, (C 3 -C 8) - cycloalkylcarbonyl (Ci-C7) alkyl, aryl (Ci-C7) alkoxycarbonyl (Ci-C7) alkyl, (C 1 -C 7) - alkoxycarbonyl ( C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl, arylcarbonyloxy- (C 1 -C-C 7) alkyl, Heteroarylcarbonyloxy- (Ci-C7) alkyl, Heterocyclylcarbonyloxy- (Ci-C7) alkyl, (C 1 -C 7) - alkylcarbonyloxy (Ci-C7) alkyl, (C 3 - C 7) -Cycloalkylcarbonyloxy- (Ci-C7) alkyl, (C 1 -C 7) - haloalkoxy (Ci-C7) alkyl, aryl (Ci-C7) alkoxy (Ci-C 7 ) alkyl, heteroaryl (Ci-C7) alkoxy (Ci-C7) alkyl, CHO, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R i ° R ii is N- (C 1 -C 7 ) -alkyl, cyano- (C 1 -C 7 ) -alkyl, hydroxycarbonyl- (C 1 -C 4 ) -alkyl, alkylene C 7) alkyl, hydroxycarbonyl, (Ci-C7) haloalkoxy (Ci-C7) -alkylthio, (Ci-C7) -alkylthio (Ci-C 7), (C 1 -C 7 Haloalkylthio (C 1 -C 7 ) -alkylthio, (C 1 -C 7 ) -alkylthio (C 1 -C 7 ) -alkylthio, aminocarbonyl,
Aminocarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylaminocarbonyl-(Ci-C7)-alkyl, (C3-C7)- Cycloalkylaminocarbonyl-(Ci-C7)-alkyl, (C2-C7)-Alkenyloxycarbonyl-(Ci-C7)-alkyl, (C3-C7)- Cycloalkyl- (Ci-C7)-alkoxycarbonyl-(Ci-Cv)-alkyl, Cyano, Hydroxy-(Ci-C7)-alkyl, (C2-C7)- Alkenyloxy-(Ci-C7)-alkyl stehen, oder Aminocarbonyl (Ci-C7) alkyl, (Ci-C 7) alkylaminocarbonyl (Ci-C7) alkyl, (C 3 -C 7) - cycloalkylaminocarbonyl (Ci-C7) alkyl, (C 2 -C 7) -Alkenyloxycarbonyl- (Ci-C7) alkyl, (C 3 -C 7) - Cycloalkyl- (Ci-C 7 ) -alkoxycarbonyl- (Ci-Cv) -alkyl, cyano, hydroxy (Ci-C 7 ) -alkyl, (C 2 -C 7 ) - alkenyloxy- (Ci-C 7 ) -alkyl stand, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
R5 für Wasserstoff, Formyl, (Ci-C7)-Alkyl, (Ci-C7)-Haloalkyl, Hydroxy-(Ci-C7)- alkyl, R 5 is hydrogen, formyl, (Ci-C7) alkyl, (Ci-C7) haloalkyl, hydroxy- (Ci-C7) - alkyl,
Hydroxycarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (C3-C )-Cycloalkyl, (C3-C8)- Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, Heterocyclyl, (C2-C7)- Alkenyl, (C2-C7)-Alkinyl, NR10RU, Aryl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl- (Ci-C7)-alkyl, (Ci-C7)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, (C1-C7)- Alkoxycarbonyl-(Ci-C7)-alkyl, (C2-C7)-Alkenyloxycarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)- Alkoxycarbonyl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Hydroxycarbonyl- (Ci-C7) alkyl, (Ci-C7) alkoxy (Ci-C7) alkyl, (C 3 -C) cycloalkyl, (C 3 -C 8) - halocycloalkyl, aryl, heteroaryl, (C 3 -C 8) cycloalkyl- (Ci-C7) alkyl, heterocyclyl, (C 2 -C 7) - alkenyl, (C 2 -C 7) alkynyl, NR 10 R U, aryl (C 1 -C 7 ) -alkyl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -cyanoalkyl, C (O) R 12 , C (0 ) 0R 12 , C (O) NR 10 R u , SO 2 R 13 , (C 1 -C 7 ) -alkoxycarbonyl- (C 1 -C 7 ) -alkyl, (C 2 -C 7 ) -alkenyloxycarbonyl- (C 1 -C 7 ) -alkyl C 7) alkyl, aryl (Ci-C7) - alkoxycarbonyl (Ci-C7) alkyl, heteroaryl (Ci-C7) alkoxycarbonyl (Ci-C7) alkyl,
Aryloxycarbonyl-(Ci-C7)-alkyl, Arylcarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylcarbonyl-(Ci-C7)- alkyl, Heteroarylcarbonyl-(Ci-C7)-alkyl, Heterocyclylcarbonyl-(Ci-C7)-alkyl steht, oder Aryloxycarbonyl- (C 1 -C 7 ) -alkyl, arylcarbonyl- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkylcarbonyl- (C 1 -C 7 ) -alkyl, heteroarylcarbonyl- (C 1 -C 7 ) -alkyl, heterocyclylcarbonyl- Ci-C 7 ) -alkyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q-25 und Q-26 steht,  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7-membered ring, if Q for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (Ci-C7)-Alkyl steht, R 6 is hydrogen, (C 1 -C 7 ) -alkyl,
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13, SOR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
SO2R13, Thiocyanato, lsothiocyanato, Formyl, (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-Csj-Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-C8)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Pentafluorthio, (C1-C7)- Alkoxy-(Ci-C7)-haloalkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-haloalkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)- alkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-C7)-Cycloalkyl- (Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C7)-alkyl,SO 2 R 13, thiocyanato, lsothiocyanato, formyl, (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-Csj -haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 4 -C 8 ) -halocycloalkenyl, pentafluorothio, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -haloalkyl, (C 1 -C 7 ) -haloalkoxy- (C 1 -C 7 ) -haloalkyl, (C 1 -C 7 ) -haloalkoxy - (Ci-C7) - alkyl, aryl, aryl (Ci-C7) alkyl, heteroaryl, heteroaryl (Ci-C7) alkyl, (C 3 -C 7) cycloalkyl (Ci-C 7 ) -alkyl, (C 4 -C 8 ) -cycloalkenyl- (C 1 -C 7 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 7 ) -alkyl,
(C 1-C7)- Alkoxy-(C 1 -C7)-alkyl, (Ci-C7)-Alkylthio-(Ci-C7)-alkyl, (Ci-C7)-Haloalkylthio-(Ci-C7)- alkyl, (Ci-C7)-Alkylcarbonyl-(Ci-C7)-alkyl, C(0)0R12, C(O)NR10Ru, C(0)R12, -C=NOR12, - C=NOH, R10RuN-(Ci-C7)-alkyl, R120(0)C-(Ci-C7)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-C7)-alkyl, Aryl-(Ci-C7)-alkinyl, Heteroaryl-(Ci-C7)-alkinyl, Heterocyclyl-(Ci-C7)-alkinyl, Tris-[(Ci-C7)-alkyl]silyl-(C2-C7)-alkinyl, Bis-[(Ci-C7)-alkyl](aryl)silyl-(C2-C7)-alkinyl, Bis- aryl[(Ci-C7)-alkyl]silyl-(C2-C7)-alkinyl, (C3-C7)-Cycloalkyl-(C2-C7)-alkinyl, Aryl-(C2-C7)- alkenyl, Heteroaryl-(C2-C7)-alkenyl, Heterocyclyl-(C2-C7)-alkenyl, (C3-C7)-Cycloalkyl-(C2-C7)- alkenyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkylaminosulfonylamino, (C3-C7)-Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-C7)-alkyl]silyl, Bis- [(Ci-C7)-alkyl](aryl)silyl, Bis-aryl[(Ci-C7)-alkyl]silyl stehen, (C 1 -C 7) - alkoxy (C 1 -C 7) alkyl, (Ci-C7) -alkylthio (Ci-C 7) alkyl, (Ci-C 7) -Haloalkylthio- (Ci- C 7 ) alkyl, (C 1 -C 7 ) alkylcarbonyl (C 1 -C 7 ) alkyl, C (O) OR 12 , C (O) NR 10 R u , C (O) R 12 , -C = NOR 12 , -C = NOH, R 10 R u N- (C 1 -C 7 ) -alkyl, R 12 0 (0) C- (C 1 -C 7 ) -alkyl, hydroxycarbonyl, hydroxycarbonyl- (C 1 -C 7 ) alkyl, aryl- (C 1 -C 7 ) -alkynyl, heteroaryl- (C 1 -C 7 ) -alkynyl, heterocyclyl- (C 1 -C 7 ) -alkynyl, tris - [(C 1 -C 7 ) -alkyl] silyl- (C 2 -C 7) alkynyl, - bis [(Ci-C 7) alkyl] (aryl) silyl (C 2 -C 7) alkynyl, bis- aryl [(Ci-C 7 ) alkyl] silyl (C 2 -C 7 ) alkynyl, (C 3 -C 7 ) cycloalkyl (C 2 -C 7 ) alkynyl, aryl (C 2 -C 7 ) alkenyl, heteroaryl- (C 2 -C 7 ) -alkenyl, heterocyclyl- (C 2 -C 7 ) -alkenyl, (C 3 -C 7 ) -cycloalkyl- (C 2 -C 7 ) -alkenyl, ( Ci-C7) alkoxy (Ci-C7) alkoxy (Ci-C7) alkyl, (Ci-C 7) -Alkylaminosulfonylamino, (C 3 -C 7) -Cycloalkylaminosulfonylamino, diazo, Aryldiazo, tris - [(C 1 -C 7 ) alkyl] silyl, bis- [(C 1 -C 7 ) alkyl] (aryl) silyl, bis-aryl [(C 1 -C 7 ) alkyl] silyl,
R10 und R11 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)-Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (C3-Cx)-Halocycloalkyl, (C4-Cg)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (C 1-C7)- Alkoxy-(C i-C7)-alkyl, (C i-C7)-Haloalkoxy-(C 1 -C7)-alkyl, (Ci-C7)-Alkylthio-(Ci-C7)-alkyl, (Ci-C7)Haloalkylthio-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)- haloalkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-Cg)-Cycloalkyl- (Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, COR12, SO2R13, (Ci-C7)-Alkyl-HN02S-, (C3-C8)-Cycloalkyl-HN02S-, Heterocyclyl, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, (C1-C7)- Alkoxycarbonyl, Aryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)-Alkoxycarbonyl, Heteroaryl-(C i-C7)-Alkoxycarbonyl, (C2-C7)-Alkenyloxycarbonyl, (C2-C7)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-C7)-alkyl stehen, R 10 and R 11 are identical or different and are each independently hydrogen, (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) Cyanoalkyl, (C 1 -C 8 ) -haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 8) -halocycloalkyl, ( C 4 -CG) cycloalkenyl, (C 4 -C 8) -Halocycloalkenyl, (C 1 -C 7) - alkoxy (C iC 7) alkyl, (C iC 7) haloalkoxy (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkylthio (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -haloalkylthio (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 4 ) -alkyl -C 7 ) - haloalkyl, aryl, aryl- (Ci-C 7 ) -alkyl, heteroaryl, heteroaryl (Ci-C 7 ) -alkyl, (C 3 -Cg) -cycloalkyl (Ci-C 7 ) -alkyl , (C 4 -C 8 ) -cycloalkenyl- (C 1 -C 7 ) -alkyl, COR 12 , SO 2 R 13 , (C 1 -C 7 ) -alkyl-HNO 2 S-, (C 3 -C 8 ) - cycloalkyl HN0 2 S-, heterocyclyl, (Ci-C 7) alkoxycarbonyl (Ci-C7) alkyl, (C 1 -C 7) - alkoxycarbonyl, aryl (Ci-C 7) alkoxycarbonyl (C -C 7) alkyl, aryl (Ci-C 7) alkoxycarbonyl, heteroaryl- (C iC 7) alkoxycarbonyl, (C 2 -C 7) alkenyloxycarbonyl, (C 2 -C 7) -alkynyloxycarbonyl, heterocyclyl (Ci-C7) -alkyl,
R12 für (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)-Haloalkyl,R 12 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) haloalkyl,
(C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (Cg-Cg -Halocycloalkyl, (C4-Cs)- Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy- (Ci-C7)-haloalkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-C8)- Cycloalkyl-(Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)- alkyl, (C2-C7)-Alkenyloxycarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Hydroxycarbonyl-(Ci-C7)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C7)-alkyl steht, (C 2 -C 7) haloalkenyl, (C 2 -C 7) haloalkynyl, (C3 -CG) cycloalkyl, (Cg-Cg halocycloalkyl, (C 4 -Cs) - cycloalkenyl, (C 4 -C 8 ) -Halocycloalkenyl, (Ci-C 7 ) -alkoxy- (Ci-C 7 ) -alkyl, (Ci-C 7 ) -alkoxy- (Ci-C 7 ) -haloalkyl, aryl, aryl- (Ci-C 7 ) -alkyl, heteroaryl, heteroaryl (Ci-C 7 ) -alkyl, (C 3 -C 8 ) - cycloalkyl- (Ci-C 7 ) -alkyl, (C 4 -C 8 ) -cycloalkenyl- (Ci-C 7) alkyl, (Ci-C 7) alkoxycarbonyl (Ci-C7) - alkyl, (C 2 -C 7) -Alkenyloxycarbonyl- (Ci-C7) alkyl, aryl (Ci-C 7) Alkoxycarbonyl- (C 1 -C 7 ) -alkyl, hydroxycarbonyl- (C 1 -C 7 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 7 ) -alkyl,
R13 für (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)-Haloalkyl,R 13 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) haloalkyl,
(C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (Cg-Cg -Halocycloalkyl, (C4-Cs)- Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy- (Ci-C7)-haloalkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl- (Ci-C7)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, NR10RU steht, (C 2 -C 7) haloalkenyl, (C 2 -C 7) haloalkynyl, (C3 -CG) cycloalkyl, (Cg-Cg halocycloalkyl, (C 4 -Cs) - cycloalkenyl, (C 4 -C 8 ) -Halocycloalkenyl, (Ci-C 7 ) -alkoxy- (Ci-C 7 ) -alkyl, (Ci-C 7 ) -alkoxy- (Ci-C 7 ) -haloalkyl, aryl, aryl- (Ci-C 7 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkyl, (C 4 -C 8 ) -cycloalkenyl- (C 1 -C 7 ) -alkyl, NR 10 R U ,
R14 und R15 unabhängig voneinander für Wasserstoff, (Ci-C7)-Alkyl, Halogen stehen, oder R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 7 ) -alkyl, halogen, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 9 and R 15 together with the C atoms to which they are each bound, a complete
gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden saturated or partially saturated, optionally by one to three heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring
und and
W für Sauerstoff steht.  W stands for oxygen.
Besonders bevorzugter Erfindungsgegenstand sind Verbindungen der allgemeinen Formel (I), worin Q für die Gruppen Q-l bis Q-30  A particularly preferred subject of the invention are compounds of the general formula (I) in which Q represents the groups Q-1 to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht,  Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder dieA 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder Grouping CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings as defined below, or
A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden,  form substituted 5-7 membered ring,
R1 für Wasserstoff, Hydroxy, (Ci-C6)-Alkyl, (Ci-C6)-Haloalkyl, (Ci-C6)-Hydroxyalkyl, R 1 is hydrogen, hydroxy, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 1 -C 6 ) -hydroxyalkyl,
Hydroxycarbonyl-(Ci-C6)-alkylen, (Ci-C6)-Alkoxy, (Ci-C6)-Alkoxy-(Ci-C6)-alkylen, (CI-CÖ)- Alkoxyalkyloxy, (Ci-C6)-Haloalkoxy, (Cx-Cx)-Cycloalkyl, (Cx-Cx)-Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkylen, Heterocyclyl, (C2-C6)-Alkenyl, (C2-C6)- Alkenyloxy, (C2-C6)-Alkinyl, (C2-C6)-Alkinyloxy, Amino, Bis-[(Ci-C6)-Alkyl]amino, Aryl- (Ci-Cöj-alkylen, Heteroaryl-(Ci-C6)-alkylen, Heterocyclyl-(Ci-C6)-alkylen, (Ci-C6)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, R120(0)C-(Ci-C6)-Alkylen, Arylcarbonyl-(Ci-C6)- alkylen, (Ci-C6)-Alkylcarbonyl-(Ci-C6)-alkylen, Heteroarylcarbonyl-(Ci-C6)-alkylen, Hydroxycarbonyl- (Ci-C 6) alkylene, (Ci-C 6) alkoxy, (Ci-C6) alkoxy (Ci-C 6) -alkylene, (C I -C Ö) - alkoxyalkyloxy, (C -C 6 ) -haloalkoxy, (Cx-Cx) -cycloalkyl, (Cx-Cx) -halocycloalkyl, aryl, heteroaryl, (C 3 -C 8) -cycloalkyl- (C 1 -C 6 ) -alkylene, heterocyclyl, (C 2 -C 6 ) alkenyl, (C2-C6) - alkenyloxy, (C2-C6) -alkynyl, (C2-C6) alkynyloxy, amino, bis - [(Ci-C 6) alkyl] amino, aryl (Ci-C ö j-alkylene, heteroaryl- (C 1 -C 6 ) -alkylene, heterocyclyl- (C 1 -C 6 ) -alkylene, (C 1 -C 6 ) -cyanoalkyl, C (O) R 12 , C (O) OR 12 , C (O) NR 10 R u , SO 2 R 13 , R 12 0 (0) C- (C 1 -C 6 ) -alkylene, arylcarbonyl- (C 1 -C 6 ) -alkylene, (C 1 -C 6 ) -alkylcarbonyl- (Ci -C 6 ) -alkylene, heteroarylcarbonyl- (C 1 -C 6 ) -alkylene,
Heterocyclylcarbonyl-(Ci-C6)-alkylen, (Ci-C6)-Alkylcarbonyloxy-(Ci-C6)-alkylen steht, Heterocyclylcarbonyl- (C 1 -C 6 ) -alkylene, (C 1 -C 6 ) -alkylcarbonyloxy- (C 1 -C 6 ) -alkylene,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, (Ci-C6)-Alkyl, (Ci-C6)-Haloalkyl, (C3-C8)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkyl, Heterocyclyl-(Ci-C6)-alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-Cej-Alkoxy-iCi-Ce)- alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, Heteroaryl- (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, OR12, SR13, SOR13, S02R13, NR10RU, R10RuN-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, Cyano, Hydroxy-(Ci-C6)-alkyl stehen, oder R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 8) -cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl- (Ci C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, (C 1 -C 6 ) -alkyl, alkoxy iCi-Ce) - alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxy - (C 1 -C 6 ) -alkyl, OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u N- (C 1 -C 6 ) -alkyl, cyano- (Ci-C 6 ) alkyl, cyano, hydroxy (Ci-C 6 ) alkyl, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C- Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (Ci-Cej-Alkoxy, (C3-C8)-Cycloalkyl-(Ci-C6)- alkoxy, Aryl-(Ci-C6)-alkoxy, (Ci-C6)-Alkoxy-(Ci-C6)-alkoxy, Arylcarbonyloxy, ( C i -Cr,)- Alkylcarbonyloxy, (Ci-Cej-Alkoxy- (Ci-C6)-alkylcarbonyloxy, Aryl-(Ci-C6)-alkylcarbonyloxy, Heteroarylcarbonyloxy, (Cx-Cx)-Cycloalkylcarbonyloxy, Heterocyclylcarbonyloxy, ( C i -Cr,)- Haloalkyl-carbonyloxy, (C2-C6)-Alkenylcarbonyloxy, 0C(0)0R12, 0C(0)SR13, OC(S)OR12, OC(S)SR13, OSO2R13, OCHO steht, R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 12 -alkoxy, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkoxy, aryl- (C 1 -C 6 ) -alkoxy , (Ci-C6) alkoxy (Ci-C 6) alkoxy, arylcarbonyloxy, (C i -Cr,) - alkylcarbonyloxy, (Ci-Cej alkoxy (Ci-C 6) alkylcarbonyloxy, aryl ( C 1 -C 6 ) -alkylcarbonyloxy, heteroarylcarbonyloxy, (Cx-Cx) -cycloalkylcarbonyloxy, heterocyclylcarbonyloxy, (C i -Cr,) - haloalkyl-carbonyloxy, (C 2 -C 6) -alkenylcarbonyloxy, 0C (0) 0R 12 , 0C (0 ) SR 13 , OC (S) OR 12 , OC (S) SR 13 , OSO 2 R 13 , OCHO,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (C i -Cr,)- Alkyl, (Ci-C6)-Haloalkyl, (Cx-Cx)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, (C2-C6)- Alkenyl, (C2-C6)-Alkinyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Aryl-(C2-C6)-alkenyl, Heteroaryl-(C2-C6)- alkenyl, Heterocyclyl-(C2-C6)-alkenyl, Aryl-(C2-C6)-alkinyl, Heteroaryl-(C2-C6)-alkinyl, Heterocyclyl-(C2-C6)-alkinyl, (C3-C8)-Cycloalkyl-(C2-C6)-alkinyl, Arylcarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylcarbonyl-(Ci-C6)-alkyl, Heteroarylcarbonyl-(Ci-C6)-alkyl, (C3-C8)- Cycloalkylcarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, ( C 1 -Cr,)- Alkoxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, Arylcarbonyloxy-(Ci-C6)-alkyl, Heteroarylcarbonyloxy-(Ci-C6)-alkyl, Heterocyclylcarbonyloxy-(Ci-C6)-alkyl, ( C 1 -Cr,)- Alkylcarbonyloxy-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(Ci-C6)-alkyl, ( C 1 -Cr,)- Haloalkoxy-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-Alkoxy- (Ci-C6)-alkyl, CHO, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, SO2R13, NR10RU, Ri°Ri iN-(c1-C6)-alkyl, Cyano-(Ci-C6)-alkyl, Hydroxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkylthio, (Ci-C6)-Alkylthio-(Ci-C6)-alkylen, (Ci-C6)- Haloalkylthio-(Ci-C6)-alkylthio, (Ci-C6)-Alkylthio-(Ci-C6)-alkylthio, Aminocarbonyl, Aminocarbonyl-(Ci-C6)-al yl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-CÖ)- Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonyl-(Ci-C6)-alkyl, (C3-CÖ)- Cycloalkyl- (Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, Cyano, Hydroxy-(Ci-C6)-alkyl, (C2-C6)- Alkenyloxy-(Ci-C6)-alkyl stehen, oder R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxyl, halogen, (C 1 -Cr,) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 1 -C 6 ) -cycloalkyl, (C 3 -C 8) -cycloalkyl - (C 1 -C 6 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 2 -C6) -alkenyl, (C 2 -C 6) -alkynyl, (C 2 -C 6) -haloalkenyl, (C 2 -C 6) -haloalkynyl, (C 3 -C 8) -halocycloalkyl, (C 4 -C 8) -cycloalkenyl, (C4-C8 ) -Halocycloalkenyl, aryl- (C 2 -C 6) -alkenyl, heteroaryl- (C 2 -C 6) -alkenyl, heterocyclyl- (C 2 -C 6) -alkenyl, aryl- (C 2 -C 6) -alkynyl, heteroaryl- (C 2 -C 6 ) -alkynyl, heterocyclyl- (C 2 -C 6 ) -alkynyl, (C 3 -C 8) -cycloalkyl- (C 2 -C 6 ) -alkynyl, arylcarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylcarbonyl- (Ci-C 6) alkyl, heteroarylcarbonyl (Ci-C 6) alkyl, (C3-C8) - cycloalkylcarbonyl (Ci-C 6) alkyl, aryl (Ci-C 6) alkoxycarbonyl (C -C 6) alkyl, (C 1 -Cr,) - alkoxycarbonyl, (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl, arylcarbonyloxy (Ci-C 6 ) -alkyl, heteroarylcarbonyloxy- (Ci-C 6 ) alkyl, Heterocyclylcar bonyloxy- (C 1 -C 6 ) -alkyl, (C 1 -Cr,) -alkylcarbonyloxy- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylcarbonyloxy- (C 1 -C 6 ) -alkyl, (C 1 - Cr,) - haloalkoxy- (Ci-C 6 ) -alkyl, aryl- (Ci-C 6 ) -alkoxy- (Ci-C 6 ) -alkyl, heteroaryl- (Ci-C 6 ) -alkoxy- (Ci-C 6) alkyl, CHO, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, OR 12, SR 13, SOR 13, SO 2 R 13, NR 10 R U, R i ° R ii N- (C 1 -C 6) alkyl, cyano (Ci-C 6) alkyl, hydroxycarbonyl- (Ci-C 6) alkyl, hydroxycarbonyl, (Ci-C 6) haloalkoxy (Ci- C 6 ) -alkylthio, (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkylene, (C 1 -C 6 ) -haloalkylthio (C 1 -C 6 ) -alkylthio, (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkylthio, aminocarbonyl, Aminocarbonyl (Ci-C6) -al yl, (Ci-C6) alkylaminocarbonyl (Ci-C 6) alkyl, (C 3 -C Ö) - cycloalkylaminocarbonyl (Ci-C 6) alkyl, ( C2-C6) -Alkenyloxycarbonyl- (Ci-C6) alkyl, (C 3 -C Ö) - cycloalkyl- (Ci-C 6) alkoxycarbonyl (Ci-C 6) alkyl, cyano, hydroxy (Ci- C 6 ) -alkyl, (C 2 -C 6 ) -alkenyloxy- (C 1 -C 6 ) -alkyl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
R5 für Wasserstoff, Formyl, (Ci-C6)-Alkyl, (Ci-C6)-Haloalkyl, Hydroxy-(G-G)- alkyl, R 5 is hydrogen, formyl, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, hydroxy (GG) -alkyl,
Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (C3-C )-Cycloalkyl, (C3-C8)- Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, Heterocyclyl, (C2-C6)- Alkenyl, (C2-C6)-Alkinyl, NR10RU, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl- (Ci-C6)-alkyl, (Ci-C6)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonyl-(Ci-C6)-alkyl, Aryl-(G-G)- Alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl- (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (C 3 -C) cycloalkyl, (C 3 -C 8) - halocycloalkyl, aryl, heteroaryl, (C 3 -C 8) -cycloalkyl- (Ci-C 6) alkyl, heterocyclyl, (C2-C6) - alkenyl, (C2-C6) alkynyl, NR 10 R U, aryl (Ci-C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -cyanoalkyl, C (O) R 12 , C (O) OR 12 , C (O) NR 10 R u , SO 2 R 13 , (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyloxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (GG ) - alkoxycarbonyl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl,
Aryloxycarbonyl-(Ci-C6)-alkyl, Arylcarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylcarbonyl-(Ci-C6)- alkyl, Heteroarylcarbonyl-(Ci-C6)-alkyl, Heterocyclylcarbonyl-(Ci-C6)-alkyl steht, oder Aryloxycarbonyl (Ci-C 6) alkyl, arylcarbonyl (Ci-C 6) alkyl, (Ci-C6) alkylcarbonyl (Ci-C 6) - alkyl, heteroarylcarbonyl (Ci-C 6) alkyl , Heterocyclylcarbonyl (Ci-C 6 ) alkyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q-25 und Q-26 steht,  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7-membered ring, if Q for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (Ci-Cöj-Alkyl steht, Ö R 6 is hydrogen, (Ci-C j-alkyl;
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13, SOR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 , SOR 13 ,
SO2R13, Thiocyanato, lsothiocyanato, Formyl, (Ci-Cej-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-Csj-Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Pentafluorthio, ( C 1 -Cr,)- Alkoxy-(Ci-C6)-haloalkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-haloalkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)- alkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl- (Ci-Cej-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C6)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)- alkyl, (Ci-C6)-Alkylcarbonyl-(Ci-C6)-alkyl, C(0)0R12, C(O)NR10Ru, C(0)R12, -C=NOR12, - C=NOH, R10RuN-(Ci-C6)-alkyl, R120(0)C-(Ci-C6)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-C6)-alkyl, Aryl-(Ci-C6)-alkinyl, Heteroaryl-(Ci-C6)-alkinyl, Heterocyclyl-(Ci-C6)-alkinyl, Tris-[(Ci-C6)-alkyl]silyl-(C2-C6)-alkinyl, Bis-[(Ci-C6)-alkyl](aryl)silyl-(C2-C6)-alkinyl, Bis- aryl[(Ci-C6)-alkyl]silyl-(C2-C6)-alkinyl, (C3-C6)-Cycloalkyl-(C2-C6)-alkinyl, Aryl-(G-G)- alkenyl, Heteroaryl-(C2-C6)-alkenyl, Heterocyclyl-(C2-C6)-alkenyl, (C3-C6)-Cycloalkyl-(C2-C6)- alkenyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminosulfonylamino, (C3-C6)-Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-C6)-alkyl]silyl, Bis- [(Ci-C6)-alkyl](aryl)silyl, Bis-aryl[(Ci-C6)-alkyl]silyl stehen, SO 2 R 13 , thiocyanato, isothiocyanato, formyl, (C 1 -C 12 -alkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, (C 1 -C 8 -haloalkyl, (C 2 -C 6 ) -haloalkenyl, ( C 2 -C 6) haloalkynyl, (C 3 -C 8) -cycloalkyl, (C 3 -C 8) - halocycloalkyl, (C4-C8) cycloalkenyl, (C4-C8) -Halocycloalkenyl, pentafluorosulfanyl, ( C 1 -Cr,) - alkoxy- (Ci-C 6) -haloalkyl, (Ci-C 6) haloalkoxy (Ci-C 6) -haloalkyl, (Ci-C 6) haloalkoxy (Ci-C 6 ) - alkyl, aryl, aryl- (Ci-C 6 ) -alkyl, heteroaryl, heteroaryl- (Ci-C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (Ci-Cej-alkyl, (C 4 -C 8 ) -cycloalkenyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, C 6) alkylthio (Ci-C 6) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6) - alkyl, (Ci-C6) alkylcarbonyl (Ci-C 6) alkyl , C (O) OR 12 , C (O) NR 10 R u , C (O) R 12 , -C = NOR 12 , -C = NOH, R 10 R u N- (C 1 -C 6 ) -alkyl, R 12 0 (0) C- (C 1 -C 6 ) -alkyl, hydroxycarbonyl, hydroxycarbonyl (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkynyl, heteroaryl- (C 1 -C 6 ) -alkynyl, heterocyclyl- (C 1 -C 6 ) -alkynyl, tris - [(C 1 -C 6 ) -alkyl] silyl- (C 2 -C 6) alkynyl, - bis [(Ci-C6) alkyl] (aryl) silyl (C 2 -C 6) alkynyl, aryl bis [(Ci-C 6) - alkyl] silyl (C 2 -C 6 ) alkynyl, (C 3 -C 6 ) cycloalkyl- (C 2 -C 6 ) alkynyl, aryl (GG) alkenyl, heteroaryl (C 2 -C 6 ) -alkenyl, heterocyclyl (C 2 -C 6 ) -alkenyl, (C 3 -C 6 ) -cycloalkyl- (C 2 -C 6 ) -alkenyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkoxy- (Ci -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminosulfonylamino, (C 3 -C 6 ) -cycloalkylaminosulfonylamino, diazo, aryldiazo, tris - [(C 1 -C 6 ) -alkyl] silyl, bis [(C 1 -C 6 ) - alkyl] (aryl) silyl, bis-aryl [(Ci-C6) alkyl] silyl,
R10 und R1 1 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)-Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-Cs)-Cycloalkyl, (C3-Cs)-Halocycloalkyl, (C4-Cg)-Cycloalkenyl, (C4-Cs)-Halocycloalkenyl, ( C i - C 6 ) - A 1 k o x y - ( C i - C 6 ) - a 1 k y 1 , (C i-C6)-Haloalkoxy-(C i -Cö)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)- haloalkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (C3-Cg)-Cycloalkyl- (Ci-C6)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C6)-alkyl, COR12, S02R13, (Ci-C6)-Alkyl-HN02S-, (C3-Cg)-Cycloalkyl-HN02S-, Heterocyclyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (G-G)- Alkoxycarbonyl, Aryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-Alkoxycarbonyl, Heteroaryl-(C i-C6)-Alkoxycarbonyl, (C2-C6)-Alkenyloxycarbonyl, (C2-C6)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-C6)-alkyl stehen, R 10 and R 1 1 are identical or different and are each independently hydrogen, (Ci-C6) alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) Cyanoalkyl, (Ci-C 8 ) -haloalkyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -Cs) -cycloalkyl, (C 3 -Cs) -halocycloalkyl, (C 4 -C 9) -cycloalkenyl, (C 4 -C 8) -halocycloalkenyl, (C 1 -C 6) -alkoxy (C 1 -C 6) -a 1 ky 1, (C 1 -C 6) - haloalkoxy (C i -C ö) alkyl, (Ci-C 6) alkylthio (Ci-C 6) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6) alkyl, (C -C 6 ) -alkoxy- (C 1 -C 6 ) -haloalkyl, aryl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 3 -Cg) -cycloalkyl- C 1 -C 6 ) -alkyl, (C 4 -C 8) -cycloalkenyl- (C 1 -C 6 ) -alkyl, COR 12 , SO 2 R 13 , (C 1 -C 6 ) -alkyl-HNO 2 S-, (C 3 -Cg) -cycloalkyl-HNO 2 -S-, heterocyclyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (GG) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl , Aryl- (C 1 -C 6 ) -alkoxycarbonyl, heteroaryl- (C 1 -C 6 ) -alkoxycarbonyl, (C 2 -C 6 ) -alkenyloxycarbonyl, (C 2 -C 6 ) -alkyne loxycarbonyl, heterocyclyl- (C 1 -C 6) -alkyl,
R12 für (Ci-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)-Haloalkyl,R 12 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) haloalkyl,
(C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-Cs)-Cycloalkyl, (C3-Cs)-Halocycloalkyl, (C4-Cs)- Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (G-G)-Alkoxy- (Ci-C6)-haloalkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (G-G)- Cycloalkyl-(Ci-C6)-alkyl, (C4-Cs)-Cycloalkenyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)- alkyl, (C2-C6)-Alkenyloxycarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl-(Ci-C6)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C6)-alkyl steht, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -Cs) -cycloalkyl, (C 3 -Cs) -halocycloalkyl, (C 4 -Cs) -cycloalkenyl, (C 4 -Cg) -halocycloalkenyl, (C 1 -C 6) -alkoxy- (C 1 -C 6) -alkyl, (GG) -alkoxy- (C 1 -C 6) -haloalkyl, aryl, aryl- (C 1 -C 6) -alkyl, heteroaryl, Heteroaryl- (C 1 -C 6) -alkyl, (GG) -cycloalkyl- (C 1 -C 6) -alkyl, (C 4 -C 5) -cycloalkenyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (Ci C6) - alkyl, (C 2 -C 6) -Alkenyloxycarbonyl- (Ci-C 6) alkyl, aryl (Ci-C6) alkoxycarbonyl (Ci-C6) alkyl, hydroxycarbonyl- (Ci-C6) alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6) -alkyl,
R13 für (Ci-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)-Haloalkyl,R 13 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) haloalkyl,
(C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-Cs)-Cycloalkyl, (C3-Cs)-Halocycloalkyl, (C4-Cs)- Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-G,)-Alkoxy- (Ci-C6)-haloalkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl- (Ci-C6)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C6)-alkyl, NR10RU steht, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -Cs) -cycloalkyl, (C 3 -Cs) -halocycloalkyl, (C 4 -Cs) -cycloalkenyl, (C 4 -Cg) -halocycloalkenyl, (Ci-C6) -alkoxy- (Ci-C6) -alkyl, (Ci-G,) - alkoxy- (Ci-C6) -haloalkyl, aryl, aryl- (Ci-C6) -alkyl , Heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (C 4 -C 8 ) -Cycloalkenyl- (Ci-C 6 ) -alkyl, NR 10 R U ,
R14 und R15 unabhängig voneinander für Wasserstoff, (Ci-C6)-Alkyl, Fluor stehen, oder R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 6 ) -alkyl, fluorine, or R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form -like ring and
W für Sauerstoff steht. W stands for oxygen.
Ganz besonders bevorzugter Erfindungsgegenstand sind Verbindungen der allgemeinen Formel (1), worin Very particularly preferred subject of the invention are compounds of general formula (1), wherein
Q für die Gruppen Q-l bis Q-30 Q for the groups Ql to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder dieA 1 , A 2 , A 3 , A 4 are the same or different and are each independently N (nitrogen) or the
Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der oben stehenden Definition hat, oder A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter Grouping CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the group CR 8 each have the same or different meanings according to the above definition, or A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden, oder  form substituted 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further
substituierten 5-7-gliedrigen Ring bilden,  form substituted 5-7 membered ring,
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l-yl, 2-R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2
Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut-l-yl, 3- Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2-Dimethylprop-l-yl, 1- Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, 1,1- Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, l,l,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl,Methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl, 1-methylbut-1-yl, 2-methylbut-1-yl, 3-methylbut-1-yl, 1, 1-dimethylpropyl 1-yl, 1, 2-dimethylprop-1-yl, 2,2-dimethylprop-1-yl, 1-ethylprop-1-yl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4- Methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl,
1 -Ethyl- 1 -methylpropyl, l-Ethyl-2-methylpropyl, Trifluormethyl, Pentafluorethyl, 1, 1,2,2- Tetrafluorethyl, Heptafluor-n-propyl, Heptafluor-iso-propyl, Nonafluorbutyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, 1, 1,2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl,
Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl,  Chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl,
Bromfluormethyl, l-Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Difluor-tert.-butyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l-yl, Spiro[3.3]hept-2-yl,  Bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3,3-trifluoroprop-2-yl yl, difluoro-tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl,
Bicyclo[l .1.0]butan-l -yl, Bicyclo[l .1 0]butan-2-yl, Bicyclo[2.1.0]pentan-l -yl,  Bicyclo [1-1.0] butan-1-yl, bicyclo [1,11] butan-2-yl, bicyclo [2.1.0] pentan-1-yl,
Bicyclo[l .1.1 ]pentan-l -yl, Bicyclo[2.1 0]pentan-2-yl, Bicyclo[2.1 0]pentan-5-yl,  Bicyclo [1,11] pentan-1-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl,
Bicyclo[2.l.l]hexyl, Bicyclo[2.2.l]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Adamantan-l-yl, Adamantan-2-yl, 1 -Methylcyclopropyl, 2-Methylcyclopropyl, 2,2-Dimethylcyclopropyl, 2,3- Dimethylcyclopropyl, l,l'-Bi(cyclopropyl)-l-yl, l,l'-Bi(cyclopropyl)-2-yl, 2'-Methyl-l,l'- bi(cyclopropyl)-2-yl, 1 -Cyanocyclopropyl, 2-Cyanocyclopropyl, 1 -Methylcyclobutyl, 2- Methylcyclobutyl, 3 -Methylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3- Cyanocyclobutyl, 1 -Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1- Ethylcyclopropyl, 1 -Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1- Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o- F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p- Methoxybenzyl, p-Methylbenzyl, p-Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F- Benzyl, m-Methoxybenzyl, m-Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o-Methoxybenzyl, o- Methylbenzyl, l-Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l-(o- Fluorphenyl)eth-l-yl, l-(o-Methylphenyl)eth-l-yl, l-(o-Bromphenyl)eth-l-yl, l-(o- Iodphenyl)eth-l-yl, Pyridin-2-ylmethyl, Pyridin-3-ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2- ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2-ylmethyl, o-Cyanophenylmethyl, m- Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso-Propyloxycarbonyl, tert-Butyloxycarbonyl, Bicyclo [2.2.1] hexyl, bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, adamantan-1-yl, adamantan-2-yl, 1-methylcyclopropyl, 2- Methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1'-bi (cyclopropyl) -1-yl, 1'-bi (cyclopropyl) -2-yl, 2'-methyl-1, 1 '- bi (cyclopropyl) -2-yl, 1-cyanocyclopropyl, 2-cyanocyclopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 1-cyano-cyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl , 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1 Methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF-phenyl, o-F-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl- Phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, Furan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, benzyl, p-Cl-benzyl, pF-benzyl, p-methoxybenzyl, p-methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl- Benzyl, mF-benzyl, m-methoxybenzyl, m-methylbenzyl, o-Cl-benzyl, oF-benzyl, o-methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, l (o -chlorophenyl) eth-1-yl, 1- (o-fluorophenyl) eth-1-yl, 1- (o -methylphenyl) eth-1-yl, 1- (o-bromophenyl) eth-1-yl, 1- (o -iodophenyl) eth-1-yl, pyridin-2-ylmethyl, pyridin-3-ylmethyl, pyridin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-4-ylmethyl, tetrahydrofuran-2-ylmethyl, o Cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl l, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, iso-propyloxycarbonyl, tert-butyloxycarbonyl,
Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso- propylcarbonyl, n-Butylcarbonyl, l-Methylprop-l-ylcarbonyl, 2-Methylprop-l-ylcarbonyl, 1,1- Dimethyleth-l-ylcarbonyl, Phenylcarbonyl, Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert-Butylaminocarbonyl, Benzylaminocarbonyl, Methoxycarbonylmethyl,  Benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, isopropylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1,1-dimethyleth-1-ylcarbonyl, phenylcarbonyl, methylaminocarbonyl, Dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, iso -propylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl, benzylaminocarbonyl, methoxycarbonylmethyl,
Ethoxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl,  Ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl,
Methoxycarbonylethyl, Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl,  Methoxycarbonylethyl, ethoxycarbonylethyl, tert-butyloxycarbonylmethyl,
Benzyloxycarbonylmethyl, Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n- Propylcarbonyloxymethyl, 1 -Methylethylcarbonyloxymethyl, 1,1- Dimethylethylcarbonyloxymethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl,  Benzyloxycarbonylmethyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1,1-dimethylethylcarbonyloxymethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl,
Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso-Propyloxymethyl, n-Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino, Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Cyanoethyl, Prop-2-in-l-yl steht,  Hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy, methoxymethyl, ethoxymethyl, n-propyloxymethyl, iso-propyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, iso-propyloxyethyl, methoxy-n- propyl, ethoxy-n-propyl, methoxy-n-butyl, amino, dimethylamino, methyl (ethyl) amino, diethylamino, cyanomethyl, cyanoethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, Methyl, Ethyl, n-Propyl, iso-R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, iso-
Propyl, n-Butyl, l-Methylprop-l-yl, 2-Methylprop-l-yl, l,l-Dimethyleth-l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Phenyl, p-F-Phenyl, m-F- Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan- 3-yl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n- Propyloxy, iso-Propyloxy, Trifluormethoxy, Difluormethoxy, Methylthio, Ethylthio, Trifluormethylthio, Dimethylamino, Methylamino, Diethylamino, Methyl(ethyl)amino, Cyano stehen, oder Propyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, Pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy, ethoxy, n-propyloxy, isopropoxy, Trifluoromethoxy, difluoromethoxy, methylthio, ethylthio, Trifluoromethylthio, dimethylamino, methylamino, diethylamino, methyl (ethyl) amino, cyano, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C- Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1 -R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1 -
Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, l,l-Dimethylethoxy, n- Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, l,l-Dimethylpropyloxy,Methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, l, l-dimethylethoxy, n-pentyloxy, 1-methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, l, l-dimethylpropyloxy,
1.2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 -Ethylpropyloxy, n-Hexyloxy, 1 - Methylpentyloxy, 2-Methylpentyloxy, 3-Methylpentyloxy, 4-Methylpentyloxy, 1,1- Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3- Dimethylbutyloxy, 3,3-Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, 1,1,2- Trimethylpropyloxy, 1 ,2,2-Trimethylpropyloxy, l-Ethyl-l -methylpropyloxy, l-Ethyl-2- methylpropyloxy, Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, 1,2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutyloxy, 1, 2-dimethylbutyloxy, l, 3 Dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1,1,2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl- 1-methylpropyloxy, 1-ethyl-2-methylpropyloxy, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy,
Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o- Chlorphenylmethoxy, p-Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy, Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 -Methylethylcarbonyloxy, n- Butylcarbonyloxy, 1 -Methylpropylcarbonyloxy, 2-Methylpropylcarbonyloxy, 1,1- Dimethylethylcarbonyloxy, n-Pentylcarbonyloxy, 1 -Methylbutylcarbonyloxy, 2- Methylbutylcarbonyloxy, 3 -Methylbutylcarbonyloxy, l,l-Dimethylpropylcarbonyloxy, 1,2- Dimethylpropylcarbonyloxy, 2,2-Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n- Hexylcarbonyloxy, 1 -Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3- Methylpentylcarbonyloxy, 4-Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, 1 ,3-Di-methylbutylcarbonyloxy, 2,2-Dimethylbutylcarbonyloxy, Cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-propyloxymethoxy, iso -propyloxymethoxy, methylcarbonyloxy, ethylcarbonyloxy, n -propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy, 1,1-dimethylethylcarbonyloxy, n-pentylcarbonyloxy, 1 - Methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1-dimethylpropylcarbonyloxy, 1,2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1-methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4- Methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy,
2.3-Dimethylbutylcarbonyloxy, 3,3-Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2- Ethylbutylcarbonyloxy, 1 , 1 ,2-Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 -methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1, 1, 2-trimethylpropylcarbonyloxy, 1, 2,2-trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m-chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p- Fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy,
Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy,  Benzylcarbonyloxy, thiophen-2-ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, l-Cyanocycloprop-l -ylcarbonyloxy, l-Methylcycloprop-l -ylcarbonyloxy, 1- Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy, Ethoxycarbonyloxy, n- Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n-Butyloxycarbonyloxy, 1,1- Dimethylethyloxycarbonyloxy, 2,2-Dimethyl-propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy, Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy,  Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy, Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy,  Cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy, cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy,
Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3 -ylcarbonyloxy, Pyridin-4- ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy,  Cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy  Methylsulfonyloxy, ethylsulfonyloxy, n-propylsulfonyloxy, 1-methylethylsulfonyloxy, cyclopropylsulfonyloxy cyclobutylsulfonyloxy, cyclopentylsulfonyloxy
Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m- Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m-fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m-methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o- Methylphenylsulfonyloxy stands,
R4 und R7 unabhängig voneinander für Wasserstoff, Fluor, Chlor, Brom, Iod, Hydroxy, Hydrothio, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1 -Methylpropyl, 2-Methylpropyl, 1,1- Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3-Methylbutyl, 1,1-Dimethylpropyl,R 4 and R 7 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, hydrothio, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1,1- Dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl,
1 ,2-Dimethylpropyl, 2,2-Dimethylpropyl, 1 -Ethylpropyl, n-Hexyl, 1 -Methylpentyl, 2- Methylpentyl, 3 -Methylpentyl, 4-Methylpentyl, 1,1-Dimethylbutyl, 1 ,2-Dimethylbutyl, 1,3-Di- methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2- Ethylbutyl, 1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, l-Ethyl-2- methylpropyl, Trifluormethyl, Pentafluorethyl, 1,1,2,2-Tetrafluorethyl, Heptafluor-n-propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Chlordifluormethyl, Bromdifluormethyl, 1, 2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1, 3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1 - Ethyl 1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, 1,1,2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl, chlorodifluoromethyl, bromodifluoromethyl,
Dichlorfluormethyl, Ioddifluormethyl, Bromfluormethyl, 1-Fluorethyl, 2-Fluorethyl,  Dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl,
Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, Difluor-tert.-butyl,  Fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert-butyl,
Chlormethyl, Brommethyl, Fluormethyl, 3,3,3-Trifluor-n-propyl, 1-Fluorprop-l-yl, 1- Trifluormethylprop-l-yl, 2-Trifluormethylprop-2-yl, 1-Fluorprop-l-yl, 2-Fluorprop-2-yl, 2- Chlorprop-2-yl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, 1-Methylcycloprop-l-yl, 2- Methylcycloprop-l-yl, 2,2-Dimethylcycloprop-l-yl, 2,3-Dimethylcyclopropyl, 1- Cyanocycloprop-l-yl, 2-Cyanocycloprop-l-yl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3- Methylcyclobutyl, 3,3-Dimethylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3- Cyanocyclobutyl, 1 -Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1- Ethylcyclopropyl, 1 -Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1- Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l-yl, Chloromethyl, bromomethyl, fluoromethyl, 3,3,3-trifluoro-n-propyl, 1-fluoroprop-1-yl, 1-trifluoromethylprop-1-yl, 2-trifluoromethylprop-2-yl, 1-fluoroprop-1-yl, 2-fluoroprop-2-yl, 2-chloroprop-2-yl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2 Methylcycloprop-1-yl, 2,2-dimethylcycloprop-1-yl, 2,3-dimethylcyclopropyl, 1-cyanocycloprop-1-yl, 2-cyanocycloprop-1-yl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 3,3-dimethylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-l-yl,
Spiro[3.3]hept-2-yl, Bicyclo[l.l.O]butan-l-yl, Bicyclo[l.l.0]butan-2-yl, Bicyclo[2.l.0]pentan- l-yl, Bicyclo[l.l.l]pentan-l-yl, Bicyclo[2.l.0]pentan-2-yl, Bicyclo[2.l.0]pentan-5-yl, Spiro [3.3] hept-2-yl, bicyclo [llO] butan-1-yl, bicyclo [ll0] butan-2-yl, bicyclo [2.1.0] pentan-1-yl, bicyclo [lll] pentane -l-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl,
Bicyclo[2.l.l]hexyl, Bicyclo[2.2.l]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.l]octan-2- yl, Bicyclo[3.2.2]nonan-2-yl, Adamantan-l-yl, Adamantan-2-yl, Cyclopropylmethyl, Bicyclo [2.2.1] hexyl, bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl, bicyclo [3.2.2] nonan-2-yl, adamantan-1-yl, adamantan-2-yl, cyclopropylmethyl,
Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, 2-Fluor-Phenyl, 3 -Fluor- Phenyl, 4-Fluor-Phenyl, 2,4-Difluor-Phenyl, 2,5-Difluor-Phenyl, 2,6-Difluor-Phenyl, 2,3- Difluor-Phenyl, 3,4-Difluor-Phenyl, 3,5-Difluor-Phenyl, 2,4,5-Trifluor-Phenyl, 3,4,5-Trifluor- Phenyl, 2-Chlor-Phenyl, 3 -Chlor-Phenyl, 4-Chlor-Phenyl, 2,4-Dichlor-Phenyl, 2,5-Dichlor- Phenyl, 2,6-Dichlor-Phenyl, 2,3-Dichlor-Phenyl, 3,4-Dichlor-Phenyl, 3,5-Dichlor-Phenyl, 2,4,5- Trichlor-Phenyl, 3,4,5-Trichlor-Phenyl, 2,4,6-Trichlor-Phenyl, 2-Brom-Phenyl, 3 -Brom-Phenyl, 4-Brom-Phenyl, 2-Iod-Phenyl, 3-Iod-Phenyl, 4-Iod-Phenyl, 2-Brom-4-Fluor-Phenyl, 2-Brom-4- Chlor-Phenyl, 3-Brom-4-Fluor-Phenyl, 3-Brom-4-Chlor-Phenyl, 3-Brom-5-Fluor-Phenyl, 3- Brom-5-Chlor-Phenyl, 2-Fluor-4-Brom-Phenyl, 2-Chlor-4-Brom-Phenyl, 3-Fluor-4-Brom- Phenyl, 3-Chlor-4-Brom-Phenyl, 2-Chlor-4-Fluor-Phenyl, 3-Chlor-4-Fluor-Phenyl, 2-Fluor-3- Chlor-Phenyl, 2-Fluor-4-Chlor-Phenyl, 2-Fluor-5-Chlor-Phenyl, 3-Fluor-4-Chlor-Phenyl, 3- Fluor-5-Chlor-Phenyl, 2-Fluor-6-Chlor-Phenyl, 2-Methyl-Phenyl, 3 -Methyl-Phenyl, 4-Methyl- Phenyl, 2,4-Dimethyl-Phenyl, 2,5-Dimethyl-Phenyl, 2,6-Dimethyl-Phenyl, 2,3-Dimethyl- Phenyl, 3,4-Dimethyl-Phenyl, 3,5-Dimethyl-Phenyl, 2,4,5-Trimethyl-Phenyl, 3,4,5-Trimethyl- Phenyl, 2,4,6-Trimethyl-Phenyl, 2-Methoxy-Phenyl, 3-Methoxy-Phenyl, 4-Methoxy-Phenyl,Cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, 2-fluoro-phenyl, 3-fluoro-phenyl, 4-fluoro-phenyl, 2,4-difluoro-phenyl, 2,5-difluoro-phenyl, 2,6-difluoro-phenyl, 2,3-difluoro-phenyl, 3,4-difluoro-phenyl, 3,5-difluoro-phenyl, 2,4,5-trifluoro-phenyl, 3,4,5-trifluoro-phenyl, 2-chloro-phenyl, 3-chloro-phenyl, 4-chloro-phenyl, 2,4-dichloro-phenyl, 2,5-dichloro-phenyl, 2,6-dichloro-phenyl, 2,3-dichloro-phenyl, 3,4-dichloro Phenyl, 3,5-dichloro-phenyl, 2,4,5-trichloro-phenyl, 3,4,5-trichloro-phenyl, 2,4,6-trichloro-phenyl, 2-bromo-phenyl, 3-bromo Phenyl, 4-bromo-phenyl, 2-iodo-phenyl, 3-iodo-phenyl, 4-iodo-phenyl, 2-bromo-4-fluoro-phenyl, 2-bromo-4-chloro-phenyl, 3-bromo 4-fluoro-phenyl, 3-bromo-4-chloro-phenyl, 3-bromo-5-fluoro-phenyl, 3-bromo-5-chloro-phenyl, 2-fluoro-4-bromo-phenyl, 2-chloro 4-bromo-phenyl, 3-fluoro-4-bromo-phenyl, 3-chloro-4-bromo-phenyl, 2-chloro-4-fluoro-phenyl, 3-chloro-4-fluoro-phenyl, 2-fluoro 3-chloro-phenyl, 2-fluoro-4-chloro-phenyl, 2-fluoro-5-chloro-phenyl, 3-fluoro-4-chloro-phenyl, 3-fluoro-5-chloro lor-phenyl, 2-fluoro-6-chloro-phenyl, 2-methyl-phenyl, 3-methyl-phenyl, 4-methyl-phenyl, 2,4-dimethyl-phenyl, 2,5-dimethyl-phenyl, 2, 6-dimethyl-phenyl, 2,3-dimethyl-phenyl, 3,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 2,4,5-trimethyl-phenyl, 3,4,5-trimethyl-phenyl, 2,4,6-trimethyl-phenyl, 2-methoxy-phenyl, 3-methoxy-phenyl, 4-methoxy-phenyl,
2.4-Dimethoxy-Phenyl, 2,5-Dimethoxy-Phenyl, 2,6-Dimethoxy-Phenyl, 2,3-Dimethoxy-Phenyl,2,4-dimethoxy-phenyl, 2,5-dimethoxy-phenyl, 2,6-dimethoxy-phenyl, 2,3-dimethoxy-phenyl,
3.4-Dimethoxy-Phenyl, 3,5-Dimethoxy-Phenyl, 2,4,5-Trimethoxy-Phenyl, 3,4,5-Trimethoxy- Phenyl, 2,4,6-Trimethoxy-Phenyl, 2-Trifluormethoxy-Phenyl, 3-Trifluormethoxy-Phenyl, 4- Trifluormethoxy-Phenyl, 2-Difluormethoxy-Phenyl, 3-Difluormethoxy-Phenyl, 4- Difluormethoxy-Phenyl, 2-Trifluormethyl-Phenyl, 3-Trifluormethyl-Phenyl, 4-Trifluormethyl- Phenyl, 2-Difluormethyl-Phenyl, 3-Difluormethyl-Phenyl, 4-Difluormethyl-Phenyl, 3,5- Bis(Trifluormethyl)-Phenyl, 3-Trifluormethyl-5-Fluor- Phenyl, 3-Trifluormethyl-5-Chlor- Phenyl, 3-Methyl-5-Fluor-Phenyl, 3-Methyl-5-Chlor-Phenyl, 3-Methoxy-5-Fluor-Phenyl, 3- Methoxy-5-Chlor-Phenyl, 3-Trifluormethoxy-5-Chlor-Phenyl, 2-Ethoxy-Phenyl, 3-Ethoxy- Phenyl, 4-Ethoxy-Phenyl, 2-Methylthio-Phenyl, 3-Methylthio-Phenyl, 4-Methylthio-Phenyl, 2- Trifluormethylthio-Phenyl, 3-Trifluormethylthio-Phenyl, 4-Trifluormethylthio-Phenyl, 2-Ethyl- Phenyl, 3-Ethyl-Phenyl, 4-Ethyl-Phenyl, 2-Methoxycarbonyl-Phenyl, 3-Methoxycarbonyl- Phenyl, 4-Methoxycarbonyl-Phenyl, 2-Ethoxycarbonyl-Phenyl, 3-Ethoxycarbonyl-Phenyl, 4- Ethoxycarbonyl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyridazin-3-yl, Pyridazin-4-yl, Pyrimidin-2-yl, Pyrimidin-5-yl, Pyrimidin-4-yl, Pyridazin-3-ylmethyl, 3,4-dimethoxy-phenyl, 3,5-dimethoxy-phenyl, 2,4,5-trimethoxy-phenyl, 3,4,5-trimethoxy-phenyl, 2,4,6-trimethoxy-phenyl, 2-trifluoromethoxy-phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxy-phenyl, 2-difluoromethoxy-phenyl, 3-difluoromethoxy-phenyl, 4-difluoromethoxy-phenyl, 2-trifluoromethyl-phenyl, 3-trifluoromethyl-phenyl, 4-trifluoromethyl-phenyl, 2- Difluoromethyl-phenyl, 3-difluoromethyl-phenyl, 4-difluoromethyl-phenyl, 3,5-bis (trifluoromethyl) -phenyl, 3-trifluoromethyl-5-fluoro-phenyl, 3-trifluoromethyl-5-chloro-phenyl, 3-methyl 5-fluoro-phenyl, 3-methyl-5-chloro-phenyl, 3-methoxy-5-fluoro-phenyl, 3-methoxy-5-chloro-phenyl, 3-trifluoromethoxy-5-chloro-phenyl, 2-ethoxy Phenyl, 3-ethoxy-phenyl, 4-ethoxy-phenyl, 2-methylthio-phenyl, 3-methylthio-phenyl, 4-methylthio-phenyl, 2-trifluoromethylthio-phenyl, 3-trifluoromethylthio-phenyl, 4-trifluoromethylthio-phenyl , 2-ethyl Phenyl, 3-ethyl-phenyl, 4-ethyl-phenyl, 2-methoxycarbonyl-phenyl, 3-methoxycarbonyl-phenyl, 4-methoxycarbonyl-phenyl, 2-ethoxycarbonyl-phenyl, 3-ethoxycarbonyl-phenyl, 4-ethoxycarbonyl-phenyl, Pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrazine-2-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-5-yl, pyrimidine 4-yl, pyridazin-3-ylmethyl,
Pyridazin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-5-ylmethyl, Pyrimidin-4-ylmethyl, Pyrazin-2-ylmethyl, 3-Chlor-Pyrazin-2-yl, 3-Brom-Pyrazin-2-yl, 3-Methoxy-Pyrazin-2-yl, 3- Ethoxy-Pyrazin-2-yl, 3-Trifluormethylpyrazin-2-yl, 3-Cyanopyrazin-2-yl, Naphth-2-yl, Naphth-Pyridazin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-5-ylmethyl, pyrimidin-4-ylmethyl, pyrazine-2-ylmethyl, 3-chloro-pyrazine-2-yl, 3-bromo-pyrazine-2-yl, 3-methoxy-pyrazine-2-yl, 3-ethoxy-pyrazine-2-yl, 3-trifluoromethyl-pyrazine-2-yl, 3-cyanopyrazine-2-yl, naphth-2-yl, naphthenyl
1-yl, Chinolin-4-yl, Chinolin-6-yl, Chinolin-8-yl, Chinolin-2-yl, Chinoxalin-2-yl, 2- Naphthylmethyl, l-Naphthylmethyl, Chinolin-4-ylmethyl, Chinolin-6-ylmethyl, Chinolin-8- ylmethyl, Chinolin-2-ylmethyl, Chinoxalin-2-ylmethyl, Pyrazin-2-ylmethyl, 4-Chloropyridin-2- yl, 3-Chloropyridin-4-yl, 2-Chloropyridin-3-yl, 2-Chloropyridin-4-yl, 2-Chlorpyridin-5-yl, 2,6- Dichlorpyridin-4-yl, 3-Chlorpyridin-5-yl, 3,5-Dichlorpyridin-2-yl, 3-Chlor-5- Trifluormethylpyridin-2-yl, (4-Chloropyridin-2-yl)methyl, (3-Chloropyridin-4-yl)methyl, (2- Chloropyridin-3-yl)methyl, (2-Chloropyridin-4-yl)methyl, (2-Chlorpyridin-5-yl)methyl, (2,6- Dichlorpyridin-4-yl)methyl, (3-Chlorpyridin-5-yl)methyl, (3,5-Dichlorpyridin-2-yl)methyl, Thiophen-2-yl, Thiophen-3-yl, 5-Methylthiophen-2-yl, 5-Ethylthiophen-2-yl, 5-Chlorthiophen-1-yl, quinolin-4-yl, quinolin-6-yl, quinolin-8-yl, quinolin-2-yl, quinoxalin-2-yl, 2-naphthylmethyl, 1-naphthylmethyl, quinolin-4-ylmethyl, quinoline 6-ylmethyl, quinolin-8-ylmethyl, quinolin-2-ylmethyl, quinoxalin-2-ylmethyl, pyrazine-2-ylmethyl, 4-chloropyridin-2-yl, 3-chloropyridin-4-yl, 2-chloropyridine-3 yl, 2-chloropyridin-4-yl, 2-chloropyridin-5-yl, 2,6-dichloropyridin-4-yl, 3-chloropyridin-5-yl, 3,5-dichloropyridin-2-yl, 3-chloro 5-trifluoromethylpyridin-2-yl, (4-chloropyridin-2-yl) methyl, (3-chloropyridin-4-yl) methyl, (2-chloropyridin-3-yl) methyl, (2-chloropyridin-4-yl) methyl, (2-chloropyridin-5-yl) methyl, (2,6-dichloropyridin-4-yl) methyl, (3-chloropyridin-5-yl) methyl, (3,5-dichloropyridin-2-yl) methyl, Thiophen-2-yl, thiophen-3-yl, 5-methylthiophene-2-yl, 5-ethylthiophene-2-yl, 5-chlorothiophene
2-yl, 5-Bromthiophen-2-yl, 4-Methylthiophen-2-yl, 3-Methylthiophen-2-yl, 5-Fluorthiophen-3- yl, 3,5-Dimethylthiophen-2-yl, 3-Ethylthiophen-2-yl, 4,5-Dimethylthiophen-2-yl, 3,4- Dimethylthiophen-2-yl, 4-Chlorthiophen-2-yl, Furan-2-yl, 5-Methylfuran-2-yl, 5-Ethylfuran-2- yl, 5-Methoxycarbonylfuran-2-yl, 5-Chlorfuran-2-yl, 5-Bromfuran-2-yl, Thiophan-2-yl, Thiophan-3-yl, Sulfolan-2-yl, Sulfolan-3-yl, Tetrahydrothiopyran-4-yl, Tetrahydropyran-4-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, l-(4-Methylphenyl)ethyl, l-(3-Methylphenyl)ethyl, 1 -(2-Methylphenyl)ethyl, 1 -(4-Chlorphenyl)ethyl, l-(3-Chlorphenyl)ethyl, l-(2- Chlorphenyl)ethyl, Benzyl, (4-Fluorphenyl)methyl, (3-Fluorphenyl)methyl, (2- Fluorphenyl)methyl, (2,4-Difluorphenyl)methyl, (3,5-Difluorphenyl)methyl, (2,5- Difluorphenyl)methyl, (2,6-Difluorphenyl)methyl, (2,4,5-Trifluorphenyl)methyl, (2,4,6- Trifluorphenyl)methyl, (4-Chlorphenyl)methyl, (3-Chlorphenyl)methyl, (2-Chlorphenyl)methyl, (2,4-Dichlorphenyl)methyl, (3,5-Dichlorphenyl)methyl, (2,5-Dichlorphenyl)methyl, (2,6- Dichlorphenyl)methyl, (2,4,5-Trichlorphenyl)methyl, (2,4,6-Trichlorphenyl)methyl, (4- Bromphenyl)methyl, (3-Bromphenyl)methyl, (2-Bromphenyl)methyl, (4-Iodphenyl)methyl, (3- Iodphenyl)methyl, (2-Iodphenyl)methyl, (3-Chlor-5-Trifluormethyl-pyridin-2-yl)methyl, (2- Brom-4-Fluorphenl)methyl, (2-Brom-4-Chlorphenyl)methyl, (3-Brom-4-Fluorphenyl)methyl, (3-Brom-4-Chlorphenyl)methyl, (3-Brom-5-Fluorphenyl)methyl, (3-Brom-5- Chlorphenyl)methyl, (2-Fluor-4-Bromphenyl)methyl, (2-Chlor-4-Bromphenyl)methyl, (3-Fluor- 4-Bromphenyl)methyl, (3-Chlor-4-Bromphenyl)methyl, (2-Chlor-4-Fluorphenyl)methyl, (3- Chlor-4-Fluorphenyl)methyl, (2-Fluor-3-Chlorphenyl)methyl, (2-Fluor-4-Chlorphenyl)methyl, (2-Fluor-5-Chlorphenyl)methyl, (3-Fluor-4-Chlorphenyl)methyl, (3-Fluor-5- Chlorphenyl)methyl, (2-Fluor-6-Chlorphenyl)methyl, 2-Phenyleth-l-yl, 3-Trifluormethyl-4- Chlorphenyl, 3-Chlor-4-Trifluormethylphenyl, 2-Chlor-4-Trifluormethylphenyl, 3,5- Dfluorpyridin-2-yl, (3,6-Dichlor-pyridin-2-yl)methyl, (4-Trifluormethylphenyl)methyl, (3- Trifluormethylphenyl)methyl, (2-Trifluormethylphenyl)methyl, (4- Trifluormethoxyphenyl)methyl, (3-Trifluormethoxyphenyl)methyl, (2- Trifluormethoxyphenyl)methyl, (4-Methoxyphenyl)methyl, (3-Methoxyphenyl)methyl, (2- Methoxyphenyl)methyl, (4-Methylphenyl)methyl, (3-Methylphenyl)methyl, (2- Methylphenyl)methyl, (4-Cyanophenyl)methyl, (3-Cyanophenyl)methyl, (2- Cyanophenyl)methyl, (2,4-Diethylphenyl)methyl, (3,5-Diethylphenyl)methyl, (3,4- Dimethylphenyl)methyl, (3,5-Dimethoxyphenyl)methyl, l-Phenyleth-l-yl, l-(o- Chlorphenyl)eth-l-yl, l,3-Thiazol-2-yl, 4-Methyl-l,3-thiazol-2-yl, l,3-Thiazol-2-yl, Ethenyl, 1- Propenyl, 2-Propenyl, 1 -Methyl- ethenyl, l-Butenyl, 2-Butenyl, 3-Butenyl, l-Methyl-l- propenyl, 2-Methyl-l-propenyl, l-Methyl-2-propenyl, 2-Methyl-2-propenyl, , l-Pentenyl, 2- Pentenyl, 3-Pentenyl, 4-Pentenyl, 1 -Methyl- l-butenyl, 2-Methyl-l-butenyl, 3 -Methyl- l-butenyl, 1 -Methyl-2-butenyl, 2-Methyl-2-butenyl, 3-Methyl-2-butenyl, l-Methyl-3-butenyl, 2-Methyl-3- butenyl, 3-Methyl-3-butenyl, 1 , 1 -Dimethyl-2-propenyl, l,2-Dimethyl-l-propenyl, 1,2- Dimethyl-2-propenyl, l-Ethyl-l-propenyl, 1 -Ethyl-2-propenyl, l-Hexenyl, 2-Hexenyl, 3- Hexenyl, 4-Hexenyl, 5-Hexenyl, 1 -Methyl- l-pentenyl, 2-Methyl- l-pentenyl, 3-Methyl-l- pentenyl, 4-Methyl- l-pentenyl, 1 -Methyl-2-pentenyl, 2-Methyl-2-pentenyl, 3-Methyl-2- pentenyl, 4-Methyl-2-pentenyl, l-Methyl-3-pentenyl, 2-Methyl-3-pentenyl, 3-Methyl-3- pentenyl, 4-Methyl-3-pentenyl, 1 -Methyl-4-pentenyl, 2-Methyl-4-pentenyl, 3-Methyl-4- pentenyl, 4-Methyl-4-pentenyl, 1 , 1 -Dimethyl-2-butenyl, l,l-Dimethyl-3-butenyl, 1 ,2-Dimethyl-2-yl, 5-bromothiophene-2-yl, 4-methylthiophene-2-yl, 3-methylthiophene-2-yl, 5-fluorothiophene-3-yl, 3,5-dimethylthiophene-2-yl, 3-ethylthiophene 2-yl, 4,5-dimethylthiophene-2-yl, 3,4-dimethylthiophene-2-yl, 4-chlorothiophene-2-yl, furan-2-yl, 5-methyl-furan-2-yl, 5-ethyl-furan 2-yl, 5-methoxycarbonyl-furan-2-yl, 5-chlorofuran-2-yl, 5-bromofuran-2-yl, thiophan-2-yl, thiophan-3-yl, sulfolan-2-yl, sulfolane-3 yl, tetrahydrothiopyran-4-yl, tetrahydropyran-4-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, 1- (4-methylphenyl) ethyl, 1- (3-methylphenyl) ethyl, 1- (2-methylphenyl ) ethyl, 1- (4-chlorophenyl) ethyl, 1- (3-chlorophenyl) ethyl, 1- (2-chlorophenyl) ethyl, benzyl, (4-fluorophenyl) methyl, (3-fluorophenyl) methyl, (2-fluorophenyl ) methyl, (2,4-difluorophenyl) methyl, (3,5-difluorophenyl) methyl, (2,5-difluorophenyl) methyl, (2,6-difluorophenyl) methyl, (2,4,5-trifluorophenyl) methyl, (2,4,6-trifluorophenyl) methyl, (4-chlorophenyl) methyl, (3-chlorophenyl) methyl, (2-chlorophenyl) methyl, (2,4-dichlorophenyl) methyl, (3,5-dichloroph enyl) methyl, (2,5-dichlorophenyl) methyl, (2,6-dichlorophenyl) methyl, (2,4,5-trichlorophenyl) methyl, (2,4,6-trichlorophenyl) methyl, (4-bromophenyl) methyl , (3-Bromophenyl) methyl, (2-bromophenyl) methyl, (4-iodophenyl) methyl, (3-iodophenyl) methyl, (2-iodophenyl) methyl, (3-chloro-5-trifluoromethylpyridin-2-yl ) methyl, (2-bromo-4-fluorophenol) methyl, (2-bromo-4-chlorophenyl) methyl, (3-bromo-4-fluorophenyl) methyl, (3-bromo-4-chlorophenyl) methyl, (3 Bromo-5-fluorophenyl) methyl, (3-bromo-5-chlorophenyl) methyl, (2-fluoro-4-bromophenyl) methyl, (2-chloro-4-bromophenyl) methyl, (3-fluoro-4-bromophenyl) methyl, (3-chloro-4-bromophenyl) methyl, (2-chloro-4-fluorophenyl) methyl, (3-chloro-4-fluorophenyl) methyl, (2-fluoro-3-chlorophenyl) methyl, (2-fluoro 4-chlorophenyl) methyl, (2-fluoro-5-chlorophenyl) methyl, (3-fluoro-4-chlorophenyl) methyl, (3-fluoro-5- Chlorophenyl) methyl, (2-fluoro-6-chlorophenyl) methyl, 2-phenyleth-1-yl, 3-trifluoromethyl-4-chlorophenyl, 3-chloro-4-trifluoromethylphenyl, 2-chloro-4-trifluoromethylphenyl, 3.5 - Dfluoropyridin-2-yl, (3,6-dichloropyridin-2-yl) methyl, (4-trifluoromethylphenyl) methyl, (3-trifluoromethylphenyl) methyl, (2-trifluoromethylphenyl) methyl, (4-trifluoromethoxyphenyl) methyl, (3-trifluoromethoxyphenyl) methyl, (2-trifluoromethoxyphenyl) methyl, (4-methoxyphenyl) methyl, (3-methoxyphenyl) methyl, (2-methoxyphenyl) methyl, (4-methylphenyl) methyl, (3-methylphenyl) methyl, ( 2-methylphenyl) methyl, (4-cyanophenyl) methyl, (3-cyanophenyl) methyl, (2-cyanophenyl) methyl, (2,4-diethylphenyl) methyl, (3,5-diethylphenyl) methyl, (3,4- Dimethylphenyl) methyl, (3,5-dimethoxyphenyl) methyl, 1-phenyleth-1-yl, 1- (o-chlorophenyl) eth-1-yl, 1,3-thiazol-2-yl, 4-methyl-1, 3-thiazol-2-yl, 1, 3-thiazol-2-yl, ethenyl, 1-propenyl, 2-propenyl, 1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl 1-propenyl, 2-methyl-1-propenyl, 1-methyl 1- 2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl - l-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3 -butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1 Hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl , 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3 -Methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1, 1 Dimethyl 2-butenyl, 1, 1-dimethyl-3-butenyl, 1, 2-dimethyl
1-butenyl, l,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, 1, 3 -Dimethyl- l-butenyl, 1,3- Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2-Dimethyl-3-butenyl, 2,3-Dimethyl-l-butenyl, 2,3-Dimethyl-2-butenyl, 2,3-Dimethyl-3-butenyl, 3, 3 -Dimethyl- l-butenyl, 3,3-Dimethyl-2- butenyl, l-Ethyl- l-butenyl, l-Ethyl-2-butenyl, l-Ethyl-3-butenyl, 2-Ethyl- l-butenyl, 2-Ethyl-2- butenyl, 2-Ethyl-3-butenyl, l,l,2-Trimethyl-2-propenyl, l-Ethyl- l-methyl-2-propenyl, l-Ethyl-1-butenyl, l, 2-dimethyl-2-butenyl, l, 2-dimethyl-3-butenyl, 1, 3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, l, 3-dimethyl 3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3, 3-dimethyl 1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl 2-butenyl, 2-ethyl-3-butenyl, 1, 1, 2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl
2-methyl-l-propenyl und 1 -Ethyl-2-methyl-2-propenyl, Ethinyl, l-Propinyl, 2-Propinyl, 1- Butinyl, 2-Butinyl, 3-Butinyl, l-Methyl-2-propinyl, l-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4- Pentinyl, l-Methyl-2-butinyl, l-Methyl-3-butinyl, 2-Methyl-3-butinyl, 3 -Methyl- l-butinyl, 1,1- Dimethyl-2-propinyl, l-Ethyl-2-propinyl, l-Hexinyl, 2-Hexinyl, 3-Hexinyl, 3,3- Difluorcyclobut-l-yl, 3-Fluorcyclobut-l-yl, l-Fluorcyclobut-l-yl, 2,2-Difluorcycloprop-l-yl, 1- Fluorcycloprop-l-yl, 2-Fluorcycloprop-l-yl, 4-Fluorcyclohexyl, 4,4-Difluorcyclohexyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, n-Propyloxycarbonylmethyl, iso- Propyloxycarbonylmethyl, n-Butyloxycarbonylmethyl, tert. -Butyloxycarbonylmethyl, 2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1, 1-Dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 3,3-difluorocyclobut-1-yl, 3-fluorocyclobut-1-yl, 1-fluorocyclobutene 1-yl, 2,2-difluorocycloprop-1-yl, 1-fluorocycloprop-1-yl, 2-fluorocycloprop-1-yl, 4-fluorocyclohexyl, 4,4-difluorocyclohexyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, n-propyloxycarbonylmethyl, iso- Propyloxycarbonylmethyl, n-butyloxycarbonylmethyl, tert. -Butyloxycarbonylmethyl,
Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso-Propyloxymethyl, n-Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Methoxy-n-butyl, Trifluormethoxymethyl, Difluormethoxymethyl, 2,2-Difluorethoxymethyl, 2,2,2-Trifluorethoxymethyl, Trifluormethoxyethyl, Difluormethoxyethyl, 2,2- Difluorethoxyethyl, 2,2,2-Trifluorethoxyethyl, Methoxycarbonyl, Ethoxycarbonyl, n- Propyloxycarbonyl, iso-Propyloxycarbonyl, n-Butyloxycarbonyl, tert-Butyloxycarbonyl, Allyloxycarbonyl, Benzyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso- Propylcarbonyl, n-Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, p-Chlorphenylcarbonyl, m-Chlorphenylcarbonyl, o-Chlorphenylcarbonyl, p-Fluorphenylcarbonyl, m- Fluorphenylcarbonyl, o-Fluorphenylcarbonyl, p-Methoxyphenylcarbonyl, m- Methoxyphenylcarbonyl, o-Methoxyphenylcarbonyl, p-Trifluormethylphenylcarbonyl, m- Trifluormethylphenylcarbonyl, o-Trifluormethylphenylcarbonyl, Methoxy, Ethoxy, n- Propyloxy, iso-Propyloxy, Benzyloxy, p-Chlorphenylmethoxy, Phenyloxy, p-Chlorphenyloxy, m-Chlorphenyloxy, o-Chlorphenyloxy, p-Fluorphenyloxy, m-Fluorphenyloxy, o- Fluorphenyloxy, p-Methoxyphenyloxy, m-Methoxyphenyloxy, o-Methoxyphenyloxy, p- Trifluormethylphenyloxy, m-Trifluormethylphenyloxy, o-Trifluormethylphenyloxy, Methoxymethyl, ethoxymethyl, n-propyloxymethyl, iso-propyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, methoxy-n-propyl, Methoxy-n-butyl, trifluoromethoxymethyl, difluoromethoxymethyl, 2,2-difluoroethoxymethyl, 2,2,2-trifluoroethoxymethyl, trifluoromethoxyethyl, difluoromethoxyethyl, 2,2-difluoroethoxyethyl, 2,2,2-trifluoroethoxyethyl, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, iso-propyloxycarbonyl, n-butyloxycarbonyl, tert-butyloxycarbonyl, allyloxycarbonyl, benzyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso-propylcarbonyl, n-butylcarbonyl, tert-butylcarbonyl, phenylcarbonyl, p-chlorophenylcarbonyl, m-chlorophenylcarbonyl, o-chlorophenylcarbonyl, p-fluorophenylcarbonyl, m-fluorophenylcarbonyl, o-fluorophenylcarbonyl, p-methoxyphenylcarbonyl, m-methoxyphenylcarbonyl, o-methoxyphenylcarbonyl, p-trifluoromethylphenylcarbonyl, m-trifluoromethylphenylcarbonyl, o-trifluoromethylphenylcarbonyl, methoxy, ethoxy, n-propyloxy, isopropoxy, benzyloxy, p-chlorophenylmethoxy, phenyloxy, p-chlorophenyloxy, m-chlorophenyloxy, o-chlorophenyloxy, p-fluorophenyloxy, m-fluorophenyloxy, o-fluorophenyloxy , p-methoxyphenyloxy, m-methoxyphenyloxy, o-methoxyphenyloxy, p-trifluoromethylphenyloxy, m-trifluoromethylphenyloxy, o-trifluoromethylphenyloxy,
Methylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, Cyclopentylaminocarbonyl, Methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, cyclopropylaminocarbonyl, cyclobutylaminocarbonyl, cyclopentylaminocarbonyl,
Cyclohexylaminocarbonyl, Cyclopropylmethylaminocarbonyl, Cyclohexylaminocarbonyl, cyclopropylmethylaminocarbonyl,
Cyclobutylmethylaminocarbonyl, Cyclopentylmethylaminocarbonyl,  Cyclobutylmethylaminocarbonyl, cyclopentylmethylaminocarbonyl,
Cyclohexylmethylaminocarbonyl, Dimethylaminocarbonyl, Diethylaminocarbonyl, Cyclohexylmethylaminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl,
Benzylmethylaminocarbonyl, Methylamino, Dimethylamino, Ethylamino, Diethylamino, n- Propylamino, iso-Propylamino, Cyclopropylamino, Cyclobutylamino, Cyclopentylamino, Cyclohexylamino, Benzylamino, Cyanomethyl, Cyanoethyl, 3-Cyanoprop-l-yl, 2-Cyanoprop-l- yl, l-Cyanoprop-l-yl, 2-Cyanoprop-2-yl, 2-Cyano-l,l-dimethyleth-l-yl, l-(Cyanomethyl)-l- methylprop-l-yl, Hydroxycarbonyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, CHO, Methoxyethylthio, Ethoxyethylthio, Trifluormethoxyethylthio, Pentafluorethoxyethylthio, Methylthioethylthio, Ethylthioethylthio, Trifluormethylthioethylthio, Pentafluorthioethylthio, Benzylthio, p-Chlorphenylmethylthio, m-Chlorphenylmethylthio, o-Chlorphenylmethylthio, p- Fluorphenylmethylthio, m-Fluorphenylmethylthio, o-Fluorphenylmethylthio, Methylthio, Ethylthio, n-Propylthio, iso-Propylthio, n-Butylthio, tert.-Butylthio, Cyclobutylthio, Benzylmethylaminocarbonyl, methylamino, dimethylamino, ethylamino, diethylamino, n-propylamino, isopropylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, benzylamino, cyanomethyl, cyanoethyl, 3-cyanoprop-1-yl, 2-cyanoprop-1-yl, Cyanoprop-1-yl, 2-cyanoprop-2-yl, 2-cyano-1, 1-dimethyleth-1-yl, 1- (cyanomethyl) -1-methylprop-1-yl, hydroxycarbonyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, CHO, Methoxyethylthio, ethoxyethylthio, trifluoromethoxyethylthio, pentafluoroethoxyethylthio, methylthioethylthio, ethylthioethylthio, trifluoromethylthioethylthio, pentafluorothioethylthio, benzylthio, p-chlorophenylmethylthio, m-chlorophenylmethylthio, o-chlorophenylmethylthio, p-fluorophenylmethylthio, m-fluorophenylmethylthio, o-fluorophenylmethylthio, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, cyclobutylthio,
Cyclopentylthio, Cyclohexylthio, Phenylthio, Pyrid-2-ylthio, Pyrid-3-ylthio, Pyrid-4-ylthio, p- Chlorphenylthio, m-Chlorphenylthio, o-Chlorphenylthio, p-Fluorphenylthio, m-Fluorphenylthio, o-Fluorphenylthio, p-Methoxyphenylthio, m-Methoxyphenylthio, o-Methoxyphenylthio, p- Methylphenylthio, m-Methylphenylthio, o-Methylphenylthio, Methylsulfonyl, Ethylsulfonyl, n- Propylsulfonyl, 1 -Methylethylsulfonyl, Cyclopropylsulfonyl, Cyclobutylsulfonyl, Cyclopentylthio, cyclohexylthio, phenylthio, pyrid-2-ylthio, pyrid-3-ylthio, pyrid-4-ylthio, p-chlorophenylthio, m-chlorophenylthio, o-chlorophenylthio, p-fluorophenylthio, m-fluorophenylthio, o-fluorophenylthio, p- Methoxyphenylthio, m-methoxyphenylthio, o-methoxyphenylthio, p-methylphenylthio, m-methylphenylthio, o-methylphenylthio, methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, 1-methylethylsulfonyl, cyclopropylsulfonyl, cyclobutylsulfonyl,
Cyclopentylsulfonyl, Cyclohexylsulfonyl, Phenylsulfonyloxy, p-Chlorphenylsulfonyl, m- Chlorphenylsulfonyl, o-Chlorphenylsulfonyl, p-Fluorphenylsulfonyl, m-Fluorphenylsulfonyl, o- Fluorphenylsulfonyl, p-Methoxyphenylsulfonyl, m-Methoxyphenylsulfonyl, o- Methoxyphenylsulfonyl, p-Methylphenylsulfonyl, m-Methylphenylsulfonyl, o- Methylphenylsulfonyl, 2-Methoxyprop-2-yl, 2-Ethoxyprop-2-yl, 2-n-Propyloxyprop-2-yl, 2-n- Butyloxyprop-2-yl, 2-Benzyloxyprop-2-yl, 2-Phenylethyloxyprop-2-yl, 2- Trifluormethyloxyprop-2-yl, 2-Difluormethyloxyprop-2-yl, 2,2,2-Trifluorethyloxyprop-2-yl, 2,2-Difluorethyloxyprop-2-yl, 2-(4-Chlorphenylmethoxy)prop-2-yl, 2-(4- Fluorphenylmethoxy)prop-2-yl, 2-(4-Bromphenylmethoxy)prop-2-yl, 2-(4- Trifluormethylphenylmethoxy)prop-2-yl, 2-(4-Methylphenylmethoxy)prop-2-yl, 2-(3 - Chlorphenylmethoxy)prop-2-yl, 2-(3-Fluorphenylmethoxy)prop-2-yl, 2-(3- Bromphenylmethoxy)prop-2-yl, 2-(3 -Trifluormethylphenylmethoxy)prop-2-yl, 2-(3 - Methylphenylmethoxy)prop-2-yl, 2-(2-Chlorphenylmethoxy)prop-2-yl, 2-(2- Fluorphenylmethoxy)prop-2-yl, 2-(2-Bromphenylmethoxy)prop-2-yl, 2-(2- Trifluormethylphenylmethoxy)prop-2-yl, 2-(2-Methylphenylmethoxy)prop-2-yl, 2- (Methoxymethyl)prop-2-yl, 2-(Ethoxymethyl)prop-2-yl, 2-Methoxycarbonylprop-2-yl, 2- Ethoxycarbonylprop-2-yl, 2-Hydroxycarbonylprop-2-yl, 2-Aminocarbonylprop-2-yl, Cyclopentylsulfonyl, cyclohexylsulfonyl, phenylsulfonyloxy, p-chlorophenylsulfonyl, m-chlorophenylsulfonyl, o-chlorophenylsulfonyl, p-fluorophenylsulfonyl, m-fluorophenylsulfonyl, o-fluorophenylsulfonyl, p-methoxyphenylsulfonyl, m-methoxyphenylsulfonyl, o- Methoxyphenylsulfonyl, p-methylphenylsulfonyl, m-methylphenylsulfonyl, o-methylphenylsulfonyl, 2-methoxyprop-2-yl, 2-ethoxyprop-2-yl, 2-n-propyloxyprop-2-yl, 2-n-butoxyprop-2-yl, 2-Benzyloxyprop-2-yl, 2-phenylethyloxyprop-2-yl, 2-trifluoromethyloxyprop-2-yl, 2-difluoromethyloxyprop-2-yl, 2,2,2-trifluoroethyloxyprop-2-yl, 2,2-difluoroethyloxypropyl 2-yl, 2- (4-chlorophenylmethoxy) prop-2-yl, 2- (4-fluorophenylmethoxy) prop-2-yl, 2- (4-bromophenylmethoxy) prop-2-yl, 2- (4-trifluoromethylphenylmethoxy) prop-2-yl, 2- (4-methylphenylmethoxy) prop-2-yl, 2- (3-chlorophenylmethoxy) prop-2-yl, 2- (3-fluorophenylmethoxy) prop-2-yl, 2- (3-chloro) Bromophenylmethoxy) prop-2-yl, 2- (3-trifluoromethylphenylmethoxy) prop-2-yl, 2- (3-methylphenylmethoxy) prop-2-yl, 2- (2-chlorophenylmethoxy) prop-2-yl, 2- (3-methylphenylmethoxy) prop-2-yl 2-fluorophenylmethoxy) prop-2-yl, 2- (2-bromophenylmethoxy) prop-2-yl, 2- (2-trifluoromethylphenylmethoxy) prop-2-yl, 2- (2-methylphenylmethoxy) prop-2-yl, 2 - (methoxymethyl) prop-2-yl, 2- (ethoxymethyl) prop-2-yl, 2-methoxycarbonylprop-2-yl, 2-ethoxycarbonylprop-2-yl, 2-hydroxycarbonylprop-2-yl, 2-aminocarbonylprop-2-yl,
Aminocarbonyl, Aminocarbonylmethyl, Aminocarbonylethyl, Cyano, Hydroxymethyl, Hydroxyethyl, 2-Hydroxyprop-2-yl, Allyloxymethyl, 2-Allyloxyethyl, 2-Allyloxyprop-2-yl steht, oder  Aminocarbonyl, aminocarbonylmethyl, aminocarbonylethyl, cyano, hydroxymethyl, hydroxyethyl, 2-hydroxyprop-2-yl, allyloxymethyl, 2-allyloxyethyl, 2-allyloxyprop-2-yl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesätigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
R5 für Wasserstoff, Formyl, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1 -Methylpropyl, 2- Methylpropyl, l,l-Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3-Methylbutyl, 1,1- Dimethylpropyl, 1 ,2-Dimethylpropyl, 2,2-Dimethylpropyl, 1 -Ethylpropyl, n-Hexyl, 1 - Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, l,l-Dimethylbutyl, 1,2- Dimethylbutyl, l,3-Di-methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, 1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1- methylpropyl, 1 -Ethyl-2-methylpropyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, 3,3,3-Trifluor-n- propyl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy-n-propyl, Methoxy-n-butyl, Ethoxy-n-propyl, Ethoxy-n-butyl, Hydroxyethyl, Hydroxy-n-propyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, R 5 is hydrogen, formyl, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1, l-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3 Methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl , 1,2-dimethylbutyl, 1,3-di-methylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1 , 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoro-n-propyl, methoxymethyl , Ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy-n-propyl, methoxy-n-butyl, ethoxy-n-propyl, ethoxy-n-butyl, hydroxyethyl, hydroxy-n-propyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl,
Methoxycarbonylmethyl, Ethoxycarbonylmethyl, n-Propyloxycarbonylmethyl, iso- Propyloxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Methoxycarbonylethyl,  Methoxycarbonylmethyl, ethoxycarbonylmethyl, n-propyloxycarbonylmethyl, isopropyloxycarbonylmethyl, tert-butyloxycarbonylmethyl, methoxycarbonylethyl,
Ethoxycarbonylethyl, n-Propyloxycarbonylethyl, iso-Propyloxycarbonylethyl, tert- Butyloxycarbonylethyl, Methoxycarbonyl-n-propyl, Ethoxycarbonyl-n-propyl, Benzyloxycarbonylmethyl, Benzyloxycarbonylethyl, Allyloxycarbonylmethyl, Ethoxycarbonylethyl, n-propyloxycarbonylethyl, isopropyloxycarbonylethyl, tert-butyloxycarbonylethyl, methoxycarbonyl-n-propyl, ethoxycarbonyl-n-propyl, Benzyloxycarbonylmethyl, benzyloxycarbonylethyl, allyloxycarbonylmethyl,
Allyloxycarbonylethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, l-Methylcycloprop- l-yl, 2-Methylcycloprop-l-yl, 2,2-Dimethylcycloprop-l-yl, 2,3-Dimethylcyclopropyl, 1- Cyanopropyl, 2-Cyanopropyl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3-Methylcyclobutyl,Allyloxycarbonylethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2-methylcycloprop-1-yl, 2,2-dimethylcycloprop-1-yl, 2,3-dimethylcyclopropyl, 1-cyanopropyl, 2-cyanopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl,
3.3-Dimethylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1- Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1- Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1 -Methoxycyclohexyl, 2- Methoxycyclohexyl, 3 -Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, 3.3-dimethylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2- Methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl,
Cyclopentylmethyl, Cyclohexylmethyl, Cyanomethyl, 2-Cyanoeth-l-yl, l-Cyanoeth-l-yl, Cyano-n-propyl, Methoxycarbonyl, Ethoxycarbonyl, tert-Butyloxycarbonyl, Cyclopentylmethyl, cyclohexylmethyl, cyanomethyl, 2-cyanoeth-1-yl, 1-cyanoeth-1-yl, cyano-n-propyl, methoxycarbonyl, ethoxycarbonyl, tert-butyloxycarbonyl,
Benzyloxycarbonyl, n-Butyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n- Propylcarbonyl, iso-Propylcarbonyl, n-Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, p- Chlorphenylcarbonyl, m-Chlorphenylcarbonyl, o-Chlorphenylcarbonyl, p-Fluorphenylcarbonyl, m-Fluorphenylcarbonyl, o-Fluorphenylcarbonyl, p-Methoxyphenylcarbonyl, m- Methoxyphenylcarbonyl, o-Methoxyphenylcarbonyl, p-Trifluormethylphenylcarbonyl, m- Trifluormethylphenylcarbonyl, o-Trifluormethylphenylcarbonyl, Methylaminocarbonyl, Ethylaminocarbonyl, iso-Propylaminocarbonyl, n-Propylaminocarbonyl, Phenylaminocarbonyl, p-Cl-Phenylaminocarbonyl, m-Cl-Phenylaminocarbonyl, o-Cl-Phenylaminocarbonyl,  Benzyloxycarbonyl, n-butyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, tert-butylcarbonyl, phenylcarbonyl, p-chlorophenylcarbonyl, m-chlorophenylcarbonyl, o-chlorophenylcarbonyl, p-fluorophenylcarbonyl, m-fluorophenylcarbonyl, o-fluorophenylcarbonyl, p-methoxyphenylcarbonyl, m-methoxyphenylcarbonyl, o-methoxyphenylcarbonyl, p-trifluoromethylphenylcarbonyl, m-trifluoromethylphenylcarbonyl, o-trifluoromethylphenylcarbonyl, methylaminocarbonyl, ethylaminocarbonyl, iso-propylaminocarbonyl, n-propylaminocarbonyl, phenylaminocarbonyl, p-Cl-phenylaminocarbonyl, m- Cl-phenylaminocarbonyl, o-Cl-phenylaminocarbonyl,
Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, Cyclopentylaminocarbonyl, Cyclopropylaminocarbonyl, cyclobutylaminocarbonyl, cyclopentylaminocarbonyl,
Cyclohexylaminocarbonyl, Cyclopropylmethylaminocarbonyl, Cyclohexylaminocarbonyl, cyclopropylmethylaminocarbonyl,
Cyclobutylmethylaminocarbonyl, Cyclopentylmethylaminocarbonyl,  Cyclobutylmethylaminocarbonyl, cyclopentylmethylaminocarbonyl,
Cyclohexylmethylaminocarbonyl, Dimethylaminocarbonyl, Diethylaminocarbonyl, Cyclohexylmethylaminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl,
Benzyl(methyl)aminocarbonyl, Prop-2-en-l-yl, Prop-2-in-l-yl, l-Fluorcycloprop-l-yl, 2- Fluorcycloprop-l-yl, 2,2-Difluorcycloprop-l-yl, 3,3-Difluorcyclobut-l-yl, Phenyl, 2-Fluor- Phenyl, 3 -Fluor-Phenyl, 4-Fluor-Phenyl, 2,4-Difluor-Phenyl, 2,5-Difluor-Phenyl, 2,6-Difluor- Phenyl, 2,3-Difluor-Phenyl, 3,4-Difluor-Phenyl, 3,5-Difluor-Phenyl, 2,4,5-Trifluor-Phenyl,Benzyl (methyl) aminocarbonyl, prop-2-en-1-yl, prop-2-yn-1-yl, 1-fluorocycloprop-1-yl, 2-fluorocycloprop-1-yl, 2,2-difluorocycloprop-1-yl yl, 3,3-difluorocyclobut-1-yl, phenyl, 2-fluoro-phenyl, 3-fluoro-phenyl, 4-fluoro-phenyl, 2,4-difluoro-phenyl, 2,5-difluoro-phenyl, 2, 6-difluoro-phenyl, 2,3-difluoro-phenyl, 3,4-difluoro-phenyl, 3,5-difluoro-phenyl, 2,4,5-trifluoro-phenyl,
3.4.5-Trifluor-Phenyl, 2-Chlor-Phenyl, 3 -Chlor-Phenyl, 4-Chlor-Phenyl, 2,4-Dichlor-Phenyl,3,4,5-trifluoro-phenyl, 2-chloro-phenyl, 3-chloro-phenyl, 4-chloro-phenyl, 2,4-dichloro-phenyl,
2.5-Dichlor-Phenyl, 2,6-Dichlor-Phenyl, 2,3-Dichlor-Phenyl, 3,4-Dichlor-Phenyl, 3,5-Dichlor- Phenyl, 2,4,5-Trichlor-Phenyl, 3,4,5-Trichlor-Phenyl, 2,4,6-Trichlor-Phenyl, 2-Brom-Phenyl, 3- Brom-Phenyl, 4-Brom-Phenyl, 2-Iod-Phenyl, 3-Iod-Phenyl, 4-Iod-Phenyl, 2-Brom-4-Fluor- Phenyl, 2-Brom-4-Chlor-Phenyl, 3-Brom-4-Fluor-Phenyl, 3-Brom-4-Chlor-Phenyl, 3-Brom-5- Fluor-Phenyl, 3-Brom-5-Chlor-Phenyl, 2-Fluor-4-Brom-Phenyl, 2-Chlor-4-Brom-Phenyl, 3- Fluor-4-Brom-Phenyl, 3-Chlor-4-Brom-Phenyl, 2-Chlor-4-Fluor-Phenyl, 3-Chlor-4-Fluor- Phenyl, 2-Fluor-3 -Chlor-Phenyl, 2-Fluor-4-Chlor-Phenyl, 2-Fluor-5-Chlor-Phenyl, 3-Fluor-4- Chlor-Phenyl, 3-Fluor-5-Chlor-Phenyl, 2-Fluor-6-Chlor-Phenyl, 2-Methyl-Phenyl, 3-Methyl- Phenyl, 4-Methyl-Phenyl, 2,4-Dimethyl-Phenyl, 2,5-Dimethyl-Phenyl, 2,6-Dimethyl-Phenyl,2.5-dichloro-phenyl, 2,6-dichloro-phenyl, 2,3-dichloro-phenyl, 3,4-dichloro-phenyl, 3,5-dichloro-phenyl, 2,4,5-trichloro-phenyl, 3, 4,5-trichloro-phenyl, 2,4,6-trichloro-phenyl, 2-bromo-phenyl, 3-bromo-phenyl, 4-bromo-phenyl, 2-iodo-phenyl, 3-iodo-phenyl, 4- Iodine-phenyl, 2-bromo-4-fluoro-phenyl, 2-bromo-4-chloro-phenyl, 3-bromo-4-fluoro-phenyl, 3-bromo-4-chloro-phenyl, 3-bromo-5 Fluoro-phenyl, 3-bromo-5-chloro-phenyl, 2-fluoro-4-bromo-phenyl, 2-chloro-4-bromo-phenyl, 3-fluoro-4-bromo-phenyl, 3-chloro-4 Bromine-phenyl, 2-chloro-4-fluoro-phenyl, 3-chloro-4-fluoro-phenyl, 2-fluoro-3-chloro-phenyl, 2-fluoro-4-chloro-phenyl, 2-fluoro-5- Chloro-phenyl, 3-fluoro-4-chloro-phenyl, 3-fluoro-5-chloro-phenyl, 2-fluoro-6-chloro-phenyl, 2-methyl-phenyl, 3-methyl-phenyl, 4-methyl Phenyl, 2,4-dimethyl-phenyl, 2,5-dimethyl-phenyl, 2,6-dimethyl-phenyl,
2.3-Dimethyl-Phenyl, 3,4-Dimethyl-Phenyl, 3,5-Dimethyl-Phenyl, 2,4,5-Trimethyl-Phenyl, 3.4.5-Trimethyl-Phenyl, 2,4,6-Trimethyl-Phenyl, 2-Methoxy-Phenyl, 3-Methoxy-Phenyl, 4- Methoxy-Phenyl, 2,4-Dimethoxy-Phenyl, 2,5-Dimethoxy-Phenyl, 2,6-Dimethoxy-Phenyl, 2,3- Dimethoxy-Phenyl, 3,4-Dimethoxy-Phenyl, 3,5-Dimethoxy-Phenyl, 2,4,5-Trimethoxy-Phenyl,2,3-dimethyl-phenyl, 3,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 2,4,5-trimethyl-phenyl, 3,4,5-trimethyl-phenyl, 2,4,6-trimethyl-phenyl, 2-methoxy-phenyl, 3-methoxy-phenyl, 4-methoxy-phenyl, 2,4-dimethoxy-phenyl, 2,5-dimethoxy Phenyl, 2,6-dimethoxy-phenyl, 2,3-dimethoxy-phenyl, 3,4-dimethoxy-phenyl, 3,5-dimethoxy-phenyl, 2,4,5-trimethoxy-phenyl,
3.4.5-Trimethoxy-Phenyl, 2,4,6-Trimethoxy-Phenyl, 2-Trifluormethoxy-Phenyl, 3- Trifluormethoxy-Phenyl, 4-Trifluormethoxy-Phenyl, 2-Difluormethoxy-Phenyl, 3- Difluormethoxy-Phenyl, 4-Difluormethoxy-Phenyl, 2-Trifluormethyl-Phenyl, 3-Trifluormethyl- Phenyl, 4-Trifluormethyl-Phenyl, 2-Difluormethyl-Phenyl, 3-Difluormethyl-Phenyl, 4- Difluormethyl-Phenyl, 3,5-Bis(Trifluormethyl)-Phenyl, 3-Trifluormethyl-5-Fluor-Phenyl, 3- Trifluormethyl-5-Chlor-Phenyl, 3 -Methyl-5 -Fluor-Phenyl, 3-Methyl-5-Chlor-Phenyl, 3- Methoxy-5-Fluor-Phenyl, 3-Methoxy-5-Chlor-Phenyl, 3-Trifluormethoxy-5-Chlor-Phenyl, 2- Ethoxy-Phenyl, 3-Ethoxy-Phenyl, 4-Ethoxy-Phenyl, 2-Methylthio-Phenyl, 3-Methylthio-Phenyl, 4-Methylthio-Phenyl, 2-Trifluormethylthio-Phenyl, 3-Trifluormethylthio-Phenyl, 4- Trifluormethylthio-Phenyl, Methoxymethyl, 2-Ethyl-Phenyl, 3-Ethyl-Phenyl, 4-Ethyl-Phenyl, 2- Methoxycarbonyl-Phenyl, 3-Methoxycarbonyl-Phenyl, 4-Methoxycarbonyl-Phenyl, 2- Ethoxycarbonyl-Phenyl, 3-Ethoxycarbonyl-Phenyl, 4-Ethoxycarbonyl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyridazin-3-yl, Pyridazin-4-yl, Pyrimidin-2-yl, Pyrimidin-5-yl, Pyrimidin-4-yl, Pyridazin-3-ylmethyl, Pyridazin-4-ylmethyl, Pyrimidin-2- ylmethyl, Pyrimidin-5-ylmethyl, Pyrimidin-4-ylmethyl, Pyrazin-2-ylmethyl, 3-Chlor-Pyrazin-2- yl, 3-Brom-Pyrazin-2-yl, 3-Methoxy-Pyrazin-2-yl, 3-Ethoxy-Pyrazin-2-yl, 3- Trifluormethylpyrazin-2-yl, 3-Cyanopyrazin-2-yl, Naphth-2-yl, Naphth-l-yl, Chinolin-4-yl, Chinolin-6-yl, Chinolin-8-yl, Chinolin-2-yl, Chinoxalin-2-yl, 2-Naphthylmethyl, 1- Naphthylmethyl, Chinolin-4-ylmethyl, Chinolin-6-ylmethyl, Chinolin-8-ylmethyl, Chinolin-2- ylmethyl, Chinoxalin-2-ylmethyl, Pyrazin-2-ylmethyl, 4-Chloropyridin-2-yl, 3-Chloropyridin-4- yl, 2-Chloropyridin-3-yl, 2-Chloropyridin-4-yl, 2-Chlorpyridin-5-yl, 2,6-Dichlorpyridin-4-yl, 3- Chlorpyridin-5-yl, 3,5-Dichlorpyridin-2-yl, 3-Chlor-5-Trifluormethylpyridin-2-yl, (4- Chloropyridin-2-yl)methyl, (3-Chloropyridin-4-yl)methyl, (2-Chloropyridin-3-yl)methyl, (2- Chloropyridin-4-yl)methyl, (2-Chlorpyridin-5-yl)methyl, (2,6-Dichlorpyridin-4-yl)methyl, (3- Chlorpyridin-5-yl)methyl, (3,5-Dichlorpyridin-2-yl)methyl, Thiophen-2-yl, Thiophen-3-yl, 5- Methylthiophen-2-yl, 5-Ethylthiophen-2-yl, 5-Chlorthiophen-2-yl, 5-Bromthiophen-2-yl, 4- Methylthiophen-2-yl, 3-Methylthiophen-2-yl, 5-Fluorthiophen-3-yl, 3,5-Dimethylthiophen-2-yl, 3-Ethylthiophen-2-yl, 4,5-Dimethylthiophen-2-yl, 3,4-Dimethylthiophen-2-yl, 4-Chlorthiophen- 2-yl, Furan-2-yl, 5-Methylfuran-2-yl, 5-Ethylfuran-2-yl, 5-Methoxycarbonylfuran-2-yl, 5- Chlorfuran-2-yl, 5-Bromfuran-2-yl, Thiophan-2-yl, Thiophan-3-yl, Sulfolan-2-yl, Sulfolan-3-yl, Benzyl, (4-Fluorphenyl)methyl, (3-Fluorphenyl)methyl, (2-Fluorphenyl)methyl, (2,4- Difluorphenyl)methyl, (3,5-Difluorphenyl)methyl, (2,5-Difluorphenyl)methyl, (2,6- Difluorphenyl)methyl, (2,4,5-Trifluorphenyl)methyl, (2,4,6-Trifluorphenyl)methyl, (4- Chlorphenyl)methyl, (3-Chlorphenyl)methyl, (2-Chlorphenyl)methyl, (2,4- Dichlorphenyl)methyl, (3,5-Dichlorphenyl)methyl, (2,5-Dichlorphenyl)methyl, (2,6- Dichlorphenyl)methyl, (2,4,5-Trichlorphenyl)methyl, (2,4,6-Trichlorphenyl)methyl, (4- Bromphenyl)methyl, (3-Bromphenyl)methyl, (2-Bromphenyl)methyl, (4-Iodphenyl)methyl, (3- Iodphenyl)methyl, (2-Iodphenyl)methyl, (3-Chlor-5-Trifluormethyl-pyridin-2-yl)methyl, (2- Brom-4-Fluorphenl)methyl, (2-Brom-4-Chlorphenyl)methyl, (3-Brom-4-Fluorphenyl)methyl, (3-Brom-4-Chlorphenyl)methyl, (3-Brom-5-Fluorphenyl)methyl, (3-Brom-5- Chlorphenyl)methyl, (2-Fluor-4-Bromphenyl)methyl, (2-Chlor-4-Bromphenyl)methyl, (3-Fluor- 4-Bromphenyl)methyl, (3-Chlor-4-Bromphenyl)methyl, (2-Chlor-4-Fluorphenyl)methyl, (3- Chlor-4-Fluorphenyl)methyl, (2-Fluor-3-Chlorphenyl)methyl, (2-Fluor-4-Chlorphenyl)methyl, (2-Fluor-5-Chlorphenyl)methyl, (3-Fluor-4-Chlorphenyl)methyl, (3-Fluor-5- Chlorphenyl)methyl, (2-Fluor-6-Chlorphenyl)methyl, Phenylethyl, 3-Trifluormethyl-4- Chlorphenyl, 3-Chlor-4-Trifluormethylphenyl, 2-Chlor-4-Trifluormethylphenyl, 3,5- Dfluorpyridin-2-yl, (3,6-Dichlor-pyridin-2-yl)methyl, (4-Trifluormethylphenyl)methyl, (3- T ri fl uo rmct hy 1 p hc ny 1 ) mc thy 1 , (2-Trifluormethylphenyl)methyl, (4- Trifluormethoxyphenyl)methyl, (3-Trifluormethoxyphenyl)methyl, (2- Trifluormethoxyphenyl)methyl, (4-Methoxyphenyl)methyl, (3-Methoxyphenyl)methyl, (2- Methoxyphenyl)methyl, (4-Methylphenyl)methyl, (3-Methylphenyl)methyl, (2- Methylphenyl)methyl, (4-Cyanophenyl)methyl, (3-Cyanophenyl)methyl, (2- Cyanophenyl)methyl, (2,4-Diethylphenyl)methyl, (3,5-Diethylphenyl)methyl, (3,4- Dimethylphenyl)methyl, (3,5-Dimethoxyphenyl)methyl, l-Phenyleth-l -yl, Methylsulfonyl, Ethylsulfonyl, n-Propylsulfonyl, 1 -Methylethylsulfonyl, Cyclopropylsulfonyl, 3,4,5-trimethoxy-phenyl, 2,4,6-trimethoxy-phenyl, 2-trifluoromethoxy-phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxy-phenyl, 2-difluoromethoxy-phenyl, 3-difluoromethoxy-phenyl, 4- Difluoromethoxy-phenyl, 2-trifluoromethyl-phenyl, 3-trifluoromethyl-phenyl, 4-trifluoromethyl-phenyl, 2-difluoromethyl-phenyl, 3-difluoromethyl-phenyl, 4-difluoromethyl-phenyl, 3,5-bis (trifluoromethyl) -phenyl , 3-trifluoromethyl-5-fluoro-phenyl, 3-trifluoromethyl-5-chloro-phenyl, 3-methyl-5-fluoro-phenyl, 3-methyl-5-chloro-phenyl, 3-methoxy-5-fluoro-phenyl , 3-methoxy-5-chloro-phenyl, 3-trifluoromethoxy-5-chloro-phenyl, 2-ethoxy-phenyl, 3-ethoxy-phenyl, 4-ethoxy-phenyl, 2-methylthio-phenyl, 3-methylthio-phenyl , 4-methylthio-phenyl, 2-trifluoromethylthio-phenyl, 3-trifluoromethylthio-phenyl, 4-trifluoromethylthio-phenyl, methoxymethyl, 2-ethyl-phenyl, 3-ethyl-phenyl, 4-ethyl-phenyl, 2-methoxycarbonyl-phenyl , 3-methoxycarbonyl-phenyl, 4-methoxycarbonyl-phenyl, 2-ethoxycarbonyl-phenyl, 3-ethoxycarbonyl-phenyl, 4-ethoxycarb onyl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrazine-2-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidine-5 yl, pyrimidin-4-yl, pyridazin-3-ylmethyl, pyridazin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-5-ylmethyl, pyrimidin-4-ylmethyl, pyrazine-2-ylmethyl, 3-chloro-pyrazine 2-yl, 3-bromo-pyrazino-2-yl, 3-methoxy-pyrazino-2-yl, 3-ethoxy-pyrazino-2-yl, 3-trifluoromethyl-pyrazino-2-yl, 3-cyanopyrazino-2-yl, Naphth-2-yl, naphth-1-yl, quinolin-4-yl, quinolin-6-yl, quinolin-8-yl, quinolin-2-yl, quinoxalin-2-yl, 2-naphthylmethyl, 1-naphthylmethyl, Quinolin-4-ylmethyl, quinolin-6-ylmethyl, quinolin-8-ylmethyl, quinolin-2-ylmethyl, quinoxalin-2-ylmethyl, pyrazine-2-ylmethyl, 4-chloropyridin-2-yl, 3-chloropyridine-4 yl, 2-chloropyridin-3-yl, 2-chloropyridin-4-yl, 2-chloropyridin-5-yl, 2,6-dichloropyridin-4-yl, 3-chloropyridin-5-yl, 3,5-dichloropyridine 2-yl, 3-chloro-5-trifluoromethylpyridin-2-yl, (4-chloropyridin-2-yl) methyl, (3-chloropyridin-4-yl) methyl, (2-chloropyridin-3-yl) methyl , (2-chloropyridin-4-yl) methyl, (2-chloropyridin-5-yl) methyl, (2,6-dichloropyridin-4-yl) methyl, (3-chloropyridin-5-yl) methyl, (3, 5-dichloropyridin-2-yl) methyl, thiophen-2-yl, thiophen-3-yl, 5-methylthiophene-2-yl, 5-ethylthiophene-2-yl, 5-chlorothiophene-2-yl, 5-bromothiophene 2-yl, 4-methylthiophene-2-yl, 3-methylthiophene-2-yl, 5-fluorothiophene-3-yl, 3,5-dimethylthiophene-2-yl, 3-ethylthiophene-2-yl, 4,5- Dimethylthiophene-2-yl, 3,4-dimethylthiophene-2-yl, 4-chlorothiophene-2-yl, furan-2-yl, 5-methylfuran-2-yl, 5-ethylfuran-2-yl, 5-methoxycarbonylfuran- 2-yl, 5-chlorofuran-2-yl, 5-bromofuran-2-yl, thiophan-2-yl, thiophan-3-yl, sulfolan-2-yl, sulfolan-3-yl, benzyl, (4-fluorophenyl ) methyl, (3-fluorophenyl) methyl, (2-fluorophenyl) methyl, (2,4-difluorophenyl) methyl, (3,5-difluorophenyl) methyl, (2,5-difluorophenyl) methyl, (2,6-difluorophenyl ) methyl, (2,4,5-trifluorophenyl) methyl, (2,4,6-trifluorophenyl) methyl, (4-chlorophenyl) methyl, (3-chlorophenyl) methyl, (2-chlorophenyl) methyl, (2,4 - Dichlorophenyl) methyl, (3,5-dichlorophenyl) methyl, (2,5-dichlorophenyl) methyl, (2,6-dichlorophenyl) methyl, (2,4,5-trichlorophenyl) methyl, (2,4,6-trichlorophenyl ) methyl, (4-bromophenyl) methyl, (3-bromophenyl) methyl, (2-bromophenyl) methyl, (4-iodophenyl) methyl, (3-iodophenyl) methyl, (2-iodophenyl) methyl, (3-chloro) 5-trifluoromethylpyridin-2-yl) methyl, (2-bromo-4-fluorophenol) methyl, (2-bromo-4-chlorophenyl) methyl, (3-bromo-4-fluorophenyl) methyl, (3-bromo) 4-chlorophenyl) methyl, (3-bromo-5-fluorophenyl) methyl, (3-bromo-5-chlorophenyl) methyl, (2-fluoro-4-bromophenyl) methyl, (2-chloro-4-bromophenyl) methyl, (3-fluoro-4-bromophenyl) methyl, (3-chloro-4-bromophenyl) methyl, (2-chloro-4-fluorophenyl) methyl, (3-chloro-4-fluorophenyl) methyl, (2-fluoro-3 -Chlorophenyl) methyl, (2-fluoro-4-chlorophenyl) methyl, (2-fluoro-5-chlorophenyl) methyl, (3-fluoro-4-chlorophenyl) methyl, (3-fluoro-5-chlorophenyl) methyl, ( 2-fluoro-6-chlorophenyl) methyl, phenylethyl, 3-trifluoromethyl-4-chlorophenyl, 3-chloro-4-trifluoromethylphenyl, 2-chloro-4-trifluoromethylphenol yl, 3,5-D-fluoropyridin-2-yl, (3,6-dichloro-pyridin-2-yl) -methyl, (4-trifluoromethyl-phenyl) -methyl, (3-trifluoro-1-yl-1-yl-1) mc thy 1, (2-trifluoromethylphenyl) methyl, (4-trifluoromethoxyphenyl) methyl, (3-trifluoromethoxyphenyl) methyl, (2-trifluoromethoxyphenyl) methyl, (4-methoxyphenyl) methyl, (3-methoxyphenyl) methyl, (2-methoxyphenyl) methyl, (4-methylphenyl) methyl, (3-methylphenyl) methyl, (2-methylphenyl) methyl, (4-cyanophenyl) methyl, (3-cyanophenyl) methyl, (2-cyanophenyl) methyl, (2,4-diethylphenyl ) methyl, (3,5-diethylphenyl) methyl, (3,4-dimethylphenyl) methyl, (3,5-dimethoxyphenyl) methyl, 1-phenyleth-1-yl, methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, 1-methylethylsulfonyl, cyclopropylsulfonyl.
Cyclobutylsulfonyl, Cyclopentylsulfonyl, Cyclohexylsulfonyl, Phenylsulfonyloxy, p- Chlorphenylsulfonyl, m-Chlorphenylsulfonyl, o-Chlorphenylsulfonyl, p-Fluorphenylsulfonyl, m-Fluorphenylsulfonyl, o-Fluorphenylsulfonyl, p-Methoxyphenylsulfonyl, m- Methoxyphenylsulfonyl, o-Methoxyphenylsulfonyl, p-Methylphenylsulfonyl, m- Methylphenylsulfonyl, o-Methylphenylsulfonyl, Phenylcarbonylmethyl, p- Chlorphenylcarbonylmethyl, m-Chlorphenylcarbonylmethyl, o-Chlorphenylcarbonylmethyl, p- Fluorphenylcarbonylmethyl, m-Fluorphenylcarbonylmethyl, o-Fluorphenylcarbonylmethyl, Methylcarbonylmethyl, Ethylcarbonylmethyl, n-Propylcarbonylmethyl, iso- Propylcarbonylmethyl, n-Butylcarbonylmethyl, tert-Butylcarbonylmethyl steht, oder  Cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, phenylsulfonyloxy, p-chlorophenylsulfonyl, m-chlorophenylsulfonyl, o-chlorophenylsulfonyl, p-fluorophenylsulfonyl, m-fluorophenylsulfonyl, o-fluorophenylsulfonyl, p-methoxyphenylsulfonyl, m-methoxyphenylsulfonyl, o-methoxyphenylsulfonyl, p -methylphenylsulfonyl, m- Methylphenylsulfonyl, o-methylphenylsulfonyl, phenylcarbonylmethyl, p-chlorophenylcarbonylmethyl, m-chlorophenylcarbonylmethyl, o-chlorophenylcarbonylmethyl, p-fluorophenylcarbonylmethyl, m-fluorophenylcarbonylmethyl, o-fluorophenylcarbonylmethyl, methylcarbonylmethyl, ethylcarbonylmethyl, n-propylcarbonylmethyl, iso-propylcarbonylmethyl, n-butylcarbonylmethyl, tert-butylphenyl Butylcarbonylmethyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 4 and R 5 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q-25 und Q-26 steht,  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7-membered ring, if Q for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, Methyl, Ethyl steht, R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, Methylamino, Ethylamino, iso- Propylamino, n-Propylamino, Dimethylamino, Diethylamino, Cyclopropylamino, R 6 is hydrogen, methyl, ethyl, R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, methylamino, ethylamino, iso-propylamino, n-propylamino, dimethylamino, diethylamino, cyclopropylamino,
Cyclobutylamino, Cyclopentylamino, Cyclohexylamino, Methoxycarbonylmethylamino, Methoxycarbonylethylamino, Ethoxycarbonylmethylamino, Ethoxycarbonylethylamino, Methoxycarbonylamino, Ethoxycarbonylamino, tert-Butyloxycarbonylamino, Phenylamino, N- Piperidinyl, N-Pyrrolidinyl, N-Morpholinyl, Methylaminocarbonylamino,  Cyclobutylamino, cyclopentylamino, cyclohexylamino, methoxycarbonylmethylamino, methoxycarbonylethylamino, ethoxycarbonylmethylamino, ethoxycarbonylethylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butyloxycarbonylamino, phenylamino, N-piperidinyl, N-pyrrolidinyl, N-morpholinyl, methylaminocarbonylamino,
Ethylaminocarbonylamino, n-Propylaminocarbonylamino, iso-propylaminocarbonylamino, Benzylaminocarbonylamino, Phenylaminocarbonylamino, p-Cl-Phenylaminocarbonylamino, m- Cl-Phenylaminocarbonylamino, o-Cl-Phenylaminocarbonylamino,  Ethylaminocarbonylamino, n-propylaminocarbonylamino, iso -propylaminocarbonylamino, benzylaminocarbonylamino, phenylaminocarbonylamino, p-Cl-phenylaminocarbonylamino, m-Cl-phenylaminocarbonylamino, o-Cl-phenylaminocarbonylamino,
Cyclopropylaminocarbonylamino, Cyclobutylaminocarbonylamino,  Cyclopropylaminocarbonylamino, cyclobutylaminocarbonylamino,
Cyclopentylaminocarbonylamino, Cyclohexylaminocarbonylamino,  Cyclopentylaminocarbonylamino, cyclohexylaminocarbonylamino,
Dimethylaminocarbonylamino, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, n-Butyloxy, tert- Butyloxy, Methoxycarbonyloxy, Ethoxycarbonyloxy, tert-Butyloxycarbonyloxy,  Dimethylaminocarbonylamino, methoxy, ethoxy, n-propyloxy, isopropoxy, n-butyloxy, tert-butyloxy, methoxycarbonyloxy, ethoxycarbonyloxy, tert-butyloxycarbonyloxy,
Methylaminocarbonyloxy, Ethylaminocarbonyloxy, n-Propylaminocarbonyloxy, iso- propylaminocarbonyloxy, Benzylaminocarbonyloxy, Phenylaminocarbonyloxy,  Methylaminocarbonyloxy, ethylaminocarbonyloxy, n-propylaminocarbonyloxy, isopropylaminocarbonyloxy, benzylaminocarbonyloxy, phenylaminocarbonyloxy,
Cyclopropylaminocarbonyloxy, Cyclobutylaminocarbonyloxy, Cyclopentylaminocarbonyloxy, Cyclohexylaminocarbonyloxy, Dimethylaminocarbonyloxy, Phenyloxy, p-Cl-Phenyloxy, o-Cl- Phenyloxy, m-Cl-Phenyloxy, m-Trifluormethylphenyloxy, p-Trifluormethylphenyloxy, Trifluormethyloxy, Difluormethyloxy, 2,2-Difluorethyloxy, 2,2,2-Trifluorethyloxy, Methylthio, Ethylthio, n-Propylthio, iso-Propylthio, Phenylthio, p-Cl-Phenylthio, m-Cl-Phenylthio, o-Cl- Phenylthio, Pyridin-2-ylthio, Pyridin-3-ylthio, Benzylthio, Trifluormethylthio,  Cyclopropylaminocarbonyloxy, cyclobutylaminocarbonyloxy, cyclopentylaminocarbonyloxy, cyclohexylaminocarbonyloxy, dimethylaminocarbonyloxy, phenyloxy, p-Cl-phenyloxy, o-Cl-phenyloxy, m-Cl-phenyloxy, m-trifluoromethylphenyloxy, p-trifluoromethylphenyloxy, trifluoromethyloxy, difluoromethyloxy, 2,2-difluoroethyloxy, 2, 2,2-trifluoroethyloxy, methylthio, ethylthio, n-propylthio, iso-propylthio, phenylthio, p-Cl-phenylthio, m-Cl-phenylthio, o-Cl-phenylthio, pyridin-2-ylthio, pyridin-3-ylthio, Benzylthio, trifluoromethylthio,
Pentafluorethylthio, Cyclopropylthio, Cyclobutylthio, Cyclopentylthio, Cyclohexylthio, Methylsulfmyl, Ethylsulfinyl, n-Propylsulfinyl, iso-Propylsulfinyl, n-Butylsulfinyl, tert- Butylsulfinyl, Phenylsulfinyl, Benzylsulfinyl, Pyridin-2-ylsulfinyl, Methylsulfonyl,  Pentafluoroethylthio, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, methylsulfmyl, ethylsulfinyl, n-propylsulfinyl, iso-propylsulfinyl, n-butylsulfinyl, tert-butylsulfinyl, phenylsulfinyl, benzylsulfinyl, pyridin-2-ylsulfinyl, methylsulfonyl,
Ethylsulfonyl, n-Propylsulfonyl, iso-Propylsulfonyl, n-Butylsulfonyl, tert-Butylsulfonyl, Phenylsulfonyl, Benzylsulfonyl, Pyridin-2-ylsulfonyl, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1 -Methylpropyl, 2-Methylpropyl, l,l-Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2- Methylbutyl, 3 -Methylbutyl, l,l-Dimethylpropyl, 1 ,2-Dimethylpropyl, 2,2-Dimethylpropyl, 1- Ethylpropyl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, 1,1- Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, l,l,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1- Ethyl-l-methylpropyl, 1 -Ethyl-2-methylpropyl, Thiocyanato, Isothiocyanato, Formyl Ethenyl, 1- Propenyl, 2-Propenyl, 1 -Methyl- ethenyl, l-Butenyl, 2-Butenyl, 3-Butenyl, 1 -Methyl- l-propenyl, 2-Methyl-l-propenyl, 1 -Methyl-2-propenyl, 2-Methyl-2-propenyl, l-Pentenyl, 2-Pentenyl, 3- Pentenyl, 4-Pentenyl, 1 -Methyl- l-butenyl, 2-Methyl-l-butenyl, 3 -Methyl- l-butenyl, l-Methyl- 2-butenyl, 2-Methyl-2-butenyl, 3-Methyl-2-butenyl, l-Methyl-3-butenyl, 2-Methyl-3-butenyl, 3- Methyl-3-butenyl, 1 , 1 -Dimethyl-2-propenyl, l,2-Dimethyl-l-propenyl, 1 ,2-Dimethyl-2- propenyl, l-Ethyl-l-propenyl, l-Ethyl-2-propenyl, Ethinyl, l-Propinyl, 2-Propinyl, l-Butinyl, 2- Butinyl, 3-Butinyl, 1 -Methyl-2-propinyl, l-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, 1- Methyl-2-butinyl, l-Methyl-3-butinyl, 2-Methyl-3-butinyl, 3 -Methyl- l-butinyl, 1 , 1 -Dimethyl-2- propinyl, 1 -Ethyl-2-propinyl, l-Hexinyl, 2-Hexinyl, 3-Hexinyl, 3,3-Difluorcyclobut-l-yl, 3- Fluorcyclobut-l-yl, l-Fluorcyclobut-l-yl, 2,2-Difluorcycloprop-l-yl, l-Fluorcycloprop-l-yl, 2- Fluorcycloprop-l-yl, 4-Fluorcyclohexyl, 4,4-Difluorcyclohexyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, l-Methylcycloprop-l-yl, 2-Methylcycloprop-l-yl, 2,2- Dimethylcycloprop-l-yl, 2,3-Dimethylcyclopropyl, 1 -Cyanopropyl, 2-Cyanopropyl, 1- Methylcyclobutyl, 2-Methylcyclobutyl, 3-Methylcyclobutyl, 3,3-Dimethylcyclobutyl, 1- Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1 -Allylcyclopropyl, 1- Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2- Methylcyclohexyl, 3 -Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3- Methoxycyclohexyl, Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3- Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l-yl, Spiro[3.3]hept-2-yl, Bicyclo[l.l.O]butan-l-yl, Ethylsulfonyl, n-propylsulfonyl, iso -propylsulfonyl, n-butylsulfonyl, tert-butylsulfonyl, phenylsulfonyl, benzylsulfonyl, pyridin-2-ylsulfonyl, methyl, ethyl, n -propyl, 1-methylethyl, n -butyl, 1-methylpropyl, 2- Methylpropyl, 1,1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3, 3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, thiocyanato, isothiocyanato, formyl ethenyl , 1-propenyl, 2-propenyl, 1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl , 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3 Methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3 Methyl 3-butenyl, 1, 1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1, 2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2- propenyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1 Methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1, 1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, Hexynyl, 2-hexynyl, 3-hexynyl, 3,3-difluorocyclobut-1-yl, 3-fluorocyclobut-1-yl, 1-fluorocyclobut-1-yl, 2,2-difluorocycloprop-1-yl, 1-fluorocyclopropyl 1-yl, 2-fluorocycloprop-1-yl, 4-fluorocyclohexyl, 4,4-difluorocyclohexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2-methylcycloprop-1-yl, 2,2- Dimethylcycloprop-1-yl, 2,3-dimethylcyclopropyl, 1-cyanopropyl, 2-cyanopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 3,3-dimethylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1 -Vi nylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, Spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl, bicyclo [llO] butane-1 yl,
Bicyclo[l .1 0]butan-2-yl, Bicyclo[2.1.0]pentan-l -yl, Bicyclo[l .1.1 ]pentan-l -yl,  Bicyclo [1,11] butan-2-yl, bicyclo [2.1.0] pentan-1-yl, bicyclo [1,11] pentan-1-yl,
Bicyclo[2.l.0]pentan-2-yl, Bicyclo[2.l.0]pentan-5-yl, Bicyclo[2.l.l]hexyl, Bicyclo[2.2.l]hept- 2-yl, Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.l]octan-2-yl, Bicyclo[3.2.2]nonan-2-yl, Adamantan- 1 -yl, Adamantan-2-yl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.ll] hexyl, bicyclo [2.2.1] hept-2-yl, bicyclo 2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl, bicyclo [3.2.2] nonan-2-yl, adamantan-1-yl, adamantan-2-yl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl,
Cyclohexylmethyl, Trifluormethyl, Pentafluorethyl, l,l,2,2-Tetrafluorethyl, Heptafluor-n- propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl, Bromfluormethyl, l-Fluorethyl, 2-Fluorethyl, Cyclohexylmethyl, trifluoromethyl, pentafluoroethyl, 1, 1, 2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl, chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl,
Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, Difluor-tert.-butyl, Fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert-butyl,
Chlormethyl, Brommethyl, Fluormethyl, 3,3,3-Trifluor-n-propyl, Methoxycarbonyl, Chloromethyl, bromomethyl, fluoromethyl, 3,3,3-trifluoro-n-propyl, methoxycarbonyl,
Ethoxycarbonyl, iso-Propyloxycarbonyl, n-Propyloxycarbonyl, n-Butyloxycarbonyl, tert- Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylaminocarbonyl, Ethoxycarbonyl, iso-propyloxycarbonyl, n-propyloxycarbonyl, n-butyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylaminocarbonyl,
Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, Benzylaminocarbonyl, Phenylaminocarbonyl, Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, Ethylaminocarbonyl, n-propylaminocarbonyl, iso -propylaminocarbonyl, benzylaminocarbonyl, phenylaminocarbonyl, cyclopropylaminocarbonyl, cyclobutylaminocarbonyl,
Cyclopentylaminocarbonyl, Cyclohexylaminocarbonyl, Dimethylaminocarbonyl, Cyclopentylaminocarbonyl, cyclohexylaminocarbonyl, dimethylaminocarbonyl,
Diethylaminocarbonyl, Allylaminocarbonyl, Pentafluorthio, Methoxydifluormethyl, Diethylaminocarbonyl, allylaminocarbonyl, pentafluorothio, methoxydifluoromethyl,
Ethoxydifluormethyl, n-Propyloxydifluormethyl, Trifluormethoxymethyl, Trifluormethoxyethyl, Trifluormethoxy-n-propyl, Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, Ethoxyethyl, Methoxyethyl, n-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, l-Methoxyeth-l-yl, 1- Methoxyprop-l-yl, l-Ethoxyeth-l-yl, 2-Methoxyprop-2-yl, 2-Ethoxyprop-2-yl, Ethoxydifluoromethyl, n-propyloxydifluoromethyl, trifluoromethoxymethyl, trifluoromethoxyethyl, trifluoromethoxy-n-propyl, methoxymethyl, ethoxymethyl, n-propyloxymethyl, ethoxyethyl, methoxyethyl, n-propyloxyethyl, methoxy-n-propyl, ethoxy-n-propyl, 1-methoxyeth-l yl, 1-methoxyprop-1-yl, 1-ethoxyeth-1-yl, 2-methoxyprop-2-yl, 2-ethoxyprop-2-yl,
Methylthiomethyl, Methylthioethyl, Methylthio-n-propyl, Ethylthiomethyl, Methylthiomethyl, methylthioethyl, methylthio-n-propyl, ethylthiomethyl,
Trifluormethylthiomethyl, Petntafluorethylthiomethyl, Trifluormethylthioethyl, Trifluoromethylthiomethyl, petlafluoroethylthiomethyl, trifluoromethylthioethyl,
Trifluormethylthio-n-propyl, Methylcarbonyl, Ethylcarbonyl, iso-Propylcarbonyl, n- Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, o-Cl-Phenylcarbonyl, m-Cl-Phenylcarbonyl, p-Cl-Phenylcarbonyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, n-Propyloxycarbonylmethyl, tert-Butyloxycarbonylmethyl, tert- Butyloxycarbonylethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl, Methylaminocarbonylmethyl, Ethylaminocarbonylmethyl, n-Propylaminocarbonylmethyl, iso- Propylaminocarbonylmethyl, Benzylaminocarbonylmethyl, Phenylaminocarbonylmethyl, Cyclopropylaminocarbonylmethyl, Cyclobutylaminocarbonylmethyl, Trifluoromethylthio-n-propyl, methylcarbonyl, ethylcarbonyl, iso-propylcarbonyl, n- Butylcarbonyl, tert-butylcarbonyl, phenylcarbonyl, o-Cl-phenylcarbonyl, m-Cl-phenylcarbonyl, p-Cl-phenylcarbonyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, n-propyloxycarbonylmethyl, tert-butyloxycarbonylmethyl, tert-butyloxycarbonylethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, Hydroxycarbonyl, methylaminocarbonylmethyl, ethylaminocarbonylmethyl, n-propylaminocarbonylmethyl, iso -propylaminocarbonylmethyl, benzylaminocarbonylmethyl, phenylaminocarbonylmethyl, cyclopropylaminocarbonylmethyl, cyclobutylaminocarbonylmethyl,
Cyclopentylaminocarbonylmethyl, Cyclohexylaminocarbonylmethyl,  Cyclopentylaminocarbonylmethyl, cyclohexylaminocarbonylmethyl,
Dimethylaminocarbonylmethyl, Diethylaminocarbonylmethyl, Allylaminocarbonylmethyl, Methylaminomethyl, Dimethylaminomethyl, Diethylaminomethyl, Ethylaminomethyl, iso- Propylaminomethyl, n-Propylaminomethyl, n-Butylaminomethyl, Methylaminoethyl,  Dimethylaminocarbonylmethyl, diethylaminocarbonylmethyl, allylaminocarbonylmethyl, methylaminomethyl, dimethylaminomethyl, diethylaminomethyl, ethylaminomethyl, iso-propylaminomethyl, n-propylaminomethyl, n-butylaminomethyl, methylaminoethyl,
Dimethylaminoethyl, Diethylaminoethyl, N-Pyrrolidinylmethyl, N-Piperidinylmethyl,  Dimethylaminoethyl, diethylaminoethyl, N-pyrrolidinylmethyl, N-piperidinylmethyl,
Hydroxyimino, Methoxyimino, Ethoxyimino, n-Propyloxyimino, n-Butyloxyimino, iso- Propyloxyimino, tert-Butyloxyimino, Cyclopropylmethoxyimino,  Hydroxyimino, methoxyimino, ethoxyimino, n-propyloxyimino, n-butyloxyimino, iso-propyloxyimino, tert-butyloxyimino, cyclopropylmethoxyimino,
Cyclobutylmcthoxyimino,Cyclopcntyl methoxyimino, Cyclohexylmethoxyimino,  Cyclobutylmcthoxyimino, cyclopcntylmethoxyimino, cyclohexylmethoxyimino,
Benzyloxyimino, Phenyloxyimino, Allyloxyimino, p-Cl-Phenylmethyloxyimino, Phenylethinyl, p-Cl-Phenylethinyl, m-Cl-Phenylethinyl, o-Cl-Phenylethinyl, p-F-Phenylethinyl, m-F- Phenylethinyl, o-F-Phenylethinyl, Pyridin-2-ylethinyl, Pyridin-3-ylethinyl, Thiophen-2- ylethinyl, Trimethylsilylethinyl, Triethylsilylethinyl, Tri(iso-propyl)silylethinyl,  Benzyloxyimino, phenyloxyimino, allyloxyimino, p-Cl-phenylmethyloxyimino, phenylethynyl, p-Cl-phenylethynyl, m-Cl-phenylethynyl, o-Cl-phenylethynyl, pF-phenylethynyl, mF-phenylethynyl, oF-phenylethynyl, pyridin-2-ylethynyl, Pyridin-3-ylethynyl, thiophen-2-ylethynyl, trimethylsilylethynyl, triethylsilylethynyl, tri (iso-propyl) silylethynyl,
Cyclopropylethinyl, Cyclobutylethinyl, Cyclopentylethinyl, Cyclohexylethinyl, Phenyl, Benzyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p- Trifluormethylphenyl, m-Trifluormethylphenyl, o-Trifluormethylphenyl, p-Methylphenyl, m- Methylphenyl, o-Methylphenyl, p-Methoxyphenyl, m-Methoxyphenyl, o-Methoxyphenyl, p-Cl- Phenylmethyl, m-Cl-Phenylmethyl, o-Cl-Phenylmethyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Pyrimidin-2-yl, Pyrazin-2-yl,  Cyclopropylethynyl, cyclobutylethynyl, cyclopentylethynyl, cyclohexylethynyl, phenyl, benzyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-trifluoromethylphenyl, m-trifluoromethylphenyl, o-trifluoromethylphenyl, p-methylphenyl, m-methylphenyl, o-methylphenyl, p-methoxyphenyl, m-methoxyphenyl, o-methoxyphenyl, p-Cl-phenylmethyl, m-Cl-phenylmethyl, o-Cl-phenylmethyl, pyridin-2 yl, pyridin-3-yl, pyridin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, pyrimidin-2-yl, pyrazine-2-yl,
Methoxymethoxymethyl, Ethoxyethoxymethyl, Methoxyethoxymethyl,  Methoxymethoxymethyl, ethoxyethoxymethyl, methoxyethoxymethyl,
Methylaminosulfonylamino, Dimethylaminosulfonylamino, Ethylaminosulfonylamino, Diethylaminosulfonylamino, iso-Propylaminosulfonylamino, Cyclopropylaminosulfonylamino, Cyclobutylaminosulfonylamino, Cyclopentylaminosulfonylamino,  Methylaminosulfonylamino, dimethylaminosulfonylamino, ethylaminosulfonylamino, diethylaminosulfonylamino, iso-propylaminosulfonylamino, cyclopropylaminosulfonylamino, cyclobutylaminosulfonylamino, cyclopentylaminosulfonylamino,
Cyclohexylaminosulfonylamino, Diazo, Phenyldiazo, Trimethylsilyl, Tri-(iso-propyl)silyl, Triethylsilyl, Dimethyl(phenyl)silyl, Diphenyl(methyl)silyl steht,  Cyclohexylaminosulfonylamino, diazo, phenyldiazo, trimethylsilyl, tri (iso-propyl) silyl, triethylsilyl, dimethyl (phenyl) silyl, diphenyl (methyl) silyl,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl,R 14 and R 15 are each independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl,
Fluor stehen, oder Fluorine, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 9 and R 15 together with the C atoms to which they are each bound, a complete
gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und saturated or partially saturated, optionally by one to three heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring and
W für Sauerstoff steht. W stands for oxygen.
Im Speziellen bevorzugter Erfindungsgegenstand sind Verbindungen der allgemeinen Formel (I), worin In particular preferred subject of the invention are compounds of general formula (I) wherein
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l-yl, 2-R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2
Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut-l-yl, 3- Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2-Dimethylprop-l-yl, 1- Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, 1,1- Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, l,l,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl,Methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl, 1-methylbut-1-yl, 2-methylbut-1-yl, 3-methylbut-1-yl, 1, 1-dimethylpropyl 1-yl, 1, 2-dimethylprop-1-yl, 2,2-dimethylprop-1-yl, 1-ethylprop-1-yl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4- Methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl,
1 -Ethyl- 1 -methylpropyl, l-Ethyl-2-methylpropyl, Trifluormethyl, Pentafluorethyl, 1, 1,2,2- Tetrafluorethyl, Heptafluor-n-propyl, Heptafluor-iso-propyl, Nonafluorbutyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, 1, 1,2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl,
Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl,  Chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl,
Bromfluormethyl, 1 -Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Difluor-tert.-butyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Adamantan-l-yl, Adamantan-2-yl, 1- Methylcyclopropyl, 2-Methylcyclopropyl, 2,2-Dimethylcyclopropyl, 2,3-Dimethylcyclopropyl, l,l'-Bi(cyclopropyl)-l-yl, 1 , l'-Bi(cyclopropyl)-2-yl, 2'-Methyl-l,l'-bi(cyclopropyl)-2-yl, 1- Cyanocyclopropyl, 2-Cyanocyclopropyl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3- Methylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1- Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1- Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1 -Methoxycyclohexyl, 2- Methoxycyclohexyl, 3 -Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl,  Bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3,3-trifluoroprop-2- yl, difluoro-tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantan-1-yl, adamantan-2-yl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1 , 1'-bi (cyclopropyl) -1-yl, 1, 1'-bi (cyclopropyl) -2-yl, 2'-methyl-1, 1'-bi (cyclopropyl) -2-yl, 1-cyanocyclopropyl, 2-cyanocyclopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 1-cyano-cyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2- Methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl,
Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl- Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofüran-2-yl, Tetrahydrofüran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p-Methoxybenzyl, p-Methylbenzyl, p- Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F-Benzyl, m-Methoxybenzyl, m- Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o-Methoxybenzyl, o-Methylbenzyl, 1-Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l-(o-Fluorphenyl)eth-l-yl, 1 -(o-Methylphenyl)eth- 1-yl, l-(o-Bromphenyl)eth-l-yl, l-(o-Iodphenyl)eth-l-yl, Pyridin-2-ylmethyl, Pyridin-3- ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2- ylmethyl, o-Cyanophenylmethyl, m-Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso-Propyloxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso-propylcarbonyl, n-Butylcarbonyl, l-Methylprop-l-ylcarbonyl, 2- Methylprop- 1 -ylcarbonyl, 1 , 1 -Dimethyleth- 1 -ylcarbonyl, Phenylcarbonyl, Cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridine 4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3 yl, benzyl, p-Cl-benzyl, pF-benzyl, p-methoxybenzyl, p-methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl-benzyl, mF-benzyl, m-methoxybenzyl, m-methylbenzyl, o- Cl-benzyl, o-F-benzyl, o-methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, 1- (o-chlorophenyl) eth-1-yl, 1- (o- Fluorophenyl) eth-1-yl, 1- (o -methylphenyl) eth-1-yl, 1- (o-bromophenyl) eth-1-yl, 1- (o -iodophenyl) eth-1-yl, pyridine-2 -ylmethyl, pyridine-3 ylmethyl, pyridin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-4-ylmethyl, tetrahydrofuran-2-ylmethyl, o-cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, iso-propyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, isopropylpolyyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1, 1-dimethylethyl 1 -ylcarbonyl, phenylcarbonyl,
Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert-Butylaminocarbonyl,  Methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl,
Benzylaminocarbonyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, tert- Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl, Methoxycarbonylethyl,  Benzylaminocarbonyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl, methoxycarbonylethyl,
Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl,  Ethoxycarbonylethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl,
Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n-Propylcarbonyloxymethyl, 1 - Methylethylcarbonyloxymethyl, 1 , 1 -Dimethylethylcarbonyloxymethyl,  Methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1, 1-dimethylethylcarbonyloxymethyl,
Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso- Propyloxymethyl, n-Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso- Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino,  Hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy, methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, Methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino,
Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Cyanoethyl, Prop-2-in-l-yl steht,  Dimethylamino, methyl (ethyl) amino, diethylamino, cyanomethyl, cyanoethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, Methyl, Ethyl, n-Propyl, iso-R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, iso-
Propyl, n-Butyl, l-Methylprop-l-yl, 2-Methylprop-l-yl, 1,1 -Dimethyleth- l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Phenyl, p-F-Phenyl, m-F- Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan- 3-yl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n- Propyloxy, iso-Propyloxy, Trifluormethoxy, Difluormethoxy, Methylthio, Ethylthio, Propyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1,1-dimethyleth-1-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, Pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy, ethoxy, n-propyloxy, isopropoxy, Trifluoromethoxy, difluoromethoxy, methylthio, ethylthio,
Trifluormethylthio, Dimethylamino, Methylamino, Diethylamino, Methyl(ethyl)amino, Cyano stehen, oder  Trifluoromethylthio, dimethylamino, methylamino, diethylamino, methyl (ethyl) amino, cyano, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring, or R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1 -R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1 -
Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, l,l-Dimethylethoxy, n- Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, l,l-Dimethylpropyloxy,Methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, l, l-dimethylethoxy, n-pentyloxy, 1-methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, l, l-dimethylpropyloxy,
1.2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 -Ethylpropyloxy, n-Hexyloxy, 1 - Methylpentyloxy, 2-Methylpentyloxy, 3-Methylpentyloxy, 4-Methylpentyloxy, 1,1- Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3- Dimethylbutyloxy, 3,3-Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, 1,1,2- Trimethylpropyloxy, 1 ,2,2-Trimethylpropyloxy, l-Ethyl-l -methylpropyloxy, l-Ethyl-2- methylpropyloxy, Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, 1,2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutyloxy, 1, 2-dimethylbutyloxy, l, 3 Dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1,1,2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl- 1-methylpropyloxy, 1-ethyl-2-methylpropyloxy, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy,
Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o- Chlorphenylmethoxy, p-Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy, Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 -Methylethylcarbonyloxy, n- Butylcarbonyloxy, 1 -Methylpropylcarbonyloxy, 2-Methylpropylcarbonyloxy, 1,1- Dimethylethylcarbonyloxy, n-Pentylcarbonyloxy, 1 -Methylbutylcarbonyloxy, 2- Methylbutylcarbonyloxy, 3 -Methylbutylcarbonyloxy, l,l-Dimethylpropylcarbonyloxy, 1,2- Dimethylpropylcarbonyloxy, 2,2-Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n- Hexylcarbonyloxy, 1 -Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3- Methylpentylcarbonyloxy, 4-Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, 1 ,3-Di-methylbutylcarbonyloxy, 2,2-Dimethylbutylcarbonyloxy, Cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-propyloxymethoxy, iso -propyloxymethoxy, methylcarbonyloxy, ethylcarbonyloxy, n -propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy, 1,1-dimethylethylcarbonyloxy, n-pentylcarbonyloxy, 1 - Methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1-dimethylpropylcarbonyloxy, 1,2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1-methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4- Methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy,
2.3-Dimethylbutylcarbonyloxy, 3,3-Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2- Ethylbutylcarbonyloxy, 1 , 1 ,2-Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 -methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1, 1, 2-trimethylpropylcarbonyloxy, 1, 2,2-trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m-chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p-fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy,
Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy,  Benzylcarbonyloxy, thiophen-2-ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, l-Cyanocycloprop-l -ylcarbonyloxy, l-Methylcycloprop-l -ylcarbonyloxy, 1- Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy, Ethoxycarbonyloxy, n- Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n-Butyloxycarbonyloxy, 1,1- Dimethylethyloxycarbonyloxy, 2,2-Dimethyl-propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy, Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy, Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1- Dimethylethyloxycarbonyloxy, 2,2-dimethyl-propyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy, Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy,  Cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy, cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy,
Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3-ylcarbonyloxy, Pyridin-4- ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy,  Cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy  Methylsulfonyloxy, ethylsulfonyloxy, n-propylsulfonyloxy, 1-methylethylsulfonyloxy, cyclopropylsulfonyloxy cyclobutylsulfonyloxy, cyclopentylsulfonyloxy
Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m- Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m-fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m-methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o- Methylphenylsulfonyloxy stands,
R6 für Wasserstoff steht, R 6 is hydrogen,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, Fluor stehen, oder R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 9 and R 15 together with the C atoms to which they are each bound, a complete
gesätigten, oder teilgesätigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden,  form saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring,
W für Sauerstoff steht W stands for oxygen
Q für eine der nachfolgend spezifisch genannten Gruppierungen Q-l .1 bis Q-30.5 steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des Tetrahydropyrimidinons in der allgemeinen Formel (1) steht, Q is one of the groups Ql .1 to Q-30.5 mentioned specifically below, where the arrow for a bond of the respective group Q to the nitrogen of the tetrahydropyrimidinone in the general formula (1),
Q- Q-
Q-1 Q-1
Q- Q-
QQ
QQ
Im besonders Speziellen bevorzugter Erfindungsgegenstand sind Verbindungen der allgemeinen Formel (I), worin In a particularly specific preferred subject of the invention are compounds of general formula (I) wherein
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l-yl, 2- Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut-l-yl, 3-R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl , 1-methylbut-1-yl, 2-methylbut-1-yl, 3
Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2-Dimethylprop-l-yl, 1- Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, 1,1- Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, l,l,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, l-Ethyl-2-methylpropyl, Trifluormethyl, Difluormethyl, 2,2-Methylbut-1-yl, 1,1-dimethylprop-1-yl, 1,2-dimethylprop-1-yl, 2,2-dimethylprop-1-yl, 1-ethylprop-1-yl, n-hexyl, 1 - Methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3- Dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, difluoromethyl, 2,2-
Difluorethyl, 2,2,2-Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Adamantan-l-yl, Adamantan-2-yl, 1 -Methylcyclopropyl, 2-Methylcyclopropyl, 2,2-Dimethylcyclopropyl, 2,3-Dimethylcyclopropyl, 1- Cyanocyclopropyl, 2-Cyanocyclopropyl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3- Methylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1- Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1- Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1 -Methoxycyclohexyl, 2- Methoxycyclohexyl, 3 -Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3,3-trifluoroprop-2-yl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantan-1-yl, adamantane 2-yl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1- Cyanocyclopropyl, 2-cyanocyclopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 1-cyano-cyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl,
Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl- Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p-Methoxybenzyl, p-Methylbenzyl, p- Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F-Benzyl, m-Methoxybenzyl, m- Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o-Methoxybenzyl, o-Methylbenzyl, l-Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l-(o-Fluorphenyl)eth-l -yl, 1 -(o-Methylphenyl)eth- l-yl, l-(o-Bromphenyl)eth-l-yl, l-(o-Iodphenyl)eth-l-yl, Pyridin-2-ylmethyl, Pyridin-3- ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2- ylmethyl, o-Cyanophenylmethyl, m-Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso-Propyloxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso-propylcarbonyl, n-Butylcarbonyl, l-Methylprop-l-ylcarbonyl, 2- Methylprop- 1 -ylcarbonyl, 1 , 1 -Dimethyleth- 1 -ylcarbonyl, Phenylcarbonyl,  Cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridine 4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3 yl, benzyl, p-Cl-benzyl, pF-benzyl, p-methoxybenzyl, p-methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl-benzyl, mF-benzyl, m-methoxybenzyl, m-methylbenzyl, o- Cl-benzyl, o-F-benzyl, o-methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, 1- (o-chlorophenyl) eth-1-yl, 1 (o-) Fluorophenyl) eth-1-yl, 1- (o -methylphenyl) eth-1-yl, 1- (o-bromophenyl) eth-1-yl, 1- (o-iodophenyl) eth-1-yl, pyridine-2 -ylmethyl, pyridin-3-ylmethyl, pyridin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-4-ylmethyl, tetrahydrofuran-2-ylmethyl, o-cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl, methoxycarbonyl , Ethoxycarbonyl, n-propyloxycarbonyl, iso-propyloxycarbonyl, tert-butyloxy carbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1, 1-dimethyleth-1-ylcarbonyl, phenylcarbonyl,
Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert-Butylaminocarbonyl,  Methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl,
Benzylaminocarbonyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, tert- Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl, Methoxycarbonylethyl,  Benzylaminocarbonyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl, methoxycarbonylethyl,
Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl,  Ethoxycarbonylethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl,
Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n-Propylcarbonyloxymethyl, 1 - Methylethylcarbonyloxymethyl, 1 , 1 -Dimethylethylcarbonyloxymethyl,  Methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1, 1-dimethylethylcarbonyloxymethyl,
Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso- Propyloxymethyl, n-Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso- Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino,  Hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy, methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, Methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino,
Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Prop-2-in-l-yl steht,  Dimethylamino, methyl (ethyl) amino, diethylamino, cyanomethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Fluor, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, l-Methylprop-l-yl, 2-Methylprop-l -yl, 1,1 -Dimethyleth- l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Methoxymethyl, Ethoxymethyl, R 2 and R 9 independently of one another represent hydrogen, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1,1-dimethylethyl l-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methoxymethyl, ethoxymethyl,
Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Trifluormethoxy, Difluormethoxy, Methylthio, Ethylthio, Trifluormethylthio, Dimethylamino, Methylamino, Diethylamino, Methyl(ethyl)amino stehen, oder Methoxyethyl, ethoxyethyl, methoxy, ethoxy, n-propyloxy, isopropoxy, trifluoromethoxy, Difluoromethoxy, methylthio, ethylthio, trifluoromethylthio, dimethylamino, methylamino, diethylamino, methyl (ethyl) amino, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen R 1 and R 2 together with the N-atom or carbon atom to which they are each bonded, a
vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7- gliedrigen Ring bilden, oder  form fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1-R 3 is hydroxy, hydrothio, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, n-propyloxy, 1-
Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, l,l-Dimethylethoxy, n- Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, l,l-Dimethylpropyloxy,Methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, l, l-dimethylethoxy, n-pentyloxy, 1-methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, l, l-dimethylpropyloxy,
1.2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 -Ethylpropyloxy, n-Hexyloxy, 1 - Methylpentyloxy, 2-Methylpentyloxy, 3-Methylpentyloxy, 4-Methylpentyloxy, 1,1- Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3- Dimethylbutyloxy, 3,3-Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, 1,1,2- Trimethylpropyloxy, 1 ,2,2-Trimethylpropyloxy, l-Ethyl-l -methylpropyloxy, l-Ethyl-2- methylpropyloxy, Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, 1,2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutyloxy, 1, 2-dimethylbutyloxy, l, 3 Dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1,1,2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl- 1-methylpropyloxy, 1-ethyl-2-methylpropyloxy, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy,
Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o- Chlorphenylmethoxy, p-Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy, Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 -Methylethylcarbonyloxy, n- Butylcarbonyloxy, l-Methylprop-l-ylcarbonyloxy, 2-Methylprop-l-ylcarbonyloxy, 1,1- Dimethyleth-l -ylcarbonyloxy, n-Pentylcarbonyloxy, 1 -Methylbutylcarbonyloxy, 2- Methylbutylcarbonyloxy, 3 -Methylbutylcarbonyloxy, l,l-Dimethylpropylcarbonyloxy, 1,2- Dimethylpropylcarbonyloxy, 2,2-Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n- Hexylcarbonyloxy, 1 -Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3- Methylpentylcarbonyloxy, 4-Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, 1 ,3-Di-methylbutylcarbonyloxy, 2,2-Dimethylbutylcarbonyloxy, Cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, ethoxy-n-propyloxy, Ethoxy-n-butyloxy, n-propyloxymethoxy, iso -propyloxymethoxy, methylcarbonyloxy, ethylcarbonyloxy, n -propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylprop-1-ylcarbonyloxy, 2-methylprop-1-ylcarbonyloxy, 1,1- Dimethyleth-1-ylcarbonyloxy, n-pentylcarbonyloxy, 1-methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1-dimethylpropylcarbonyloxy, 1,2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1 - Methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4-methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy y,
2.3-Dimethylbutylcarbonyloxy, 3,3-Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2- Ethylbutylcarbonyloxy, 1 , 1 ,2-Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 -methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1, 1, 2-trimethylpropylcarbonyloxy, 1, 2,2-trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m-chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p- Fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy,
Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy,  Benzylcarbonyloxy, thiophen-2-ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, l-Cyanocycloprop-l -ylcarbonyloxy, l-Methylcycloprop-l -ylcarbonyloxy, 1- Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy, Ethoxycarbonyloxy, n- Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n-Butyloxycarbonyloxy, 1,1- Dimethylethyloxycarbonyloxy, 2,2-Dimethyl-propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy, Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy,  Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyanocycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy,
Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy, Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy,  Cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy, cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy,
Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3 -ylcarbonyloxy, Pyridin-4- ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy,  Cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy,
Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy  Methylsulfonyloxy, ethylsulfonyloxy, n-propylsulfonyloxy, 1-methylethylsulfonyloxy, cyclopropylsulfonyloxy cyclobutylsulfonyloxy, cyclopentylsulfonyloxy
Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m- Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m-fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m-methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o- Methylphenylsulfonyloxy stands,
R6 für Wasserstoff steht, R 6 is hydrogen,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, Fluor stehen, oder R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig R 9 and R 15 together with the C atoms to which they are each bound, a complete
gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden,  form saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, total 3-7 membered ring,
W für Sauerstoff steht und Q für eine der vorstehend spezifisch genannten Gruppierungen Q-l .1 bis W stands for oxygen and Q for one of the groups specifically mentioned above Ql .1 bis
Q-30.5 steht, wobei die in der oben stehenden Tabelle aufgeführten Reste Q-8.4, Q-8.7, Q-8.8, Q-8.9, Q-8.16, Q-8.22, Q-12.5, Q-13.5, Q-16.9, Q-16.11, Q-16.22, Q-16.24, Q-16.61, Q-16.66 und Q-30.1 besonders bevorzugt sind.  Q-30.5, with the radicals Q-8.4, Q-8.7, Q-8.8, Q-8.9, Q-8.16, Q-8.22, Q-12.5, Q-13.5, Q-16.9, listed in the table above, Q-16.11, Q-16.22, Q-16.24, Q-16.61, Q-16.66 and Q-30.1 are particularly preferred.
Die oben aufgeführten allgemeinen oder in Vorzugsbereichen aufgeführten Restedefinitionen gelten sowohl für die Endprodukte der Formel (I) als auch entsprechend für die jeweils zur Herstellung benötigten Ausgangs- oder Zwischenprodukte. Diese Restedefinitionen können untereinander, also auch zwischen den angegebenen bevorzugten Bereichen beliebig kombiniert werden. The general or preferred radical definitions given above apply both to the end products of the formula (I) and correspondingly to the starting materials or intermediates required in each case for the preparation. These remainder definitions can be combined with one another as desired, ie also between the specified preferred ranges.
Vor allem aus den Gründen der höheren herbiziden Wirkung, besseren Selektivität und/oder besseren Herstellbarkeit sind erfindungsgemäße Verbindungen der genannten Formel (I) oder deren Salze bzw. deren erfindungsgemäße Verwendung von besonderem Interesse, worin einzelne Reste eine der bereits genannten oder im folgenden genannten bevorzugten Bedeutungen haben, oder insbesondere solche, worin eine oder mehrere der bereits genannten oder im Folgenden genannten bevorzugten Bedeutungen kombiniert auftreten. Above all, for reasons of higher herbicidal activity, better selectivity and / or better manufacturability, compounds of the formula (I) according to the invention or their salts or their use according to the invention are of particular interest, in which individual radicals are one of those already mentioned or mentioned below Have meanings, or in particular those in which one or more of the aforementioned or mentioned below preferred meanings occur in combination.
Im Hinblick auf die erfindungsgemäßen Verbindungen werden die vorstehend und weiter unten verwendeten Bezeichnungen erläutert. Diese sind dem Fachmann geläufig und haben insbesondere die im Folgenden erläuterten Bedeutungen: With regard to the compounds according to the invention, the terms used above and below are explained. These are familiar to the person skilled in the art and in particular have the meanings explained below:
Sofern nicht anders definiert, gilt generell für die Bezeichnung von chemischen Gruppen, dass die Anbindung an das Gerüst bzw. den Rest des Moleküls über das zuletzt genannte Strukturelement der betreffenden chemischen Gruppe erfolgt, d.h. beispielsweise im Falle von (C2-Cg)-Alkenyloxy über das Sauerstoffatom, und im Falle von Heterocyclyl-(Ci-Cg)-alkyl oder R120(0)C-(Ci-Cg)-Alkyl jeweils über das C-Atom der Alkylgruppe. In einer zusammengesetzten chemischen gruppe wie z. B. Heterocyclyl- (Ci-Cg)-alkyl oder R120(0)C-(Ci-Cg)-Alkyl steht die Bezeichnung“Alkyl” daher auch für eine Unless otherwise defined, generally applies to the designation of chemical groups that the attachment to the skeleton or the rest of the molecule via the last-mentioned structural element of the chemical group in question, ie, for example, in the case of (C2-Cg) alkenyloxy over the oxygen atom, and in the case of heterocyclyl (Ci-Cg) alkyl or R 12 0 (0) C (Ci-Cg) alkyl in each case via the C atom of the alkyl group. In a composite chemical group such. B. Heterocyclyl- (Ci-Cg) -alkyl or R 12 0 (0) C- (Ci-Cg) -alkyl, the term "alkyl" is therefore also a
Alkylengruppe. Alkylene.
Erfindungsgemäß steht "Alkylsulfonyl" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für geradkettiges oder verzweigtes Alkylsulfonyl, vorzugsweise mit 1 bis 8, oder mit 1 bis 6 According to the invention "alkylsulfonyl" - alone or as part of a chemical group - is straight-chain or branched alkylsulfonyl, preferably with 1 to 8, or with 1 to 6
Kohlenstoffatomen, z.B. (aber nicht beschränkt auf) (Ci-C6)-Alkylsulfonyl wie Methylsulfonyl, Ethyl- sulfonyl, Propylsulfonyl, 1 -Methylethylsulfonyl, Butylsulfonyl, 1 -Methylpropylsulfonyl, 2-Methyl- propylsulfonyl, l,l-Dimethylethylsulfonyl, Pentylsulfonyl, 1 -Methylbutylsulfonyl, 2-Methylbutyl- sulfonyl, 3 -Methylbutylsulfonyl, l,l-Dimethylpropylsulfonyl, 1 ,2-Dimethylpropylsulfonyl, 2,2-Di- methylpropylsulfonyl, 1 -Ethylpropylsulfonyl, Hexylsulfonyl, 1 -Methylpentylsulfonyl, 2-Methyl- pentylsulfonyl, 3 -Methylpentylsulfonyl, 4-Methylpentylsulfonyl, l,l-Dimethylbutylsulfonyl, l,2-Di- methylbutylsulfonyl, 1 ,3-Dimethylbutylsulfonyl, 2,2-Dimethylbutylsulfonyl, 2,3-Dimethylbutylsulfonyl, 3 ,3 -Dimethylbutylsulfonyl, 1 -Ethylbutylsulfonyl, 2-Ethylbutylsulfonyl, 1 , 1 ,2-Trimethylpropylsulfonyl,Carbon atoms, for example (but not limited to) (C 1 -C 6 ) alkylsulfonyl, such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methyl-propylsulfonyl, 1, 1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 1,1-dimethylpropylsulfonyl, 1, 2-dimethylpropylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1, 1-dimethylbutylsulfonyl, 1,2-di- methylbutylsulfonyl, 1, 3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1, 1, 2-trimethylpropylsulfonyl,
1 ,2,2-Trimethylpropylsulfonyl, 1 -Ethyl- 1 -methylpropylsulfonyl und 1 -Ethyl-2-methylpropylsulfonyl. 1, 2,2-trimethylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl and 1-ethyl-2-methylpropylsulfonyl.
Erfindungsgemäß steht "Heteroarylsulfonyl" für gegebenenfalls substituiertes Pyridylsulfonyl, According to the invention "heteroarylsulfonyl" is optionally substituted pyridylsulfonyl,
Pyrimidinylsulfonyl, Pyrazinylsulfonyl oder gegebenenfalls substituiertes polycyclisches Pyrimidinylsulfonyl, pyrazinylsulfonyl or optionally substituted polycyclic
Heteroarylsulfonyl, hier insbesondere gegebenenfalls substituiertes Chinolinylsulfonyl, beispielsweise substituiert durch Fluor, Chlor, Brom, Iod, Cyano, Nitro, Alkyl-, Haloalkyl-, Haloalkoxy-, Amino-, Alkylamino-, Alkylcarbonylamino-, Dialkylamino- oder Alkoxygruppen. Heteroarylsulfonyl, here in particular optionally substituted quinolinylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl, haloalkoxy, amino, alkylamino, alkylcarbonylamino, dialkylamino or alkoxy groups.
Erfindungsgemäß steht "Alkylthio" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für geradketiges oder verzweigtes S-Alkyl, vorzugsweise mit 1 bis 8, oder mit 1 bis 6 According to the invention "alkylthio" - alone or as part of a chemical group - is straight-chain or branched S-alkyl, preferably with 1 to 8, or with 1 to 6
Kohlenstoffatomen, wie (Ci-Cio)-, (G-G)- oder (Ci-C i)-Alkylthio, z.B. (aber nicht beschränkt auf) (Ci- C6)-Alkylthio wie Methylthio, Ethylthio, Propylthio, 1 -Methylethylthio, Butylthio, 1 -Methylpropylthio, 2-Methylpropylthio, l,l-Dimethylethylthio, Pentylthio, 1 -Methylbutylthio, 2-Methylbutylthio, 3- Methylbutylthio, l,l-Dimethylpropylthio, 1 ,2-Dimethylpropylthio, 2,2-Dimethylpropylthio, 1- Ethylpropylthio, Hexylthio, 1 -Methylpentylthio, 2-Methylpentylthio, 3-Methylpentylthio, 4-Methyl- pentylthio, l,l-Dimethylbutylthio, 1 ,2-Dimethylbutylthio, l,3-Dimethylbutylthio, 2,2-Dimethylbutyl- thio, 2,3-Dimethylbutylthio, 3,3-Dimethylbutylthio, 1 -Ethylbutylthio, 2-Ethylbutylthio, l,l,2-Tri- methylpropylthio, 1 ,2,2-Trimethylpropylthio, 1 -Ethyl- 1 -methylpropylthio und 1 -Ethyl-2-methyl- propylthio. Carbon atoms, such as (Ci-Cio) -, (GG) - or (Ci-C i) -alkylthio, for example (but not limited to) (Ci- C 6 ) -Alkylthio such as methylthio, ethylthio, propylthio, 1-methylethylthio, Butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 2,2-dimethylpropylthio, 1- Ethylpropylthio, hexylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2, 3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1, 1, 2-trimethylpropylthio, 1, 2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and 1-ethyl-2-yl methyl propylthio.
„Alkenylthio“ bedeutet erfindungsgemäßt ein über ein Schwefelatom gebundenen Alkenylrest, "Alkenylthio" in the invention means an alkenyl radical bonded via a sulfur atom,
Alkinylthio bedeutet ein über ein Schwefelatom gebundenen Alkinylrest, Cycloalkylthio bedeutet ein über ein Schwefelatom gebundenen Cycloalkylrest und Cycloalkenylthio bedeutet ein über ein Alkynylthio represents an alkynyl group bonded through a sulfur atom, cycloalkylthio represents a cycloalkyl group bonded through a sulfur atom, and cycloalkenylthio represents an above
Schwefelatom gebundenen Cycloalkenylrest. Sulfur atom bonded cycloalkenyl radical.
„Alkylsulfinyl (Alkyl-S(=0)-)“, soweit nicht an anderer Stelle anders definiert steht erfindungsgemäß für Alkylreste, die über -S(=0)- an das Gerüst gebunden sind, wie (Ci-Cio)-, (G-G)- oder (C1-C4)- Alkylsulfinyl, z. B. (aber nicht beschränkt auf) (Ci-C6)-Alkylsulfinyl wie Methylsulfinyl, Ethylsulfinyl, Propylsulfinyl, 1 -Methylethylsulfinyl, Butylsulfinyl, 1 -Methylpropylsulfinyl, 2-Methylpropylsulfinyl,"Alkylsulfinyl (alkyl-S (= 0) -)", unless otherwise defined elsewhere, according to the invention for alkyl radicals which are bonded to the skeleton via -S (= O) -, such as (C 1 -C 10) -, ( GG) - or (C 1 -C 4) -alkylsulfinyl, e.g. (But not limited to) (C 1 -C 6 ) alkylsulfinyl such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl,
1 , 1 -Dimethylethylsulfinyl, Pentylsulfinyl, 1 -Methylbutylsulfinyl, 2-Methylbutylsulfinyl, 3- Methylbutylsulfinyl, l,l-Dimethylpropylsulfinyl, 1 ,2-Dimethylpropylsulfinyl, 2,2-Di- methylpropylsulfinyl, 1 -Ethylpropylsulfinyl, Hexylsulfinyl, 1 -Methylpentylsulfinyl, 2-Methylpentyl- sulfinyl, 3 -Methylpentylsulfinyl, 4-Methylpentylsulfinyl, l,l-Dimethylbutylsulfinyl, 1 ,2-Dimethyl- butylsulfinyl, l,3-Dimethylbutylsulfinyl, 2,2-Dimethylbutylsulfinyl, 2,3-Dimethylbutylsulfinyl, 3,3- Dimethylbutylsulfinyl, 1 -Ethylbutylsulfinyl, 2-Ethylbutylsulfinyl, l,l,2-Trimethylpropylsulfinyl, 1,2,2- Trimethylpropylsulfinyl, l-Ethyl-l-methylpropylsulfinyl und 1 -Ethyl-2-methylpropylsulfinyl. 1, 1-dimethylethylsulfinyl, pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfinyl, 1, 1-dimethylpropylsulfinyl, 1, 2-dimethylpropylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl, 1, 2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3- Dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1, 1, 2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl and 1-ethyl-2-methylpropylsulfinyl.
Analog sind„Alkenylsulfinyl“ und„Alkinylsulfinyl“, erfindungsgemäß definiert als Alkenyl- bzw. Alkinylreste, die über -S(=0)- an das Gerüst gebunden sind, wie (C2-C10)-, (C2-C6)- oder (C2-C4)- Alkenylsulfinyl bzw. (C3-C10)-, (C3-C6)- oder (C3-C4)-Alkinylsulfinyl. Analogously, "alkenylsulfinyl" and "alkynylsulfinyl" are defined according to the invention as alkenyl or alkynyl radicals which are bonded to the skeleton via -S (= O) -, such as (C 2 -C 10) -, (C 2 -C 6) - or ( C2-C4) - alkenylsulfinyl or (C3-C10) -, (C3-C6) - or (C3-C 4) alkynylsulfinyl.
Analog sind„Alkenylsulfonyl“ und„Alkinylsulfonyl“ erfindungsgemäß definiert als Alkenyl- bzw. Alkinylreste, die über -S(=0)2- an das Gerüst gebunden sind, wie (C2-C10)-, (C2-C6)- oder (C2-C4)- Alkenylsulfonyl bzw. (C3-C10)-, (C3-C6)- oder (C3-C4)-Alkinylsulfonyl. Analogously, "alkenylsulfonyl" and "alkynylsulfonyl" are defined according to the invention as alkenyl or alkynyl radicals which are bonded to the skeleton via -S (= O) 2 -, such as (C 2 -C 10) -, (C 2 -C 6) - or ( C 2 -C 4 ) - alkenylsulfonyl or (C 3 -C 10) -, (C 3 -C 6) - or (C 3 -C 4 ) -alkynylsulfonyl.
„Alkoxy“ bedeutet ein über ein Sauerstoffatom gebundenen Alkylrest, z. B. (aber nicht beschränkt auf) (Ci-C6)-Alkoxy wie Methoxy, Ethoxy, Propoxy, 1 -Methylethoxy, Butoxy, 1 -Methylpropoxy, 2- Methylpropoxy, l,l-Dimethylethoxy, Pentoxy, 1 -Methylbutoxy, 2-Methylbutoxy, 3-Methylbutoxy, 1,1- Dimethylpropoxy, 1 ,2-Dimethylpropoxy, 2,2-Dimethylpropoxy, 1 -Ethylpropoxy, Hexoxy, 1 - Methylpentoxy, 2-Methylpentoxy, 3-Methylpentoxy, 4-Methylpentoxy, l,l-Dimethylbutoxy, l,2-Di- methylbutoxy, l,3-Dimethylbutoxy, 2,2-Dimethylbutoxy, 2,3-Dimethylbutoxy, 3,3-Dimethylbutoxy, 1- Ethylbutoxy, 2-Ethylbutoxy, l,l,2-Trimethylpropoxy, 1 ,2,2-Trimethylpropoxy, l-Ethyl-l -methyl propoxy und 1 -Ethyl-2-methylpropoxy. Alkenyloxy bedeutet ein über ein Sauerstoffatom gebundenen Alkenylrest, Alkinyloxy bedeutet ein über ein Sauerstoffatom gebundenen Alkinylrest wie (C2-C10)-, (C2-C6)- oder (C2-C4)-Alkenoxy bzw. (C3-C10)-, (C3-C6)- oder (C3-C4)-Alkinoxy. "Alkoxy" means an alkyl radical bonded via an oxygen atom, e.g. (But not limited to) (C 1 -C 6 ) alkoxy, such as methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1, 1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2 Methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1, l Dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy , 1, 2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl-2-methylpropoxy. Alkenyloxy is an alkenyl radical bonded via an oxygen atom, alkynyloxy is an alkynyl radical bonded via an oxygen atom, such as (C 2 -C 10) -, (C 2 -C 6) - or (C 2 -C 4 ) -alkenoxy or (C 3 -C 10) - ( C3-C6) - or (C3-C4) alkynoxy.
„Cycloalkyloxy“ bedeutet ein über ein Sauerstoffatom gebundenen Cycloalkylrest und Cycloalkenyloxy bedeutet ein über ein Sauerstoffatom gebundenen Cycloalkenylrest. "Cycloalkyloxy" means a cycloalkyl radical bonded via an oxygen atom, and cycloalkenyloxy means a cycloalkenyl radical bonded via an oxygen atom.
„Alkylcarbonyl“ (Alkyl-C(=0)-), soweit nicht an anderer Stelle anders definiert, steht erfindungsgemäß für Alkylreste, die über -C(=0)- an das Gerüst gebunden sind, wie (Ci-Cio)-, (C i -Cr,)- oder (C 1-C4)- Alkylcarbonyl. Die Anzahl der C-Atome bezieht sich dabei auf den Alkylrest in der "Alkylcarbonyl" (alkyl-C (= 0) -), unless otherwise defined elsewhere, according to the invention represents alkyl radicals which are bonded to the skeleton via -C (= O) -, such as (C 1 -C 10) -, (C i -Cr,) - or (C 1 -C 4) -alkylcarbonyl. The number of C atoms refers to the alkyl radical in the
Alkylcarbonylgruppe. Alkylcarbonyl.
Analog stehen„Alkenylcarbonyl“ und„Alkinylcarbonyl“, soweit nicht an anderer Stelle anders definiert, erfindungsgemäß für Alkenyl- bzw. Alkinylreste, die über -C(=0)- an das Gerüst gebunden sind, wie (C2-C 10)-, (C2-C6)- oder (C2-C4)-Alkenylcarbonyl bzw. (C2-C 10)-, (C2-C6)- oder (C2-C4)- Alkinylcarbonyl. Die Anzahl der C-Atome bezieht sich dabei auf den Alkenyl- bzw. Alkinylrest in der Alkenyl- bzw. Alkinylcarbonylgruppe. „Alkoxycarbonyl (Alkyl-0-C(=0)-)“, soweit nicht an anderer Stelle anders definiert: Alkylreste, die über -0-C(=0)- an das Gerüst gebunden sind, wie (Ci-Cio)-, (Ci-Cr,)- oder (Ci-C4)-Alkoxycarbonyl. Die Anzahl der C-Atome bezieht sich dabei auf den Alkylrest in der Alkoxycarbonylgruppe. Analog stehen „Alkenyloxycarbonyl“ und„Alkinyloxycarbonyl“, soweit nicht an anderer Stelle anders definiert, erfindungsgemäß für Alkenyl- bzw. Alkinylreste, die über -0-C(=0)- an das Gerüst gebunden sind, wie (C2-C 10)-, (C2-C6)- oder (C2-C i)-Alkenyloxycarbonyl bzw. (C3-C 10)-, (C3-C6)- oder (C3-C4)- Alkinyloxycarbonyl. Die Anzahl der C-Atome bezieht sich dabei auf den Alkenyl- bzw. Alkinylrest in der Alken- bzw. Alkinyloxycarbonylgruppe. Analogously, "alkenylcarbonyl" and "alkynylcarbonyl" are, unless otherwise defined elsewhere, according to the invention for alkenyl or alkynyl radicals which are bonded to the skeleton via -C (= O) -, such as (C 2 -C 10) -, (C 2 -C 6) - or (C 2 -C 4) -alkenylcarbonyl or (C 2 -C 10) -, (C 2 -C 6) - or (C 2 -C 4) -alkynylcarbonyl. The number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyl group. "Alkoxycarbonyl (alkyl-0-C (= 0) -)", unless otherwise defined elsewhere: alkyl radicals attached to the skeleton via -0-C (= 0) - such as (Ci-Cio) - , (Ci-Cr,) - or (Ci-C4) alkoxycarbonyl. The number of C atoms refers to the alkyl radical in the alkoxycarbonyl group. Analogously, "alkenyloxycarbonyl" and "alkynyloxycarbonyl" are, unless otherwise defined elsewhere, according to the invention for alkenyl or alkynyl radicals which are bonded to the skeleton via -O-C (= O), such as (C 2 -C 10) -, (C2-C6) - or (C2-C i) -alkenyloxycarbonyl or (C3-C10) -, (C3-C6) - or (C3-C4) -alkinyloxycarbonyl. The number of C atoms refers to the alkenyl or alkynyl radical in the alkene or alkynyloxycarbonyl group.
Der Begriff„Alkylcarbonyloxy“ (Alkyl-C(=0)-0-) steht erfindungsgemäß, soweit nicht an anderer Stelle anders definiert, für Alkylreste, die über eine Carbonyloxygruppe (-C(=0)-0-) mit dem Sauerstoff an das Gerüst gebunden sind, wie (C1-C10)-, (CI-CÖ)- oder (Ci-C i)-Alkylcarbonyloxy. Die Anzahl der C- Atome bezieht sich dabei auf den Alkylrest in der Alkylcarbonyloxygruppe. The term "alkylcarbonyloxy" (alkyl-C (= 0) -O-) is according to the invention, unless otherwise defined elsewhere, for alkyl radicals which have a carbonyloxy group (-C (= O) -O-) with the oxygen the skeleton are bonded, such as (C 1 -C 10) -, (C 1 -C 6 ) - or (Ci-C i) -alkylcarbonyloxy. The number of C atoms refers to the alkyl radical in the alkylcarbonyloxy group.
Analog sind„Alkenylcarbonyloxy“ und„Alkinylcarbonyloxy“ erfindungsgemäß definiert als Alkenyl- bzw. Alkinylreste, die über (-C(=0)-0-) mit dem Sauerstoff an das Gerüst gebunden sind, wie (C2-C 10)-, (C2-C6)- oder (C2-C4)-Alkenylcarbonyloxy bzw. (C2-C 10)-, (C2-C6)- oder (C2-C4)-Alkinylcarbonyloxy. Die Anzahl der C-Atome bezieht sich dabei auf den Alkenyl- bzw. Alkinylrest in der Alkenyl- bzw. Alkinylcarbonyloxygruppe. ln Kurzformen wie z.B. C(0)R12, C(0)OR12, OC(O)NR10Ru, oder C(O)NR10Ru steht die in Klammem aufgeführte Kurzform O für ein über eine Doppelbindung an das benachbarte Kohlenstoffatom gebundenes Sauerstoffatom. ln Kurzformen wie z.B. OC(S)OR12, OC(S)SR13, OC(S)NR10RU, steht die in Klammem aufgeführte Kurzform S für ein über eine Doppelbindung an das benachbarte Kohlenstoffatom gebundenes Analogously, "alkenylcarbonyloxy" and "alkynylcarbonyloxy" are defined according to the invention as alkenyl or alkynyl radicals which are bonded to the skeleton via (-C (= O) -O-), such as (C 2 -C 10) -, ( C 2 -C 6) - or (C 2 -C 4) -alkenylcarbonyloxy or (C 2 -C 10) -, (C 2 -C 6) - or (C 2 -C 4) -alkynylcarbonyloxy. The number of C atoms refers to the alkenyl or alkynyl radical in the alkenyl or alkynylcarbonyloxy group. In short forms such as, for example, C (O) R 12 , C (O) OR 12 , OC (O) NR 10 R u , or C (O) NR 10 R u , the short form O shown in Klammem stands for a via a double bond to the adjacent carbon atom bound oxygen atom. In short forms such as OC (S) OR 12 , OC (S) SR 13 , OC (S) NR 10 R U , the short form S listed in Klammem stands for a bond bound to the adjacent carbon atom via a double bond
Schwefelatom. Sulfur atom.
Der Begriff„Aryl“ bedeutet ein gegebenenfalls substituiertes mono-, bi- oder polycyclisches aromatisches System mit vorzugsweise 6 bis 14, insbesondere 6 bis 10 Ring-C- Atomen, beispielsweise Phenyl, Naphthyl, Anthryl, Phenanthrenyl, und ähnliches, vorzugsweise Phenyl. The term "aryl" means an optionally substituted mono-, bi- or polycyclic aromatic system having preferably 6 to 14, in particular 6 to 10 ring C atoms, for example phenyl, naphthyl, anthryl, phenanthrenyl, and the like, preferably phenyl.
Vom Begriff„gegebenenfalls substituiertes Aryl“ sind auch mehrcyclische Systeme, wie The term "optionally substituted aryl" also includes polycyclic systems, such as
Tetrahydronaphtyl, lndenyl, lndanyl, Fluorenyl, Biphenylyl, umfasst, wobei die Bindungsstelle am aromatischen System ist. Von der Systematik her ist„Aryl“ in der Regel auch von dem Begriff „gegebenenfalls substituiertes Phenyl“ umfasst. Bevorzugte Aryl-Substituenten sind hier zum Beispiel Wasserstoff, Halogen, Alkyl, Cycloalkyl, Cycloalkylalkyl, Cycloalkenyl, Halocycloalkyl, Alkenyl, Alkinyl, Aryl, Arylalkyl, Arylalkenyl, Heteroaryl, Heteroarylalkyl, Heterocyclyl, Heterocyclylalkyl, Alkoxyalkyl, Alkylthio, Haloalkylthio, Haloalkyl, Alkoxy, Haloalkoxy, Cycloalkoxy, Cycloalkylalkoxy, Aryloxy, Heteroraryloxy, Alkoxyalkoxy, Alkinylalkoxy, Alkenyloxy, Bis-alkylaminoalkoxy, Tris- [alkyl] silyl, Bis-[alkyl]arylsilyl, Bis-[alkyl]alkylsilyl, Tris-[alkyl]silylalkinyl, Arylalkinyl, Tetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenylyl, where the binding site is on the aromatic system. As a rule, "aryl" is also encompassed by the term "optionally substituted phenyl". Preferred aryl substituents here are, for example, hydrogen, halogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, halocycloalkyl, alkenyl, Alkynyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, alkoxyalkyl, alkylthio, haloalkylthio, haloalkyl, alkoxy, haloalkoxy, cycloalkoxy, cycloalkylalkoxy, aryloxy, heteroaryloxy, alkoxyalkoxy, alkynylalkoxy, alkenyloxy, bis-alkylaminoalkoxy, tris [alkyl ] silyl, bis [alkyl] arylsilyl, bis [alkyl] alkylsilyl, tris [alkyl] silylalkynyl, arylalkynyl,
Heteroarylalkinyl, Alkylalkinyl, Cycloalkylalkinyl, Haloalkylalkinyl, Heterocyclyl-N-alkoxy, Nitro, Cyano, Amino, Alkylamino, Bis-alkylamino, Alkylcarbonylamino, Cycloalkylcarbonylamino, Heteroarylalkynyl, alkylalkynyl, cycloalkylalkynyl, haloalkylalkynyl, heterocyclyl-N-alkoxy, nitro, cyano, amino, alkylamino, bis-alkylamino, alkylcarbonylamino, cycloalkylcarbonylamino,
Arylcarbonylamino, Alkoxycarbonylamino, Alkoxycarbonylalkylamino, Arylcarbonylamino, alkoxycarbonylamino, alkoxycarbonylalkylamino,
Arylalkoxycarbonylalkylamino, Hydroxycarbonyl, Alkoxycarbonyl, Aminocarbonyl,  Arylalkoxycarbonylalkylamino, hydroxycarbonyl, alkoxycarbonyl, aminocarbonyl,
Alkylaminocarbonyl, Cycloalkylaminocarbonyl, Bis-Alkylaminocarbonyl, Heteroarylalkoxy, Alkylaminocarbonyl, cycloalkylaminocarbonyl, bis-alkylaminocarbonyl, heteroarylalkoxy,
Arylalkoxy. Arylalkoxy.
Ein heterocyclischer Rest (Heterocyclyl) enthält mindestens einen heterocyclischen Ring A heterocyclic radical (heterocyclyl) contains at least one heterocyclic ring
(=carbocyclischer Ring, in dem mindestens ein C-Atom durch ein Heteroatom ersetzt ist, vorzugsweise durch ein Heteroatom aus der Gruppe N, O, S, P) der gesättigt, ungesättigt, teilgesättigt oder heteroaromatisch ist und dabei unsubstituiert oder substituiert sein kann, wobei die Bindungsstelle an einem Ringatom lokalisiert ist. Ist der Heterocyclylrest oder der heterocyclische Ring gegebenenfalls substituiert, kann er mit anderen carbocyclischen oder heterocyclischen Ringen annelliert sein. Im Falle von gegebenenfalls substituiertem Heterocyclyl werden auch mehrcyclische Systeme umfasst, wie beispielsweise 8-Aza-bicyclo[3.2.l]octanyl, 8-Aza-bicyclo[2.2.2]octanyl oder l-Aza- bicyclo[2.2.l]heptyl. Im Falle von gegebenenfalls substituiertem Heterocyclyl werden auch (= carbocyclic ring in which at least one C atom is replaced by a heteroatom, preferably by a heteroatom from the group N, O, S, P) which is saturated, unsaturated, partially saturated or heteroaromatic and may be unsubstituted or substituted, wherein the binding site is located on a ring atom. When the heterocyclyl or heterocyclic ring is optionally substituted, it may be fused with other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclyl, polycyclic systems are also included, for example 8-azabicyclo [3.2.1] octanyl, 8-azabicyclo [2.2.2] octanyl or 1-azabicyclo [2.2.1] heptyl. In the case of optionally substituted heterocyclyl also become
spirocyclische Systeme umfasst, wie beispielsweise l-Oxa-5-aza-spiro[2.3]hexyl. Wenn nicht anders definiert, enthält der heterocyclische Ring vorzugsweise 3 bis 9 Ringatome, insbesondere 3 bis 6 Ringatome, und ein oder mehrere, vorzugsweise 1 bis 4, insbesondere 1 , 2 oder 3 Heteroatome im heterocyclischen Ring, vorzugsweise aus der Gruppe N, O, und S, wobei jedoch nicht zwei spiro-cyclic systems such as 1-oxa-5-aza-spiro [2.3] hexyl. Unless defined otherwise, the heterocyclic ring preferably contains 3 to 9 ring atoms, in particular 3 to 6 ring atoms, and one or more, preferably 1 to 4, in particular 1, 2 or 3 heteroatoms in the heterocyclic ring, preferably from the group N, O, and S, but not two
Sauerstoffatome direkt benachbart sein sollen, wie beispielsweise mit einem Heteroatom aus der Gruppe N, O und S 1- oder 2- oder 3-Pyrrolidinyl, 3,4-Dihydro-2H-pyrrol-2- oder 3-yl, 2,3-Dihydro-lH-pyrrol-Oxygen atoms are to be directly adjacent, such as with a heteroatom from the group N, O and S 1- or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrol-2 or 3-yl, 2,3- dihydro-lH-pyrrole
1- oder 2- oder 3- oder 4- oder 5-yl; 2,5-Dihydro-lH-pyrrol-l- oder 2- oder 3-yl, 1- oder 2- oder 3- oder 4-Piperidinyl; 2,3,4,5-Tetrahydropyridin-2- oder 3- oder 4- oder 5-yl oder 6-yl; 1 ,2,3,6- Tetrahydropyridin-l- oder 2- oder 3- oder 4- oder 5- oder 6-yl; l,2,3,4-Tetrahydropyridin-l- oder 2- oder 3- oder 4- oder 5- oder 6-yl; l,4-Dihydropyridin-l- oder 2- oder 3- oder 4-yl; 2,3-Dihydropyridin-1- or 2- or 3- or 4- or 5-yl; 2,5-dihydro-1H-pyrrole-1- or 2- or 3-yl, 1- or 2- or 3- or 4-piperidinyl; 2,3,4,5-tetrahydropyridine-2- or 3- or 4- or 5-yl or 6-yl; 1, 2,3,6-tetrahydropyridine-1- or 2- or 3- or 4- or 5- or 6-yl; l, 2,3,4-tetrahydropyridine-1 or 2 or 3 or 4 or 5 or 6-yl; 1, 4-dihydropyridine-1 or 2 or 3 or 4-yl; 2,3-dihydropyridine
2- oder 3- oder 4- oder 5- oder 6-yl; 2,5-Dihydropyridin-2- oder 3- oder 4- oder 5- oder 6-yl, 1- oder 2- oder 3- oder 4-Azepanyl; 2,3,4,5-Tetrahydro-lH-azepin-l- oder 2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-lH-azepin-l- oder 2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2, 3, 6, 7- Tetrahydro-lH-azepin-l- oder 2- oder 3- oder 4-yl; 3,4,5,6-Tetrahydro-2H-azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-lH-azepin-l- oder 2- oder 3- oder 4-yl; 2,5-Dihydro-lH-azepin- 1- oder -2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-lH-azepin-l- oder -2- oder 3- oder 4- yl; 2,3-Dihydro-lH-azepin-l- oder -2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 3,4-Dihydro-2H-azepin- 2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 3,6-Dihydro-2H-azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 5,6-Dihydro-2H-azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-3H-azepin-2- or 3- or 4- or 5- or 6-yl; 2,5-dihydropyridine-2- or 3- or 4- or 5- or 6-yl, 1- or 2- or 3- or 4-azepanyl; 2,3,4,5-tetrahydro-1H-azepine-1 or 2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,4,7-tetrahydro-1H-azepine-1 or 2 or 3 or 4 or 5 or 6 or 7-yl; 2, 3, 6, 7-tetrahydro-1H-azepine-1- or 2- or 3- or 4-yl; 3,4,5,6-tetrahydro-2H-azepine-2 or 3 or 4 or 5 or 6 or 7-yl; 4,5-dihydro-1H-azepine-1 or 2 or 3 or 4-yl; 2,5-dihydro-1H-azepine 1 or 2 or 3 or 4 or 5 or 6 or 7-yl; 2,7-dihydro-1H-azepine-1 or -2 or 3 or 4 yl; 2,3-dihydro-1H-azepine-1 or -2 or 3 or 4 or 5 or 6 or 7-yl; 3,4-dihydro-2H-azepine 2- or 3- or 4- or 5- or 6- or 7-yl; 3,6-dihydro-2H-azepine-2 or 3 or 4 or 5 or 6 or 7-yl; 5,6-dihydro-2H-azepine-2 or 3 or 4 or 5 or 6 or 7-yl; 4,5-dihydro-3H-azepine
2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; lH-Azepin-l- oder -2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2H-Azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 3H-Azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4H-Azepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl, 2- oder 3-Oxolanyl (= 2- oder 3- Tetrahydrofuranyl); 2,3-Dihydrofuran-2- oder 3- oder 4- oder 5-yl; 2,5-Dihydrofuran-2- oder 3-yl, 2- oder 3- oder 4-Oxanyl (= 2- oder 3- oder 4-Tetrahydropyranyl); 3,4-Dihydro-2H-pyran-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-2H-pyran-2- oder 3-oder 4- oder 5- oder 6-yl; 2H-Pyran-2- oder 3- oder 4- oder 5- oder 6-yl; 4H-Pyran-2- oder 3- oder 4-yl, 2- oder 3- oder 4-Oxepanyl; 2, 3,4,5- Tetrahydrooxepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydrooxepin-2- oder 3- oder2- or 3- or 4- or 5- or 6- or 7-yl; 1H-azepine-1 or -2 or 3 or 4 or 5 or 6 or 7-yl; 2H-azepine-2- or 3- or 4- or 5- or 6- or 7-yl; 3H-azepine-2- or 3- or 4- or 5- or 6- or 7-yl; 4H-azepine-2- or 3- or 4- or 5- or 6- or 7-yl, 2- or 3-oxolanyl (= 2- or 3-tetrahydrofuranyl); 2,3-dihydrofuran-2- or 3- or 4- or 5-yl; 2,5-dihydrofuran-2- or 3-yl, 2- or 3- or 4-oxanyl (= 2- or 3- or 4-tetrahydropyranyl); 3,4-dihydro-2H-pyran-2 or 3 or 4 or 5 or 6-yl; 3,6-dihydro-2H-pyran-2 or 3 or 4 or 5 or 6-yl; 2H-pyran-2- or 3- or 4- or 5- or 6-yl; 4H-pyran-2- or 3- or 4-yl, 2- or 3- or 4-oxepanyl; 2, 3,4,5-tetrahydrooxepin-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,4,7-tetrahydrooxepin-2 or 3 or
4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydrooxepin-2- oder 3- oder 4-yl; 2,3-Dihydrooxepin-2- oder4- or 5- or 6- or 7-yl; 2,3,6,7-tetrahydrooxepin-2 or 3 or 4-yl; 2,3-dihydrooxepin-2-or
3- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydrooxepin-2- oder 3- oder 4-yl; 2,5-Dihydrooxepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; Oxepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2- oder 3- Tetrahydrothiophenyl; 2,3-Dihydrothiophen-2- oder 3- oder 4- oder 5-yl; 2,5-Dihydrothiophen-2- oder 3-yl; Tetrahydro-2H-thiopyran-2- oder 3- oder 4-yl; 3,4-Dihydro-2H-thiopyran-2- oder 3- oder 4- oder3- or 4- or 5- or 6- or 7-yl; 4,5-dihydrooxepin-2 or 3 or 4-yl; 2,5-dihydrooxepin-2 or 3 or 4 or 5 or 6 or 7-yl; Oxepin-2 or 3 or 4 or 5 or 6 or 7-yl; 2- or 3-tetrahydrothiophenyl; 2,3-dihydrothiophene-2 or 3 or 4 or 5-yl; 2,5-dihydrothiophene-2 or 3-yl; Tetrahydro-2H-thiopyran-2- or 3- or 4-yl; 3,4-dihydro-2H-thiopyran-2 or 3 or 4 or
5- oder 6-yl; 3,6-Dihydro-2H-thiopyran-2- oder 3- oder 4- oder 5- oder 6-yl; 2H-Thiopyran-2- oder 3- oder 4- oder 5- oder 6-yl; 4H-Thiopyran-2- oder 3- oder 4-yl. Bevorzugte 3-Ring und 4-Ring- Heterocyclen sind beispielsweise 1- oder 2-Aziridinyl, Oxiranyl, Thiiranyl, 1- oder 2- oder 3-Azetidinyl,5- or 6-yl; 3,6-dihydro-2H-thiopyran-2 or 3 or 4 or 5 or 6-yl; 2H-thiopyran-2 or 3 or 4 or 5 or 6-yl; 4H-thiopyran-2- or 3- or 4-yl. Preferred 3-membered ring and 4-membered ring heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl,
2- oder 3-Oxetanyl, 2- oder 3-Thietanyl, l,3-Dioxetan-2-yl. Weitere Beispiele für“Heterocyclyl“ sind ein partiell oder vollständig hydrierter heterocyclischer Rest mit zwei Heteroatomen aus der Gruppe N, O und S, wie beispielsweise 1- oder 2- oder 3- oder 4-Pyrazolidinyl; 4,5-Dihydro-3H-pyrazol- 3- oder 4- oder 5-yl; 4,5-Dihydro-lH-pyrazol-l- oder 3- oder 4- oder 5-yl; 2,3-Dihydro-lH-pyrazol-l- oder 2- oder2- or 3-oxetanyl, 2- or 3-thietanyl, 1,3-dioxetan-2-yl. Further examples of "heterocyclyl" are a partially or fully hydrogenated heterocyclic radical having two heteroatoms from the group N, O and S, such as 1- or 2- or 3- or 4-pyrazolidinyl; 4,5-dihydro-3H-pyrazole-3 or 4 or 5-yl; 4,5-dihydro-1H-pyrazole-1- or 3- or 4- or 5-yl; 2,3-dihydro-1H-pyrazole-1 or 2 or
3- oder 4- oder 5-yl; 1- oder 2- oder 3- oder 4- Imidazolidinyl; 2,3-Dihydro-lH-imidazol-l- oder 2- oder3- or 4- or 5-yl; 1- or 2- or 3- or 4-imidazolidinyl; 2,3-dihydro-1H-imidazole-I or 2- or
3- oder 4-yl; 2,5-Dihydro-lH-imidazol-l- oder 2- oder 4- oder 5-yl; 4,5-Dihydro-lH-imidazol-l- oder 2- oder 4- oder 5-yl; Hexahydropyridazin-l- oder 2- oder 3- oder 4-yl; l,2,3,4-Tetrahydropyridazin-l- oder 2- oder 3- oder 4- oder 5- oder 6-yl; l,2,3,6-Tetrahydropyridazin-l- oder 2- oder 3- oder 4- oder 5- oder3- or 4-yl; 2,5-dihydro-1H-imidazole-1- or 2- or 4- or 5-yl; 4,5-dihydro-1H-imidazole-1- or 2- or 4- or 5-yl; Hexahydropyridazine-1- or 2- or 3- or 4-yl; l, 2,3,4-tetrahydropyridazine-l- or 2- or 3- or 4- or 5- or 6-yl; l, 2,3,6-Tetrahydropyridazin-l- or 2- or 3- or 4- or 5- or
6-yl; l,4,5,6-Tetrahydropyridazin-l- oder 3- oder 4- oder 5- oder 6-yl; 3,4,5,6-Tetrahydropyridazin-3- oder 4- oder 5-yl; 4,5-Dihydropyridazin-3- oder 4-yl; 3,4-Dihydropyridazin-3- oder 4- oder 5- oder 6-yl; 3,6-Dihydropyridazin-3- oder 4-yl; l,6-Dihydropyriazin-l- oder 3- oder 4- oder 5- oder 6-yl; 6-yl; 1, 4,5,6-tetrahydropyridazine-1- or 3- or 4- or 5- or 6-yl; 3,4,5,6-tetrahydropyridazine-3- or 4- or 5-yl; 4,5-dihydropyridazine-3 or 4-yl; 3,4-dihydropyridazine-3- or 4- or 5- or 6-yl; 3,6-dihydropyridazine-3 or 4-yl; 1, 6-dihydropyriazine-1- or 3- or 4- or 5- or 6-yl;
Hexahydropyrimidin-l- oder 2- oder 3- oder 4-yl; l,4,5,6-Tetrahydropyrimidin-l- oder 2- oder 4- oder 5- oder 6-yl; l,2,5,6-Tetrahydropyrimidin-l- oder 2- oder 4- oder 5- oder 6-yl; 1 ,2,3,4- Tetrahydropyrimidin-l- oder 2- oder 3- oder 4- oder 5- oder 6-yl; l,6-Dihydropyrimidin-l- oder 2- oderHexahydropyrimidine-1- or 2- or 3- or 4-yl; 1, 4,5,6-tetrahydropyrimidine-1- or 2- or 4- or 5- or 6-yl; l, 2,5,6-tetrahydropyrimidine-1- or 2- or 4- or 5- or 6-yl; 1, 2,3,4-tetrahydropyrimidine-1- or 2- or 3- or 4- or 5- or 6-yl; l, 6-dihydropyrimidine-l- or 2- or
4- oder 5- oder 6-yl; l,2-Dihydropyrimidin-l- oder 2- oder 4- oder 5- oder 6-yl; 2,5-Dihydropyrimidin- 2- oder 4- oder 5-yl; 4,5-Dihydropyrimidin- 4- oder 5- oder 6-yl; l,4-Dihydropyrimidin-l- oder 2- oder 4- oder 5- oder 6-yl; 1- oder 2- oder 3-Piperazinyl; l,2,3,6-Tetrahydropyrazin-l- oder 2- oder 3- oder 5- oder 6-yl; l,2,3,4-Tetrahydropyrazin-l- oder 2- oder 3- oder 4- oder 5- oder 6-yl; l,2-Dihydropyrazin-l- oder 2- oder 3- oder 5- oder 6-yl; l,4-Dihydropyrazin-l- oder 2- oder 3-yl; 2,3-Dihydropyrazin-2- oder 3- oder 5- oder 6-yl; 2,5-Dihydropyrazin-2- oder 3-yl; l,3-Dioxolan-2- oder 4- oder 5-yl; l,3-Dioxol-2- oder 4-yl; l,3-Dioxan-2- oder 4- oder 5-yl; 4H-l,3-Dioxin-2- oder 4- oder 5- oder 6-yl; l,4-Dioxan-2- oder 3- oder 5- oder 6-yl; 2,3-Dihydro-l,4-dioxin-2- oder 3- oder 5- oder 6-yl; l,4-Dioxin-2- oder 3-yl;4- or 5- or 6-yl; l, 2-dihydropyrimidine-1- or 2- or 4- or 5- or 6-yl; 2,5-dihydropyrimidine-2- or 4- or 5-yl; 4,5-dihydropyrimidine-4- or 5- or 6-yl; 1, 4-dihydropyrimidine-1- or 2- or 4- or 5- or 6-yl; 1- or 2- or 3-piperazinyl; l, 2,3,6-tetrahydropyrazine-1- or 2- or 3- or 5- or 6-yl; l, 2,3,4-tetrahydropyrazine-1 or 2 or 3 or 4 or 5 or 6-yl; 1, 2-dihydropyrazine 1 or 2 or 3 or 5 or 6-yl; 1,4-dihydropyrazine-1- or 2- or 3-yl; 2,3-dihydropyrazine-2-or 3- or 5- or 6-yl; 2,5-dihydropyrazine-2 or 3-yl; l, 3-dioxolane-2- or 4- or 5-yl; l, 3-dioxol-2 or 4-yl; 1, 3-dioxan-2 or 4 or 5-yl; 4H-l, 3-dioxin-2 or 4 or 5 or 6-yl; 1, 4-dioxane-2 or 3 or 5 or 6-yl; 2,3-dihydro-1,4-dioxin-2- or 3- or 5- or 6-yl; l, 4-dioxin-2 or 3-yl;
1.2-Dithiolan-3- oder 4-yl; 3H-l,2-Dithiol-3- oder 4- oder 5-yl; l,3-Dithiolan-2- oder 4-yl; l,3-Dithiol- 2- oder 4-yl; l,2-Dithian-3- oder 4-yl; 3,4-Dihydro-l,2-dithiin-3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-1,2-dithiolan-3 or 4-yl; 3H-1,2-dithiol-3- or 4- or 5-yl; l, 3-dithiolan-2 or 4-yl; l, 3-dithiol-2- or 4-yl; 1, 2-dithian-3 or 4-yl; 3,4-dihydro-1,2-dithiin-3 or 4 or 5 or 6-yl; 3,6-dihydro-
1.2-dithiin-3- oder 4-yl; l,2-Dithiin-3- oder 4-yl; l,3-Dithian-2- oder 4- oder 5-yl; 4H-l,3-Dithiin-2- oder 4- oder 5- oder 6-yl; Isoxazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydroisoxazol-2- oder 3- oder1,2-dithiin-3 or 4-yl; l, 2-dithiin-3 or 4-yl; l, 3-dithian-2 or 4 or 5-yl; 4H-l, 3-dithiin-2 or 4 or 5 or 6-yl; Isoxazolidine-2 or 3 or 4 or 5-yl; 2,3-dihydroisoxazole-2- or 3- or
4- oder 5-yl; 2,5-Dihydroisoxazol-2- oder 3- oder 4- oder 5-yl; 4,5-Dihydroisoxazol-3- oder 4- oder 5-yl;4- or 5-yl; 2,5-dihydroisoxazole-2 or 3 or 4 or 5-yl; 4,5-dihydroisoxazole-3 or 4 or 5-yl;
1.3-Oxazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydro-l,3-oxazol-2- oder 3- oder 4- oder 5-yl; 2,5- Dihydro-l,3-oxazol-2- oder 4- oder 5-yl; 4,5-Dihydro-l,3-oxazol-2- oder 4- oder 5-yl; l,2-Oxazinan-2- oder 3- oder 4- oder 5- oder 6-yl; 3,4-Dihydro-2H-l,2-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6- Dihydro-2H-l,2-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H-l,2-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-4H-l,2-oxazin-3- oder 4- oder 5- oder 6-yl; 2H-l,2-Oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 6H-l,2-Oxazin-3- oder 4- oder 5- oder 6-yl; 4H-l,2-Oxazin-3- oder 4- oder 5- oder 6-yl; l,3-Oxazinan-2- oder 3- oder 4- oder 5- oder 6-yl; 3,4-Dihydro-2H-l,3-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-2H-l,3-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H-1,3-oxazolidine-2- or 3- or 4- or 5-yl; 2,3-dihydro-1,3-oxazol-2 or 3 or 4 or 5-yl; 2,5-dihydro-1,3-oxazol-2 or 4 or 5-yl; 4,5-dihydro-1,3-oxazol-2 or 4 or 5-yl; 1, 2-oxazinan-2 or 3 or 4 or 5 or 6-yl; 3,4-dihydro-2H-1,2-oxazine-2 or 3 or 4 or 5 or 6-yl; 3,6-dihydro-2H-1,2-oxazine-2 or 3 or 4 or 5 or 6-yl; 5,6-dihydro-2H-1,2-oxazine-2 or 3 or 4 or 5 or 6-yl; 5,6-dihydro-4H-1,2-oxazine-3 or 4 or 5 or 6-yl; 2H-l, 2-oxazine-2 or 3 or 4 or 5 or 6-yl; 6H-l, 2-oxazine-3 or 4 or 5 or 6-yl; 4H-1, 2-oxazine-3 or 4 or 5 or 6-yl; l, 3-oxazinan-2 or 3 or 4 or 5 or 6-yl; 3,4-dihydro-2H-1,3-oxazine-2- or 3- or 4- or 5- or 6-yl; 3,6-dihydro-2H-1,3-oxazine-2 or 3 or 4 or 5 or 6-yl; 5,6-dihydro-2H
1.3-oxazin-2- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-4H-l,3-oxazin-2- oder 4- oder 5- oder 6-yl; 2H-1,3-oxazine-2- or 4- or 5- or 6-yl; 5,6-dihydro-4H-1,3-oxazine-2- or 4- or 5- or 6-yl; 2H
1.3-Oxazin-2- oder 4- oder 5- oder 6-yl; 6H-l,3-Oxazin-2- oder 4- oder 5- oder 6-yl; 4H-l,3-Oxazin-2- oder 4- oder 5- oder 6-yl; Morpholin-2- oder 3- oder 4-yl; 3,4-Dihydro-2H-l,4-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-2H-l,4-oxazin-2- oder 3- oder 5- oder 6-yl; 2H-l,4-oxazin-2- oder 3- oder 5- oder 6-yl; 4H-l,4-oxazin-2- oder 3-yl; 1 ,2-Oxazepan-2- oder 3- oder 4- oder 5- oder 6- oder 7- yl; 2,3,4,5-Tetrahydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-l,2- oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5,6,7-Tetrahydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7- yl; 4,5,6,7-Tetrahydro-l,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-l,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-l,2- oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 4,7-Dihydro-l,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-l,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; l,2-Oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; l,3-Oxazepan-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,5-Tetrahydro-l,3- oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-l,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydro-l,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7- yl; 2,5,6,7-Tetrahydro-l,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 4,5,6,7-Tetrahydro-l,3- oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-l,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-l,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-l,3-oxazepin- 2- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-l,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 4,7- Dihydro-l,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-l,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; l,3-Oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 1 ,4-Oxazepan-2- oder 3- oder 5- oder 6- oder 7-yl; 2,3,4,5-Tetrahydro-l,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2, 3,4,7- Tetrahydro-l,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydro-l,4-oxazepin-1.3-oxazine-2- or 4- or 5- or 6-yl; 6H-1, 3-oxazine-2 or 4 or 5 or 6-yl; 4H-1, 3-oxazine-2 or 4 or 5 or 6-yl; Morpholine-2- or 3- or 4-yl; 3,4-dihydro-2H-1,4-oxazine-2- or 3- or 4- or 5- or 6-yl; 3,6-dihydro-2H-1,4-oxazine-2- or 3- or 5- or 6-yl; 2H-1,4-oxazine-2- or 3- or 5- or 6-yl; 4H-1,4-oxazine-2 or 3-yl; 1, 2-oxazepan-2 or 3 or 4 or 5 or 6 or 7 yl; 2,3,4,5-tetrahydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,4,7-tetrahydro-1, 2-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,6,7-tetrahydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-tetrahydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-1,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 2,3-dihydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5-dihydro-1,2-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,7-dihydro-1,2-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 4,5-dihydro-1, 2-oxazepine-3 or 4 or 5 or 6 or 7-yl; 4,7-dihydro-1,2-oxazepine-3 or 4 or 5 or 6 or 7-yl; 6,7-dihydro-1,2-oxazepine-3- or 4- or 5- or 6- or 7-yl; 1, 2-oxazepine-3 or 4 or 5 or 6 or 7-yl; l, 3-oxazepan-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,4,5-tetrahydro-1, 3-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,4,7-tetrahydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-tetrahydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5,6,7-tetrahydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-1, 3-oxazepine-2 or 4 or 5 or 6 or 7-yl; 2,3-dihydro-1,3-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,5-dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 2,7-dihydro-1,3-oxazepine 2- or 4- or 5- or 6- or 7-yl; 4,5-dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,7-dihydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 6,7-dihydro-l, 3-oxazepine-2 or 4 or 5 or 6- or 7-yl; l, 3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 1,4-oxazepan-2- or 3- or 5- or 6- or 7-yl; 2,3,4,5-tetrahydro-1,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2, 3,4,7-tetrahydro-l, 4-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3,6,7-tetrahydro-l, 4-oxazepin
2- oder 3- oder 5- oder 6- oder 7-yl; 2,5,6,7-Tetrahydro-l,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7- yl; 4,5,6,7-Tetrahydro-l,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-l,4- oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-l,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-l,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-l,4-oxazepin-2- oder2- or 3- or 5- or 6- or 7-yl; 2,5,6,7-tetrahydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-l, 4-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 2,3-dihydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,5-dihydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 2,7-dihydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5-dihydro-1,4-oxazepine-2- or
3- oder 4- oder 5- oder 6- oder 7-yl; 4,7-Dihydro-l,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7- yl; 6,7-Dihydro-l,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 1 ,4-Oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; Isothiazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydroisothiazol-2- oder 3- oder 4- oder 5- yl; 2,5-Dihydroisothiazol-2- oder 3- oder 4- oder 5-yl; 4,5-Dihydroisothiazol-3- oder 4- oder 5-yl; 1,3- Thiazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydro-l,3-thiazol-2- oder 3- oder 4- oder 5-yl; 2,5- Dihydro-l,3-thiazol-2- oder 4- oder 5-yl; 4,5-Dihydro-l,3-thiazol-2- oder 4- oder 5-yl; l,3-Thiazinan-2- oder 3- oder 4- oder 5- oder 6-yl; 3,4-Dihydro-2H-l,3-thiazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6- Dihydro-2H-l,3-thiazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H-l,3-thiazin-2- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-4H-l,3-thiazin-2- oder 4- oder 5- oder 6-yl; 2H-l,3-Thiazin-2- oder 4- oder 5- oder 6-yl; 6H-l,3-Thiazin-2- oder 4- oder 5- oder 6-yl; 4H-l,3-Thiazin-2- oder 4- oder 5- oder 6-yl. Weitere Beispiele für“Heterocyclyl“ sind ein partiell oder vollständig hydrierter heterocyclischer Rest mit 3 Heteroatomen aus der Gruppe N, O und S, wie beispielsweise l,4,2-Dioxazolidin-2- oder 3- oder 5-yl; l,4,2-Dioxazol-3- oder 5-yl; 1 ,4,2-Dioxazinan-2- oder -3- oder 5- oder 6-yl; 5,6-Dihydro-l,4,2- dioxazin-3- oder 5- oder 6-yl; l,4,2-Dioxazin-3- oder 5- oder 6-yl; l,4,2-Dioxazepan-2- oder 3- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-5H-l,4,2-Dioxazepin-3- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-7H-l,4,2- Dioxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-5H-l,4,2-Dioxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 5H-l,4,2-Dioxazepin-3- oder 5- oder 6- oder 7-yl; 7H-l,4,2-Dioxazepin-3- oder 5- oder 6- oder 7-yl. Strukturbeispiele für gegebenenfalls weiter substituierte Heterocyclen sind auch im Folgenden aufgeführt: 3- or 4- or 5- or 6- or 7-yl; 4,7-dihydro-l, 4-oxazepine-2 or 3 or 4 or 5 or 6 or 7 yl; 6,7-dihydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; Isothiazolidine-2- or 3- or 4- or 5-yl; 2,3-dihydroisothiazole-2 or 3 or 4 or 5 yl; 2,5-dihydroisothiazole-2 or 3 or 4 or 5-yl; 4,5-dihydroisothiazole-3 or 4 or 5-yl; 1,3-thiazolidine-2- or 3- or 4- or 5-yl; 2,3-dihydro-1,3-thiazole-2 or 3 or 4 or 5-yl; 2,5-dihydro-1,3-thiazol-2 or 4 or 5-yl; 4,5-dihydro-1,3-thiazol-2 or 4 or 5-yl; l, 3-thiazinan-2 or 3 or 4 or 5 or 6-yl; 3,4-dihydro-2H-1, 3-thiazine-2 or 3 or 4 or 5 or 6-yl; 3,6-dihydro-2H-l, 3-thiazine-2 or 3 or 4 or 5 or 6-yl; 5,6-dihydro-2H-1, 3-thiazine-2 or 4 or 5 or 6-yl; 5,6-dihydro-4H-1, 3-thiazine-2 or 4 or 5 or 6-yl; 2H-1, 3-thiazine-2 or 4 or 5 or 6-yl; 6H-l, 3-thiazine-2 or 4 or 5 or 6-yl; 4H-l, 3-thiazine-2 or 4 or 5 or 6-yl. Further examples of "heterocyclyl" are a partially or fully hydrogenated heterocyclic radical having 3 heteroatoms from the group N, O and S, such as, for example, l, 4,2-dioxazolidin-2 or 3 or 5-yl; l, 4,2-dioxazol-3 or 5-yl; 1,2,2-dioxazinane-2- or -3- or 5- or 6-yl; 5,6-dihydro-l, 4,2-dioxazine-3 or 5 or 6-yl; l, 4,2-dioxazine-3- or 5- or 6-yl; l, 4,2-dioxazepan-2 or 3 or 5 or 6 or 7-yl; 6,7-dihydro-5H-l, 4,2-dioxazepine-3 or 5 or 6 or 7-yl; 2,3-dihydro-7H-l, 4,2-dioxazepin-2 or 3 or 5 or 6 or 7-yl; 2,3-dihydro-5H-1, 4,2-dioxazepine-2 or 3 or 5 or 6 or 7-yl; 5H-l, 4,2-dioxazepine-3 or 5 or 6 or 7-yl; 7H-l, 4,2-dioxazepine-3 or 5 or 6 or 7-yl. Structural examples of optionally further substituted heterocycles are also listed below:
75 75
Die oben aufgeführten Heterocyclen sind bevorzugt beispielsweise durch Wasserstoff, Halogen, Alkyl, Haloalkyl, Hydroxy, Alkoxy, Cycloalkoxy, Aryloxy, Alkoxyalkyl, Alkoxyalkoxy, Cycloalkyl, The heterocycles listed above are preferably, for example, hydrogen, halogen, alkyl, haloalkyl, hydroxy, alkoxy, cycloalkoxy, aryloxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl,
Halocycloalkyl, Aryl, Arylalkyl, Heteroaryl, Heterocyclyl, Alkenyl, Alkylcarbonyl, Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, Alkoxycarbonyl, Hydroxycarbonyl, Cycloalkoxycarbonyl, Halocycloalkyl, aryl, arylalkyl, heteroaryl, heterocyclyl, alkenyl, alkylcarbonyl, cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, alkoxycarbonyl, hydroxycarbonyl, cycloalkoxycarbonyl,
Cycloalkylalkoxycarbonyl, Alkoxycarbonylalkyl, Arylalkoxycarbonyl, Arylalkoxycarbonylalkyl, Alkinyl, Alkinylalkyl, Alkylalkinyl, Tris-alkylsilylalkinyl, Nitro, Amino, Cyano, Haloalkoxy, Cycloalkylalkoxycarbonyl, alkoxycarbonylalkyl, arylalkoxycarbonyl, arylalkoxycarbonylalkyl, Alkynyl, alkynylalkyl, alkylalkynyl, tris-alkylsilylalkynyl, nitro, amino, cyano, haloalkoxy,
Haloalkylthio, Alkylthio, Hydrothio, Hydroxyalkyl, Oxo, Heteroarylalkoxy, Arylalkoxy, Haloalkylthio, alkylthio, hydrothio, hydroxyalkyl, oxo, heteroarylalkoxy, arylalkoxy,
Heterocyclylalkoxy, Heterocyclylalkylthio, Heterocyclyloxy, Heterocyclylthio, Heteroaryloxy, Bis- alkylamino, Alkylamino, Cycloalkylamino, Hydroxycarbonylalkylamino, Alkoxycarbonylalkylamino, Arylalkoxycarbonylalkylamino, Alkoxycarbonylalkyl(alkyl)amino, Aminocarbonyl, Heterocyclylalkoxy, heterocyclylalkylthio, heterocyclyloxy, heterocyclylthio, heteroaryloxy, bisalkylamino, alkylamino, cycloalkylamino, hydroxycarbonylalkylamino, alkoxycarbonylalkylamino, arylalkoxycarbonylalkylamino, alkoxycarbonylalkyl (alkyl) amino, aminocarbonyl,
Alkylaminocarbonyl, Bis-alkylaminocarbonyl, Cycloalkylaminocarbonyl, Alkylaminocarbonyl, bis-alkylaminocarbonyl, cycloalkylaminocarbonyl,
Hydroxycarbonylalkylaminocarbonyl, Alkoxycarbonylalkylaminocarbonyl, Hydroxycarbonylalkylaminocarbonyl, alkoxycarbonylalkylaminocarbonyl,
Arylalkoxycarbonylalkylaminocarbonyl substituiert. Arylalkoxycarbonylalkylaminocarbonyl substituted.
Die cyclischen Strukturelemente (insbesondere die Strukturelemente Aryl, Cycloalkyl, Cycloalkenyl, Heteroaryl und Heterocyclyl) der jeweils in R1, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 und R13 genannten Reste sind daher unsubstituiert oder durch einen oder mehrere Reste substituiert, bevorzugt ausgewählt aus der Gruppe bestehend aus Halogen, Nitro, Hydroxy, Cyano, NR10RU, (Ci-C i)-Alkyl, (Ci-C4)-Haloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (Ci-C4)-Alkylsulfoxy, (Ci- C4)-Alkylsulfon, (Ci-C4)-Haloalkylthio, (Ci-C4)-Haloalkylsulfoxy, (Ci-C4)-Haloalkylsulfon, (Ci-C4)- Alkoxy-carbonyl, (Ci-C4)-Haloalkoxy-carbonyl, (Ci-C4)-Alkylcarboxy, (Cs-Cej-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C6)-alkyl, (Ci-C4)-Alkoxy-carbonyl-(Ci-C4)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-C4)-alkyl, R10RuN-carbonyl, und wobei die Strukturelemente Cycloalkyl bzw. Heterocyclyl n Oxogruppen aufweisen, wobei n = 0, 1 oder 2 ist. The cyclic structural elements (in particular the structural elements aryl, cycloalkyl, cycloalkenyl, heteroaryl and heterocyclyl) which in each case in R 1 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are therefore unsubstituted or substituted by one or more radicals, preferably selected from the group consisting of halogen, nitro, hydroxy, cyano, NR 10 R U , (Ci-C i) alkyl, (C C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, (C 1 -C 4 ) -alkylthio, (C 1 -C 4 ) -alkylsulfoxy, (C 1 -C 4 ) -alkylsulfone , (Ci-C4) haloalkylthio, (Ci-C 4) -Haloalkylsulfoxy, (Ci-C 4) -Haloalkylsulfon, (Ci-C 4) - alkoxy-carbonyl, (Ci-C 4) haloalkoxy-carbonyl, (C 1 -C 4 ) -alkylcarboxy, (C 1 -C 12 -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, hydroxycarbonyl, hydroxycarbonyl- (Ci-C 4 ) -alkyl, R 10 R u N-carbonyl, and wherein the structural elements cycloalkyl or heterocyclyl n have oxo groups, where n = 0, 1 or 2.
Wenn ein Grundkörper "durch einen oder mehrere Reste" aus einer Aufzählung von Resten (= Gruppe) oder einer generisch definierten Gruppe von Resten substituiert ist, so schließt dies jeweils die gleichzeitige Substitution durch mehrere gleiche und/oder strukturell unterschiedliche Reste ein. If a main body is "substituted by one or more radicals" from an enumeration of radicals (= group) or a generically defined group of radicals, this includes the simultaneous substitution by a plurality of identical and / or structurally different radicals.
Handelt es sich es sich um einen teilweise oder vollständig gesättigten Stickstoff-Heterocyclus, so kann dieser sowohl über Kohlenstoff als auch über den Stickstoff mit dem Rest des Moleküls verknüpft sein. If it is a partially or fully saturated nitrogen heterocycle, it may be linked to the rest of the molecule via both carbon and nitrogen.
Als Substituenten für einen substituierten heterocyclischen Rest kommen die weiter unten genannten Substituenten in Frage, zusätzlich auch Oxo und Thioxo. Die Oxogruppe als Substituent an einem Ring- C-Atom bedeutet dann beispielsweise eine Carbonylgruppe im heterocyclischen Ring. Dadurch sind vorzugsweise auch Lactone und Lactame umfasst. Die Oxogruppe kann auch an den Heteroringatomen, die in verschiedenen Oxidationsstufen existieren können, z.B. bei N und S, auftreten und bilden dann beispielsweise die divalenten Gruppen N(O) , S(O) (auch kurz SO) und S(0)2 (auch kurz SO2) im heterocyclischen Ring lm Fall von -N(O)- und -S(0)-Gruppen sind jeweils beide Enantiomere umfasst. Erfindungsgemäß steht der Ausdruck„Heteroaryl“ für heteroaromatische Verbindungen, d. h. Suitable substituents for a substituted heterocyclic radical are the substituents mentioned below, in addition to oxo and thioxo. The oxo group as a substituent on a ring C atom then means, for example, a carbonyl group in the heterocyclic ring. As a result, lactones and lactams are preferably also included. The oxo group can also occur at the hetero ring atoms, which can exist in different oxidation states, for example at N and S, and then form, for example, the divalent groups N (O), S (O) (also SO for short) and S (O) 2 ( also short SO2) in the heterocyclic ring In the case of -N (O) and -S (0) groups, both enantiomers are included in each case. According to the invention, the term "heteroaryl" for heteroaromatic compounds, ie
vollständig ungesättigte aromatische heterocyclische Verbindungen, vorzugsweise für 5- bis 7-gliedrige Ringe mit 1 bis 4, vorzugsweise 1 oder 2 gleichen oder verschiedenen Heteroatomen, vorzugsweise O, S oder N. Erfindungsgemäße Heteroaryle sind beispielsweise lH-Pyrrol-l-yl; lH-Pyrrol-2-yl; lH-Pyrrol-completely unsaturated aromatic heterocyclic compounds, preferably for 5- to 7-membered rings having 1 to 4, preferably 1 or 2 identical or different heteroatoms, preferably O, S or N. Heteroaryls according to the invention are, for example, 1H-pyrrol-1-yl; lH-pyrrol-2-yl; lH-pyrrole
3-yl; Furan-2-yl; Furan-3-yl; Thien-2-yl; Thien-3-yl, lH-lmidazol-l -yl; lH-lmidazol-2-yl; lH-lmidazol-3-yl; Furan-2-yl; Furan-3-yl; Thien-2-yl; Thien-3-yl, 1H-imidazol-1-yl; lH-imidazol-2-yl; lH-lmidazol-
4-yl; lH-lmidazol-5-yl; lH-Pyrazol-l-yl; lH-Pyrazol-3-yl; lH-Pyrazol-4-yl; lH-Pyrazol-5-yl, lH-l,2,3- Triazol-l-yl, lH-l,2,3-Triazol-4-yl, lH-l,2,3-Triazol-5-yl, 2H-l,2,3-Triazol-2-yl, 2H-l,2,3-Triazol-4-yl, lH-l,2,4-Triazol-l-yl, lH-l,2,4-Triazol-3-yl, 4H-l,2,4-Triazol-4-yl, l,2,4-Oxadiazol-3-yl, 1,2,4- Oxadiazol-5-yl, l,3,4-Oxadiazol-2-yl, l,2,3-Oxadiazol-4-yl, l,2,3-Oxadiazol-5-yl, l ,2,5-Oxadiazol-3-yl, Azepinyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyrazin-3-yl, Pyrimidin-2-yl, 4-yl; lH-imidazol-5-yl; lH-pyrazol-l-yl; lH-pyrazol-3-yl; lH-pyrazol-4-yl; lH-pyrazol-5-yl, lH-l, 2,3-triazol-1-yl, lH-l, 2,3-triazol-4-yl, lH-l, 2,3-triazol-5-yl, 2H-l, 2,3-triazol-2-yl, 2H-l, 2,3-triazol-4-yl, 1H-l, 2,4-triazol-1-yl, 1H-l, 2,4- Triazol-3-yl, 4H-l, 2,4-triazol-4-yl, l, 2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, l, 3,4- Oxadiazol-2-yl, l, 2,3-oxadiazol-4-yl, l, 2,3-oxadiazol-5-yl, l, 2,5-oxadiazol-3-yl, azepinyl, pyridin-2-yl, Pyridin-3-yl, pyridin-4-yl, pyrazine-2-yl, pyrazine-3-yl, pyrimidin-2-yl,
Pyrimidin-4-yl, Pyrimidin-5-yl, Pyridazin-3-yl, Pyridazin-4-yl, l,3,5-Triazin-2-yl, l ,2,4-Triazin-3-yl, l,2,4-Triazin-5-yl, 1 ,2,4-Triazin-6-yl, l,2,3-Triazin-4-yl, l,2,3-Triazin-5-yl, 1 ,2,4-, 1,3,2-, 1,3,6- und l,2,6-Oxazinyl, lsoxazol-3-yl, lsoxazol-4-yl, lsoxazol-5-yl, l,3-Oxazol-2-yl, l,3-Oxazol-4-yl, 1,3- Oxazol-5-yl, lsothiazol-3-yl, lsothiazol-4-yl, lsothiazol-5-yl, l,3-Thiazol-2-yl, l,3-Thiazol-4-yl, 1,3- Thiazol-5-yl, Oxepinyl, Thiepinyl, 1 ,2,4-Triazolonyl und 1 ,2,4-Diazepinyl, 2H-l,2,3,4-Tetrazol-5-yl, lH-l,2,3,4-Tetrazol-5-yl, l,2,3,4-Oxatriazol-5-yl, l,2,3,4-Thiatriazol-5-yl, l,2,3,5-Oxatriazol-4-yl, l,2,3,5-Thiatriazol-4-yl. Die erfindungsgemäßen Heteroarylgruppen können ferner mit einem oder mehreren, gleichen oder verschiedenen Resten substituiert sein. Sind zwei benachbarte Pyrimidin-4-yl, pyrimidin-5-yl, pyridazin-3-yl, pyridazin-4-yl, l, 3,5-triazin-2-yl, l, 2,4-triazin-3-yl, 2,4-triazin-5-yl, 1, 2,4-triazin-6-yl, l, 2,3-triazin-4-yl, l, 2,3-triazin-5-yl, 1, 2, 4-, 1,3,2-, 1,3,6- and 1,6-oxazinyl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, 1,3-oxazole-2 -yl, 1,3-oxazol-4-yl, 1,3-oxazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,3-thiazol-2-yl , 1, 3-Thiazol-4-yl, 1,3-thiazol-5-yl, oxepinyl, thiepinyl, 1, 2,4-triazolonyl and 1, 2,4-diazepinyl, 2H-l, 2,3,4 -Tetrazol-5-yl, 1H-l, 2,3,4-tetrazol-5-yl, l, 2,3,4-oxatriazol-5-yl, l, 2,3,4-thiatriazol-5-yl 1,2,3,5-Oxatriazol-4-yl, 1,2,3,5-thiatriazol-4-yl. The heteroaryl groups according to the invention may furthermore be substituted by one or more identical or different radicals. Are two neighbors
Kohlenstoffatome Bestandteil eines weiteren aromatischen Rings, so handelt es sich um annellierte heteroaromatische Systeme, wie benzokondensierte oder mehrfach annellierte Heteroaromaten. Carbon atoms part of another aromatic ring, they are fused heteroaromatic systems, such as benzo-fused or multiply fused heteroaromatic.
Bevorzugt sind beispielsweise Chinoline (z. B. Chinolin-2-yl, Chinolin-3-yl, Chinolin-4-yl, Chinolin-5- yl, Chinolin-6-yl, Chinolin-7-yl, Chinolin-8-yl); lsochinoline (z. B. lsochinolin-l -yl, lsochinolin-3-yl, lsochinolin-4-yl, lsochinolin-5-yl, lsochinolin-6-yl, lsochinolin-7-yl, lsochinolin-8-yl); Chinoxalin; Chinazolin; Cinnolin; l,5-Naphthyridin; l,6-Naphthyridin; l,7-Naphthyridin; l,8-Naphthyridin; 2,6- Naphthyridin; 2,7-Naphthyridin; Phthalazin; Pyridopyrazine; Pyridopyrimidine; Pyridopyridazine; Pteridine; Pyrimidopyrimidine. Beispiele für Heteroaryl sind auch 5- oder 6-gliedrige benzokondensierte Ringe aus der Gruppe lH-lndol-l-yl, lH-lndol-2-yl, lH-lndol-3-yl, lH-lndol-4-yl, lH-lndol-5-yl, 1H- lndol-6-yl, lH-lndol-7-yl, l-Benzofüran-2-yl, l-Benzofüran-3-yl, l-Benzofüran-4-yl, l-Benzofüran-5- yl, l-Benzofüran-6-yl, l-Benzofüran-7-yl, l-Benzothiophen-2-yl, l-Benzothiophen-3-yl, 1- Benzothiophen-4-yl, l-Benzothiophen-5-yl, l-Benzothiophen-6-yl, l-Benzothiophen-7-yl, lH-lndazol-Preferred are, for example, quinolines (e.g., quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl ); isoquinolines (e.g., isoquinoline-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8-yl); quinoxaline; quinazoline; cinnoline; l, 5-naphthyridine; l, 6-naphthyridine; l, 7-naphthyridine; l, 8-naphthyridine; 2,6-naphthyridine; 2,7-naphthyridine; phthalazine; Pyridopyrazine; pyridopyrimidines; Pyridopyridazine; pteridines; Pyrimidopyrimidine. Examples of heteroaryl are also 5- or 6-membered benzo-fused rings from the group lH-indol-1-yl, lH-indol-2-yl, lH-indol-3-yl, lH-indol-4-yl, lH- indol-5-yl, 1H-indol-6-yl, 1H-indol-7-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran. 5-yl, 1-benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophene-2-yl, 1-benzothiophene-3-yl, 1-benzothiophene-4-yl, 1-benzothiophene-5 yl, 1-benzothiophene-6-yl, 1-benzothiophene-7-yl, 1H-indazole
1-yl, lH-lndazol-3-yl, lH-lndazol-4-yl, lH-lndazol-5-yl, lH-lndazol-6-yl, lH-lndazol-7-yl, 2H-lndazol-1-yl, 1H-indazol-3-yl, 1H-indazol-4-yl, 1H-indazol-5-yl, 1H-indazol-6-yl, 1H-indazol-7-yl, 2H-indazole
2-yl, 2H-lndazol-3-yl, 2H-lndazol-4-yl, 2H-lndazol-5-yl, 2H-lndazol-6-yl, 2H-lndazol-7-yl, 2H- lsoindol-2-yl, 2H-lsoindol-l-yl, 2H-lsoindol-3-yl, 2H-lsoindol-4-yl, 2H-lsoindol-5-yl, 2H-lsoindol-6-yl; 2H-lsoindol-7-yl, lH-Benzimidazol-l-yl, lH-Benzimidazol-2-yl, lH-Benzimidazol-4-yl, 1H- Benzimidazol-5-yl, lH-Benzimidazol-6-yl, lH-Benzimidazol-7-yl, l,3-Benzoxazol-2-yl, 1,3- Benzoxazol-4-yl, l,3-Benzoxazol-5-yl, l,3-Benzoxazol-6-yl, l,3-Benzoxazol-7-yl, l,3-Benzthiazol-2-yl, l,3-Benzthiazol-4-yl, l,3-Benzthiazol-5-yl, l,3-Benzthiazol-6-yl, l,3-Benzthiazol-7-yl, 1,2- Benzisoxazol-3-yl, l,2-Benzisoxazol-4-yl, l,2-Benzisoxazol-5-yl, l,2-Benzisoxazol-6-yl, 1,2- Benzisoxazol-7-yl, l,2-Benzisothiazol-3-yl, l,2-Benzisothiazol-4-yl, l,2-Benzisothiazol-5-yl, 1,2- Benzisothiazol-6-yl, l,2-Benzisothiazol-7-yl. 2-yl, 2H-indazol-3-yl, 2H-indazol-4-yl, 2H-indazol-5-yl, 2H-indazol-6-yl, 2H-indazol-7-yl, 2H-isoindole-2-yl yl, 2H-isoindol-1-yl, 2H-isoindol-3-yl, 2H-isoindol-4-yl, 2H-isoindol-5-yl, 2H-isoindol-6-yl; 2H-isoindol-7-yl, 1H-benzimidazol-1-yl, 1H-benzimidazol-2-yl, 1H-benzimidazol-4-yl, 1H-benzimidazol-5-yl, 1H-benzimidazol-6-yl, 1H- Benzimidazol-7-yl, 1,3-benzoxazol-2-yl, 1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, l, 3 Benzoxazol-7-yl, 1,3-benzthiazol-2-yl, 1,3-benzthiazol-4-yl, 1,3-benzthiazol-5-yl, 1,3-benzthiazol-6-yl, l, 3 Benzothiazol-7-yl, 1,2- Benzisoxazol-3-yl, 1,2-benzisoxazol-4-yl, 1,2-benzisoxazol-5-yl, 1,2-benzisoxazol-6-yl, 1,2-benzisoxazol-7-yl, l, 2 Benzisothiazol-3-yl, 1,2-benzisothiazol-4-yl, 1,2-benzisothiazol-5-yl, 1,2-benzisothiazol-6-yl, 1,2-benzisothiazol-7-yl.
Die Bezeichnung "Halogen" bedeutet beispielsweise Fluor, Chlor, Brom oder Iod. Wird die The term "halogen" means, for example, fluorine, chlorine, bromine or iodine. Will the
Bezeichnung für einen Rest verwendet, dann bedeutet "Halogen" beispielsweise ein Fluor-, Chlor-, Brom- oder Iodatom. When used to denote a radical, then "halogen" means, for example, a fluorine, chlorine, bromine or iodine atom.
Erfindungsgemäß bedeutet„Alkyl“ einen geradkettigen oder verzweigten offenkettigen, gesättigten Kohlenwasserstoffrest, der gegebenenfalls ein- oder mehrfach substituiert ist und im letzteren Falle als „substituiertes Alkyl“ bezeichnet wird. Bevorzugte Substituenten sind Halogenatome, Alkoxy-, Haloalkoxy-, Cyano-, Alkylthio, Haloalkylthio-, Amino- oder Nitrogruppen, besonders bevorzugt sind Methoxy, Methyl, Fluoralkyl, Cyano, Nitro, Fluor, Chlor, Brom oder Iod. Die Vorsilbe„Bis“ schließt auch die Kombination unterschiedlicher Alkylreste ein, z. B. Methyl(Ethyl) oder Ethyl(Methyl). According to the invention, "alkyl" means a straight-chain or branched, open-chain, saturated hydrocarbon radical which is optionally monosubstituted or polysubstituted and is referred to in the latter case as "substituted alkyl". Preferred substituents are halogen atoms, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino or nitro groups, particularly preferred are methoxy, methyl, fluoroalkyl, cyano, nitro, fluorine, chlorine, bromine or iodine. The prefix "bis" also includes the combination of different alkyl radicals, e.g. For example, methyl (ethyl) or ethyl (methyl).
„Haloalkyl“, ,,-alkenyl“ und ,,-alkinyl“ bedeuten durch gleiche oder verschiedene Halogenatome, teilweise oder vollständig substituiertes Alkyl, Alkenyl bzw. Alkinyl, z.B. Monohaloalkyl "Haloalkyl", "alkenyl" and "alkynyl" mean the same or different halogen atoms, partially or fully substituted alkyl, alkenyl and alkynyl, e.g. monohaloalkyl
(= Monohalogenalkyl) wie z. B. CH2CH2CI, CH2CH2Br, CHCICH3, CH2CI, CH2F; Perhaloalkyl wie z. B. CCI3, CCIF2, CFC12,CF2CC1F2, CF2CCIFCF3; Polyhaloalkyl wie z. B. CH2CHFC1, CF2CC1FH, CF2CBrFH, CH2CF3; Der Begriff Perhaloalkyl umfasst dabei auch den Begriff Perfluoralkyl. (= Monohaloalkyl) such. CH 2 CH 2 Cl, CH 2 CH 2 Br, CHCICH 3 , CH 2 Cl, CH 2 F; Perhaloalkyl such. B. CCl 3, CClF 2, CFC1 2 CF 2 CC1F 2, CF 2 CCIFCF3; Polyhaloalkyl such. CH 2 CHFC1, CF 2 CC1FH, CF 2 CBrFH, CH 2 CF 3 ; The term perhaloalkyl also encompasses the term perfluoroalkyl.
„Teilfluoriertes Alkyl“ bedeutet einen geradkettigen oder verzweigten, gesättigten Kohlenwasserstoff, der einfach oder mehrfach durch Fluor substituiert ist, wobei sich die entsprechenden Fluoratome als Substituenten an einem oder mehreren verschiedenen Kohlenstoffatomen der geradkettigen oder verzweigten Kohlenwasserstoffkette befinden können, wie z. B. CHFCH3, CH2CH2F, CH2CH2CF3, CHF2, CH2F, CHFCF2CF3. "Partially fluorinated alkyl" means a straight-chain or branched, saturated hydrocarbon which is monosubstituted or polysubstituted by fluorine, wherein the corresponding fluorine atoms may be present as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain, such as. CHFCH 3 , CH 2 CH 2 F, CH 2 CH 2 CF 3 , CHF 2 , CH 2 F, CHFCF 2 CF 3 .
„Teilfluoriertes Haloalkyl“ bedeutet einen geradkettigen oder verzweigten, gesättigten "Partially fluorinated haloalkyl" means a straight-chain or branched, saturated one
Kohlenwasserstoff, der durch verschiedenene Halogenatomen mit mindestens einem Fluoratom substituiert ist, wobei alle anderen gegebenenfalls vorhandenen Halogenatome ausgewählt sind aus der Gruppe Fluor, Chlor oder Brom, Iod. Die entsprechenden Halogenatome können sich dabei als Substituenten an einem oder mehreren verschiedenen Kohlenstoffatomen der geradkettigen oder verzweigten Kohlenwasserstoffkette befinden. Teilfluoriertes Haloalkyl schließt auch die vollständige Substitution der geradkettigen oder verzweigten Kette durch Halogen unter Beteiligung von mindestens einem Fluoratom ein. „Haloalkoxy“ ist z.B. OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3 und OCH2CH2CI; Entsprechendes gilt für Haloalkenyl und andere durch Halogen substituierten Reste. Hydrocarbon which is substituted by various halogen atoms having at least one fluorine atom, wherein all other optional halogen atoms are selected from the group fluorine, chlorine or bromine, iodine. The corresponding halogen atoms may be present as substituents on one or more different carbon atoms of the straight-chain or branched hydrocarbon chain. Partially fluorinated haloalkyl also includes the complete substitution of halogen with the participation of at least one fluorine atom of the straight-chain or branched chain. "Haloalkoxy" is, for example, OCF 3 , OCHF 2 , OCH 2 F, OCF 2 CF 3 , OCH 2 CF 3 and OCH 2 CH 2 Cl; The same applies to haloalkenyl and other halogen-substituted radicals.
Der hier beispielhaft genannte Ausdruck "(Ci-C4)-Alkyl" bedeutet eine Kurzschreibweise für geradkettiges oder verzweigtes Alkyl mit einem bis 4 Kohlenstoffatomen entsprechend der The term "(C 1 -C 4) -alkyl" given here by way of example denotes a short notation for straight-chain or branched alkyl having one to four carbon atoms corresponding to the formula
Bereichsangabe für C-Atome, d. h. umfasst die Reste Methyl, Ethyl, 1 -Propyl, 2-Propyl, 1 -Butyl,Range indication for C atoms, d. H. includes the radicals methyl, ethyl, 1-propyl, 2-propyl, 1-butyl,
2-Butyl, 2-Methylpropyl oder tert-Butyl. Allgemeine Alkylreste mit einem größeren angegebenen Bereich von C-Atomen, z. B. "(Ci-C6)-Alkyl", umfassen entsprechend auch geradkettige oder verzweigte Alkylreste mit einer größeren Zahl von C-Atomen, d. h. gemäß Beispiel auch die Alkylreste mit 5 und 6 C-Atomen. 2-butyl, 2-methylpropyl or tert-butyl. General alkyl radicals having a larger specified range of carbon atoms, eg. B. "(Ci-C 6 ) alkyl", accordingly also include straight-chain or branched alkyl radicals having a larger number of carbon atoms, ie according to Example, the alkyl radicals having 5 and 6 carbon atoms.
Wenn nicht speziell angegeben, sind bei den Kohlenwasserstoffresten wie Alkyl-, Alkenyl- und Alkinylresten, auch in zusammengesetzten Resten, die niederen Kohlenstoffgerüste, z.B. mit 1 bis 6 C-Atomen bzw. bei ungesättigten Gruppen mit 2 bis 6 C-Atomen, bevorzugt. Alkylreste, auch in den zusammengesetzten Resten wie Alkoxy, Haloalkyl usw., bedeuten z.B. Methyl, Ethyl, n- oder i-Propyl, n-, i-, t- oder 2-Butyl, Pentyle, Hexyle, wie n-Hexyl, i-Hexyl und l,3-Dimethylbutyl, Heptyle, wie n-Heptyl, 1 -Methylhexyl und 1 ,4-Dimethylpentyl; Alkenyl- und Alkinylreste haben die Bedeutung der den Alkylresten entsprechenden möglichen ungesättigten Reste, wobei mindestens eine Doppelbindung bzw. Dreifachbindung enthalten ist. Bevorzugt sind Reste mit einer Doppelbindung bzw. Unless specifically stated, the hydrocarbon radicals such as alkyl, alkenyl and alkynyl radicals, even in assembled radicals, are the lower carbon skeletons, e.g. with 1 to 6 C atoms or with unsaturated groups having 2 to 6 C atoms, preferred. Alkyl radicals, also in the assembled radicals such as alkoxy, haloalkyl, etc., mean e.g. Methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl, pentyls, hexyls, such as n-hexyl, i-hexyl and l, 3-dimethylbutyl, heptyls, such as n-heptyl, 1-methylhexyl and 1, 4-dimethylpentyl; Alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals, wherein at least one double bond or triple bond is contained. Preference is given to radicals having a double bond or
Dreifachbindung. Triple bond.
Der Begriff„Alkenyl“ schließt insbesondere auch geradkettige oder verzweigte offenkettige The term "alkenyl" in particular also includes straight-chain or branched open-chain
Kohlenwasserstoffreste mit mehr als einer Doppelbindung ein, wie l,3-Butadienyl und 1 ,4-Pentadienyl, aber auch Allenyl- oder Kumulenyl-reste mit einer bzw. mehreren kumulierten Doppelbindungen, wie beispielsweise Allenyl (l,2-Propadienyl), 1 ,2-Butadienyl und l,2,3-Pentatrienyl. Alkenyl bedeutet z.B. Vinyl, welches ggf. durch weitere Alkylreste substituiert sein kann, z B. (aber nicht beschränkt auf) (C2-C6)- Alkenyl wie Ethenyl, l-Propenyl, 2-Propenyl, 1 -Methylethenyl, l-Butenyl, 2-Butenyl, 3- Butenyl, 1 -Methyl- l-propenyl, 2-Methyl- l-propenyl, 1 -Methyl-2-propenyl, 2-Methyl-2-propenyl, 1- Pentenyl, 2-Pentenyl, 3-Pentenyl, 4-Pentenyl, 1 -Methyl- l-butenyl, 2-Methyl- l-butenyl, 3 -Methyl- 1- butenyl, 1 -Methyl-2-butenyl, 2-Methyl-2-butenyl, 3-Methyl-2-butenyl, l-Methyl-3-butenyl, 2-Methyl-3- butenyl, 3-Methyl-3-butenyl, 1 , 1 -Dimethyl-2-propenyl, 1 ,2-Dimethyl- l-propenyl, 1 ,2-Dimethyl-2- propenyl, 1 -Ethyl- l-propenyl, 1 -Ethyl-2-propenyl, l-Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5- Hexenyl, 1 -Methyl- l-pentenyl, 2-Methyl- l-pentenyl, 3-Methyl-l-pentenyl, 4-Methyl-l-pentenyl, 1- Methyl-2-pentenyl, 2-Methyl-2-pentenyl, 3-Methyl-2-pentenyl, 4-Methyl-2-pentenyl, l-Methyl-3- pentenyl, 2-Methyl-3-pentenyl, 3-Methyl-3-pentenyl, 4-Methyl-3-pentenyl, 1 -Methyl-4-pentenyl, 2- Methyl-4-pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, 1 , 1 -Dimethyl-2-butenyl, 1 , 1 -Dimethyl-Hydrocarbon radicals having more than one double bond, such as 1,3-butadienyl and 1,4-pentadienyl, but also allenyl or cumulenyl radicals having one or more cumulated double bonds, such as allenyl (1,2-propadienyl), 1, 2-butadienyl and 1,2,3-pentatrienyl. Alkenyl means e.g. Vinyl, which may optionally be substituted by further alkyl radicals, for example (but not limited to) (C 2 -C 6) -alkenyl, such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl , 3-Butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4 Pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl , 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1, 1-dimethyl-2-propenyl, 1, 2-dimethyl-1-propenyl, 1, 2-dimethyl -2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2 Methyl 1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl 2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-meth hyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1, 1-dimethyl-2-butenyl, 1, 1-dimethyl
3-butenyl, 1 ,2-Dimethyl- l-butenyl, 1 ,2-Dimethyl-2-butenyl, l,2-Dimethyl-3-butenyl, l,3-Dimethyl-l- butenyl, l,3-Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2-Dimethyl-3-butenyl, 2,3-Dimethyl-l- butenyl, 2,3-Dimethyl-2-butenyl, 2,3-Dimethyl-3-butenyl, 3,3-Dimethyl-l-butenyl, 3,3-Dimethyl-2- butenyl, l-Ethyl-l -butenyl, l-Ethy 1-2 -butenyl, l-Ethyl- 3 -butenyl, 2-Ethyl-l -butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3 -butenyl, 1 , 1 ,2-Trimethyl-2-propenyl, 1 -Ethyl- 1 -methyl-2-propenyl, 1 -Ethyl-2-methyl- 1 - propenyl und 1 -Ethyl-2-methyl-2-propenyl. 3-butenyl, 1, 2-dimethyl-1-butenyl, 1, 2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-one butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2- butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-1, 2 -butenyl, 1 Ethyl 3 -butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1, 1, 2-trimethyl-2-propenyl, 1-ethyl-1-methyl 2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl.
Der Begriff„Alkinyl“ schließt insbesondere auch geradkettige oder verzweigte offenkettige The term "alkynyl" in particular also includes straight-chain or branched open-chain
Kohlenwasserstoffreste mit mehr als einer Dreifachbindung oder auch mit einer oder mehreren Hydrocarbon radicals with more than one triple bond or with one or more
Dreifachbindungen und einer oder mehreren Doppelbindungen ein, wie beispielsweise l,3-Butatrienyl bzw. 3-Penten-l-in-l-yl. (C2-C6)-Alkinyl bedeutet z.B. Ethinyl, l-Propinyl, 2-Propinyl, l-Butinyl, 2- Butinyl, 3-Butinyl, 1 -Methyl-2-propinyl, l-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, l-Methyl-2- butinyl, l-Methyl-3-butinyl, 2-Methyl-3-butinyl, 3 -Methyl- l-butinyl, 1 , 1 -Dimethyl-2-propinyl, l-Ethyl- 2-propinyl, l-Hexinyl, 2-Hexinyl, 3-Hexinyl, 4-Hexinyl, 5-Hexinyl, 1 -Methyl-2-pentinyl, l-Methyl-3- pentinyl, 1 -Methyl-4-pentinyl, 2-Methyl-3-pentinyl, 2-Methyl-4-pentinyl, 3 -Methyl- l-pentinyl, 3- Methyl-4-pentinyl, 4-Methyl- l-pentinyl, 4-Methyl-2-pentinyl, 1 , 1 -Di-methyl-2-butinyl, l,l-Dimethyl-3- butinyl, l,2-Dimethyl-3-butinyl, 2,2-Dimethyl-3-butinyl, 3, 3 -Dimethyl- l-butinyl, 1 -Ethyl-2-butinyl, 1- Ethyl-3-butinyl, 2-Ethyl-3-butinyl und 1 -Ethyl- 1 -methyl-2-propinyl. Triple bonds and one or more double bonds, such as 1,3-butatrienyl and 3-penten-1-yn-1-yl, respectively. (C 2 -C 6) -alkynyl means e.g. Ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl 2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1, 1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2 Methyl 4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-di-methyl-2-butynyl, 1, 1-dimethyl-3-butynyl, 1, 2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3, 3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1- Ethyl 3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl.
Der Begriff„Cycloalkyl“ bedeutet ein carbocyclisches, gesättigtes Ringsystem mit vorzugsweise 3-8 Ring-C-Atomen, z.B. Cyclopropyl, Cyclobutyl, Cyclopentyl oder Cyclohexyl, das gegebenenfalls weiter substituiert ist, bevorzugt durch Wasserstoff, Alkyl, Alkoxy, Cyano, Nitro, Alkylthio, Haloalkylthio, Halogen, Alkenyl, Alkinyl, Haloalkyl, AMino, Alkylamino, Bisalkylamino, Alkocycarbonyl, The term "cycloalkyl" means a carbocyclic saturated ring system preferably having 3-8 ring C atoms, e.g. Cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, which is optionally further substituted, preferably by hydrogen, alkyl, alkoxy, cyano, nitro, alkylthio, haloalkylthio, halogen, alkenyl, alkynyl, haloalkyl, amino, alkylamino, bisalkylamino, alkocycarbonyl,
Hydroxycarbonyl, Arylalkoxycarbonyl, Aminocarbonyl, Alkylaminocarbonyl, Hydroxycarbonyl, arylalkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl,
Cycloalkylaminocarbonyl. Im Falle von gegebenenfalls substituiertem Cycloalkyl werden cyclische Systeme mit Substituenten umfasst, wobei auch Substituenten mit einer Doppelbindung am  Cycloalkylaminocarbonyl. In the case of optionally substituted cycloalkyl cyclic systems are included with substituents, wherein substituents having a double bond on
Cycloalkylrest, z. B. eine Alkylidengruppe wie Methyliden, umfasst sind. Im Falle von gegebenenfalls substituiertem Cycloalkyl werden auch mehrcyclische aliphatische Systeme umfasst, wie beispielsweise Bicyclo[l .1.0]butan-l -yl, Bicyclo[l .1 0]butan-2-yl, Bicyclo[2.1.0]pentan-l -yl, Bicyclo[l .1.1 ]pentan-l - yl, Bicyclo[2.l.0]pentan-2-yl, Bicyclo[2.l.0]pentan-5-yl, Bicyclo[2.l.l]hexyl, Bicyclo[2.2.l]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.l]octan-2-yl, Bicyclo[3.2.2]nonan-2-yl, Adamantan-l-yl und Adamantan-2-yl, aber auch Systeme wie z. B. l,l'-Bi(cyclopropyl)-l-yl, l,l'-Bi(cyclopropyl)-2-yl. Der Ausdruck "(C3-C7)-Cycloalkyl" bedeutet eine Kurzschreibweise für Cycloalkyl mit drei bis 7 Cycloalkyl, z. As an alkylidene group such as methylidene, are included. In the case of optionally substituted cycloalkyl, polycyclic aliphatic systems are also included, such as, for example, bicyclo [1,1.0] butan-1-yl, bicyclo [1,11] butan-2-yl, bicyclo [2.1.0] pentane-1-ol yl, bicyclo [1.1.1] pentan-1-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.ll] hexyl, Bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl, bicyclo [3.2.2] nonan-2-yl, adamantane l-yl and adamantan-2-yl, but also systems such. B. l, l-Bi (cyclopropyl) -l-yl, l, l'-Bi (cyclopropyl) -2-yl. The term "(C 3 -C 7) cycloalkyl" means a short notation for cycloalkyl of three to seven
Kohlenstoffatomen entsprechend der Bereichsangabe für C-Atome. Carbon atoms corresponding to the range for C atoms.
Im Falle von substituiertem Cycloalkyl werden auch spirocyclische aliphatische Systeme umfasst, wie beispielsweise Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl,In the case of substituted cycloalkyl, spirocyclic aliphatic systems are also included, such as spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl,
Spiro [3.3 ]hept- 1 -yl, Spiro[3.3 ]hept-2-yl. „Cycloalkenyl“ bedeutet ein carbocyclisches, nicht aromatisches, partiell ungesättigtes Ringsystem mit vorzugsweise 4-8 C-Atomen, z.B. 1 -Cyclobutenyl, 2-Cyclobutenyl, 1 -Cyclopentenyl, 2-Cyclopentenyl, 3-Cyclopentenyl, oder 1 -Cyclohexenyl, 2-Cyclohexenyl, 3-Cyclohexenyl, l,3-Cyclohexadienyl oder 1 ,4-Cyclohexadienyl, wobei auch Substituenten mit einer Doppelbindung am Cycloalkenylrest, z. B. eine Alkylidengruppe wie Methyliden, umfasst sind. Im Falle von gegebenenfalls substituiertem Cycloalkenyl gelten die Erläuterungen für substituiertes Cycloalkyl entsprechend. Spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl. "Cycloalkenyl" means a carbocyclic, non-aromatic, partially unsaturated ring system preferably having 4-8 C atoms, eg 1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, or 1-cyclohexenyl, 2- Cyclohexenyl, 3-cyclohexenyl, l, 3-cyclohexadienyl or 1, 4-cyclohexadienyl, wherein also substituents having a double bond on the cycloalkenyl, z. As an alkylidene group such as methylidene, are included. In the case of optionally substituted cycloalkenyl, the explanations for substituted cycloalkyl apply correspondingly.
Der Begriff„Alkyliden“, z. B. auch in der Form (Ci-Cio)-Alkyliden, bedeutet den Rest eines geradkettigen oder verzweigten offenkettigen Kohlenwasserstoffrests, der über eine Zweifachbindung gebunden ist. Als Bindungsstelle für Alkyliden kommen naturgemäß nur Positionen am Grundkörper in Frage, an denen zwei H- Atome durch die Doppelbindung ersetzt werden können; Reste sind z. B. =CFb, =CH-CH3, =C(CFb)-CF[3, =C(CH3)-C2H5 oder =C(C2FF)-C'2FF. Cycloalkyliden bedeutet ein The term "alkylidene", for. B. in the form of (Ci-Cio) alkylidene, means the radical of a straight-chain or branched open-chain hydrocarbon radical which is bonded via a double bond. As a binding site for alkylidene naturally only positions on the body in question, in which two H atoms can be replaced by the double bond; Remains are z. B. CFb =, = CH-CH3, = C (CFB) -CF [3, = C (CH 3) -C 2 H 5 or = C (C2FF) -C '2FF. Cycloalkylidene means a
carbocyclischer Rest, der über eine Zweifachbindung gebunden ist. carbocyclic radical bonded via a double bond.
„Cycloalkylalkyloxy“ bedeutet ein über ein Sauerstoffatom gebundenen Cycloalkylalkylrest und „Arylalkyloxy“ bedeutet ein über ein Sauerstoffatom gebundenen Arylalkylrest. "Cycloalkylalkyloxy" means a cycloalkylalkyl radical bonded via an oxygen atom, and "arylalkyloxy" means an arylalkyl radical bonded via an oxygen atom.
„Alkoxyalkyl“ steht für einen über eine Alkylgruppe gebundenen Alkoxyrest und„Alkoxyalkoxy“ bedeutet einen über ein Sauerstoffatom gebundenen Alkoxyalkylrest, z.B. (aber nicht beschränkt auf) Methoxymethoxy, Methoxyethoxy, Ethoxyethoxy, Methoxy-n-propyloxy. "Alkoxyalkyl" means an alkoxy group attached via an alkyl group, and "alkoxyalkoxy" means an alkoxyalkyl group bonded via an oxygen atom, e.g. (but not limited to) methoxymethoxy, methoxyethoxy, ethoxyethoxy, methoxy-n-propyloxy.
„Alkylthioalkyl“ steht für einen über eine Alkylgruppe gebundenen Alkylthiorest und "Alkylthioalkyl" means an alkylthio radical bonded via an alkyl group and
„Alkylthioalkylthio“ bedeutet einen über ein Sauerstoffatom gebundenen Alkylthioalkylrest. "Alkylthioalkylthio" means an alkylthioalkyl radical bonded via an oxygen atom.
„Arylalkoxyalkyl“ steht für einen über eine Alkylgruppe gebundenen Aryloxyrest und "Arylalkoxyalkyl" stands for an aryloxy radical bound via an alkyl group and
„Heteroaryloxyalkyl“ bedeutet einen über eine Alkylgruppe gebundenen Heteroaryloxyrest. "Heteroaryloxyalkyl" means a heteroaryloxy group bonded via an alkyl group.
„Haloalkoxyalkyl“ steht für einen gebundenen Haloalkoxyrest und„Haloalkylthioalkyl“ bedeutet einen über eine Alkylgruppe gebundenen Haloalkylthiorest. "Haloalkoxyalkyl" means a haloalkoxy radical attached and "haloalkylthioalkyl" means a haloalkylthio radical attached via an alkyl group.
„Arylalkyl“ steht für einen über eine Alkylgruppe gebundenen Arylrest,„Heteroarylalkyl“ bedeutet einen über eine Alkylgruppe gebundenen Heteroarylrest, und„Heterocyclylalkyl“ bedeutet einen über eine Alkylgruppe gebundenen Heterocyclylrest. „Cycloalkylalkyl“ steht für einen über eine Alkylgruppe gebundenen Cycloalkylrest, z. B. (aber nicht beschränkt auf) Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, 1 - Cyclopropyleth-l -yl, 2-Cyclopropyleth-l-yl, l-Cyclopropylprop-l-yl, 3-Cyclopropylprop-l-yl. "Arylalkyl" means an aryl group attached via an alkyl group, "heteroarylalkyl" means a heteroaryl group bonded via an alkyl group, and "heterocyclylalkyl" means a heterocyclyl group bonded through an alkyl group. "Cycloalkylalkyl" means a cycloalkyl group bonded via an alkyl group, e.g. B. (but not limited to) cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, 1-cyclopropyleth-1-yl, 2-cyclopropyleth-1-yl, 1-cyclopropylprop-1-yl, 3-cyclopropylprop-1-yl.
„Arylalkenyl“ steht für einen über eine Alkenylgruppe gebundenen Arylrest,„Heteroarylalkenyl“ bedeutet einen über eine Alkenylgruppe gebundenen Heteroarylrest, und„Heterocyclylalkenyl“ bedeutet einen über eine Alkenylgruppe gebundenen Heterocyclylrest. "Arylalkenyl" is an aryl group bonded through an alkenyl group, "heteroarylalkenyl" means a heteroaryl group bonded via an alkenyl group, and "heterocyclylalkenyl" means a heterocyclyl group bonded via an alkenyl group.
„Arylalkinyl“ steht für einen über eine Alkinylgruppe gebundenen Arylrest,„Heteroarylalkinyl“ bedeutet einen über eine Alkinylgruppe gebundenen Heteroarylrest, und„Heterocyclylalkinyl“ bedeutet einen über eine Alkinylgruppe gebundenen Heterocyclylrest. "Arylalkynyl" means an aryl group bonded through an alkynyl group, "heteroarylalkynyl" means a heteroaryl group bonded via an alkynyl group, and "heterocyclylalkynyl" means a heterocyclyl group bonded through an alkynyl group.
Erfindungsgemäß steht "Haloalkylthio" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für geradketiges oder verzweigtes S -Halogenalkyl, vorzugsweise mit 1 bis 8, oder mit 1 bis 6 According to the invention, "haloalkylthio" - alone or as part of a chemical group - represents straight-chain or branched S-haloalkyl, preferably with 1 to 8, or with 1 to 6
Kohlenstoffatomen, wie (Ci-Cs)-, (C' i-G,)- oder (Ci-C4)-Haloalkylthio, z.B. (aber nicht beschränkt auf) Trifluormethylthio, Pentafluorethylthio, Difluormethyl, 2,2-Difluoreth-l-ylthio, 2,2,2-Difluoreth-l- ylthio, 3,3,3-prop-l-ylthio. Carbon atoms, such as (Ci-Cs) -, (C ' iG,) - or (Ci-C4) -haloalkylthio, for example (but not limited to) trifluoromethylthio, pentafluoroethylthio, difluoromethyl, 2,2-difluoroeth-1-ylthio, 2 , 2,2-difluoroeth-1-ylthio, 3,3,3-prop-1-ylthio.
„Halocycloalkyl“ und„Halocycloalkenyl“ bedeuten durch gleiche oder verschiedene Halogenatome, wie z. B. F, CI und Br, oder durch Haloalkyl, wie z. B. Trifluormethyl oder Difluormethyl teilweise oder vollständig substituiertes Cycloalkyl oder Cycloalkenyl , z.B. l-Fluorcycloprop-l-yl, 2-Fluorcycloprop- l-yl, 2,2-Difluorcycloprop-l-yl, l-Fluorcyclobut-l-yl, l-Trifluormethylcycloprop-l-yl, 2- Trifluormethylcycloprop- 1 -yl, 1 -Chlor-cycloprop- 1 -yl, 2-Chlorcycloprop- 1 -yl, 2,2-Dichlorcycloprop- 1 - yl, 3,3-Difluorcyclobutyl. "Halocycloalkyl" and "Halocycloalkenyl" mean by the same or different halogen atoms, such as. B. F, CI and Br, or by haloalkyl, such as. Trifluoromethyl or difluoromethyl, partially or fully substituted cycloalkyl or cycloalkenyl, e.g. 1-fluorocycloprop-1-yl, 2-fluorocycloprop-1-yl, 2,2-difluorocycloprop-1-yl, 1-fluorocyclobut-1-yl, 1-trifluoromethylcycloprop-1-yl, 2-trifluoromethylcycloprop-1-yl, 1-chlorocycloprop-1-yl, 2-chlorocycloprop-1-yl, 2,2-dichlorocycloprop-1-yl, 3,3-difluorocyclobutyl.
Erfindungsgemäß steht "Trialkylsilyl" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für geradkettiges oder verzweigtes Si- Alkyl, vorzugsweise mit 1 bis 8, oder mit 1 bis 6 According to the invention "trialkylsilyl" - alone or as part of a chemical group - is straight-chain or branched Si-alkyl, preferably with 1 to 8, or with 1 to 6
Kohlenstoffatomen, wie Tri-[(Ci-C8)-, (C i-Cr,)- oder (Ci-C i)-alkyl]silyl, z.B. (aber nicht beschränkt auf) Trimethylsilyl, Triethylsilyl, Tri-(n-propyl)silyl, Tri-(iso-propyl)silyl, Tri-(n-butyl)silyl, Tri-(l- methylprop-l-yl)silyl, Tri-(2-methylprop-l-yl)silyl, Tri(l,l-Dimethyleth-l-yl)silyl, Tri(2,2- Dimethyleth- 1 -yl)silyl. Carbon atoms, such as tri - [(Ci-C 8 ) -, (Ci-Cr,) - or (Ci-C i) -alkyl] silyl, for example (but not limited to) trimethylsilyl, triethylsilyl, tri- (n-) propyl) silyl, tri (isopropyl) silyl, tri (n-butyl) silyl, tri (1-methylprop-1-yl) silyl, tri (2-methylprop-1-yl) silyl, tri ( 1, 1-dimethyleth-1-yl) silyl, tri (2,2-dimethyl-1-yl) silyl.
„Trialkylsilylalkinyl“ steht für einen über eine Alkinylgruppe gebundenen Trialkylsilylrest. "Trialkylsilylalkinyl" stands for a trialkylsilyl radical bonded via an alkynyl group.
Wenn die Verbindungen durch Wasserstoffverschiebung Tautomere bilden können, welche strukturell formal nicht durch die Formel (1) erfasst würden, so sind diese Tautomere gleichwohl von der Definition der erfindungsgemäßen Verbindungen der Formel (1) umfasst, sofern nicht ein bestimmtes Tautomer Gegenstand der Betrachtung ist. So können beispielsweise viele Carbonylverbindungen sowohl in der Ketoform wie auch in der Enolform vorliegen, wobei beide Formen durch die Definition der If the compounds can form tautomers by hydrogen shift which would not be structurally formally recognized by formula (1), these tautomers are nevertheless encompassed by the definition of the compounds of formula (1) according to the invention, unless a particular tautomer Subject of consideration. For example, many carbonyl compounds may be present in both the keto form and the enol form, both of which are defined by the definition of
Verbindung der Formel (I) umfasst werden. Compound of formula (I) are included.
Die Verbindungen der allgemeinen Formel (I) können je nach Art und Verknüpfung der Substituenten als Stereoisomere vorliegen. Die durch ihre spezifische Raumform definierten möglichen Stereoisomere, wie Enantiomere, Diastereomere, Z- und E-Isomere sind alle von der Formel (I) umfasst. Sind beispielsweise eine oder mehrere Alkenylgruppen vorhanden, so können Diastereomere (Z- und E- Isomere) auftreten. Sind beispielsweise ein oder mehrere asymmetrische Kohlenstoffatome vorhanden, so können Enantiomere und Diastereomere auftreten. Stereoisomere lassen sich aus den bei der Depending on the nature and linkage of the substituents, the compounds of the general formula (I) can exist as stereoisomers. The possible stereoisomers defined by their specific spatial form, such as enantiomers, diastereomers, Z and E isomers, are all encompassed by the formula (I). If, for example, one or more alkenyl groups are present, diastereomers (Z and E isomers) can occur. For example, if one or more asymmetric carbon atoms are present, enantiomers and diastereomers may occur. Stereoisomers can be distinguished from those in the
Herstellung anfallenden Gemischen nach üblichen Trennmethoden erhalten. Die chromatographische Trennung kann sowohl im analytischen Maßstab zur Feststellung des Enantiomerenüberschusses bzw. des Diastereomerenüberschusses, wie auch im präparativen Maßstab zur Herstellung von Prüfmustern für die biologische Ausprüfung erfolgen. Ebenso können Stereoisomere durch Einsatz stereoselektiver Reaktionen unter Verwendung optisch aktiver Ausgangs- und/oder Hilfsstoffe selektiv hergestellt werden. Die Erfindung betrifft somit auch alle Stereoisomeren, die von der allgemeinen Formel (I) umfasst, jedoch nicht mit ihrer spezifischen Stereoform angegeben sind, sowie deren Gemische. Preparation of resulting mixtures obtained by conventional separation methods. The chromatographic separation can be carried out both on an analytical scale to determine the enantiomeric excess or the diastereomeric excess, as well as on a preparative scale for the preparation of test samples for the biological assay. Similarly, stereoisomers can be selectively prepared by using stereoselective reactions using optically active sources and / or adjuvants. The invention thus also relates to all stereoisomers which comprises the general formula (I) but are not specified with their specific stereoform, and mixtures thereof.
Sofern die Verbindungen als Feststoffe erhalten werden, kann die Reinigung auch durch If the compounds are obtained as solids, the purification can also by
Umkristallisieren oder Digerieren erfolgen. Sofern einzelne Verbindungen (I) nicht auf den nachstehend beschriebenen Wegen zufriedenstellend zugänglich sind, können sie durch Derivatisierung anderer Verbindungen (I) hergestellt werden. Recrystallize or digest. Unless individual compounds (I) are satisfactorily accessible by the routes described below, they can be prepared by derivatization of other compounds (I).
Als Isolierungs-, Reinigungs- und Stereoisomerenauftrennungsverfahren von Verbindungen der Formel (I) kommen Methoden in Frage, die dem Fachmann aus analogen Fällen allgemein bekannt sind, z.B. durch physikalische Verfahren wie Kristallisation, Chromatographieverfahren, vor allem Suitable isolation, purification and stereoisomer separation methods of compounds of formula (I) are those which are well known to those skilled in the art from analogous cases, e.g. through physical processes such as crystallization, chromatography, especially
Säulenchromatographie und HPLC (Hochdruckflüssigchromatographie), Destillation, gegebenenfalls unter reduziertem Druck, Extraktion und andere Verfahren, können gegebenfalls verbleibende Gemische in der Regel durch chromatographische Trennung, z.B. an chiralen Festphasen, getrennt werden. Für präparative Mengen oder im industriellen Maßstab kommen Verfahren in Frage wie Kristallisation, z.B. diastereomerer Salze, die aus den Diastereomerengemischen mit optisch aktiven Säuren und Column chromatography and HPLC (high pressure liquid chromatography), distillation, optionally under reduced pressure, extraction and other methods, may optionally contain remaining mixtures, usually by chromatographic separation, e.g. at chiral solid phases, to be separated. For preparative amounts or on an industrial scale, such processes as crystallization, e.g. diastereomeric salts formed from the diastereomeric mixtures with optically active acids and
gegebenenfalls bei vorhandenen sauren Gruppen mit optisch aktiven Basen erhalten werden können. optionally can be obtained with existing acidic groups with optically active bases.
Synthese von N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinonen der allgemeinen Formel (I). Die erfindungsgemäßen einfach substituierten N-Heterocyclyl- und N-Heteroaryltetrahydro- pyrimidinone der allgemeinen Formel (I) können ausgehend von bekannten Verfahren hergestellt werden. Die eingesetzten und untersuchten Syntheserouten gehen dabei von kommerziell erhältlichen oder leicht herstellbaren heteroaromatischen Aminen Q-NH2 und von entsprechend substituierten Aminoalkylacetalen, Aminoalkoholen oder Aminosäuren aus. Die Gruppierungen Q, W, R1, R2, R3, R6 und R9 der allgemeinen Formel (I) haben in den nachfolgenden Schemata die zuvor definierten Synthesis of N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones of the general formula (I). The monosubstituted N-heterocyclyl and N-heteroaryltetrahydropyrimidinones of the general formula (I) according to the invention can be prepared starting from known processes. The synthetic routes used and investigated are based on commercially available or easily prepared heteroaromatic amines Q-NH2 and on appropriately substituted aminoalkyl acetals, amino alcohols or amino acids. The groupings Q, W, R 1 , R 2 , R 3 , R 6 and R 9 of the general formula (I) have the previously defined in the following schemes
Bedeutungen, sofern nicht beispielhafte, aber nicht einschränkende, Definitionen erfolgen. Meanings, unless exemplary but non-limiting, definitions are made.
Als erstes Schlüsselintermediat für die Synthese der erfindungsgemäßen Verbindungen der allgemeinen Formel (I) wird ein gegebenenfalls weiter substituiertes heteroaromatisches Amin Q-NH2 hergestellt. Beispielhaft, aber nicht einschränkend wird dies an der Synthese eines gegebenenfalls weiter substituierten 5-Amino-l,2,4-isothiazols (III) gezeigt. Dazu wird ein substituiertes Nitril in das entsprechende Amidin (z. B. mit Ammoniak) überführt und nach Halogenierung mit einem geeigneten Halogenierungsreagenz (z. B. Natriumhypochlorit oder Brom) durch Umsetzung mit Kaliumthiocyanat in das gewünschte 5-Amino-l,2,4-isothiazol (lila) überführt. Alternativ kann Bromchlorthiadiazol (IVa) durch Aminierung, Schützung der Aminogruppe (z. B. mit (Boc)20, wobei Boc für tert- Butyloxycarbonyl steht), anschließende Übergangsmetall- vermittelte Kupplungsreaktion (mit einem geeigneten Übergangsmetallkatalysator wie z.B. PdCl2[PtBu2(p-NMe-Ph)]2) und abschließende Säure vermittelte Entschützung (z.B. mit Trifluoressigsäure = TFA) in einem geeigneten polar-aprotischen Lösemittel (z. B. Dichlormethan) (vgl. WO2013/091539; Bioorg. Chem. 2014, 57, 90; Org. Lett. 2009, 11, 5666; WO2009/127546). Im nachfolgenden Schema 1 hat R4 die zuvor definierte Bedeutung. The first key intermediate for the synthesis of the compounds of the general formula (I) according to the invention is an optionally further substituted heteroaromatic amine Q-NH.sub.2. By way of example, but not limitation, this is shown in the synthesis of an optionally further substituted 5-amino-l, 2,4-isothiazole (III). For this purpose, a substituted nitrile is converted into the corresponding amidine (for example with ammonia) and after halogenation with a suitable halogenating reagent (for example sodium hypochlorite or bromine) by reaction with potassium thiocyanate into the desired 5-amino-1, 2,4 -isothiazole (purple) transferred. Alternatively, bromochlorothiadiazole (IVa) can be prepared by amination, amino group protection (eg, with (Boc) 20, where Boc is tert-butyloxycarbonyl), followed by transition metal-mediated coupling reaction (with a suitable transition metal catalyst such as PdCl2 [P t Bu2 (FIG. p-NMe-Ph)] 2) and final acid-mediated deprotection (eg with trifluoroacetic acid = TFA) in a suitable polar aprotic solvent (eg dichloromethane) (see WO2013 / 091539; Bioorg. Chem. 90, Org. Lett., 2009, 11, 5666, WO2009 / 127546). In Scheme 1 below, R 4 has the meaning previously defined.
Schema 1 Scheme 1
Die Synthese eines heteroaromatischen Amins Q-NH2 wird weiterhin am Beispiel der Herstellung von gegebenenfalls weiter substituierten Amino-l,2,4-triazolen beschrieben (vgl. Schema 2). Dazu wird beispielhaft, aber nicht einschränkend, ein substituierter Orthoester mit Cyanamin umgesetzt, danach mit Hydrazin cyclisiert und mit N,N-Dimethylformamid-Dimethylacetal = DMF-DMA) in ein geschütztes Amino-l,2,4-triazol überführt, das dann am Ringstickstoff mit einem geeigneten Reagens (z.B. ein Alkyliodid) in einem geeigneten polar-aprotischen Lösemittel (z. B. N,N-Dimethylformamid) in das entsprechende N-substituierte Amino-l,2,4-triazol (Illb) überführt werden kann. Alternativ kann ein geeignetes Nitrotriazol (lVb) durch Substitution des Ringstickstoffs und nachfolgende Hydrierung mit einem geeigneten Übergangsmetallkatalysator (z. B. Palladium oder Platin auf Kohle) in einem geeigneten Lösemittel (z. B. Essigsäure oder verdünnte Salzsäure) in das gewünschte N-substituierte Aminotriazol (Illb) überführt werden (vgl. Synthesis 2003, 2001; Tetrahedron Lett. 2005, 46, 2469). lm nachfolgenden Schema 2 haben R4 und R7 die zuvor definierten Bedeutungen. The synthesis of a heteroaromatic amine Q-NH 2 is further described using the example of the preparation of optionally further substituted amino-1, 2,4-triazoles (compare Scheme 2). For this purpose, by way of example, but not limitation, a substituted orthoester reacted with cyanamine, then with Hydrazine cyclized and with N, N-dimethylformamide dimethyl acetal = DMF-DMA) into a protected amino-l, 2,4-triazole, which is then reacted at the ring nitrogen with a suitable reagent (eg an alkyl iodide) in a suitable polar aprotic solvent (eg, N, N-dimethylformamide) can be converted into the corresponding N-substituted amino-l, 2,4-triazole (Illb). Alternatively, a suitable nitrotriazole (IVb) may be converted into the desired N-substituted by substitution of the ring nitrogen and subsequent hydrogenation with a suitable transition metal catalyst (eg, palladium or platinum on carbon) in a suitable solvent (eg, acetic acid or dilute hydrochloric acid) Aminotriazole (Illb) are converted (see Synthesis 2003, 2001, Tetrahedron Lett 2005, 46, 2469). In the following Scheme 2, R 4 and R 7 have the meanings defined above.
Schema 2  Scheme 2
Die Synthese eines heteroaromatischen Amins Q-NH2 kann weiterhin am Beispiel der Herstellung von gegebenenfalls weiter substituierten Aminopyrazolen beschrieben werden (vgl. Schema 3). Durch Umsetzung eines gegebenenfalls substituierten Hydrazins oder eines entsprechenden Hydrazinsalzes mit einem geeigneten gegebenenfalls weiter substituierten beta-Ketonitril (lVc) in einem geeigneten Lösemittel (z. B. Ethanol) unter Verwendung einer geeigneten Base (z. B. Kaliumcarbonat) können gegebenenfalls weiter substituierte Aminopyrazole (IIIc) erhalten werden (vgl. J. Med. Chem. 2008, 51, 4672; J. Heterocyclic Chem. 1982, 19, 1267; WO2015/018434). lm nachfolgenden Schema 3 haben R4, R5 und R7 die zuvor definierten Bedeutungen. The synthesis of a heteroaromatic amine Q-NH 2 can furthermore be described using the example of the preparation of optionally further substituted aminopyrazoles (compare Scheme 3). By reacting an optionally substituted hydrazine or a corresponding hydrazine salt with a suitable optionally further substituted beta-ketonitrile (IVc) in a suitable solvent (eg ethanol) using a suitable base (eg potassium carbonate) optionally further substituted aminopyrazoles (IIIc) (see J. Med. Chem., 2008, 51, 4672, J. Heterocyclic Chem., 1982, 19, 1267, WO2015 / 018434). In the following Scheme 3, R 4 , R 5 and R 7 have the meanings defined above.
Schema 3 Substituierte N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinone der allgemeinen Formel (I) können durch Umsetzung eines gegebenenfalls substituierten Heterocyclylamins Q-NFb (III) mit einem geeigneten gegebenenfalls weiter substituierten Phenylchloroformat oder Diphenylcarbonat unter Verwendung einer geeigneten Base (z. B. Diisopropylethylamin=DIPEA) in einem geeigneten polar-aprotischen Lösemittel (z. B. Dichlormethan oder Tetrahydrofuran), anschließende Überführung des so gebildeten Carbamates (VII) mit einem geeigneten Amin (VIII oder IX) in einen substituierten Harnstoff (X oder XI) und darauffolgende Cyclisierung hergestellt werden (vgl. W02015/097043). Das betreffende Amin kann dabei eine Acetalgruppe oder eine Estergruppe tragen und so die Cyclisierung zum gewünschten N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinon ermöglichen (vgl. Scheme 3 Substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones of general formula (I) may be prepared by reacting an optionally substituted heterocyclylamine Q-NFb (III) with a suitable optionally further substituted phenyl chloroformate or diphenyl carbonate using a suitable base (eg diisopropylethylamine = DIPEA) in a suitable polar aprotic solvent (e.g., dichloromethane or tetrahydrofuran), then transferring the carbamate (VII) thus formed with a suitable amine (VIII or IX) to a substituted urea (X or XI) followed by cyclization are produced (see W02015 / 097043). The amine in question can carry an acetal group or an ester group and thus enable the cyclization to the desired N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone (cf.
EP122761). Bei Verwendung einer entsprechenden Aminosäure ist noch eine Reduktion des EP122761). When using a corresponding amino acid is still a reduction of
Intermediates (II) erforderlich, um das gewünschte substituierte N-Heterocyclyl- und N-Heteroaryl- tetrahydropyrimidinon der allgemeinen Formel (I) zu erhalten. Alternativ kann ein Hydroxyalkylamin (XII) mit dem Carbamat (VII) zum Intermediat (XIII) umgesetzt werden und durch Oxidation der Alkoholgruppe mit einem geeigneten Oxidationsmittel (z. B. 2-Iodoxybenzoesäure,  Intermediates (II) required to obtain the desired substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone of the general formula (I). Alternatively, a hydroxyalkylamine (XII) can be reacted with the carbamate (VII) to form the intermediate (XIII) and by oxidation of the alcohol group with a suitable oxidizing agent (e.g., 2-iodoxybenzoic acid,
T etrapropylammoniumperrhutenat, Natriumchlorit, 1,1,1 -Triacetoxy- 1 , 1 -dihydro- 1 ,2-benziodoxol-T etrapropylammonium barrier hutenate, sodium chlorite, 1,1,1 -triacetoxy-1,1-dihydro-1,2-benziodoxol
3(lH)-on) in das gewünschte substituierte N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinon der allgemeinen Formel (I) überführt werden (vgl. WO2012/082436). Weitere Synthesen zur Herstellung von N-substituierten Tetrahydropyrimidinonen sind in Heterocycles 1985,23, 2907; J. Am. Chem. Soc. 2016, 138, 14848, US6096891 beschrieben. Im nachfolgenden Schema 4 haben Q, R1, R2 und R9 die zuvor definierten Bedeutungen, R3 der allgemeinen Formel (I) steht beispielhaft, aber nicht 3 (lH) -one) into the desired substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone of the general formula (I) are converted (see WO2012 / 082436). Further syntheses for the preparation of N-substituted tetrahydropyrimidinones are disclosed in Heterocycles 1985, 23, 2907; J. Am. Chem. Soc. 2016, 138, 14848, US6096891. In the following Scheme 4 Q, R 1 , R 2 and R 9 have the meanings defined above, R 3 of the general formula (I) is exemplary but not
einschränkend für OH und R6, R14 und R15 der Formel (I) stehen beispielhaft, aber nicht einschränkend, für Wasserstoff. limiting for OH and R 6 , R 14 and R 15 of the formula (I) are exemplary, but not limiting, for hydrogen.
Schema 4.  Scheme 4.
Falls N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinone der allgemeinen Formel (I) über eine freie Hydroxyfunktion verfügen, so kann diese mit geeigneten Reagenzien acyliert (z. B. unterIf N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones of the general formula (I) have a free hydroxyl function, this can be acylated with suitable reagents (for example as described in US Pat
Verwendung eines geeigneten Carbonylchlorids und mit Hilfe einer geeigneten Base wie Triethylamin in einem geeigneten polar-aprotischen Lösemittel), sulfonyliert (z. B. unter Verwendung eines geeigneten Sulfonylchlorids und mit Hilfe einer geeigneten Base wie Triethylamin in einem geeigneten polar-aprotischen Lösemittel), alkyliert (z. B. unter Verwendung eines geeigneten Alkylhalogenids und mit Hilfe einer geeigneten Base wie Kaliumcarbonat, Caesiumcarbonat oder Natriumhydrid in einem geeigneten polar-aprotischen Lösemittel) oder auch in ein Carbonat oder Thiocarbonat überführt werden (vgl. WO2015/018434, EP122761, US4040812, US4006009, US3951976). lm nachfolgenden Schema 5 haben Q, R1, R2 und R9 die zuvor definierten Bedeutungen, R3 der allgemeinen Formel (1) steht beispielhaft, aber nicht einschränkend für OH, OCH3, OSO2CH3, 0C(0)CH3 und 0C(0)0CH3 und R6, R14 und R15 der Formel (1) stehen beispielhaft, aber nicht einschränkend, für Wasserstoff. Use of a suitable carbonyl chloride and with the aid of a suitable base such as triethylamine in a suitable polar aprotic solvent), sulfonylated (eg using a suitable sulfonyl chloride and with the aid of a suitable base such as triethylamine in a suitable polar aprotic solvent) (for example, using a suitable alkyl halide and with the aid of a suitable base such as potassium carbonate, cesium carbonate or sodium hydride in a suitable polar aprotic solvent) or else into a carbonate or thiocarbonate (see WO2015 / 018434, EP122761, US4040812, US Pat. US4006009, US3951976). In the following Scheme 5, Q, R 1 , R 2 and R 9 have the meanings defined above, R 3 of the general formula (1) is illustrative but not limiting of OH, OCH 3, OSO 2 CH 3 , C (0) CH 3 and C ( 0) OCH 3 and R 6 , R 14 and R 15 of the formula (1) are exemplified, but not limited to, hydrogen.
Schema 5.  Scheme 5.
Ausgewählte detaillierte Synthesebeispiele für die erfindungsgemäßen Verbindungen der allgemeinen Formel (1) sind im Folgenden aufgeführt. Die angegebenen Beispielnummem entsprechen den in den nachstehenden Tabellen 1.1 bis 1.150 genannten Numerierungen. Die 'H-NMR-, 13C-NMR- und 19F- NMR-spektroskopischen Daten, die für die in den nachfolgenden Abschnitten beschriebenen chemischen Beispiele angegeben sind, (400 MHz bei *H-NMR und 150 MHz bei 13C-NMR und 375 MHz bei 19F-NMR, Lösungsmittel CD CT,, CD3OD oder ck-DMSO, interner Standard: Tetramethylsilan d = 0.00 ppm), wurden mit einem Gerät der Firma Broker erhalten, und die bezeichneten Signale haben die nachfolgend aufgeführten Bedeutungen: br = breit(es); s = Singulett, d = Dublett, t = Triplett, dd = Doppeldublett, ddd = Dublett eines Doppeldubletts, m = Multiplett, q = Quartet, quint = Quintett, sext = Sextett, sept = Septett, dq = Doppelquartet, dt = Doppeltriplet. Bei Diastereomerengemischen werden entweder die jeweils signifikanten Signale beider Diastereomere oder das charakteristische Signal des Hauptdiastereomers angegeben. Die verwendeten Abkürzungen für chemische Gruppen haben beispielsweise die nachfolgenden Bedeutungen: Me = CH3, Et = CH2CH3, t-Hex = C(CH3)2CH(CH3)2, t- Bu = C(CH3)3, n-Bu = unverzweigtes Butyl, n-Pr = unverzweigtes Propyl, i-Pr = verzweigtes Propyl, c- Pr = Cyclopropyl, c-Hex = Cyclohexyl. Selected detailed synthesis examples of the compounds of the general formula (1) according to the invention are listed below. The example numbers given correspond to the numbers given in Tables 1.1 to 1.150 below. The 'H-NMR, 13 C-NMR and 19 F-NMR spectroscopic data given for the chemical examples described in the following sections (400 MHz for * H-NMR and 150 MHz for 13 C-NMR and 375 MHz at 19 F-NMR, solvent CD CT ,, CD 3 OD or ck-DMSO, internal standard: tetramethylsilane d = 0.00 ppm), were obtained with a Broker device, and the designated signals have the meanings given below : br = broad (it); s = singlet, d = doublet, t = triplet, dd = double doublet, ddd = doublet of double doublet, m = multiplet, q = quartet, quint = quintet, sext = sextet, sept = septet, dq = double quartet, dt = double triplet. For diastereomeric mixtures, either the respective significant signals of both diastereomers or the characteristic signal of the main diastereomer are given. The abbreviations used for chemical groups have, for example, the following meanings: Me = CH 3 , Et = CH 2 CH 3 , t-Hex = C (CH 3 ) 2 CH (CH 3 ) 2 , t-Bu = C (CH 3 ) 3 , n-Bu = unbranched butyl, n-Pr = unbranched propyl, i-Pr = branched propyl, c-Pr = cyclopropyl, c-hex = cyclohexyl.
Synthesebeispiele: Synthesis Examples:
No. 1.1 - 162: 3-(5-tert-Butyl- 1 ,2-oxazol-3-yl)-4-hydroxy- 1 -methyltetrahydropyrimidin-2(l H)-on No. 1.1- 162: 3- (5-tert-butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one
3-Amino-5-tert-butylisoxazol (2.00 g, 14.27 mmol) wurde in Tetrahydrofuran (70 mL) gelöst und mit Pyridin (2.31 mL, 28.53 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (1.88 mL, 14.98 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und für weitere 2 h gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-iV-[5-tert-butylisoxazol-3-yl]carbamat (3.50 g, 94% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCL d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s, 9H). Phenyl-ZV- [5 -tert- butylisoxazol-3-yl]carbamat (3.50 g, 13.45 mmol) wurde danach ohne weitere Reinigung in 3-Amino-5-tert-butylisoxazole (2.00 g, 14.27 mmol) was dissolved in tetrahydrofuran (70 mL) and pyridine (2.31 mL, 28.53 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (1.88 mL, 14.98 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for an additional 2 h. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (3.50 g, 94% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCl d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H). Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (3.50 g, 13.45 mmol) was then added without further purification
Dichlormethan (50 mL) gelöst und mit 2-(l,3-Dioxolan-2-yl)-N-methylethanamin (2.12 g, 16.14 mmol) sowie Triethylamin (3.75 ml, 26.89 mmol) versetzt. Das Reaktionsgemisch wurde 7 h lang bei Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend Dichloromethane (50 mL) was dissolved and treated with 2- (l, 3-dioxolan-2-yl) -N-methylethanamine (2.12 g, 16.14 mmol) and triethylamine (3.75 ml, 26.89 mmol). The reaction mixture was stirred at room temperature for 7 hours. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was subsequently
säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und l-[(l,3-Dioxolan-2-yl)- eth-2-yl]-l-methyl-3-[5-tert-butylisoxazol-3-yl]-hamstoff (3.40 g, 83% der Theorie) wurde als farbloses Öl erhalten.‘H-NMR (CDCL d, ppm) 8.09 (br. S, 1H, NH), 6.58 (s, 1H), 4.94 (t, 1H), 4.07-4.04 (m, 2H), 3.95-3.91 (m, 2H), 3.50-3.46 (m, 2H), 3.00 (s, 3H), 2.02-1.97 (m, 2H), 1.32 (s, 9H). l-[(l,3- Dioxolan-2-yl)-eth-2-yl]-l-methyl-3-[5-tert-butylisoxazol-3-yl]-hamstoff (2.00 g, 6.73 mmol) wurde in Wasser (80 mL) und konz. Salzsäure (11.45 mL) gelöst und 6 h lang bei Raumtemperatur gerührt. Der gebildete Feststoff wurde abgesaugt, gründlich getrocknet und abschließend säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l- methyltetrahydropyrimidin-2(lH)-on (1.25 g, 72% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDCL d, ppm) 6.63 (s, 1H), 5.71 (m, 1H), 4.32 (m, 1H), 3.83-3.75 (m, 1H), 3.18- 3.13 (m, 1H), 3.04 (s, 3H), 2.17-2.10 (m, 2H), 1.32 (s, 9H). purified by column chromatography (gradient ethyl acetate / heptane), and 1 - [(1,3-dioxolan-2-yl) eth-2-yl] -1-methyl-3- [5-tert-butylisoxazol-3-yl] - urea (3.40 g, 83% of theory) was obtained as a colorless oil. 1 H-NMR (CDCl d, ppm) 8.09 (br. S, 1H, NH), 6.58 (s, 1H), 4.94 (t, 1H) , 4.07-4.04 (m, 2H), 3.95-3.91 (m, 2H), 3.50-3.46 (m, 2H), 3.00 (s, 3H), 2.02-1.97 (m, 2H), 1.32 (s, 9H) , l - [(1,3-dioxolan-2-yl) -eth-2-yl] -1-methyl-3- [5-tert-butylisoxazol-3-yl] -urea (2.00 g, 6.73 mmol) was added in Water (80 mL) and conc. Hydrochloric acid (11.45 mL) and stirred at room temperature for 6 h. The solid formed was filtered off with suction, dried thoroughly and finally purified by column chromatography (gradient ethyl acetate / heptane), and 3- (5-tert-butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (cf. 1H) -one (1.25 g, 72% of theory) was obtained as a colorless solid. 'HNMR (400 MHz, CDCL d, ppm) 6.63 (s, 1H), 5.71 (m, 1H), 4.32 (m, 1H), 3.83-3.75 (m, 1H), 3.18-3.13 (m, 1H ), 3.04 (s, 3H), 2.17-2.10 (m, 2H), 1.32 (s, 9H).
No. 1.1-290: 3-(3-tert-Butyl-l,2-oxazol-5-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on No. 1.1-290: 3- (3-tert-butyl-1,2-oxazol-5-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one
3-tert-Butyl-l,2-oxazol-5-amin (2.00 g, 14.27 mmol) wurde in Tetrahydrofuran (70 mL) gelöst und mit Pyridin (2.31 mL, 28.53 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (1.88 mL, 14.98 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und für weitere 2 h gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-(3-tert-butyl-l,2-oxazol-5-yl)carbamat (3.59 g, 95% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCL d, ppm) 8.07 (s, 1H, NH), 7.51-7.43 (m, 2H), 7.34-7.25 (m, 3H), 6.09 (s, 1H), 1.31 (s, 9H). Phenyl-(3-tert-butyl- l,2-oxazol-5-yl)carbamat (3.50 g, 13.45 mmol) wurde danach ohne weitere Reinigung in Dichlormethan (50 mL) gelöst und mit 2-(l,3-Dioxolan-2-yl)-N-methylethanamin (1.76 g, 13.45 mmol) sowie Triethylamin (3.75 ml, 26.89 mmol) versetzt. Das Reaktionsgemisch wurde 12 h lang bei 3-tert-Butyl-1,2-oxazol-5-amine (2.00 g, 14.27 mmol) was dissolved in tetrahydrofuran (70 mL) and pyridine (2.31 mL, 28.53 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (1.88 mL, 14.98 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for an additional 2 h. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl (3-tert-butyl-1,2-oxazol-5-yl) carbamate (3.59 g, 95% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCl d, ppm) 8.07 (s, 1H, NH), 7.51-7.43 (m, 2H), 7.34-7.25 (m, 3H), 6.09 (s, 1H), 1.31 (s , 9H). Phenyl (3-tert-butyl-l, 2-oxazol-5-yl) carbamate (3.50 g, 13.45 mmol) was then dissolved in dichloromethane (50 mL) without further purification and treated with 2- (1,3-dioxolane 2-yl) -N-methylethanamine (1.76 g, 13.45 mmol) and triethylamine (3.75 ml, 26.89 mmol). The reaction mixture was allowed to stand for 12 hours
Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend Room temperature stirred. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was subsequently
säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(3-tert-Butyl-l,2- oxazol-5-yl)-l-[2-(l,3-dioxolan-2-yl)ethyl]-l-methylhamstoff (2.30 g, 56% der Theorie) wurde als farbloses Öl erhalten. 'H-NMR (CDCI3 d, ppm) 8.62 (br. s, 1H, NH), 6.09 (s, 1H), 4.94 (t, 1H), 4.13- 4.08 (m, 2H), 3.99-3.93 (m, 2H), 3.49-3.46 (m, 2H), 3.00 (s, 3H), 2.08-2.02 (m, 2H), 1.31 (s, 9H). 3-(3- tert-Butyl-l,2-oxazol-5-yl)-l-[2-(l,3-dioxolan-2-yl)ethyl]-l-methylhamstoff (2.30 g, 7.74 mmol) wurde in Wasser (50 mL) und konz. Salzsäure (6.58 mL) gelöst und 2 h lang bei Raumtemperatur gerührt. Der gebildete Feststoff wurde abgesaugt, gründlich getrocknet und abschließend säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l- methyltetrahydropyrimidin-2(lH)-on (0.70 g, 35% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDCI3 d, ppm) 6.24 (s, 1H), 5.90 (m, 1H), 4.49 (m, 1H), 3.88-3.80 (m, 1H), 3.23- 3.17 (m, 1H), 3.06 (s, 3H), 2.15-2.10 (m, 2H), 1.29 (s, 9H). purified by column chromatography (gradient ethyl acetate / heptane), and 3- (3-tert-butyl-l, 2-oxazol-5-yl) -1- [2- (l, 3-dioxolan-2-yl) ethyl] -1 Methyl urea (2.30 g, 56% of theory) was obtained as a colorless oil. 'H-NMR (CDCl3 d, ppm) 8.62 (br.s, 1H, NH), 6.09 (s, 1H), 4.94 (t, 1H), 4.13-4.40 (m, 2H), 3.99-3.93 (m, 2H), 3.49-3.46 (m, 2H), 3.00 (s, 3H), 2.08-2.02 (m, 2H), 1.31 (s, 9H). 3- (3-tert-Butyl-1,2-oxazol-5-yl) -1- [2- (1,3-dioxolan-2-yl) -ethyl] -1-methyl-urea (2.30 g, 7.74 mmol) in water (50 mL) and conc. Hydrochloric acid (6.58 mL) and stirred for 2 h at room temperature. The solid formed was filtered off with suction, dried thoroughly and finally purified by column chromatography (gradient ethyl acetate / heptane), and 3- (5-tert-butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (cf. lH) -one (0.70 g, 35% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCl3 d, ppm) 6.24 (s, 1H), 5.90 (m, 1H), 4.49 (m, 1H), 3.88-3.80 (m, 1H), 3.23-3.17 (m, 1H ), 3.06 (s, 3H), 2.15-2.10 (m, 2H), 1.29 (s, 9H).
No. 1.1-449: 4-Hydroxy-l-methyl-3-[4-(trifluormethyl)pyridin-2-yl]tetrahydropyrimidin-2(lH)-on No. 1.1-449: 4-hydroxy-1-methyl-3- [4- (trifluoromethyl) pyridin-2-yl] -tetrahydropyrimidin-2 (1H) -one
4-(trifluormethyl)pyridin-2-amin (9.70 g, 59.84 mmol) wurde in Tetrahydrofuran (120 mL) gelöst und mit Pyridin (9.68 mL, 119.67 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (7.88 mL, 62.83 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und eine Stunde lange bei Raumtemperatur gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl- V-[4- (trifluormethyl)pyridin-2-yl]carbamat (14.00 g, 81% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDC13 d, ppm) 9.54 (s, 1H, NH), 8.56 (d, 1H), 8.37 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 (m, 4H). Phenyl-ZV- [4-(trifluormethyl)pyridin-2-yl]carbamat (2.10 g, 7.44 mmol) wurde danach ohne weitere Reinigung in Dichlormethan (100 mL) gelöst und mit 3-(Methylamino)-propan-l- ol (0.99 g, 11.16 mmol) sowie Triethylamin (2.07 ml, 14.88 mmol) versetzt. Das Reaktionsgemisch wurde 12 h lang bei Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), l-(3- Hydroxypropyl)-l-methyl-3-[4-(trifluormethyl)pyridin-2-yl]hamstoff (2.00 g, 67% der Theorie) wurde als farbloses Öl erhalten. 'H-NMR (CDCL d, ppm) 8.34 (s, 1H), 8.33 (d, 1H), 8.18 (br. s, 1H, NH), 7.13 (s, 1H), 3.74-3.69 (m, 2H), 3.59-3.54 (m, 2H), 3.03 (s, 3H), 1.84-1.78 (m, 2H). l-(3-Hydroxypropyl)-l- methyl-3-[4-(trifluormethyl)pyridin-2-yl]hamstoff (1.50 g, 5.41 mmol) wurde in Dimethylsulfoxid (50 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3-on-l-oxid (6.73 g, 10.82 mmol) versetzt sowie 8 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, ab filtriert und unter vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde 4-Hydroxy- l-methyl-3-[4-(trifluormethyl)pyridin-2-yl]tetrahydropyrimidin-2(lH)-on (1.00 g, 64% de r Theorie) als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCI3 d, ppm) 8.44 (d, 1H), 8.14 (s, 1H), 7.23 (d, 1H), 5.68 (m, 1H), 5.15 (br. m, 1H), 3.89-3.83 (m, 1H), 3.28-3.22 (m, 1H), 3.07 (s, 3H), 2.23-2.15 (m, 2H). 4- (trifluoromethyl) pyridin-2-amine (9.70 g, 59.84 mmol) was dissolved in tetrahydrofuran (120 mL) and pyridine (9.68 mL, 119.67 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (7.88 mL, 62.83 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for one hour at room temperature. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate (14.00 g, 81% of theory) was obtained as a colorless solid. 'H-NMR (400 MHz, CDCl 3 d, ppm) 9.54 (s, 1H, NH), 8.56 (d, 1H), 8.37 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H). Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.10 g, 7.44 mmol) was then dissolved in dichloromethane (100 mL) without further purification and treated with 3- (methylamino) -propan-1-ol ( 0.99 g, 11.16 mmol) and triethylamine (2.07 ml, 14.88 mmol). The reaction mixture was stirred for 12 h at room temperature. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was then purified by column chromatography (gradient ethyl acetate / heptane), 1- (3-hydroxypropyl) -1-methyl-3- [4- (trifluoromethyl) pyridin-2-yl] urea (2.00 g, 67% of theory) obtained as a colorless oil. 'H NMR (CDCl d, ppm) 8.34 (s, 1H), 8.33 (d, 1H), 8.18 (br, s, 1H, NH), 7.13 (s, 1H), 3.74-3.69 (m, 2H) , 3.59-3.54 (m, 2H), 3.03 (s, 3H), 1.84-1.78 (m, 2H). 1- (3-Hydroxypropyl) -1-methyl-3- [4- (trifluoromethyl) pyridin-2-yl] urea (1.50 g, 5.41 mmol) was dissolved in dimethylsulfoxide (50 mL) and treated with 1-hydroxy-1, 2-benziodoxol-3-one-1-oxide (6.73 g, 10.82 mmol) and stirred for 8 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) gave 4-hydroxy-1-methyl-3- [4- (trifluoromethyl) pyridin-2-yl] -tetrahydropyrimidin-2 (1H) -one (1.00 g, 64%). the theory) as a colorless solid. 'H NMR (400 MHz, CDCl3 d, ppm) 8.44 (d, 1H), 8.14 (s, 1H), 7.23 (d, 1H), 5.68 (m, 1H), 5.15 (br, m, 1H), 3.89-3.83 (m, 1H), 3.28-3.22 (m, 1H), 3.07 (s, 3H), 2.23-2.15 (m, 2H).
No. 1.2-162: 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-acetat No. 1.2-162: 3- (5-tert-butyl-1,2-oxazol-3-yl) -l-methyl-2-oxo-hexahydropyrimidin-4-yl-acetate
3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (520 mg, 2.05 mmol, 1.0 equiv) wurde in Pyridin (18.18 mL) gelöst und mit 4-Dimethylaminopyridin (13 mg, 0.10 mmol) und Essigsäureanhydrid (0.23 mL, 2.46 mmol) versetzt und 6 h lang bei Raumtemperatur gerührt. 3- (5-tert-Butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (520 mg, 2.05 mmol, 1.0 equiv) was dissolved in pyridine (18.18 mL ) and treated with 4-dimethylaminopyridine (13 mg, 0.10 mmol) and acetic anhydride (0.23 mL, 2.46 mmol) and stirred for 6 h at room temperature.
Danach wurde das Reaktionsgemisch unter vermindertem Druck eingeengt und durch Thereafter, the reaction mixture was concentrated under reduced pressure and passed through
säulenchromatographische Reinigung (Gradient Essigester/Heptan) des resultierenden Rückstandes konnte 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-acetat in Form eines farblosen Öls isoliert werden (420 mg, 68% der Theorie). 'H-NMR (400 MHz, CDCh d, ppm) 6.83 (m, 1H), 6.60 (s, 1H), 3.78-3.62 (m, 1H), 3.27-3.21 (m, 1H), 3.06 (s, 3H), 2.26-2.21 (m, 2H), 2.09 (s, 3H), 1.32 (s, 9H). column chromatographic purification (gradient ethyl acetate / heptane) of the resulting residue was 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl acetate in the form of a colorless oil be isolated (420 mg, 68% of theory). 'H NMR (400 MHz, CDCh d, ppm) 6.83 (m, 1H), 6.60 (s, 1H), 3.78-3.62 (m, 1H), 3.27-3.21 (m, 1H), 3.06 (s, 3H ), 2.26-2.21 (m, 2H), 2.09 (s, 3H), 1.32 (s, 9H).
No. 1.2-290: 3-(3-tert-Butyl-l,2-oxazol-5-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-acetat No. 1.2-290: 3- (3-tert-butyl-1,2-oxazol-5-yl) -l-methyl-2-oxo-hexahydropyrimidin-4-yl-acetate
3-(3-tert-Butyl-l,2-oxazol-5-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Pyridin (50.00 mL) gelöst und mit 4-Dimethylaminopyridin (5 mg, 0.04 mmol) und Essigsäureanhydrid (97 mg, 0.95 mmol) versetzt und 6 h lang bei Raumtemperatur gerührt. Danach wurde das Reaktionsgemisch unter vermindertem Druck eingeengt und durch säulenchromatographische Reinigung (Gradient Essigester/Heptan) des resultierenden Rückstandes konnte 3-(3-tert-Butyl-l,2- oxazol-5-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-acetat in Form eines farblosen Öls isoliert werden (200 mg, 86% der Theorie).‘H-NMR (400 MHz, CDCh d, ppm) 6.79 (m, 1H), 6.25 (s, 1H), 3.69-3.61 (m, 1H), 3.29-3.23 (m, 1H), 3.08 (s, 3H), 2.30-2.24 (m, 2H), 2.09 (s, 3H), 1.31 (s, 9H). 3- (3-tert-Butyl-1,2-oxazol-5-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv) was dissolved in pyridine (50.00 mL ) and treated with 4-dimethylaminopyridine (5 mg, 0.04 mmol) and acetic anhydride (97 mg, 0.95 mmol) and stirred for 6 hours at room temperature. Thereafter, the reaction mixture was concentrated under reduced pressure and purified by column chromatography (gradient ethyl acetate / heptane) of the resulting residue was 3- (3-tert-butyl-l, 2-oxazol-5-yl) -l-methyl-2-oxohexahydropyrimidin- 4-yl acetate in the form of a colorless oil (200 mg, 86% of theory). ??? H-NMR (400 MHz, CDCh d, ppm) 6.79 (m, 1H), 6.25 (s, 1H), 3.69 -3.61 (m, 1H), 3.29-3.23 (m, 1H), 3.08 (s, 3H), 2.30-2.24 (m, 2H), 2.09 (s, 3H), 1.31 (s, 9H).
No. 1.3-162: 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-propionat No. 1.3-162: 3- (5-tert-butyl-1,2-oxazol-3-yl) -l-methyl-2-oxo-hexahydropyrimidin-4-yl-propionate
3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Dichlormethan (20 mL) gelöst und mit Triethylamin (0.12 mL, 0.87 mmol) und Propionsäurechlorid (80 mg, 0.87 mmol) versetzt und 16 h lang bei Raumtemperatur sowie 1 h lang bei einer Temperatur von 40 °C gerührt. Nach dem Abkühlen auf Raumtemperatur wurde das 3- (5-tert-Butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv) was dissolved in dichloromethane (20 mL ) and treated with triethylamine (0.12 mL, 0.87 mmol) and propionic acid chloride (80 mg, 0.87 mmol) and stirred for 16 h at room temperature and for 1 h at a temperature of 40 ° C. After cooling to room temperature, the
Reaktionsgemisch mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung (Gradient Reaction mixture with water and dichloromethane and extracted thoroughly. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification (gradient
Essigester/Heptan) des resultierenden Rückstandes konnte 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2- oxohexahydropyrimidin-4-yl-propionat in Form eines farblosen Öls isoliert werden (130 mg, 52% der Theorie).‘H-NMR (400 MHz, CDC13 d, ppm) 6.83 (m, 1H), 6.59 (s, 1H), 3.69-3.60 (m, 1H), 3.26-3.19 (m, 1H), 3.06 (s, 3H), 2.38 (m, 1H), 2.36 (m, 1H), 2.27-2.21 (m, 2H), 1.31 (s, 9H), 1.15 (t, 3H). 13C- NMR (150 MHz, CDCI3 d, ppm) 180.7; 173.1; 160.3; 151.8; 95.3; 78.8; 42.9; 36.0; 28.6; 27.6; 26.1; 8.9. Ethyl acetate / heptane) of the resulting residue, 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-propionate was isolated as a colorless oil (130 mg, 52% of theory). ??? H-NMR (400 MHz, CDCl 3 d, ppm) 6.83 (m, 1H), 6.59 (s, 1H), 3.69-3.60 (m, 1H), 3.26-3.19 (m , 1H), 3.06 (s, 3H), 2.38 (m, 1H), 2.36 (m, 1H), 2.27-2.21 (m, 2H), 1.31 (s, 9H), 1.15 (t, 3H). 13 C NMR (150 MHz, CDCl 3 d, ppm) 180.7; 173.1; 160.3; 151.8; 95.3; 78.8; 42.9; 36.0; 28.6; 27.6; 26.1; 8.9.
No. 1.3-290: 3-(3-tert-Butyl-l,2-oxazol-5-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-propionat No. 1.3-290: 3- (3-tert-butyl-1,2-oxazol-5-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-propionate
3-(3-tert-Butyl-l,2-oxazol-5-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Dichlormethan (20 mL) gelöst und mit Triethylamin (0.12 mL, 0.87 mmol) und Propionsäurechlorid (80 mg, 0.87 mmol) versetzt und 16 h lang bei Raumtemperatur sowie 1 h lang bei einer Temperatur von 40 °C gerührt. Nach dem Abkühlen auf Raumtemperatur wurde das 3- (3-tert-Butyl-1,2-oxazol-5-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv.) Was dissolved in dichloromethane (20 mL ) and treated with triethylamine (0.12 mL, 0.87 mmol) and propionic acid chloride (80 mg, 0.87 mmol) and stirred for 16 h at room temperature and for 1 h at a temperature of 40 ° C. After cooling to room temperature, the
Reaktionsgemisch mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung (Gradient Reaction mixture with water and dichloromethane and extracted thoroughly. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification (gradient
Essigester/Heptan) des resultierenden Rückstandes konnte 3-(3-tert-Butyl-l,2-oxazol-5-yl)-l-methyl-2- oxohexahydropyrimidin-4-yl-propionat in Form eines farblosen Öls isoliert werden (190 mg, 78% der Theorie).‘H-NMR (400 MHz, CDCL d, ppm) 6.78 (m, 1H), 6.24 (s, 1H), 3.68-3.60 (m, 1H), 3.27-3.22 (m, 1H), 3.08 (s, 3H), 2.43-2.31 (m, 2H), 2.28-2.22 (m, 2H), 1.31 (s, 9H), 1.13 (t, 3H). Ethyl acetate / heptane) of the resulting residue afforded 3- (3-tert-butyl-1,2-oxazol-5-yl) -l-methyl-2- oxohexahydropyrimidin-4-yl-propionate in the form of a colorless oil (190 mg, 78% of theory). 1 H-NMR (400 MHz, CDCl d, ppm) 6.78 (m, 1H), 6.24 (s, 1H) , 3.68-3.60 (m, 1H), 3.27-3.22 (m, 1H), 3.08 (s, 3H), 2.43-2.31 (m, 2H), 2.28-2.22 (m, 2H), 1.31 (s, 9H) , 1.13 (t, 3H).
No. 1.4-162: 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-butyrat No. 1.4-162: 3- (5-tert-butyl-1,2-oxazol-3-yl) -l-methyl-2-oxo-hexahydropyrimidin-4-yl-butyrate
3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Dichlormethan (20 mL) gelöst und mit Triethylamin (0.12 mL, 0.87 mmol) und Buttersäurechlorid (0.09 mL, 0.87 mmol) versetzt und 16 h lang bei Raumtemperatur sowie 1 h lang bei einer Temperatur von 40 °C gerührt. Nach dem Abkühlen auf Raumtemperatur wurde das 3- (5-tert-Butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv) was dissolved in dichloromethane (20 mL ) and triethylamine (0.12 mL, 0.87 mmol) and butyric acid chloride (0.09 mL, 0.87 mmol) and stirred for 16 h at room temperature and for 1 h at a temperature of 40 ° C. After cooling to room temperature, the
Reaktionsgemisch mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung (Gradient Reaction mixture with water and dichloromethane and extracted thoroughly. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification (gradient
Essigester/Heptan) des resultierenden Rückstandes konnte 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2- oxohexahydropyrimidin-4-yl-butyrat in Form eines farblosen Öls isoliert werden (220 mg, 86% der Theorie).‘H-NMR (400 MHz, CDCL d, ppm) 6.85 (m, 1H), 6.58 (s, 1H), 3.67-3.59 (m, 1H), 3.30-3.19 (m, 1H), 3.06 (s, 3H), 2.38-2-30 (m, 2H), 2.28-2.21 (m, 2H), 1.69-1.63 (m, 2H), 1.31 (s, 9H), 0.93 (t, 3H). Ethyl acetate / heptane) of the resulting residue, 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-butyrate was isolated as a colorless oil (220 mg, 86% of theory). 1 H-NMR (400 MHz, CDCl d, ppm) 6.85 (m, 1H), 6.58 (s, 1H), 3.67-3.59 (m, 1H), 3.30-3.19 (m, 1H), 3.06 (s, 3H), 2.38-2-30 (m, 2H), 2.28-2.21 (m, 2H), 1.69-1.63 (m, 2H), 1.31 (s, 9H), 0.93 (t, 3H).
No. 1.5-290: 3-(3-tert-Butyl-l,2-oxazol-5-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-2- methylpropanoat No. 1.5-290: 3- (3-tert-butyl-1,2-oxazol-5-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-2-methylpropanoate
3-(3-tert-Butyl-l,2-oxazol-5-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Dichlormethan (50 mL) gelöst und mit Triethylamin (0.12 mL, 0.87 mmol) und Butersäurechlorid (93 mg, 0.87 mmol) versetzt und 16 h lang bei Raumtemperatur sowie 1 h lang bei einer Temperatur von 40 °C gerührt. Nach dem Abkühlen auf Raumtemperatur wurde das 3- (3-tert-Butyl-1,2-oxazol-5-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv.) Was dissolved in dichloromethane (50 mL ) and triethylamine (0.12 mL, 0.87 mmol) and Butersäurechlorid (93 mg, 0.87 mmol) and stirred for 16 h at room temperature and for 1 h at a temperature of 40 ° C. After cooling to room temperature, the
Reaktionsgemisch mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung (Gradient Reaction mixture with water and dichloromethane and extracted thoroughly. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification (gradient
Essigester/Heptan) des resultierenden Rückstandes konnte 3-(3-tert-Butyl-l,2-oxazol-5-yl)-l-methyl-2- oxohexahydropyrimidin-4-yl-2-methylpropanoat in Form eines farblosen Öls isoliert werden (200 mg, 86% der Theorie).‘H-NMR (400 MHz, CDC13 d, ppm) 6.74 (m, 1H), 6.23 (s, 1H), 3.67-3.58 (m, 1H), 3.28-3.22 (m, 1H), 3.08 (s, 3H), 2.61-2.53 (sept, 1H), 2.28-2.23 (m, 2H), 1.30 (s, 9H), 1.17 (d, 3H), 1.15 (d, 3H). Ethyl acetate / heptane) of the resulting residue, 3- (3-tert-butyl-1,2-oxazol-5-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-2-methylpropanoate was isolated as a colorless oil (200 mg, 86% of theory). ??? H-NMR (400 MHz, CDCl 3 d, ppm) 6.74 (m, 1H), 6.23 (s, 1H), 3.67-3.58 (m, 1H), 3.28-3.22 (m, 1H), 3.08 (s, 3H), 2.61-2.53 (sept, 1H), 2.28-2.23 (m, 2H), 1.30 (s, 9H), 1.17 (d, 3H), 1.15 (d, 3H ).
No. 1.7-162: 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2-oxohexahydropyrimidin-4-yl-3- methylbutanoat No. 1.7-162: 3- (5-tert-butyl-1,2-oxazol-3-yl) -l-methyl-2-oxo-hexahydropyrimidin-4-yl-3-methylbutanoate
3-(5-tert-Butyl-l,2-oxazol-3-yl)-4-hydroxy-l-methyltetrahydropyrimidin-2(lH)-on (200 mg, 0.79 mmol, 1.0 equiv) wurde in Dichlormethan (20 mL) gelöst und mit Triethylamin (0.12 mL, 0.87 mmol) und 3- Methylbutansäurechlorid (0.11 mL, 0.87 mmol) versetzt und 16 h lang bei Raumtemperatur sowie 1 h lang bei einer Temperatur von 40 °C gerührt. Nach dem Abkühlen auf Raumtemperatur wurde das Reaktionsgemisch mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung (Gradient 3- (5-tert-Butyl-1,2-oxazol-3-yl) -4-hydroxy-1-methyltetrahydropyrimidine-2 (1H) -one (200 mg, 0.79 mmol, 1.0 equiv) was dissolved in dichloromethane (20 mL ) and triethylamine (0.12 mL, 0.87 mmol) and 3-Methylbutansäurechlorid (0.11 mL, 0.87 mmol) and stirred for 16 h at room temperature and for 1 h at a temperature of 40 ° C. After cooling to room temperature, the reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification (gradient
Essigester/Heptan) des resultierenden Rückstandes konnte 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-methyl-2- oxohexahydropyrimidin-4-yl-3-methylbutanoat in Form eines farblosen Öls isoliert werden (260 mg, 93% der Theorie).‘H-NMR (400 MHz, CDC13 d, ppm) 6.88 (m, 1H), 6.57 (s, 1H), 3.68-3.59 (m, 1H), 3.30-3.21 (m, 1H), 3.06 (s, 3H), 2.32-2-22 (m, 2H), 2.21-2.07 (m, 2H), 1.60 (m, 1H), 1.31 (s, 9H), 0.94 (t, 3H). Ethyl acetate / heptane) of the resulting residue, 3- (5-tert-butyl-1,2-oxazol-3-yl) -1-methyl-2-oxohexahydropyrimidin-4-yl-3-methylbutanoate was isolated as a colorless oil (260 mg, 93% of theory). 1 H NMR (400 MHz, CDCl 3 d, ppm) 6.88 (m, 1H), 6.57 (s, 1H), 3.68-3.59 (m, 1H), 3.30-3.21 (m, 1H), 3.06 (s, 3H), 2.32-2-22 (m, 2H), 2.21-2.07 (m, 2H), 1.60 (m, 1H), 1.31 (s, 9H), 0.94 (t , 3H).
No. 1.41-162: l-(5-tert-Butyl-l,2-oxazol-3-yl)-6-hydroxy-3,4-dimethyltetrahydropyrimidin-2(lH)-on No. 1.41-162: 1- (5-tert-butyl-1,2-oxazol-3-yl) -6-hydroxy-3,4-dimethyltetrahydropyrimidin-2 (1H) -one
3-Amino-5-tert-butylisoxazol (2.00 g, 14.27 mmol) wurde in Tetrahydrofuran (70 mL) gelöst und mit Pyridin (2.31 mL, 28.53 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (1.88 mL, 14.98 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und für weitere 2 h gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-iV-[5-tert-butylisoxazol-3-yl]carbamat (2.50 g, 67% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCL d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s, 9H). Phenyl-ZV- [5 -tert- butylisoxazol-3-yl]carbamat (2.50 g, 9.61 mmol) wurde danach ohne weitere Reinigung in 3-Amino-5-tert-butylisoxazole (2.00 g, 14.27 mmol) was dissolved in tetrahydrofuran (70 mL) and pyridine (2.31 mL, 28.53 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (1.88 mL, 14.98 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for an additional 2 h. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCl d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H). Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 9.61 mmol) was then added without further purification
Dichlormethan (100 mL) gelöst und mit 3-(Methylamino)-l -butanol (1.00 g, 9.61 mmol) sowie Triethylamin (2.68 ml, 19.21 mmol) versetzt. Das Reaktionsgemisch wurde 7 h lang bei Dissolved dichloromethane (100 mL) and treated with 3- (methylamino) -l-butanol (1.00 g, 9.61 mmol) and triethylamine (2.68 ml, 19.21 mmol). The reaction mixture was added for 7 h
Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend Room temperature stirred. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was subsequently
säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(5-tert-Butyl-l,2- oxazol-3-yl)-l-(4-hydroxybutan-2-yl)-l-methylhamstoff (2.20 g, 83% der Theorie) wurde als farbloses hochviskoses Öl erhalten. 'H-NMR (CDCL d, ppm) 8.25 (br. s, 1H, NH), 6.58 (s, 1H), 4.55 (m, 1H), 3.71-3.64 (m, 1H), 3.53-3.46 (m, 1H), 2.84 (s, 3H), 1.83-1.72 (m, 1H), 1.64-1.55 (m, 1H), 1.32 (s, 9H), 1.25 (d, 3H). 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-(4-hydroxybutan-2-yl)-l-methylhamstoff (2.00 g, 7.43 mmol) wurde in Dimethylsulfoxid (100 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3-on-l-oxid (3.12 g, 11.14 mmol) versetzt sowie 8 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde l-(5-tert-Butyl-l,2-oxazol-3-yl)-6-hydroxy-3,4- dimethyltetrahydropyrimidin-2(lH)-on (1.05 g, 53% der Theorie) in Form eines trennbaren purified by column chromatography (gradient ethyl acetate / heptane), and 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1- (4-hydroxybutan-2-yl) -1-methylurea (2.20 g, 83 % of theory) was obtained as a colorless highly viscous oil. 'H-NMR (CDCl d, ppm) 8.25 (br. S, 1H, NH), 6.58 (s, 1H), 4.55 (m, 1H), 3.71-3.64 (m, 1H), 3.53-3.46 (m, 1H), 2.84 (s, 3H), 1.83-1.72 (m, 1H), 1.64-1.55 (m, 1H), 1.32 (s, 9H), 1.25 (d, 3H). 3- (5-tert-Butyl-1,2,3-oxazol-3-yl) -1- (4-hydroxybutan-2-yl) -1-methylurea (2.00 g, 7.43 mmol) was dissolved in dimethyl sulfoxide (100 mL) and with 1-hydroxy-l, 2-benziodoxol-3-one-l-oxide (3.12 g, 11.14 mmol) and stirred for 8 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) gave 1- (5-tert-butyl-1,2-oxazol-3-yl) -6-hydroxy-3,4-dimethyltetrahydropyrimidin-2 (1H) -one (1.05 g, 53% of theory) in the form of a separable
Stereoisomerengemischs (Stereoisomer 1 : 1.05 g, 53% der Theorie; Stereoisomer 2: 700 mg, 35% der Theorie) erhalten. Stereoisomer 1 : 'H-NMR (400 MHz, CDCL d, ppm) 6.72 (s, 1H), 5.73 (m, 1H), 4.56 (m, 1H), 3.58-3.52 (m, 1H), 3.03 (s, 3H), 2.53-2.27 (m, 2H), 2.14-2.09 (m, 1H), 1.32 (s, 9H). Stereoisomeric mixture (stereoisomer 1: 1.05 g, 53% of theory; stereoisomer 2: 700 mg, 35% of theory). Stereoisomer 1: 'H-NMR (400 MHz, CDCl d, ppm) 6.72 (s, 1H), 5.73 (m, 1H), 4.56 (m, 1H), 3.58-3.52 (m, 1H), 3.03 (s, 3H), 2.53-2.27 (m, 2H), 2.14-2.09 (m, 1H), 1.32 (s, 9H).
Stereoisomer 2:‘H-NMR (400 MHz, CDC13 d, ppm) 6.60 (s, 1H), 5.68 (m, 1H), 4.38 (m, 1H), 3.83-3.77 (m, 1H), 3.02 (s, 3H), 2.23-2.18 (m, 2H), 2.02-1.93 (m, 1H), 1.32 (s, 9H). No. 1.61-162: 1 -(5-tert-Butyl- 1 ,2-oxazol-3-yl)-6-hydroxy-3,5,5-trimethyltetrahydropyrimidin-2( 1 H)-on Stereoisomer 2: 1 H-NMR (400 MHz, CDCl 3 d, ppm) 6.60 (s, 1H), 5.68 (m, 1H), 4.38 (m, 1H), 3.83-3.77 (m, 1H), 3.02 (s , 3H), 2.23-2.18 (m, 2H), 2.02-1.93 (m, 1H), 1.32 (s, 9H). No. 1.61-162: 1- (5-tert-butyl-1,2-oxazol-3-yl) -6-hydroxy-3,5,5-trimethyltetrahydropyrimidine-2 (1H) -one
3-Amino-5-tert-butylisoxazol (2.00 g, 14.27 mmol) wurde in Tetrahydrofuran (70 mL) gelöst und mit Pyridin (2.31 mL, 28.53 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (1.88 mL, 14.98 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und für weitere 2 h gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-iV-[5-tert-butylisoxazol-3-yl]carbamat (2.50 g, 67% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCL d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s, 9H). Phenyl-ZV- [5 -tert- butylisoxazol-3-yl]carbamat (2.30 g, 8.84 mmol) wurde danach ohne weitere Reinigung in 3-Amino-5-tert-butylisoxazole (2.00 g, 14.27 mmol) was dissolved in tetrahydrofuran (70 mL) and pyridine (2.31 mL, 28.53 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (1.88 mL, 14.98 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for an additional 2 h. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCl d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H). Phenyl ZV- [5-tert-butylisoxazol-3-yl] carbamate (2.30 g, 8.84 mmol) was then added without further purification
Dichlormethan (100 mL) gelöst und mit 2,2-Dimethyl-3-(methylamino)-propan-l-ol (1.04 g, 8.84 mmol) sowie Triethylamin (2.46 ml, 17.67 mmol) versetzt. Das Reaktionsgemisch wurde 7 h lang bei Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend Dissolved dichloromethane (100 mL) and treated with 2,2-dimethyl-3- (methylamino) -propan-1-ol (1.04 g, 8.84 mmol) and triethylamine (2.46 mL, 17.67 mmol). The reaction mixture was stirred at room temperature for 7 hours. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was subsequently
säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(5-tert-Butyl-l,2- oxazol-3-yl)-l-(3-hydroxy-2,2-dimethylpropyl)-l-methylhamstoff (2.20 g, 86% der Theorie) wurde als farbloses hochviskoses Öl erhalten. 'H-NMR (CDCL d, ppm) 8.05 (br. s, 1H, NH), 6.61 (s, 1H), 3.50- 3.28 (br. s, 1H, OH), 3.25-3.19 (m, 2H), 3.12-3.08 (m, 2H), 3.05 (s, 3H), 1.32 (s, 9H), 0.95 (s, 6H). 3-(5- tert-Butyl-l,2-oxazol-3-yl)-l-(3-hydroxy-2,2-dimethylpropyl)-l-methylhamstoff (2.00 g, 7.06 mmol) wurde in Dimethylsulfoxid (100 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3-on-l-oxid (2.96 g, 10.59 mmol) versetzt sowie 16 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde l-(5-tert-Butyl-l,2-oxazol-3-yl)-6-hydroxy-3,5,5- trimethyltetrahydropyrimidin-2(lH)-on (1.70 g, 77% der Theorie) als farbloser Feststoff erhalten. purified by column chromatography (gradient ethyl acetate / heptane), and 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1- (3-hydroxy-2,2-dimethylpropyl) -1-methylurea (2.20 g , 86% of theory) was obtained as a colorless highly viscous oil. 'H-NMR (CDCl d, ppm) 8.05 (br.s, 1H, NH), 6.61 (s, 1H), 3.50- 3.28 (br.s, 1H, OH), 3.25-3.19 (m, 2H), 3.12-3.08 (m, 2H), 3.05 (s, 3H), 1.32 (s, 9H), 0.95 (s, 6H). 3- (5- tert -butyl-1,2-oxazol-3-yl) -1- (3-hydroxy-2,2-dimethylpropyl) -l-methylurea (2.00 g, 7.06 mmol) was dissolved in dimethylsulfoxide (100 mL ) and 1-hydroxy-l, 2-benziodoxol-3-one-l-oxide (2.96 g, 10.59 mmol) and stirred for 16 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) gave 1- (5-tert-butyl-1,2-oxazol-3-yl) -6-hydroxy-3,5,5-trimethyl-tetrahydropyrimidine-2 (1H). -one (1.70 g, 77% of theory) as a colorless solid.
‘H-NMR (400 MHz, CDCL d, ppm) 6.63 (s, 1H), 5.18 (m, 1H), 4.12 (br. m, 1H), 3.63 (d, 1H), 3.02 (s, 3H), 2.72 (d, 1H), 1.33 (s, 9H), 1.13 (s, 3H), 1.12 (s, 3H). No. 1.61-449: l-[4-(trifluormethyl)pyridin-2-yl]-6-hydroxy-3,5,5-trimethyltetrahydropyrimidin-2(lH)- on 'H NMR (400 MHz, CDCl d, ppm) 6.63 (s, 1H), 5.18 (m, 1H), 4.12 (br, m, 1H), 3.63 (d, 1H), 3.02 (s, 3H), 2.72 (d, 1H), 1.33 (s, 9H), 1.13 (s, 3H), 1.12 (s, 3H). No. 1.61-449: 1- [4- (trifluoromethyl) pyridin-2-yl] -6-hydroxy-3,5,5-trimethyltetrahydropyrimidin-2 (1H) -one
4-(trifluormethyl)pyridin-2-amin (9.70 g, 59.84 mmol) wurde in Tetrahydrofuran (120 mL) gelöst und mit Pyridin (9.68 mL, 119.67 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (7.88 mL, 62.83 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und eine Stunde lange bei Raumtemperatur gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl- V-[4- (trifluormethyl)pyridin-2-yl]carbamat (14.00 g, 81% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDC13 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 (m, 4H). Phenyl-ZV- [4-(trifluormethyl)pyridin-2-yl]carbamat (2.00 g, 7.09 mmol) wurde danach ohne weitere Reinigung in Dichlormethan (40 mL) gelöst und mit 2,2-Dimethyl-3- (methylamino)-propan-l-ol (0.91 g, 7.79 mmol) sowie Triethylamin (2.47 ml, 17.72 mmol) versetzt.4- (trifluoromethyl) pyridin-2-amine (9.70 g, 59.84 mmol) was dissolved in tetrahydrofuran (120 mL) and pyridine (9.68 mL, 119.67 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (7.88 mL, 62.83 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for one hour at room temperature. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate (14.00 g, 81% of theory) was obtained as a colorless solid. 'H-NMR (400 MHz, CDCl 3 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H). Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and treated with 2,2-dimethyl-3- (methylamino) - propan-1-ol (0.91 g, 7.79 mmol) and triethylamine (2.47 mL, 17.72 mmol).
Das Reaktionsgemisch wurde 14 h lang bei Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend säulenchromatographisch gereinigt (Gradient The reaction mixture was stirred for 14 h at room temperature. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was then purified by column chromatography (gradient
Essigsäureethylester/Heptan), und 3 - [4-(trifluormethyl)pyridin-2-yl] - 1 -(3 -hydroxy-2,2-dimethylpropyl)- 1 -methylhamstoff (2.10 g, 95% der Theorie) wurde als farbloser Feststoff erhalten. H-NMR (CDCI3 d, ppm) 8.38 (m, 1H), 8.34 (m, 1H), 7.13 (m, 1H), 4.40-3.50 (br. s, 1H), 3.38-3.24 (m, 4H), 3.12 (s, 3H), 0.96 (s, 6H). 3-[4-(trifluormethyl)pyridin-2-yl]-l-(3-hydroxy-2,2-dimethylpropyl)-l-methylhamstoff (300 mg, 0.98 mmol) wurde in Dimethylsulfoxid (10 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3- on-l-oxid (917 mg, 1.47 mmol, 1.5 equiv., 45%ig) versetzt sowie 2 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter Ethyl acetate / heptane), and 3 - [4- (trifluoromethyl) pyridin-2-yl] -1- (3-hydroxy-2,2-dimethylpropyl) -1-methylurea (2.10 g, 95% of theory) became as colorless Obtained solid. H-NMR (CDCl 3 d, ppm) 8.38 (m, 1H), 8.34 (m, 1H), 7.13 (m, 1H), 4.40-3.50 (br.s, 1H), 3.38-3.24 (m, 4H) , 3.12 (s, 3H), 0.96 (s, 6H). 3- [4- (trifluoromethyl) pyridin-2-yl] -1- (3-hydroxy-2,2-dimethylpropyl) -l-methylurea (300 mg, 0.98 mmol) was dissolved in dimethylsulfoxide (10 mL) and extracted with 1 L of -Hydroxy-l, 2-benziodoxol-3-one-l-oxide (917 mg, 1.47 mmol, 1.5 equiv., 45%) and stirred for 2 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and placed under
vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde l-[4- (trifluormethyl)pyridin-2-yl]-6-hydroxy-3,5,5-trimethyltetrahydropyrimidin-2(lH)-on (200 mg, 60% der Theorie) als farbloser Feststoff erhalten. *H-NMR (400 MHz, CDCI3 d, ppm) 8.43 (m, 1H), 8.11 (m, 1H), 7.23 (m, 1H), 5.10 (m, 1H), 4.90 (br. s, 1H), 3.71 (d, 1H), 3.05 (s, 3H), 2.81 (d, 1H), 1.16 (s, 3H), 1.14 (s, 3H). concentrated reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) afforded 1- [4- (trifluoromethyl) pyridin-2-yl] -6-hydroxy-3,5,5-trimethyltetrahydropyrimidin-2 (1H) -one (200 mg , 60% of theory) as a colorless solid. * H-NMR (400 MHz, CDCl 3 d, ppm) 8.43 (m, 1H), 8.11 (m, 1H), 7.23 (m, 1H), 5.10 (m, 1H), 4.90 (brs s, 1H), 3.71 (d, 1H), 3.05 (s, 3H), 2.81 (d, 1H), 1.16 (s , 3H), 1.14 (s, 3H).
No. 1.62-449: l-[4-(trifluormethyl)pyridin-2-yl]-6-acetyloxy-3,5,5-trimethyltetrahydropyrimidin-2(lH)- on No. 1.62-449: 1- [4- (trifluoromethyl) pyridin-2-yl] -6-acetyloxy-3,5,5-trimethyltetrahydropyrimidin-2 (1H) -one
3-[4-(trifluormethyl)pyridin-2-yl]-l-(3-hydroxy-2,2-dimethylpropyl)-l-methylhamstoff (150 mg, 0.49 mmol) wurde in Dichlormethan (10 mL) gelöst und mit mit l,l,l-Tris(acetyloxy)-l,l-dihydro-l,2- benziodoxol-3-(lH)-on (312 mg, 0.74 mmol) versetzt sowie 2 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter 3- [4- (trifluoromethyl) pyridin-2-yl] -1- (3-hydroxy-2,2-dimethylpropyl) -l-methylurea (150 mg, 0.49 mmol) was dissolved in dichloromethane (10 mL) and washed with 1, 1, 1-Tris (acetyloxy) -1, 1-dihydro-1,2-benzodoxol-3- (1H) -one (312 mg, 0.74 mmol) and stirred for 2 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and placed under
vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde l-[4-concentrated reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) afforded 1- [4-
(trifluormethyl)pyridin-2-yl]-6-acetyloxy-3,5,5-trimethyltetrahydropyrimidin-2(lH)-on (63 mg, 36% der Theorie) als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCfi d, ppm) 8.49 (m, 1H), 8.05 (m,(trifluoromethyl) pyridin-2-yl] -6-acetyloxy-3,5,5-trimethyltetrahydropyrimidin-2 (1H) -one (63mg, 36% of theory) as a colorless solid. 'H-NMR (400 MHz, CDCfi d, ppm) 8.49 (m, 1H), 8.05 (m,
1H), 7.21 (m, 1H), 6.78 (m, 1H), 3.56 (d, 1H), 3.08 (s, 3H), 2.87 (d, 1H), 2.05 (s, 3H), 1.25 (s, 3H), 1.06 (s, 3H). 13C-NMR (150 MHz, CDCfi d, ppm) 169.7, 154.5; 152.5; 148.4; 139.1; 125.5-120.1; 116.2; 115.4; 84.1; 55.7; 36.2; 32.8; 23.3; 22.8; 21.0. 1H), 7.21 (m, 1H), 6.78 (m, 1H), 3.56 (d, 1H), 3.08 (s, 3H), 2.87 (d, 1H), 2.05 (s, 3H), 1.25 (s, 3H ), 1.06 (s, 3H). 13 C-NMR (150 MHz, CDCl 2 d, ppm) 169.7, 154.5; 152.5; 148.4; 139.1; 125.5-120.1; 116.2; 115.4; 84.1; 55.7; 36.2; 32.8; 23.3; 22.8; 21.0.
No. 1.81-162: 6-(5-tert-Butyl-l,2-oxazol-3-yl)-5-hydroxy-8-methyl-6,8-diazaspiro[3.5]nonan-7-on No. 1.81-162: 6- (5-tert-butyl-1,2-oxazol-3-yl) -5-hydroxy-8-methyl-6,8-diazaspiro [3.5] nonan-7-one
3-Amino-5-tert-butylisoxazol (2.00 g, 14.27 mmol) wurde in Tetrahydrofuran (70 mL) gelöst und mit Pyridin (2.31 mL, 28.53 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (1.88 mL, 14.98 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und für weitere 2 h gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-iV-[5-tert-butylisoxazol-3-yl]carbamat (2.50 g, 67% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCh d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s, 9H). Phenyl-ZV- [5 -tert- butylisoxazol-3-yl]carbamat (2.20 g, 8.45 mmol) wurde danach ohne weitere Reinigung in 3-Amino-5-tert-butylisoxazole (2.00 g, 14.27 mmol) was dissolved in tetrahydrofuran (70 mL) and pyridine (2.31 mL, 28.53 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (1.88 mL, 14.98 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min Room temperature and stirred for a further 2 h. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl-iV- [5-tert-butylisoxazol-3-yl] carbamate (2.50 g, 67% of theory) was obtained as a colorless solid. 'H NMR (400 MHz, CDCh d, ppm) 8.05 (s, 1H, NH), 7.49-7.44 (m, 2H), 7.34-7.27 (m, 3H), 6.56 (s, 1H), 1.32 (s , 9H). Phenyl ZV- [5-t-butylisoxazol-3-yl] carbamate (2.20 g, 8.45 mmol) was then added without further purification
Dichlormethan (100 mL) gelöst und mit {l-[(Methylamino)methyl]cyclobutyl}methanol (1.04 g, 8.84 mmol) sowie Triethylamin (2.36 ml, 16.90 mmol) versetzt. Das Reaktionsgemisch wurde 14 h lang bei Raumtemperatur gerührt. Nach vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend Dissolved dichloromethane (100 mL) and added {1- [(methylamino) methyl] cyclobutyl} methanol (1.04 g, 8.84 mmol) and triethylamine (2.36 mL, 16.90 mmol). The reaction mixture was stirred for 14 h at room temperature. After complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was subsequently
säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-(5-tert-Butyl-l,2- oxazol-3-yl)-l-{[l-(hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (2.30 g, 90% der Theorie) wurde als farbloses hochviskoses Öl erhalten. 'H-NMR (CDCI3 d, ppm) 8.60-8.05 (br. s, 1H, NH), 6.58 (s, 1H), 4.60-4.40 (br. s, 1H, OH), 3.71-3.64 (m, 2H), 3.44 (m, 2H), 3.05 (s, 3H), 2.08-1.98 (m, 1H), 1.95-1.71 (m, 5 H), 1.31 (s, 9H). 3-(5-tert-Butyl-l,2-oxazol-3-yl)-l-{[l-purified by column chromatography (gradient ethyl acetate / heptane), and 3- (5-tert-butyl-l, 2-oxazol-3-yl) -1 - [[1- (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (2.30 g , 90% of theory) was obtained as a colorless highly viscous oil. 'H-NMR (CDCl3 d, ppm) 8.60-8.05 (br.s, 1H, NH), 6.58 (s, 1H), 4.60-4.40 (br.s, 1H, OH), 3.71-3.64 (m, 2H ), 3.44 (m, 2H), 3.05 (s, 3H), 2.08-1.98 (m, 1H), 1.95-1.71 (m, 5H), 1.31 (s, 9H). 3- (5-tert-butyl-l, 2-oxazol-3-yl) -l - {[l-
(hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (2.00 g, 6.77 mmol) wurde in Dimethylsulfoxid (100 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3-on-l-oxid (2.84 g, 10.16 mmol) versetzt sowie 16 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter vermindertem Druck eingeengt. Durch abschließende (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (2.00 g, 6.77 mmol) was dissolved in dimethyl sulfoxide (100 mL) and l-hydroxy-1,2-benziodoxol-3-one-1-oxide (2.84 g, 10.16 mmol) and stirred for 16 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. By final
säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient column chromatographic purification of the resulting crude product (gradient
Essigsäureethylester/Heptan) wurde 6-(5-tert-Butyl-l,2-oxazol-3-yl)-5-hydroxy-8-methyl-6,8- diazaspiro[3.5]nonan-7-on (0.80 g, 39% der Theorie) als farbloser Feststoff erhalten. H-NMR (400 MHz, CDCI3 d, ppm) 6.63 (s, 1H), 5.56 (m, 1H), 4.04 (br. m, 1H), 3.77 (d, 1H), 3.12 (d, 1H), 3.04 (s, 3H), 2.25-2.19 (m, 1H), 2.05-1.92 (m, 4H), 1.85-1.80 (m, 1H), 1.33 (s, 9H). Ethyl acetate / heptane) gave 6- (5-tert-butyl-1,2-oxazol-3-yl) -5-hydroxy-8-methyl-6,8-diazaspiro [3.5] nonan-7-one (0.80 g, 39% of theory) as a colorless solid. H-NMR (400 MHz, CDCl 3 d, ppm) 6.63 (s, 1H), 5.56 (m, 1H), 4.04 (br, m, 1H), 3.77 (d, 1H), 3.12 (d, 1H), 3.04 (s, 3H), 2.25-2.19 (m, 1H), 2.05-1.92 (m, 4H), 1.85-1.80 (m, 1H), 1.33 (s, 9H).
No. 1.81-449: 6-[4-(trifluormethyl)pyridin-2-yl]-5-hydroxy-8-methyl-6,8-diazaspiro[3.5]nonan-7-on No. 1.81-449: 6- [4- (trifluoromethyl) pyridin-2-yl] -5-hydroxy-8-methyl-6,8-diazaspiro [3.5] nonan-7-one
4-(trifluormethyl)pyridin-2-amin (9.70 g, 59.84 mmol) wurde in Tetrahydrofuran (120 mL) gelöst und mit Pyridin (9.68 mL, 119.67 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (7.88 mL, 62.83 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und eine Stunde lange bei Raumtemperatur gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl-/V-[4- (trifluormethyl)pyridin-2-yl]carbamat (14.00 g, 81% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDCL d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 (m, 4H). Phenyl-ZV- [4-(trifluormethyl)pyridin-2-yl]carbamat (2.00 g, 7.09 mmol) wurde danach ohne weitere Reinigung in Dichlormethan (40 mL) gelöst und mit { 1 - [(Methylamino)methyl]cyclobutyl}methanol (1.01 g, 7.79 mmol) sowie Triethylamin (2.47 ml, 17.72 mmol) versetzt. Das Reaktionsgemisch wurde 14 h lang bei Raumtemperatur gerührt. Nach 4- (trifluoromethyl) pyridin-2-amine (9.70 g, 59.84 mmol) was dissolved in tetrahydrofuran (120 mL) and pyridine (9.68 mL, 119.67 mmol) was added. The reaction mixture was cooled to 0 ° C and a A solution of phenyl chloroformate (7.88 mL, 62.83 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for one hour at room temperature. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl- / V- [4- (trifluoromethyl) pyridin-2-yl] carbamate (14.00 g, 81% of theory) was obtained as a colorless solid. 'H-NMR (400 MHz, CDCl d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 (m , 4H). Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and with {1- [(methylamino) methyl] cyclobutyl} methanol (1.01 g, 7.79 mmol) and triethylamine (2.47 ml, 17.72 mmol) were added. The reaction mixture was stirred for 14 h at room temperature. To
vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-[4-(trifluormethyl)pyridin-2-yl]-l-{[l- (hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (2.50 g, 95% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (CDCL d, ppm) 8.35-8.30 (m, 3H), 7.13 (m, 1H), 4.02-3.73 (br. s, 1H, OH), 3.68-3.62 (m, 2H), 3.49 (s, 2H), 3.07 (s, 3H), 2.05-1.79 (m, 6H). 3-[4-(trifluormethyl)pyridin-2-yl]-l- {[l-(hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (150 mg, 0.47 mmol) wurde in With complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was then purified by column chromatography (gradient ethyl acetate / heptane), and 3- [4- (trifluoromethyl) pyridin-2-yl] -1 - {[1- (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (2.50 g, 95% of theory) was obtained as a colorless solid. 'H-NMR (CDCl d, ppm) 8.35-8.30 (m, 3H), 7.13 (m, 1H), 4.02-3.73 (br.s, 1H, OH), 3.68-3.62 (m, 2H), 3.49 ( s, 2H), 3.07 (s, 3H), 2.05-1.79 (m, 6H). 3- [4- (trifluoromethyl) pyridin-2-yl] -1- [[1- (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (150 mg, 0.47 mmol) was added in
Dimethylsulfoxid (10 mL) gelöst und mit l-Hydroxy-l,2-benziodoxol-3-on-l-oxid (0.94 mmol, 2.0 equiv.) versetzt sowie 8 h lang bei Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, abfiltriert und unter vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Dissolved dimethyl sulfoxide (10 mL) and with l-hydroxy-l, 2-benziodoxol-3-one-l-oxide (0.94 mmol, 2.0 equiv.) And stirred for 8 h at room temperature. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. By final column chromatographic purification of the resulting crude product (gradient
Essigsäureethylester/Heptan) wurde 6-[4-(trifluormethyl)pyridin-2-yl]-5-hydroxy-8-methyl-6,8- diazaspiro[3.5]nonan-7-on (140 mg, 74% der Theorie) als farbloser Feststoff erhalten. H-NMR (400 MHz, CDCL d, ppm) 8.45 (m, 1H), 8.14 (m, 1H), 7.23 (m, 1H), 5.51 (m, 1H), 4.82 (m, 1H), 3.81 (d,Ethyl acetate / heptane) was added 6- [4- (trifluoromethyl) pyridin-2-yl] -5-hydroxy-8-methyl-6,8-diazaspiro [3.5] nonan-7-one (140mg, 74% of theory). as a colorless solid. H-NMR (400 MHz, CDCl d, ppm) 8.45 (m, 1H), 8.14 (m, 1H), 7.23 (m, 1H), 5.51 (m, 1H), 4.82 (m, 1H), 3.81 (i.e. .
1H), 3.20 (d, 1H), 3.05 (s, 3H), 2.25-2.20 (m, 1H), 2.05-1.85 (m, 5H). 1H), 3.20 (d, 1H), 3.05 (s, 3H), 2.25-2.20 (m, 1H), 2.05-1.85 (m, 5H).
No. 1.82-449: 8-Methyl-7-oxo-6-[4-(trifluormethyl)pyridin-2-yl]-6,8-diazaspiro[3.5]nonan-5-ylacetat No. 1.82-449: 8-methyl-7-oxo-6- [4- (trifluoromethyl) pyridin-2-yl] -6,8-diazaspiro [3.5] nonan-5-ylacetate
4-(trifluormethyl)pyridin-2-amin (9.70 g, 59.84 mmol) wurde in Tetrahydrofuran (120 mL) gelöst und mit Pyridin (9.68 mL, 119.67 mmol) versetzt. Das Reaktionsgemisch wurde auf 0°C abgekühlt und eine Lösung aus Chlorkohlensäurephenylester (7.88 mL, 62.83 mmol) in Tetrahydrofuran (30 mL) wurde langsam über 15 min zugetropft. Die Reaktionsmischung wurde bei 0°C für 15 min gerührt, auf Raumtemperatur erwärmt und eine Stunde lange bei Raumtemperatur gerührt. Die Reaktionslösung wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet und unter vermindertem Druck eingeengt. Phenyl- V-[4- (trifluormethyl)pyridin-2-yl]carbamat (14.00 g, 81% der Theorie) wurde als farbloser Feststoff erhalten. ‘H-NMR (400 MHz, CDC13 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 (m, 4H). Phenyl-ZV- [4-(trifluormethyl)pyridin-2-yl]carbamat (2.00 g, 7.09 mmol) wurde danach ohne weitere Reinigung in Dichlormethan (40 mL) gelöst und mit { 1 - [(Methylamino)methyl]cyclobutyl}methanol (1.01 g, 7.79 mmol) sowie Triethylamin (2.47 ml, 17.72 mmol) versetzt. Das Reaktionsgemisch wurde 14 h lang bei Raumtemperatur gerührt. Nach 4- (trifluoromethyl) pyridin-2-amine (9.70 g, 59.84 mmol) was dissolved in tetrahydrofuran (120 mL) and pyridine (9.68 mL, 119.67 mmol) was added. The reaction mixture was cooled to 0 ° C and a solution of chloroformate (7.88 mL, 62.83 mmol) in tetrahydrofuran (30 mL) was added slowly dropwise over 15 min. The reaction mixture was stirred at 0 ° C for 15 min, warmed to room temperature and stirred for one hour at room temperature. The reaction solution was added with water and dichloromethane and extracted. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Phenyl V- [4- (trifluoromethyl) pyridin-2-yl] carbamate (14.00 g, 81% of theory) was obtained as a colorless solid. 'H-NMR (400 MHz, CDCl 3 d, ppm) 9.59 (s, 1H, NH), 8.56 (d, 1H), 8.38 (s, 1H), 7.48-7.42 (m, 2H), 7.33-7.21 ( m, 4H). Phenyl ZV- [4- (trifluoromethyl) pyridin-2-yl] carbamate (2.00 g, 7.09 mmol) was then dissolved in dichloromethane (40 mL) without further purification and with {1- [(methylamino) methyl] cyclobutyl} methanol (1.01 g, 7.79 mmol) and triethylamine (2.47 ml, 17.72 mmol) were added. The reaction mixture was stirred for 14 h at room temperature. To
vollständigem Umsatz wurde das Reaktionsgemisch mit Dichlormethan und Wasser versetzt und gründlich extrahiert. Die organische Phase wurde mit Wasser gewaschen, über Natriumsulfat getrocknet, gefiltert und eingeengt. Das Rohprodukt wurde anschließend säulenchromatographisch gereinigt (Gradient Essigsäureethylester/Heptan), und 3-[4-(trifluormethyl)pyridin-2-yl]-l-{[l- (hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (2.50 g, 95% der Theorie) wurde als farbloser Feststoff erhalten. 'H-NMR (CDCL d, ppm) 8.35-8.30 (m, 3H), 7.13 (m, 1H), 4.02-3.73 (br. s, 1H, OH), 3.68-3.62 (m, 2H), 3.49 (s, 2H), 3.07 (s, 3H), 2.05-1.79 (m, 6H). 3-[4-(trifluormethyl)pyridin-2-yl]-l- {[l-(hydroxymethyl)cyclobutyl]methyl}-l-methylhamstoff (150 mg, 0.47 mmol) wurde in With complete conversion, the reaction mixture was added with dichloromethane and water and extracted thoroughly. The organic phase was washed with water, dried over sodium sulfate, filtered and concentrated. The crude product was then purified by column chromatography (gradient ethyl acetate / heptane), and 3- [4- (trifluoromethyl) pyridin-2-yl] -1 - {[1- (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (2.50 g, 95% of theory) was obtained as a colorless solid. 'H-NMR (CDCl d, ppm) 8.35-8.30 (m, 3H), 7.13 (m, 1H), 4.02-3.73 (br.s, 1H, OH), 3.68-3.62 (m, 2H), 3.49 ( s, 2H), 3.07 (s, 3H), 2.05-1.79 (m, 6H). 3- [4- (trifluoromethyl) pyridin-2-yl] -1- [[1- (hydroxymethyl) cyclobutyl] methyl} -1-methylurea (150 mg, 0.47 mmol) was added in
Dichlormethan (10 mL) gelöst und mit l,l,l-Tris(acetyloxy)-l,l-dihydro-l,2-benziodoxol-3-(lH)-on (301 mg, 0.71 mmol) sowie Natriumhydrogencarbonat (1.5 equiv) versetzt und 2 h lang bei Dichloromethane (10 mL) and washed with 1: 1, 1-tris (acetyloxy) -1, 1-dihydro-1,2-benzodoxol-3- (1H) -one (301 mg, 0.71 mmol) and sodium bicarbonate (1.5 equiv ) and added for 2 hours
Raumtemperatur gerührt. Das Reaktionsgemisch wurde mit Wasser und Dichlormethan versetzt und gründlich extrahiert. Die vereinigten organischen Phasen wurden über Natriumsulfat getrocknet, ab filtriert und unter vermindertem Druck eingeengt. Durch abschließende säulenchromatographische Reinigung des resultierenden Rohproduktes (Gradient Essigsäureethylester/Heptan) wurde 8-Methyl-7- oxo-6-[4-(trifluormethyl)pyridin-2-yl]-6,8-diazaspiro[3.5]nonan-5-ylacetat (70 mg, 37% der Theorie) als farbloser Feststoff erhalten. 'H-NMR (400 MHz, CDCI3 d, ppm) 8.51 (m, 1H), 8.06 (m, 1H), 7.22 (m, 1H), 7.14 (m, 1H), 3.67 (m, 1H), 3.27 (m, 1H), 3.09 (s, 3H), 2.30-2.18 (m, 1H), 2.15-1.90 (m, 7H), 1.82- 1.71 (m, 1H). Room temperature stirred. The reaction mixture was added with water and dichloromethane and extracted thoroughly. The combined organic phases were dried over sodium sulfate, filtered off and concentrated under reduced pressure. Final purification by column chromatography of the resulting crude product (ethyl acetate / heptane gradient) gave 8-methyl-7-oxo-6- [4- (trifluoromethyl) pyridin-2-yl] -6,8-diazaspiro [3.5] nonan-5-yl acetate (70 mg, 37% of theory) as a colorless solid. 'H NMR (400 MHz, CDCl3 d, ppm) 8.51 (m, 1H), 8.06 (m, 1H), 7.22 (m, 1H), 7.14 (m, 1H), 3.67 (m, 1H), 3.27 ( m, 1H), 3.09 (s, 3H), 2.30-2.18 (m, 1H), 2.15-1.90 (m, 7H), 1.82- 1.71 (m, 1H).
In Analogie zu den oben angeführten und an entsprechender Stelle rezitierten Herstellungsbeispielen und unter Berücksichtigung der allgemeinen Angaben zur Herstellung von substituierten N- Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinonen erhält man die nachfolgend genannten Verbindungen. Wenn in Tabelle 1 ein Strukturelement durch eine Strukurformel definiert ist, welches eine gestrichelte Linie enthält, so bedeutet diese gestrichelte Linie, dass an dieser Position die betreffende Gruppe mit dem Rest des Moleküls verbunden ist. In analogy to the production examples recited above and recited at the appropriate place and taking into account the general information on the preparation of substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinones, the following are obtained Links. In Table 1, when a structural element is defined by a structural formula containing a dashed line, this dashed line means that at that position, the relevant group is connected to the rest of the molecule.
<M* <M *
Tabelle 1.1: Bevorzugte Verbindungen der Formel (1.1) sind die Verbindungen 1.1-1 bis 1.1-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.1-1 bis 1.1-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.1: Preferred compounds of the formula (1.1) are the compounds 1.1-1 to 1.1-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.1-1 to 1.1-718 of Table 1.1 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1 : Table 1 :
Tabelle 1.2: Bevorzugte Verbindungen der Formel (1.2) sind die Verbindungen 1.2-1 bis 1.2-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.2-1 bis 1.2-718 der Tabelle 1.2 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.2: Preferred compounds of the formula (1.2) are the compounds 1.2-1 to 1.2-718, wherein Q has the meanings indicated in the respective line of Table 1. The compounds 1.2-1 to 1.2-718 of Table 1.2 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.3: Bevorzugte Verbindungen der Formel (1.3) sind die Verbindungen 1.3-1 bis 1.3-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.3-1 bis 1.3-718 der Tabelle 1.3 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q derTable 1.3: Preferred compounds of the formula (1.3) are the compounds 1.3-1 to 1.3-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.3-1 to 1.3-718 of Table 1.3 are thus characterized by the meaning of the respective entries no. 1 to 718 for Q of
Tabelle 1 definiert. Table 1 defines.
Tabelle 1.4: Bevorzugte Verbindungen der Formel (1.4) sind die Verbindungen 1.4-1 bis 1.4-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.4-1 bis 1.4-718 der Tabelle 1.4 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.4: Preferred compounds of the formula (1.4) are the compounds 1.4-1 to 1.4-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.4-1 to 1.4-718 of Table 1.4 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.5: Bevorzugte Verbindungen der Formel (1.5) sind die Verbindungen 1.5-1 bis 1.5-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.5-1 bis 1.5-718 der Tabelle 1.5 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.5: Preferred compounds of the formula (1.5) are the compounds 1.5-1 to 1.5-718, wherein Q has the meanings indicated in the respective line of Table 1. The compounds 1.5-1 to 1.5-718 of Table 1.5 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.6: Bevorzugte Verbindungen der Formel (1.6) sind die Verbindungen 1.6-1 bis 1.6-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.6-1 bis 1.6-718 der Tabelle 1.6 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.6: Preferred compounds of the formula (1.6) are the compounds 1.6-1 to 1.6-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.6-1 to 1.6-718 of Table 1.6 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.7: Bevorzugte Verbindungen der Formel (1.7) sind die Verbindungen 1.7-1 bis 1.7-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.7-1 bis 1.7-718 der Tabelle 1.7 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.7: Preferred compounds of the formula (1.7) are the compounds 1.7-1 to 1.7-718, in which Q has the meanings indicated in the respective line of Table 1. The compounds 1.7-1 to 1.7-718 of Table 1.7 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.8: Bevorzugte Verbindungen der Formel (1.8) sind die Verbindungen 1.8-1 bis 1.8-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.8-1 bis 1.8-718 der Tabelle 1.8 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.8: Preferred compounds of the formula (1.8) are the compounds 1.8-1 to 1.8-718, in which Q has the meanings indicated in the respective line of Table 1. The compounds 1.8-1 to 1.8-718 of Table 1.8 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.9: Bevorzugte Verbindungen der Formel (1.9) sind die Verbindungen 1.9-1 bis 1.9-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.9-1 bis 1.9-718 der Tabelle 1.9 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q derTable 1.9: Preferred compounds of the formula (1.9) are the compounds 1.9-1 to 1.9-718, wherein Q has the meanings indicated in the respective line of Table 1. The compounds 1.9-1 to 1.9-718 of Table 1.9 are thus characterized by the meaning of the respective entries no. 1 to 718 for Q of
Tabelle 1 definiert. Table 1 defines.
Tabelle 1.10: Bevorzugte Verbindungen der Formel (1.10) sind die Verbindungen 1.10-1 bis 1.10-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.10-1 bis 1.10-718 der Tabelle 1.10 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.10: Preferred compounds of the formula (1.10) are the compounds 1.10-1 to 1.10-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.10-1 to 1.10-718 of Table 1.10 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.11 : Bevorzugte Verbindungen der Formel (1.11) sind die Verbindungen 1.11-1 bis 1.11-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.11-1 bis 1.11-718 der Tabelle 1.11 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.11: Preferred compounds of the formula (1.11) are the compounds 1.11-1 to 1.11-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.11-1 to 1.11-718 of Table 1.11 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.12: Bevorzugte Verbindungen der Formel (1.12) sind die Verbindungen 1.12-1 bis 1.12-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.12-1 bis 1.12-718 der Tabelle 1.12 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.12: Preferred compounds of the formula (1.12) are the compounds 1.12-1 to 1.12-718, in which Q has the meanings of Table 1 given in the respective line. The compounds 1.12-1 to 1.12-718 of Table 1.12 are thus distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.13: Bevorzugte Verbindungen der Formel (1.13) sind die Verbindungen 1.13-1 bis 1.13-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.13-1 bis 1.13-718 der Tabelle 1.13 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.13: Preferred compounds of the formula (1.13) are the compounds 1.13-1 to 1.13-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.13-1 to 1.13-718 of Table 1.13 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.14: Bevorzugte Verbindungen der Formel (1.14) sind die Verbindungen 1.14-1 bis 1.14-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.14-1 bis 1.14-718 der Tabelle 1.14 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.14: Preferred compounds of the formula (1.14) are the compounds 1.14-1 to 1.14-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.14-1 to 1.14-718 of Table 1.14 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.15: Bevorzugte Verbindungen der Formel (1.15) sind die Verbindungen 1.15-1 bis 1.15-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.15-1 bis 1.15-718 der Tabelle 1.15 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.15: Preferred compounds of the formula (1.15) are the compounds 1.15-1 to 1.15-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.15-1 to 1.15-718 of Table 1.15 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.16: Bevorzugte Verbindungen der Formel (1.16) sind die Verbindungen 1.16-1 bis 1.16-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.16-1 bis 1.16-718 der Tabelle 1.16 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.16: Preferred compounds of the formula (1.16) are the compounds 1.16-1 to 1.16-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.16-1 to 1.16-718 of Table 1.16 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.17: Bevorzugte Verbindungen der Formel (1.17) sind die Verbindungen 1.17-1 bis 1.17-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.17-1 bis 1.17-718 der Tabelle 1.17 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.17: Preferred compounds of the formula (1.17) are the compounds 1.17-1 to 1.17-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.17-1 to 1.17-718 of Table 1.17 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.18: Bevorzugte Verbindungen der Formel (1.18) sind die Verbindungen 1.18-1 bis 1.18-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.18-1 bis 1.18-718 der Tabelle 1.18 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.18: Preferred compounds of the formula (1.18) are the compounds 1.18-1 to 1.18-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.18-1 to 1.18-718 of Table 1.18 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.19: Bevorzugte Verbindungen der Formel (1.19) sind die Verbindungen 1.19-1 bis 1.19-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.19-1 bis 1.19-718 der Tabelle 1.19 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.19: Preferred compounds of the formula (1.19) are the compounds 1.19-1 to 1.19-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.19-1 to 1.19-718 of Table 1.19 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(I 20)(I 20)
Tabelle 1.20: Bevorzugte Verbindungen der Formel (1.20) sind die Verbindungen 1.20-1 bis 1.20-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.20-1 bis 1.20-718 der Tabelle 1.20 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.20: Preferred compounds of the formula (1.20) are the compounds 1.20-1 to 1.20-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.20-1 to 1.20-718 of Table 1.20 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.21 : Bevorzugte Verbindungen der Formel (1.21) sind die Verbindungen 1.21-1 bis 1.21-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.21: Preferred compounds of the formula (1.21) are the compounds 1.21-1 to 1.21-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
1.21-1 bis 1.21-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. 1.21-1 to 1.21-718 of Table 1.1 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.22: Bevorzugte Verbindungen der Formel (1.22) sind die Verbindungen 1.22-1 bis 1.22-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.22: Preferred compounds of the formula (1.22) are the compounds 1.22-1 to 1.22-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
1.22-1 bis 1.22-718 der Tabelle 1.22 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. 1.22-1 to 1.22-718 of Table 1.22 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.23: Bevorzugte Verbindungen der Formel (1.23) sind die Verbindungen 1.23-1 bis 1.23-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.23: Preferred compounds of the formula (1.23) are the compounds 1.23-1 to 1.23-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
1.23-1 bis 1.23-718 der Tabelle 1.23 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. 1.23-1 to 1.23-718 of Table 1.23 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.24: Bevorzugte Verbindungen der Formel (1.24) sind die Verbindungen 1.24-1 bis 1.24-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.24-1 bis 1.24-718 der Tabelle 1.24 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.24: Preferred compounds of the formula (1.24) are the compounds 1.24-1 to 1.24-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.24-1 to 1.24-718 of Table 1.24 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.25: Bevorzugte Verbindungen der Formel (1.25) sind die Verbindungen 1.25-1 bis 1.25-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.25-1 bis 1.25-718 der Tabelle 1.25 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.25: Preferred compounds of the formula (1.25) are the compounds 1.25-1 to 1.25-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.25-1 to 1.25-718 of Table 1.25 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.26: Bevorzugte Verbindungen der Formel (1.26) sind die Verbindungen 1.26-1 bis 1.26-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.26-1 bis 1.26-718 der Tabelle 1.26 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.26: Preferred compounds of the formula (1.26) are the compounds 1.26-1 to 1.26-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.26-1 to 1.26-718 of Table 1.26 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.27: Bevorzugte Verbindungen der Formel (1.27) sind die Verbindungen 1.27-1 bis 1.27-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.27-1 bis 1.27-718 der Tabelle 1.27 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.27: Preferred compounds of the formula (1.27) are the compounds 1.27-1 to 1.27-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.27-1 to 1.27-718 of Table 1.27 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.28: Bevorzugte Verbindungen der Formel (1.28) sind die Verbindungen 1.28-1 bis 1.28-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.28-1 bis 1.28-718 der Tabelle 1.28 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.28: Preferred compounds of the formula (1.28) are the compounds 1.28-1 to 1.28-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.28-1 to 1.28-718 of Table 1.28 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.29: Bevorzugte Verbindungen der Formel (1.29) sind die Verbindungen 1.29-1 bis 1.29-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.29-1 bis 1.29-718 der Tabelle 1.29 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.29: Preferred compounds of the formula (1.29) are the compounds 1.29-1 to 1.29-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.29-1 to 1.29-718 of Table 1.29 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.30: Bevorzugte Verbindungen der Formel (1.30) sind die Verbindungen 1.30-1 bis 1.30-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.30-1 bis 1.30-718 der Tabelle 1.30 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.30: Preferred compounds of the formula (1.30) are the compounds 1.30-1 to 1.30-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.30-1 to 1.30-718 of Table 1.30 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.31 : Bevorzugte Verbindungen der Formel (1.31) sind die Verbindungen 1.31-1 bis 1.31-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.31-1 bis 1.31-718 der Tabelle 1.31 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.31: Preferred compounds of the formula (1.31) are the compounds 1.31-1 to 1.31-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.31-1 to 1.31-718 of Table 1.31 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.32: Bevorzugte Verbindungen der Formel (1.32) sind die Verbindungen 1.32-1 bis 1.32-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.32-1 bis 1.32-718 der Tabelle 1.32 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.32: Preferred compounds of the formula (1.32) are the compounds 1.32-1 to 1.32-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections 1.32-1 to 1.32-718 of Table 1.32 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.33: Bevorzugte Verbindungen der Formel (1.33) sind die Verbindungen 1.33-1 bis 1.33-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.33-1 bis 1.33-718 der Tabelle 1.33 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.33: Preferred compounds of the formula (1.33) are the compounds 1.33-1 to 1.33-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.33-1 to 1.33-718 of Table 1.33 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.34: Bevorzugte Verbindungen der Formel (1.34) sind die Verbindungen 1.34-1 bis 1.34-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.34-1 bis 1.34-718 der Tabelle 1.34 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.34: Preferred compounds of the formula (1.34) are the compounds 1.34-1 to 1.34-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.34-1 to 1.34-718 of Table 1.34 are thus distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.35: Bevorzugte Verbindungen der Formel (1.35) sind die Verbindungen 1.35-1 bis 1.35-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.35-1 bis 1.35-718 der Tabelle 1.35 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.35: Preferred compounds of the formula (1.35) are the compounds 1.35-1 to 1.35-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.35-1 to 1.35-718 of Table 1.35 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.36: Bevorzugte Verbindungen der Formel (1.36) sind die Verbindungen 1.36-1 bis 1.36-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.36-1 bis 1.36-718 der Tabelle 1.36 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.36: Preferred compounds of the formula (1.36) are the compounds 1.36-1 to 1.36-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.36-1 to 1.36-718 of Table 1.36 are thus distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.37: Bevorzugte Verbindungen der Formel (1.37) sind die Verbindungen 1.37-1 bis 1.37-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.37-1 bis 1.37-718 der Tabelle 1.37 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.37: Preferred compounds of the formula (1.37) are the compounds 1.37-1 to 1.37-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.37-1 to 1.37-718 of Table 1.37 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.38: Bevorzugte Verbindungen der Formel (1.38) sind die Verbindungen 1.38-1 bis 1.38-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.38-1 bis 1.38-718 der Tabelle 1.38 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.38: Preferred compounds of the formula (1.38) are the compounds 1.38-1 to 1.38-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.38-1 to 1.38-718 of Table 1.38 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.39: Bevorzugte Verbindungen der Formel (1.39) sind die Verbindungen 1.39-1 bis 1.39-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.39-1 bis 1.39-718 der Tabelle 1.39 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.39: Preferred compounds of the formula (1.39) are the compounds 1.39-1 to 1.39-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.39-1 to 1.39-718 of Table 1.39 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.40: Bevorzugte Verbindungen der Formel (1.40) sind die Verbindungen 1.40-1 bis 1.40-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.40-1 bis 1.40-718 der Tabelle 1.40 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.40: Preferred compounds of the formula (1.40) are the compounds 1.40-1 to 1.40-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections 1.40-1 to 1.40-718 of Table 1.40 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.41 : Bevorzugte Verbindungen der Formel (1.41) sind die Verbindungen 1.41-1 bis 1.41-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.41-1 bis 1.41-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.41: Preferred compounds of the formula (1.41) are the compounds 1.41-1 to 1.41-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.41-1 to 1.41-718 of Table 1.1 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.42: Bevorzugte Verbindungen der Formel (1.42) sind die Verbindungen 1.42-1 bis 1.42-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.42-1 bis 1.42-718 der Tabelle 1.42 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.42: Preferred compounds of the formula (1.42) are the compounds 1.42-1 to 1.42-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.42-1 to 1.42-718 of Table 1.42 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.43: Bevorzugte Verbindungen der Formel (1.43) sind die Verbindungen 1.43-1 bis 1.43-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.43-1 bis 1.43-718 der Tabelle 1.43 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.43: Preferred compounds of the formula (1.43) are the compounds 1.43-1 to 1.43-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.43-1 to 1.43-718 of Table 1.43 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.44: Bevorzugte Verbindungen der Formel (1.44) sind die Verbindungen 1.44-1 bis 1.44-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.44-1 bis 1.44-718 der Tabelle 1.44 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.44: Preferred compounds of the formula (1.44) are the compounds 1.44-1 to 1.44-718, in which Q has the meanings given in Table 1 in the respective line. The compounds 1.44-1 to 1.44-718 of Table 1.44 are thus distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.45: Bevorzugte Verbindungen der Formel (1.45) sind die Verbindungen 1.45-1 bis 1.45-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.45-1 bis 1.45-718 der Tabelle 1.45 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.45: Preferred compounds of the formula (1.45) are the compounds 1.45-1 to 1.45-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.45-1 to 1.45-718 of Table 1.45 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.46: Bevorzugte Verbindungen der Formel (1.46) sind die Verbindungen 1.46-1 bis 1.46-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.46-1 bis 1.46-718 der Tabelle 1.46 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.46: Preferred compounds of the formula (1.46) are the compounds 1.46-1 to 1.46-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.46-1 to 1.46-718 of Table 1.46 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.47: Bevorzugte Verbindungen der Formel (1.47) sind die Verbindungen 1.47-1 bis 1.47-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.47-1 bis 1.47-718 der Tabelle 1.47 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.47: Preferred compounds of the formula (1.47) are the compounds 1.47-1 to 1.47-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.47-1 to 1.47-718 of Table 1.47 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.48: Bevorzugte Verbindungen der Formel (1.48) sind die Verbindungen 1.48-1 bis 1.48-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.48-1 bis 1.48-718 der Tabelle 1.48 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.48: Preferred compounds of the formula (1.48) are the compounds 1.48-1 to 1.48-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.48-1 to 1.48-718 of Table 1.48 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.49: Bevorzugte Verbindungen der Formel (1.49) sind die Verbindungen 1.49-1 bis 1.49-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.49-1 bis 1.49-718 der Tabelle 1.49 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.49: Preferred compounds of the formula (1.49) are the compounds 1.49-1 to 1.49-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.49-1 to 1.49-718 of Table 1.49 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.50: Bevorzugte Verbindungen der Formel (1.50) sind die Verbindungen 1.50-1 bis 1.50-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.50-1 bis 1.50-718 der Tabelle 1.50 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.50: Preferred compounds of the formula (1.50) are the compounds 1.50-1 to 1.50-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.50-1 to 1.50-718 of Table 1.50 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.51 : Bevorzugte Verbindungen der Formel (1.51) sind die Verbindungen 1.51-1 bis 1.51-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.51-1 bis 1.51-718 der Tabelle 1.51 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.51: Preferred compounds of the formula (1.51) are the compounds 1.51-1 to 1.51-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.51-1 to 1.51-718 of Table 1.51 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.52: Bevorzugte Verbindungen der Formel (1.52) sind die Verbindungen 1.52-1 bis 1.52-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.52-1 bis 1.52-718 der Tabelle 1.52 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.52: Preferred compounds of the formula (1.52) are the compounds 1.52-1 to 1.52-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.52-1 to 1.52-718 of Table 1.52 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.53: Bevorzugte Verbindungen der Formel (1.53) sind die Verbindungen 1.53-1 bis 1.53-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.53-1 bis 1.53-718 der Tabelle 1.53 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.53: Preferred compounds of the formula (1.53) are the compounds 1.53-1 to 1.53-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.53-1 to 1.53-718 of Table 1.53 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.54: Bevorzugte Verbindungen der Formel (1.54) sind die Verbindungen 1.54-1 bis 1.54-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.54-1 bis 1.54-718 der Tabelle 1.54 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.54: Preferred compounds of the formula (1.54) are the compounds 1.54-1 to 1.54-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.54-1 to 1.54-718 of Table 1.54 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.55: Bevorzugte Verbindungen der Formel (1.55) sind die Verbindungen 1.55-1 bis 1.55-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.55-1 bis 1.55-718 der Tabelle 1.55 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.55: Preferred compounds of the formula (1.55) are the compounds 1.55-1 to 1.55-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.55-1 to 1.55-718 of Table 1.55 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.56: Bevorzugte Verbindungen der Formel (1.56) sind die Verbindungen 1.56-1 bis 1.56-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.56-1 bis 1.56-718 der Tabelle 1.56 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.56: Preferred compounds of the formula (1.56) are the compounds 1.56-1 to 1.56-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.56-1 to 1.56-718 of Table 1.56 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.57: Bevorzugte Verbindungen der Formel (1.57) sind die Verbindungen 1.57-1 bis 1.57-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.57-1 bis 1.57-718 der Tabelle 1.57 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.57: Preferred compounds of the formula (1.57) are the compounds 1.57-1 to 1.57-718, in which Q has the meanings indicated in the respective line of Table 1. The compounds 1.57-1 to 1.57-718 of Table 1.57 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.58: Bevorzugte Verbindungen der Formel (1.58) sind die Verbindungen 1.58-1 bis 1.58-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.58-1 bis 1.58-718 der Tabelle 1.58 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.58: Preferred compounds of the formula (1.58) are the compounds 1.58-1 to 1.58-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.58-1 to 1.58-718 of Table 1.58 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.59: Bevorzugte Verbindungen der Formel (1.59) sind die Verbindungen 1.59-1 bis 1.59-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.59-1 bis 1.59-718 der Tabelle 1.59 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.59: Preferred compounds of the formula (1.59) are the compounds 1.59-1 to 1.59-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.59-1 to 1.59-718 of Table 1.59 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.60: Bevorzugte Verbindungen der Formel (1.60) sind die Verbindungen 1.60-1 bis 1.60-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.60-1 bis 1.60-718 der Tabelle 1.60 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.60: Preferred compounds of the formula (1.60) are the compounds 1.60-1 to 1.60-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.60-1 to 1.60-718 of Table 1.60 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.61 : Bevorzugte Verbindungen der Formel (1.61) sind die Verbindungen 1.61-1 bis 1.61-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.61-1 bis 1.61-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.61: Preferred compounds of the formula (1.61) are the compounds 1.61-1 to 1.61-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.61-1 to 1.61-718 of Table 1.1 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.62: Bevorzugte Verbindungen der Formel (1.62) sind die Verbindungen 1.62-1 bis 1.62-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.62-1 bis 1.62-718 der Tabelle 1.62 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.62: Preferred compounds of the formula (1.62) are the compounds 1.62-1 to 1.62-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.62-1 to 1.62-718 of Table 1.62 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.63: Bevorzugte Verbindungen der Formel (1.63) sind die Verbindungen 1.63-1 bis 1.63-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.63-1 bis 1.63-718 der Tabelle 1.63 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.63: Preferred compounds of the formula (1.63) are the compounds 1.63-1 to 1.63-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.63-1 to 1.63-718 of Table 1.63 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.64: Bevorzugte Verbindungen der Formel (1.64) sind die Verbindungen 1.64-1 bis 1.64-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.64-1 bis 1.64-718 der Tabelle 1.64 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.64: Preferred compounds of the formula (1.64) are the compounds 1.64-1 to 1.64-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.64-1 to 1.64-718 of Table 1.64 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.65: Bevorzugte Verbindungen der Formel (1.65) sind die Verbindungen 1.65-1 bis 1.65-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.65-1 bis 1.65-718 der Tabelle 1.65 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.65: Preferred compounds of the formula (1.65) are the compounds 1.65-1 to 1.65-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.65-1 to 1.65-718 of Table 1.65 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.66: Bevorzugte Verbindungen der Formel (1.66) sind die Verbindungen 1.66-1 bis 1.66-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.66-1 bis 1.66-718 der Tabelle 1.66 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.66: Preferred compounds of the formula (1.66) are the compounds 1.66-1 to 1.66-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.66-1 to 1.66-718 of Table 1.66 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.67: Bevorzugte Verbindungen der Formel (1.67) sind die Verbindungen 1.67-1 bis 1.67-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.67-1 bis 1.67-718 der Tabelle 1.67 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.67: Preferred compounds of the formula (1.67) are the compounds 1.67-1 to 1.67-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.67-1 to 1.67-718 of Table 1.67 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.68: Bevorzugte Verbindungen der Formel (1.68) sind die Verbindungen 1.68-1 bis 1.68-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.68-1 bis 1.68-718 der Tabelle 1.68 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.68: Preferred compounds of the formula (1.68) are the compounds 1.68-1 to 1.68-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.68-1 to 1.68-718 of Table 1.68 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.69: Bevorzugte Verbindungen der Formel (1.69) sind die Verbindungen 1.69-1 bis 1.69-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.69-1 bis 1.69-718 der Tabelle 1.69 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.69: Preferred compounds of the formula (1.69) are the compounds 1.69-1 to 1.69-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.69-1 to 1.69-718 of Table 1.69 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.70: Bevorzugte Verbindungen der Formel (1.70) sind die Verbindungen 1.70-1 bis 1.70-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.70-1 bis 1.70-718 der Tabelle 1.70 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.70: Preferred compounds of the formula (1.70) are the compounds 1.70-1 to 1.70-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.70-1 to 1.70-718 of Table 1.70 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.71 : Bevorzugte Verbindungen der Formel (1.71) sind die Verbindungen 1.71-1 bis 1.71-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.71-1 bis 1.71-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.71: Preferred compounds of the formula (1.71) are the compounds 1.71-1 to 1.71-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.71-1 to 1.71-718 of Table 1.1 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.72: Bevorzugte Verbindungen der Formel (1.72) sind die Verbindungen 1.72-1 bis 1.72-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.72-1 bis 1.72-718 der Tabelle 1.72 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.72: Preferred compounds of the formula (1.72) are the compounds 1.72-1 to 1.72-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.72-1 to 1.72-718 of Table 1.72 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.73: Bevorzugte Verbindungen der Formel (1.73) sind die Verbindungen 1.73-1 bis 1.73-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.73-1 bis 1.73-718 der Tabelle 1.73 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.73: Preferred compounds of the formula (1.73) are the compounds 1.73-1 to 1.73-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.73-1 to 1.73-718 of Table 1.73 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.74: Bevorzugte Verbindungen der Formel (1.74) sind die Verbindungen 1.74-1 bis 1.74-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.74-1 bis 1.74-718 der Tabelle 1.74 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.74: Preferred compounds of the formula (1.74) are the compounds 1.74-1 to 1.74-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.74-1 to 1.74-718 of Table 1.74 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.75: Bevorzugte Verbindungen der Formel (1.75) sind die Verbindungen 1.75-1 bis 1.75-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.75-1 bis 1.75-718 der Tabelle 1.75 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.75: Preferred compounds of the formula (1.75) are the compounds 1.75-1 to 1.75-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.75-1 to 1.75-718 of Table 1.75 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.76: Bevorzugte Verbindungen der Formel (1.76) sind die Verbindungen 1.76-1 bis 1.76-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.76-1 bis 1.76-718 der Tabelle 1.76 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.76: Preferred compounds of the formula (1.76) are the compounds 1.76-1 to 1.76-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.76-1 to 1.76-718 of Table 1.76 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.77: Bevorzugte Verbindungen der Formel (1.77) sind die Verbindungen 1.77-1 bis 1.77-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.77-1 bis 1.77-718 der Tabelle 1.77 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.77: Preferred compounds of the formula (1.77) are the compounds 1.77-1 to 1.77-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.77-1 to 1.77-718 of Table 1.77 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.78: Bevorzugte Verbindungen der Formel (1.78) sind die Verbindungen 1.78-1 bis 1.78-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.78-1 bis 1.78-718 der Tabelle 1.78 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.78: Preferred compounds of the formula (1.78) are the compounds 1.78-1 to 1.78-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.78-1 to 1.78-718 of Table 1.78 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.79: Bevorzugte Verbindungen der Formel (1.79) sind die Verbindungen 1.79-1 bis 1.79-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.79-1 bis 1.79-718 der Tabelle 1.79 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.79: Preferred compounds of the formula (1.79) are the compounds 1.79-1 to 1.79-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.79-1 to 1.79-718 of Table 1.79 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.80: Bevorzugte Verbindungen der Formel (1.80) sind die Verbindungen 1.80-1 bis 1.80-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.80-1 bis 1.80-718 der Tabelle 1.80 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.80: Preferred compounds of the formula (1.80) are the compounds 1.80-1 to 1.80-718, in which Q has the meanings given in Table 1 of each Table. The compounds 1.80-1 to 1.80-718 of Table 1.80 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.81 : Bevorzugte Verbindungen der Formel (1.81) sind die Verbindungen 1.81-1 bis 1.81-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.81-1 bis 1.81-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.81: Preferred compounds of the formula (1.81) are the compounds 1.81-1 to 1.81-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.81-1 to 1.81-718 of Table 1.1 are thus determined by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.82: Bevorzugte Verbindungen der Formel (1.82) sind die Verbindungen 1.82-1 bis 1.82-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.82-1 bis 1.82-718 der Tabelle 1.82 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.82: Preferred compounds of the formula (1.82) are the compounds 1.82-1 to 1.82-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.82-1 to 1.82-718 of Table 1.82 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.83: Bevorzugte Verbindungen der Formel (1.83) sind die Verbindungen 1.83-1 bis 1.83-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.83-1 bis 1.83-718 der Tabelle 1.83 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.83: Preferred compounds of the formula (1.83) are the compounds 1.83-1 to 1.83-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.83-1 to 1.83-718 of Table 1.83 are thus characterized by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.84: Bevorzugte Verbindungen der Formel (1.84) sind die Verbindungen 1.84-1 bis 1.84-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.84-1 bis 1.84-718 der Tabelle 1.84 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.84: Preferred compounds of the formula (1.84) are the compounds 1.84-1 to 1.84-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.84-1 to 1.84-718 of Table 1.84 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.85: Bevorzugte Verbindungen der Formel (1.85) sind die Verbindungen 1.85-1 bis 1.85-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.85-1 bis 1.85-718 der Tabelle 1.85 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.85: Preferred compounds of the formula (1.85) are the compounds 1.85-1 to 1.85-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.85-1 to 1.85-718 of Table 1.85 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.86: Bevorzugte Verbindungen der Formel (1.86) sind die Verbindungen 1.86-1 bis 1.86-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.86-1 bis 1.86-718 der Tabelle 1.86 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.86: Preferred compounds of the formula (1.86) are the compounds 1.86-1 to 1.86-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.86-1 to 1.86-718 of Table 1.86 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.87: Bevorzugte Verbindungen der Formel (1.87) sind die Verbindungen 1.87-1 bis 1.87-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen Table 1.87: Preferred compounds of the formula (1.87) are the compounds 1.87-1 to 1.87-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
1.87-1 bis 1.87-718 der Tabelle 1.87 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. 1.87-1 to 1.87-718 of Table 1.87 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.88: Bevorzugte Verbindungen der Formel (1.88) sind die Verbindungen 1.88-1 bis 1.88-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.88: Preferred compounds of the formula (1.88) are the compounds 1.88-1 to 1.88-718, in which Q has the meanings of Table 1 indicated in the respective line. The connections
1.88-1 bis 1.88-718 der Tabelle 1.88 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. 1.88-1 to 1.88-718 of Table 1.88 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.89: Bevorzugte Verbindungen der Formel (1.89) sind die Verbindungen 1.89-1 bis 1.89-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.89-1 bis 1.89-718 der Tabelle 1.89 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.89: Preferred compounds of the formula (1.89) are the compounds 1.89-1 to 1.89-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.89-1 to 1.89-718 of Table 1.89 are thus distinguished by the meaning of the respective entries no. 1 to
718 für Q der Tabelle 1 definiert. 718 defined for Q of Table 1.
Tabelle 1.90: Bevorzugte Verbindungen der Formel (1.90) sind die Verbindungen 1.90-1 bis 1.90-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.90-1 bis 1.90-718 der Tabelle 1.90 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.90: Preferred compounds of the formula (1.90) are the compounds 1.90-1 to 1.90-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.90-1 to 1.90-718 of Table 1.90 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.91 : Bevorzugte Verbindungen der Formel (1.91) sind die Verbindungen 1.91-1 bis 1.91-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.91-1 bis 1.91-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.91: Preferred compounds of the formula (1.91) are the compounds 1.91-1 to 1.91-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.91-1 to 1.91-718 of Table 1.1 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.92: Bevorzugte Verbindungen der Formel (1.92) sind die Verbindungen 1.92-1 bis 1.92-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.92-1 bis 1.92-718 der Tabelle 1.92 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.92: Preferred compounds of the formula (1.92) are the compounds 1.92-1 to 1.92-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.92-1 to 1.92-718 of Table 1.92 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.93: Bevorzugte Verbindungen der Formel (1.93) sind die Verbindungen 1.93-1 bis 1.93-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.93-1 bis 1.93-718 der Tabelle 1.93 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.93: Preferred compounds of the formula (1.93) are the compounds 1.93-1 to 1.93-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.93-1 to 1.93-718 of Table 1.93 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.94: Bevorzugte Verbindungen der Formel (1.94) sind die Verbindungen 1.94-1 bis 1.94-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.94-1 bis 1.94-718 der Tabelle 1.94 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.94: Preferred compounds of the formula (1.94) are the compounds 1.94-1 to 1.94-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.94-1 to 1.94-718 of Table 1.94 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.95: Bevorzugte Verbindungen der Formel (1.95) sind die Verbindungen 1.95-1 bis 1.95-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.95-1 bis 1.95-718 der Tabelle 1.95 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bisTable 1.95: Preferred compounds of the formula (1.95) are the compounds 1.95-1 to 1.95-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.95-1 to 1.95-718 of Table 1.95 are therefore distinguished by the meaning of the respective entries no. 1 to
718 für Q der oben stehenden Tabelle 1 definiert. 718 for Q of Table 1 above.
Tabelle 1.96: Bevorzugte Verbindungen der Formel (1.96) sind die Verbindungen 1.96-1 bis 1.96-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.96-1 bis 1.96-718 der Tabelle 1.96 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.96: Preferred compounds of the formula (1.96) are the compounds 1.96-1 to 1.96-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.96-1 to 1.96-718 of Table 1.96 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.97: Bevorzugte Verbindungen der Formel (1.97) sind die Verbindungen 1.97-1 bis 1.97-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.97-1 bis 1.97-718 der Tabelle 1.97 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.97: Preferred compounds of the formula (1.97) are the compounds 1.97-1 to 1.97-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.97-1 to 1.97-718 of Table 1.97 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.98: Bevorzugte Verbindungen der Formel (1.98) sind die Verbindungen 1.98-1 bis 1.98-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.98-1 bis 1.98-718 der Tabelle 1.98 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.98: Preferred compounds of the formula (1.98) are the compounds 1.98-1 to 1.98-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.98-1 to 1.98-718 of Table 1.98 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.99: Bevorzugte Verbindungen der Formel (1.99) sind die Verbindungen 1.99-1 bis 1.99-718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.99-1 bis 1.99-718 der Tabelle 1.99 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.99: Preferred compounds of the formula (1.99) are the compounds 1.99-1 to 1.99-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.99-1 to 1.99-718 of Table 1.99 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(1.100)(1.100)
Tabelle 1.100: Bevorzugte Verbindungen der Formel (1.100) sind die Verbindungen 1.100-1 bis 1.100- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.100-1 bis 1.100-718 der Tabelle 1.100 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.100: Preferred compounds of the formula (1.100) are the compounds 1.100-1 to 1.100-718, in which Q has the meanings given in Table 1 of each Table. The connections 1.100-1 to 1.100-718 of Table 1.100 are thus affected by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.101 : Bevorzugte Verbindungen der Formel (1.101) sind die Verbindungen 1.101-1 bis 1.101- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.101-1 bis 1.101-718 der Tabelle 1.101 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.101: Preferred compounds of the formula (1.101) are the compounds 1.101-1 to 1.101-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.101-1 to 1.101-718 of Table 1.101 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.102: Bevorzugte Verbindungen der Formel (1.102) sind die Verbindungen 1.102-1 bis 1.102- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.102-1 bis 1.102-718 der Tabelle 1.102 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.102: Preferred compounds of the formula (1.102) are the compounds 1.102-1 to 1.102-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.102-1 to 1.102-718 of Table 1.102 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.103: Bevorzugte Verbindungen der Formel (1.103) sind die Verbindungen 1.103-1 bis 1.103- Table 1.103: Preferred compounds of the formula (1.103) are the compounds 1.103-1 to 1.103-
718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.103-1 bis 1.103-718 der Tabelle 1.103 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. 718, wherein Q has the meanings indicated in the respective line of Table 1. The compounds 1.103-1 to 1.103-718 of Table 1.103 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.104: Bevorzugte Verbindungen der Formel (1.104) sind die Verbindungen 1.104-1 bis 1.104- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.104-1 bis 1.104-718 der Tabelle 1.104 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.104: Preferred compounds of the formula (1.104) are the compounds 1.104-1 to 1.104-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.104-1 to 1.104-718 of Table 1.104 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.105: Bevorzugte Verbindungen der Formel (1.105) sind die Verbindungen 1.105-1 bis 1.105- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.105-1 bis 1.105-718 der Tabelle 1.105 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.105: Preferred compounds of the formula (1.105) are the compounds 1.105-1 to 1.105-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.105-1 to 1.105-718 of Table 1.105 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.106: Bevorzugte Verbindungen der Formel (1.106) sind die Verbindungen 1.106-1 bis 1.106- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.106-1 bis 1.106-718 der Tabelle 1.106 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.106: Preferred compounds of the formula (1.106) are the compounds 1.106-1 to 1.106-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.106-1 to 1.106-718 of Table 1.106 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.107: Bevorzugte Verbindungen der Formel (1.107) sind die Verbindungen 1.107-1 bis 1.107- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.107: Preferred compounds of the formula (1.107) are the compounds 1.107-1 to 1.107-718, wherein Q has the meanings given in Table 1 of each Table. The connections
1.107-1 bis 1.107-718 der Tabelle 1.107 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. 1.107-1 to 1.107-718 of Table 1.107 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.108: Bevorzugte Verbindungen der Formel (1.108) sind die Verbindungen 1.108-1 bis 1.108- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen Table 1.108: Preferred compounds of the formula (1.108) are the compounds 1.108-1 to 1.108-718, wherein Q has the meanings given in Table 1 of each Table. The connections
1.108-1 bis 1.108-718 der Tabelle 1.108 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. 1.108-1 to 1.108-718 of Table 1.108 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
(1.109)(1.109)
Tabelle 1.109: Bevorzugte Verbindungen der Formel (1.109) sind die Verbindungen 1.109-1 bis 1.109- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die VerbindungenTable 1.109: Preferred compounds of the formula (1.109) are the compounds 1.109-1 to 1.109-718, wherein Q has the meanings given in Table 1 of each Table. The connections
1.109-1 bis 1.109-718 der Tabelle 1.109 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. 1.109-1 to 1.109-718 of Table 1.109 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.110: Bevorzugte Verbindungen der Formel (1.110) sind die Verbindungen 1.110-1 bis 1.110- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.110-1 bis 1.110-718 der Tabelle 1.110 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.110: Preferred compounds of the formula (1.110) are the compounds 1.110-1 to 1.110-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.110-1 to 1.110-718 of Table 1.110 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.111 : Bevorzugte Verbindungen der Formel (1.111) sind die Verbindungen 1.111-1 bis 1.111 - 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.111-1 bis 1.111-718 der Tabelle 1.111 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.111: Preferred compounds of the formula (1.111) are the compounds 1.111-1 to 1.111-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.111-1 to 1.111-718 of Table 1.111 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.112: Bevorzugte Verbindungen der Formel (1.112) sind die Verbindungen 1.112-1 bis 1.112- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.112-1 bis 1.112-718 der Tabelle 1.112 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.112: Preferred compounds of the formula (1.112) are the compounds 1.112-1 to 1112-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.112-1 to 1.112-718 of Table 1.112 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.113: Bevorzugte Verbindungen der Formel (1.113) sind die Verbindungen 1.113-1 bis 1.113- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.113-1 bis 1.113-718 der Tabelle 1.113 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.113: Preferred compounds of the formula (1.113) are the compounds 1.113-1 to 1.113-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.113-1 to 1.113-718 of Table 1.113 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.114: Bevorzugte Verbindungen der Formel (El 14) sind die Verbindungen 1.114-1 bis 1.114- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.114-1 bis 1.114-718 der Tabelle 1.114 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.114: Preferred compounds of the formula (El 14) are the compounds 1.114-1 to 1.114-718, wherein Q has the meanings of Table 1 given in the respective line. The compounds 1.114-1 to 1.114-718 of Table 1.114 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.115: Bevorzugte Verbindungen der Formel (1.115) sind die Verbindungen 1.115-1 bis 1.115- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.115-1 bis 1.115-718 der Tabelle 1.115 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. (1.116)Table 1.115: Preferred compounds of the formula (1.115) are the compounds 1.115-1 to 1.115-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.115-1 to 1.115-718 of Table 1.115 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1. (1.116)
Tabelle 1.116: Bevorzugte Verbindungen der Formel (1.116) sind die Verbindungen 1.116-1 bis 1.116- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.116-1 bis 1.116-718 der Tabelle 1.116 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.116: Preferred compounds of the formula (1.116) are the compounds 1.116-1 to 1.116-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.116-1 to 1.116-718 of Table 1.116 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.117: Bevorzugte Verbindungen der Formel (1.117) sind die Verbindungen 1.117-1 bis 1.117- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.117-1 bis 1.117-718 der Tabelle 1.117 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.117: Preferred compounds of the formula (1.117) are the compounds 1.117-1 to 1.117-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.117-1 to 1.117-718 of Table 1.117 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.118: Bevorzugte Verbindungen der Formel (1.118) sind die Verbindungen 1.118-1 bis 1.118- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.118-1 bis 1.118-718 der Tabelle 1.118 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.118: Preferred compounds of the formula (1.118) are the compounds 1.118-1 to 1.118-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.118-1 to 1.118-718 of Table 1.118 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.119: Bevorzugte Verbindungen der Formel (1.119) sind die Verbindungen 1.119-1 bis 1.119- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.119-1 bis 1.119-718 der Tabelle 1.119 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.119: Preferred compounds of the formula (1.119) are the compounds 1.119-1 to 1.119-718, wherein Q has the meanings indicated in the respective line of Table 1. The compounds 1.119-1 to 1.119-718 of Table 1.119 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.120: Bevorzugte Verbindungen der Formel (1.120) sind die Verbindungen 1.120-1 bis 1.120- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.120-1 bis 1.120-718 der Tabelle 1.120 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.120: Preferred compounds of the formula (1.120) are the compounds 1.120-1 to 1.120-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.120-1 to 1.120-718 of Table 1.120 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.121 : Bevorzugte Verbindungen der Formel (1.121) sind die Verbindungen 1.121-1 bis 1.121 - 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.121-1 bis 1.121-718 der Tabelle 1.121 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. (1.122)Table 1.121: Preferred compounds of the formula (1.121) are the compounds 1.121-1 to 1.121-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.121-1 to 1.121-718 of Table 1.121 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,122)
Tabelle 1.122: Bevorzugte Verbindungen der Formel (1.122) sind die Verbindungen 1.122-1 bis 1.122- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.122-1 bis 1.122-718 der Tabelle 1.122 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.122: Preferred compounds of the formula (1.122) are the compounds 1.122-1 to 1.122-718, wherein Q has the meanings of Table 1 given in the respective line. The compounds 1.122-1 to 1.122-718 of Table 1.122 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.123: Bevorzugte Verbindungen der Formel (1.123) sind die Verbindungen 1.123-1 bis 1.123- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.123-1 bis 1.123-718 der Tabelle 1.123 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.123: Preferred compounds of the formula (1.123) are the compounds 1.123-1 to 1.123-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.123-1 to 1.123-718 of Table 1.123 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.124: Bevorzugte Verbindungen der Formel (1.124) sind die Verbindungen 1.124-1 bis 1.124- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.124-1 bis 1.124-718 der Tabelle 1.124 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. (1.125)Table 1.124: Preferred compounds of the formula (1.124) are the compounds 1.124-1 to 1.124-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.124-1 to 1.124-718 of Table 1.124 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,125)
Tabelle 1.125: Bevorzugte Verbindungen der Formel (1.125) sind die Verbindungen 1.125-1 bis 1.125- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.125-1 bis 1.125-718 der Tabelle 1.125 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.125: Preferred compounds of the formula (1.125) are the compounds 1.125-1 to 1.125-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.125-1 to 1.125-718 of Table 1.125 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.126: Bevorzugte Verbindungen der Formel (1.126) sind die Verbindungen 1.126-1 bis 1.126- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.126-1 bis 1.126-718 der Tabelle 1.126 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.126: Preferred compounds of the formula (1.126) are the compounds 1.126-1 to 1.126-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.126-1 to 1.126-718 of Table 1.126 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.127: Bevorzugte Verbindungen der Formel (1.127) sind die Verbindungen 1.127-1 bis 1.127- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.127-1 bis 1.127-718 der Tabelle 1.127 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.127: Preferred compounds of the formula (1.127) are the compounds 1.127-1 to 1.127-718, wherein Q has the meanings of Table 1 given in the respective line. The compounds 1.127-1 to 1.127-718 of Table 1.127 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.128: Bevorzugte Verbindungen der Formel (1.128) sind die Verbindungen 1.128-1 bis 1.128- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.128-1 bis 1.128-718 der Tabelle 1.128 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.128: Preferred compounds of the formula (1.128) are the compounds 1.128-1 to 1.128-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.128-1 to 1.128-718 of Table 1.128 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.129: Bevorzugte Verbindungen der Formel (1.129) sind die Verbindungen 1.129-1 bis 1.129- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.129-1 bis 1.129-718 der Tabelle 1.129 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.129: Preferred compounds of the formula (1.129) are the compounds 1.129-1 to 1.129-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.129-1 to 1.129-718 of Table 1.129 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.130: Bevorzugte Verbindungen der Formel (1.130) sind die Verbindungen 1.130-1 bis 1.130- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.130-1 bis 1.130-718 der Tabelle 1.130 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.130: Preferred compounds of the formula (1.130) are the compounds 1.130-1 to 1.130-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.130-1 to 1.130-718 of Table 1.130 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.131 : Bevorzugte Verbindungen der Formel (1.131) sind die Verbindungen 1.131-1 bis 1.131- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.131-1 bis 1.131-718 der Tabelle 1.131 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.131: Preferred compounds of the formula (1.131) are the compounds 1.131-1 to 1.131-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.131-1 to 1.131-718 of Table 1.131 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(1.132)(1,132)
Tabelle 1.132: Bevorzugte Verbindungen der Formel (1.132) sind die Verbindungen 1.132-1 bis 1.132- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.132-1 bis 1.132-718 der Tabelle 1.132 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.132: Preferred compounds of the formula (1.132) are the compounds 1.132-1 to 1.132-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.132-1 to 1.132-718 of Table 1.132 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
(1.133)(1,133)
Tabelle 1.133: Bevorzugte Verbindungen der Formel (1.133) sind die Verbindungen 1.133-1 bis 1.133- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.133-1 bis 1.133-718 der Tabelle 1.133 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. (1.134)Table 1.133: Preferred compounds of the formula (1.133) are the compounds 1.133-1 to 1.133-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.133-1 to 1.133-718 of Table 1.133 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,134)
Tabelle 1.134: Bevorzugte Verbindungen der Formel (1.134) sind die Verbindungen 1.134-1 bis 1.134- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.134-1 bis 1.134-718 der Tabelle 1.134 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.134: Preferred compounds of the formula (1.134) are the compounds 1.134-1 to 1.134-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.134-1 to 1.134-718 of Table 1.134 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(1.135)(1.135)
Tabelle 1.135: Bevorzugte Verbindungen der Formel (1.135) sind die Verbindungen 1.135-1 bis 1.135- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.135-1 bis 1.135-718 der Tabelle 1.135 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.135: Preferred compounds of the formula (1.135) are the compounds 1.135-1 to 1.135-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.135-1 to 1.135-718 of Table 1.135 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.136: Bevorzugte Verbindungen der Formel (1.136) sind die Verbindungen 1.136-1 bis 1.136- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.136-1 bis 1.136-718 der Tabelle 1.136 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. (1.137)Table 1.136: Preferred compounds of the formula (1.136) are the compounds 1.136-1 to 1.136-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.136-1 to 1.136-718 of Table 1.136 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1,137)
Tabelle 1.137: Bevorzugte Verbindungen der Formel (1.137) sind die Verbindungen 1.137-1 bis 1.137- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.137-1 bis 1.137-718 der Tabelle 1.137 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.137: Preferred compounds of the formula (1.137) are the compounds 1.137-1 to 1.137-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.137-1 to 1.137-718 of Table 1.137 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
(1.138)(1,138)
Tabelle 1.138: Bevorzugte Verbindungen der Formel (1.138) sind die Verbindungen 1.138-1 bis 1.138- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.138-1 bis 1.138-718 der Tabelle 1.138 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.138: Preferred compounds of the formula (1.138) are the compounds 1.138-1 to 1.138-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.138-1 to 1.138-718 of Table 1.138 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.139: Bevorzugte Verbindungen der Formel (1.139) sind die Verbindungen 1.139-1 bis 1.139- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.139-1 bis 1.139-718 der Tabelle 1.139 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. (1.140)Table 1.139: Preferred compounds of the formula (1.139) are the compounds 1.139-1 to 1.139-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.139-1 to 1.139-718 of Table 1.139 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1. (1.140)
Tabelle 1.140: Bevorzugte Verbindungen der Formel (1.140) sind die Verbindungen 1.140-1 bis 1.140- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.140-1 bis 1.140-718 der Tabelle 1.140 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.140: Preferred compounds of the formula (1.140) are the compounds 1.140-1 to 1.140-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.140-1 to 1.140-718 of Table 1.140 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.141 : Bevorzugte Verbindungen der Formel (1.141) sind die Verbindungen 1.141-1 bis 1.141 - 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.141-1 bis 1.141-718 der Tabelle 1.1 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.141: Preferred compounds of the formula (1.141) are the compounds 1.141-1 to 1.141-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.141-1 to 1.141-718 of Table 1.1 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(1.142)(1,142)
Tabelle 1.142: Bevorzugte Verbindungen der Formel (1.142) sind die Verbindungen 1.142-1 bis 1.142- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.142-1 bis 1.142-718 der Tabelle 1.142 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.142: Preferred compounds of the formula (1.142) are the compounds 1.142-1 to 1.142-718, wherein Q has the meanings given in Table 1 of each line. The compounds 1.142-1 to 1.142-718 of Table 1.142 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.143: Bevorzugte Verbindungen der Formel (1.143) sind die Verbindungen 1.143-1 bis 1.143- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.143-1 bis 1.143-718 der Tabelle 1.143 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.143: Preferred compounds of the formula (1.143) are the compounds 1.143-1 to 1.143-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.143-1 to 1.143-718 of Table 1.143 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.144: Bevorzugte Verbindungen der Formel (1.144) sind die Verbindungen 1.144-1 bis 1.144- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.144-1 bis 1.144-718 der Tabelle 1.144 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.144: Preferred compounds of the formula (1.144) are the compounds 1.144-1 to 1.144-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.144-1 to 1.144-718 of Table 1.144 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.145: Bevorzugte Verbindungen der Formel (1.145) sind die Verbindungen 1.145-1 bis 1.145- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.145-1 bis 1.145-718 der Tabelle 1.145 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.145: Preferred compounds of the formula (1.145) are the compounds 1.145-1 to 1.145-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.145-1 to 1.145-718 of Table 1.145 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Tabelle 1.146: Bevorzugte Verbindungen der Formel (1.146) sind die Verbindungen 1.146-1 bis 1.146- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.146-1 bis 1.146-718 der Tabelle 1.146 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.146: Preferred compounds of the formula (1.146) are the compounds 1.146-1 to 1.146-718, wherein Q has the meanings of Table 1 given in the respective line. The compounds 1.146-1 to 1.146-718 of Table 1.146 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
Tabelle 1.147: Bevorzugte Verbindungen der Formel (1.147) sind die Verbindungen 1.147-1 bis 1.147- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.147-1 bis 1.147-718 der Tabelle 1.147 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.147: Preferred compounds of the formula (1.147) are the compounds 1.147-1 to 1.147-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.147-1 to 1.147-718 of Table 1.147 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
(1.148) (1,148)
Tabelle 1.148: Bevorzugte Verbindungen der Formel (1.148) sind die Verbindungen 1.148-1 bis 1.148- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.148-1 bis 1.148-718 der Tabelle 1.148 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. (1.149)Table 1.148: Preferred compounds of the formula (1.148) are the compounds 1.148-1 to 1.148-718, wherein Q has the meanings indicated in Table 1 of each Table. The compounds 1.148-1 to 1.148-718 of Table 1.148 are therefore distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1. (1,149)
Tabelle 1.149: Bevorzugte Verbindungen der Formel (1.149) sind die Verbindungen 1.149-1 bis 1.149- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.149-1 bis 149-718 der Tabelle 1.149 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der Tabelle 1 definiert. Table 1.149: Preferred compounds of the formula (1.149) are the compounds 1.149-1 to 1.149-718, wherein Q has the meanings given in Table 1 of each Table. The compounds 1.149-1 to 149-718 of Table 1.149 are thus distinguished by the meaning of the respective entries no. 1 to 718 are defined for Q of Table 1.
(1.150)(1150)
Tabelle 1.150: Bevorzugte Verbindungen der Formel (1.150) sind die Verbindungen 1.150-1 bis 1.150- 718, worin Q die in der jeweiligen Zeile angegebenen Bedeutungen der Tabelle 1 hat. Die Verbindungen 1.150-1 bis 1.150-718 der Tabelle 1.150 sind somit durch die Bedeutung der jeweiligen Einträge No. 1 bis 718 für Q der oben stehenden Tabelle 1 definiert. Table 1.150: Preferred compounds of the formula (1.150) are the compounds 1.150-1 to 1.150-718, in which Q has the meanings of Table 1 indicated in the respective line. The compounds 1.150-1 to 1.150-718 of Table 1.150 are thus characterized by the meaning of the respective entries no. 1 to 718 are defined for Q of the above Table 1.
Spektroskopische Daten ausgewählter Tabellenbeispiele: Spectroscopic data of selected table examples:
Die nachfolgend aufgeführten spektroskopischen Daten ausgewählter Tabellenbeispiele wurden über klassische H-NMR-Intcrprctation oder über NMR-Peak-Listenverfahren ausgewertet. The spectroscopic data of selected table examples listed below were evaluated by classical H-NMR-Intcrprctation or by NMR peak list method.
A. Klassische H-NMR-Intcrprctation A. Classical H-NMR Intracctation
Beispiel Nr. 1.1-72 Example No. 1.1-72
‘H-NMR (400 MHz, CDC13 d, ppm) 6.51 (s, 1H), 5.69 (m, 1H), 3.83 (m, 1H), 3.21 (m, 1H9, 3.06 (s,'H-NMR (400 MHz, CDC1 3 d, ppm) 6:51 (s, 1H), 5.69 (m, 1H), 3.83 (m, 1H), 3.21 (m, 1H9, 3:06 (s,
3H), 2.33 (s, 3H), 2.19-2.16 (m, 2H). Beispiel Nr. 1.1-77 3H), 2.33 (s, 3H), 2.19-2.16 (m, 2H). Example Nos. 1.1-77
‘H-NMR (400 MHz, CDC13 d, ppm) 6.68 (s, 1H), 5.72 (m, 1H), 5.79 (m, 1H), 3.39 (m, 1H), 3.18 (m, 1H), 3.00 (s, 3H), 2.21-2.17 (m, 2H), 1.32 (s, 9H). 'H NMR (400 MHz, CDCl 3 d, ppm) 6.68 (s, 1H), 5.72 (m, 1H), 5.79 (m, 1H), 3.39 (m, 1H), 3.18 (m, 1H), 3.00 (s, 3H), 2.21-2.17 (m, 2H), 1.32 (s, 9H).
Beispiel Nr. 1.1-137 Example No. 1.1-137
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.58 (m, 1H), 4.37 (bs, 1H), 3.77 (dt, 1H), 3.21 (m, 1H), 3.06 (s, 3H), 2.57 (s, 3H), 2.21-2.19 (m, 2H). 'H-NMR (400 MHz, CDCI 3 d, ppm) 5:58 (m, 1H), 4:37 (bs, 1H), 3.77 (dt, 1H), 3.21 (m, 1H), 3:06 (s, 3H), 2:57 (s, 3H), 2.21-2.19 (m, 2H).
Beispiel Nr. 1.1-139 Example No. 1.1-139
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.58 (m, 1H), 4.15 (bs, 1H), 3.78 (dt, 1H), 3.23-3.18 (m, 2H), 3.06 (s, 3H), 2.21-2.13 (m, 2H), 1.40 (d, 6H).  'H NMR (400 MHz, CDCl3 d, ppm) 5.58 (m, 1H), 4.15 (bs, 1H), 3.78 (dt, 1H), 3.23-3.18 (m, 2H), 3.06 (s, 3H), 2.21-2.13 (m, 2H), 1.40 (d, 6H).
Beispiel Nr. 1.1-142 Example No. 1.1-142
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.59 (m, 1H), 4.20 (m, 1H), 3.79 (m, 1H), 3.23 (m, 1H), 3.06 (s, 3H), 3.02 (m, 1H), 2.14 (m, 1H), 1.43 (s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 5.59 (m, 1H), 4.20 (m, 1H), 3.79 (m, 1H), 3.23 (m, 1H), 3.06 (s, 3H), 3.02 ( m, 1H), 2.14 (m, 1H), 1.43 (s, 9H).
Beispiel Nr. 1.1-143 Example No. 1.1-143
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.55 (m, 1H), 4.12 (m, 1H), 3.76 (dt, 1H), 3.19 (m, 1H), 3.05 (s,'H-NMR (400 MHz, CDCI 3 d, ppm) 5:55 (m, 1H), 4.12 (m, 1H), 3.76 (dt, 1H), 3.19 (m, 1H), 3:05 (s,
3 H), 2.19-2.11 (m, 3H), 1.26-1.21 (m, 4H). 3H), 2.19-2.11 (m, 3H), 1.26-1.21 (m, 4H).
Beispiel Nr. 1.1-157 Example No. 1.1-157
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.63 (s, 1H), 5.70 (m, 1H), 4.31 (m, 1H), 3.79 (dt, 1H), 3.18 (m, 1H), 3.04 (s, 3H), 2.37 (s, 3H), 2.14-2.12 (m, 2H). 'H-NMR (400 MHz, CDCI 3 d, ppm) 6.63 (s, 1H), 5.70 (m, 1H), 4.31 (m, 1H), 3.79 (dt, 1H), 3.18 (m, 1H), 3:04 (s, 3H), 2.37 (s, 3H), 2.14-2.12 (m, 2H).
Beispiel Nr. 1.1-177: Example No. 1.1-177:
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.24 (m, 1H), 4.13 (br. s, 1H, OH), 3.83-3.76 (m, 1H), 3.26-3.19 (m, 1H), 3.01 (s, 3H), 2.25-2.07 (m, 2H), 1.97 (s, 3H), 1.37 (s, 9H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 5.24 (m, 1H), 4.13 (br.s, 1H, OH), 3.83-3.76 (m, 1H), 3.26-3.19 (m, 1H), 3.01 (s, 3H), 2.25-2.07 (m, 2H), 1.97 (s, 3H), 1.37 (s, 9H).
Beispiel Nr. 1.1-193 Example No. 1.1-193
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.97 (s, 1H), 5.73 (m, 1H), 4.20 (m, 1H), 3.81 (m, 1H), 3.18 (m, 1H), 3.05 (s, 3H), 2.20-2.14 (m, 2H), 1.77 (s, 6 H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.97 (s, 1H), 5.73 (m, 1H), 4.20 (m, 1H), 3.81 (m, 1H), 3.18 (m, 1H), 3.05 ( s, 3H), 2.20-2.14 (m, 2H), 1.77 (s, 6H).
Beispiel Nr. 1.1-199 Example No. 1.1-199
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.65 (s, 1H), 7.72-7.62 (m, 2H), 5.05-5.01 (m, 2H), 4.33 (m, 1H), 3.80 (m, 1H), 3.18 (m, 1H), 3.04 (s, 3H), 2.38 (d, 2H), 2.14-2.11 (m, 2H), 1.30 (s, 6H). Beispiel Nr. 1.1-200 'H NMR (400 MHz, CDCl3 d, ppm) 6.65 (s, 1H), 7.72-7.62 (m, 2H), 5.05-5.01 (m, 2H), 4.33 (m, 1H), 3.80 (m, 1H ), 3.18 (m, 1H), 3.04 (s, 3H), 2.38 (d, 2H), 2.14-2.11 (m, 2H), 1.30 (s, 6H). Example No. 1.1-200
‘H-NMR (400 MHz, CDC13 d, ppm) 6.70 (s, 1H), 5.70 (m, 1H), 4.32 (m, 1H), 3.78 (m, 1H), 4.42 (m, 2H), 3.32 (s, 3H), 3.15 (m, 1H), 3.04 (s, 3H), 2.19-2.09 (m, 2H), 1.32 (s, 6H). 'H NMR (400 MHz, CDCl 3 d, ppm) 6.70 (s, 1H), 5.70 (m, 1H), 4.32 (m, 1H), 3.78 (m, 1H), 4.42 (m, 2H), 3.32 (s, 3H), 3.15 (m, 1H), 3.04 (s, 3H), 2.19-2.09 (m, 2H), 1.32 (s, 6H).
Beispiel Nr. 1.1-206 Example No. 1.1-206
‘H-NMR (400 MHz, CDCI3 d, ppm)5.37 (m, 1H), 4.13 (m, 1H), 3.79 (dt, 1H), 3.21 (m, 1H), 3.04 (s, 3H), 2.21 (m, 1H), 2.10 (m, 1H), 1.38 9H).  'H-NMR (400 MHz, CDCl3 d, ppm) 5.37 (m, 1H), 4.13 (m, 1H), 3.79 (dt, 1H), 3.21 (m, 1H), 3.04 (s, 3H), 2.21 ( m, 1H), 2.10 (m, 1H), 1.38 9H).
Beispiel Nr. 1.1-207 Example No. 1.1-207
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.30 (m, 1H), 3.82-3.72 (m, 2H), 3.24 (m, 1H), 3.03 (s, 3H), 2.23 (m, 1H), 2.10 (m, 1H), 1.45 (s, 9H).  'H-NMR (400 MHz, CDCl3 d, ppm) 5.30 (m, 1H), 3.82-3.72 (m, 2H), 3.24 (m, 1H), 3.03 (s, 3H), 2.23 (m, 1H), 2.10 (m, 1H), 1.45 (s, 9H).
Beispiel Nr. 1.1-315: Example No. 1.1-315:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.35 (s, 1H), 5.55 (m, 1H), 4.91 (br. s, 1H, OH), 3.84 (s, 3H), 3.81-'H NMR (400 MHz, CDCl 3 d, ppm) 6.35 (s, 1H), 5.55 (m, 1H), 4.91 (br, s, 1H, OH), 3.84 (s, 3H), 3.81-
3.73 (m, 1H), 3.15-3.11 (m, 1H), 3.02 (s, 3H), 2.18-2.04 (m, 2H), 1.36 (s, 9H). 3.73 (m, 1H), 3.15-3.11 (m, 1H), 3.02 (s, 3H), 2.18-2.04 (m, 2H), 1.36 (s, 9H).
Beispiel Nr. 1.1-348 Example No. 1.1-348
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.18 (s, 1H), 5.56 (m, 1H), 5.00 (br. s, 1H, OH), 3.73-3.79 (m, 1H), 3.12-3.16 (m, 1H), 3.02 (s, 3H), 2.05-2.12 (m, 2H), 1.78-1.80 (m, 1H), 0.91-0.94 (m, 2H), 0.70-0.74 (m, 2H). 'H NMR (400 MHz, CDCl 3 d, ppm) 6.18 (s, 1H), 5.56 (m, 1H), 5.00 (br, s, 1H, OH), 3.73-3.79 (m, 1H), 3.12- 3.16 (m, 1H), 3.02 (s, 3H), 2.05-2.12 (m, 2H), 1.78-1.80 (m, 1H), 0.91-0.94 (m, 2H), 0.70-0.74 (m, 2H).
Beispiel Nr. 1.1-354 Example No. 1.1-354
‘H-NMR (400 MHz, CDCI3 d, ppm) 9.50 (br. s, 1H, NH), 6.40 (s, 1H), 5.60 (m, 1H), 4.90 (br. s, 1H, OH), 3.70-3.85 (m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.00-2.20 (m, 2H), 1.30 (s, 9H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 9.50 (br.s, 1H, NH), 6.40 (s, 1H), 5.60 (m, 1H), 4.90 (br.s, 1H, OH), 3.70-3.85 (m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.00-2.20 (m, 2H), 1.30 (s, 9H).
Beispiel Nr. 1.1-357 Example No. 1.1-357
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.54 (s, 1H), 5.56 (d, 1H), 4.70 (br. s, 1H, OH), 3.74 (s, 3H), 3.80-'H NMR (400 MHz, CDCl 3 d, ppm) 6.54 (s, 1H), 5.56 (d, 1H), 4.70 (br, s, 1H, OH), 3.74 (s, 3H), 3.80-
3.74 (m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.42 (s, 3H), 2.00-2.20 (m, 2H). 3.74 (m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.42 (s, 3H), 2.00-2.20 (m, 2H).
Beispiel Nr. 1.1-358 Example No. 1.1-358
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.96 (s, 1H), 5.60 (d, 1H), 4.44 (br. s, 1H, OH), 3.87 (s, 3H), 3.80- 3.70 (m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.05-2.20 (m, 2H). Beispiel Nr. 1.1-441 'H-NMR (400 MHz, CDCl 3 d, ppm) 6.96 (s, 1H), 5.60 (d, 1H), 4.44 (br, s, 1H, OH), 3.87 (s, 3H), 3.80- 3.70 ( m, 1H), 3.10-3.20 (m, 1H), 3.03 (s, 3H), 2.05-2.20 (m, 2H). Example No. 1.1-441
‘H-NMR (400 MHz, CDC13 d, ppm) 8.27 (m, 1H), 7.74 (d, 1H), 7.63 (dd, 1H), 7.03 (dd, 1H), 5.61 (m, 1H), 5.58 (m, 1H), 3.85 (dt, 1H), 3.20 (m, 1H), 3.05 (s, 3H), 2.21-2.12 (m, 2H). 'H-NMR (400 MHz, CDC1 3 d, ppm) 8.27 (m, 1H), 7.74 (d, 1H), 7.63 (dd, 1H), 7:03 (dd, 1H), 5.61 (m, 1H), 5:58 (m, 1H), 3.85 (dt, 1H), 3.20 (m, 1H), 3.05 (s, 3H), 2.21-2.12 (m, 2H).
Beispiel Nr. 1.1-442 Example No. 1.1-442
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.89 (d, 1H), 8.06 (d, 1H), 7.41 (dd, 1H), 5.82 (m, 1H), 5.23 (bs, 1H), 3.89 (m, 1H), 3.23 (m, 1H), 3.07 (s, 3H), 2.24-2.19 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 8.89 (d, 1H), 8.06 (d, 1H), 7.41 (dd, 1H), 5.82 (m, 1H), 5.23 (bs, 1H), 3.89 ( m, 1H), 3.23 (m, 1H), 3.07 (s, 3H), 2.24-2.19 (m, 2H).
Beispiel Nr. 1.1-443 Example No. 1.1-443
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.89 (s, 1H), 8.53 (d, 1H), 8.01 (d, 1H), 5.84 (m, 1H), 4.91 (m, 1H), 3.82 (m, 1H), 3.22 (m, 1H), 3.07 (s, 3H), 2.20-2.17 (m, 2H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.89 (s, 1H), 8.53 (d, 1H), 8.01 (d, 1H), 5.84 (m, 1H), 4.91 (m, 1H), 3.82 ( m, 1H), 3.22 (m, 1H), 3.07 (s, 3H), 2.20-2.17 (m, 2H).
Beispiel Nr. 1.1-445 Example No. 1.1-445
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.65 (d, 2H), 7.07 (t, 1H), 5.65 (m, 1H), 4.91 (m, 1H), 3.72 (dt, 'H NMR (400 MHz, CDCl3 d, ppm) 8.65 (d, 2H), 7.07 (t, 1H), 5.65 (m, 1H), 4.91 (m, 1H), 3.72 (dt,
1H), 3.30 (m, 1H), 3.06 (s, 3H), 2.15 (m, 1H), 2.14 (m, 1H). 1H), 3.30 (m, 1H), 3.06 (s, 3H), 2.15 (m, 1H), 2.14 (m, 1H).
Beispiel Nr. 1.1-447 Example No. 1.1-447
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.12 (d, 1H), 7.58 (d, 1H), 5.69 (bs, 1H), 5.57 (m, 1H), 3.83 (dt, 1H), 3.19 (m, 1H), 3.04 (s, 3H), 2.21-2.09 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 8.12 (d, 1H), 7.58 (d, 1H), 5.69 (bs, 1H), 5.57 (m, 1H), 3.83 (dt, 1H), 3.19 ( m, 1H), 3.04 (s, 3H), 2.21-2.09 (m, 2H).
Beispiel Nr. 1.1-450 Example No. 1.1-450
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.15 (d, 1H), 7.58 (s, 1H), 6.88 (d, 1H), 5.70 (bs, 1H), 5.58 (m, 'H NMR (400 MHz, CDCl3 d, ppm) 8.15 (d, 1H), 7.58 (s, 1H), 6.88 (d, 1H), 5.70 (bs, 1H), 5.58 (m,
1H), 3.83 (dt, 1H), 3.19 (m, 1H), 3.05 (s, 3H), 2.64 (q, 2H), 2.21-2.08 (m, 2H), 1.25 (t, 3H). 1H), 3.83 (dt, 1H), 3.19 (m, 1H), 3.05 (s, 3H), 2.64 (q, 2H), 2.21-2.08 (m, 2H), 1.25 (t, 3H).
Beispiel Nr. 1.1-453 Example No. 1.1-453
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.75 (s, 1H), 8.24 (s, 1H), 5.67 (m, 1H), 4.82 (m, 1H), 3.84 (m, 'H NMR (400 MHz, CDCl3 d, ppm) 8.75 (s, 1H), 8.24 (s, 1H), 5.67 (m, 1H), 4.82 (m, 1H), 3.84 (m,
1H), 3.22 (m, 1H), 3.06 (s, 3H), 2.18-2.15 (m, 2H). 1H), 3.22 (m, 1H), 3.06 (s, 3H), 2.18-2.15 (m, 2H).
Beispiel Nr. 1.1-462 Example No. 1.1-462
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.17-8.18 (s, 1H), 7.74-7.75 (s, 1H), 7.05 (m, 1H), 5.70 (m, 1H), 5.60 (m, 1H), 3.80-3.90 (m, 1H), 3.20 (m, 1H), 3.05 (s, 3H), 2.10-2.20 (m, 2H), 1.32 s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.17-8.18 (s, 1H), 7.74-7.75 (s, 1H), 7.05 (m, 1H), 5.70 (m, 1H), 5.60 (m, 1H ), 3.80-3.90 (m, 1H), 3.20 (m, 1H), 3.05 (s, 3H), 2.10-2.20 (m, 2H), 1.32 s, 9H).
Beispiel Nr. 1.1-464 Example No. 1.1-464
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.52 (s, 1H), 8.24 (s, 1H), 5.67-5.68 (m, 1H), 4.79-4.80 (m, 1H), 3.84-3.85 (m, 1H), 3.25 (m, 1H), 3.06 (s, 3H), 2.15-2.19 (m, 2H). Beispiel Nr. 1.1-476 'H NMR (400 MHz, CDCl3 d, ppm) 8.52 (s, 1H), 8.24 (s, 1H), 5.67-5.68 (m, 1H), 4.79-4.80 (m, 1H), 3.84-3.85 (m , 1H), 3.25 (m, 1H), 3.06 (s, 3H), 2.15-2.19 (m, 2H). Example No. 1.1-476
‘H-NMR (400 MHz, CDC13 d, ppm) 8.09 (m, 1H), 7.60 (d, 1H), 7.46 (dd, 1H), 5.65 (m, 1H), 5.56 (m, 1H), 3.82 (m, 1H), 3.20 (m, 1H), 3.03 (s, 3H), 3.28 (s, 3H), 2.21-2.09 (m, 2H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 8.09 (m, 1H), 7.60 (d, 1H), 7.46 (dd, 1H), 5.65 (m, 1H), 5.56 (m, 1H), 3.82 (m, 1H), 3.20 (m, 1H), 3.03 (s, 3H), 3.28 (s, 3H), 2.21-2.09 (m, 2H).
Beispiel Nr. 1.1-486 Example No. 1.1-486
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.24 (s, 1H), 7.78 (s, 1H), 5.32 (m, 1H), 4.85 (m, 1H), 3.78 (m, 'H NMR (400 MHz, CDCl3 d, ppm) 8.24 (s, 1H), 7.78 (s, 1H), 5.32 (m, 1H), 4.85 (m, 1H), 3.78 (m,
1H), 3.27 (m, 1H), 3.03 (s, 3H), 2.27 (m, 1H), 2.13 (m, 1H). 1H), 3.27 (m, 1H), 3.03 (s, 3H), 2.27 (m, 1H), 2.13 (m, 1H).
Beispiel Nr. 1.1-488 Example No. 1.1-488
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.12 (d, 1H), 7.73 (dd, 1H), 7.39 (dt, 1H), 5.57 (m, 1H), 5.24 (m, 1H), 3.84 (dt, 1H), 3.20 (m, 1H), 3.04 (s, 3H), 2.22-2.10 (m, 2H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.12 (d, 1H), 7.73 (dd, 1H), 7.39 (dt, 1H), 5.57 (m, 1H), 5.24 (m, 1H), 3.84 ( dt, 1H), 3.20 (m, 1H), 3.04 (s, 3H), 2.22-2.10 (m, 2H).
Beispiel Nr. 1.1-489 Example No. 1.1-489
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.28 (s, 1H), 8.03 (s, 1H), 5.62 (m, 1H), 4.96 (m, 1H), 3.83 (m, 'H-NMR (400 MHz, CDCl3 d, ppm) 8.28 (s, 1H), 8.03 (s, 1H), 5.62 (m, 1H), 4.96 (m, 1H), 3.83 (m,
1H), 2.23 (m, 1H), 3.05 (s, 3H), 2.19-2.13 (m, 2H). 1H), 2.23 (m, 1H), 3.05 (s, 3H), 2.19-2.13 (m, 2H).
Beispiel Nr. 1.1-495 Example No. 1.1-495
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.59 (s, 2H), 5.61 (m, 1H), 4.59 (m, 1H), 3.72 (dt, 1H), 3.28 (m, 1H), 3.08 (s, 3H), 2.28 (m, 1H), 2.15 (m, 1H). 'H-NMR (400 MHz, CDCI 3 d, ppm) 8:59 (s, 2H), 5.61 (m, 1H), 4:59 (m, 1H), 3.72 (dt, 1H), 3.28 (m, 1H), 3:08 (s, 3H), 2.28 (m, 1H), 2.15 (m, 1H).
Beispiel Nr. 1.1-501 : Example No. 1.1-501:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.83 (s, 1H), 8.00 (s, 1H), 5.79 (m, 1H), 5.09 (br. s, 1H, OH), 3.88- 3.79 (m, 1H), 3.26-3.19 (m, 1H), 3.07 (s, 3H), 2.20-2.15 (m, 2H), 1.35 (s, 9H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 8.83 (s, 1H), 8.00 (s, 1H), 5.79 (m, 1H), 5.09 (br, s, 1H, OH), 3.88- 3.79 ( m, 1H), 3.26-3.19 (m, 1H), 3.07 (s, 3H), 2.20-2.15 (m, 2H), 1.35 (s, 9H).
Beispiel Nr. 1.1-503 Example No. 1.1-503
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.82 (s, 1H), 8.18 (s, 1H), 5.81 (m, 1H), 4.93 (m, 1H), 3.84 (m, 'H-NMR (400 MHz, CDCl3 d, ppm) 8.82 (s, 1H), 8.18 (s, 1H), 5.81 (m, 1H), 4.93 (m, 1H), 3.84 (m,
1H), 3.25 (m, 1H), 3.07 (s, 3H), 2.20-2.16 (m, 2H), 1.71 (d, 3H), 1.66 (d, 3H). 1H), 3.25 (m, 1H), 3.07 (s, 3H), 2.20-2.16 (m, 2H), 1.71 (d, 3H), 1.66 (d, 3H).
Beispiel Nr. 1.1-506 Example No. 1.1-506
‘H-NMR (400 MHz, CDCI3 d, ppm) 9.00 (s, 1H), 8.48 (s, 1H), 5.93 (d, 1H), 4.67 (m, 1H), 3.84 (dt, 1H), 3.25 (m, 1H), 3.09 (s, 3H), 2.23-2.19 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 9.00 (s, 1H), 8.48 (s, 1H), 5.93 (d, 1H), 4.67 (m, 1H), 3.84 (dt, 1H), 3.25 ( m, 1H), 3.09 (s, 3H), 2.23-2.19 (m, 2H).
Beispiel Nr. 1.1-517 Example No. 1.1-517
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.67 (s, 1H), 8.15 (s, 1H), 5.89 (m, 1H), 4.72 (m, 1H), 3.83 (m, 'H-NMR (400 MHz, CDCl3 d, ppm) 8.67 (s, 1H), 8.15 (s, 1H), 5.89 (m, 1H), 4.72 (m, 1H), 3.83 (m,
1H), 3.22 (m, 1H), 3.07 (s, 3H), 2.21-2.16 (m, 2H). Beispiel Nr. 1.1-518 1H), 3.22 (m, 1H), 3.07 (s, 3H), 2.21-2.16 (m, 2H). Example No. 1.1-518
‘H-NMR (400 MHz, CDC13 d, ppm) 8.77 (s, 1H), 7.88 (s, 1H), 5.79 (m, 1H), 5.01 (bs, 1H), 3.80 (m, 1H), 3.21 (m, 1H), 3.06 (s, 3H), 2.49 (s, 3H), 2.18-2.15 (m, 2H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 8.77 (s, 1H), 7.88 (s, 1H), 5.79 (m, 1H), 5.01 (bs, 1H), 3.80 (m, 1H), 3.21 (m, 1H), 3.06 (s, 3H), 2.49 (s, 3H), 2.18-2.15 (m, 2H).
Beispiel Nr. 1.1-546: Example No. 1.1-546:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.35 (s, 1H), 5.54 (m, 1H), 4.39 (m, 1H), 3.84 (s, 3H), 3.80-3.74 (m, 1H), 3.14-3.10 (m, 1H), 3.02 (s, 3H), 2.15-2.05 (m, 2H), 1.36 (s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.35 (s, 1H), 5.54 (m, 1H), 4.39 (m, 1H), 3.84 (s, 3H), 3.80-3.74 (m, 1H), 3.14-3.10 (m, 1H), 3.02 (s, 3H), 2.15-2.05 (m, 2H), 1.36 (s, 9H).
Beispiel Nr. 1.1-614 Example No. 1.1-614
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.38 (d, 1H), 6.91 (d, 1H), 6.02 (m, 1H), 5.15 (m, 1H), 3.79 (m, 1H), 3.18 (m, 1H), 3.09 (s, 3H), 2.22-2.17 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.38 (d, 1H), 6.91 (d, 1H), 6.02 (m, 1H), 5.15 (m, 1H), 3.79 (m, 1H), 3.18 ( m, 1H), 3.09 (s, 3H), 2.22-2.17 (m, 2H).
Beispiel Nr. 1.1-616 Example No. 1.1-616
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.01 (s, 1H), 5.95 (m, 1H), 5.14 (m, 1H), 3.78 (m, 1H), 3.17 (m, 1H), 3.08 (s, 3H), 2.35 (s, 3H), 2.18-2.14 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.01 (s, 1H), 5.95 (m, 1H), 5.14 (m, 1H), 3.78 (m, 1H), 3.17 (m, 1H), 3.08 ( s, 3H), 2.35 (s, 3H), 2.18-2.14 (m, 2H).
Beispiel Nr. 1.1-617 Example No. 1.1-617
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.45 (s, 1H), 5.98 (m, 1H), 5.32 (m, 1H), 3.78 (m, 1H), 3.18 (m, 1H), 3.08 (s, 3H), 2.66 (q, 2H), 2.20-2.17 (m, 2H), 1.25 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.45 (s, 1H), 5.98 (m, 1H), 5.32 (m, 1H), 3.78 (m, 1H), 3.18 (m, 1H), 3.08 ( s, 3H), 2.66 (q, 2H), 2.20-2.17 (m, 2H), 1.25 (t, 3H).
Beispiel Nr. 1.1-619 Example No. 1.1-619
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.92 (m, 1H), 5.30 (m, 1H), 7.74 (m, 1H), 3.15 (m, 1H), 3.07 (s, 3H), 2.23 (s, 3H), 2.19 (s, 3H), 2.16-2.15 (m, 2H).  'H NMR (400 MHz, CDCl3 d, ppm) 5.92 (m, 1H), 5.30 (m, 1H), 7.74 (m, 1H), 3.15 (m, 1H), 3.07 (s, 3H), 2.23 ( s, 3H), 2.19 (s, 3H), 2.16-2.15 (m, 2H).
Beispiel Nr. 1.1-620 Example No. 1.1-620
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.45 (s, 1H), 5.97 (m, 1H), 5.38 (m, 1H), 3.76 (m, 1H), 3.17 (m, 1H), 3.08 (s, 3H), 2.92 (m, 1H), 2.21-2.17 (m, 2H), 1.25 (d, 6H).  'H-NMR (400 MHz, CDCl3 d, ppm) 6.45 (s, 1H), 5.97 (m, 1H), 5.38 (m, 1H), 3.76 (m, 1H), 3.17 (m, 1H), 3.08 ( s, 3H), 2.92 (m, 1H), 2.21-2.17 (m, 2H), 1.25 (d, 6H).
Beispiel Nr. 1.1-621 Example No. 1.1-621
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.03 (s,lH), 5.96 (m, 1H), 5.21 (m, 1H), 3.77 (m, 1H), 3.18 (m, 1H), 3.09 (m, 1H), 3.08 (s, 3H), 2.18-2.15 (m, 2H), 1.31 (d, 6H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.03 (s, 1H), 5.96 (m, 1H), 5.21 (m, 1H), 3.77 (m, 1H), 3.18 (m, 1H), 3.09 ( m, 1H), 3.08 (s, 3H), 2.18-2.15 (m, 2H), 1.31 (d, 6H).
Beispiel Nr. 1.1-622 Example No. 1.1-622
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.47 (s, 1H), 5.97 (m, 1H), 5.41 (m, 1H), 3.75 (m, 1H), 3.17 (m, 1H), 3.08 (s, 3H), 2.21-2.17 (m, 2H), 1.29 (s, 9H). Beispiel Nr. 1.1-623 'H-NMR (400 MHz, CDCl3 d, ppm) 6.47 (s, 1H), 5.97 (m, 1H), 5.41 (m, 1H), 3.75 (m, 1H), 3.17 (m, 1H), 3.08 ( s, 3H), 2.21-2.17 (m, 2H), 1.29 (s, 9H). Example No. 1.1-623
‘H-NMR (400 MHz, CDC13 d, ppm) 7.04 (s, 1H), 5.96 (m, 1H), 5.18 (m, 1H), 3.78 (m, 1H), 3.16 (m, 1H), 3.08 (s, 3H), 2.19-2.14 (m, 2H), 1.36 (s, 9H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 7.04 (s, 1H), 5.96 (m, 1H), 5.18 (m, 1H), 3.78 (m, 1H), 3.16 (m, 1H), 3.08 (s, 3H), 2.19-2.14 (m, 2H), 1.36 (s, 9H).
Beispiel Nr. 1.1-624 Example No. 1.1-624
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.78-7.72 (m, 2H), 7.39 (m, 1H), 7.25 (m, 1H), 6.18 (m, 1H), 5.25 (m, 1H), 3.84 (m, 1H), 3.22 (m, 1H), 3.12 (s, 3H), 2.26-2.23 (m, 2H).  'H NMR (400 MHz, CDCl3 d, ppm) 7.78-7.72 (m, 2H), 7.39 (m, 1H), 7.25 (m, 1H), 6.18 (m, 1H), 5.25 (m, 1H), 3.84 (m, 1H), 3.22 (m, 1H), 3.12 (s, 3H), 2.26-2.23 (m, 2H).
Beispiel Nr. 1.1-625 Example No. 1.1-625
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.44 (s, 1H), 5.94 (m, 1H), 5.10 (m, 1H), 3.75 (m, 1H), 3.17 (m, 1H), 3.07 (s, 3H), 2.20-2.15 (m, 2H), 1.93 (m, 1H), 0.90-0.75 (m, 4H).  'H-NMR (400 MHz, CDCl3 d, ppm) 6.44 (s, 1H), 5.94 (m, 1H), 5.10 (m, 1H), 3.75 (m, 1H), 3.17 (m, 1H), 3.07 ( s, 3H), 2.20-2.15 (m, 2H), 1.93 (m, 1H), 0.90-0.75 (m, 4H).
Beispiel Nr. 1.1-626 Example No. 1.1-626
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.04 (s, 1H), 5.95 (m, 1H), 5.17 (bs, 1H), 3.75 (m, 1H), 3.16 (m, 1H), 3.07 (s, 3H), 2.18-2.14 (m, 2H), 1.93 (m, 1H), 0.95-0.93 (m, 2H), 0.70-0.67 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.04 (s, 1H), 5.95 (m, 1H), 5.17 (bs, 1H), 3.75 (m, 1H), 3.16 (m, 1H), 3.07 ( s, 3H), 2.18-2.14 (m, 2H), 1.93 (m, 1H), 0.95-0.93 (m, 2H), 0.70-0.67 (m, 2H).
Beispiel Nr. 1.1-629 Example No. 1.1-629
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.74 (s, 1H), 7.63 (d, 1H), 7.34 (d, 1H), 6.17 (m, 1H), 5.10 (bs, 1H), 3.84 (m, 1H), 3.21 (m, 1H), 3.12 (s, 3H), 2.28-2.23 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.74 (s, 1H), 7.63 (d, 1H), 7.34 (d, 1H), 6.17 (m, 1H), 5.10 (bs, 1H), 3.84 ( m, 1H), 3.21 (m, 1H), 3.12 (s, 3H), 2.28-2.23 (m, 2H).
Beispiel Nr. 1.1-630 Example No. 1.1-630
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.65 (dd, 1H), 7.45 (dd, 1H), 7.10 (dt, 1H), 6.15 (m, 1H), 5.12 (m, 1H), 3.84 (m, 1H), 3.21 (m, 1H), 3.12 (s, 3H), 2.25-2.22 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.65 (dd, 1H), 7.45 (dd, 1H), 7.10 (dt, 1H), 6.15 (m, 1H), 5.12 (m, 1H), 3.84 ( m, 1H), 3.21 (m, 1H), 3.12 (s, 3H), 2.25-2.22 (m, 2H).
Beispiel Nr. 1.1-632 Example No. 1.1-632
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.32 (s, 1H), 6.10 (m, 1H), 4.72 (m, 1H), 3.82 (m, 1H), 3.21 (m, 1H), 3.10 (s, 3H), 2.22-2.20 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.32 (s, 1H), 6.10 (m, 1H), 4.72 (m, 1H), 3.82 (m, 1H), 3.21 (m, 1H), 3.10 ( s, 3H), 2.22-2.20 (m, 2H).
Beispiel Nr. 1.1-633 Example No. 1.1-633
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.69 (m, 1H), 6.07 (m, 1H), 4.81 (m, 1H), 3.82 (m, 1H), 3.21 (m, 1H), 3.10 (s, 3H), 2.23-2.20 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 7.69 (m, 1H), 6.07 (m, 1H), 4.81 (m, 1H), 3.82 (m, 1H), 3.21 (m, 1H), 3.10 ( s, 3H), 2.23-2.20 (m, 2H).
Beispiel Nr. 1.1-709: Example No. 1.1-709:
‘H-NMR (400 MHz, CDCI3 d, ppm) 5.59 (m, 1H), 4.36 (m, 1H), 3.74-3.69 (m, 1H), 3.62 (d, 1H), 3.17- 3.11 (m, 1H), 3.11 (d, 1H), 3.00 (s, 3H), 2.15-2.05 (m, 2H), 1.44 (s, 3H), 1.37 (s, 3H). Beispiel Nr. 1.2-449: 'H NMR (400 MHz, CDCl3 d, ppm) 5.59 (m, 1H), 4.36 (m, 1H), 3.74-3.69 (m, 1H), 3.62 (d, 1H), 3.17-3.11 (m, 1H ), 3.11 (d, 1H), 3.00 (s, 3H), 2.15-2.05 (m, 2H), 1.44 (s, 3H), 1.37 (s, 3H). Example No. 1.2-449:
‘H-NMR (400 MHz, CDC13 d, ppm) 8.48 (d, 1H), 8.12 (s, 1H), 7.21 (d, 1H), 7.18 (t, 1H), 3.71-3.64 (m, 1H), 3.35-3.28 (m, 1H), 3.10 (s, 3H), 2.32-2.25 (m, 2H), 2.05 (s, 3H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 8.48 (d, 1H), 8.12 (s, 1H), 7.21 (d, 1H), 7.18 (t, 1H), 3.71-3.64 (m, 1H) , 3.35-3.28 (m, 1H), 3.10 (s, 3H), 2.32-2.25 (m, 2H), 2.05 (s, 3H).
Beispiel Nr. 1.3-449: Example No. 1.3-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.47 (d, 1H), 8.11 (s, 1H), 7.22 (d, 1H), 7.17 (t, 1H), 3.72-3.64 (m, 1H), 3.33-3.28 (m, 1H), 3.10 (s, 3H), 2.34-2.30 (m, 2H), 2.29-2.25 (m, 2H), 1.13 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.47 (d, 1H), 8.11 (s, 1H), 7.22 (d, 1H), 7.17 (t, 1H), 3.72-3.64 (m, 1H), 3.33-3.28 (m, 1H), 3.10 (s, 3H), 2.34-2.30 (m, 2H), 2.29-2.25 (m, 2H), 1.13 (t, 3H).
Beispiel Nr. 1.3-464: Example No. 1.3-464:
‘H-NMR (400 MHz, DMSO d, ppm) 8.76 (s, 1H), 8.15 (s, 1H), 6.94-6.95 (m, 1H), 3.50-3.60 (m, 1H), 3.33-3.40 (m, 1H), 2.97 (s, 3H), 2.10-2.35 (m, 4H), 0.98-1.02 (t, 3H).  'H NMR (400 MHz, DMSO d, ppm) 8.76 (s, 1H), 8.15 (s, 1H), 6.94-6.95 (m, 1H), 3.50-3.60 (m, 1H), 3.33-3.40 (m , 1H), 2.97 (s, 3H), 2.10-2.35 (m, 4H), 0.98-1.02 (t, 3H).
Beispiel No. 1.4-290: Example No. 1.4-290:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.79 (m, 1H), 6.24 (s, 1H), 3.68-3.59 (m, 1H), 3.28-3.22 (m, 1H), 3.08 (s, 3H), 2.38-2.30 (m, 2H), 2.29-2.23 (m, 2H), 1.70-1.62 (m, 2H), 1.30 (s, 9H), 0.93 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.79 (m, 1H), 6.24 (s, 1H), 3.68-3.59 (m, 1H), 3.28-3.22 (m, 1H), 3.08 (s, 3H ), 2.38-2.30 (m, 2H), 2.29-2.23 (m, 2H), 1.70-1.62 (m, 2H), 1.30 (s, 9H), 0.93 (t, 3H).
Beispiel Nr. 1.4-449: Example No. 1.4-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.47 (d, 1H), 8.11 (s, 1H), 7.23 (d, 1H), 7.17 (t, 1H), 3.72-3.65 (m, 1H), 3.33-3.28 (m, 1H), 3.10 (s, 3H), 2.31-2.24 (m, 2H), 1.64-1.58 (m, 2H), 0.93 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.47 (d, 1H), 8.11 (s, 1H), 7.23 (d, 1H), 7.17 (t, 1H), 3.72-3.65 (m, 1H), 3.33-3.28 (m, 1H), 3.10 (s, 3H), 2.31-2.24 (m, 2H), 1.64-1.58 (m, 2H), 0.93 (t, 3H).
Beispiel No. 1.5-162: Example No. 1.5-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.82 (m, 1H), 6.57 (s, 1H), 3.68-3.59 (m, 1H), 3.27-3.21 (m, 1H), 3.07 (s, 3H), 2.60-2.53 (m, 1H), 2.28-2.20 (m, 2H), 1.31 (s, 9H), 1.16 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.82 (m, 1H), 6.57 (s, 1H), 3.68-3.59 (m, 1H), 3.27-3.21 (m, 1H), 3.07 (s, 3H ), 2.60-2.53 (m, 1H), 2.28-2.20 (m, 2H), 1.31 (s, 9H), 1.16 (t, 3H).
Beispiel Nr. 1.5-449: Example No. 1.5-449:
'H-NMR (400 MHz, CDCI3 d, ppm) 8.46 (d, 1H), 8.11 (s, 1H), 7.21 (d, 1H), 7.14 (t, 1H), 3.72-3.64 (m, 1H), 3.34-3.29 (m, 1H), 3.10 (s, 3H), 2.57-2.49 (sept, 1H), 2.34-2.24 (m, 2H), 1.14 (d, 3H), 1.11 (d, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.46 (d, 1H), 8.11 (s, 1H), 7.21 (d, 1H), 7.14 (t, 1H), 3.72-3.64 (m, 1H), 3.34-3.29 (m, 1H), 3.10 (s, 3H), 2.57-2.49 (sept, 1H), 2.34-2.24 (m, 2H), 1.14 (d, 3H), 1.11 (d, 3H).
Beispiel No. 1.6-162: Example No. 1.6-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.79 (m, 1H), 6.55 (s, 1H), 3.65-3.56 (m, 1H), 3.27-3.21 (m, 1H), 3.07 (s, 3H), 2.30-2.17 (m, 2H), 1.31 (s, 9H), 1.16 (s, 9H). Beispiel No. 1.7-290: 'H NMR (400 MHz, CDCl3 d, ppm) 6.79 (m, 1H), 6.55 (s, 1H), 3.65-3.56 (m, 1H), 3.27-3.21 (m, 1H), 3.07 (s, 3H ), 2.30-2.17 (m, 2H), 1.31 (s, 9H), 1.16 (s, 9H). Example No. 1.7-290:
‘H-NMR (400 MHz, CDC13 d, ppm) 6.80 (m, 1H), 6.23 (s, 1H), 3.68-3.59 (m, 1H), 3.29-3.22 (m, 1H), 3.08 (s, 3H), 2.29-2.23 (m, 2H), 2.24-2.19 (m, 2H), 2.13-2.05 (m, 1H), 1.30 (s, 9H), 0.94 (d, 6H). 'H-NMR (400 MHz, CDC1 3 d, ppm) 6.80 (m, 1H), 6.23 (s, 1H), 3.68-3.59 (m, 1H), 3:29 to 3:22 (m, 1H), 3:08 (s, 3H), 2.29-2.23 (m, 2H), 2.24-2.19 (m, 2H), 2.13-2.05 (m, 1H), 1.30 (s, 9H), 0.94 (d, 6H).
Beispiel Nr. 1.7-449: Example No. 1.7-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.46 (d, 1H), 8.11 (s, 1H), 7.21 (d, 1H), 7.18 (t, 1H), 3.72-3.64 (m, 1H), 3.35-3.28 (m, 1H), 3.10 (s, 3H), 2.35-2.28 (m, 2H), 2.19-2.15 (m, 2H), 2.10-2.00 (sept, 1H), 0.92 (d, 3H), 0.90 (d, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.46 (d, 1H), 8.11 (s, 1H), 7.21 (d, 1H), 7.18 (t, 1H), 3.72-3.64 (m, 1H), 3.35-3.28 (m, 1H), 3.10 (s, 3H), 2.35-2.28 (m, 2H), 2.19-2.15 (m, 2H), 2.10-2.00 (sept, 1H), 0.92 (d, 3H), 0.90 (d, 3H).
Beispiel Nr. 1.20-162: Example No. 1.20-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.70 (m, 1H), 6.58 (s, 1H), 5.30 (m, 1H), 3.70-3.80 (m, 1H), 3.20- 3.30 (m, 1H), 3.03 (s, 3H), 2.20-2.30 (m, 2H), 1.50 (s, 9H), 1.31 (s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.70 (m, 1H), 6.58 (s, 1H), 5.30 (m, 1H), 3.70-3.80 (m, 1H), 3.20-3.30 (m, 1H ), 3.03 (s, 3H), 2.20-2.30 (m, 2H), 1.50 (s, 9H), 1.31 (s, 9H).
Beispiel Nr. 1.41-86  Example No. 1.41-86
‘H-NMR (400 MHz, CDCI3 d, ppm) 7.91-7.89 (m, 2H), 7.44-7.36 (m, 3H), 7.07 (s, 1H), 5.81 (m, 1H), 3.82 (m, 1H), 3.30-3.21 (m, 2H), 3.08 (s, 3H), 2.23-2.20 (m, 2H).  'H NMR (400 MHz, CDCl3 d, ppm) 7.91-7.89 (m, 2H), 7.44-7.36 (m, 3H), 7.07 (s, 1H), 5.81 (m, 1H), 3.82 (m, 1H ), 3.30-3.21 (m, 2H), 3.08 (s, 3H), 2.23-2.20 (m, 2H).
Beispiel Nr. 1.41-441 Example No. 1.41-441
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.27 (m, 1H), 7.67-7.64 (m, 2H), 7.03 (m, 1H), 5.57 (m, 1H), 5.42 (m, 1H), 3.88 (m, 1H), 3.03 (s, 3H), 2.22 (m, 1H), 1.93 (m, 1H), 1.34 (d, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.27 (m, 1H), 7.67-7.64 (m, 2H), 7.03 (m, 1H), 5.57 (m, 1H), 5.42 (m, 1H), 3.88 (m, 1H), 3.03 (s, 3H), 2.22 (m, 1H), 1.93 (m, 1H), 1.34 (d, 3H).
Beispiel Nr. 1.41-442 Example No. 1.41-442
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.89 (m, 1H), 7.99 (d, 1H), 7.41 (m, 1H), 5.78 (m, 1H), 5.11 (m, 1H), 3.93 (m, 1H), 3.04 (s, 3H), 2.28 (m, 1H), 1.98 (m, 1H), 1.36 (d, 3H).  'H-NMR (400 MHz, CDCl3 d, ppm) 8.89 (m, 1H), 7.99 (d, 1H), 7.41 (m, 1H), 5.78 (m, 1H), 5.11 (m, 1H), 3.93 ( m, 1H), 3.04 (s, 3H), 2.28 (m, 1H), 1.98 (m, 1H), 1.36 (d, 3H).
Beispiel Nr. 1.41-449: Example No. 1.41-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.44 (d, 1H), 8.05 (m, 1H), 7.21 (m, 1H), 5.63 (m, 1H), 4.99 (br. s, 1H, OH), 3.93-3.84 (m, 1H), 3.04 (s, 3H), 2.27-2.22 (m, 1H), 1.98-1.89 (m, 1H), 1.36 (d, 3H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 8.44 (d, 1H), 8.05 (m, 1H), 7.21 (m, 1H), 5.63 (m, 1H), 4.99 (br. S, 1H, OH), 3.93-3.84 (m, 1H), 3.04 (s, 3H), 2.27-2.22 (m, 1H), 1.98-1.89 (m, 1H), 1.36 (d, 3H).
Beispiel Nr. 1.41-476 Example No. 1.41-476
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.08 (d, 1H), 7.54 (d, 1H), 7.46 (dd, 1H), 5.51 (m, 2H), 3.86 (m,lH), 3.02 (s, 3H), 2.28 (s, 3H), 2.20 (m, 1H), 1.92 (m, 1H), 1.32 (d, 3H).  'H-NMR (400 MHz, CDCl3 d, ppm) 8.08 (d, 1H), 7.54 (d, 1H), 7.46 (dd, 1H), 5.51 (m, 2H), 3.86 (m, 1H), 3.02 ( s, 3H), 2.28 (s, 3H), 2.20 (m, 1H), 1.92 (m, 1H), 1.32 (d, 3H).
Beispiel Nr. 1.41-495 Example No. 1.41-495
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.58 (s, 2H), 5.57 (m, 1H), 4.52 (m, 1H), 3.78 (m, 1H), 3.05 (s, 3H), 2.27 (m, 1H), 2.06 (m, 1H), 1.32 (d, 3H). Beispiel Nr. 1.41-506 'H NMR (400 MHz, CDCl3 d, ppm) 8.58 (s, 2H), 5.57 (m, 1H), 4.52 (m, 1H), 3.78 (m, 1H), 3.05 (s, 3H), 2.27 ( m, 1H), 2.06 (m, 1H), 1.32 (d, 3H). Example No. 1.41-506
‘H-NMR (400 MHz, CDC13 d, ppm) 8.99 (s, 1H), 8.37 (s, 1H), 5.89 (m, 1H), 4.58(m, 1H), 3.86 (m, 1H), 3.06 (s, 3H), 2.30 (m, 1H), 1.98 (m, 1H), 1.35 (d, 3H). 'H-NMR (400 MHz, CDC1 3 d, ppm) 8.99 (s, 1H), 8:37 (s, 1H), 5.89 (m, 1H), 4:58 (m, 1H), 3.86 (m, 1H), 3:06 (s, 3H), 2.30 (m, 1H), 1.98 (m, 1H), 1.35 (d, 3H).
Beispiel Nr. 1.41-517 Example No. 1.41-517
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.67 (s, 1H), 8.04 (s, 1H), 5.81 (m, 1H), 4.63 (m, 1H), 3.84 (m, 'H NMR (400 MHz, CDCl3 d, ppm) 8.67 (s, 1H), 8.04 (s, 1H), 5.81 (m, 1H), 4.63 (m, 1H), 3.84 (m,
1H), 3.05 (s, 3H), 2.30-2.24 (m, 1H), 1.95 (m, 1H), 1.64 d, 3H). 1H), 3.05 (s, 3H), 2.30-2.24 (m, 1H), 1.95 (m, 1H), 1.64 d, 3H).
Beispiel Nr. 1.42-162: Example No. 1.42-162:
Diastereomer 1 - 'H-NMR (400 MHz, CDCI3 d, ppm) 6.76 (m, 1H), 6.57 (s, 1H), 3.73-3.66 (m, 1H), Diastereomer 1 - 'H-NMR (400 MHz, CDCl3 d, ppm) 6.76 (m, 1H), 6.57 (s, 1H), 3.73-3.66 (m, 1H),
3.03 (s, 3H), 2.35-2.29 (d, 1H), 2.08 (s, 3H), 2.02-1.94 (m, 1H), 1.34 (d, 3H), 1.32 (s, 9H). Diastereomer 2 -‘H-NMR (400 MHz, CDCI3 d, ppm) 6.82 (m, 1H), 6.65 (s, 1H), 3.63-3.57 (m, 1H), 3.05 (s, 3H), 2.46-2.37 (d, 1H), 2.24-2.18 (m, 1H), 2.07 (s, 3H), 1.45 (d, 3H), 1.32 (s, 9H). 3.03 (s, 3H), 2.35-2.29 (d, 1H), 2.08 (s, 3H), 2.02-1.94 (m, 1H), 1.34 (d, 3H), 1.32 (s, 9H). Diastereomer 2'-H NMR (400 MHz, CDCl 3 d, ppm) 6.82 (m, 1H), 6.65 (s, 1H), 3.63-3.57 (m, 1H), 3.05 (s, 3H), 2.46-2.37 ( d, 1H), 2.24-2.18 (m, 1H), 2.07 (s, 3H), 1.45 (d, 3H), 1.32 (s, 9H).
Beispiel Nr. 1.62-162: Example No. 1.62-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.55 (s, 1H), 6.53 (m, 1H), 3.52 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H), 2.10 (s, 3H), 1.31 (s, 9H), 1.20 (s, 3H), 1.02 (s, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.55 (s, 1H), 6.53 (m, 1H), 3.52 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H), 2.10 ( s, 3H), 1.31 (s, 9H), 1.20 (s, 3H), 1.02 (s, 3H).
Beispiel Nr. 1.63-162: Example No. 1.63-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.54 (s, 1H), 6.53 (m, 1H), 3.51 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H), 'H-NMR (400 MHz, CDCl3 d, ppm) 6.54 (s, 1H), 6.53 (m, 1H), 3.51 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H),
2.41-2.32 (m, 2H), 1.31 (s, 9H), 1.21 (s, 3H), 1.18 (t, 3H), 1.01 (s, 3H). 2.41-2.32 (m, 2H), 1.31 (s, 9H), 1.21 (s, 3H), 1.18 (t, 3H), 1.01 (s, 3H).
Beispiel Nr. 1.66-162: Example No. 1.66-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.55 (s, 1H), 6.54 (m, 1H), 3.51 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H), 2.39-2.25 (m, 2H), 1.71-1.63 (m, 2H), 1.31 (s, 9H), 1.21 (s, 3H), 1.01 (s, 3H), 0.93 (t, 3H).  'H-NMR (400 MHz, CDCl3 d, ppm) 6.55 (s, 1H), 6.54 (m, 1H), 3.51 (d, 1H), 3.05 (s, 3H), 2.71 (d, 1H), 2.39- 2.25 (m, 2H), 1.71-1.63 (m, 2H), 1.31 (s, 9H), 1.21 (s, 3H), 1.01 (s, 3H), 0.93 (t, 3H).
Beispiel Nr. 1.82-162: Example No. 1.82-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.88 (m, 1H), 6.55 (s, 1H), 3.62 (d, 1H), 3.22 (d, 1H), 3.06 (s, 3H), 2.26-2.18 (m, 1H), 2.08 (s, 3H), 2.08-1.92 (m, 4H), 1.72-1.64 (m, 1H), 1.31 (s, 9H). Beispiel Nr. 1.83- 162:  'H NMR (400 MHz, CDCl3 d, ppm) 6.88 (m, 1H), 6.55 (s, 1H), 3.62 (d, 1H), 3.22 (d, 1H), 3.06 (s, 3H), 2.26- 2.18 (m, 1H), 2.08 (s, 3H), 2.08-1.92 (m, 4H), 1.72-1.64 (m, 1H), 1.31 (s, 9H). Example No. 1.83-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.90 (m, 1H), 6.54 (s, 1H), 3.62 (d, 1H), 3.20 (d, 1H), 3.06 (s, 3H), 'H NMR (400 MHz, CDCl3 d, ppm) 6.90 (m, 1H), 6.54 (s, 1H), 3.62 (d, 1H), 3.20 (d, 1H), 3.06 (s, 3H),
2.41-2.30 (m, 2H), 2.26-2.18 (m, 1H), 2.13-1.92 (m, 4H), 1.70-1.63 (m, 1H), 1.31 (s, 9H), 1.14 (t, 3H). 2.41-2.30 (m, 2H), 2.26-2.18 (m, 1H), 2.13-1.92 (m, 4H), 1.70-1.63 (m, 1H), 1.31 (s, 9H), 1.14 (t, 3H).
Beispiel Nr. 1.86-162: Example No. 1.86-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.91 (m, 1H), 6.54 (s, 1H), 3.61 (d, 1H), 3.20 (d, 1H), 3.06 (s, 3H), 2.36-2.28 (m, 2H), 2.27-2.18 (m, 1H), 2.15-1.92 (m, 4H), 1.70-1.58 (m, 1H), 1.31 (s, 9H), 0.92 (t, 3H). Beispiel Nr. 1.91-162: 'H-NMR (400 MHz, CDCl3 d, ppm) 6.91 (m, 1H), 6.54 (s, 1H), 3.61 (d, 1H), 3.20 (d, 1H), 3.06 (s, 3H), 2.36- 2.28 (m, 2H), 2.27-2.18 (m, 1H), 2.15-1.92 (m, 4H), 1.70-1.58 (m, 1H), 1.31 (s, 9H), 0.92 (t, 3H). Example No. 1.91-162:
‘H-NMR (400 MHz, CDC13 d, ppm) 6.60 (s, 1H), 5.70 (m, lH),4.25 (br. s, 1H, OH), 3.95-4.05 (m, 1H), 3.82 (s, 3H), 3.50-3.60 (m, 1H), 2.20-2.30 (m, 2H), 1.34 (s, 9H). 'H NMR (400 MHz, CDCl 3 d, ppm) 6.60 (s, 1H), 5.70 (m, 1H), 4.25 (br, s, 1H, OH), 3.95-4.05 (m, 1H), 3.82 ( s, 3H), 3.50-3.60 (m, 1H), 2.20-2.30 (m, 2H), 1.34 (s, 9H).
Beispiel Nr. 1.101-162: Example No. 1.101-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.63 (s, 1H), 5.23 (m, 1H), 4.12-4.07 (br. s, 1H, OH), 3.73 (d, 1H), 3.03 (s, 3H), 2.78 (d, 1H), 1.97-1.89 (m, 1H), 1.72-1.53 (6H), 1.47-1.39 (m, 1H), 1.33 (s, 9H). 'H-NMR (400 MHz, CDCl 3 d, ppm) 6.63 (s, 1H), 5.23 (m, 1H), 4.12-4.07 (br.s, 1H, OH), 3.73 (d, 1H), 3.03 ( s, 3H), 2.78 (d, 1H), 1.97-1.89 (m, 1H), 1.72-1.53 (6H), 1.47-1.39 (m, 1H), 1.33 (s, 9H).
Beispiel Nr. 1.102-162: Example No. 1.102-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.58 (s, 1H), 6.54 (m, 1H), 3.59 (d, 1H), 3.05 (s, 3H), 2.87 (d, 1H), 2.09 (s, 3H), 1.82-1.64 (6H), 1.31 (s, 9H), 1.28-1.22 (m, 2H).  'H-NMR (400 MHz, CDCl3 d, ppm) 6.58 (s, 1H), 6.54 (m, 1H), 3.59 (d, 1H), 3.05 (s, 3H), 2.87 (d, 1H), 2.09 ( s, 3H), 1.82-1.64 (6H), 1.31 (s, 9H), 1.28-1.22 (m, 2H).
Beispiel Nr. 1.111-449: Example No. 1.111-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.44 (m, 1H), 8.09 (m, 1H), 7.22 (m, 1H), 5.20 (d, 1H), 4.90-4.84 (br. s, 1H, OH), 3.52 (d, 1H), 3.04 (s, 3H), 2.92 (d, 1H), 1.69-1.53 (m, 2H), 1.51-1.41 (m, 2H), 0.91 (t, 3H), 0.86 (t, 3H)..  'H-NMR (400 MHz, CDCl3 d, ppm) 8.44 (m, 1H), 8.09 (m, 1H), 7.22 (m, 1H), 5.20 (d, 1H), 4.90-4.84 (br. S, 1H , OH), 3.52 (d, 1H), 3.04 (s, 3H), 2.92 (d, 1H), 1.69-1.53 (m, 2H), 1.51-1.41 (m, 2H), 0.91 (t, 3H), 0.86 (t, 3H) ..
Beispiel Nr. 1.112-449: Example No. 1.112-449:
‘H-NMR (400 MHz, CDCI3 d, ppm) 8.52 (m, 1H), 8.01 (m, 1H), 7.22 (m, 1H), 6.95 (m, 1H), 3.41-3.37 (m, 1H), 3.09 (s, 3H), 3.02-2.97 (m, 1H), 2.05 (s, 3H), 1.72-1.57 (m, 2H), 1.54-1.43 (m, 1H), 1.38-1.26 (m, 1H), 0.995-0.87 (m, 6H).  'H NMR (400 MHz, CDCl3 d, ppm) 8.52 (m, 1H), 8.01 (m, 1H), 7.22 (m, 1H), 6.95 (m, 1H), 3.41-3.37 (m, 1H), 3.09 (s, 3H), 3.02-2.97 (m, 1H), 2.05 (s, 3H), 1.72-1.57 (m, 2H), 1.54-1.43 (m, 1H), 1.38-1.26 (m, 1H), 0.995-0.87 (m, 6H).
Beispiel Nr. 1.121-162: Example No. 1.121-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.75 (s, 1H), 5.73 (m, 1H), 4.42 (m, 1H), 4.01-3.91 (m, 1H), 3.60- 'H NMR (400 MHz, CDCl3 d, ppm) 6.75 (s, 1H), 5.73 (m, 1H), 4.42 (m, 1H), 4.01-3.91 (m, 1H), 3.60-
3.53 (m, 2H), 2.39-2.36 (m, 1H), 2.26-2.20 (m, 1H), 2.08-2.01 (m, 1H), 1.94-1.86 (m, 1H), 1.69-1.51 (m, 2H), 1.33 (s, 9H). 3.53 (m, 2H), 2.39-2.36 (m, 1H), 2.26-2.20 (m, 1H), 2.08-2.01 (m, 1H), 1.94-1.86 (m, 1H), 1.69-1.51 (m, 2H ), 1.33 (s, 9H).
Beispiel Nr. 1.122-162: Example No. 1.122-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.87 (m, 1H), 6.70 (s, 1H), 3.83-3.74 (m, 1H), 3.63-3.58 (m, 2H), 2.50-2.46 (m, 1H), 2.26-2.19 (m, 1H), 2.11-2.03 (m, 4H), 1.94-1.83 (m, 1H), 1.79-1.73 (m, 1H), 1.59- 'H NMR (400 MHz, CDCl3 d, ppm) 6.87 (m, 1H), 6.70 (s, 1H), 3.83-3.74 (m, 1H), 3.63-3.58 (m, 2H), 2.50-2.46 (m , 1H), 2.26-2.19 (m, 1H), 2.11-2.03 (m, 4H), 1.94-1.83 (m, 1H), 1.79-1.73 (m, 1H), 1.59-
1.53 (m, 1H), 1.33 (s, 9H). Beispiel Nr. 1.123-162: 1.53 (m, 1H), 1.33 (s, 9H). Example No. 1.123-162:
‘H-NMR (400 MHz, CDC13 d, ppm) 6.87 (m, 1H), 6.69 (s, 1H), 3.82-3.73 (m, 1H), 3.62-3.56 (m, 2H), 2.50-2.46 (m, 1H), 2.42-2.28 (m, 2H), 2.25-2.19 (m, 1H), 2.11-2.03 (m, 1H), 1.94-1.83 (m, 1H), 1.79- 1.73 (m, 1H), 1.59-1.53 (m, 1H), 1.33 (s, 9H), 1.14 (t, 3H). 'H NMR (400 MHz, CDCl 3 d, ppm) 6.87 (m, 1H), 6.69 (s, 1H), 3.82-3.73 (m, 1H), 3.62-3.56 (m, 2H), 2.50-2.46 ( m, 1H), 2.42-2.28 (m, 2H), 2.25-2.19 (m, 1H), 2.11-2.03 (m, 1H), 1.94-1.83 (m, 1H), 1.79- 1.73 (m, 1H), 1.59-1.53 (m, 1H), 1.33 (s, 9H), 1.14 (t, 3H).
Beispiel Nr. 1.126-162: Example No. 1.126-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.89 (m, 1H), 6.68 (s, 1H), 3.81-3.73 (m, 1H), 3.62-3.56 (m, 2H), 2.49-2.43 (m, 1H), 2.39-2.26 (m, 2H), 2.25-2.18 (m, 1H), 2.11-2.03 (m, 1H), 1.95-1.83 (m, 1H), 1.80- 1.73 (m, 1H), 1.68-1.63 (m, 2H), 1.60-1.54 (m, 1H), 1.31 (s, 9H), 0.92 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.89 (m, 1H), 6.68 (s, 1H), 3.81-3.73 (m, 1H), 3.62-3.56 (m, 2H), 2.49-2.43 (m , 1H), 2.39-2.26 (m, 2H), 2.25-2.18 (m, 1H), 2.11-2.03 (m, 1H), 1.95-1.83 (m, 1H), 1.80- 1.73 (m, 1H), 1.68 -1.63 (m, 2H), 1.60-1.54 (m, 1H), 1.31 (s, 9H), 0.92 (t, 3H).
Beispiel Nr. 1.131-162: Example No. 1,131-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.60 / 6.55 (s, 1H), 5.68 / 5.65 (m, 1H), 4.58-4.51 (m, 1H), 4.43 / 4.16 (m, 1H), 3.64-3.57 / 3.42-3.37 (m, 1H), 2.72-2.61 (m, 1H), 2.42-2.35 / 2.20-2.16 (m, 1H), 2.07-2.01 (m, 1H), 1.93-1.77 (m, 2H), 1.72-1.67 (m, 1H), 1.54-1.40 (m, 2H), 1.33 (s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.60 / 6.55 (s, 1H), 5.68 / 5.65 (m, 1H), 4.58-4.51 (m, 1H), 4.43 / 4.16 (m, 1H), 3.64 -3.57 / 3.42-3.37 (m, 1H), 2.72-2.61 (m, 1H), 2.42-2.35 / 2.20-2.16 (m, 1H), 2.07-2.01 (m, 1H), 1.93-1.77 (m, 2H ), 1.72-1.67 (m, 1H), 1.54-1.40 (m, 2H), 1.33 (s, 9H).
Beispiel Nr. 1.132-162: Example No. 1,132-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.75 (m, 1H), 6.55 (m, 1H), 4.62 (m, 1H), 3.49-3.41 (m, 1H), 2.71- 2.62 (m, 1H), 2.36-2.30 (m, 1H), 2.30 (s, 3H), 2.03-1.93 (m, 1H), 1.90-1.79 (m, 3H), 1.60-1.41 (m, 2H), 1.32-1.16 (m, 1H), 1.31 (s, 9H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.75 (m, 1H), 6.55 (m, 1H), 4.62 (m, 1H), 3.49-3.41 (m, 1H), 2.71-2.62 (m, 1H ), 2.36-2.30 (m, 1H), 2.30 (s, 3H), 2.03-1.93 (m, 1H), 1.90-1.79 (m, 3H), 1.60-1.41 (m, 2H), 1.32-1.16 (m , 1H), 1.31 (s, 9H).
Beispiel Nr. 1.133-162: Example No. 1,133-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.76 (m, 1H), 6.53 (m, 1H), 4.61 (m, 1H), 3.47-3.39 (m, 1H), 2.70- 2.62 (m, 1H), 2.42-2.28 (m, 3H), 2.02-1.94 (m, 1H), 1.90-1.78 (m, 3H), 1.59-1.40 (m, 2H), 1.33-1.22 (m, 1H), 1.31 (s, 9H), 1.14 (t, 3H).  'H NMR (400 MHz, CDCl3 d, ppm) 6.76 (m, 1H), 6.53 (m, 1H), 4.61 (m, 1H), 3.47-3.39 (m, 1H), 2.70-2.62 (m, 1H ), 2.42-2.28 (m, 3H), 2.02-1.94 (m, 1H), 1.90-1.78 (m, 3H), 1.59-1.40 (m, 2H), 1.33-1.22 (m, 1H), 1.31 (s , 9H), 1.14 (t, 3H).
Beispiel Nr. 1.136-162: Example No. 1,136-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.76 (m, 1H), 6.53 (m, 1H), 4.61 (m, 1H), 3.47-3.38 (m, 1H), 2.70- 2.62 (m, 1H), 2.39-2.26 (m, 3H), 2.02-1.94 (m, 1H), 1.90-1.78 (m, 3H), 1.70-1.63 (sext, 2H), 1.53-1.38 (m, 2H), 1.33-1.22 (m, 1H), 1.31 (s, 9H), 0.93 (t, 3H).  'H-NMR (400 MHz, CDCl3 d, ppm) 6.76 (m, 1H), 6.53 (m, 1H), 4.61 (m, 1H), 3.47-3.38 (m, 1H), 2.70-2.62 (m, 1H ), 2.39-2.26 (m, 3H), 2.02-1.94 (m, 1H), 1.90-1.78 (m, 3H), 1.70-1.63 (sec, 2H), 1.53-1.38 (m, 2H), 1.33-1.22 (m, 1H), 1.31 (s, 9H), 0.93 (t, 3H).
Beispiel Nr. 1.141-162: Example No. 1.141-162:
‘H-NMR (400 MHz, CDCI3 d, ppm) 6.56 (s, 1H), 5.70 (m, 1H), 4.30 (m, 1H), 3.95-4.10 (m, 1H), 3.40- 3.50 (m, 1H), 3.07 (s, 3H), 1.34 (s, 9H). B. NMR-Peak-Listenverfahren 'H-NMR (400 MHz, CDCl3 d, ppm) 6.56 (s, 1H), 5.70 (m, 1H), 4.30 (m, 1H), 3.95-4.10 (m, 1H), 3.40- 3.50 (m, 1H ), 3.07 (s, 3H), 1.34 (s, 9H). B. NMR peak list method
Beim NMR-Peak-Listenverfahren werden die NMR-Daten ausgewahlter Beispiele in Form von NMR- Peaklisten notiert, wobei zu jedem Signalpeak erst der d-Wert in ppm und dann die Signalintensität durch ein Leerzeichen getrennt aufgeführt wird. Die d-Wert-Signalintensitäts - Zahlenpaare von verschiedenen Signalpeaks werden durch Semikolons voneinander getrennt aufgelistet. In the NMR peak list method, the NMR data of selected examples are noted in the form of NMR peak lists, with the signal in each case the d-value in ppm and then the signal intensity separated by a space for each signal peak. The d-value signal intensity-number pairs of different signal peaks are listed separated by semicolons.
Die Peakliste eines Beispieles hat daher die Form: di (Intensität^; d2 (Intensität2); . ; d; (Intensität^; . ; dh (Intensität^ The peak list of an example therefore has the form: di (intensity ^; d 2 (intensity 2 );.; D; (intensity ^;, d h (intensity ^
Die Intensität scharfer Signale korreliert mit der Höhe der Signale in einem gedruckten Beispiel eines NMR-Spektrums in cm und zeigt die wirklichen Verhältnisse der Signalintensitäten. Bei breiten Signalen können mehrere Peaks oder die Mitte des Signals und ihre relative Intensität im Vergleich zum intensivsten Signal im Spektrum gezeigt werden. The intensity of sharp signals correlates with the height of the signals in a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. For broad signals, multiple peaks or the center of the signal and their relative intensity can be shown compared to the most intense signal in the spectrum.
Zur Kalibrierung der chemischen Verschiebung von H-NMR-Spcktrcn wird Tetramethylsilan benutzt und/oder die chemische Verschiebung des Lösungsmittels, besondem im Falle von Spektren, die in DMSO gemessen werden. Daher kann in NMR-Peaklisten der Tetramethylsilan-Peak Vorkommen, muss es aber nicht. To calibrate the chemical shift of H-NMR spectra, tetramethylsilane is used and / or the chemical shift of the solvent, especially in the case of spectra measured in DMSO. Therefore, the tetramethylsilane peak may occur in NMR peaks, but it does not have to.
Die Listen der H-NMR-Pcaks sind ähnlich den klassischen H-NMR-Ausdruckcn und enthalten somit gewöhnlich alle Peaks, die bei einer klassischen NMR-Interpretation aufgeführt werden. The lists of the H NMR Pcaks are similar to the classical H NMR expressions and thus usually contain all the peaks that are listed in a classical NMR interpretation.
Darüber hinaus können sie wie klassische 'H-NMR- Ausdrucke Lösungsmittelsignale, Signale von Stereoisomeren der Zielverbindungen, die ebenfalls Gegenstand der Erfindung sind, und/oder Peaks von Verunreinigungen zeigen. In addition, like classic 'H-NMR prints, they can display solvent signals, stereoisomer signals of the target compounds which are also the subject of the invention, and / or impurity peaks.
Bei der Angabe von Verbindungssignalen im Delta-Bereich von Lösungsmitteln und/oder Wasser sind in unseren Listen von H-NMR-Pcaks die gewöhnlichen Lösungsmittelpeaks, zum Beispiel Peaks von DMSO in DMSO-Dr, und der Peak von Wasser, gezeigt, die gewöhnlich im Durchschnitt eine hohe lntensität aufweisen. When indicating compound signals in the delta range of solvents and / or water, our lists of H-NMR Pcaks show the usual solvent peaks, for example, peaks of DMSO in DMSO-Dr, and the peak of water, which are usually in the Average high intensity.
Solche Stereoisomere und/oder Verunreinigungen können typisch für das jeweilige Such stereoisomers and / or impurities may be typical of each
Herstellungsverfahren sein lhre Peaks können somit dabei helfen, die Reproduktion unseres Its manufacturing process can thus help in the reproduction of our peaks
Herstellungsverfahrens anhand von“Nebenprodukt-Fingerabdrücken” zu erkennen. Detect manufacturing process by "by-product fingerprints".
Einem Experten, der die Peaks der Zielverbindungen mit bekannten Verfahren (MestreC, ACD- Simulation, aber auch mit empirisch ausgewerteten Erwartungswerten) berechnet, kann je nach Bedarf die Peaks der Zielverbindungen isolieren, wobei gegebenenfalls zusätzliche lntensitätsfilter eingesetzt werden. Diese Isolierung wäre ähnlich dem betreffenden Peak-Picking bei der klassischen 1H-NMR- Interpretation. An expert calculating the peaks of the target compounds by known methods (MestreC, ACD simulation, but also with empirically evaluated expectation values) can isolate the peaks of the target compounds as needed, using additional intensity filters if necessary become. This isolation would be similar to peak picking in classical 1H NMR interpretation.
Weitere Details zu H-NMR-Pcaklistcn können der Research Disclosure Database Number 564025 entnommen werden. Further details on H-NMR spectroscopy can be found in Research Disclosure Database Number 564025.
Die nachstehenden Beispiele erläutern die Erfindung näher. The following examples illustrate the invention in more detail.
Analytische Daten Analytical data
Gegenstand der vorliegenden Erfindung ist weiterhin die Verwendung einer oder mehrerer The present invention furthermore relates to the use of one or more
erfindungsgemäßer Verbindungen der allgemeinen Formel (I) und/oder deren Salzen, wie oben definiert, vorzugsweise in einer der als bevorzugt bzw. besonders bevorzugt gekennzeichneten Ausgestaltung, insbesondere einer oder mehrerer Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze, jeweils wie oben definiert, als Herbizid und/oder Pflanzenwachstumsregulator, vorzugsweise in  Compounds according to the invention of the general formula (I) and / or their salts, as defined above, preferably in one of the preferred or particularly preferred embodiment, in particular one or more compounds of the formulas (1.1) to (1.150) and / or salts thereof , each as defined above, as a herbicide and / or plant growth regulator, preferably in
Kulturen von Nutz- und/oder Zierpflanzen.  Cultures of useful and / or ornamental plants.
Gegenstand der vorliegenden Erfindung ist ferner ein Verfahren zur Bekämpfung von Schadpflanzen und/oder zur Wachstumsregulierung von Pflanzen, dadurch gekennzeichnet, dass eine wirksame Menge - einer oder mehrerer Verbindungen der Formel (I) und/oder deren Salzen, wie oben definiert, vorzugsweise in einer der als bevorzugt bzw. besonders bevorzugt gekennzeichneten Ausgestaltung, insbesondere einer oder mehrerer Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze, jeweils wie oben definiert, oder - eines erfindungsgemäßen Mitels, wie nachstehend definiert, auf die (Schad)Pflanzen, (Schad)Pflanzensamen, den Boden, in dem oder auf dem die (Schad)Pflanzen wachsen, oder die Anbaufläche appliziert wird.  The present invention further provides a method of controlling harmful plants and / or regulating the growth of plants, characterized in that an effective amount of one or more compounds of the formula (I) and / or their salts, as defined above, preferably in a the embodiment characterized as being preferred or particularly preferred, in particular one or more compounds of the formulas (1.1) to (1.150) and / or salts thereof, each as defined above, or - a mitel according to the invention, as defined below, to the (Schad) Plants, (harmful) plant seeds, the soil in which or on which the (harmful) plants grow, or the cultivated area is applied.
Gegenstand der vorliegenden Erfindung ist auch ein Verfahren zur Bekämpfung von unerwünschten Pflanzen, vorzugsweise in Nutzpflanzenkulturen, dadurch gekennzeichnet, dass eine wirksame Menge einer oder mehrerer Verbindungen der Formel (1) und/oder deren Salzen, wie oben definiert, vorzugsweise in einer der als bevorzugt bzw. besonders bevorzugt gekennzeichneten Ausgestaltung, insbesondere einer oder mehrerer Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze, jeweils wie oben definiert, oder eines erfindungsgemäßen Mittels, wie nachstehend definiert, auf unerwünschte Pflanzen (z.B. Schadpflanzen wie mono- oder dikotyle Unkräuter oder unerwünschte Kulturpflanzen), das Saatgut der unerwünschten Pflanzen (d.h. Pflanzensamen, z.B. Körner, Samen oder vegetative Vermehrungsorgane wie Knollen oder Sprossteile mit Knospen), den Boden, in dem oder auf dem die unerwünschte Pflanzen wachsen, (z.B. den Boden von Kulturland oder Nicht-Kulturland) oder die Anbaufläche (d.h. Fläche, auf der die unerwünschte Pflanzen wachsen werden) appliziert wird. The present invention also provides a method for controlling undesirable plants, preferably in crops, characterized in that an effective amount of one or more compounds of formula (1) and / or their salts, as defined above, preferably in one of the preferred or particularly preferably marked embodiment, in particular one or more compounds of the formulas (1.1) to (1150) and / or salts thereof, each as defined above, or an agent according to the invention, as defined below, to undesired plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants) the seed of the undesirable plants (ie plant seeds, eg grains, seeds or vegetative propagules, such as tubers or sprouts with buds), the soil in or on which the unwanted plants grow (eg the soil of cultivated land or non-cultivated land) or the area of cultivation (ie area on which the unwanted plants will grow) is applied.
Gegenstand der vorliegenden Erfindung ist ferner auch Verfahren zur Bekämpfung zur The present invention is also a method for controlling
Wachstumsregulierung von Pflanzen, vorzugsweise von Nutzpflanzen, dadurch gekennzeichnet, dass eine wirksame Menge einer oder mehrerer Verbindungen der Formel (I) und/oder deren Salzen, wie oben definiert, vorzugsweise in einer der als bevorzugt bzw. besonders bevorzugt gekennzeichneten Ausgestaltung, insbesondere einer oder mehrerer Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze, jeweils wie oben definiert, oder eines erfindungsgemäßen Mittels, wie nachstehend definiert, die Pflanze, das Saatgut der Pflanze (d.h. Pflanzensamen, z.B. Körner, Samen oder vegetative Growth regulation of plants, preferably of useful plants, characterized in that an effective amount of one or more compounds of the formula (I) and / or their salts, as defined above, preferably in a preferred embodiment or particularly preferred embodiment, in particular one or a plurality of compounds of the formulas (1.1) to (1.150) and / or salts thereof, each as defined above, or an agent according to the invention, as defined below, the plant, the seed of the plant (ie plant seeds, eg grains, seeds or vegetative
Vermehrungsorgane wie Knollen oder Sprossteile mit Knospen), den Boden, in dem oder auf dem die Pflanzen wachsen, (z.B. den Boden von Kulturland oder Nicht-Kulturland) oder die Anbaufläche (d.h. Fläche, auf der die Pflanzen wachsen werden) appliziert wird. Propagating organs such as tubers or sprouts with buds), the soil in which or on which the plants grow (e.g., the soil of cultivated land or non-cultivated land) or the cultivated area (i.e., area on which the plants will grow) is applied.
Dabei können die erfindungsgemäßen Verbindungen bzw. die erfindungsgemäßen Mittel z.B. im Vorsaat- (ggf. auch durch Einarbeitung in den Boden), Vorauflauf- und/oder Nachauflaufverfahren ausgebracht werden lm einzelnen seien beispielhaft einige Vertreter der mono- und dikotylen The compounds according to the invention or the agents according to the invention may e.g. in pre-sowing (possibly also by incorporation into the soil), pre-emergence and / or Nachauflaufverfahren are applied in the individual are exemplary of some representatives of mono- and dicots
Unkrautflora genannt, die durch die die erfindungsgemäßen Verbindungen kontrolliert werden können, ohne dass durch die Nennung eine Beschränkung auf bestimmte Arten erfolgen soll. Called weed flora, which can be controlled by the compounds of the invention, without the mention should be limited to certain species.
Vorzugsweise werden in einem erfindungsgemäßen Verfahren zur Bekämpfung von Schadpflanzen oder zur Wachstumsregulierung von Pflanzen eine oder mehrere Verbindungen der Formel (1) und/oder deren Salze zur Bekämpfung von Schadpflanzen oder zur Wachstumsregulierung in Kulturen von Nutzpflanzen oder Zierpflanzen eingesetzt, wobei die Nutzpflanzen oder Zierpflanzen in einer bevorzugten Ausgestaltung transgene Pflanzen sind. In a method according to the invention for controlling harmful plants or for regulating the growth of plants, preference is given to using one or more compounds of the formula (I) and / or salts thereof for controlling harmful plants or for regulating growth in crops of Useful crops or ornamental plants are used, wherein the useful plants or ornamental plants in a preferred embodiment are transgenic plants.
Die erfindungsgemäßen Verbindungen Formel (I) und/oder deren Salze eignen sich zur Bekämpfung der folgenden Gattungen von monokotylen und dikotylen Schadpflanzen: The compounds of formula (I) and / or their salts according to the invention are suitable for controlling the following genera of monocotyledonous and dicotyledonous harmful plants:
Monokotyle Schadpflanzen der Gattungen: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.  Monocotyledonous weeds of the genera: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata , Ishumum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum.
Dikotyle Schadpflanzen der Gattungen: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindemia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.  Dicotyledonous weeds of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis , Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindemia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio , Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium.
Werden die erfindungsgemäßen Verbindungen vor dem Keimen der Schadpflanzen (Ungräser und/oder Unkräuter) auf die Erdoberfläche appliziert (Vorauflaufverfahren), so wird entweder das Auflaufen der Ungras- bzw. Unkrautkeimlinge vollständig verhindert oder diese wachsen bis zum Keimblattstadium heran, stellen jedoch dann ihr Wachstum ein und sterben schließlich nach Ablauf von drei bis vier Wochen vollkommen ab. If the compounds according to the invention are applied to the surface of the earth (weeds and / or weeds) prior to germination (pre-emergence method), either the emergence of the weed seedlings or weed seedlings is completely prevented or they grow up to the cotyledon stage, but then grow and eventually die off after three to four weeks.
Bei Applikation der Wirkstoffe auf die grünen Pflanzenteile im Nachauflaufverfahren tritt nach der Behandlung Wachstumsstop ein und die Schadpflanzen bleiben in dem zum Applikationszeitpunkt vorhandenen Wachstumsstadium stehen oder sterben nach einer gewissen Zeit ganz ab, so dass auf diese Weise eine für die Kulturpflanzen schädliche Unkrautkonkurrenz sehr früh und nachhaltig beseitigt wird. When the active ingredients are applied to the green parts of the plants postemergence, growth stops after the treatment and the harmful plants remain in the growth stage existing at the time of application or die completely after a certain time, so that in this way a weed competition harmful to the crop plants takes place very early and sustainably eliminated.
Obgleich die erfindungsgemäßen Verbindungen eine ausgezeichnete herbizide Aktivität gegenüber mono- und dikotylen Unkräutern aufweisen, werden Kulturpflanzen wirtschaftlich bedeutender Kulturen z.B. dikotyler Kulturen der Gattungen Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, lpomoea, Lactuca, Linum, Lycopersicon, Miscanthus, Nicotiana, Phaseolus,Although the compounds of the invention have excellent herbicidal activity against mono- and dicotyledonous weeds, crops of economically important crops, e.g. dicotyledonous cultures of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, lpomoea, Lactuca, Linum, Lycopersicon, Miscanthus, Nicotiana, Phaseolus,
Pisum, Solanum, Vicia, oder monokotyler Kulturen der Gattungen Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea, abhängig von der Struktur der jeweiligen erfindungsgemäßen Verbindung und deren Aufwandmenge nur unwesentlich oder gar nicht geschädigt. Die vorliegenden Verbindungen eignen sich aus diesen Gründen sehr gut zur selektiven Bekämpfung von unerwünschtem Pflanzenwuchs in Pflanzenkulturen wie Pisum, Solanum, Vicia, or monocotylic cultures of the genera Allium, pineapple, asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea, depending on the structure of the respective compound of the invention and their application rate only marginally or not damaged at all. For these reasons, the present compounds are very well suited for the selective control of undesired plant growth in crops such as
landwirtschaftlichen Nutzpflanzungen oder Zierpflanzungen. agricultural crops or ornamental plantings.
Darüberhinaus weisen die erfindungsgemäßen Verbindungen (abhängig von ihrer jeweiligen Struktur und der ausgebrachten Aufwandmenge) hervorragende wachstumsregulatorische Eigenschaften bei Kulturpflanzen auf. Sie greifen regulierend in den pflanzeneigenen Stoffwechsel ein und können damit zur gezielten Beeinflussung von Pflanzeninhaltsstoffen und zur Emteerleichterung wie z.B. durch Auslösen von Desikkation und Wuchsstauchung eingesetzt werden. Desweiteren eignen sie sich auch zur generellen Steuerung und Hemmung von unerwünschtem vegetativem Wachstum, ohne dabei die Pflanzen abzutöten. Eine Hemmung des vegetativen Wachstums spielt bei vielen mono- und dikotylen Kulturen eine große Rolle, da beispielsweise die Lagerbildung hierdurch verringert oder völlig verhindert werden kann. In addition, the compounds according to the invention (depending on their respective structure and the applied application rate) have excellent growth-regulatory properties in crop plants. They regulate the plant's metabolism and can thus be used to specifically influence plant constituents and to alleviate embarrassment, such as, for example, be used by triggering desiccation and stunted growth. Furthermore, they are also suitable for the general control and inhibition of unwanted vegetative growth, without killing the plants. Inhibition of vegetative growth plays an important role in many monocotyledonous and dicotyledonous crops, since, for example, storage formation can thereby be reduced or completely prevented.
Aufgrund ihrer herbiziden und pflanzenwachstumsregulatorischen Eigenschaften können die Wirkstoffe auch zur Bekämpfung von Schadpflanzen in Kulturen von gentechnisch oder durch konventionelle Mutagenese veränderten Pflanzen eingesetzt werden. Die transgenen Pflanzen zeichnen sich in der Regel durch besondere vorteilhafte Eigenschaften aus, beispielsweise durch Resistenzen gegenüber bestimmten Pestiziden, vor allem bestimmten Herbiziden, Resistenzen gegenüber Pflanzenkrankheiten oder Erregern von Pflanzenkrankheiten wie bestimmten lnsekten oder Mikroorganismen wie Pilzen, Bakterien oder Viren. Andere besondere Eigenschaften betreffen z.B. das Emtegut hinsichtlich Menge, Qualität, Lagerfähigkeit, Zusammensetzung und spezieller lnhaltsstoffe. So sind transgene Pflanzen mit erhöhtem Stärkegehalt oder veränderter Qualität der Stärke oder solche mit anderer Because of their herbicidal and plant growth regulatory properties, the active compounds can also be used to control harmful plants in crops of genetically engineered or conventional mutagenized plants. The transgenic plants are usually characterized by particular advantageous properties, for example by resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses. Other special properties concern e.g. the goods in terms of quantity, quality, shelf life, composition and special ingredients. So are transgenic plants with increased starch content or altered quality of starch or those with others
Fettsäurezusammensetzung des Emteguts bekannt. Fatty acid composition of Emteguts known.
Bevorzugt bezüglich transgener Kulturen ist die Anwendung der erfindungsgemäßen Verbindungen und/oder deren Salze in wirtschaftlich bedeutenden transgenen Kulturen von Nutz und Zierpflanzen, z.B. von Getreide wie Weizen, Gerste, Roggen, Hafer, Hirse, Reis und Mais oder auch Kulturen von Zuckerrübe, Baumwolle, Soja, Raps, Kartoffel, Tomate, Erbse und anderen Gemüsesorten. Preferred for transgenic cultures is the use of the compounds of the invention and / or their salts in economically important transgenic crops of useful and ornamental plants, e.g. of cereals such as wheat, barley, rye, oats, millet, rice and maize or also crops of sugar beet, cotton, soya, rapeseed, potato, tomato, pea and other vegetables.
Vorzugsweise können die erfindungsgemäßen Verbindungen auch als Herbizide in Preferably, the compounds of the invention may also be used as herbicides in
Nutzpflanzenkulturen eingesetzt werden, welche gegenüber den phytotoxischen Wirkungen der Herbizide resistent sind bzw. gentechnisch resistent gemacht worden sind. Crop plants are used, which are resistant to the phytotoxic effects of herbicides or have been made genetically resistant.
Aufgrund ihrer herbiziden und pflanzenwachstumsregulatorischen Eigenschaften können die Wirkstoffe auch zur Bekämpfung von Schadpflanzen in Kulturen von bekannten oder noch zu entwickelnden gentechnisch veränderten Pflanzen eingesetzt werden. Die transgenen Pflanzen zeichnen sich in der Regel durch besondere vorteilhafte Eigenschaften aus, beispielsweise durch Resistenzen gegenüber bestimmten Pestiziden, vor allem bestimmten Herbiziden, Resistenzen gegenüber Pflanzenkrankheiten oder Erregern von Pflanzenkrankheiten wie bestimmten Insekten oder Mikroorganismen wie Pilzen, Bakterien oder Viren. Andere besondere Eigenschaften betreffen z.B. das Emtegut hinsichtlich Menge, Qualität, Lagerfähigkeit, Zusammensetzung und spezieller Inhaltsstoffe. So sind transgene Pflanzen mit erhöhtem Stärkegehalt oder veränderter Qualität der Stärke oder solche mit anderer Due to their herbicidal and plant growth regulatory properties, the active compounds can also be used for controlling harmful plants in crops of known or yet to be developed genetically modified plants. The transgenic plants are usually characterized by particular advantageous properties, for example by resistance to certain pesticides, especially certain herbicides, resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses. Other special properties concern, for example, the crop in terms of quantity, quality, shelf life, composition and special ingredients. So are transgenic plants with increased starch content or altered quality of starch or those with others
Fettsäurezusammensetzung des Emteguts bekannt. Weitere besondere Eigenschaften können in einer Toleranz oder Resistenz gegen abiotische Stressoren z.B. Hitze, Kälte, Trockenheit, Salz und ultraviolette Strahlung liegen. Fatty acid composition of Emteguts known. Other particular properties may include tolerance or resistance to abiotic stressors, e.g. Heat, cold, drought, salt and ultraviolet radiation are present.
Bevorzugt ist die Anwendung der erfindungsgemäßen Verbindungen der Formel (I) oder deren Salze in wirtschaftlich bedeutenden transgenen Kulturen von Nutz-und Zierpflanzen, z.B. von Getreide wie Weizen, Gerste, Roggen, Hafer, Triticale, Hirse, Reis, Maniok und Mais oder auch Kulturen von Zuckerrübe, Baumwolle, Soja, Raps, Kartoffel, Tomate, Erbse und anderen Gemüsesorten. Preference is given to the use of the compounds of the formula (I) according to the invention or their salts in economically important transgenic crops of useful and ornamental plants, e.g. of cereals such as wheat, barley, rye, oats, triticale, millet, rice, manioc and maize or also crops of sugar beet, cotton, soya, rapeseed, potato, tomato, pea and other vegetables.
Vorzugsweise können die Verbindungen der Formel (I) als Herbizide in Nutzpflanzenkulturen eingesetzt werden, welche gegenüber den phytotoxischen Wirkungen der Herbizide resistent sind bzw. gentechnisch resistent gemacht worden sind. Preferably, the compounds of the formula (I) can be used as herbicides in crops which are resistant to the phytotoxic effects of the herbicides or have been made genetically resistant.
Herkömmliche Wege zur Herstellung neuer Pflanzen, die im Vergleich zu bisher vorkommenden Pflanzen modifizierte Eigenschaften aufweisen, bestehen beispielsweise in klassischen Conventional ways of producing new plants which have modified properties in comparison with previously occurring plants consist, for example, in classical methods
Züchtungsverfahren und der Erzeugung von Mutanten. Alternativ können neue Pflanzen mit veränderten Eigenschaften mit Hilfe gentechnischer Verfahren erzeugt werden. Breeding methods and the generation of mutants. Alternatively, new plants with altered properties can be generated using genetic engineering techniques.
Zahlreiche molekularbiologische Techniken, mit denen neue transgene Pflanzen mit veränderten Eigenschaften hergestellt werden können, sind dem Fachmann bekannt. Für derartige gentechnische Manipulationen können Nucleinsäuremoleküle in Plasmide eingebracht werden, die eine Mutagenese oder eine Sequenzveränderung durch Rekombination von DNA-Sequenzen erlauben. Mit Hilfe von Standardverfahren können z.B. Basenaustausche vorgenommen, Teilsequenzen entfernt oder natürliche oder synthetische Sequenzen hinzugefügt werden. Für die Verbindung der DNA-Fragmente untereinander können an die Fragmente Adaptoren oder Linker angesetzt werden. Numerous molecular biological techniques with which new transgenic plants with altered properties can be prepared are known to the person skilled in the art. For such genetic engineering, nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences. By means of standard methods, e.g. Base exchanges are made, partial sequences removed or natural or synthetic sequences added. For the connection of the DNA fragments with one another adapters or linkers can be attached to the fragments.
Die Herstellung von Pflanzenzellen mit einer verringerten Aktivität eines Genprodukts kann beispielsweise erzielt werden durch die Expression mindestens einer entsprechenden antisense-RNA, einer sense-RNA zur Erzielung eines Cosuppressionseffektes oder die Expression mindestens eines entsprechend konstruierten Ribozyms, das spezifisch Transkripte des obengenannten Genprodukts spaltet. Hierzu können zum einen DNA-Moleküle verwendet werden, die die gesamte codierende Sequenz eines Genprodukts einschließlich eventuell vorhandener flankierender Sequenzen umfassen, als auch DNA- Moleküle, die nur Teile der codierenden Sequenz umfassen, wobei diese Teile lang genug sein müssen, um in den Zellen einen antisense-Effekt zu bewirken. Möglich ist auch die Verwendung von DNA- Sequenzen, die einen hohen Grad an Homologie zu den codiereden Sequenzen eines Genprodukts aufweisen, aber nicht vollkommen identisch sind. The production of plant cells having a reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, a sense RNA to obtain a cosuppression effect or the expression of at least one appropriately engineered ribozyme which specifically cleaves transcripts of the above gene product. For this purpose, on the one hand DNA molecules can be used which comprise the entire coding sequence of a gene product including any flanking sequences, as well as DNA molecules which comprise only parts of the coding sequence, which parts have to be long enough to be present in the cells to cause an antisense effect. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical.
Bei der Expression von Nucleinsäuremolekülen in Pflanzen kann das synthetisierte Protein in jedem beliebigen Kompartiment der pflanzlichen Zelle lokalisiert sein. Um aber die Lokalisation in einem bestimmten Kompartiment zu erreichen, kann z.B. die codierende Region mit DNA-Sequenzen verknüpft werden, die die Lokalisierung in einem bestimmten Kompartiment gewährleisten. Derartige Sequenzen sind dem Fachmann bekannt (siehe beispielsweise Braun et al., EMBO J. 11 (1992), 3219- 3227). Die Expression der Nukleinsäuremoleküle kann auch in den Organellen der Pflanzenzellen stattfinden. In the expression of nucleic acid molecules in plants, the synthesized protein may be located in any compartment of the plant cell. However, to achieve localization in a particular compartment, e.g. the coding region is linked to DNA sequences which ensure localization in a particular compartment. Such sequences are known to the person skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227). The expression of the nucleic acid molecules can also take place in the organelles of the plant cells.
Die transgenen Pflanzenzellen können nach bekannten Techniken zu ganzen Pflanzen regeneriert werden. Bei den transgenen Pflanzen kann es sich prinzipiell um Pflanzen jeder beliebigen The transgenic plant cells can be regenerated to whole plants by known techniques. The transgenic plants can in principle be plants of any one
Pflanzenspezies handeln, d.h. sowohl monokotyle als auch dikotyle Pflanzen. Plant species, i. both monocotyledonous and dicotyledonous plants.
So sind transgene Pflanzen erhältlich, die veränderte Eigenschaften durch Überexpression, Suppression oder Inhibierung homologer (= natürlicher) Gene oder Gensequenzen oder Expression heterologer (= fremder) Gene oder Gensequenzen aufweisen. Thus, transgenic plants are available which have altered properties by overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.
Vorzugsweise können die erfindungsgemäßen Verbindungen (I) in transgenen Kulturen eingesetzt werden, welche gegen Wuchsstoffe, wie z.B. Dicamba oder gegen Herbizide, die essentielle Preferably, the compounds (I) according to the invention can be used in transgenic cultures which are resistant to growth factors, such as e.g. Dicamba or against herbicides, the essential
Pflanzenenzyme, z.B. Acetolactatsynthasen (ALS), EPSP Synthasen, Glutaminsynthasen (GS) oder Hydoxyphenylpyruvat Dioxygenasen (HPPD) hemmen, respektive gegen Herbizide aus der Gruppe der Sulfonylharnstoffe, der Glyphosate, Glufosinate oder Benzoylisoxazole und analogen Wirkstoffe, resistent sind. Plant enzymes, e.g. Acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), or are resistant to herbicides from the group of sulfonylureas, glyphosate, glufosinate or benzoylisoxazole and analogues.
Bei der Anwendung der erfindungsgemäßen Wirkstoffe in transgenen Kulturen treten neben den in anderen Kulturen zu beobachtenden Wirkungen gegenüber Schadpflanzen oftmals Wirkungen auf, die für die Applikation in der jeweiligen transgenen Kultur spezifisch sind, beispielsweise ein verändertes oder speziell erweitertes Unkrautspektrum, das bekämpft werden kann, veränderte Aufwandmengen, die für die Applikation eingesetzt werden können, vorzugsweise gute Kombinierbarkeit mit den Herbiziden, gegenüber denen die transgene Kultur resistent ist, sowie Beeinflussung von Wuchs und Ertrag der transgenen Kulturpflanzen. Gegenstand der Erfindung ist deshalb auch die Verwendung der erfindungsgemäßen Verbindungen der Formel (I) und/oder deren Salze als Herbizide zur Bekämpfung von Schadpflanzen in Kulturen von Nutz- oder Zierpflanzen, gegebenenfalls in transgenen Kulturpflanzen. In the application of the active compounds according to the invention in transgenic crops, in addition to the effects observed in other crops on harmful plants, effects which are specific for the application in the respective transgenic crop often occur, for example a modified or specially extended weed spectrum which can be controlled Application rates that can be used for the application, preferably good combinability with the herbicides to which the transgenic culture is resistant, and influencing growth and yield of the transgenic crops. The invention therefore also relates to the use of the compounds of the formula (I) according to the invention and / or salts thereof as herbicides for controlling harmful plants in crops of useful or ornamental plants, optionally in transgenic crop plants.
Bevorzugt ist die Verwendung in Getreide, dabei vorzugsweise Mais, Weizen, Gerste, Roggen, Hafer, Hirse, oder Reis, im Vor- oder Nachauflauf. Preferred is the use in cereals, preferably corn, wheat, barley, rye, oats, millet, or rice, in the pre- or post-emergence.
Bevorzugt ist auch die Verwendung in Soja im Vor- oder Nachauflauf. Preference is also the use in soy in the pre or postemergence.
Die erfindungsgemäße Verwendung zur Bekämpfung von Schadpflanzen oder zur The use according to the invention for controlling harmful plants or for
Wachstumsregulierung von Pflanzen schließt auch den Fall ein, bei dem der Wirkstoff der Formel (I) oder dessen Salz erst nach der Ausbringung auf der Pflanze, in der Pflanze oder im Boden aus einer Vorläufersubstanz ("Prodrug") gebildet wird. Growth regulation of plants also includes the case where the active ingredient of formula (I) or its salt is formed from a prodrug only after plant, plant or soil application.
Gegenstand der Erfindung ist auch die Verwendung einer oder mehrerer Verbindungen der Formel (I) oder deren Salzen bzw. eines erfindungsgemäßen Mittels (wie nachstehend definiert) (in einem  The invention also provides the use of one or more compounds of the formula (I) or salts thereof or an agent according to the invention (as defined below) (in a
Verfahren) zur Bekämpfung von Schadpflanzen oder zur Wachstumsregulierung von Pflanzen, dadurch gekennzeichnet, dass man eine wirksame Menge einer oder mehreren Verbindungen der Formel (I) oder deren Salzen auf die Pflanzen (Schadpflanzen, ggf. zusammen mit den Nutzpflanzen) Pflanzensamen, den Boden, in dem oder auf dem die Pflanzen wachsen, oder die Anbaufläche appliziert. Method) for controlling harmful plants or for regulating the growth of plants, characterized in that an effective amount of one or more compounds of the formula (I) or their salts on the plants (harmful plants, optionally together with the crops) plant seeds, the soil, in which or on which the plants grow, or the cultivated area is applied.
Gegenstand der Erfindung ist auch ein herbizides und/oder pflanzenwachstumsregulierendes Mittel, dadurch gekennzeichnet, dass das Mittel The invention also provides a herbicidal and / or plant growth-regulating agent, characterized in that the agent
(a) eine oder mehrere Verbindungen der Formel (I) und/oder deren Salze enthält wie oben definiert, vorzugsweise in einer der als bevorzugt bzw. besonders bevorzugt gekennzeichneten Ausgestaltung, insbesondere eine oder mehrere Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze, jeweils wie oben definiert, (a) one or more compounds of the formula (I) and / or salts thereof as defined above, preferably in one of the preferred or particularly preferred embodiment, in particular one or more compounds of the formulas (1.1) to (1.150) and / or salts thereof, each as defined above,
und and
(b) ein oder mehrere weitere Stoffe ausgewählt aus den Gruppen (i) und/oder (ii): (b) one or more further substances selected from groups (i) and / or (ii):
(i) ein oder mehrere weitere agrochemisch wirksame Stoffe, vorzugsweise ausgewählt aus der(i) one or more further agrochemically active substances, preferably selected from
Gruppe bestehend aus Insektiziden, Akariziden, Nematiziden, weiteren Herbiziden (d.h. solche, die nicht der oben definierten Formel (I) entsprechen), Fungiziden, Safenern, Düngemitteln und/oder weiteren Wachstumsregulatoren, (ii) ein oder mehrere im Pflanzenschutz übliche Formulierungshilfsmittel. A group consisting of insecticides, acaricides, nematicides, other herbicides (ie those not corresponding to formula (I) above), fungicides, safeners, fertilizers and / or other growth regulators, (ii) one or more formulation aids customary in crop protection.
Die weiteren agrochemischen wirksamen Stoffe des Bestandteils (i) eines erfindungsgemäßen Mittels sind dabei vorzugsweise ausgewählt aus der Gruppe der Stoffe, die in "The Pesticide Manual", l6th edition, The British Crop Protection Council und the Royal Soc. of Chemistry, 2012 genannt sind. The other agrochemical active substances of constituent (i) of an agent according to the invention are preferably selected from the group of substances described in "The Pesticide Manual", 16 th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 are mentioned.
Ein erfindungsgemäßes herbizides oder pflanzenwachstumsregulierendes Mittel, umfasst vorzugsweise ein, zwei, drei oder mehr im Pflanzenschutz übliche Formulierungshilfsmittel (ii) ausgewählt aus der Gruppe bestehend aus Tensiden, Emulgatoren, Dispergiermitteln, Filmbildnem, Verdickungsmitteln, anorganischen Salzen, Stäubemitteln, bei 25 °C und 1013 mbar festen Trägerstoffen, vorzugsweise adsorptionsfähigen, granulierten Inertmaterialien, Netzmitteln, Antioxidationsmitteln, Stabilisatoren, Puffersubstanzen, Antischaummitteln, Wasser, organischen Lösungsmitteln, vorzugsweise bei 25 °C und 1013 mbar mit Wasser in jedem beliebigen Verhältnis mischbare organische Lösungsmittel. A herbicidal or plant growth-regulating agent according to the invention preferably comprises one, two, three or more plant protection formulation auxiliaries (ii) selected from the group consisting of surfactants, emulsifiers, dispersants, film formers, thickeners, inorganic salts, dusts, at 25 ° C and 1013 mbar solid carriers, preferably adsorptive, granulated inert materials, wetting agents, antioxidants, stabilizers, buffer substances, anti-foaming agents, water, organic solvents, preferably at 25 ° C and 1013 mbar with water in any ratio miscible organic solvents.
Die erfindungsgemäßen Verbindungen (I) können in Form von Spritzpulvem, emulgierbaren The compounds (I) according to the invention can be emulsifiable in the form of wettable powders
Konzentraten, versprühbaren Lösungen, Stäubemitteln oder Granulaten in den üblichen Zubereitungen angewendet werden. Gegenstand der Erfindung sind deshalb auch herbizide und Concentrates, sprayable solutions, dusts or granules are used in the usual preparations. The invention therefore also herbicidal and
pflanzenwachstumsregulierende Mittel, die Verbindungen der Formel (I) und/oder deren Salze enthalten. Plant growth regulating agents containing compounds of formula (I) and / or their salts.
Die Verbindungen der Formel (I) und/oder deren Salze können auf verschiedene Art formuliert werden, je nachdem welche biologischen und/oder chemisch-physikalischen Parameter vorgegeben sind. Als Formulierungsmöglichkeiten kommen beispielsweise in Frage: Spritzpulver (WP), wasserlösliche Pulver (SP), wasserlösliche Konzentrate, emulgierbare Konzentrate (EC), Emulsionen (EW), wie Öl-in- Wasser- und Wasser-in-Öl-Emulsionen, versprühbare Lösungen, Suspensionskonzentrate (SC), Dispersionen auf Öl- oder Wasserbasis, ölmischbare Lösungen, Kapselsuspensionen (CS), Stäubemittel (DP), Beizmittel, Granulate für die Streu- und Bodenapplikation, Granulate (GR) in Form von Mikro-, Sprüh-, Aufzugs- und Adsorptionsgranulaten, wasserdispergierbare Granulate (WG), wasserlösliche Granulate (SG), ULV-Formulierungen, Mikrokapseln und Wachse. The compounds of the formula (I) and / or their salts can be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined. Possible formulation options are, for example: wettable powder (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions , Suspension concentrates (SC), oil or water based dispersions, oil miscible solutions, capsule suspensions (CS), dusts (DP), mordants, granules for litter and soil application, granules (GR) in the form of micro, spray, elevator and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes.
Diese einzelnen Formulierungstypen und die Formulierungshilfsmittel wie Inertmaterialien, Tenside, Lösungsmittel und weitere Zusatzstoffe sind dem Fachmann bekannt, und werden beispielsweise beschrieben in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J., H.v. Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte", Wiss. Verlagsgesellschaft, Stutgart 1976; Winnacker-Küchler, "Chemische Technologie", Band 7, C. Hanser Verlag München, 4. Aufl. 1986. These individual types of formulation and formulation aids such as inert materials, surfactants, solvents and other additives are known to those skilled in the art and are described, for example, in Watkins, Handbook of Insecticides Dust Diluents and Carriers, 2nd Ed., Darland Books, Caldwell NJ, Hv Olphen , "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, NY; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, NY 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., NY 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte ", Wiss. Verlagsgesellschaft, Stutgart 1976; Winnacker-Küchler," Chemical Technology ", Volume 7, C. Hanser Verlag Munich, 4th ed., 1986.
Spritzpulver sind in Wasser gleichmäßig dispergierbare Präparate, die neben dem Wirkstoff außer einem Verdünnungs- oder Inertstoff noch Tenside ionischer und/oder nichtionischer Art (Netzmittel, Injectable powders are preparations which are uniformly dispersible in water and, in addition to the active substance, also contain surfactants of an ionic and / or nonionic type (wetting agent,
Dispergiermitel), z.B. polyoxyethylierte Alkylphenole, polyoxethylierte Fetalkohole, polyoxethylierte Fettamine, Fettalkoholpolyglykolethersulfate, Alkansulfonate, Alkylbenzolsulfonate, ligninsulfonsaures Natrium, 2,2'-dinaphthylmethan-6,6'-disulfonsaures Natrium, dibutylnaphthalin-sulfonsaures Natrium oder auch oleoylmethyltaurinsaures Natrium enthalten. Zur Herstellung der Spritzpulver werden die herbiziden Wirkstoffe beispielsweise in üblichen Apparaturen wie Hammermühlen, Gebläsemühlen und Luftstrahlmühlen feingemahlen und gleichzeitig oder anschließend mit den Formulierungshilfsmiteln vermischt. Dispersing agent), e.g. polyoxyethylated alkylphenols, polyoxethylated fatty alcohols, polyoxethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalene-sulfonate, or sodium oleoylmethyltaurine. To prepare the wettable powders, the herbicidal active compounds are finely ground, for example, in customary apparatuses such as hammer mills, blower mills and air jet mills and mixed simultaneously or subsequently with the formulation auxiliaries.
Emulgierbare Konzentrate werden durch Auflösen des Wirkstoffes in einem organischen Lösungsmitel z.B. Butanol, Cyclohexanon, Dimethylformamid, Xylol oder auch höhersiedenden Aromaten oder Kohlenwasserstoffen oder Mischungen der organischen Lösungsmittel unter Zusatz von einem oder mehreren Tensiden ionischer und/oder nichtionischer Art (Emulgatoren) hergestellt. Als Emulgatoren können beispielsweise verwendet werden: Alkylarylsulfonsaure Calcium-Salze wie Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents with the addition of one or more surfactants of ionic and / or nonionic type (emulsifiers). As emulsifiers can be used for example: Alkylarylsulfonsaure calcium salts such as
Ca-dodecylbenzolsulfonat oder nichtionische Emulgatoren wie Fettsäurepolyglykolester, Ca-dodecylbenzenesulfonate or nonionic emulsifiers such as fatty acid polyglycol ester,
Alkylarylpolyglykolether, F ettalkoholpolyglykolether, Propylenoxid-Ethylenoxid- Kondensationsprodukte, Alkylpolyether, Sorbitanester wie z.B. Sorbitanfetsäureester oder Alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters such as e.g. Sorbitan fatty acid ester or
Polyoxethylensorbitanester wie z.B. Polyoxyethylensorbitanfettsäureester. Polyoxethylenesorbitanester such. Polyoxyethylene.
Stäubemittel erhält man durch Vermahlen des Wirkstoffes mit fein verteilten festen Stoffen, z.B. Dusts are obtained by milling the active ingredient with finely divided solids, e.g.
Talkum, natürlichen Tonen, wie Kaolin, Bentonit und Pyrophyllit, oder Diatomeenerde. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
Suspensionskonzentrate können auf Wasser- oder Ölbasis sein. Sie können beispielsweise durch Naß- Vermahlung mittels handelsüblicher Perlmühlen und gegebenenfalls Zusatz von Tensiden, wie sie z.B. oben bei den anderen Formulierungstypen bereits aufgeführt sind, hergestellt werden. Suspension concentrates may be water or oil based. They can be prepared, for example, by wet milling using commercially available bead mills and, if appropriate, addition of surfactants, as described, for example, in US Pat. are already listed above for the other formulation types.
Emulsionen, z.B. Öl-in-Wasser-Emulsionen (EW), lassen sich beispielsweise mitels Rührern, Emulsions, e.g. Oil-in-water emulsions (EW), for example, with stirrers,
Kolloidmühlen und/oder statischen Mischern unter Verwendung von wäßrigen organischen Colloidal mills and / or static mixers using aqueous organic
Lösungsmiteln und gegebenenfalls Tensiden, wie sie z.B. oben bei den anderen Formulierungstypen bereits aufgeführt sind, hersteilen. Solvents and optionally surfactants, e.g. above in the other formulation types are already listed, produce.
Granulate können entweder durch Verdüsen des Wirkstoffes auf adsorptionsfähiges, granuliertes Inertmaterial hergestellt werden oder durch Aufbringen von Wirkstoffkonzentraten mitels Klebemitteln, z.B. Polyvinylalkohol, polyacrylsaurem Natrium oder auch Mineralölen, auf die Oberfläche von Trägerstoffen wie Sand, Kaolinite oder von granuliertem Inertmaterial. Auch können geeignete Granules can either be prepared by spraying the active ingredient onto adsorptive, granulated inert material or by applying active substance concentrates by means of adhesives, For example, polyvinyl alcohol, polyacrylic acid sodium or mineral oils, on the surface of carriers such as sand, kaolinites or granulated inert material. Also suitable
Wirkstoffe in der für die Herstellung von Düngemittelgranulaten üblichen Weise - gewünschtenfalls in Mischung mit Düngemitteln - granuliert werden. Active ingredients in the usual manner for the production of fertilizer granules - if desired, mixed with fertilizers - granulated.
Wasserdispergierbare Granulate werden in der Regel nach den üblichen Verfahren wie Sprühtrocknung, Wirbelbett-Granulierung, Teller-Granulierung, Mischung mit Hochgeschwindigkeitsmischem und Extrusion ohne festes Inertmaterial hergestellt. Water dispersible granules are generally prepared by the usual methods such as spray drying, fluidized bed granulation, plate granulation, high speed mixing and extrusion without solid inert material.
Zur Herstellung von Teller-, Fließbett-, Extruder- und Sprühgranulaten siehe z.B. Verfahren in "Spray- Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, Seiten 147 ff; "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York 1973, S. 8-57. For the preparation of plate, fluid bed, extruder and spray granules, see e.g. Method in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff; Perry's Chemical Engineer's Handbook, 5th Ed., McGraw-Hill, New York 1973, pp. 8-57.
Für weitere Einzelheiten zur Formulierung von Pflanzenschutzmitteln siehe z.B. G.C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, Seiten 81-96 und J.D. Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, Seiten 101-103. For further details on the formulation of crop protection agents see, e.g. G.C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96 and J.D. Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103.
Die agrochemischen Zubereitungen, vorzugsweise herbizide oder pflanzenwachstumsregulierende Mittel der vorliegenden Erfindung enthalten vorzugsweise eine Gesamtmenge von 0,1 bis 99 Gew.-%, bevorzugt 0,5 bis 95 Gew.-%, weiter bevorzugt 1 bis 90 Gew.-%, insbesondere bevorzugt 2 bis 80 Gew.-%, an Wirkstoffen der Formel (I) und deren Salzen. The agrochemical compositions, preferably herbicidal or plant growth regulating agents of the present invention, preferably contain a total amount of from 0.1 to 99% by weight, preferably from 0.5 to 95% by weight, more preferably from 1 to 90% by weight, most preferably 2 to 80 wt .-%, of active compounds of the formula (I) and their salts.
In Spritzpulvem beträgt die Wirkstoffkonzentration z.B. etwa 10 bis 90 Gew.-%, der Rest zu 100 Gew.-% besteht aus üblichen Formulierungsbestandteilen. Bei emulgierbaren Konzentraten kann die Wirkstoffkonzentration etwa 1 bis 90, vorzugsweise 5 bis 80 Gew.-% betragen. Staubförmige In syringes, the drug concentration is e.g. about 10 to 90 wt .-%, the balance to 100 wt .-% consists of conventional formulation ingredients. For emulsifiable concentrates, the active ingredient concentration may be about 1 to 90, preferably 5 to 80 wt .-%. Powdery
Formulierungen enthalten 1 bis 30 Gew.-% Wirkstoff, vorzugsweise meistens 5 bis 20 Gew.-% an Wirkstoff, versprühbare Lösungen enthalten etwa 0,05 bis 80, vorzugsweise 2 bis 50 Gew.-% Wirkstoff. Bei wasserdispergierbaren Granulaten hängt der Wirkstoffgehalt zum Teil davon ab, ob die wirksame Verbindung flüssig oder fest vorliegt und welche Granulierhilfsmittel, Füllstoffe usw. verwendet werden. Bei den in Wasser dispergierbaren Granulaten liegt der Gehalt an Wirkstoff beispielsweise zwischen 1 und 95 Gew.-%, vorzugsweise zwischen 10 und 80 Gew.-%. Formulations contain 1 to 30 wt .-% of active ingredient, preferably usually 5 to 20 wt .-% of active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50 wt .-% of active ingredient. In the case of water-dispersible granules, the active ingredient content depends, in part, on whether the active compound is liquid or solid and which granulating aids, fillers, etc. are used. In the case of the water-dispersible granules, the content of active ingredient is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
Daneben enthalten die genannten Wirkstofformulierungen gegebenenfalls die jeweils üblichen Haft-, Netz-, Dispergier-, Emulgier-, Penetrations-, Konservierungs-, Frostschutz- und Lösungsmittel, Füll-, Träger- und Farbstoffe, Entschäumer, Verdunstungshemmer und den pH-Wert und die Viskosität beeinflussende Mittel. Beispiele für Formulierungshilfsmittel sind unter anderem in "Chemistry and Technology of Agrochemical Formulations", ed. D. A. Knowles, Kluwer Academic Publishers (1998) beschrieben. In addition, the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, preserving, antifreeze and solvent, fillers, carriers and dyes, antifoams, evaporation inhibitors and the pH and the viscosity influencing means. Examples of formulation auxiliaries are described, inter alia, in "Chemistry and Technology of Agrochemical Formulations", ed. DA Knowles, Kluwer Academic Publishers (1998).
Die Verbindungen der Formel (I) oder deren Salze können als solche oder in Form ihrer Zubereitungen (Formulierungen) mit anderen pestizid wirksamen Stoffen, wie z.B. Insektiziden, Akariziden, The compounds of formula (I) or their salts may be used as such or in the form of their formulations (formulations) with other pesticidally active substances, e.g. Insecticides, acaricides,
Nematiziden, Herbiziden, Fungiziden, Safenern, Düngemitteln und/oder Wachstumsregulatoren kombiniert eingesetzt werden, z.B. als Fertigformulierung oder als Tankmischungen. Die Nematicides, herbicides, fungicides, safeners, fertilizers and / or growth regulators, e.g. as finished formulation or as tank mixes. The
Kombinationsformulierungen können dabei auf Basis der obengenannten Formulierungen hergestellt werden, wobei die physikalischen Eigenschaften und Stabilitäten der zu kombinierenden Wirkstoffe zu berücksichtigen sind. Combination formulations can be prepared on the basis of the abovementioned formulations, taking into account the physical properties and stabilities of the active ingredients to be combined.
Als Kombinationspartner für die erfindungsgemäßen Verbindungen der Formel (I) in As a combination partner for the compounds of the formula (I) according to the invention in
Mischungsformulierungen oder im Tank-Mix sind beispielsweise bekannte Wirkstoffe, die auf einer Inhibition von beispielsweise Acetolactat-Synthase, Acetyl-CoA-Carboxylase, Cellulose-Synthase, Enolpyruvylshikimat-3-phosphat-Synthase, Glutamin-Synthetase, p-Hydroxyphenylpyruvat- Dioxygenase, Phytoendesaturase, Photosystem I, Photosystem II, Protoporphyrinogen-Oxidase beruhen, einsetzbar, wie sie z.B. in Weed Research 26 (1986) 441-445 oder "The Pesticide Manual", l6th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 und der dort zitierten Literatur beschrieben sind. Mixture formulations or in the tank mix are, for example, known active ingredients which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase , Photosystem I, photosystem II, protoporphyrinogen oxidase are based, can be used, such as in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 16 th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 and the literature cited therein.
Von besonderem Interesse ist die selektive Bekämpfung von Schadpflanzen in Kulturen von Nutz- und Zierpflanzen. Obgleich die erfindungsgemäßen Verbindungen (I) bereits in vielen Kulturen sehr gute bis ausreichende Selektivität aufweisen, können prinzipiell in einigen Kulturen und vor allem auch im Falle von Mischungen mit anderen Herbiziden, die weniger selektiv sind, Phytotoxizitäten an den Of particular interest is the selective control of harmful plants in crops of commercial and ornamental plants. Although the compounds (I) according to the invention already have very good to sufficient selectivity in many cultures, in principle, phytotoxicities can be found in some crops and, above all, in the case of mixtures with other herbicides which are less selective
Kulturpflanzen auftreten. Diesbezüglich sind Kombinationen erfindungsgemäßer Verbindungen (I) von besonderem Interesse, welche die Verbindungen (I) bzw. deren Kombinationen mit anderen Herbiziden oder Pestiziden und Safenern enthalten. Die Safener, welche in einem antidotisch wirksamen Gehalt eingesetzt werden, reduzieren die phytotoxischen Nebenwirkungen der eingesetzten Herbizide/Pestizide, z.B. in wirtschaftlich bedeutenden Kulturen wie Getreide (Weizen, Gerste, Roggen, Mais, Reis, Hirse), Zuckerrübe, Zuckerrohr, Raps, Baumwolle und Soja, vorzugsweise Getreide. Crops occur. In this regard, combinations of compounds (I) according to the invention of particular interest which contain the compounds (I) or their combinations with other herbicides or pesticides and safeners are of particular interest. The safeners, which are used in an antidote effective content, reduce the phytotoxic side effects of the herbicides / pesticides used, e.g. in economically important crops such as cereals (wheat, barley, rye, corn, rice, millet), sugar beet, sugar cane, oilseed rape, cotton and soybeans, preferably cereals.
Die Gewichtsverhältnisse von Herbizid(mischung) zu Safener hängt im Allgemeinen von der The weight ratios of herbicide (mixture) to safener generally depends on the
Aufwandmenge an Herbizid und der Wirksamkeit des jeweiligen Safeners ab und kann innerhalb weiter Grenzen variieren, beispielsweise im Bereich von 200:1 bis 1 :200, vorzugsweise 100:1 bis 1 :100, insbesondere 20:1 bis 1 :20. Die Safener können analog den Verbindungen (I) oder deren Mischungen mit weiteren Herbiziden/Pestiziden formuliert werden und als Fertigformulierung oder Tankmischung mit den Herbiziden bereitgestellt und angewendet werden. Application rate of herbicide and the effectiveness of each safener and may vary within wide limits, for example in the range of 200: 1 to 1: 200, preferably 100: 1 to 1: 100, especially 20: 1 to 1: 20. The safeners can analogously to the compounds (I) or mixtures thereof be formulated with other herbicides / pesticides and provided and used as a ready-made formulation or tank mix with the herbicides.
Zur Anwendung werden die in handelsüblicher Form vorliegenden Herbizid- oder Herbizid- Safener- Formulierungen gegebenenfalls in üblicher Weise verdünnt z.B. bei Spritzpulvem, emulgierbaren Konzentraten, Dispersionen und wasserdispergierbaren Granulaten mittels Wasser. Staubförmige Zubereitungen, Boden- bzw. Streugranulate sowie versprühbare Lösungen werden vor der Anwendung üblicherweise nicht mehr mit weiteren inerten Stoffen verdünnt. For use, the herbicidal or herbicidal safener formulations present in commercial form are optionally diluted in a customary manner, e.g. for Spritzpulvem, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, ground or scattered granules and sprayable solutions are usually no longer diluted with other inert substances before use.
Äußere Bedingungen wie Temperatur, Feuchtigkeit etc. beeinflussen zu einem gewissen Teil die Aufwandmenge der Verbindungen der Formel (1) und/oder deren Salze. Die Aufwandmenge kann dabei innerhalb weiter Grenzen variieren. Für die Anwendung als Herbizid zur Bekämpfung von External conditions such as temperature, humidity, etc. influence to a certain extent the application rate of the compounds of the formula (1) and / or salts thereof. The application rate can vary within wide limits. For use as a herbicide to combat
Schadpflanzen liegt die Gesamtmenge an Verbindungen der Formel (1) und deren Salze vorzugsweise im Bereich von 0,001 bis 10,0 kg/ha, bevorzugt im Bereich von 0,005 bis 5 kg/ha, weiter bevorzugt im Bereich von 0,01 bis 1,5 kg/ha, insbesondere bevorzugt im Bereich von 0,05 bis 1 kg/ha. Dies gilt sowohl für die Anwendung im Vorauflauf oder im Nachauflauf. Harmful plants, the total amount of compounds of formula (1) and salts thereof preferably in the range of 0.001 to 10.0 kg / ha, preferably in the range of 0.005 to 5 kg / ha, more preferably in the range of 0.01 to 1.5 kg / ha, more preferably in the range of 0.05 to 1 kg / ha. This applies both to pre-emergence or post-emergence applications.
Bei der Anwendung von Verbindungen der Formel (1) und/oder deren Salzen als In the application of compounds of formula (1) and / or their salts as
Pflanzenwachstumsregulator, beispielsweise als Halmverkürzer bei Kulturpflanzen, wie sie oben genannt worden sind, vorzugsweise bei Getreidepflanzen wie Weizen, Gerste, Roggen, Triticale, Hirse, Reis oder Mais, liegt die Gesamt- Aufwandmenge vorzugsweise im Bereich von 0,001 bis 2 kg/ha, vorzugsweise im Bereich von 0,005 bis 1 kg/ha, insbesondere im Bereich von 10 bis 500 g/ha, ganz besonders bevorzugt im Bereich von 20 bis 250 g/ha. Dies gilt sowohl für die Anwendung im Plant growth regulator, for example as Halmverkürzer in crops, as mentioned above, preferably in cereal plants such as wheat, barley, rye, triticale, millet, rice or corn, the total application rate is preferably in the range of 0.001 to 2 kg / ha, preferably in the range of 0.005 to 1 kg / ha, in particular in the range of 10 to 500 g / ha, most preferably in the range of 20 to 250 g / ha. This applies to both the application in the
Vorauflauf oder im Nachauflauf. Pre-emergence or postemergence.
Die Applikation als Halmverkürzer kann in verschiedenen Stadien des Wachstums der Pflanzen erfolgen. Bevorzugt ist beispielsweise die Anwendung nach der Bestockung am Beginn des The application as Halmverkürzer can be done in various stages of growth of the plants. For example, the application after bestockung at the beginning of the
Längenwachstums . Length growth.
Alternativ kommt bei der Anwendung als Pflanzenwachstumsregulator auch die Behandlung des Saatguts in Frage, welche die unterschiedlichen Saatgutbeiz- und Beschichtungstechniken einschließt. Die Aufwandmenge hängt dabei von den einzelnen Techniken ab und kann in Vorversuchen ermittelt werden. Alternatively, when used as a plant growth regulator, seed treatment may be considered, including the different seed dressing and coating techniques. The application rate depends on the individual techniques and can be determined in preliminary tests.
Als Kombinationspartner für die erfindungsgemäßen Verbindungen der Formel (I) in As a combination partner for the compounds of the formula (I) according to the invention in
erfindungsgemäßen Mitteln (z.B. Mischungsformulierungen oder im Tank-Mix) sind beispielsweise bekannte Wirkstoffe, die auf einer Inhibition von beispielsweise Acetolactat-Synthase, Acetyl-CoA- Carboxylase, Cellulose-Synthase, Enolpyruvylshikimat-3-phosphat-Synthase, Glutamin-Synthetase, p- Hydroxyphenylpyravat-Dioxygenase, Phytoendesaturase, Photosystem I, Photosystem II oder agents according to the invention (for example mixture formulations or in a tank mix) are, for example, known active compounds which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA- Carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyravate dioxygenase, phytoene desaturase, photosystem I, photosystem II or
Protoporphyrinogen-Oxidase beruhen, einsetzbar, wie sie z.B. aus Weed Research 26 (1986) 441-445 oder "The Pesticide Manual", l6th edition, The British Crop Protection Council und the Royal Soc. of Chemistry, 2012 und dort zitierter Literatur beschrieben sind. Nachfolgend werden beispielhaft bekannte Herbizide oder Pflanzenwachstumsregulatoren genannt, die mit den erfindungsgemäßen Verbindungen kombiniert werden können, wobei diese Wirkstoffe entweder mit ihrem "common name" in der englischsprachigen Variante gemäß International Organization for Standardization (ISO) oder mit dem chemischen Namen bzw. mit der Codenummer bezeichnet sind. Dabei sind stets sämtliche Protoporphyrinogen oxidase, can be used, as e.g. from Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 16 th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 and cited therein. The following are examples of known herbicides or plant growth regulators, which can be combined with the compounds of the invention, these agents either with their "common name" in the English version according to International Organization for Standardization (ISO) or with the chemical name or with the code number are designated. There are always all
Anwendungsformen wie beispielsweise Säuren, Salze, Ester sowie auch alle isomeren Formen wie Stereoisomere und optische Isomere umfaßt, auch wenn diese nicht explizit erwähnt sind. Use forms such as acids, salts, esters as well as all isomeric forms such as stereoisomers and optical isomers, even if they are not explicitly mentioned.
Beispiele für solche herbiziden Mischungspartner sind: Examples of such herbicidal mixture partners are:
Acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim- sodium, ametryn, amicarbazone, amidochlor, amidosulfüron, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3- methylphenyl)-5-fluoropyridine-2-carboxylic acid, aminocyclopyrachlor, aminocyclopyrachlor- potassium, aminocyclopyrachlor-methyl, aminopyralid, amitrole, ammoniumsulfamate, anilofos, asulam, atrazine, azafenidin, azimsulfuron, beflubutamid, benazolin, benazolin-ethyl, benfluralin, benfüresate, bensulfüron, bensulfüron-methyl, bensulide, bentazone, benzobicyclon, benzofenap, bicyclopyron, bifenox, bilanafos, bilanafos-sodium, bispyribac, bispyribac-sodium, bromacil, bromobutide, bromofenoxim, bromoxynil, bromoxynil-butyrate, -potassium, -heptanoate und -octanoate, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butralin, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chloramben, chlorbromuron, chlorfenac, chlorfenac- sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlorophthalim, chlorotoluron, chlorthal-dimethyl, chlorsulfüron, cinidon, cinidon-ethyl, cinmethylin, cinosulfüron, clacyfos, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomeprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D-butotyl, -butyl, - dimethylammonium, -diolamin, -ethyl, 2-ethylhexyl, -isobutyl, -isooctyl, -isopropylammonium, - potassium, -triisopropanolammonium und -trolamine, 2,4-DB, 2,4-DB-butyl, -dimethylammonium, isooctyl, -potassium und -sodium, daimuron (dymron), dalapon, dazomet, n-decanol, desmedipham, detosyl-pyrazolate (DTP), dicamba, dichlobenil, 2-(2,4-dichlorobenzyl)-4,4-dimethyl-l,2-oxazolidin-3- one, 2-(2,5-dichlorobenzyl)-4,4-dimethyl-l,2-oxazolidin-3-one, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr- sodium, dimefüron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, dimetrasulfuron, dinitramine, dinoterb, diphenamid, diquat, diquat-dibromid, dithiopyr, diuron, DNOC, endothal, EPTC, esprocarb, ethalfluralin, ethametsulfüron, ethametsulfüron-methyl, ethiozin, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanid, F-9600, F-5231, i.e. N-[2- Chlor-4-fluor-5-[4-(3-fluorpropyl)-4,5-dihydro-5-oxo-lH-tetrazol-l-yl]-phenyl]-ethansulfonamid, F- 7967, i.e. 3-[7-Chlor-5-fluor-2-(trifluormethyl)-lH-benzimidazol-4-yl]-l-methyl-6- (trifluormethyl)pyrimidin-2,4(lH,3H)-dion, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P- ethyl, fenoxasulfone, fenquinotrione, fentrazamide, flamprop, flamprop-M-isopropyl, flamprop-M- methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-P-butyl, Acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methylphenyl ) -5-fluoropyridines-2-carboxylic acid, aminocyclopyrachlor, aminocyclopyrachloro-potassium, aminocyclopyrachloromethyl, aminopyralid, amitrole, ammonium sulfamates, anilofos, asulam, atrazine, azafenidine, azimsulfuron, beflubutamide, benazolin, benazolin-ethyl, benfluralin, benfesesate, bensulfuron , benzenesulfide, benzo-benzone, benzo-benzene, bicyclopyrone, bifenox, bilanafos, bilanafos-sodium, bispyribac, bispyribac-sodium, bromacil, bromobutide, bromofenoxime, bromoxynil, bromoxynilbutyrate, -potassium, -heptanoates and -octanoates, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butraline, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chloramben, chlorobromuron, chlorfenac, chlorfenac-sodium, chlorfenprop , chlorofurenol, chlorofurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlorophthalim, chlorotoluron, chlorothal-dimethyl, chlorosulfuron, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clacyfos, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomeprop, clopyralid , cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D-butotyl, -butyl, - dimethylammonium, - diolamine, -ethyl, 2-ethylhexyl, -isobutyl, -isooctyl, -isopropylammonium, -potassium, -triisopropanolammonium and -trolamine, 2,4-DB, 2,4-DB-butyl, -dimethylammonium, isooctyl, -potassium and - sodium, daimuron (dymron), dalapon, dazomet, n-decanol, desmedipham, detosyl-pyrazolate (DTP), dicamba, dichlobenil, 2- (2,4-dichlorobenzyl) -4,4-dimethyl-1,2-oxazolidine 3-one, 2- (2,5-dichlorobenzyl) -4,4-dimethyl-l, 2-oxazolidin-3-one, dichloroprop, dichloroprop-P, diclofop, diclofop-methyl, diclofop-P-me ethyl, diclosulam, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, dimetrasulfuron, dinitramine, dinoterb, diphenamid, diquat, diquat-dibromide, dithiopyr, diuron, DNOC, endothal, EPTC, esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethiozine, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanide, F-9600, F-5231, ie N- [2-chloro-4-fluoro-5- [4- (3-fluoropropyl) -4,5-dihydro-5 -oxo-lH-tetrazol-1-yl] -phenyl] -ethanesulfonamide, F-7967, ie 3- [7-chloro-5-fluoro-2- (trifluoromethyl) -lH-benzimidazol-4-yl] -l- methyl-6- (trifluoromethyl) pyrimidine-2,4 (1H, 3H) -dione, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fenquinotrione, fentrazamide, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-p-butyl,
flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, fluometuron, flurenol, flurenol-butyl, - dimethylammonium und -methyl, fluoroglycofen, fluoroglycofen-ethyl, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, glufosinate, glufosinate-ammonium, glufosinate-P-sodium, glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate-ammonium, -isopropylammonium, -diammonium, -dimethylammonium, - potassium, -sodium und -trimesium, H-9201, i.e. 0-(2,4-Dimethyl-6-nitrophenyl)-0-ethyl- isopropylphosphoramidothioat, halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron- methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02, i.e. l-(Dimethoxyphosphoryl)-ethyl-(2,4- dichlorphenoxy)acetat, imazamethabenz, Imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin- ammonium, imazethapyr, imazethapyr-immonium, imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ioxynil-octanoate, -potassium und sodium, ipfencarbazone, isoproturon, isouron, isoxaben, isoxaflutole, karbutilate, KUH-043, i.e. 3-({[5-(Difluormethyl)-l- methyl-3-(trifluormethyl)- 1 H-pyrazol-4-yl]methyl} sulfonyl)-5,5-dimethyl-4,5-dihydro- 1 ,2-oxazol, ketospiradox, lactofen, lenacil, linuron, MCPA, MCPA-butotyl, -dimethylammonium, -2-ethylhexyl, - isopropylammonium, -potassium und -sodium, MCPB, MCPB-methyl, -ethyl und -sodium, mecoprop, mecoprop-sodium, und -butotyl, mecoprop-P, mecoprop-P-butotyl, -dimethylammonium, -2-ethylhexyl und -potassium, mefenacet, mefluidide, mesosulfuron, mesosulfuron-methyl, mesotrione, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazine, fluometuron, flurenol, flurenol-butyl, - dimethylammonium and -methyl, fluoroglycofen, fluoroglycofen-ethyl, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-meptyl, flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, glufosinate, glufosinate-ammonium, glufosinate-p-sodium, glufosinate- P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate-ammonium, -isopropylammonium, -diammonium, -dimethylammonium, -potassium, -sodium and -trimesium, H-9201, ie 0- (2,4-dimethyl-6-nitrophenyl) -0-ethyl-isopropylphosphoramidothioate, halo-cy, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfopethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02, ie 1- (dimethoxyphosphoryl) ethyl- (2,4-dichlorophenoxy) acetate, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapicammonium, imazapyr, imazapyrisopropylammonium, imazaquin, imazaquinammonium, imazethapyr, imazethapyr -immonium, imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ioxynil-octanoate, -potassium and sodium, ipfencarbazone, isoproturon, isouron, isoxaben, isoxaflutole, karbutilate, KUH-043, ie 3 - ({[5- (Difluoromethyl) -1-methyl-3- (trifluoromethyl) -1 H -pyrazol-4-yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2 -oxazole, ketospiradox, lactofen, lenacil, linuron, MCPA, MCPA-butotyl, -dimethylammonium, -2-ethylhexyl, - isopropylammonium, -potassium and -sodium, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop- sodium and -butotyl, mecoprop-P, mecoprop-P-butotyl, -dimethylammonium, -2-ethylhexyl and -potassium, mefenacet, mefluidide, mesosulfuron, mesosulfuron-methyl, mesotrione,
methabenzthiazuron, metam, metamifop, metamitron, metazachlor, metazosulfuron, methabenzothiazuron, metam, metamifop, metamitron, metazachlor, metazosulfuron,
methabenzthiazuron, methiopyrsulfuron, methiozolin, methyl isothiocyanate, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinat, monolinuron, monosulfuron, monosulfuron-ester, MT-5950, i.e. N-[3-chlor-4-(l-methylethyl)- phenyl]-2-methylpentanamid, NGGC-011, napropamide, NC-310, i.e. 4-(2,4-Dichlorbenzoyl)-l-methyl- 5-benzyloxypyrazol, neburon, nicosulfuron, nonanoic acid (Pelargonsäure), norflurazon, oleic acid (fatty acids), orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefon, oxyfluorfen, paraquat, paraquat dichloride, pebulate, pendimethalin, penoxsulam, pentachlorphenol, pentoxazone, pethoxamid, petroleum oils, phenmedipham, picloram, picolinafen, pinoxaden, piperophos, pretilachlor, primisulfuron, primisulfuron-methyl, prodiamine, profoxydim, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuron- ethyl, pyrazoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, simetryn, SL-261, sulcotrion, sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron, , SYN-523, SYP-249, i.e. l-Ethoxy-3-methyl-l-oxobut-3-en-2-yl- 5-[2-chlor-4-(trifluormethyl)phenoxy]-2-nitrobenzoat, SYP-300, i.e. l-[7-Fluor-3-oxo-4-(prop-2-in-l- yl)-3,4-dihydro-2H-l,4-benzoxazin-6-yl]-3-propyl-2-thioxoimidazolidin-4,5-dion, 2,3,6-TBA, TCA (Trifluoressigsäure), TCA-sodium, tebuthiuron, tcfuryltrionc, tembotrione, tepraloxydim, terbacil, terbucarb, terbumeton, terbuthylazin, terbutryn, thenylchlor, thiazopyr, thiencarbazone, thiencarbazone- methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiafenacil, tolpyralate, topramezone, tralkoxydim, triafamone, tri-allate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr, trietazine, trifloxysulfuron, trifloxysulfüron-sodium, trifludimoxazin, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, urea sulfate, vernolate, XDE-848, ZJ-0862, i.e. 3,4-Dichlor-N-{2- [(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}anilin, sowie die folgenden Verbindungen: methabenzthiazuron, methiopyrsulfuron, methiozoline, methyl isothiocyanate, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinate, monolinuron, monosulfuron, monosulfuron ester, MT-5950, ie N- [3-chloro -4- (1-methylethyl) phenyl] -2-methylpentanamide, NGGC-011, napropamide, NC-310, ie 4- (2,4-dichlorobenzoyl) -l-methyl-5-benzyloxypyrazole, neburon, nicosulfuron, nonanoic acid (pelargonic acid), norflurazon, oleic acid (fatty acids), orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefon, oxyfluorfen, paraquat, paraquat dichloride, pebulate, pendimethalin, penoxsulam, pentachlorophenol, pentoxazone, pethoxamide, petroleum oils, phenmedipham, picloram, picolinafen, pinoxaden, piperophos, pretilachlor, primisulfuron, primisulfuron-methyl, prodiamine, profoxydim, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuronethyl, pyrazoxyfen , pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxime, pyributicarb, pyridafol, pyridate, pyramidal, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-ethyl , quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, simetryn, SL-261, sulcotrione, sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron,, SYN-523, SYP-249, ie, 1-ethoxy-3-methyl-1-oxobut-3-en-2-yl-5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzoate, SYP-300, ie - [7-fluoro-3-oxo-4- (prop-2-yn-1-yl) -3,4-dihydro-2H-l, 4 -benzoxazin-6-yl] -3-propyl-2-thioxoimidazolidine-4,5-dione, 2,3,6-TBA, TCA (trifluoroacetic acid), TCA-sodium, tebuthiuron, tcfuryltrionc, tembotrione, tepraloxydim, terbacil, terbucarb , terbumetone, terbuthylazine, terbutryn, thenylchloro, thiazopyr, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiafenacil, tolpyralate, topramezone, tralkoxydim, triafamone, tri-allate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr , trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxazine, trifluralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, urea sulfate, vernolate, XDE-848, ZJ-0862, ie 3,4-dichloro-N- {2- [(4, 6-dimethoxypyrimidin-2-yl) oxy] benzyl} aniline, and the following compounds:
Beispiele für Pflanzenwachstumsregulatoren als mögliche Mischungspartner sind: Examples of plant growth regulators as possible mixing partners are:
Acibenzolar, acibenzolar-S-methyl, 5-Aminolävulinsäure, ancymidol, 6-benzylaminopurine,  Acibenzolar, acibenzolar-S-methyl, 5-aminolevulinic acid, ancymidol, 6-benzylaminopurine,
Brassinolid, Catechin, chlormequat chloride, cloprop, cyclanilide, 3-(Cycloprop-l-enyl)propionsäure, daminozide, dazomet, n-decanol, dikegulac, dikegulac-sodium, endothal, endothal- dipotassium, -disodium, und mono(N,N-dimethylalkylammonium), ethephon, flumetralin, flurenol, flurenol-butyl, flurprimidol, forchlorfenuron, gibberellic acid, inabenfide, indol-3-acetic acid (IAA), 4- indol-3-ylbutyric acid, isoprothiolane, probenazole, Jasmonsäure, Jasmonsäuremethylester, maleic hydrazide, mepiquat chloride, 1 -methylcyclopropene, 2-(l-naphthyl)acetamide, 1 -naphthylacetic acid, 2- naphthyloxyacetic acid, nitrophenolate-mixture, 4-Oxo-4[(2-phenylethyl)amino]buttersäure, paclobutrazol, N-phenylphthalamic acid, prohexadione, prohexadione-calcium, prohydrojasmone, Salicylsäure, Strigolacton, tecnazene, thidiazuron, triacontanol, trinexapac, trinexapac-ethyl, tsitodef, uniconazole, uniconazole-P. Brassinolate, catechol, chloroformate, cloprop, cyclanilide, 3- (cycloprop-1-enyl) propionic acid, daminozide, dazomet, n-decanol, dikegulac, dikegulac-sodium, endothal, endothaldipotassium, -disodium, and mono (N, N-dimethylalkylammonium), ethephon, flumetralin, flurenol, flurenol-butyl, flurprimidol, forchlorfenuron, gibberellic acid, inabenfide, indol-3-acetic acid (IAA), 4-indol-3-yl-butyric acid, isoprothiolanes, probenazole, jasmonic acid, methyl jasmonate, maleic hydrazides, mepiquat chloride, 1-methylcyclopropenes, 2- (1-naphthyl) acetamides, 1 - naphthylacetic acid, 2-naphthyloxyacetic acid, nitrophenolate mixture, 4-oxo-4 [(2-phenylethyl) amino] butyric acid, paclobutrazole, N-phenylphthalamic acid, prohexadione, prohexadione-calcium, prohydrojasmone, salicylic acid, strigolactone, tecnazene, thidiazuron, triacontanol, trinexapac, trinexapac-ethyl, tsitodef, uniconazole, uniconazole-P.
Ebenfalls als Kombinationspartner für die erfindungsgemäßen Verbindungen der Formel (I) kommen beispielsweise die folgenden Safener in Frage: Also suitable as combination partners for the compounds of the formula (I) according to the invention are, for example, the following safeners:
Sl) Verbindungen aus der Gruppe heterocyclischer Carbonsäurederivate: Sl) compounds from the group of heterocyclic carboxylic acid derivatives:
Sla) Verbindungen vom Typ der Dichlorphenylpyrazolin-3-carbonsäure (Sla), vorzugsweise Sl a ) compounds of the type dichlorophenylpyrazoline-3-carboxylic acid (Sl a ), preferably
Verbindungen wie l-(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carbonsäure,  Compounds such as 1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid,
1 -(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carbonsäureethylester (S 1 - 1 ) ("Mefenpyr-diethyl"), und verwandte Verbindungen, wie sie in der WO-A-91/07874 beschrieben sind;  1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid ethyl ester (S 1 - 1) ("mefenpyr-diethyl"), and related compounds as described in WO -A-91/07874;
S 1 b) Derivate der Dichlorphenylpyrazolcarbonsäure (S 1 b), vorzugsweise V erbindungen wie S 1 b) dichlorophenylpyrazolecarboxylic acid derivatives (S 1 b), preferably as V onnectivity
1 -(2,4-Dichlorphenyl)-5-methylpyrazol-3 -carbonsäureethylester (S 1 -2),  1 - (2,4-dichlorophenyl) -5-methylpyrazole-3-carboxylic acid ethyl ester (S 1 -2),
l-(2,4-Dichlorphenyl)-5-isopropylpyrazol-3-carbonsäureethylester (Sl-3),  Ethyl l- (2,4-dichlorophenyl) -5-isopropylpyrazole-3-carboxylate (Sl-3),
1 -(2,4-Dichlorphenyl)-5-(l , 1 -dimethyl-ethyl)pyrazol-3-carbonsäureethylester (S 1 -4) und verwandte Verbindungen, wie sie in EP-A-333131 und EP-A-269806 beschrieben sind;  Ethyl 1 - (2,4-dichlorophenyl) -5- (1,1-dimethyl-ethyl) pyrazole-3-carboxylate (S 1 -4) and related compounds as described in EP-A-333131 and EP-A-269806 are described;
Slc) Derivate der l,5-Diphenylpyrazol-3-carbonsäure (Slc), vorzugsweise Verbindungen wie Sl c ) derivatives of l, 5-diphenylpyrazole-3-carboxylic acid (Sl c ), preferably compounds such as
l-(2,4-Dichlorphenyl)-5-phenylpyrazol-3-carbonsäureethylester (Sl-5),  Ethyl l- (2,4-dichlorophenyl) -5-phenylpyrazole-3-carboxylate (Sl-5),
l-(2-Chlorphenyl)-5-phenylpyrazol-3-carbonsäuremethylester (Sl-6) und verwandte  1- (2-chlorophenyl) -5-phenylpyrazole-3-carboxylic acid methyl ester (Sl-6) and related
Verbindungen wie sie beispielsweise in der EP-A-268554 beschrieben sind;  Compounds as described, for example, in EP-A-268554;
Sld) Verbindungen vom Typ der Triazolcarbonsäuren (Sld), vorzugsweise Verbindungen wie Sl d ) compounds of the type of triazolecarboxylic acids (Sl d ), preferably compounds such as
Fenchlorazol(-ethylester), d.h. l-(2,4-Dichlorphenyl)-5-trichlormethyl-(lH)-l,2,4-triazol-3- carbonsäureethylester (Sl-7), und verwandte Verbindungen, wie sie in EP-A-174562 und EP-A-346620 beschrieben sind; Sle) Verbindungen vom Typ der 5-Benzyl- oder 5-Phenyl-2-isoxazolin-3- carbonsäure, oder der 5,5- Diphenyl-2-isoxazolin-3-carbonsäure(Sle), vorzugsweise Verbindungen wie Fenchlorazole (ethyl ester), ie l- (2,4-dichlorophenyl) -5-trichloromethyl (lH) -l, 2,4-triazole-3-carboxylic acid ethyl ester (Sl-7), and related compounds, as described in EP -A-174562 and EP-A-346620 are described; Sl e ) compounds of the type of 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid, or of 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (Sl e ), preferably compounds such as
5-(2,4-Dichlorbenzyl)-2-isoxazolin-3-carbonsäureethylester (Sl-8) oder  5- (2,4-dichlorobenzyl) -2-isoxazoline-3-carboxylic acid ethyl ester (Sl-8) or
5-Phenyl-2-isoxazolin-3-carbonsäureethylester (Sl-9) und verwandte Verbindungen, wie sie in WO-A-91/08202 beschrieben sind, bzw. 5,5-Diphenyl-2-isoxazolin-carbonsäure (S1-10) oder 5,5-Diphenyl-2-isoxazolin-3-carbonsäureethylester (Sl-l 1) ("Isoxadifen-ethyl")  5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (Sl-9) and related compounds as described in WO-A-91/08202 or 5,5-diphenyl-2-isoxazoline-carboxylic acid (S1-10 ) or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate (Sl-1) ("isoxadifen-ethyl")
oder -n-propylester (S1-12) oder 5-(4-Fluorphenyl)-5-phenyl-2-isoxazolin-3-carbon- säureethylester (S 1-13), wie sie in der Patentanmeldung WO-A-95/07897 beschrieben sind.  or n-propyl ester (S1-12) or 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (S 1-13), as described in the patent application WO-A-95 / 07897 are described.
52) Verbindungen aus der Gruppe der 8-Chinolinoxyderivate (S2): 52) Compounds from the group of the 8-quinolinoxy derivatives (S2):
S2a) Verbindungen vom Typ der 8-Chinolinoxyessigsäure (S2a), vorzugsweise S2 a ) compounds of the 8-quinolinoxyacetic acid type (S2 a ), preferably
(5-Chlor-8-chinolinoxy)essigsäure-(l-methylhexyl)-ester ("Cloquintocet-mexyl") (S2-1), (5-Chlor-8-chinolinoxy)essigsäure-(l,3-dimethyl-but-l-yl)-ester (S2-2),  (5-Chloro-8-quinolinoxy) acetic acid (1-methylhexyl) ester ("cloquintocet-mexyl") (S2-1), (5-chloro-8-quinolinoxy) acetic acid (1,3-dimethyl-but -l-yl) ester (S2-2),
(5-Chlor-8-chinolinoxy)essigsäure-4-allyl-oxy-butylester (S2-3),  (5-chloro-8-quinolinoxy) acetic acid 4-allyl oxy-butyl ester (S2-3),
(5-Chlor-8-chinolinoxy)essigsäure-l-allyloxy-prop-2-ylester (S2-4),  (5-chloro-8-quinolinoxy) acetic acid 1-allyloxy-prop-2-yl ester (S2-4),
(5-Chlor-8-chinolinoxy)essigsäureethylester (S2-5),  (5-chloro-8-quinolinoxy) acetic acid ethyl ester (S2-5),
(5-Chlor-8-chinolinoxy)essigsäuremethylester (S2-6),  (5-chloro-8-quinolinoxy) acetic acid methyl ester (S2-6),
(5-Chlor-8-chinolinoxy)essigsäureallylester (S2-7),  Allyl (5-chloro-8-quinolinoxy) acetates (S2-7),
(5-Chlor-8-chinolinoxy)essigsäure-2-(2-propyliden-iminoxy)-l-ethylester (S2-8),  (5-chloro-8-quinolinoxy) acetic acid 2- (2-propylidene-iminoxy) -l-ethyl ester (S2-8),
(5-Chlor-8-chinolinoxy)essigsäure-2-oxo-prop-l-ylester (S2-9) und verwandte Verbindungen, wie sie in EP-A-86750, EP-A-94349 und EP-A-191736 oder EP-A-0 492 366 beschrieben sind, sowie (5-Chlor-8-chinolinoxy)essigsäure (S2-10), deren Hydrate und Salze, beispielsweise deren Lithium-, Natrium- Kalium-, Kalzium-, Magnesium-, Aluminium-, Eisen-, Ammonium-, quartäre Ammonium-, Sulfonium-, oder Phosphoniumsalze wie sie in der WO-A-2002/34048 beschrieben sind;  (5-chloro-8-quinolinoxy) acetic acid 2-oxo-prop-1-yl ester (S2-9) and related compounds as described in EP-A-86750, EP-A-94349 and EP-A-191736 or US Pat EP-A-0 492 366 and (5-chloro-8-quinolinoxy) acetic acid (S2-10), their hydrates and salts, for example their lithium, sodium, potassium, calcium, magnesium and aluminum salts. Iron, ammonium, quaternary ammonium, sulfonium or phosphonium salts as described in WO-A-2002/34048;
S2b) Verbindungen vom Typ der (5-Chlor-8-chinolinoxy)malonsäure (S2b), vorzugsweise S2 b ) compounds of the type of (5-chloro-8-quinolinoxy) malonic acid (S2 b ), preferably
Verbindungen wie (5-Chlor-8-chinolinoxy)malonsäurediethylester,  Compounds such as diethyl (5-chloro-8-quinolinoxy) malonate,
(5-Chlor-8-chinolinoxy)malonsäurediallylester,  (5-chloro-8-quinolinoxy) malonate,
(5-Chlor-8-chinolinoxy)malonsäure-methyl-ethylester und verwandte Verbindungen, wie sie in EP-A-0 582 198 beschrieben sind.  (5-chloro-8-quinolinoxy) malonic acid methyl ethyl ester and related compounds as described in EP-A-0 582 198.
53) Wirkstoffe vom Typ der Dichloracetamide (S3), die häufig als Vorauflaufsafener 53) Active substances of the dichloroacetamide type (S3), often as pre-emergence safeners
(bodenwirksame Safener) angewendet werden, wie z. B.  (soil-active safeners) are used, such. B.
"Dichlormid" (N,N-Diallyl-2,2-dichloracetamid) (S3-1),  "Dichloromid" (N, N-diallyl-2,2-dichloroacetamide) (S3-1),
"R-29148" (3-Dichloracetyl-2,2,5-trimethyl-l,3-oxazolidin) der Firma Stauffer (S3-2), "R-28725" (3-Dichloracetyl-2,2,-dimethyl-l,3-oxazolidin) der Firma Stauffer (S3-3), "Benoxacor" (4-Dichloracetyl-3,4-dihydro-3-methyl-2H-l,4-benzoxazin) (S3-4),"R-29148" (3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine) from Stauffer (S3-2), "R-28725" (3-dichloro-acetyl-2,2-dimethyl) 1, 3-oxazolidine) from Stauffer (S3-3), "Benoxacor" (4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine) (S3-4),
"PPG-1292" (N-Allyl-N-[(l,3-dioxolan-2-yl)-methyl]-dichloracetamid) der Firma PPG "PPG-1292" (N-allyl-N - [(1,3-dioxolan-2-yl) -methyl] -dichloroacetamide) from PPG
Industries (S3-5),  Industries (S3-5),
"DKA-24" (N-Allyl-N-[(allylaminocarbonyl)methyl]-dichloracetamid) der Firma Sagro-Chem (S3-6),  "DKA-24" (N-allyl-N - [(allylaminocarbonyl) methyl] -dichloroacetamide) from Sagro-Chem (S3-6),
"AD-67" oder "MON 4660" (3-Dichloracetyl-l-oxa-3-aza-spiro[4,5]decan) der Firma  "AD-67" or "MON 4660" (3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane) from the company
Nitrokemia bzw. Monsanto (S3-7),  Nitrokemia and Monsanto (S3-7),
"TI-35" (l-Dichloracetyl-azepan) der Firma TRI-Chemical RT (S3-8),  "TI-35" (1-dichloroacetyl-azepane) from TRI-Chemical RT (S3-8),
"Diclonon" (Dicyclonon) oder "BAS145138" oder "LAB145138" (S3-9)  "Diclonone" (dicyclonone) or "BAS145138" or "LAB145138" (S3-9)
((RS)-l-Dichloracetyl-3,3,8a-trimethylperhydropyrrolo[l,2-a]pyrimidin-6-on) der Firma BASF, "Furilazol" oder "MON 13900" ((RS)-3-Dichloracetyl-5-(2-furyl)-2,2-dimethyloxazolidin) (S3-10), sowie dessen (R)-Isomer (S3-11).  ((RS) -1-dichloroacetyl-3,3,8a-trimethylperhydropyrrolo [1,2-a] pyrimidin-6-one) from BASF, "furilazole" or "MON 13900" ((RS) -3-dichloroacetyl) 5- (2-furyl) -2,2-dimethyloxazolidine) (S3-10) and its (R) isomer (S3-11).
S4) Verbindungen aus der Klasse der Acylsulfonamide (S4): S4) Compounds of the class of acylsulfonamides (S4):
S4a) N- Acylsulfonamide der Formel (S4a) und deren Salze wie sie in der WO-A-97/45016 S4 a ) N-acylsulfonamides of the formula (S4 a ) and salts thereof as described in WO-A-97/45016
beschrieben sind,  are described
worin wherein
RA1 (Ci-C6)Alkyl, (C3-C6)Cycloalkyl, wobei die 2 letztgenannten Reste durch VA RA 1 (C 1 -C 6 ) alkyl, (C 3 -C 6 ) cycloalkyl, where the 2 last-mentioned radicals are represented by VA
Substituenten aus der Gruppe Halogen, (Ci-C4)Alkoxy, (Ci-C6)Haloalkoxy und (Ci- C4)Alkylthio und im Falle cyclischer Reste auch durch (Ci-C4)Alkyl und (Ci-C4)Haloalkyl substituiert sind; Substituents from the group halogen, (Ci-C4) alkoxy, (Ci-C 6 ) haloalkoxy and (Ci-C4) alkylthio and in the case of cyclic radicals by (Ci-C4) alkyl and (Ci-C4) haloalkyl are substituted;
RA2 Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, CF3; n 1 oder 2; RA 2 halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkoxy, CF 3; n 1 or 2;
VA ist 0, 1 , 2 oder 3 bedeuten; VA is 0, 1, 2 or 3;
S4b) Verbindungen vom Typ der 4-(Benzoylsulfamoyl)benzamide der Formel (S4b) und deren Salze, wie sie in der WO-A-99/16744 beschrieben sind, wonn S4 b) Compounds of the 4- (benzoylsulfamoyl) benzamide of the formula (S4 b) and salts thereof, as they are in the WO-A-99/16744 describes Wonn
RB1, RB2 unabhängig voneinander Wasserstoff, (Ci-C6)Alkyl, (C3-C6)Cycloalkyl, (C3- C6)Alkenyl, (C3-C6)Alkinyl, RB 1, RB 2 are independently hydrogen, (Ci-C 6) alkyl, (C3-C6) cycloalkyl, (C 3 C 6) alkenyl, (C 3 -C 6) alkynyl,
RB3 Halogen, (Ci-C4)Alkyl, (Ci-C4)Haloalkyl oder (Ci-C4)Alkoxy und me 1 oder 2 bedeuten, z.B. solche worin RB 3 is halogen, (Ci-C4) alkyl, (Ci-C4) haloalkyl or (Ci-C4) alkoxy and me 1 or 2, for example those in which
RB1 = Cyclopropyl, RB2 = Wasserstoff und (RB3) = 2-OMe ist ("Cyprosulfamide", S4-1),RB 1 = cyclopropyl, RB 2 = hydrogen and (RB 3 ) = 2-OMe ("Cyprosulfamide", S4-1),
RB1 = Cyclopropyl, RB2 = Wasserstoff und (RB3) = 5-Cl-2-OMe ist (S4-2), RB 1 = cyclopropyl, RB 2 = hydrogen and (RB 3 ) = 5-Cl-2-OMe (S4-2),
RB1 = Ethyl, RB2 = Wasserstoff und (RB3) = 2-OMe ist (S4-3), RB 1 = ethyl, RB 2 = hydrogen and (RB 3 ) = 2-OMe (S4-3),
RB1 = Isopropyl, RB2 = Wasserstoff und (RB3) = 5-Cl-2-OMe ist (S4-4) und RB 1 = isopropyl, RB 2 = hydrogen and (RB 3 ) = 5-Cl-2-OMe is (S4-4) and
RB1 = Isopropyl, RB2 = Wasserstoff und (RB3) = 2-OMe ist (S4-5); RB 1 = isopropyl, RB 2 = hydrogen and (RB 3 ) = 2-OMe is (S4-5);
S4C) Verbindungen aus der Klasse der Benzoylsulfamoylphenylhamstoffe der Formel (S4C), wie sie in der EP-A-365484 beschrieben sind, S4 C ) compounds from the class of benzoylsulfamoylphenylureas of the formula (S4 C ) as described in EP-A-365484,
wonn Wonn
Rc1, Rc2 unabhängig voneinander Wasserstoff, (Ci-Cg)Alkyl, (C3-Cg)Cycloalkyl, (C3- C6)Alkenyl, (C3-C6)Alkinyl, Rc 1, Rc 2 are independently hydrogen, (Ci-Cg) alkyl, (C3-Cg) cycloalkyl, (C 3 C 6) alkenyl, (C 3 -C 6) alkynyl,
Rc Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, CF3 und Rc is halogen, (Ci-C4) alkyl, (Ci-C4) alkoxy, CF 3 and
1 oder 2 bedeuten; beispielsweise l-[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3-methylhamstoff, 1 or 2; for example, 1- [4- (N-2-methoxybenzoylsulfamoyl) phenyl] -3-methylurea,
l-[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylhamstoff,  l- [4- (N-2-Methoxybenzoylsulfamoyl) phenyl] -3,3-dimethylurea,
l-[4-(N-4,5-Dimethylbenzoylsulfamoyl)phenyl]-3-methylhamstoff;  l- [4- (N-4,5-Dimethylbenzoylsulfamoyl) phenyl] -3-methylhamstoff;
S4d) Verbindungen vom Typ der N-Phenylsulfonylterephthalamide der Formel (S4d) und deren Salze, die z.B. bekannt sind aus CN 101838227, S4 d ) compounds of the N-phenylsulfonylterephthalamide type of the formula (S4 d ) and salts thereof which are known, for example, from CN 101838227,
wonn Wonn
RD4 Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, CF3; mD 1 oder 2; RD 4 is halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkoxy, CF 3; m D 1 or 2;
RD5 Wasserstoff, (Ci-C6)Alkyl, (C3-C6)Cycloalkyl, (C2-C6)Alkenyl, (C2-C6)Alkinyl, (C5-RD 5 is hydrogen, (C 1 -C 6 ) alkyl, (C 3 -C 6 ) cycloalkyl, (C 2 -C 6 ) alkenyl, (C 2 -C 6 ) alkynyl, (C 5 -
C6)Cycloalkenyl bedeutet. C 6 ) cycloalkenyl.
55) Wirkstoffe aus der Klasse der Hydroxyaromaten und der aromatisch-aliphatischen 55) active ingredients from the class of hydroxyaromatic and aromatic-aliphatic
Carbonsäurederivate (S5), z.B.  Carboxylic acid derivatives (S5), e.g.
3,4,5-Triacetoxybenzoesäureethylester, 3,5-Dimethoxy-4-hydroxybenzoesäure, 3,5- Dihydroxybenzoesäure, 4-Hydroxysalicylsäure, 4-Fluorsalicyclsäure, 2-Hydroxyzimtsäure, 2,4- Dichlorzimtsäure, wie sie in der WO-A-2004/084631, WO-A-2005/015994, WO-A- 2005/016001 beschrieben sind.  3,4,5-triacetoxybenzoic acid ethyl ester, 3,5-dimethoxy-4-hydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicyclic acid, 2-hydroxycinnamic acid, 2,4-dichlorocinnamic acid, as described in WO-A- 2004/084631, WO-A-2005/015994, WO-A-2005/016001.
56) Wirkstoffe aus der Klasse der l,2-Dihydrochinoxalin-2-one (S6), z.B. 56) Agents from the class of 1,2-dihydroquinoxaline-2-ones (S6), e.g.
1 -Methyl-3 -(2-thienyl)- 1 ,2-dihydrochinoxalin-2-on, 1 -Methyl-3 -(2-thienyl)- 1 ,2-dihydro- chinoxalin-2-thion, l-(2-Aminoethyl)-3-(2-thienyl)-l,2-dihydro-chinoxalin-2-on-hydrochlorid, l-(2-Methylsulfonylaminoethyl)-3-(2-thienyl)-l,2-dihydro-chinoxalin-2-on, wie sie in der WO- A-2005/112630 beschrieben sind.  1-Methyl-3 - (2-thienyl) -1,2-dihydroquinoxalin-2-one, 1-methyl-3 - (2-thienyl) -1,2-dihydroquinoxaline-2-thione, 1- (2 -Aminoethyl) -3- (2-thienyl) -1,2-dihydroquinoxaline-2-one hydrochloride, 1- (2-methylsulfonylaminoethyl) -3- (2-thienyl) -1,2-dihydroquinoxaline 2-on, as described in WO-A-2005/112630.
57) Verbindungen aus der Klasse der Diphenylmethoxyessigsäurederivate (S7), z.B. 57) Compounds from the class of diphenylmethoxyacetic acid derivatives (S7), e.g.
Diphenylmethoxyessigsäuremethylester (CAS-Reg.Nr. 41858-19-9) (S7-1),  Methyl diphenylmethoxyacetate (CAS No. 41858-19-9) (S7-1),
Diphenylmethoxyessigsäureethylester oder Diphenylmethoxyessigsäure wie sie in der WO-A- 98/38856 beschrieben sind. S8) Verbindungen der Formel (S8), wie sie in der WO-A-98/27049 beschrieben sind, Diphenylmethoxyessigsäureethylester or Diphenylmethoxyessigsäure as described in WO-A-98/38856. S8) compounds of the formula (S8) as described in WO-A-98/27049,
die Symbole und Indizes folgende Bedeutungen haben: the symbols and indices have the following meanings:
RD1 ist Halogen, (Ci-C i)Alkyl, (Ci-C i)Haloalkyl, (Ci-C i)Alkoxy, (Ci-C4)Haloalkoxy, RdD2 ist Wasserstoff oder (Ci-C i)Alkyl, RD 1 is halogen, (Ci-C i) alkyl, (Ci-C i) haloalkyl, (Ci-C i) alkoxy, (Ci-C4) haloalkoxy, R d D 2 is hydrogen or (Ci-C i) alkyl .
RD3 ist Wasserstoff, (Ci-Cg)Alkyl, (C2-C4)Alkenyl, (C2-C4)Alkinyl, oder Aryl, wobei jeder der vorgenannten C-haltigen Reste unsubstituiert oder durch einen oder mehrere, vorzugsweise bis zu drei gleiche oder verschiedene Reste aus der Gruppe, bestehend aus Halogen und Alkoxy substituiert ist; oder deren Salze, nD ist eine ganze Zahl von 0 bis 2. S9) Wirkstoffe aus der Klasse der 3-(5-Tetrazolylcarbonyl)-2-chinolone (S9), z.B. RD 3 is hydrogen, (Ci-Cg) alkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) alkynyl, or aryl, wherein each of the aforementioned C-containing radicals unsubstituted or by one or more, preferably up to three, same or different radicals from the group consisting of halogen and alkoxy substituted; or their salts, n D is an integer from 0 to 2. S9) active compounds from the class of 3- (5-tetrazolylcarbonyl) -2-quinolones (S9), eg
l,2-Dihydro-4-hydroxy-l-ethyl-3-(5-tetrazolylcarbonyl)-2-chinolon (CAS-Reg.Nr.: 219479-18- 2), l,2-Dihydro-4-hydroxy-l-methyl-3-(5-tetrazolyl-carbonyl)-2-chinolon (CAS-Reg.Nr.  1,2-dihydro-4-hydroxy-1-ethyl-3- (5-tetrazolylcarbonyl) -2-quinolone (CAS Reg. No .: 219479-18-2), 1,2-dihydro-4-hydroxy- 1-methyl-3- (5-tetrazolyl-carbonyl) -2-quinolone (CAS Reg.
95855-00-8), wie sie in der WO-A-1999/000020 beschrieben sind. S10) Verbindungen der Formeln (Sl0a) oder (Sl0b), wie sie in der WO-A-2007/023719 und WO-A-2007/023764 beschrieben sind, 95855-00-8) as described in WO-A-1999/000020. S10) compounds of the formulas (Sl0 a ) or (Sl0 b ), as described in WO-A-2007/023719 and WO-A-2007/023764,
(S10a) (S10b) wonn (S10 a ) (S10 b ) wonn
RE1 Halogen, (Ci-C i)Alkyl, Methoxy, Nitro, Cyano, CF3, OCF3 YE, ZE unabhängig voneinander O oder S, nß eine ganze Zahl von 0 bis 4, RE 1 halogen, (Ci-C i) alkyl, Methoxy, Nitro, Cyano, CF3, OCF3 YE, ZE independently of one another O or S, nβ is an integer from 0 to 4,
RE2 (Ci-Ci6)Alkyl, (C2-C6)Alkenyl, (C3-C6)Cycloalkyl, Aryl; Benzyl, Halogenbenzyl, RE 2 (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkenyl, (C 3 -C 6 ) cycloalkyl, aryl; Benzyl, halobenzyl,
RE3 Wasserstoff oder (Ci-C6)Alkyl bedeuten. RE 3 is hydrogen or (Ci-C 6 ) alkyl.
Sl 1) Wirkstoffe vom Typ der Oxyimino- Verbindungen (Sl 1), die als Saatbeizmittel bekannt sind, wie z. B. Sl 1) active substances of the type of oxyimino compounds (Sl 1), which are known as seed dressings, such as. B.
"Oxabetrinil" ((Z)-l,3-Dioxolan-2-ylmethoxyimino(phenyl)acetonitril) (Sl l-l), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist,  "Oxabetrinil" ((Z) -1,3-dioxolan-2-ylmethoxyimino (phenyl) acetonitrile) (Sl l-1), which is known as a seed safener for millet against damage by metolachlor,
"Fluxofenim" (l-(4-Chlorphenyl)-2,2,2-trifluor-l-ethanon-0-(l,3-dioxolan-2-ylmethyl)-oxim) (Sl 1-2), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist, und "Fluxofenim" (1- (4-chlorophenyl) -2,2,2-trifluoro-1-ethanone-0- (1,3-dioxolan-2-ylmethyl) -oxime) (S1-2) used as seed dressing -Safener for millet is known against damage from metolachlor, and
"Cyometrinil" oder "CGA-43089" ((Z)-Cyanomethoxyimino(phenyl)acetonitril) (Sl l-3), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist. "Cyometrinil" or "CGA-43089" ((Z) -cyanomethoxyimino (phenyl) acetonitrile) (Sl l-3), which is known as a seed dressing safener for millet against damage from metolachlor.
512) Wirkstoffe aus der Klasse der lsothiochromanone (S12), wie z.B. Methyl- [(3 -oxo-lH-2- benzothiopyran-4(3H)-yliden)methoxy]acetat (CAS-Reg.Nr. 205121-04-6) (S12-1) und verwandte Verbindungen aus WO-A-1998/13361. 512) agents from the class of isothiochromanones (S12), e.g. Methyl- [(3-oxo-1H-2-benzothiopyran-4 (3H) -ylidene) methoxy] acetate (CAS Reg. No. 205121-04-6) (S12-1) and related compounds of WO-A- 1998/13361.
513) Eine oder mehrere Verbindungen aus Gruppe (S13): 513) One or more compounds from group (S13):
"Naphthalic anhydrid" (l,8-Naphthalindicarbonsäureanhydrid) (S13-1), das als Saatbeiz-Safener für Mais gegen Schäden von Thiocarbamatherbiziden bekannt ist, "Naphthalene anhydride" (l, 8-naphthalenedicarboxylic anhydride) (S13-1), which is known as a seed safener for corn against damage by thiocarbamate herbicides.
"Fenclorim" (4,6-Dichlor-2-phenylpyrimidin) (S13-2), das als Safener für Pretilachlor in gesätem Reis bekannt ist, "Fenclorim" (4,6-dichloro-2-phenylpyrimidine) (S13-2), known as safener for pretilachlor in sown rice,
"Flurazole" (Benzyl-2-chlor-4-trifluormethyl-l,3-thiazol-5-carboxylat) (S13-3), das als Saatbeiz-Safener für Hirse gegen Schäden von Alachlor und Metolachlor bekannt ist, "Flurazole" (benzyl-2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13-3), which is known as a seeding safener for millet against damage by alachlor and metolachlor,
"CL 304415" (CAS-Reg.Nr. 31541-57-8) "CL 304415" (CAS No. 31541-57-8)
(4-Carboxy-3,4-dihydro-2H-l-benzopyran-4-essigsäure) (S13-4) der Firma American  (4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid) (S13-4) from American
Cyanamid, das als Safener für Mais gegen Schäden von lmidazolinonen bekannt ist,  Cyanamide, which is known as safener for maize against damage from imidazolinones,
"MG 191" (CAS-Reg.Nr. 96420-72-3) (2-Dichlormethyl-2-methyl-l,3-dioxolan) (S13-5) der Firma Nitrokemia, das als Safener für Mais bekannt ist, "MG 838" (CAS-Reg.Nr. 133993-74-5) "MG 191" (CAS Reg. No. 96420-72-3) (2-dichloromethyl-2-methyl-1,3-dioxolane) (S13-5) from Nitrokemia, which is known as safener for corn, "MG 838" (CAS Reg. No. 133993-74-5)
(2-propenyl l-oxa-4-azaspiro[4.5]decan-4-carbodithioat) (S13-6) der Firma Nitrokemia "Disulfoton" (O,O-Diethyl S-2-ethylthioethyl phosphordithioat) (S13-7),  (2-propenyl 1-oxa-4-azaspiro [4.5] decane-4-carbodithioate) (S13-6) from Nitrokemia "disulfonot" (O, O-diethyl S-2-ethylthioethyl phosphorodithioate) (S13-7),
"Dietholate" (O,O-Diethyl-O-phenylphosphorothioat) (S13-8), "Dietholate" (O, O-diethyl-O-phenyl phosphorothioate) (S13-8),
"Mephenate" (4-Chlorphenyl-methylcarbamat) (S13-9). "Mephenate" (4-chlorophenyl methylcarbamate) (S13-9).
514) Wirkstoffe, die neben einer herbiziden Wirkung gegen Schadpflanzen auch Safenerwirkung an Kulturpflanzen wie Reis aufweisen, wie z. B. 514) active substances which, in addition to a herbicidal activity against harmful plants, also have safener action on crops such as rice, such as, for example, rice. B.
"Dimepiperate" oder "MY-93" (5’- 1 -Methyl- 1 -phcnylcthyl-pipcridin- 1 -carbothioat), das als Safener für Reis gegen Schäden des Herbizids Molinate bekannt ist, "Dimepiperate" or "MY-93" (5 '- 1-methyl-1--phcnylcthyl pipcridin- 1 carbothioate), which is known as safener for rice against damage by the herbicide molinate,
"Daimuron" oder "SK 23" (l-(l-Methyl-l-phenylethyl)-3-p-tolyl-hamstoff), das als Safener für Reis gegen Schäden des Herbizids lmazosulfuron bekannt ist, "Daimuron" or "SK 23" (1- (1-methyl-1-phenylethyl) -3-p-tolylurea), which is known as a safener for rice against damages of the herbicide lmazosulfuron,
"Cumyluron" = "JC-940" (3-(2-Chlorphenylmethyl)-l-(l-methyl-l-phenyl-ethyl)hamstoff, siehe JP-A-60087254), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist, "Cumyluron" = "JC-940" (3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenylethyl) urea, see JP-A-60087254), which is useful as a safener for rice against damage of some herbicides is known
"Methoxyphenon" oder "NK 049" (3,3'-Dimethyl-4-methoxy-benzophenon), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist, "Methoxyphenone" or "NK 049" (3,3'-dimethyl-4-methoxy-benzophenone), which is known as safener for rice against damage of some herbicides,
"CSB" (l-Brom-4-(chlormethylsulfonyl)benzol) von Kumiai, (CAS-Reg.Nr. 54091-06-4), das als Safener gegen Schäden einiger Herbizide in Reis bekannt ist. "CSB" (l-bromo-4- (chloromethylsulfonyl) benzene) from Kumiai, (CAS Reg. No. 54091-06-4), which is known as a safener against damage of some herbicides in rice.
515) V erbindungen der F ormel (S 15) oder deren T automere, 515) Connections of the forums (S 15) or their terminals,
wie sie in der WO-A-2008/131861 und WO-A-2008/131860 beschrieben sind, worin as described in WO-A-2008/131861 and WO-A-2008/131860, in which
RH1 einen (Ci-C6)Haloalkylrest bedeutet und RH2 Wasserstoff oder Halogen bedeutet und RH 3, RH 4 unabhängig voneinander Wasserstoff, (Ci-Ci6)Alkyl, (C2-Ci6)Alkenyl oder RH 1 is a (Ci-C 6 ) haloalkyl radical and RH 2 is hydrogen or halogen and R H 3 , R H 4 are each independently hydrogen, (Ci-Ci 6 ) alkyl, (C 2 -C 16) alkenyl or
(C2-Ci6)Alkinyl, wobei jeder der letztgenannten 3 Reste unsubstituiert oder durch einen oder mehrere Reste aus der Gruppe Halogen, Hydroxy, Cyano, (Ci-C i)Alkoxy, (Ci-C i)Haloalkoxy, (Ci-C tjAlkylthio, (Ci-C tjAlkylamino, Di[(Ci-C4)alkyl]-amino, [(Ci-C4)Alkoxy]- carbonyl, [(Ci-C4)Haloalkoxy]-carbonyl, (C3-C6)Cycloalkyl, das unsubstituiert oder substituiert ist, Phenyl, das unsubstituiert oder substituiert ist, und Heterocyclyl, das unsubstituiert oder substituiert ist, substituiert ist, oder (C3-C6)Cycloalkyl, (C4-C6)Cycloalkenyl, (C3-C6)Cycloalkyl, das an einer Seite des Rings mit einem 4 bis 6-gliedrigen gesättigten oder ungesättigten carbocyclischen Ring kondensiert ist, oder (C4-C6)Cycloalkenyl, das an einer Seite des Rings mit einem 4 bis 6-gliedrigen gesättigten oder ungesättigten carbocyclischen Ring kondensiert ist, wobei jeder der letztgenannten 4 Reste unsubstituiert oder durch einen oder mehrere Reste aus der Gruppe Halogen, Hydroxy, Cyano, (Ci-C4)Alkyl, (Ci-C4)Haloalkyl, (Ci-C4)Alkoxy, (Ci-C4)Haloalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylamino, Di[(Ci- C4)alkyl]-amino, [(Ci-C4)Alkoxy]-carbonyl, [(Ci-C4)Haloalkoxy]-carbonyl, (C 2 -C 6 ) alkynyl, where each of the last-mentioned 3 radicals is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxy, cyano, (C 1 -C 10) alkoxy, (C 1 -C 12) haloalkoxy, C t jAlkylthio, (Ci-C t jAlkylamino, di [(Ci-C4) alkyl] amino, [(Ci-C4) alkoxy] - carbonyl, [(Ci-C4) haloalkoxy] carbonyl, (C3-C6) Cycloalkyl which is unsubstituted or substituted, phenyl which is unsubstituted or substituted, and heterocyclyl which is unsubstituted or substituted, or (C3-C6) cycloalkyl, (C4-C6) cycloalkenyl, (C3-C6) cycloalkyl, which is condensed on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring, or (C4-C6) cycloalkenyl fused on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring, wherein each of the last-mentioned 4 unsubstituted or by one or more radicals from the group halogen, hydroxy, cyano, (Ci-C4) alkyl, (Ci-C4) Hal Oalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) alkylamino, di [(Ci- C4) alkyl] -amino, [(Ci- C4) alkoxy] carbonyl, [(C 1 -C 4) haloalkoxy] carbonyl,
(C3-C6)Cycloalkyl, das unsubstituiert oder substituiert ist, Phenyl, das unsubstituiert oder substituiert ist, und Heterocyclyl, das unsubstituiert oder substituiert ist, substituiert ist, bedeutet oder  (C 3 -C 6) cycloalkyl which is unsubstituted or substituted, phenyl which is unsubstituted or substituted, and heterocyclyl which is unsubstituted or substituted, or denotes
RH3 (Ci-C4)-Alkoxy, (C2-C4)Alkenyloxy, (C2-C6)Alkinyloxy oder (C2-C4)Haloalkoxy bedeutet und RH4 Wasserstoff oder (Ci-C4)-Alkyl bedeutet oder RH 3 is (C 1 -C 4) -alkoxy, (C 2 -C 4) -alkenyloxy, (C 2 -C 6) -alkinyloxy or (C 2 -C 4 ) -haloalkoxy and RH 4 is hydrogen or (C 1 -C 4 ) -alkyl or
RH 3 und RH 4 zusammen mit dem direkt gebundenen N-Atom einen vier- bis achtgliedrigen R H 3 and R H 4 together with the directly attached N atom form a four- to eight-membered one
heterocyclischen Ring, der neben dem N-Atom auch weitere Heteroringatome, vorzugsweise bis zu zwei weitere Heteroringatome aus der Gruppe N, O und S enthalten kann und der unsubstituiert oder durch einen oder mehrere Reste aus der Gruppe Halogen, Cyano, Nitro, (Ci- C4)Alkyl, (Ci-C4)Haloalkyl, (Ci-C4)Alkoxy, (Ci-C4)Haloalkoxy und (Ci-C4)Alkylthio substituiert ist, bedeutet. heterocyclic ring which, in addition to the N atom, may also contain further hetero ring atoms, preferably up to two further hetero ring atoms from the group consisting of N, O and S, and which may be unsubstituted or substituted by one or more radicals from the group consisting of halogen, cyano, nitro, C 4 ) alkyl, (Ci-C 4 ) haloalkyl, (Ci-C 4 ) alkoxy, (Ci-C 4 ) haloalkoxy and (Ci-C 4 ) alkylthio is substituted, means.
S16) Wirkstoffe, die vorrangig als Herbizide eingesetzt werden, jedoch auch Safenerwirkung auf Kulturpflanzen aufweisen, z. B. (2,4-Dichlorphenoxy)essigsäure (2,4-D), S16) active substances, which are used primarily as herbicides, but also have safener effect on crop plants, eg. B. (2,4-dichlorophenoxy) acetic acid (2,4-D),
(4-Chlorphenoxy)essigsäure,  (4-chlorophenoxy) acetic acid,
(R,S)-2-(4-Chlor-o-tolyloxy)propionsäure (Mecoprop),  (R, S) -2- (4-chloro-o-tolyloxy) propionic acid (mecoprop),
4-(2,4-Dichlorphenoxy)buttersäure (2,4-DB),  4- (2,4-dichlorophenoxy) butyric acid (2,4-DB),
(4-Chlor-o-tolyloxy)essigsäure (MCPA),  (4-chloro-o-tolyloxy) acetic acid (MCPA),
4-(4-Chlor-o-tolyloxy)buttersäure,  4- (4-chloro-o-tolyloxy) butyric acid,
4-(4-Chlorphenoxy)buttersäure,  4- (4-chlorophenoxy) butyric acid,
3,6-Dichlor-2-methoxybenzoesäure (Dicamba),  3,6-dichloro-2-methoxybenzoic acid (Dicamba),
l-(Ethoxycarbonyl)ethyl-3,6-dichlor-2-methoxybenzoat (Lactidichlor-ethyl).  1- (ethoxycarbonyl) ethyl 3,6-dichloro-2-methoxybenzoate (lactidichloroethyl).
Bevorzugte Safener in Kombination mit den erfindungsgemäßen Verbindungend der Formel (I) und/oder deren Salze, insbesondere mit den Verbindungen der Formeln (1.1) bis (1.150) und/oder deren Salze sind: Cloquintocet-mexyl, Cyprosulfamid, Fenchlorazol-ethylester, Isoxadifen-ethyl, Mefenpyr- diethyl, Fenclorim, Cumyluron, S4-1 und S4-5, und besonders bevorzugte Safener sind: Cloquintocet- mexyl, Cyprosulfamid, Isoxadifen-ethyl und Mefenpyr-diethyl. Preferred safeners in combination with the compounds according to the invention of the formula (I) and / or salts thereof, in particular with the compounds of the formulas (1.1) to (1.150) and / or salts thereof are: cloquintocet-mexyl, cyprosulfamide, fenchlorazole ethyl ester, isoxadifen and particularly preferred safeners are: cloquintocetmexyl, cyprosulfamide, isoxadifen-ethyl and mefenpyr-diethyl.
Biologische Beispiele: Biological examples:
Teil 1  Part 1
A. Herbizide Wirkung und Kulturverträglichkeit im Nachauflauf  A. Herbicidal action and post-emergence culture compatibility
Samen von mono- bzw. dikotylen Unkraut- bzw. Kulturpflanzen wurden in Kunststoff- oder Seeds of monocotyledonous or dicotyledonous weeds were cultivated in plastic or
Holzfasertöpfen in sandigem Lehmboden ausgelegt, mit Erde abgedeckt und im Gewächshaus unter kontrollierten Wachstumsbedingungen angezogen. 2 bis 3 Wochen nach der Aussaat wurden die Versuchspflanzen im Einblattstadium behandelt. Die in Form von benetzbaren Pulvern (WP) oder als Emulsionskonzentrate (EC) formulierten erfindungsgemäßen Verbindungen wurden dann als wässrige Suspension bzw. Emulsion unter Zusatz von 0,5% Additiv mit einer Wasseraufwandmenge von umgerechnet 600 1/ha auf die grünen Pflanzenteile gesprüht. Nach ca. 3 Wochen Standzeit der Versuchspflanzen im Gewächshaus, unter optimalen Wachstumsbedingungen, wurde die Wirkung der Präparate visuell im Vergleich zu unbehandelten Kontrollen bonitiert. Beispielsweise bedeutet 100% Wirkung = Pflanzen sind abgestorben, 0% Wirkung = wie Kontrollpflanzen. Wood fiber pots laid in sandy loam soil, covered with soil and grown in the greenhouse under controlled growth conditions. 2 to 3 weeks after sowing, the test plants were treated in the single leaf stage. The compounds according to the invention formulated as wettable powders (WP) or as emulsion concentrates (EC) were then sprayed onto the green plant parts as an aqueous suspension or emulsion with the addition of 0.5% of additive at a rate of 600 l / ha. After about 3 weeks of life of the test plants in the greenhouse, under optimal growth conditions, the effect of the preparations was scored visually in comparison to untreated controls. For example, 100% means action = plants are dead, 0% effect = like control plants.
In den nachstehenden Tabllen Al bis A14 sind die Wirkungen ausgewählter Verbindungen der allgemeinen Formel (I) gemäß der Tabellen 1.1 bis 1.150 auf verschiedene Schadpflanzen und einer Aufwandmenge entsprechend 320 g/ha, die gemäß zuvor genannter Versuchvorschrift erhalten wurden, dargestellt. Tabelle Al In the following Tables Al to A14, the effects of selected compounds of the general formula (I) according to Tables 1.1 to 1150 on various harmful plants and an application rate corresponding to 320 g / ha, which were obtained according to the above-mentioned experimental procedure are shown. Table Al
Tabelle A2 Table A2
Tabelle A3  Table A3
Tabelle A4 Table A4
Tabelle A5 Table A5
Tabelle A6 Tabelle A7 Table A6 Table A7
Tabelle A8 Table A8
Tabelle A9 Table A9
Tabelle A10 Tabelle Al 1 Table A10 Table Al 1
Tabelle A12 Table A12
Tabelle Al 3 Tabelle A14 Table Al 3 Table A14
Wie die Ergebnisse zeigen, weisen erfindungsgemäße Verbindungen der allgemeinen Formel (I) bei Behandlung im Nachauflauf eine gute herbizide Wirksamkeit gegen Schadpflanzen auf wie z. B. As the results show, compounds of the general formula (I) according to the invention have a good herbicidal activity against harmful plants during post-emergence treatment, such as, for example, B.
Abutilon theophrasti, Alopecurus myosuroides, Amaranthus retroflexus, Digitaria sanguinalis, Echinochloa crus-galli, Hordeum murinum, Lolium rigidum, Matricaria inodora, Pharbitis purpurea, Polygonum convolvulus, Setaria viridis, Stellaria media, Veronica persica und Viola tricolor bei einer Aufwandmenge von 320 g Aktivsubstanz pro Hektar. Abutilon theophrasti, Alopecurus myosuroides, Amaranthus retroflexus, Digitaria sanguinalis, Echinochloa crus-galli, Hordeum murinum, Lolium rigidum, Matricaria inodora, Pharitis purpurea, Polygonum convolvulus, Setaria viridis, Stellaria media, Veronica persica and Viola tricolor at an application rate of 320 g of active substance per hectare.
B. Herbizide Wirkung und Kulturverträglichkeit im Vorauflauf B. herbicidal action and culture compatibility in the pre-emergence
Samen von mono- bzw. dikotylen Unkraut und Kulturpflanzen wurden in Kunststoff- oder organischen Pflanztöpfen ausgelegt und mit Erde abgedeckt. Die in Form von benetzbaren Pulvern (WP) oder als Emulsionskonzentrate (EC) formulierten erfindungsgemäßen Verbindungen wurden dann als wässrige Suspension bzw. Emulsion unter Zusatz von 0,5% Additiv mit einer Wasseraufwandmenge von umgerechnet 600 1/ha auf die Oberfläche der Abdeckerde appliziert. Nach der Behandlung wurden die Töpfe im Gewächshaus aufgestellt und unter guten Wachstumsbedingungen für die Testpflanzen gehalten. Nach ca. 3 Wochen wird die Wirkung der Präparate visuell im Vergleich zu unbehandelten Kontrollen in Prozentwerten bonitiert. Beispielsweise bedeutet 100% Wirkung = Pflanzen sind abgestorben, 0% Wirkung = wie Kontrollpflanzen. Seeds of monocotyledonous and dicotyledonous weeds and crop plants were placed in plastic or organic plant pots and covered with soil. The compounds according to the invention formulated as wettable powders (WP) or as emulsion concentrates (EC) were then applied to the surface of the cover soil as an aqueous suspension or emulsion with the addition of 0.5% of additive at a rate of 600 l / ha. After treatment, the pots were placed in the greenhouse and kept under good growth conditions for the test plants. After about 3 weeks, the effect of the preparations is scored visually in comparison to untreated controls in percentages. For example, 100% means action = plants are dead, 0% effect = like control plants.
In den nachstehenden Tabllen Bl bis B14 sind die Wirkungen ausgewählter Verbindungen der allgemeinen Formel (I) gemäß der Tabellen 1.1 bis 1.150 auf verschiedene Schadpflanzen und einer Aufwandmenge entsprechend 320 g/ha, die gemäß zuvor genannter Versuchvorschrift erhalten wurden, dargestellt. Tabelle Bl In the following Tables Bl to B14, the effects of selected compounds of the general formula (I) according to Tables 1.1 to 1150 on various harmful plants and an application rate corresponding to 320 g / ha, which were obtained according to the previously mentioned experimental procedure are shown. Table Bl
Tabelle B2 Table B2
Tabelle B3 Table B3
Tabelle B4 Table B4
Tabelle B5 Table B5
Tabelle B6 Table B6
Tabelle B7 Table B7
Tabelle B8 Table B8
Tabelle B9 Table B9
Tabelle Bl 0 Tabelle Bll Table Bl 0 Table Bll
Tabelle B12 Table B12
Tabelle Bl 3 Tabelle B14 Table Bl 3 Table B14
Wie die Ergebnisse zeigen, weisen erfindungsgemäße Verbindungen der allgemeinen Formel (I) bei Behandlung im Vorauflauf eine gute herbizide Wirksamkeit gegen Schadpflanzen auf, z. B. gegenAs the results show, compounds of the general formula (I) according to the invention have a good herbicidal activity against harmful plants in the case of pre-emergence treatment, eg. B. against
Schadpflanzen wie Abutilon theophrasti, Alopecurus myosuroides, Avena fatua, Amaranthus retroflexus, Digitaria sanguinalis, Echinochloa crus-galli, Hordeum murinum, Matricaria inodora, Polygonum convolvulus, Pharbitis purpurea, Setaria viridis, Stellaria media, Veronica persica und Viola tricolor bei einer Aufwandmenge von 320 g Aktivsubstanz pro Hektar. Harmful plants such as Abutilon theophrasti, Alopecurus myosuroides, Avena fatua, Amaranthus retroflexus, Digitaria sanguinalis, Echinochloa crus-galli, Hordeum murinum, Matricaria inodora, Polygonum convolvulus, Pharitis purpurea, Setaria viridis, Stellaria media, Veronica persica and Viola tricolor at an application rate of 320 g of active substance per hectare.
Teil 2 Part 2
C. Herbizide Wirkung im Nachauflauf  C. Post-emergence herbicidal action
Samen von mono- bzw. dikotylen Unkrautpflanzen wurden in Kunststofftöpfen in sandigem Lehmboden ausgelegt (Doppelaussaaten mit jeweils einer Spezies mono- bzw. dikotyler Unkrautpflanzen pro Topf), mit Erde abgedeckt und im Gewächshaus unter kontrollierten Wachstumsbedingungen angezogen. 2 bis 3 Wochen nach der Aussaat wurden die Versuchspflanzen im Einblattstadium behandelt. Die in Form von benetzbaren Pulvern (WP) oder als Emulsionskonzentrate (EC) formulierten erfindungsgemäßen Verbindungen wurden als wässrige Suspension bzw. Emulsion, unter Zusatz von 0,5% Additiv, mit einer Wasseraufwandmenge von umgerechnet 600 Liter pro Hektar, auf die grünen Pflanzenteile appliziert. Nach ca. 3 Wochen Standzeit der Versuchspflanzen im Gewächshaus, unter optimalen Wachstumsbedingungen, wurde die Wirkung der Präparate visuell im Vergleich zu unbehandelten Kontrollen bonitiert. Beispielsweise bedeutet 100% Wirkung = Pflanzen sind abgestorben, 0% Wirkung = wie Kontrollpflanzen. Seeds of monocotyledonous or dicotyledonous weed plants were placed in sandy loam soil in plastic pots (double seeds with one species of monocotyledonous or dicotyledonous weeds per pot), covered with soil and grown in the greenhouse under controlled growing conditions. 2 to 3 weeks after sowing, the test plants were treated in the single leaf stage. The compounds according to the invention formulated as wettable powders (WP) or as emulsion concentrates (EC) were applied to the green plant parts as an aqueous suspension or emulsion, with the addition of 0.5% additive, at a rate of 600 liters per hectare , After about 3 weeks life of the test plants in the greenhouse, under optimal growth conditions, the effect of the preparations was visually compared to untreated Controls scored. For example, 100% means action = plants are dead, 0% effect = like control plants.
In den nachstehenden Tabellen Cl bis C7 sind die Wirkungen ausgewählter Verbindungen der allgemeinen Formel (I) gemäß der Tabellen 1.1 bis 1.150 auf verschiedene Schadpflanzen und einer Aufwandmenge entsprechend 1280 g/ha, die gemäß zuvor genannter Versuchs Vorschrift erhalten wurden, dargestellt. Tables C 1 through C 7 below show the effects of selected compounds of the general formula (I) according to Tables 1.1 to 1150 on various harmful plants and an application rate corresponding to 1280 g / ha, which were obtained in accordance with the aforementioned test procedure.
Tabelle Cl Table Cl
Tabelle C2  Table C2
Tabelle C3 Table C3
Tabelle C4 Table C4
Tabelle C5 Table C5
Tabelle C6 Tabelle C7 Table C6 Table C7
Wie die Ergebnisse zeigen, weisen erfindungsgemäße Verbindungen der allgemeinen Formel (I) bei Behandlung im Nachauflauf eine gute herbizide Wirksamkeit gegen Schadpflanzen auf. Beispielsweise haben dabei Verbindungen der allgemeinen Formel (I) im Nachauflaufverfahren eine sehr gute herbizide Wirkung (80% bis 100% herbizide Wirkung) gegen Schadpflanzen wie Abutilon theophrasti, As the results show, compounds of the general formula (I) according to the invention have a good herbicidal activity against harmful plants during post-emergence treatment. For example, compounds of the general formula (I) in the postemergence process have a very good herbicidal action (80% to 100% herbicidal action) against harmful plants such as Abutilon theophrasti,
Amaranthus retroflexus, Echinochloa crus-galli, Matricaria inodora, Poa annua, Setaria viridis und Stellaria media bei einer Aufwandmenge von 1280 g Aktivsubstanz pro Hektar. Amaranthus retroflexus, Echinochloa crus-galli, Matricaria inodora, Poa annua, Setaria viridis and Stellaria media at an application rate of 1280 g of active ingredient per hectare.
D. Herbizide Wirkung im Vorauflauf D. Pre-emergence herbicidal action
Samen von mono- und dikotylen Unkrautpflanzen wurden in Kunststofftöpfen, in sandigem Seeds of monocotyledonous and dicotyledonous weed plants were in plastic pots, in sandy
Lehmboden, ausgelegt (Doppelaussaaten mit jeweils eine Spezies mono- bzw. dikotyler Loamy soil, laid out (double sowing with one species each mono- or dicotyler
Unkrautpflanzen pro Topf) und mit Erde abgedeckt. Die in Form von benetzbaren Pulvern (WP) oder als Emulsionskonzentrate (EC) formulierten erfindungsgemäßen Verbindungen wurden dann als wässrige Suspension bzw. Emulsion, unter Zusatz von 0,5% Additiv, mit einer Wasseraufwandmenge von umgerechnet 600 Liter pro Hektar auf die Oberfläche der Abdeckerde appliziert. Nach der Behandlung wurden die Töpfe im Gewächshaus aufgestellt und unter guten Wachstumsbedingungen für die Testpflanzen gehalten. Nach ca. 3 Wochen wurde die Wirkung der Präparate visuell im Vergleich zu unbehandelten Kontrollen in Prozentwerten bonitiert. Beispielsweise bedeutet 100% Wirkung = Pflanzen sind abgestorben, 0% Wirkung = wie Kontrollpflanzen. Weed plants per pot) and covered with soil. In the form of wettable powders (WP) or Compounds of the invention formulated as emulsion concentrates (EC) were then applied to the surface of the cover soil as an aqueous suspension or emulsion, with the addition of 0.5% of the additive, at a rate of 600 liters per hectare. After treatment, the pots were placed in the greenhouse and kept under good growth conditions for the test plants. After about 3 weeks, the effect of the preparations was scored visually in comparison to untreated controls in percentages. For example, 100% means action = plants are dead, 0% effect = like control plants.
In den nachstehenden Tabellen Dl bis D8 sind die Wirkungen ausgewählter Verbindungen der allgemeinen Formel (I) gemäß der Tabellen 1.1 bis 1.150 auf verschiedene Schadpflanzen und einer Aufwandmenge entsprechend 1280 g/ha, die gemäß zuvor genannter Versuchs Vorschrift erhalten wurden, dargestellt. Tables D1 to D8 below show the effects of selected compounds of the general formula (I) according to Tables 1.1 to 1150 on various harmful plants and an application rate corresponding to 1280 g / ha, which were obtained in accordance with the above-mentioned experimental procedure.
Tabelle Dl Table D1
Tabelle D2 Table D2
Tabelle D3 Table D3
Tabelle D4 Tabelle D5 Table D4 Table D5
Tabelle D6 Table D6
Tabelle D7 Table D7
Tabelle D8 Table D8
Wie die Ergebnisse zeigen, weisen erfindungsgemäße Verbindungen der allgemeinen Formel (1) bei Behandlung im Vorauflauf eine gute herbizide Wirksamkeit gegen Schadpflanzen auf. Beispielsweise haben dabei Verbindungen der allgemeinen Formel (1) im Vorauflaufverfahren eine sehr gute Wirkung (80% bis 100% herbizide Wirkung) gegen Schadpflanzen wie Abutilon theophrasti, Amaranthus retroflexus, Echinochloa crus-galli, Lolium rigidum, Matricaria inodora, Poa annua, Setaria viridis und Stellaria media bei einer Aufwandmenge von 1280 g Aktivsubstanz pro Hektar. As the results show, compounds of the general formula (1) according to the invention have a good herbicidal activity against harmful plants during pre-emergence treatment. For example, compounds of the general formula (1) in the pre-emergence process have a very good action (80% to 100% herbicidal action) against harmful plants such as Abutilon theophrasti, Amaranthus retroflexus, Echinochloa crus-galli, Lolium rigidum, Matricaria inodora, Poa annua, Setaria viridis and Stellaria media at an application rate of 1280 g of active ingredient per hectare.
Teil 3 part 3
E. Messung der PS II-Aktivität in Thylakoidmembranen E. Measurement of PS II activity in thylakoid membranes
Gekühlte, frische Spinatblätter wurden zerkleinert und in 50 mM Phosphatpuffer, pH 6.8. 10 mM KCl, 0.34 M Saccharose (Saccharose-Puffer), homogenisiert (Mixer, lg Pflanzenmaterial/ml). Das Chilled fresh spinach leaves were minced and suspended in 50 mM phosphate buffer, pH 6.8. 10 mM KCl, 0.34 M sucrose (sucrose buffer), homogenized (blender, 1 g of plant material / ml). The
Homogenat wurde anschließend durch 4 Lagen Miracloth filtriert und die Chloropiasten wurden durch Zentrifugation gewonnen, d.h. 10 min Zentrifugation bei 4400 x g (4° C). Das Sediment wurde in 25 ml Saccharose-Puffer suspendiert und erneut für 10 min bei 4400 x g zentrifugiert (4° C). Das Sediment wurde nun in 40 ml 50 mM Phosphatpuffer, pH 6.8, 10 mM KCl, ohne Saccharose suspendiert. Bei diesem Schritt wurden die Chloropiasten osmotisch aufgebrochen und die Thylakoidmembranen wurden anschließend durch Zentrifugation (10 min, 4400 x g, 4° C) gewonnen. Das Membransediment wurde schließlich in ca. 20 ml 50 mM Phosphatpuffer, pH 6.8, 10 mM KCl, suspendiert. Nach Homogenate was then filtered through 4 layers of Miracloth and the chloropiasts were recovered by centrifugation, ie centrifugation at 4400 xg (4 ° C) for 10 min. The sediment was suspended in 25 ml sucrose buffer and again centrifuged for 10 min at 4400 xg (4 ° C). The sediment was then suspended in 40 ml of 50 mM phosphate buffer, pH 6.8, 10 mM KCl, without sucrose. at at this step, the chloropiasts were broken osmotically, and the thylakoid membranes were then recovered by centrifugation (10 min, 4400 xg, 4 ° C). The membrane sediment was finally suspended in about 20 ml of 50 mM phosphate buffer, pH 6.8, 10 mM KCl. To
Proteinbestimmung und Aktivitätsbestimmung wurde die Membransuspension aliquotiert und in flüssigem Stickstoff eingefroren. Die Lagerung der Aliquots erfolgte bei -80° C. Das Photosystem II- Präparat war unter diesen Bedingungen mindestens drei Monate lagerstabil. Die Aktivitätsbestimmung des Photosystems II (PS II) erfolgte daraufhin nach folgendem Testprinzip: Protein determination and activity determination, the membrane suspension was aliquoted and frozen in liquid nitrogen. The aliquots were stored at -80 ° C. The photosystem II preparation was storage-stable for at least three months under these conditions. The activity determination of the photosystem II (PS II) was then carried out according to the following test principle:
Die Elektronenübertragung von PS II auf einen artifiziellen Elektronenakzeptor, 2,6-Dichlorphenol- Indophenol (DCPIP), wurde unter Lichteinfluss gemessen. Die Konzentration der blau-gefärbten, oxidierten Form des DCPIPs ließ sich spektralphotometrisch bei der Wellenlänge l = 595 nm bestimmen. Die enzymkatalysierte Reduktion des DCPIPs führte zu einer farblosen Leukoform und damit zu einer Abnahme der Absorption bei 595 nm im Reaktionsansatz, die als Funktion der Zeit gemessen wurde. Die Aktivitätsbestimmung erfolgt in Mikrotiter-Platten (96 Kavitäten) in einem Reaktionsvolumen von 200 mΐ. 155 mΐ verdünnter Membransuspension in 50 mM Phosphatpuffer, pH 6.8, 10 mM KCl, wurden dabei vorgelegt. Die Verdünnung war je nach Aktivität der PS Il-Präparation so eingestellt, dass die Messung der Absorptionsabnahme (l = 595 nm) für mindestens 10 min linear verlief. Zu der Enzymsuspension wurden jeweils 5 mΐ Lösungen der Testverbindungen mit einer Konzentration von 100 mM in DMSO zugegeben; Kontrollen enthielten 5 mΐ DMSO; die  Electron transfer from PS II to an artificial electron acceptor, 2,6-dichlorophenol-indophenol (DCPIP), was measured under the influence of light. The concentration of the blue-colored, oxidized form of the DCPIP was determined spectrophotometrically at the wavelength l = 595 nm. The enzyme-catalyzed reduction of the DCPIP led to a colorless leuco form, which led to a decrease in absorbance at 595 nm in the reaction mixture, which was measured as a function of time. The activity is determined in microtiter plates (96 wells) in a reaction volume of 200 mΐ. 155 ml of diluted membrane suspension in 50 mM phosphate buffer, pH 6.8, 10 mM KCl, were initially introduced. The dilution was adjusted according to the activity of the PS II preparation so that the measurement of the absorption decrease (l = 595 nm) was linear for at least 10 min. To the enzyme suspension in each case 5 mM solutions of the test compounds were added at a concentration of 100 mM in DMSO; Controls contained 5 mM DMSO; the
Endkonzentration an DMSO im Reaktionsansatz betrug somit 2.5% (v/v); diese Konzentration beeinträchtigte die enzymatische Aktivität nicht. Auf jeder Mikrotiterplatte wurde ein bekannter PS II- Inhibitor, z.B. Metribuzin, als Standard eingesetzt, anhand dessen die Qualität des PS II-Tests beurteilt werden konnte. Die Reaktion wurde durch Zugabe von 40 mΐ DCPIP-Lösung (600 mM in destilliertem Wasser) gestartet; die Endkonzentration an DCPIP betrug 120 mM. Die Messung der Absorption erfolgt über einen Zeitraum von 10 min bei 22° C und unter Belichtung. Unter Verwendung von Metribuzin als Vergleichssubstanz, sind die Ergebnisse der Wirkstärke der Verbindungen der allgemeinen Formel (I) bei 100 mM in der nachfolgenden Tabelle nach folgender Einteilung angegeben: ++++ (Inhibition > 90 %), +++ (90 % > Inhibition 2: 70%), ++ (70 % > Inhibition > 50%), + (50 % > Inhibition 2: 30%). Wirkungen ausgewählter Verbindungen der allgemeinen Formel (I) gemäß nachstehender Tabelle El : Tabelle El Final concentration of DMSO in the reaction mixture was thus 2.5% (v / v); this concentration did not affect the enzymatic activity. On each microtiter plate, a known PS II inhibitor, eg metribuzin, was used as a standard, by means of which the quality of the PS II test could be assessed. The reaction was started by adding 40 mM DCPIP solution (600 mM in distilled water); the final concentration of DCPIP was 120 mM. The measurement of the absorption takes place over a period of 10 minutes at 22 ° C and under exposure. Using metribuzin as a reference substance, the results of the potency of the compounds of the general formula (I) at 100 mM are given in the following table according to the following classification: ++++ (inhibition> 90%), +++ (90%) Inhibition 2: 70%), ++ (70%>inhibition> 50%), + (50%> inhibition 2: 30%). Effects of selected compounds of the general formula (I) according to the following table El: Table El
Ähnliche Ergebnisse konnten auch mit weiteren Verbindungen der allgemeinen Formel (I) auch bei Applikation dieser Verbindungen auf andere Pflanzenarten erzielt werden. Similar results could also be achieved with other compounds of the general formula (I) even when these compounds were applied to other plant species.

Claims

Patentansprüche : Claims:
1. Substituierte N-Heterocyclyl- und N-Heteroaryl-tetrahydropyrimidinone der allgemeinen Formel (I)der allgemeinen Formel (I) und/oder deren Salze 1. Substituted N-heterocyclyl and N-heteroaryl-tetrahydropyrimidinone of the general formula (I) of the general formula (I) and / or salts thereof
worin  wherein
Q für die Gruppen Q-l bis Q-30 Q for the groups Q-1 to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder die Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder A 1 , A 2 , A 3 , A 4 are the same or different and are independently N (nitrogen) or the group CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the Group CR 8 has the same or different meanings as defined below, or
A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder  optionally substituted by heteroatoms from the group N, O and S form interrupted and optionally further substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder  optionally substituted by heteroatoms from the group N, O and S form interrupted and optionally further substituted 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden,  optionally form interrupted by heteroatoms from the group N, O and S and optionally further substituted 5-7-membered ring,
R1 für Wasserstoff, Hydroxy, (C i-Cx)- Alkyl, (C i-Cx)-Haloalkyl, (Ci-Cx)-Hydroxyalkyl, Hydroxycarbonyl-(Ci-Cg)-alkylen, (Ci-Cx)-Alkoxy, (Ci-C8)-Alkoxy-(Ci-C8)-alkylen, (Ci-Csj-Alkoxyalkyloxy, (Ci-Csj-Haloalkoxy, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, Aryl, Heteroaryl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkylen, Heterocyclyl, (C2-C8)-Alkenyl, (C2-C8)-Alkenyloxy, (C2-C8)-Alkinyl, (C2-C8)-Alkinyloxy, Amino, Bis-[(Ci-C8)-Alkyl]amino, Aryl-(Ci-C8)-alkylen, Heteroaryl-(Ci-C8)-alkylen, R 1 is hydrogen, hydroxy, (Ci-Cx) -alkyl, (Ci-Cx) -haloalkyl, (Ci-Cx) -hydroxyalkyl, hydroxycarbonyl- (Ci-Cg) -alkylene, (Ci-Cx) -alkoxy , (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkylene, (C 1 -C 8 -alkoxyalkyloxy, (C 1 -C 2 -haloalkoxy, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, aryl , Heteroaryl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8) -alkylene, heterocyclyl, (C 2 -C 8) -alkenyl, (C 2 -C 8) -alkenyloxy, (C 2 -C 8) -alkynyl, (C 2 -C 8) Alkynyloxy, amino, bis - [(C 1 -C 8 ) -alkyl] -amino, aryl- (C 1 -C 8 ) -alkylene, heteroaryl- (C 1 -C 8 ) -alkylene,
Heterocyclyl-(Ci-C8)-alkylen, (Ci-C8)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, SO2R13, R120(0)C-(Ci-C8)- Alkylen, Arylcarbonyl-(Ci-C8)-alkylen, (Ci-C8)- Alkylcarbonyl-(Ci-C8)-alkylen, Heteroarylcarbonyl-(Ci-C8)-alkylen, Heterocyclyl (Ci-C8) alkylene, (Ci-C 8) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, SO2R 13, R 12 0 ( 0) C- (C 1 -C 8 ) -alkylene, arylcarbonyl- (C 1 -C 8 ) -alkylene, (C 1 -C 8 ) -alkylcarbonyl- (C 1 -C 8 ) -alkylene, heteroarylcarbonyl- (C 1 -C 8 ) -alkylene,
Heterocyclylcarbonyl-(Ci-C8)-alkylen, (Ci-C7)-Alkylcarbonyloxy-(Ci-C8)-alkylen steht, R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Halogen, (Ci-Cg)-Alkyl, (Ci-Cs)- Haloalkyl, (C3-Cio)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cg)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, (C2-Cg)-Alkenyl, (C2-Cg)-Alkinyl, Arylcarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyl-(Ci-Cg)-alkyl, Heteroarylcarbonyl- (Ci-Cg)-alkyl, (C3-Cio)-Cycloalkylcarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Cg)-alkoxycarbonyl- (Ci-Cg)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, Arylcarbonyloxy-(Ci-Cg)-alkyl, Heteroarylcarbonyloxy-(Ci-Cg)-alkyl, Heterocyclylcarbonyl- (C 1 -C 8 ) -alkylene, (C 1 -C 7) -alkylcarbonyloxy- (C 1 -C 8 ) -alkylene, R 2 and R 9 are each independently hydrogen, hydroxy, halogen, (Ci-Cg) alkyl, (Ci-Cs) - haloalkyl, (C3-Cio) -cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl- (Ci-C 8) alkyl, heteroaryl (Ci-Cg) alkyl, heterocyclyl (Ci-C8) alkyl, (C2-Cg) alkenyl, (C2-Cg) -alkynyl, arylcarbonyl (Ci-C 8) alkyl, (C 1 -C 8 ) -alkylcarbonyl- (C 1 -C 6) -alkyl, heteroarylcarbonyl- (C 1 -C 6 ) -alkyl, (C 3 -C 10) -cycloalkylcarbonyl- (C 1 -C 8 ) -alkyl, aryl- (Ci -Cg) -alkoxycarbonyl- (Ci-Cg) -alkyl, (Ci-C 8 ) -alkoxycarbonyl- (Ci-Cg) -alkyl, (Ci-C 8 ) -alkoxy- (Ci-C 8 ) -alkyl, Arylcarbonyloxy (Ci-Cg) -alkyl, heteroarylcarbonyloxy- (Ci-Cg) -alkyl,
Heterocyclylcarbonyloxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryl- (Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-Alkoxy-(Ci-C8)-alkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, S02R13, NR10RU, R10RuN-(Ci-C8)-alkyl, Cyano-(Ci-Cg)-alkyl, Hydroxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl, Heterocyclylcarbonyloxy- (Ci-C 8) alkyl, (Ci-C8) alkylcarbonyloxy (Ci-C8) alkyl, (C3-C8) -Cycloalkylcarbonyloxy- (Ci-C8) alkyl, (Ci-C 8 ) -Haloalkoxy- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) alkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, OR 12, SR 13, SOR 13, S0 2 R 13, NR 10 R U, R 10 R u N (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 6) -alkyl, hydroxycarbonyl- (C 1 -C 6) -alkyl, hydroxycarbonyl,
Aminocarbonyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(Ci-C8)- alkyl, (C3-C8)-Cycloalkylaminocarbonyl-(C i-Cg)-alkyl, (C2-Cg)-Alkenyloxycarbonyl- (Ci-Cg)-alkyl, (C3-Cg)-Cycloalkyl- (Ci-C8)-alkoxycarbonyl-(Ci-Cg)-alkyl, Cyano, Hydroxy-(Ci-Cg)-alkyl stehen, oder Aminocarbonyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C2 -cg) -Alkenyloxycarbonyl- (Ci-Cg) alkyl, (C3-Cg) cycloalkyl (Ci-C8) alkoxycarbonyl (Ci-Cg) alkyl, cyano, hydroxy (Ci-Cg) alkyl stand, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder  Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (Ci-Cg)-Alkoxy, (C3-Cio)-Cycloalkyl-R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 6) -alkoxy, (C 3 -C 10) -cycloalkyl
(Ci-Cg)-alkoxy, Aryl-(Ci-Cg)-alkoxy, (Ci-C8)-Alkoxy-(Ci-Cg)-alkoxy, Arylcarbonyloxy, (Ci-Cg)-Alkylcarbonyloxy, (Ci-Cg)-Alkoxy- (Ci-Cg)-alkylcarbonyloxy, Aryl-(Ci-C8)- alkylcarbonyloxy, Heteroarylcarbonyloxy, (C3-C io)-Cycloalkylcarbonyloxy, (Ci-Cg) -alkoxy, aryl- (Ci-Cg) -alkoxy, (Ci-C 8 ) -alkoxy- (Ci-Cg) -alkoxy, arylcarbonyloxy, (Ci-Cg) -Alkylcarbonyloxy, (Ci-Cg) alkoxy- (Ci-Cg) alkylcarbonyloxy, aryl (Ci-C8) - alkylcarbonyloxy, heteroarylcarbonyloxy, (C3-C io) cycloalkylcarbonyloxy,
Heterocyclylcarbonyloxy, (Ci-Cg)-Haloalkyl-carbonyloxy, (C2-Cg)-Alkenylcarbonyloxy, 0C(0)0R12, 0C(0)SR13, OC(S)OR12, OC(S)SR13, OSO2R13, OSO2OR12, OCHO steht, Heterocyclylcarbonyloxy, (Ci-Cg) haloalkyl-carbonyloxy, (C2-Cg) alkenylcarbonyloxy, 0C (0) 0R 12, 0C (0) SR 13, OC (S) OR 12, OC (S) SR 13, OSO2R 13 , OSO2OR 12 , OCHO stands,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (Ci-Cs)-R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxy, halogen, (C 1 -C 5) -
Alkyl, (Ci-Cgj-Haloalkyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-Cg)-alkyl, Heteroaryl-(Ci-Cg)-alkyl, Heterocyclyl- (Ci-C8)-al yl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (C2-C8)-Haloalkenyl, (C2-C8)- Haloalkinyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-C10)- Halocycloalkenyl, Aryl-(C2-C8)-alkenyl, Heteroaryl-(C2-C8)-alkenyl, Heterocyclyl- (C2-C8)-alkenyl, Aryl-(C2-C8)-alkinyl, Heteroaryl-(C2-C8)-alkinyl, Heterocyclyl-(C2-C8)- alkinyl, (C3-Cio)-Cycloalkyl-(C2-C8)-alkinyl, Arylcarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonyl-(Ci-C8)-alkyl, Heteroarylcarbonyl-(Ci-C8)-alkyl, (C3-C10)- Cycloalkylcarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, Arylcarbonyloxy-(Ci-C8)- alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, Heterocyclylcarbonyloxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl- (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, CHO, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, S02R13, NR10Ru, R10RuN-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, Alkyl, (C 1 -C 9 -haloalkyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 9) -alkyl , Heteroaryl (Ci-Cg) -alkyl, heterocyclyl (C 1 -C 8 ) -al yl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, (C 2 -C 8 ) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10) -halocycloalkyl, (C 4 -C 10) -cycloalkenyl, (C 4 -C 10) -halocycloalkenyl, aryl- (C 2 -C 8 ) -alkenyl, heteroaryl- (C 2 -C 8 ) -alkenyl, heterocyclyl- (C 2 -C 8 ) -alkenyl, aryl- (C 2 -C 8 ) -alkynyl, heteroaryl- (C 2 -C 8 ) -alkynyl, heterocyclyl- (C 2 -C 8 ) -alkynyl, (C3-Cio ) cycloalkyl (C 2 -C 8) -alkynyl, arylcarbonyl (Ci-C 8) alkyl, (Ci-C 8) - alkylcarbonyl (Ci-C8) alkyl, heteroarylcarbonyl (Ci-C 8 ) alkyl, (C3-C10) - cycloalkylcarbonyl (Ci-C 8) alkyl, aryl (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl, arylcarbonyloxy (Ci-C 8) - alkyl, Heteroarylcarbonyloxy- (Ci-C 8) alkyl, heterocyclylcarbonyloxy - (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonyloxy- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkylcarbonyloxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonyloxy- (C 1 -C 8 ) -alkyl; 8 ) -haloalkoxy- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alk oxy- (Ci-C 8) alkyl, CHO, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, OR 12, SR 13, SOR 13, S0 2 R 13, NR 10 R u , R 10 R u is N- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkyl,
Hydroxycarbonyl-(Ci-C8)-alkyl, Hydroxycarbonyl, (Ci-C8)-Haloalkoxy-(Ci-C8)- alkylthio, (Ci-C8)-Alkylthio-(Ci-C8)-alkylen, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkylthio, (Ci-C8)-Alkylthio-(Ci-C8)-alkylthio, Aminocarbonyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)- alkyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl- (Ci-C8)- alkoxycarbonyl-(Ci-C8)-alkyl, Cyano, Hydroxy-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxy- (Ci-C8)-alkyl stehen, oder Hydroxycarbonyl- (C 1 -C 8 ) -alkyl, hydroxycarbonyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkylene, ( C 1 -C 8 ) -haloalkylthio (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkylthio, aminocarbonyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, (Ci C8) alkylaminocarbonyl (Ci-C8) alkyl, (C3-C8) -Cycloalkylaminocarbonyl- (Ci-C 8) - alkyl, (C 2 -C 8) -Alkenyloxycarbonyl- (Ci-C 8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkoxycarbonyl (Ci-C 8) alkyl, cyano, hydroxy (Ci-C 8) alkyl, (C 2 -C 8) Alkenyloxy (Ci-C 8 ) alkyl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12 und Q-19 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12 and Q-19,
R5 für Wasserstoff, Formyl, (Ci-C8)-Alkyl, (Ci-C8)-Haloalkyl, Hydroxy-(Ci-C8)- alkyl, Hydroxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, Aryl, Heteroaryl, (C3-Cio)-Cycloalkyl-(Ci-C8)-alkyl, R 5 is hydrogen, formyl, (Ci-C 8) -alkyl, (Ci-C 8) haloalkyl, hydroxy- (Ci-C8) - alkyl, hydroxycarbonyl- (Ci-C 8) alkyl, (Ci- C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 3 -C 10) -cycloalkyl, (C 3 -C 10) -halocycloalkyl, aryl, heteroaryl, (C 3 -C 10) -cycloalkyl- (C 1 -C 8 ) - alkyl,
Heterocyclyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, NR10RU, Aryl-(Ci-C8)-alkyl, Heterocyclyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, NR 10 R U , aryl- (C 1 -C 8 ) -alkyl,
Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, (Ci-C8)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C2-C8)- Alkenyloxycarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, Aryloxycarbonyl-(Ci-C8)-alkyl, Arylcarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyl-(Ci-C8)-alkyl, Heteroarylcarbonyl- (Ci-C8)-alkyl, Heterocyclylcarbonyl-(Ci-C8)-alkyl steht, oder R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroaryl- (Ci-C 8) alkyl, heterocyclyl (Ci-C8) alkyl, (Ci-C 8) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, S0 2 R 13, (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 2 -C 8) - alkenyloxycarbonyl (Ci-C 8) alkyl, aryl (C -C 8) alkoxycarbonyl (Ci-C 8) alkyl, heteroaryl (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, aryloxycarbonyl (Ci-C 8) alkyl, arylcarbonyl ( C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonyl- (C 1 -C 8 ) -alkyl, heteroarylcarbonyl- (C 1 -C 8 ) -alkyl, heterocyclylcarbonyl- (C 1 -C 8 ) -alkyl, or R 4 and R 5 together with the N-atom or C-atom to which they are each bonded, a fully saturated or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q- 25 und Q-26 steht,  Form heteroatoms from the group N, O and S interrupted and optionally further substituted, total 3-7-membered ring, when Q stands for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (C i -CA)- Alkyl steht, R 6 is hydrogen, (C 1 -C 6) -alkyl,
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 ,
SOR13, SO2R13, Thiocyanato, lsothiocyanato, Formyl, (C 1 -CA)- Alkyl, (C2-Cg)-Alkenyl, (C2-Cg)-Alkinyl, (Ci-Cio)-Haloalkyl, (C2-Cg)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-Cio)-Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-C10)- Halocycloalkenyl, Pentafluorthio, (Ci-C8)-Alkoxy-(Ci-Cg)-haloalkyl, (Ci-Cg)- Haloalkoxy-(Ci-C8)-haloalkyl, (Ci-C8)-Haloalkoxy-(Ci-Cg)-alkyl, Aryl, Aryl-(Ci-Cg)- alkyl, Heteroaryl, Heteroaryl-(Ci-Cg)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (C4-C10)- Cycloalkenyl-(Ci-C8)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-Cg)-alkyl, (Ci-Cg)-Alkoxy- (Ci-C8)-alkyl, (Ci-Cg)-Alkylthio-(Ci-Cg)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyl-(Ci-C8)-alkyl, C(0)OR12, C(O)NR10Ru, C(0)R12, -C=NOR12, - C=NOH, R10R11N-(Ci-C8)-alkyl, R120(0)C-(Ci-C8)-alkyl, Hydroxycarbonyl, SOR 13, SO 2 R 13, thiocyanato, lsothiocyanato, formyl, (C 1 -CA) - alkyl, (C 2 -CG) alkenyl, (C 2 -CG) alkynyl, (Ci-Cio) -haloalkyl, ( C 2 -CG) haloalkenyl, (C 2 -C 8) haloalkynyl, (C 3 -Cio) cycloalkyl, (C 3 -Cio) halocycloalkyl, (C 4 -Cio) cycloalkenyl, (C 4 -C 10 ) - halocycloalkenyl, pentafluorothio, (C 1 -C 8 ) -alkoxy- (C 1 -C 6) -haloalkyl, (C 1 -C 9) -haloalkoxy- (C 1 -C 8 ) -haloalkyl, (C 1 -C 8 ) -haloalkoxy- (Ci-Cg) -alkyl, aryl, aryl- (Ci-Cg) -alkyl, heteroaryl, heteroaryl (Ci-Cg) -alkyl, (C 3 -C 8 ) -cycloalkyl- (Ci-C 8 ) -alkyl , (C 4 -C 10 ) -cycloalkenyl- (C 1 -C 8 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6) -alkoxy- (C 1 -C 8 ) -alkyl, ( Ci-Cg) -alkylthio (Ci-Cg) -alkyl, (Ci-C 8 ) -haloalkylthio (Ci-C 8 ) -alkyl, (Ci-C 8 ) -alkylcarbonyl- (Ci-C 8 ) -alkyl , C (O) OR 12 , C (O) NR 10 R u , C (O) R 12 , -C = NOR 12 , -C = NOH, R 10 R 11 N- (C 1 -C 8 ) -alkyl, R 12 0 (0) C- (C 1 -C 8 ) -alkyl, hydroxycarbonyl,
Hydroxycarbonyl-(Ci-Cg)-alkyl, Aryl-(Ci-Cg)-alkinyl, Heteroaryl-(Ci-Cg)-alkinyl, Heterocyclyl-(Ci-Cg)-alkinyl, Tris-[(Ci-Cg)-alkyl]silyl-(C2-Cg)-alkinyl, Bis-[(Ci-Cg)- alkyl](aryl)silyl-(C2-Cg)-alkinyl, Bis-aryl[(Ci-Cg)-alkyl]silyl-(C2-Cg)-alkinyl, (C3-Cg)- Cycloalkyl-(C2-Cg)-alkinyl, Aryl-(C2-Cg)-alkenyl, Heteroaryl-(C2-Cg)-alkenyl, Heterocyclyl-(C2-Cg)-alkenyl, (C3-Cg)-Cycloalkyl-(C2-Cg)-alkenyl, (Ci-Cg)-Alkoxy- (Ci-Cg)-alkoxy-(Ci-Cg)-alkyl, (Ci-Cg)-Alkylaminosulfonylamino, (C3-Cg)- Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-Cg)-alkyl]silyl, Bis- [(Ci-Cg)-alkyl](aryl)silyl, Bis-aryl[(Ci-Cg)-alkyl]silyl stehen, Hydroxycarbonyl- (Ci-Cg) -alkyl, aryl- (Ci-Cg) -alkinyl, heteroaryl- (Ci-Cg) -alkinyl, heterocyclyl- (Ci-Cg) -alkinyl, tris - [(Ci-Cg) -alkyl ] silyl (C 2 -Cg) alkynyl, bis - [(Ci-Cg) alkyl] (aryl) silyl (C 2 -Cg) alkynyl, bis-aryl [(Ci-Cg) alkyl] silyl - (C 2 -Cg) -alkynyl, (C 3 -Cg) -cycloalkyl- (C 2 -Cg) -alkynyl, aryl- (C 2 -CG) -alkenyl, heteroaryl- (C 2 -Cg) -alkenyl, Heterocyclyl (C 2 -C 6) -alkenyl, (C 3 -C 6) -cycloalkyl- (C 2 -C 6) -alkenyl, (C 1 -C 6) -alkoxy- (C 1 -C 6) -alkoxy- (C 1 -C 4) -alkyl, (Ci-Cg) -alkylaminosulfonylamino, (C 3 -Cg) -cycloalkylaminosulfonylamino, diazo, aryldiazo, tris - [(Ci-Cg) -alkyl] silyl, bis [(Ci-Cg) -alkyl] (aryl ) silyl, bis-aryl [(Ci-Cg) -alkyl] silyl,
R10 und R11 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (Ci-Cg)- Alkyl, (C2-Cg)-Alkenyl, (C2-Cg)-Alkinyl, (Ci-Cg)-Cyanoalkyl, (Ci-Cio)-Haloalkyl, (C2-Cg)-Haloalkenyl, (C2-Cg)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-Cg)-Alkoxy- (Ci-Cg)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (Ci-Cg)-Alkylthio-(Ci-Cg)-alkyl, (Ci-Cg)Haloalkylthio-(Ci-Cg)-alkyl, (Ci-Cg)-Alkoxy-(Ci-Cg)-haloalkyl, Aryl, Aryl- (Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-Cg)-alkyl, (C3-Cio)-Cycloalkyl-(Ci-Cg)-alkyl, (C4-Cio)-Cycloalkenyl-(Ci-Cg)-alkyl, COR12, SO2R13, (Ci-C8)-Alkyl-HN02S-, (C3-C10)- Cycloalkyl-HN02S-, Heterocyclyl, (Ci-Cg)-Alkoxycarbonyl-(Ci-Cg)-alkyl, (Ci-Cg)- Alkoxycarbonyl, Aryl-(Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)- Alkoxycarbonyl, Hctcroaryl-(C'i -Cg)- Alkoxycarbonyl, (C2-C8)-Alkenyloxycarbonyl, (C2-C8)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-Cg)-alkyl stehen, R 10 and R 11 are identical or different and are each independently hydrogen, (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenyl, (C 2 -C 6) -alkynyl, (C 1 -C 8) -cyanoalkyl, ( Ci-Cio) -haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -Cg) -haloalkinyl, (C 3 -Cio) -cycloalkyl, (C 3 -C 10 ) -halocycloalkyl, (C 4 -Cio) Cycloalkenyl, (C 4 -C 10) -halocycloalkenyl, (Ci-Cg) -alkoxy- (Ci-Cg) -alkyl, (Ci-C 8 ) -haloalkoxy- (Ci-C 8 ) -alkyl, (Ci-Cg ) -Alkylthio (Ci-Cg) -alkyl, (Ci-Cg) haloalkylthio (Ci-Cg) -alkyl, (Ci-Cg) -alkoxy- (Ci-Cg) -haloalkyl, aryl, aryl- C 7) alkyl, heteroaryl, heteroaryl (Ci-Cg) -alkyl, (C 3 -Cio) -cycloalkyl (Ci-Cg) -alkyl, (C 4 -Cio) -Cycloalkenyl- (Ci-Cg) -alkyl , COR 12 , SO 2 R 13 , (C 1 -C 8 ) -alkyl-HNO 2 S-, (C 3 -C 10 ) -cycloalkyl-HNO 2 S-, heterocyclyl, (Ci-Cg) -alkoxycarbonyl- (Ci -Cg) -alkyl, (Ci-Cg) - Alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, aryl (Ci-C8) - alkoxycarbonyl, Hctcroaryl- (C 'i -CG) - alkoxycarbonyl, (C 2 -C 8 ) alkenyloxycarbonyl, (C 2 -C 8 ) -alkynyloxycarbonyl, heterocyclyl- (Ci-Cg) -alkyl,
R12 für (Ci-Cg)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (Ci-C8)-Cyanoalkyl, (Ci-Cio)- Haloalkyl, (C2-Cg)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-C8)-Alkoxy- (Ci-Cg)-alkyl, (Ci-C8)-Alkoxy-(Ci-Cg)-haloalkyl, Aryl, Aryl-(Ci-Cg)-alkyl, Heteroaryl, Heteroaryl-(Ci-Cg)-alkyl, (C3-Cio)-Cycloalkyl-(Ci-Cg)-alkyl, (Ci-Cioj-Cycloalkenyl- (Ci-Cg)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, (C2-C8)-Alkenyloxycarbonyl- (Ci-Cg)-alkyl, Aryl-(Ci-C8)-Alkoxycarbonyl-(Ci-Cg)-alkyl, Hydroxycarbonyl-(Ci-C8)- alkyl, Heterocyclyl, Heterocyclyl-(Ci-Cg)-alkyl steht, R 12 is (Ci-Cg) -alkyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, (Ci-C 8 ) -cyanoalkyl, (Ci-Cio) - haloalkyl, (C 2 -Cg) -haloalkenyl, (C 2 -C 8 ) -haloalkynyl, (C 3 -C 10 ) -cycloalkyl, (C 3 -C 10 ) -halocycloalkyl, (C 4 -C 10 ) -cycloalkenyl, (C 4 -Cio ) -Halocycloalkenyl, (Ci-C 8 ) -alkoxy- (Ci-Cg) -alkyl, (Ci-C8) -alkoxy- (Ci-Cg) -haloalkyl, aryl, aryl- (Ci-Cg) -alkyl, heteroaryl , Heteroaryl- (Ci-Cg) -alkyl, (C 3 -Cio) -cycloalkyl- (Ci-Cg) -alkyl, (Ci-Cioj-Cycloalkenyl- (Ci-Cg) -alkyl, (Ci-C8) -alkoxycarbonyl (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, hydroxycarbonyl- (C 1 -C 4) -alkyl) C 8 ) - alkyl, heterocyclyl, heterocyclyl (Ci-Cg) -alkyl,
R13 für (Ci-Cg)-Alkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, (Ci-C8)-Cyanoalkyl, (C1-C10)- Haloalkyl, (C2-C8)-Haloalkenyl, (C2-C8)-Haloalkinyl, (C3-Cio)-Cycloalkyl, (C3-C10)- Halocycloalkyl, (C4-Cio)-Cycloalkenyl, (C4-Cio)-Halocycloalkenyl, (Ci-C8)-Alkoxy- (Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-haloalkyl, Aryl, Aryl-(Ci-C8)-alkyl, Heteroaryl, Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, (C3-Cio)-Cycloalkyl-(Ci-C8)- alkyl, (C4-Cio)-Cycloalkenyl-(Ci-C8)-alkyl, NR10RU steht, R 13 is (Ci-Cg) alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -alkynyl, (Ci-C 8) cyanoalkyl, (C 1 -C 10) - haloalkyl, (C 2 -C 8) -haloalkenyl, (C 2 -C 8) haloalkynyl, (C 3 -Cio) cycloalkyl, (C 3 -C 10) - halocycloalkyl, (C 4 -Cio) cycloalkenyl, (C 4- Cio) -halocycloalkenyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -haloalkyl, aryl, aryl- C 8) alkyl, heteroaryl, heteroaryl (Ci-C 8) alkyl, heterocyclyl (Ci-C8) alkyl, (C 3 -Cio) cycloalkyl- (Ci-C8) - alkyl, (C 4- Cio) -Cycloalkenyl- (C 1 -C 8 ) -alkyl, NR 10 R U ,
R14 und R15 unabhängig voneinander für Wasserstoff, (Ci-C8)-Alkyl, Halogen stehen, oder R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 8 ) -alkyl, halogen, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -kligigen ring
W für Sauerstoff steht. W stands for oxygen.
2. Verbindung der allgemeinen Formel (1) gemäß Anspruch lund/oder deren Salze, dadurch 2. A compound of general formula (1) according to claim lund / or salts thereof, characterized
gekennzeichnet, dass  marked that
Q für die Gruppen Q-l bis Q-30 steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des Q for the groups Ql to Q-30 wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder die Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder A 1 , A 2 , A 3 , A 4 are the same or different and are independently N (nitrogen) or the group CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the Group CR 8 has the same or different meanings as defined below, or
A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally substituted by heteroatoms from the group N, O and S form interrupted and optionally further substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring,
R1 für Wasserstoff, Hydroxy, (Ci-Cv)-Alkyl, (Ci-Cv)-Haloalkyl, (Ci-Cv)-Hydroxyalkyl, Hydroxycarbonyl-(Ci-Cv)-alkylen, (Ci-Cv)-Alkoxy, (Ci-C7)-Alkoxy-(Ci-C7)-alkylen, (Ci-C7)-Alkoxyalkyloxy, (Ci-C7)-Haloalkoxy, (C3-C8)-Cycloalkyl, (C3-Cs)- Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkylen, Heterocyclyl, (C2-C7)-Alkenyl, (C2-C7)-Alkenyloxy, (C2-C7)-Alkinyl, (C2-C7)-Alkinyloxy, Amino, Bis-[(Ci-C7)-Alkyl]amino, Aryl-(Ci-C7)-alkylen, Heteroaryl-(Ci-C7)-alkylen, R 1 is hydrogen, hydroxy, (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkyl, (C 1 -C 4) -hydroxyalkyl, hydroxycarbonyl- (C 1 -C 4) -alkylene, (C 1 -C 4) -alkoxy, ( Ci-C7) alkoxy (Ci-C7) alkylene, (Ci-C 7) -Alkoxyalkyloxy, (Ci-C7) haloalkoxy, (C 3 -C 8) -cycloalkyl, (C 3 -Cs ) - Halocycloalkyl, aryl, heteroaryl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkylene, heterocyclyl, (C 2 -C 7 ) -alkenyl, (C 2 -C 7 ) -alkenyloxy, ( C 2 -C 7) -alkynyl, (C 2 -C 7) alkynyloxy, amino, bis - [(Ci-C 7) alkyl] amino, aryl (Ci-C7) alkylene, heteroaryl (C -C 7 ) -alkylene,
Heterocyclyl-(Ci-C7)-alkylen, (Ci-C7)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, R120(0)C-(CI-C7)- Alkylen, Arylcarbonyl-(Ci-C7)-alkylen, (C1-C7)- Alkylcarbonyl-(Ci-C7)-alkylen, Heteroarylcarbonyl-(Ci-C7)-alkylen, Heterocyclyl- (Ci-C7) alkylene, (Ci-C 7) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, S0 2 R 13, R 12 0 (0) C- (C I -C 7) - alkylene, arylcarbonyl (Ci-C7) alkylene, (C 1 -C 7) - alkylene alkylcarbonyl (Ci-C 7), heteroarylcarbonyl (C -C 7 ) -alkylene,
Heterocyclylcarbonyl-(Ci-C7)-alkylen, (Ci-C7)-Alkylcarbonyloxy-(Ci-C7)-alkylen steht, Heterocyclylcarbonyl- (C 1 -C 7 ) -alkylene, (C 1 -C 7 ) -alkylcarbonyloxy- (C 1 -C 7 ) -alkylene,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Halogen, (Ci-C7)-Alkyl, (C1-C7)- Haloalkyl, (C3-C8)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl-(Ci-C7)-alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkyl, Aryl-(Ci-C7)-alkoxy- (Ci-C7)-alkyl, Heteroaiyl-(Ci-C7)-Alkoxy-(Ci-C7)-alkyl, OR12, SR13, SOR13, SO2R13, NR10RU, R10RuN-(Ci-C7)-alkyl, Cyano-(Ci-C7)-alkyl, Cyano, Hydroxy-(Ci-C7)-alkyl stehen, oder R 2 and R 9 are independently hydrogen, hydroxy, halogen, (Ci-C7) alkyl, (C 1 -C 7) - haloalkyl, (C 3 -C 8) cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl - (Ci-C7) alkyl, heteroaryl (Ci-C7) alkyl, heterocyclyl (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) - Alkynyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -haloalkoxy- (C 1 -C 7 ) -alkyl, aryl- (C 1 -C 7 ) -alkoxy- ( C 1 -C 7 ) -alkyl, heteroaiyl- (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl, OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u is N- (C 1 -C 7 ) -alkyl, cyano- (C 1 -C 7 ) -alkyl, cyano, hydroxy- (C 1 -C 7 ) -alkyl, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (Ci-Cv)-Alkoxy, (Cx-Cx)-Cycloalkyl-R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (C 1 -C 4) -alkoxy, (C 1 -C 6) -cycloalkyl
(Ci-Cv)-alkoxy, Aryl-(Ci-Cv)-alkoxy, (Ci-C7)-Alkoxy-(Ci-Cv)-alkoxy, Arylcarbonyloxy, (Ci-Cv)-Alkylcarbonyloxy, (Ci-Cv)-Alkoxy- (Ci-Cv)-alkylcarbonyloxy, Aryl-(Ci-Cv)- alkylcarbonyloxy, Heteroarylcarbonyloxy, (Cx-Cx)-Cycloalkylcarbonyloxy, (C 1 -C 4) -alkoxy, aryl- (C 1 -C 4) -alkoxy, (C 1 -C 7 ) -alkoxy- (C 1 -C 4) -alkoxy, arylcarbonyloxy, (C 1 -C 4) -alkylcarbonyloxy, (C 1 -C 4) Alkoxy- (Ci-Cv) -alkylcarbonyloxy, aryl- (Ci-Cv) - alkylcarbonyloxy, heteroarylcarbonyloxy, (Cx-Cx) -cycloalkylcarbonyloxy,
Heterocyclylcarbonyloxy, (Ci-Cv)-Haloalkyl-carbonyloxy, (C2-Cv)-Alkenylcarbonyloxy, 0C(0)0R12, 0C(0)SR13, OC(S)OR12, OC(S)SR13, 0S02R13, OSO2OR12, OCHO steht, Heterocyclylcarbonyloxy, (Ci-Cv) -haloalkyl-carbonyloxy, (C 2 -Cv) -alkenylcarbonyloxy, 0C (0) 0R 12 , 0C (0) SR 13 , OC (S) OR 12 , OC (S) SR 13 , 0S0 2 R 13 , OSO 2 OR 12 , OCHO stands,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (C1-C7)-R 4 and R 7 are independently hydrogen, hydrothio, hydroxy, halogen, (C 1 -C 7 ) -
Alkyl, (Ci-C7)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl- (Ci-C7)-alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (C2-C7)-Haloalkenyl, (C2-C7)- Haloalkinyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Aryl-(C2-C7)-alkenyl, Heteroaryl-(C2-C7)-alkenyl, Heterocyclyl-(C2-C7)-alkenyl, Aryl- (C2-C7)-alkinyl, Heteroaryl-(C2-C7)-alkinyl, Heterocyclyl-(C2-C7)-alkinyl, (C3-C8)- Cycloalkyl-(C2-C7)-alkinyl, Arylcarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylcarbonyl-(Ci-C7)- alkyl, Heteroarylcarbonyl-(Ci-C7)-alkyl, (C3-C8)-Cycloalkylcarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)-alkoxycarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, Arylcarbonyloxy-(Ci-C7)-alkyl, Heteroarylcarbonyloxy- (Ci-C7)-alkyl, Heterocyclylcarbonyloxy-(Ci-C7)-alkyl, (Ci-C7)-Alkylcarbonyloxy- (Ci-C7)-alkyl, (C3-C7)-Cycloalkylcarbonyloxy-(Ci-C7)-alkyl, (Ci-C7)-Haloalkoxy- (Ci-C7)-alkyl, Aryl-(Ci-C7)-alkoxy-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-Alkoxy-(Ci-C7)- alkyl, CHO, C(0)R12, C(0)0R12, C(O)NR10Ru, OR12, SR13, SOR13, SO2R13, NR10RU, R10RuN-(Ci-C7)-alkyl, Cyano-(Ci-C7)-alkyl, Hydroxycarbonyl-(Ci-C7)-alkyl, Alkyl, (C 1 -C 7 ) -haloalkyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (Ci -C 7) alkyl, heteroaryl (Ci-C7) alkyl, heterocyclyl (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, ( C 2 -C 7 ) haloalkenyl, (C 2 -C 7 ) haloalkynyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 4 -C 8 ) -halocycloalkenyl, aryl (C 2 -C 7 ) alkenyl, heteroaryl (C 2 -C 7 ) alkenyl, heterocyclyl (C 2 -C 7 ) alkenyl, aryl (C 2 -C 7 ) alkynyl, heteroaryl ( C 2 -C 7 ) -alkynyl, heterocyclyl- (C 2 -C 7 ) -alkynyl, (C 3 -C 8 ) -cycloalkyl- (C 2 -C 7 ) -alkynyl, arylcarbonyl- (C 1 -C 7 ) - alkyl, (Ci-C 7) alkylcarbonyl (Ci-C7) - alkyl, heteroarylcarbonyl (Ci-C7) alkyl, (C 3 -C 8) cycloalkylcarbonyl (Ci-C7) alkyl, Aryl- (C 1 -C 7 ) -alkoxycarbonyl- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxycarbonyl- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 4 ) -alkyl C 7 ) -alkyl, arylcarbonyloxy- (C 1 -C 7 ) -alkyl, heteroarylcarbonyloxy- (C 1 -C 7 ) -alkyl, heterocycliccarbonyloxy- (C 1 -C 7 ) -al kyl, (Ci-C7) alkylcarbonyloxy (Ci-C7) alkyl, (C 3 -C 7) -Cycloalkylcarbonyloxy- (Ci-C7) alkyl, (Ci-C7) haloalkoxy (C -C 7) alkyl, aryl (Ci-C7) alkoxy (Ci-C7) alkyl, heteroaryl (Ci-C7) alkoxy (Ci-C7) - alkyl, CHO, C (0) R 12 , C (O) OR 12 , C (O) NR 10 R u , OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u N- C 7 ) -alkyl, cyano- (C 1 -C 7 ) -alkyl, hydroxycarbonyl- (C 1 -C 7 ) -alkyl,
Hydroxycarbonyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkylthio, (Ci-C7)-Alkylthio-(Ci-C7)- alkylen, (Ci-C7)-Haloalkylthio-(Ci-C7)-alkylthio, (Ci-C7)-Alkylthio-(Ci-C7)-alkylthio, Aminocarbonyl, Aminocarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylaminocarbonyl-(Ci-C7)- alkyl, (C3-C7)-Cycloalkylaminocarbonyl-(C i-C7)-alkyl, (C2-C7)-Alkenyloxycarbonyl- (Ci-C7)-alkyl, (C3-C7)-Cycloalkyl- (Ci-C7)-alkoxycarbonyl-(Ci-C7)-alkyl, Cyano, Hydroxy-(Ci-C7)-alkyl, (C2-C7)-Alkenyloxy-(Ci-C7)-alkyl stehen, oder Hydroxycarbonyl, (Ci-C7) haloalkoxy (Ci-C7) -alkylthio, (Ci-C7) -alkylthio (Ci-C 7) - alkylene, (C 7) -Haloalkylthio- (Ci- C 7 ) -alkylthio, (C 1 -C 7 ) -alkylthio (C 1 -C 7 ) -alkylthio, aminocarbonyl, aminocarbonyl- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkylaminocarbonyl- (C 1 -C 4 -alkylthio) 7) - alkyl, (C 3 -C 7) -Cycloalkylaminocarbonyl- (C iC 7) alkyl, (C 2 -C 7) -Alkenyloxycarbonyl- (Ci-C7) alkyl, (C 3 -C 7) - cycloalkyl- (Ci-C7) alkoxycarbonyl (Ci-C7) alkyl, cyano, hydroxy (Ci-C7) alkyl, (C 2 -C 7) alkenyloxy (Ci-C7) - alkyl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally substituted by one to three heteroatoms of the Form group N, O and S interrupted and optionally further substituted, total 3-7 membered ring, if Q for Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q- 19 and Q-30,
R5 für Wasserstoff, Formyl, (Ci-Cv)-Alkyl, (Ci-C7)-Haloalkyl, Hydroxy-(Ci-Cv)- alkyl, Hydroxycarbonyl-(Ci-Cv)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Cs-Csj-Cycloalkyl, (C3-Cg)-Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, R 5 is hydrogen, formyl, (C 1 -C 4) -alkyl, (C 1 -C 7 ) -haloalkyl, hydroxy- (C 1 -C 4 ) -alkyl, hydroxycarbonyl- (C 1 -C 4) -alkyl, (C 1 -C 7 ) Alkoxy- (Ci-C 7 ) -alkyl, (Cs-Csj-cycloalkyl, (C 3 -Cg) -halocycloalkyl, aryl, heteroaryl, (C 3 -C 8 ) -cycloalkyl- (Ci-C 7 ) -alkyl .
Heterocyclyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, NR10RU, Aryl-(Ci-C7)-alkyl, Heterocyclyl, (C 2 -C 7 ) -alkenyl, (C 2 -C 7 ) -alkynyl, NR 10 R U , aryl- (C 1 -C 7 ) -alkyl,
Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl-(Ci-C7)-alkyl, (Ci-C7)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, (C2-C7)- Alkenyloxycarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Heteroaryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Aryloxycarbonyl-(Ci-C7)-alkyl, Arylcarbonyl-(Ci-C7)-alkyl, (Ci-C7)-Alkylcarbonyl-(Ci-C7)-alkyl, Heteroarylcarbonyl- (Ci-C7)-alkyl, Heterocyclylcarbonyl-(Ci-C7)-alkyl steht, oder Heteroaryl- (Ci-C7) alkyl, heterocyclyl (Ci-C7) alkyl, (Ci-C 7) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, S0 2 R 13, (C-C 7) alkoxycarbonyl (Ci-C7) alkyl, (C 2 -C 7) - alkenyloxycarbonyl (Ci-C7) alkyl, aryl (C -C 7) alkoxycarbonyl (Ci-C7) alkyl, heteroaryl (Ci-C7) alkoxycarbonyl (Ci-C7) alkyl, aryloxycarbonyl (Ci-C7) alkyl, arylcarbonyl ( C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkylcarbonyl- (C 1 -C 7 ) -alkyl, heteroarylcarbonyl- (C 1 -C 7 ) -alkyl, heterocyclylcarbonyl- (C 1 -C 7 ) -alkyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 4 and R 5 together with the N-atom or C-atom to which they are each bonded, a fully saturated or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q- 25 und Q-26 steht,  Form heteroatoms from the group N, O and S interrupted and optionally further substituted, total 3-7-membered ring, when Q stands for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (Ci-C7)-Alkyl steht, R 6 is hydrogen, (C 1 -C 7 ) -alkyl,
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 ,
SOR13, S02R13, Thiocyanato, lsothiocyanato, Formyl, (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C8)-Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-C8)- Cycloalkyl, (CN-Cx)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Pentafluorthio, (Ci-C7)-Alkoxy-(Ci-C7)-haloalkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)- haloalkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-C7)-Cycloalkyl-(Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl- (Ci-C7)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkylthio-(Ci-C7)-alkyl, (Ci-C7)-Haloalkylthio-(Ci-C7)-alkyl, (C1-C7)- Alkylcarbonyl-(Ci-C7)-alkyl, C(0)0R12, C(O)NR10Ru, C(0)R12, -C=NOR12, -C=NOH, Ri°RiiN-(c1-C7)-alkyl, R120(0)C-(Ci-C7)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-C7)-alkyl, Aryl-(Ci-C7)-alkinyl, Heteroaryl-(Ci-C7)-alkinyl, Heterocyclyl-(Ci-C7)- alkinyl, Tris-[(Ci-C7)-alkyl]silyl-(C2-C7)-alkinyl, Bis-[(Ci-C7)-alkyl](aryl)silyl-(C2-C7)- alkinyl, Bis-aryl[(Ci-C7)-alkyl]silyl-(C2-C7)-alkinyl, (C3-C7)-Cycloalkyl-(C2-C7)-alkinyl, Aryl-(C2-Cv)-alkenyl, Heteroaryl-(C2-Cv)-alkenyl, Heterocyclyl-(C2-Cv)-alkenyl, (C3-C7)-Cycloalkyl-(C2-C7)-alkenyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkylaminosulfonylamino, (C3-C7)-Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-C7)-alkyl]silyl, Bis-[(Ci-C7)-alkyl](aryl)silyl, Bis-aryl[(Ci-C7)- alkyljsilyl stehen, SOR 13, S0 2 R 13, thiocyanato, lsothiocyanato, formyl, (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 8) - Haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -C 8 ) -cycloalkyl, (CN-Cx) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 4 -C 8 ) -halocycloalkenyl, pentafluorothio, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -haloalkyl, (C 1 -C 7 ) -haloalkoxy- (C 1 -C 7 ) -haloalkyl, (Ci -C 7) haloalkoxy (Ci-C7) alkyl, aryl, aryl (Ci-C7) alkyl, heteroaryl, heteroaryl (Ci-C7) alkyl, (C 3 -C 7) - cycloalkyl- (Ci-C7) alkyl, (C 4 -C 8) cycloalkenyl (C 7) alkyl, heterocyclyl, heterocyclyl (Ci-C7) alkyl, (Ci-C7) - alkoxy (Ci-C7) alkyl, (Ci-C7) -alkylthio (Ci-C 7) alkyl, (Ci-C 7) -Haloalkylthio- (Ci-C7) alkyl, (C 1 -C 7) - alkylcarbonyl (Ci-C7) alkyl, C (0) 0R 12, C (O) NR 10 R u, C (0) R 12, -C = NOR 12, -C = NOH, R i R ii ° N- (C 1 -C 7) alkyl, R 12 0 (0) C- (Ci-C 7) alkyl, hydroxycarbonyl, hydroxycarbonyl (Ci-C7) alkyl, aryl ( Ci-C 7 ) -alkinyl, heteroaryl (Ci-C 7 ) -alkiny l, heterocyclyl (Ci-C7) - alkynyl, tris - [(Ci-C 7) alkyl] silyl (C 2 -C 7) alkynyl, - bis [(Ci-C 7) alkyl] ( aryl) silyl (C 2 -C 7) - alkynyl, bis-aryl [(Ci-C 7) alkyl] silyl (C 2 -C 7) -alkynyl, (C 3 -C 7) -cycloalkyl- ( C 2 -C 7 ) alkynyl, Aryl- (C 2 -C 12) -alkenyl, heteroaryl- (C 2 -C 12) -alkenyl, heterocyclyl- (C 2 -C 12) -alkenyl, (C 3 -C 7 ) -cycloalkyl- (C 2 -C 7 ) -alkenyl , (Ci-C7) alkoxy (Ci-C7) alkoxy (Ci-C7) alkyl, (Ci-C 7) -Alkylaminosulfonylamino, (C 3 -C 7) -Cycloalkylaminosulfonylamino, diazo, Aryldiazo , Tris - [(C 1 -C 7 ) alkyl] silyl, bis - [(C 1 -C 7 ) alkyl] (aryl) silyl, bis-aryl [(C 1 -C 7 ) alkyl] silyl,
R10 und R1 1 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (C1-C7)- Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)-Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (C3-Cg)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, (Ci-C7)-Alkoxy-(Ci-C7)-alkyl, (Ci-C7)-Haloalkoxy-(Ci-C7)-alkyl, (Ci-C7)-Alkylthio-(Ci-C7)-alkyl, R 10 and R 1 1 are identical or different and are each independently hydrogen, (C 1 -C 7) - alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7 ) -cyanoalkyl, (Ci-C 8 ) -haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -Cg) -cycloalkyl, (C 3 -Cg) - halocycloalkyl, (C 4 -C 8) cycloalkenyl, (C 4 -CG) -Halocycloalkenyl, (Ci-C7) alkoxy (Ci-C7) alkyl, (Ci-C7) haloalkoxy (C -C 7) alkyl, (Ci-C7) -alkylthio (Ci-C 7) alkyl,
(Ci-C7)Haloalkylthio-(Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-haloalkyl, Aryl, Aryl- (Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-Cg)-Cycloalkyl-(Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, COR12, SO2R13, (Ci-C7)-Alkyl-HN02S-, (C3-C8)- Cycloalkyl-HN02S-, Heterocyclyl, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, (C1-C7)- Alkoxycarbonyl, Aryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Aryl-(Ci-C7)- Alkoxycarbonyl, Heteroaryl-(Ci-C7)-Alkoxycarbonyl, (C2-C7)-Alkenyloxycarbonyl, (C2-C7)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-C7)-alkyl stehen, (C 1 -C 7 ) haloalkylthio (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -haloalkyl, aryl, aryl- (C 1 -C 7 ) -alkyl, heteroaryl, Heteroaryl- (C 1 -C 7 ) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 7 ) -alkyl, (C 4 -C 8) -cycloalkenyl- (C 1 -C 7 ) -alkyl, COR 12 , SO2R 13, (Ci-C7) alkyl-HN0 2 S-, (C 3 -C 8) - cycloalkyl HN02S-, heterocyclyl, (Ci-C 7) alkoxycarbonyl (Ci-C7) alkyl, (C 1 -C 7) - alkoxycarbonyl, aryl (Ci-C7) alkoxycarbonyl (Ci-C7) alkyl, aryl (Ci-C7) - alkoxycarbonyl, heteroaryl- (Ci-C7) - alkoxycarbonyl, (C 2 -C 7) alkenyloxycarbonyl, (C 2 -C 7) -alkynyloxycarbonyl, heterocyclyl (Ci-C7) -alkyl,
R12 für (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)- Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-Cg)-Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, (Ci-C7)-Alkoxy- (Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-haloalkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, (C4-Cg)-Cycloalkenyl- (Ci-C7)-alkyl, (Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, (C2-C7)-Alkenyloxycarbonyl- (Ci-C7)-alkyl, Aryl-(Ci-C7)-Alkoxycarbonyl-(Ci-C7)-alkyl, Hydroxycarbonyl-(Ci-C7)- alkyl, Heterocyclyl, Heterocyclyl-(Ci-C7)-alkyl steht, R 12 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) - haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -Cg) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -Cg) -cycloalkenyl, (C 4 -Cg) -halocycloalkenyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -haloalkyl, aryl, aryl- C 7 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 7 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkyl, (C 4 -C 6 ) -cycloalkenyl- (C 1 -C 4 ) -alkyl C 7) alkyl, (Ci-C 7) alkoxycarbonyl (Ci-C7) alkyl, (C 2 -C 7) -Alkenyloxycarbonyl- (Ci-C7) alkyl, aryl (Ci-C7) - Alkoxycarbonyl- (C 1 -C 7 ) -alkyl, hydroxycarbonyl- (C 1 -C 7 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 7 ) -alkyl,
R13 für (Ci-C7)-Alkyl, (C2-C7)-Alkenyl, (C2-C7)-Alkinyl, (Ci-C7)-Cyanoalkyl, (Ci-C8)- Haloalkyl, (C2-C7)-Haloalkenyl, (C2-C7)-Haloalkinyl, (C3-Cg)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-Cg)-Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, (Ci-C7)-Alkoxy- (Ci-C7)-alkyl, (Ci-C7)-Alkoxy-(Ci-C7)-haloalkyl, Aryl, Aryl-(Ci-C7)-alkyl, Heteroaryl, Heteroaryl-(Ci-C7)-alkyl, Heterocyclyl-(Ci-C7)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C7)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C7)-alkyl, NR10RU steht, R 13 is (Ci-C7) alkyl, (C 2 -C 7) alkenyl, (C 2 -C 7) alkynyl, (Ci-C 7) cyanoalkyl, (Ci-C 8) - haloalkyl, (C 2 -C 7 ) -haloalkenyl, (C 2 -C 7 ) -haloalkynyl, (C 3 -Cg) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -Cg) -cycloalkenyl, (C 4 -Cg) -halocycloalkenyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -alkyl, (C 1 -C 7 ) -alkoxy- (C 1 -C 7 ) -haloalkyl, aryl, aryl- C 7 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 7 ) -alkyl, heterocyclyl- (C 1 -C 7 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 7 ) -alkyl, ( C 4 -C 8) -cycloalkenyl- (C 1 -C 7 ) -alkyl, NR 10 R U ,
R14 und R15 unabhängig voneinander für Wasserstoff, (Ci-Cv)-Alkyl, Halogen stehen, oder R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 4) -alkyl, halogen, or R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form -like ring and
W für Sauerstoff steht. W stands for oxygen.
3. Verbindungen der allgemeinen Formel (I) gemäß Anspruch lund/oder deren Salze, dadurch gekennzeichnet, dass 3. Compounds of general formula (I) according to claim lund / or salts thereof, characterized in that
Q für die Gruppen Q-l bis Q-30 Q for the groups Ql to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder die Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der unten stehenden Definition hat, oder A 1 , A 2 , A 3 , A 4 are the same or different and are independently N (nitrogen) or the group CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the Group CR 8 has the same or different meanings as defined below, or
A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally substituted by heteroatoms from the group N, O and S form interrupted and optionally further substituted 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring,
R1 für Wasserstoff, Hydroxy, (Ci-C6)-Alkyl, (Ci-C6)-Haloalkyl, (Ci-C6)-Hydroxyalkyl, Hydroxycarbonyl-(Ci-C6)-alkylen, (Ci-C6)-Alkoxy, (Ci-C6)-Alkoxy-(Ci-C6)-alkylen, (Ci-C6)-Alkoxyalkyloxy, (Ci-C6)-Haloalkoxy, (C3-C8)-Cycloalkyl, (C3-Cs)- Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkylen, Heterocyclyl, (C2-C6)-Alkenyl, (C2-C6)-Alkenyloxy, (C2-C6)-Alkinyl, (C2-C6)-Alkinyloxy, Amino, Bis-[(Ci-C6)-Alkyl]amino, Aryl-(Ci-C6)-alkylen, Heteroaryl-(Ci-C6)-alkylen, R 1 represents hydrogen, hydroxy, (Ci-C 6) -alkyl, (Ci-C 6) -haloalkyl, (Ci-C 6) hydroxyalkyl, hydroxycarbonyl (Ci-C 6) alkylene, (Ci-C 6 ) alkoxy, (Ci-C6) alkoxy (Ci-C 6) alkylene, (Ci-C 6) -Alkoxyalkyloxy, (Ci-C 6) -haloalkoxy, (C 3 -C 8) -cycloalkyl, (C 3 -Cs) - Halocycloalkyl, aryl, heteroaryl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkylene, heterocyclyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) Alkenyloxy, (C 2 -C 6 ) alkynyl, (C 2 -C 6 ) alkynyloxy, amino, bis - [(C 1 -C 6 ) alkyl] amino, aryl- (C 1 -C 6 ) alkylene , Heteroaryl- (C 1 -C 6 ) -alkylene,
Heterocyclyl-(Ci-C6)-alkylen, (Ci-C6)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, R120(0)C-(CI-C6)- Alkylen, Arylcarbonyl-(Ci-C6)-alkylen, (Ci-C6)- Alkylcarbonyl-(C i -C6)-alkylen, Heteroarylcarbonyl-(C i -C6)-alkylen, Heterocyclyl (Ci-C 6) alkylene, (Ci-C 6) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, S0 2 R 13, R 12 0 (0) C- (C I -C 6) - alkylene alkylcarbonyl (C i -C 6), heteroarylcarbonyl (C - alkylene, arylcarbonyl (Ci-C 6) alkylene, (Ci-C 6) i -C 6 ) -alkylene,
Heterocyclylcarbonyl-(Ci-C6)-alkylen, (Ci-C6)-Alkylcarbonyloxy-(Ci-C6)-alkylen steht, Heterocyclylcarbonyl- (C 1 -C 6 ) -alkylene, (C 1 -C 6 ) -alkylcarbonyloxy- (C 1 -C 6 ) -alkylene,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, (Ci-C6)-Alkyl, (CI-CÖ)- Haloalkyl, (C3-C8)-Cycloalkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy- (Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-Alkoxy-(Ci-C6)-alkyl, OR12, SR13, SOR13, S02R13, NR10RU, R10RuN-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, Cyano, Hydroxy-(Ci-C6)-alkyl stehen, oder R 2 and R 9 are independently hydrogen, hydroxy, fluorine, (Ci-C 6) -alkyl, (C I -C Ö) - haloalkyl, (C 3 -C 8) cycloalkyl, aryl, heteroaryl, heterocyclyl, aryl - (Ci-C 6) alkyl, heteroaryl (Ci-C 6) alkyl, heterocyclyl (Ci-C 6) alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) - Alkynyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- ( C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, OR 12 , SR 13 , SOR 13 , SO 2 R 13 , NR 10 R U , R 10 R u are N- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, cyano, hydroxy- (C 1 -C 6 ) -alkyl, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Halogen, NR10RU, (G-G)-Alkoxy, ( -G)-Cycloalkyl-R 3 is hydroxy, hydrothio, halogen, NR 10 R U , (GG) -alkoxy, (-G) -cycloalkyl-
(Ci-C6)-alkoxy, Aryl-(Ci-C6)-alkoxy, (Ci-C6)-Alkoxy-(Ci-C6)-alkoxy, Arylcarbonyloxy, (Ci-Cej-Alkylcarbonyloxy, (G-G)-Alkoxy- (Ci-C6)-alkylcarbonyloxy, Aryl-(G-Ce)- alkylcarbonyloxy, Heteroarylcarbonyloxy, ( -G)-Cycloalkylcarbonyloxy, (C 1 -C 6 ) -alkoxy, aryl- (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkoxy, arylcarbonyloxy, (C 1 -C 6 -alkylcarbonyloxy, (GG) Alkoxy- (Ci-C 6 ) -alkylcarbonyloxy, aryl- (G-Ce) -alkylcarbonyloxy, heteroarylcarbonyloxy, (-G) -cycloalkylcarbonyloxy,
Heterocyclylcarbonyloxy, (G-C6)-Haloalkyl-carbonyloxy, (C2-C6)-Alkenylcarbonyloxy, OC(0)OR12, OC(0)SR13, OC(S)OR12, OC(S)SR13, 0S02R13, OCHO steht, Heterocyclylcarbonyloxy, (G-C6) -haloalkylcarbonyloxy, (C 2 -C 6) -alkenylcarbonyloxy, OC (O) OR 12 , OC (O) SR 13 , OC (S) OR 12 , OC (S) SR 13 , 0S0 2 R 13 , OCHO stands,
R4 und R7 unabhängig voneinander für Wasserstoff, Hydrothio, Hydroxy, Halogen, (G-G)- Alkyl, (Ci-C6)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, Aryl, Heteroaryl, Heterocyclyl, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl- (Ci-C6)-alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (C2-C6)-Haloalkenyl, (C2-C6)- Haloalkinyl, (G-Csj-Halocycloalkyl, (C4-Cg)-Cycloalkenyl, (C4-Cg)-Halocycloalkenyl, Aryl-(C2-C6)-alkenyl, Heteroaryl-(C2-C6)-alkenyl, Heterocyclyl-(C2-C6)-alkenyl, Aryl- (C2-C6)-alkinyl, Heteroaryl-(C2-C6)-alkinyl, Heterocyclyl-(C2-C6)-alkinyl, (Cx-Cx)- Cycloalkyl-(C2-C6)-alkinyl, Arylcarbonyl-(Ci-C6)-alkyl, (G-C6)-Alkylcarbonyl-(G-C6)- alkyl, Heteroarylcarbonyl-(Ci-C6)-alkyl, (C3-C8)-Cycloalkylcarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, (G-C6)-Alkoxycarbonyl-(G-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, Arylcarbonyloxy-(Ci-C6)-alkyl, Heteroarylcarbonyloxy- (Ci-C6)-alkyl, Heterocyclylcarbonyloxy-(G-C6)-alkyl, (G-Cej-Alkylcarbonyloxy- (Ci-C6)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(Ci-C6)-alkyl, (Ci-G,)-Haloalkoxy- (G-Cöj-alkyl, Aryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-Alkoxy-(Ci-C6)- alkyl, CHO, C(0)R12, C(0)OR12, C(O)NR10Ru, OR12, SR13, SOR13, S02R13, NR10RU, Ri°RiiN-(c1-C6)-alkyl, Cyano-(Ci-C6)-alkyl, Hydroxycarbonyl-(G-C6)-alkyl, R 4 and R 7 independently of one another represent hydrogen, hydrothio, hydroxyl, halogen, (GG) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -cycloalkyl (C 1 -C 6 ) -alkyl, aryl, heteroaryl, heterocyclyl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, ( C 2 -C 6 ) alkenyl, (C 2 -C 6 ) alkynyl, (C 2 -C 6 ) haloalkenyl, (C 2 -C 6 ) haloalkynyl, (G-Csj-halocycloalkyl, (C 4 -Cg ) Cycloalkenyl, (C 4 -C 9) -halocycloalkenyl, aryl- (C 2 -C 6 ) -alkenyl, heteroaryl- (C 2 -C 6 ) -alkenyl, heterocyclyl- (C 2 -C 6 ) -alkenyl, aryl- (C 2 -C 6 ) -alkynyl, heteroaryl- (C 2 -C 6 ) -alkynyl, heterocyclyl- (C 2 -C 6 ) -alkynyl, (Cx-Cx) -cycloalkyl- (C 2 -C 6 ) - alkynyl, arylcarbonyl (Ci-C 6) alkyl, (GC 6) alkylcarbonyl (GC 6) - alkyl, heteroarylcarbonyl (Ci-C 6) alkyl, (C 3 -C 8) cycloalkylcarbonyl (C -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, (GC 6 ) -alkoxycarbonyl- (GC 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, arylcarbonyloxy- (C 1 -C 6 ) -alkyl, heteroarylca rbonyloxy- (Ci-C6) alkyl, Heterocyclylcarbonyloxy- (GC 6) alkyl, (G-Cej alkylcarbonyloxy (Ci-C 6) alkyl, (C 3 -C 6) -Cycloalkylcarbonyloxy- (Ci-C 6 ) -alkyl, (Ci-G,) - haloalkoxy- (G-Cöj-alkyl, aryl- (Ci-C 6 ) -alkoxy- (Ci-C 6 ) -alkyl, heteroaryl- (Ci-C 6 ) -alkoxy - (Ci-C 6) - alkyl, CHO, C (0) R 12, C (0) OR 12, C (O) NR 10 R u, OR 12, SR 13, SOR 13, S0 2 R 13, NR 10 R U , R i- R ii N- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, hydroxycarbonyl- (GC 6 ) -alkyl,
Hydroxycarbonyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkylthio, (Ci-C6)-Alkylthio-(Ci-C6)- alkylen, (G-C6)-Haloalkylthio-(G-C6)-alkylthio, (Ci-C6)-Alkylthio-(Ci-C6)-alkylthio, Aminocarbonyl, Aminocarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)- alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(C i-C6)-alkyl, (C2-C6)-Alkenyloxycarbonyl- (Ci-C6)-alkyl, (C3-C6)-Cycloalkyl- (G-C6)-alkoxycarbonyl-(G-C6)-alkyl, Cyano, Hydroxy-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxy-(Ci-C6)-alkyl stehen, oder Hydroxycarbonyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkylthio, (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkylene, (GC 6 ) -haloalkylthio (GC 6 ) - alkylthio, (Ci-C 6) alkylthio (Ci-C 6) -alkylthio, aminocarbonyl, aminocarbonyl (Ci-C 6) alkyl, (Ci-C6) alkylaminocarbonyl (Ci-C 6) - alkyl , (C 3 -C 6 ) cycloalkylaminocarbonyl (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkenyloxycarbonyl (C 1 -C 6 ) alkyl, (C 3 -C 6 ) cycloalkyl (GC 6 ) alkoxycarbonyl (GC 6 ) alkyl, cyano, hydroxy (Ci-C 6 ) alkyl, (C 2 -C 6 ) alkenyloxy (Ci-C 6 ) alkyl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally substituted by one to three heteroatoms of the Form group N, O and S interrupted and optionally further substituted, total 3-7 membered ring, if Q for Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q- 19 and Q-30,
R5 für Wasserstoff, Formyl, (Ci-C6)-Alkyl, (Ci-Cej-Haloalkyl, Hydroxy-fCi-G,)- alkyl, Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Cs-Csj-Cycloalkyl, (C3-Cg)-Halocycloalkyl, Aryl, Heteroaryl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, R 5 is hydrogen, formyl, (C 1 -C 6 ) -alkyl, (C 1 -C 12 -haloalkyl, hydroxy-C 1 -C 4 -g,) -alkyl, hydroxycarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) Alkoxy- (Ci-C 6 ) -alkyl, (Cs-Csj-cycloalkyl, (C3-Cg) -halocycloalkyl, aryl, heteroaryl, (C3-C8) -cycloalkyl- (Ci-C6) -alkyl,
Heterocyclyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, NR10RU, Aryl-(Ci-C6)-alkyl, Heterocyclyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, NR 10 R U , aryl- (C 1 -C 6 ) -alkyl,
Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, (Ci-C6)-Cyanoalkyl, C(0)R12, C(0)0R12, C(O)NR10Ru, S02R13, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C2-C6)- Alkenyloxycarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Aryloxycarbonyl-(Ci-C6)-alkyl, Arylcarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylcarbonyl-(Ci-C6)-alkyl, Heteroarylcarbonyl- (Ci-C6)-alkyl, Heterocyclylcarbonyl-(Ci-C6)-alkyl steht, oder Heteroaryl- (Ci-C 6) alkyl, heterocyclyl (Ci-C 6) alkyl, (Ci-C 6) cyanoalkyl, C (0) R 12, C (0) 0R 12, C (O) NR 10 R u, S0 2 R 13, (Ci-C 6) alkoxycarbonyl (Ci-C 6) alkyl, (C 2 -C 6) - alkenyloxycarbonyl (Ci-C 6) alkyl, aryl (C -C 6) alkoxycarbonyl (Ci-C 6) alkyl, heteroaryl (Ci-C 6) alkoxycarbonyl (Ci-C 6) alkyl, aryloxycarbonyl (Ci-C 6) alkyl, arylcarbonyl ( C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylcarbonyl- (C 1 -C 6 ) -alkyl, heteroarylcarbonyl- (C 1 -C 6 ) -alkyl, heterocyclylcarbonyl- (C 1 -C 6 ) -alkyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 4 and R 5 together with the N-atom or C-atom to which they are each bonded, a fully saturated or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q- 25 und Q-26 steht,  Form heteroatoms from the group N, O and S interrupted and optionally further substituted, total 3-7-membered ring, when Q stands for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, (C i -Cr,)- Alkyl steht, R 6 is hydrogen, (C 1 -Cr,) -alkyl,
R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, NR10RU, OR12, SR13,R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, NR 10 R U , OR 12 , SR 13 ,
SOR13, S02R13, Thiocyanato, lsothiocyanato, Formyl, (C i -Cr,)- Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C8)-Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)- Cycloalkyl, (CN-Cx)-Halocycloalkyl, (C i-Csj-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, Pentafluorthio, (Ci-C6)-Alkoxy-(Ci-C6)-haloalkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)- haloalkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (C4-C8)-Cycloalkenyl- (Ci-C6)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, (Ci-C6)- Alkylcarbonyl-(Ci-C6)-alkyl, C(0)0R12, C(O)NR10Ru, C(0)R12, -C=NOR12, -C=NOH, Ri°Ri iN-(c1-C6)-alkyl, R120(0)C-(Ci-C6)-alkyl, Hydroxycarbonyl, Hydroxycarbonyl- (Ci-C6)-alkyl, Aryl-(Ci-C6)-alkinyl, Heteroaryl-(Ci-C6)-alkinyl, Heterocyclyl-(Ci-C6)- alkinyl, Tris-[(Ci-C6)-alkyl]silyl-(C2-C6)-alkinyl, Bis-[(Ci-C6)-alkyl](aryl)silyl-(C2-C6)- alkinyl, Bis-aryl[(Ci-C6)-alkyl]silyl-(C2-C6)-alkinyl, (C3-C6)-Cycloalkyl-(C2-C6)-alkinyl, Aryl-(C2-C6)-alkenyl, Heteroaryl-(C2-C6)-alkenyl, Heterocyclyl-(C2-C6)-alkenyl, (C3-C6)-Cycloalkyl-(C2-C6)-alkenyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminosulfonylamino, (C3-C6)-Cycloalkylaminosulfonylamino, Diazo, Aryldiazo, Tris-[(Ci-C6)-alkyl]silyl, Bis-[(Ci-C6)-alkyl](aryl)silyl, Bis-aryl[(Ci-C6)- alkyljsilyl stehen, SOR 13 , SO 2 R 13 , thiocyanato, isothiocyanato, formyl, (C 1 -Cr,) -alkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, (C 1 -C 8 ) Haloalkyl, (C 2 -C 6 ) haloalkenyl, (C 2 -C 6 ) haloalkynyl, (C 3 -C 8 ) cycloalkyl, (CN-Cx) -halocycloalkyl, (C 1 -C 8 -cycloalkenyl, ( C4-C8) -Halocycloalkenyl, pentafluorosulfanyl, (Ci-C6) alkoxy (Ci-C 6) -haloalkyl, (Ci-C 6) haloalkoxy (Ci-C 6) - haloalkyl, (Ci-C 6 ) Haloalkoxy- (C 1 -C 6 ) -alkyl, aryl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, C 6 ) -alkyl, (C 4 -C 8) -cycloalkenyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) alkyl, (Ci-C 6) alkylthio (Ci-C 6) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6) alkyl, (Ci-C6) - alkylcarbonyl (Ci -C 6 ) alkyl, C (O) OR 12 , C (O) NR 10 R u , C (O) R 12 , -C = NOR 12 , -C = NOH, R i ° R ii N- (c 1 -C 6) alkyl, R 12 0 (0) C- (Ci-C 6) alkyl, hydroxycarbonyl, hydroxycarbonyl (Ci-C 6) alkyl, aryl (Ci-C 6) -alkynyl, heteroaryl, - (C 1 -C 6 ) -alkynyl, heterocyclyl ( Ci-C 6 ) - alkynyl, tris - [(Ci-C 6 ) alkyl] silyl (C 2 -C 6 ) alkynyl, bis - [(Ci-C 6 ) alkyl] (aryl) silyl ( C 2 -C 6) - alkynyl, bis-aryl [(Ci-C6) alkyl] silyl (C 2 -C 6) -alkynyl, (C3-C6) cycloalkyl (C 2 -C 6) alkynyl . Aryl- (C 2 -C 6 ) -alkenyl, heteroaryl- (C 2 -C 6 ) -alkenyl, heterocyclyl- (C 2 -C 6 ) -alkenyl, (C 3 -C 6 ) -cycloalkyl- (C 2 -) C 6) alkenyl, (Ci-C6) alkoxy (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C6) -Alkylaminosulfonylamino, (C 3 -C 6) -Cycloalkylaminosulfonylamino, Diazo, aryldiazo, tris - [(C 1 -C 6) alkyl] silyl, bis - [(C 1 -C 6 ) alkyl] (aryl) silyl, bis-aryl [(C 1 -C 6 ) alkyl] silyl,
R10 und R1 1 gleich oder verschieden sind und unabhängig voneinander für Wasserstoff, (G-G)- Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)-Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)-Cycloalkyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)- Haloalkylthio-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-haloalkyl, Aryl, Aryl-(Ci-C6)- alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, (G-G)- Cycloalkenyl-(Ci-C6)-alkyl, COR12, S02R13, (Ci-C6)-Alkyl-HN02S-, (C3-C8)- Cycloalkyl-HN02S-, Heterocyclyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (G-G)- Alkoxycarbonyl, Aryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)- Alkoxycarbonyl, Heteroaryl-(C -G,)-Alkoxycarbonyl, (C2-CÖ)- Alkenyloxycarbonyl, (C2-C6)-Alkinyloxycarbonyl, Heterocyclyl-(Ci-C6)-alkyl stehen, R 10 and R 1 1 are identical or different and are each independently hydrogen, (GG) - alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl , (C 1 -C 8 ) -haloalkyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8) cycloalkenyl, (C 4 -C 8) -Halocycloalkenyl, (Ci-C6) alkoxy (Ci-C6) alkyl, (Ci-C 6) haloalkoxy (Ci-C 6 ) -alkyl, (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 4 ) -alkyl C 6 ) haloalkyl, aryl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (GG ) - cycloalkenyl- (C 1 -C 6 ) -alkyl, COR 12 , SO 2 R 13 , (C 1 -C 6 ) -alkyl-HNO 2 S-, (C 3 -C 8 ) -cycloalkyl-HNO 2 -S-, heterocyclyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (GG) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonyl, heteroaryl (C -G) - alkoxycarbonyl, (C 2 -C Ö) - alkenyloxycarbonyl, (C 2 -C 6) -alkynyloxycarbonyl, heteroC yclyl- (Ci-C6) -alkyl,
R12 für (Ci-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)- Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (Ci-C6)-Alkoxy- (Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-haloalkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, (C4-C8)-Cycloalkenyl- (Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonyl- (Ci-C6)-alkyl, Aryl-(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl-(Ci-C6)- alkyl, Heterocyclyl, Heterocyclyl-(Ci-C6)-alkyl steht, R 12 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) - haloalkyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 4 -C 8 ) -halocycloalkenyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -haloalkyl, aryl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (C 4 -C 8 ) -cycloalkenyl- (C 1 -C 6 ) alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyloxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl) C 6 ) -alkyl, hydroxycarbonyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl,
R13 für (Ci-C6)-Alkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, (Ci-C6)-Cyanoalkyl, (Ci-C8)- Haloalkyl, (C2-C6)-Haloalkenyl, (C2-C6)-Haloalkinyl, (C3-C8)-Cycloalkyl, (C3-C8)- Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C4-C8)-Halocycloalkenyl, (Ci-C6)-Alkoxy- (Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-haloalkyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C6)-alkyl, (C4-C8)-Cycloalkenyl-(Ci-C6)-alkyl, NR10RU steht, R 13 is (Ci-C 6) -alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) -alkynyl, (Ci-C 6) cyanoalkyl, (Ci-C 8) - haloalkyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -haloalkynyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 4 -C 8 ) -halocycloalkenyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -haloalkyl, aryl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (C 4 -C 8 ) ) Cycloalkenyl- (C 1 -C 6 ) -alkyl, NR 10 R U ,
R14 und R15 unabhängig voneinander für Wasserstoff, (Ci-C6)-Alkyl, Fluor stehen, oder R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und R 14 and R 15 independently of one another represent hydrogen, (C 1 -C 6 ) -alkyl, fluorine, or R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form -like ring and
W für Sauerstoff steht. W stands for oxygen.
4. Verbindungen der allgemeinen Formel (I) gemäß Anspruch lund/oder deren Salze, dadurch gekennzeichnet, dass 4. Compounds of general formula (I) according to claim lund / or salts thereof, characterized in that
Q für die Gruppen Q-l bis Q-30 Q for the groups Ql to Q-30
steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des wherein the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (I) steht, Tetrahydropyrimidinone in the general formula (I),
A1, A2, A3, A4 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder die Gruppierung C-R8 stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei R8 in der Gruppierung C-R8 jeweils gleiche oder verschiedene Bedeutungen gemäß der oben stehenden Definition hat, oder A1 und A2, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 1 , A 2 , A 3 , A 4 are the same or different and are independently N (nitrogen) or the group CR 8 , but in no case more than two N atoms are adjacent, and wherein R 8 in the Group CR 8 has the same or different meanings as defined above, or A 1 and A 2 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring, or
A2 und A3, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, oder A 2 and A 3 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring, or
A3 und A4, wenn beide für eine Gruppe C-R8 stehen, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten 5-7-gliedrigen Ring bilden, A 3 and A 4 , when both represent a group CR 8 , with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms from the group N, O and S and optionally further substituted Form 5-7 membered ring,
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l-yl, 2- Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut-l-yl, 3-Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2-Dimethylprop-l- yl, l-Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4- Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2- Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl,R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl , 1-methylbut-1-yl, 2-methylbut-1-yl, 3-methylbut-1-yl, 1, 1-dimethylprop-1-yl, 1, 2-dimethylprop-1-yl, 2,2-dimethylprop -l-yl, l-ethylprop-l-yl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, l, l-dimethylbutyl, 1, 2-dimethylbutyl, l, 3-di methylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl,
1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, 1 -Ethyl-2- methylpropyl, Trifluormethyl, Pentafluorethyl, l,l,2,2-Tetrafluorethyl, Heptafluor-n- propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Chlordifluormethyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, l, l, 2,2-tetrafluoroethyl, heptafluoro-n- propyl, heptafluoro-iso-propyl, nonafluorobutyl, chlorodifluoromethyl,
Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl, Bromfluormethyl, 1 - Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2- Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Difluor-tert.-butyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Spiro[2.2]pent-l-yl, Spiro [2.3 ]hex- l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l -yl, Spiro[3.3]hept-2-yl, Bicyclo[l .1.0]butan-l -yl, Bicyclo[l .1 0]butan-2-yl, Bicyclo[2.1.0]pentan-l -yl, Bicyclo[l .1.1 ]pentan-l -yl, Bicyclo[2.1 0]pentan-2-yl, Bicyclo[2.1 0]pentan-5-yl, Bicyclo[2. l .l]hexyl, Bicyclo[2.2.l]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Adamantan-l- yl, Adamantan-2-yl, 1 -Methylcyclopropyl, 2-Methylcyclopropyl, 2,2- Dimethylcyclopropyl, 2,3-Dimethylcyclopropyl, l,l'-Bi(cyclopropyl)-l -yl, 1,1'- Bi(cyclopropyl)-2-yl, 2'-Methyl-l,l'-bi(cyclopropyl)-2-yl, 1 -Cyanocyclopropyl, 2- Cyanocyclopropyl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3-Methylcyclobutyl, 1- Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1 -Allylcyclopropyl, 1- Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2- Methylcyclohexyl, 3 -Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl- Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3, 3-trifluoroprop-2-yl, difluoro-tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, spiro [2.2] pent-1-yl, spiro [2.3] hex-1-yl, spiro [2.3] hex-4 -yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl, bicyclo [1-1.0] butan-1-yl, bicyclo [l .1 0] butan-2-yl, bicyclo [2.1.0] pentan-1-yl, bicyclo [1,11] pentan-1-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2. l .l] hexyl, bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, adamantan-1-yl, adamantan-2-yl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1,1'-bi (cyclopropyl) -1-yl, 1,1'-bi (cyclopropyl) -2-yl, 2'-methyl-1, bi (cyclopropyl) -2-yl, 1-cyanocyclopropyl, 2-cyanocyclopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1 Vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF- Phenyl, o-F-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl,
Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofuran- 2-yl, Tetrahydrofuran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p-Methoxybenzyl, p- Methylbenzyl, p-Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F-Benzyl, m- Methoxybenzyl, m-Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o-Methoxybenzyl, o- Methylbenzyl, l-Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l-(o- Fluorphenyl)eth-l-yl, l-(o-Methylphenyl)eth-l-yl, l-(o-Bromphenyl)eth-l-yl, l-(o- Iodphenyl)eth-l-yl, Pyridin-2-ylmethyl, Pyridin-3-ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2-ylmethyl, o- Cyanophenylmethyl, m-Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso- Propyloxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso-propylcarbonyl, n-Butylcarbonyl, 1 -Methylprop- 1 -ylcarbonyl, 2-Methylprop- 1 -ylcarbonyl, 1 , 1 -Dimethyleth- 1 -ylcarbonyl, Phenylcarbonyl, Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert- Butylaminocarbonyl, Benzylaminocarbonyl, Methoxycarbonylmethyl,  Pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, benzyl, p-Cl-benzyl, pF-benzyl, p -methoxybenzyl, p-methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl-benzyl, mF-benzyl, m-methoxybenzyl, m-methylbenzyl, o-Cl-benzyl, oF-benzyl, o- Methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, 1- (o-chlorophenyl) eth-1-yl, 1- (o-fluorophenyl) eth-1-yl, (o -methylphenyl) eth-1-yl, 1- (o-bromophenyl) eth-1-yl, 1- (o -iodophenyl) eth-1-yl, pyridin-2-ylmethyl, pyridin-3-ylmethyl, pyridine 4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-4-ylmethyl, tetrahydrofuran-2-ylmethyl, o-cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, iso-propyloxycarbonyl , tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1 -ylcarbonyl, 1,1-dimethyleth-1-carbonyl, phenylcarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl, benzylaminocarbonyl, methoxycarbonylmethyl,
Ethoxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl,  Ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, tert-butyloxycarbonylmethyl,
Benzyloxycarbonylmethyl, Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n- Propylcarbonyloxymethyl, 1 -Methylethylcarbonyloxymethyl, 1,1- Dimethylethylcarbonyloxymethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy,  Benzyloxycarbonylmethyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1,1-dimethylethylcarbonyloxymethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy,
Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso-Propyloxymethyl, n- Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino, Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Cyanoethyl, Prop-2-in-l-yl steht,  Methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino, dimethylamino, Methyl (ethyl) amino, diethylamino, cyanomethyl, cyanoethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, 1 -Methylprop -l-yl, 2-Methylprop- 1 -yl, 1,1 -Dimethyleth- l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Trifluormethoxy, R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1,1- Dimethyleth-1-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, Pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, Thiophen-3-yl, furan-2-yl, furan-3-yl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy, ethoxy, n-propyloxy, iso-propyloxy, trifluoromethoxy,
Difluormethoxy, Methylthio, Ethylthio, Trifluormethylthio, Dimethylamino,  Difluoromethoxy, methylthio, ethylthio, trifluoromethylthio, dimethylamino,
Methylamino, Diethylamino, Methyl(ethyl)amino, Cyano stehen, oder  Methylamino, diethylamino, methyl (ethyl) amino, cyano, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder  Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1- Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, 1,1- Dimethylethoxy, n-Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, 1 , 1 -Dimethylpropyloxy, 1 ,2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 - Ethylpropyloxy, n-Hexyloxy, 1 -Methylpentyloxy, 2-Methylpentyloxy, 3- Methylpentyloxy, 4-Methylpentyloxy, l,l-Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3-Dimethylbutyloxy, 3,3- Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, l,l,2-Trimethylpropyloxy, 1,2,2- Trimethylpropyloxy, 1 -Ethyl- 1 -methylpropyloxy, 1 -Ethyl-2-methylpropyloxy, R 3 is hydroxy, hydrothio, fluoro, chloro, bromo, iodo, methoxy, ethoxy, n-propyloxy, 1-methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, 1,1-dimethylethoxy, n-pentyloxy, 1 Methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, 1, 1-dimethylpropyloxy, 1, 2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4 Methylpentyloxy, 1,1-dimethylbutyloxy, 1,2-dimethylbutyloxy, 1,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1 , 1, 2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl-1-methylpropyloxy, 1-ethyl-2-methylpropyloxy,
Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o-Chlorphenylmethoxy, p- Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n- propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy,  Cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, Ethoxy-n-propyloxy, ethoxy-n-butyloxy, n-propyloxymethoxy, iso-propyloxymethoxy,
Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 - Methylethylcarbonyloxy, n-Butylcarbonyloxy, 1 -Methylpropylcarbonyloxy, 2- Methylpropylcarbonyloxy, l,l-Dimethylethylcarbonyloxy, n-Pentylcarbonyloxy, 1- Methylbutylcarbonyloxy, 2-Methylbutylcarbonyloxy, 3-Methylbutylcarbonyloxy, 1,1- Dimethylpropylcarbonyloxy, 1 ,2-Dimethylpropylcarbonyloxy, 2,2- Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n-Hexylcarbonyloxy, 1 - Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3-Methylpentylcarbonyloxy, 4- Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, l,3-Di-methylbutylcarbonyloxy, 2,2- Dimethylbutylcarbonyloxy, 2,3 -Dimethylbutylcarbonyloxy, 3,3- Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2-Ethylbutylcarbonyloxy, 1,1,2- Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 - methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p- Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy, Methylcarbonyloxy, ethylcarbonyloxy, n -propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy, 1,1-dimethylethylcarbonyloxy, n-pentylcarbonyloxy, 1-methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1- Dimethylpropylcarbonyloxy, 1, 2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1-methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4-methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1,1,2-trimethylpropylcarbonyloxy, 1, 2,2- Trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m-chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p-fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy, benzylcarbonyloxy, thiophene-2 ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, 1 -Cyanocycloprop- 1 -ylcarbonyloxy, 1 -Methylcycloprop- 1 - ylcarbonyloxy, 1 -Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy,  Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyano-cycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy,
Ethoxycarbonyloxy, n-Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n- Butyloxycarbonyloxy, 1 , 1 -Dimethylethyloxycarbonyloxy, 2,2-Dimethyl- propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy,  Ethoxycarbonyloxy, n-propyloxycarbonyloxy, isopropyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy,
Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy, Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy,  Cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy, cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy,
Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy,  Cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy,
Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3 -ylcarbonyloxy, Pyridin-4-ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy, Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy  Cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy, methylsulfonyloxy, ethylsulfonyloxy, n- Propylsulfonyloxy, 1-methylethylsulfonyloxy, cyclopropylsulfonyloxy cyclobutylsulfonyloxy, cyclopentylsulfonyloxy
Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m-Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m-fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m-methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o- Methylphenylsulfonyloxy stands,
R4 und R7 unabhängig voneinander für Wasserstoff, Fluor, Chlor, Brom, Iod, Hydroxy, R 4 and R 7 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxy,
Hydrothio, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1 -Methylpropyl, 2- Methylpropyl, 1 , 1 -Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3- Methylbutyl, 1 , 1 -Dimethylpropyl, 1 ,2-Dimethylpropyl, 2,2-Dimethylpropyl, 1 - Ethylpropyl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4- Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2- Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl, 1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, 1 -Ethyl-2- methylpropyl, Trifluormethyl, Pentafluorethyl, l,l,2,2-Tetrafluorethyl, Heptafluor-n- propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl, Bromfluormethyl, l-Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, Difluor-tert.-butyl, Chlormethyl, Brommethyl, Fluormethyl, 3,3,3-Trifluor-n-propyl, l-Fluorprop-l-yl, 1- Trifluormethylprop-l-yl, 2-Trifluormethylprop-2-yl, l-Fluorprop-l-yl, 2-Fluorprop-2- yl, 2-Chlorprop-2-yl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, 1 - Methylcycloprop-l-yl, 2-Methylcycloprop-l-yl, 2,2-Dimethylcycloprop-l-yl, 2,3- Dimethylcyclopropyl, l-Cyanocycloprop-l-yl, 2-Cyanocycloprop-l-yl, 1- Methylcyclobutyl, 2-Methylcyclobutyl, 3-Methylcyclobutyl, 3,3-Dimethylcyclobutyl, 1- Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1 -Allylcyclopropyl, 1- Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2- Methylcyclohexyl, 3 -Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3- Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l-yl, Spiro[3.3]hept-2-yl, Bicyclo[l.l.O]butan-l-yl, Bicyclo[l .1 0]butan-2-yl, Bicyclo[2.1.0]pentan-l -yl, Bicyclo[l .1.1 ]pentan-l -yl, Bicyclo[2.l.0]pentan-2-yl, Bicyclo[2.l.0]pentan-5-yl, Bicyclo[2.l.l]hexyl, Hydrothio, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1, 1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1, 1-dimethylpropyl, 1, 2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1, 2 Dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, l, l, 2,2-tetrafluoroethyl, heptafluoro-n- propyl, heptafluoro-isopropyl, nonafluorobutyl, chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert. butyl, chloromethyl, bromomethyl, fluoromethyl, 3,3,3-trifluoro-n-propyl, 1-fluoroprop-1-yl, 1-trifluoromethylprop-1-yl, 2-trifluoromethylprop-2-yl, 1-fluoroprop-1 -yl, 2-fluoroprop-2-yl, 2-chloroprop-2-yl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2-methylcycloprop-1-yl, 2,2-dimethylcycloprop-1 -yl, 2,3-dimethylcyclopropyl, 1-cyanocycloprop-1-yl, 2-cyanocycloprop-1-yl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 3,3-dimethylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl , 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclo butyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, spiro [2.2] pent-1-yl, spiro [2.3] hexane l-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl, bicyclo [llO] butan-1-yl, bicyclo [1,11] butan-2-yl, bicyclo [2.1.0] pentan-1-yl, bicyclo [1,11] pentan-1-yl, bicyclo [2.1 ] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.ll] hexyl,
Bicyclo[2.2.l]hept-2-yl, Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.l]octan-2-yl, Bicyclo [2.2.1] hept-2-yl, bicyclo [2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl,
Bicyclo[3.2.2]nonan-2-yl, Adamantan-l-yl, Adamantan-2-yl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, 2-Fluor-Phenyl, 3- Fluor-Phenyl, 4-Fluor-Phenyl, 2,4-Difluor-Phenyl, 2,5-Difluor-Phenyl, 2,6-Difluor- Phenyl, 2,3-Difluor-Phenyl, 3,4-Difluor-Phenyl, 3,5-Difluor-Phenyl, 2,4,5-Trifluor- Phenyl, 3,4,5-Trifluor-Phenyl, 2-Chlor-Phenyl, 3 -Chlor-Phenyl, 4-Chlor-Phenyl, 2,4- Dichlor-Phenyl, 2,5-Dichlor-Phenyl, 2,6-Dichlor-Phenyl, 2,3-Dichlor-Phenyl, 3,4- Dichlor-Phenyl, 3,5-Dichlor-Phenyl, 2,4,5-Trichlor-Phenyl, 3,4,5-Trichlor-Phenyl, 2,4,6-Trichlor-Phenyl, 2-Brom-Phenyl, 3 -Brom-Phenyl, 4-Brom-Phenyl, 2-Iod-Phenyl,Bicyclo [3.2.2] nonan-2-yl, adamantan-1-yl, adamantan-2-yl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, 2-fluoro-phenyl, 3-fluoro-phenyl, 4-fluoro Phenyl, 2,4-difluoro-phenyl, 2,5-difluoro-phenyl, 2,6-difluoro-phenyl, 2,3-difluoro-phenyl, 3,4-difluoro-phenyl, 3,5-difluoro-phenyl, 2,4,5-trifluoro-phenyl, 3,4,5-trifluoro-phenyl, 2-chloro-phenyl, 3-chloro-phenyl, 4-chloro-phenyl, 2,4-dichloro-phenyl, 2,5- Dichloro-phenyl, 2,6-dichloro-phenyl, 2,3-dichloro-phenyl, 3,4-dichloro-phenyl, 3,5-dichloro-phenyl, 2,4,5-trichloro-phenyl, 3,4, 5-trichloro-phenyl, 2,4,6-trichloro-phenyl, 2-bromo-phenyl, 3-bromo-phenyl, 4-bromo-phenyl, 2-iodo-phenyl,
3-Iod-Phenyl, 4-Iod-Phenyl, 2-Brom-4-Fluor-Phenyl, 2-Brom-4-Chlor-Phenyl, 3-Brom-3-iodo-phenyl, 4-iodo-phenyl, 2-bromo-4-fluoro-phenyl, 2-bromo-4-chloro-phenyl, 3-bromo
4-Fluor-Phenyl, 3-Brom-4-Chlor-Phenyl, 3-Brom-5-Fluor-Phenyl, 3 -Brom-5 -Chlor- Phenyl, 2-Fluor-4-Brom-Phenyl, 2-Chlor-4-Brom-Phenyl, 3-Fluor-4-Brom-Phenyl, 3- Chlor-4-Brom-Phenyl, 2-Chlor-4-Fluor-Phenyl, 3-Chlor-4-Fluor-Phenyl, 2-Fluor-3- Chlor-Phenyl, 2-Fluor-4-Chlor-Phenyl, 2-Fluor-5-Chlor-Phenyl, 3-Fluor-4-Chlor- Phenyl, 3-Fluor-5-Chlor-Phenyl, 2-Fluor-6-Chlor-Phenyl, 2-Methyl-Phenyl, 3-Methyl- Phenyl, 4-Methyl-Phenyl, 2,4-Dimethyl-Phenyl, 2,5-Dimethyl-Phenyl, 2,6-Dimethyl- Phenyl, 2,3-Dimethyl-Phenyl, 3,4-Dimethyl-Phenyl, 3,5-Dimethyl-Phenyl, 2,4,5- Trimethyl-Phenyl, 3,4,5-Trimethyl-Phenyl, 2,4,6-Trimethyl-Phenyl, 2-Methoxy-Phenyl, 3-Methoxy-Phenyl, 4-Methoxy-Phenyl, 2,4-Dimethoxy-Phenyl, 2,5-Dimethoxy-Phenyl, 2,6-Dimethoxy-Phenyl, 2,3-Dimethoxy-Phenyl, 3,4-Dimethoxy-Phenyl, 3,5-Dimethoxy- Phenyl, 2,4,5-Trimethoxy-Phenyl, 3,4,5-Trimethoxy-Phenyl, 2,4,6-Trimethoxy-Phenyl, 2-Trifluormethoxy-Phenyl, 3-Trifluormethoxy-Phenyl, 4-Trifluormethoxy-Phenyl, 2- Difluormethoxy-Phenyl, 3-Difluormethoxy-Phenyl, 4-Difluormethoxy-Phenyl, 2- Trifluormethyl-Phenyl, 3-Trifluormethyl-Phenyl, 4-Trifluormethyl-Phenyl, 2- Difluormethyl-Phenyl, 3-Difluormethyl-Phenyl, 4-Difluormethyl-Phenyl, 3,5- Bis(Trifluormethyl)-Phenyl, 3-Trifluormethyl-5-Fluor- Phenyl, 3-Trifluormethyl-5- Chlor-Phenyl, 3-Methyl-5-Fluor-Phenyl, 3 -Methyl-5 -Chlor-Phenyl, 3-Methoxy-5-Fluor- Phenyl, 3-Methoxy-5-Chlor-Phenyl, 3-Trifluormethoxy-5-Chlor-Phenyl, 2-Ethoxy- Phenyl, 3-Ethoxy-Phenyl, 4-Ethoxy-Phenyl, 2-Methylthio-Phenyl, 3-Methylthio-Phenyl, 4-Methylthio-Phenyl, 2-Trifluormethylthio-Phenyl, 3-Trifluormethylthio-Phenyl, 4- Trifluormethylthio-Phenyl, 2-Ethyl-Phenyl, 3-Ethyl-Phenyl, 4-Ethyl-Phenyl, 2- Methoxycarbonyl-Phenyl, 3-Methoxycarbonyl-Phenyl, 4-Methoxycarbonyl-Phenyl, 2- Ethoxycarbonyl-Phenyl, 3-Ethoxycarbonyl-Phenyl, 4-Ethoxycarbonyl-Phenyl, Pyridin- 2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyridazin-3-yl, Pyridazin-4-yl, Pyrimidin- 2-yl, Pyrimidin-5-yl, Pyrimidin-4-yl, Pyridazin-3-ylmethyl, Pyridazin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-5-ylmethyl, Pyrimidin-4-ylmethyl, Pyrazin-2- ylmethyl, 3-Chlor-Pyrazin-2-yl, 3-Brom-Pyrazin-2-yl, 3-Methoxy-Pyrazin-2-yl, 3- Ethoxy-Pyrazin-2-yl, 3-Trifluormethylpyrazin-2-yl, 3-Cyanopyrazin-2-yl, Naphth-2-yl, Naphth-l-yl, Chinolin-4-yl, Chinolin-6-yl, Chinolin-8-yl, Chinolin-2-yl, Chinoxalin-2- yl, 2-Naphthylmethyl, 1-Naphthylmethyl, Chinolin-4-ylmethyl, Chinolin-6-ylmethyl, Chinolin-8-ylmethyl, Chinolin-2-ylmethyl, Chinoxalin-2-ylmethyl, Pyrazin-2-ylmethyl, 4-Chloropyridin-2-yl, 3-Chloropyridin-4-yl, 2-Chloropyridin-3-yl, 2-Chloropyridin-4-yl, 2-Chlorpyridin-5-yl, 2,6-Dichlorpyridin-4-yl, 3-Chlorpyridin-5-yl, 3,5-Dichlorpyridin-2- yl, 3-Chlor-5-Trifluormethylpyridin-2-yl, (4-Chloropyridin-2-yl)methyl, (3- Chloropyridin-4-yl)methyl, (2-Chloropyridin-3 -yl)methyl, (2-Chloropyridin-4- yl)methyl, (2-Chlorpyridin-5-yl)methyl, (2,6-Dichlorpyridin-4-yl)methyl, (3- Chlorpyridin-5-yl)methyl, (3,5-Dichlorpyridin-2-yl)methyl, Thiophen-2-yl, Thiophen-3- yl, 5-Methylthiophen-2-yl, 5-Ethylthiophen-2-yl, 5-Chlorthiophen-2-yl, 5- Bromthiophen-2-yl, 4-Methylthiophen-2-yl, 3-Methylthiophen-2-yl, 5-Fluorthiophen-3- yl, 3,5-Dimethylthiophen-2-yl, 3-Ethylthiophen-2-yl, 4,5-Dimethylthiophen-2-yl, 3,4- Dimethylthiophen-2-yl, 4-Chlorthiophen-2-yl, Furan-2-yl, 5-Methylfuran-2-yl, 5- Ethylfuran-2-yl, 5-Methoxycarbonylfuran-2-yl, 5-Chlorfuran-2-yl, 5-Bromfuran-2-yl, Thiophan-2-yl, Thiophan-3-yl, Sulfolan-2-yl, Sulfolan-3-yl, Tetrahydrothiopyran-4-yl, Tetrahydropyran-4-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, l-(4- Methylphenyl)ethyl, l-(3-Methylphenyl)ethyl, l-(2-Methylphenyl)ethyl, l-(4- Chlorphenyl)ethyl, l-(3-Chlorphenyl)ethyl, l-(2-Chlorphenyl)ethyl, Benzyl, (4- Fluorphenyl)methyl, (3-Fluorphenyl)methyl, (2-Fluorphenyl)methyl, (2,4- Difluorphenyl)methyl, (3,5-Difluorphenyl)methyl, (2,5-Difluorphenyl)methyl, (2,6- Difluorphenyl)methyl, (2,4,5-Trifluorphenyl)methyl, (2,4,6-Trifluorphenyl)methyl, (4- Chlorphenyl)methyl, (3-Chlorphenyl)methyl, (2-Chlorphenyl)methyl, (2,4- Dichlorphenyl)methyl, (3,5-Dichlorphenyl)methyl, (2,5-Dichlorphenyl)methyl, (2,6- Dichlorphenyl)methyl, (2,4,5-Trichlorphenyl)methyl, (2,4,6-Trichlorphenyl)methyl, (4- Bromphenyl)methyl, (3-Bromphenyl)methyl, (2-Bromphenyl)methyl, (4- Iodphenyl)methyl, (3-Iodphenyl)methyl, (2-Iodphenyl)methyl, (3-Chlor-5- Trifluormethyl-pyridin-2-yl)methyl, (2-Brom-4-Fluorphenl)methyl, (2-Brom-4- Chlorphenyl)methyl, (3-Brom-4-Fluorphenyl)methyl, (3-Brom-4-Chlorphenyl)methyl, (3-Brom-5-Fluorphenyl)methyl, (3-Brom-5-Chlorphenyl)methyl, (2-Fluor-4- Bromphenyl)methyl, (2-Chlor-4-Bromphenyl)methyl, (3 -Fluor-4-Bromphenyl)methyl, (3-Chlor-4-Bromphenyl)methyl, (2-Chlor-4-Fluorphenyl)methyl, (3-Chlor-4- Fluorphenyl)methyl, (2-Fluor-3-Chlorphenyl)methyl, (2-Fluor-4-Chlorphenyl)methyl, (2-Fluor-5-Chlorphenyl)methyl, (3-Fluor-4-Chlorphenyl)methyl, (3-Fluor-5- Chlorphenyl)methyl, (2-Fluor-6-Chlorphenyl)methyl, 2-Phenyleth-l-yl, 3- Trifluormethyl-4-Chlorphenyl, 3-Chlor-4-Trifluormethylphenyl, 2-Chlor-4- Trifluormethylphenyl, 3,5-Dfluorpyridin-2-yl, (3,6-Dichlor-pyridin-2-yl)methyl, (4- T ri fl uo rmct hy 1 p hc ny 1 ) mc thy 1 , (3-Trifluormethylphenyl)methyl, (2- Trifluormethylphenyl)methyl, (4-Trifluormethoxyphenyl)methyl, (3- Trifluormethoxyphenyl)methyl, (2-Trifluormethoxyphenyl)methyl, (4- Methoxyphenyl)methyl, (3-Methoxyphenyl)methyl, (2-Methoxyphenyl)methyl, (4- Methylphenyl)methyl, (3-Methylphenyl)methyl, (2-Methylphenyl)methyl, (4- Cyanophenyl)methyl, (3-Cyanophenyl)methyl, (2-Cyanophenyl)methyl, (2,4- Diethylphenyl)methyl, (3,5-Diethylphenyl)methyl, (3,4-Dimethylphenyl)methyl, (3,5- Dimethoxyphenyl)methyl, l-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l,3-Thiazol-2- yl, 4-Methyl-l,3-thiazol-2-yl, l,3-Thiazol-2-yl, Ethenyl, l-Propenyl, 2-Propenyl, 1- Methyl-ethenyl, l-Butenyl, 2-Butenyl, 3-Butenyl, 1 -Methyl- l-propenyl, 2-Methyl-l- propenyl, 1 -Methyl-2-propenyl, 2-Methyl-2-propenyl, , l-Pentenyl, 2-Pentenyl, 3- Pentenyl, 4-Pentenyl, 1 -Methyl- l-butenyl, 2-Methyl-l-butenyl, 3 -Methyl- l-butenyl, 1- Methyl-2-butenyl, 2-Methyl-2-butenyl, 3-Methyl-2-butenyl, l-Methyl-3-butenyl, 2- Methyl-3-butenyl, 3-Methyl-3-butenyl, l,l-Dimethyl-2-propenyl, l,2-Dimethyl-l- propenyl, 1 ,2-Dimethyl-2-propenyl, l-Ethyl- l-propenyl, l-Ethyl-2-propenyl, l-Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5-Hexenyl, 1 -Methyl- l-pentenyl, 2-Methyl-l- pentenyl, 3 -Methyl- l-pentenyl, 4-Methyl- l-pentenyl, 1 -Methyl-2-pentenyl, 2-Methyl-2- pentenyl, 3-Methyl-2-pentenyl, 4-Methyl-2-pentenyl, l-Methyl-3-pentenyl, 2-Methyl-3- pentenyl, 3-Methyl-3-pentenyl, 4-Methyl-3-pentenyl, 1 -Methyl-4-pentenyl, 2-Methyl-4- pentenyl, 3-Methyl-4-pentenyl, 4-Methyl-4-pentenyl, 1 , 1 -Dimethyl-2-butenyl, 1,1- Dimethyl-3-butenyl, l,2-Dimethyl-l-butenyl, 1 ,2-Dimethyl-2-butenyl, l,2-Dimethyl-3- butenyl, l,3-Dimethyl-l-butenyl, l,3-Dimethyl-2-butenyl, l,3-Dimethyl-3-butenyl, 2,2- Dimethyl-3-butenyl, 2,3-Dimethyl-l-butenyl, 2,3-Dimethyl-2-butenyl, 2,3-Dimethyl-3- butenyl, 3,3-Dimethyl-l-butenyl, 3,3-Dimethyl-2-butenyl, l-Ethyl-l-butenyl, l-Ethyl-2- butenyl, l-Ethyl-3-butenyl, 2-Ethyl-l -butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3-butenyl,4-fluoro-phenyl, 3-bromo-4-chloro-phenyl, 3-bromo-5-fluoro-phenyl, 3-bromo-5-chloro-phenyl, 2-fluoro-4-bromo-phenyl, 2-chloro 4-bromo-phenyl, 3-fluoro-4-bromo-phenyl, 3-chloro-4-bromo-phenyl, 2-chloro-4-fluoro-phenyl, 3-chloro-4-fluoro-phenyl, 2-fluoro 3-chloro-phenyl, 2-fluoro-4-chloro-phenyl, 2-fluoro-5-chloro-phenyl, 3-fluoro-4-chloro-phenyl, 3-fluoro-5-chloro-phenyl, 2-fluoro 6-chloro-phenyl, 2-methyl-phenyl, 3-methyl-phenyl, 4-methyl-phenyl, 2,4-dimethyl-phenyl, 2,5-dimethyl-phenyl, 2,6-dimethyl-phenyl, 2, 3-dimethyl-phenyl, 3,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 2,4,5-trimethyl-phenyl, 3,4,5-trimethyl-phenyl, 2,4,6-trimethyl- Phenyl, 2-methoxy-phenyl, 3-methoxy-phenyl, 4-methoxy-phenyl, 2,4-dimethoxy-phenyl, 2,5-dimethoxy-phenyl, 2,6-dimethoxy-phenyl, 2,3-dimethoxy-phenyl, 3,4-dimethoxy-phenyl, 3,5-dimethoxy-phenyl, 2,4,5-trimethoxy-phenyl, 3,4,5-trimethoxy Phenyl, 2,4,6-trimethoxy-phenyl, 2-trifluoromethoxy-phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxy-phenyl, 2-difluoromethoxy-phenyl, 3-difluoromethoxy-phenyl, 4-difluoromethoxy-phenyl, 2- Trifluoromethyl-phenyl, 3-trifluoromethyl-phenyl, 4-trifluoromethyl-phenyl, 2-difluoromethyl-phenyl, 3-difluoromethyl-phenyl, 4-difluoromethyl-phenyl, 3,5-bis (trifluoromethyl) -phenyl, 3-trifluoromethyl-5 Fluoro-phenyl, 3-trifluoromethyl-5-chloro-phenyl, 3-methyl-5-fluoro-phenyl, 3-methyl-5-chloro-phenyl, 3-methoxy-5-fluoro-phenyl, 3-methoxy-5 -Chloro-phenyl, 3-trifluoromethoxy-5-chloro-phenyl, 2-ethoxy-phenyl, 3-ethoxy-phenyl, 4-ethoxy-phenyl, 2-methylthio-phenyl, 3-methylthio-phenyl, 4-methylthio-phenyl , 2-trifluoromethylthio-phenyl, 3-trifluoromethylthio-phenyl, 4-trifluoromethylthio-phenyl, 2-ethyl-phenyl, 3-ethyl-phenyl, 4-ethyl-phenyl, 2-methoxycarbonyl-phenyl, 3-methoxycarbon yl-phenyl, 4-methoxycarbonyl-phenyl, 2-ethoxycarbonyl-phenyl, 3-ethoxycarbonyl-phenyl, 4-ethoxycarbonyl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrazine-2 yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-5-yl, pyrimidin-4-yl, pyridazin-3-ylmethyl, pyridazin-4-ylmethyl, pyrimidin-2-ylmethyl, Pyrimidin-5-ylmethyl, pyrimidin-4-ylmethyl, pyrazine-2-ylmethyl, 3-chloro-pyrazino-2-yl, 3-bromo-pyrazino-2-yl, 3-methoxy-pyrazin-2-yl, 3 Ethoxy-pyrazino-2-yl, 3-trifluoromethylpyrazino-2-yl, 3-cyanopyrazino-2-yl, naphth-2-yl, naphth-1-yl, quinolin-4-yl, quinolin-6-yl, quinoline 8-yl, quinolin-2-yl, quinoxalin-2-yl, 2-naphthylmethyl, 1-naphthylmethyl, quinolin-4-ylmethyl, quinolin-6-ylmethyl, quinolin-8-ylmethyl, quinolin-2-ylmethyl, quinoxaline 2-ylmethyl, pyrazino-2-ylmethyl, 4-chloropyridin-2-yl, 3-chloropyridin-4-yl, 2-chloropyridin-3-yl, 2-chloropyridin-4-yl, 2-chloropyridin-5-yl, 2,6-dichloropyridin-4-yl, 3-chloropyridin-5-yl, 3,5-dichloropyridin-2-yl, 3-chloro-5-trifluoromethylpyri din-2-yl, (4-chloropyridin-2-yl) methyl, (3-chloropyridin-4-yl) methyl, (2-chloropyridin-3-yl) methyl, (2-chloropyridin-4-yl) methyl, (2-chloropyridin-5-yl) methyl, (2,6-dichloropyridin-4-yl) methyl, (3-chloropyridin-5-yl) methyl, (3,5-dichloropyridin-2-yl) methyl, thiophene 2-yl, thiophen-3-yl, 5-methylthiophene-2-yl, 5-ethylthiophene-2-yl, 5-chlorothiophene-2-yl, 5-bromothiophene-2-yl, 4-methylthiophene-2-yl, 3-methylthiophene-2-yl, 5-fluorothiophene-3-yl, 3,5-dimethylthiophene-2-yl, 3-ethylthiophene-2-yl, 4,5-dimethylthiophene-2-yl, 3,4-dimethylthiophene 2-yl, 4-chlorothiophen-2-yl, furan-2-yl, 5-methyl-furan-2-yl, 5-ethyl-furan-2-yl, 5-methoxycarbonyl-furan-2-yl, 5-chlorofuran-2-yl, 5-bromofuran-2-yl, thiophan-2-yl, thiophan-3-yl, sulfolan-2-yl, sulfolan-3-yl, tetrahydrothiopyran-4-yl, tetrahydropyran-4-yl, tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, 1- (4-methylphenyl) ethyl, 1- (3-methylphenyl) ethyl, 1- (2-methylphenyl) ethyl, 1- (4-chlorophenyl) ethyl, 1- (3-chlorophenyl) ethyl , 1- (2-chlorophenyl) ethyl, benzyl, (4- Fluorophenyl) methyl, (3-fluorophenyl) methyl, (2-fluorophenyl) methyl, (2,4-difluorophenyl) methyl, (3,5-difluorophenyl) methyl, (2,5-difluorophenyl) methyl, (2,6- Difluorophenyl) methyl, (2,4,5-trifluorophenyl) methyl, (2,4,6-trifluorophenyl) methyl, (4-chlorophenyl) methyl, (3-chlorophenyl) methyl, (2-chlorophenyl) methyl, (2, 4-dichlorophenyl) methyl, (3,5-dichlorophenyl) methyl, (2,5-dichlorophenyl) methyl, (2,6-dichlorophenyl) methyl, (2,4,5-trichlorophenyl) methyl, (2,4,6 Trichlorophenyl) methyl, (4-bromophenyl) methyl, (3-bromophenyl) methyl, (2-bromophenyl) methyl, (4-iodophenyl) methyl, (3-iodophenyl) methyl, (2-iodophenyl) methyl, (3 Chloro-5-trifluoromethylpyridin-2-yl) methyl, (2-bromo-4-fluorophenol) methyl, (2-bromo-4-chlorophenyl) methyl, (3-bromo-4-fluorophenyl) methyl, (3 Bromo-4-chlorophenyl) methyl, (3-bromo-5-fluorophenyl) methyl, (3-bromo-5-chlorophenyl) methyl, (2-fluoro-4-bromophenyl) methyl, (2-chloro-4-bromophenyl) methyl, (3-fluoro-4-bromophenyl) methyl, (3-chloro-4-bromophenyl) methyl, (2-chloro-4-fluorophenyl) methyl, (3-chloro-4- Fluorophenyl) methyl, (2-fluoro-3-chlorophenyl) methyl, (2-fluoro-4-chlorophenyl) methyl, (2-fluoro-5-chlorophenyl) methyl, (3-fluoro-4-chlorophenyl) methyl, (3 Fluoro-5-chlorophenyl) methyl, (2-fluoro-6-chlorophenyl) methyl, 2-phenyleth-1-yl, 3-trifluoromethyl-4-chlorophenyl, 3-chloro-4-trifluoromethylphenyl, 2-chloro-4- Trifluoromethylphenyl, 3,5-D-fluoropyridin-2-yl, (3,6-dichloro-pyridin-2-yl) -methyl, (4-trifluoro-1-yl-1-yl) 1-methyl-1, (3-trifluoromethylphenyl ) methyl, (2-trifluoromethylphenyl) methyl, (4-trifluoromethoxyphenyl) methyl, (3-trifluoromethoxyphenyl) methyl, (2-trifluoromethoxyphenyl) methyl, (4-methoxyphenyl) methyl, (3-methoxyphenyl) methyl, (2-methoxyphenyl) methyl, (4-methylphenyl) methyl, (3-methylphenyl) methyl, (2-methylphenyl) methyl, (4-cyanophenyl) methyl, (3-cyanophenyl) methyl, (2-cyanophenyl) methyl, (2,4-diethylphenyl ) methyl, (3,5-diethylphenyl) methyl, (3,4-dimethylphenyl) methyl, (3,5-dimethoxyphenyl) methyl, 1-phenyleth-1-yl, 1- (o-chlorophenyl) eth-1-yl , 1,3-thiazol-2-yl, 4-methyl-1 , 3-thiazol-2-yl, 1, 3-thiazol-2-yl, ethenyl, 1-propenyl, 2-propenyl, 1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl 1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl 1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3 butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1, 2-dimethyl-2-propenyl, Ethyl 1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1- Methyl 3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4 pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1, 2-Dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2, 2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3, 3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2- ethyl-3-butenyl,
1 , 1 ,2-Trimethyl-2-propenyl, 1 -Ethyl- 1 -methyl-2-propenyl, 1 -Ethyl-2-methyl- 1 -propenyl und 1 -Ethyl-2-methyl-2-propenyl, Ethinyl, 1 -Propinyl, 2-Propinyl, 1 -Butinyl, 2-Butinyl, 3-Butinyl, l-Methy 1-2 -propinyl, l-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, 1- Methyl-2-butinyl, l-Methyl-3 -butinyl, 2-Methyl-3 -butinyl, 3 -Methyl- 1 -butinyl, 1,1- Dimethy 1-2 -propinyl, 1-Ethy 1-2 -propinyl, 1-Hexinyl, 2-Hexinyl, 3-Hexinyl, 3,3- Difluorcyclobut-l-yl, 3-Fluorcyclobut-l-yl, 1-Fluorcyclobut-l-yl, 2,2-Difluorcycloprop- 1-yl, 1-Fluorcycloprop-l-yl, 2-Fluorcycloprop-l -yl, 4-Fluorcyclohexyl, 4,4- Difluorcyclohexyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, n- Propyloxycarbonylmethyl, iso-Propyloxycarbonylmethyl, n-Butyloxycarbonylmethyl, tert.-Butyloxycarbonylmethyl, Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso- Propyloxymethyl, n-Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Methoxy-n-butyl, Trifluormethoxymethyl, Difluormethoxymethyl, 2,2-Difluorethoxymethyl, 2,2,2-Trifluorethoxymethyl, Trifluormethoxyethyl, Difluormethoxyethyl, 2,2-Difluorethoxyethyl, 2,2,2- Trifluorethoxyethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso- Propyloxycarbonyl, n-Butyloxycarbonyl, tert-Butyloxycarbonyl, Allyloxycarbonyl, Benzyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso- Propylcarbonyl, n-Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, p- Chlorphenylcarbonyl, m-Chlorphenylcarbonyl, o-Chlorphenylcarbonyl, p- Fluorphenylcarbonyl, m-Fluorphenylcarbonyl, o-Fluorphenylcarbonyl, p- Methoxyphenylcarbonyl, m-Methoxyphenylcarbonyl, o-Methoxyphenylcarbonyl, p- Trifluormethylphenylcarbonyl, m-Trifluormethylphenylcarbonyl, o- Trifluormethylphenylcarbonyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Benzyloxy, p-Chlorphenylmethoxy, Phenyloxy, p-Chlorphenyloxy, m-Chlorphenyloxy, o-Chlorphenyloxy, p-Fluorphenyloxy, m-Fluorphenyloxy, o-Fluorphenyloxy, p- Methoxyphenyloxy, m-Methoxyphenyloxy, o-Methoxyphenyloxy, p- Trifluormethylphenyloxy, m-Trifluormethylphenyloxy, o-Trifluormethylphenyloxy, Methylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso- Propylaminocarbonyl, Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, 1, 1, 2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-1-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2 -butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-1-2-propynyl, 1-ethyl-1-2-propynyl, 1-hexynyl , 2-hexynyl, 3-hexynyl, 3,3-difluorocyclobut-1-yl, 3-fluorocyclobut-1-yl, 1-fluorocyclobut-1-yl, 2,2-difluorocycloprop-1-yl, 1-fluorocycloprop-1 -yl, 2-fluorocycloprop-1-yl, 4-fluorocyclohexyl, 4,4-difluorocyclohexyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, n-propyloxycarbonylmethyl, iso-propyloxycarbonylmethyl, n-butyloxycarbonylmethyl, tert-butyloxycarbonylmethyl, methoxymethyl, ethoxymethyl, n-propyloxymethyl, iso-propyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, iso -propyloxyethyl, methoxy-n-propyl, methoxy-n-butyl, trifluoromethoxymethyl, difluoro rmethoxymethyl, 2,2-difluoroethoxymethyl, 2,2,2-trifluoroethoxymethyl, trifluoromethoxyethyl, difluoromethoxyethyl, 2,2-difluoroethoxyethyl, 2,2,2-trifluoroethoxyethyl, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, isopropyloxycarbonyl, n-butyloxycarbonyl, tert-butyloxycarbonyl, allyloxycarbonyl, benzyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, tert-butylcarbonyl, phenylcarbonyl, p-chlorophenylcarbonyl, m-chlorophenylcarbonyl, o-chlorophenylcarbonyl, p-fluorophenylcarbonyl, m-fluorophenylcarbonyl, o-fluorophenylcarbonyl, p-methoxyphenylcarbonyl, m-methoxyphenylcarbonyl, o-methoxyphenylcarbonyl, p-trifluoromethylphenylcarbonyl, m-trifluoromethylphenylcarbonyl, o-trifluoromethylphenylcarbonyl, methoxy, ethoxy, n-propyloxy, isopropoxy, benzyloxy, p-chlorophenylmethoxy, phenyloxy, p- Chlorophenyloxy, m-chlorophenyloxy, o-chlorophenyloxy, p-fluorophenyloxy, m-fluorophenyloxy, o-fluorophenyloxy, p-methoxyphenyloxy, m-methoxyphenyloxy, oM ethoxyphenyloxy, p-trifluoromethylphenyloxy, m-trifluoromethylphenyloxy, o-trifluoromethylphenyloxy, methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, iso-propylaminocarbonyl, cyclopropylaminocarbonyl, cyclobutylaminocarbonyl,
Cyclopentylaminocarbonyl, Cyclohexylaminocarbonyl, Cyclopentylaminocarbonyl, cyclohexylaminocarbonyl,
Cyclopropylmethylaminocarbonyl, Cyclobutylmethylaminocarbonyl, Cyclopentylmethylaminocarbonyl, Cyclohexylmethylaminocarbonyl, Cyclopropylmethylaminocarbonyl, cyclobutylmethylaminocarbonyl, Cyclopentylmethylaminocarbonyl, cyclohexylmethylaminocarbonyl,
Dimethylaminocarbonyl, Diethylaminocarbonyl, Benzylmethylaminocarbonyl, Methylamino, Dimethylamino, Ethylamino, Diethylamino, n-Propylamino, iso- Propylamino, Cyclopropylamino, Cyclobutylamino, Cyclopentylamino, Dimethylaminocarbonyl, diethylaminocarbonyl, benzylmethylaminocarbonyl, methylamino, dimethylamino, ethylamino, diethylamino, n-propylamino, iso-propylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino,
Cyclohexylamino, Benzylamino, Cyanomethyl, Cyanoethyl, 3-Cyanoprop-l-yl, 2- Cyanoprop-l-yl, l-Cyanoprop-l-yl, 2-Cyanoprop-2-yl, 2-Cyano-l,l-dimethyleth-l-yl,Cyclohexylamino, benzylamino, cyanomethyl, cyanoethyl, 3-cyanoprop-1-yl, 2-cyanoprop-1-yl, 1-cyanoprop-1-yl, 2-cyanoprop-2-yl, 2-cyano-1, 1-dimethyleth- l-yl,
1 -(Cyanomethyl)- 1 -methylprop- 1 -yl, Hydroxycarbonyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, CHO, Methoxyethylthio, Ethoxyethylthio, 1 - (cyanomethyl) -1-methylprop-1-yl, hydroxycarbonyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, CHO, methoxyethylthio, ethoxyethylthio,
Trifluormethoxyethylthio, Pentafluorethoxyethylthio, Methylthioethylthio, Trifluoromethoxyethylthio, pentafluoroethoxyethylthio, methylthioethylthio,
Ethylthioethylthio, Trifluormethylthioethylthio, Pentafluorthioethylthio, Benzylthio, p- Chlorphenylmethylthio, m-Chlorphenylmethylthio, o-Chlorphenylmethylthio, p- Fluorphenylmethylthio, m-Fluorphenylmethylthio, o-Fluorphenylmethylthio, Ethylthioethylthio, trifluoromethylthioethylthio, pentafluorothioethylthio, benzylthio, p-chlorophenylmethylthio, m-chlorophenylmethylthio, o-chlorophenylmethylthio, p-fluorophenylmethylthio, m-fluorophenylmethylthio, o-fluorophenylmethylthio,
Methylthio, Ethylthio, n-Propylthio, iso-Propylthio, n-Butylthio, tert.-Butylthio, Cyclobutylthio, Cyclopentylthio, Cyclohexylthio, Phenylthio, Pyrid-2-ylthio, Pyrid-3- ylthio, Pyrid-4-ylthio, p-Chlorphenylthio, m-Chlorphenylthio, o-Chlorphenylthio, p- Fluorphenylthio, m-Fluorphenylthio, o-Fluorphenylthio, p-Methoxyphenylthio, m- Methoxyphenylthio, o-Methoxyphenylthio, p-Methylphenylthio, m-Methylphenylthio, o-Methylphenylthio, Methylsulfonyl, Ethylsulfonyl, n-Propylsulfonyl, 1 - Methylethylsulfonyl, Cyclopropylsulfonyl, Cyclobutylsulfonyl, Cyclopentylsulfonyl, Cyclohexylsulfonyl, Phenylsulfonyloxy, p-Chlorphenylsulfonyl, m- Chlorphenylsulfonyl, o-Chlorphenylsulfonyl, p-Fluorphenylsulfonyl, m- Fluorphenylsulfonyl, o-Fluorphenylsulfonyl, p-Methoxyphenylsulfonyl, m- Methoxyphenylsulfonyl, o-Methoxyphenylsulfonyl, p-Methylphenylsulfonyl, m- Methylphenylsulfonyl, o-Methylphenylsulfonyl, 2-Methoxyprop-2-yl, 2-Ethoxyprop-2- yl, 2-n-Propyloxyprop-2-yl, 2-n-Butyloxyprop-2-yl, 2-Benzyloxyprop-2-yl, 2- Phenylethyloxyprop-2-yl, 2-Trifluormethyloxyprop-2-yl, 2-Difluormethyloxyprop-2-yl, 2,2,2-Trifluorethyloxyprop-2-yl, 2,2-Difluorethyloxyprop-2-yl, 2-(4- Chlorphenylmethoxy)prop-2-yl, 2-(4-Fluorphenylmethoxy)prop-2-yl, 2-(4- Bromphenylmethoxy)prop-2-yl, 2-(4-Trifluormethylphenylmethoxy)prop-2-yl, 2-(4- Methylphenylmethoxy)prop-2-yl, 2-(3-Chlorphenylmethoxy)prop-2-yl, 2-(3- Fluorphenylmethoxy)prop-2-yl, 2-(3-Bromphenylmethoxy)prop-2-yl, 2-(3- Trifluormethylphenylmethoxy)prop-2-yl, 2-(3-Methylphenylmethoxy)prop-2-yl, 2-(2- Chlorphenylmethoxy)prop-2-yl, 2-(2-Fluorphenylmethoxy)prop-2-yl, 2-(2- Bromphenylmethoxy)prop-2-yl, 2-(2-Trifluormethylphenylmethoxy)prop-2-yl, 2-(2- Methylphenylmethoxy)prop-2-yl, 2-(Methoxymethyl)prop-2-yl, 2-(Ethoxymethyl)prop- 2-yl, 2-Methoxycarbonylprop-2-yl, 2-Ethoxycarbonylprop-2-yl, 2- Hydroxycarbonylprop-2-yl, 2-Aminocarbonylprop-2-yl, Aminocarbonyl, Aminocarbonylmethyl, Aminocarbonylethyl, Cyano, Hydroxymethyl, Hydroxyethyl, 2- Hydroxyprop-2-yl, Allyloxymethyl, 2-Allyloxyethyl, 2-Allyloxyprop-2-yl steht, oder Methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, tert-butylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, phenylthio, pyrid-2-ylthio, pyrid-3-ylthio, pyrid-4-ylthio, p-chlorophenylthio , m-chlorophenylthio, o-chlorophenylthio, p-fluorophenylthio, m-fluorophenylthio, o-fluorophenylthio, p-methoxyphenylthio, m-methoxyphenylthio, o-methoxyphenylthio, p-methylphenylthio, m-methylphenylthio, o-methylphenylthio, methylsulfonyl, ethylsulfonyl, n Propylsulfonyl, 1-methylethylsulfonyl, cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, phenylsulfonyloxy, p-chlorophenylsulfonyl, m-chlorophenylsulfonyl, o-chlorophenylsulfonyl, p-fluorophenylsulfonyl, m-fluorophenylsulfonyl, o-fluorophenylsulfonyl, p-methoxyphenylsulfonyl, m-methoxyphenylsulfonyl, o Methoxyphenylsulfonyl, p -methylphenylsulfonyl, m-methylphenylsulfonyl, o -methylphenylsulfonyl, 2-methoxyprop-2-yl, 2-ethoxyprop-2-yl, 2-n-propyloxyprop-2-yl, 2-n-butyloxyprop-2-yl , 2-Benzyloxyprop-2 -yl, 2-phenylethyloxyprop-2-yl, 2-trifluoromethyloxyprop-2-yl, 2-difluoromethyloxyprop-2-yl, 2,2,2-trifluoroethyloxyprop-2-yl, 2,2-difluoroethyloxyprop-2-yl, 2 - (4-chlorophenylmethoxy) prop-2-yl, 2- (4-fluorophenylmethoxy) prop-2-yl, 2- (4-bromophenylmethoxy) prop-2-yl, 2- (4-trifluoromethylphenylmethoxy) prop-2-yl , 2- (4-Methylphenylmethoxy) prop-2-yl, 2- (3-Chlorophenylmethoxy) prop-2-yl, 2- (3-fluorophenylmethoxy) prop-2-yl, 2- (3-Bromophenylmethoxy) prop-2 -yl, 2- (3-trifluoromethylphenylmethoxy) prop-2-yl, 2- (3-methylphenylmethoxy) prop-2-yl, 2- (2-chlorophenylmethoxy) prop-2-yl, 2- (2-fluorophenylmethoxy) prop -2-yl, 2- (2-bromophenylmethoxy) prop-2-yl, 2- (2-trifluoromethylphenylmethoxy) prop-2-yl, 2- (2-methylphenylmethoxy) prop-2-yl, 2- (methoxymethyl) prop -2-yl, 2- (ethoxymethyl) prop-2-yl, 2-methoxycarbonylprop-2-yl, 2-ethoxycarbonylprop-2-yl, 2-hydroxycarbonylprop-2-yl, 2-aminocarbonylprop-2-yl, aminocarbonyl, Aminocarbonylmethyl, aminocarbonylethyl, cyano, hydroxymethyl, hydroxyethyl, 2-hydroxyprop-2-yl, allyloxymethyl, 2-allyloxyethyl, 2-allyloxyprop-2-yl, or
R4 und R7 zusammen mit dem C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 und Q-30 steht, R 4 and R 7 together with the C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a ring when Q is Q-3, Q-4, Q-8, Q-9, Q-12, Q-13, Q-19 and Q-30,
R5 für Wasserstoff, Formyl, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1- Methylpropyl, 2-Methylpropyl, 1 , 1 -Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2- Methylbutyl, 3 -Methylbutyl, l,l-Dimethylpropyl, 1 ,2-Dimethylpropyl, 2,2- Dimethylpropyl, 1 -Ethylpropyl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3- Methylpentyl, 4-Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di- methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2- Ethylbutyl, l,l,2-Trimethylpropyl, l,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, 1- Ethyl-2-methylpropyl, 2,2-Difluorethyl, 2,2,2-Trifluorethyl, 3,3,3-Trifluor-n-propyl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy-n-propyl, Methoxy-n-butyl, Ethoxy-n-propyl, Ethoxy-n-butyl, Hydroxyethyl, Hydroxy-n-propyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, R 5 is hydrogen, formyl, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, 1, 1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3 Methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl 1,1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1 , 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoro-n-propyl, methoxymethyl , Ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy-n-propyl, methoxy-n-butyl, ethoxy-n-propyl, ethoxy-n-butyl, hydroxyethyl, hydroxy-n-propyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl,
Methoxycarbonylmethyl, Ethoxycarbonylmethyl, n-Propyloxycarbonylmethyl, iso- Propyloxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, n-Propyloxycarbonylethyl, iso-Propyloxycarbonylethyl, tert- Butyloxycarbonylethyl, Methoxycarbonyl-n-propyl, Ethoxycarbonyl-n-propyl,  Methoxycarbonylmethyl, ethoxycarbonylmethyl, n-propyloxycarbonylmethyl, isopropynoxycarbonylmethyl, tert-butyloxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, n-propyloxycarbonylethyl, isopropyloxycarbonylethyl, tert-butyloxycarbonylethyl, methoxycarbonyl-n-propyl, ethoxycarbonyl-n-propyl,
Benzyloxycarbonylmethyl, Benzyloxycarbonylethyl, Allyloxycarbonylmethyl,  Benzyloxycarbonylmethyl, benzyloxycarbonylethyl, allyloxycarbonylmethyl,
Allyloxycarbonylethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, 1- Methylcycloprop-l-yl, 2-Methylcycloprop-l-yl, 2,2-Dimethylcycloprop-l-yl, 2,3- Dimethylcyclopropyl, 1 -Cyanopropyl, 2-Cyanopropyl, 1 -Methylcyclobutyl, 2- Methylcyclobutyl, 3 -Methylcyclobutyl, 3,3-Dimethylcyclobutyl, 1 -Cyanocyclobutyl, 2- Cyanocyclobutyl, 3 -Cyanocyclobutyl, 1 -Allylcyclopropyl, 1 -Vinylcyclobutyl, 1- Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2-Methylcyclohexyl, 3- Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Cyanomethyl, 2-Cyanoeth-l-yl, l-Cyanoeth-l-yl, Cyano-n-propyl, Methoxycarbonyl, Ethoxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, n-Butyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso- Propylcarbonyl, n-Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, p- Chlorphenylcarbonyl, m-Chlorphenylcarbonyl, o-Chlorphenylcarbonyl, p- Fluorphenylcarbonyl, m-Fluorphenylcarbonyl, o-Fluorphenylcarbonyl, p- Methoxyphenylcarbonyl, m-Methoxyphenylcarbonyl, o-Methoxyphenylcarbonyl, p- Trifluormethylphenylcarbonyl, m-Trifluormethylphenylcarbonyl, o- Trifluormethylphenylcarbonyl, Methylaminocarbonyl, Ethylaminocarbonyl, iso- Propylaminocarbonyl, n-Propylaminocarbonyl, Phenylaminocarbonyl, p-Cl- Phenylaminocarbonyl, m-Cl-Phenylaminocarbonyl, o-Cl-Phenylaminocarbonyl, Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, Cyclopentylaminocarbonyl, Cyclohexylaminocarbonyl, Cyclopropylmethylaminocarbonyl, Allyloxycarbonylethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2-methylcycloprop-1-yl, 2,2-dimethylcycloprop-1-yl, 2,3-dimethylcyclopropyl, 1-cyanopropyl, 2-cyanopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 3,3-dimethylcyclobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyanomethyl, 2-cyanoeth-1-yl, 1-cyanoeth-1-yl, cyano-n- propyl, methoxycarbonyl, ethoxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, n-butyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso-propylcarbonyl, n-butylcarbonyl, tert-butylcarbonyl, phenylcarbonyl, p- Chlorophenylcarbonyl, m-chlorophenylcarbonyl, o-chlorophenylcarbonyl, p-fluorophenylcarbonyl, m-fluorophenylcarbonyl, o-fluorophenylcarbonyl, p-methoxyphenylcarbonyl, m-methoxyphenylcarbonyl, o-methoxyphenylcarbonyl, p-trifluoromethylphenylcarbonyl, m-trifluoromethylphenylcarbonyl, o-trifluoromethylphenylcarbonyl, methylaminocarbonyl, ethylaminocarbonyl, iso-propylaminocarbonyl, n-propylaminocarbonyl, phenylaminocarbonyl, p-Cl-phenylaminocarbonyl, m-Cl-phenylaminocarbonyl, o-Cl-phenylaminocarbonyl, cyclopropylaminocarbonyl, cyclobutylaminocarbonyl, cyclopentylaminocarbonyl, cyclohexylaminocarbonyl, cyclopropylmethylaminocarbonyl,
Cyclobutylmethylaminocarbonyl, Cyclopentylmethylaminocarbonyl, Cyclobutylmethylaminocarbonyl, cyclopentylmethylaminocarbonyl,
Cyclohexylmethylaminocarbonyl, Dimethylaminocarbonyl, Diethylaminocarbonyl, Benzyl(methyl)aminocarbonyl, Prop-2-en-l-yl, Prop-2-in-l-yl, l-Fluorcycloprop-l-yl,Cyclohexylmethylaminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl, benzyl (methyl) aminocarbonyl, prop-2-en-1-yl, prop-2-yn-1-yl, 1-fluorocycloprop-1-yl,
2-Fluorcycloprop-l-yl, 2,2-Difluorcycloprop-l-yl, 3,3-Difluorcyclobut-l-yl, Phenyl, 2- Fluor-Phenyl, 3 -Fluor-Phenyl, 4-Fluor-Phenyl, 2,4-Difluor-Phenyl, 2,5-Difluor-Phenyl, 2,6-Difluor-Phenyl, 2,3-Difluor-Phenyl, 3,4-Difluor-Phenyl, 3,5-Difluor-Phenyl, 2,4,5- Trifluor-Phenyl, 3,4,5-Trifluor-Phenyl, 2-Chlor-Phenyl, 3 -Chlor-Phenyl, 4-Chlor- Phenyl, 2,4-Dichlor-Phenyl, 2,5-Dichlor-Phenyl, 2,6-Dichlor-Phenyl, 2,3-Dichlor- Phenyl, 3,4-Dichlor-Phenyl, 3,5-Dichlor-Phenyl, 2,4,5-Trichlor-Phenyl, 3,4,5-Trichlor- Phenyl, 2,4,6-Trichlor-Phenyl, 2-Brom-Phenyl, 3 -Brom-Phenyl, 4-Brom-Phenyl, 2-Iod- Phenyl, 3-Iod-Phenyl, 4-Iod-Phenyl, 2-Brom-4-Fluor-Phenyl, 2-Brom-4-Chlor-Phenyl,2-fluorocycloprop-1-yl, 2,2-difluorocycloprop-1-yl, 3,3-difluorocyclobut-1-yl, phenyl, 2-fluoro-phenyl, 3-fluoro-phenyl, 4-fluoro-phenyl, 2, 4-difluoro-phenyl, 2,5-difluoro-phenyl, 2,6-difluoro-phenyl, 2,3-difluoro-phenyl, 3,4-difluoro-phenyl, 3,5-difluoro-phenyl, 2,4, 5-trifluoro-phenyl, 3,4,5-trifluoro-phenyl, 2-chloro-phenyl, 3-chloro-phenyl, 4-chloro-phenyl, 2,4-dichloro-phenyl, 2,5-dichloro-phenyl, 2,6-dichloro-phenyl, 2,3-dichloro-phenyl, 3,4-dichloro-phenyl, 3,5-dichloro-phenyl, 2,4,5-trichloro-phenyl, 3,4,5-trichloro Phenyl, 2,4,6-trichloro-phenyl, 2-bromo-phenyl, 3-bromo-phenyl, 4-bromo-phenyl, 2-iodo-phenyl, 3-iodo-phenyl, 4-iodo-phenyl, 2 Bromine-4-fluoro-phenyl, 2-bromo-4-chloro-phenyl,
3-Brom-4-Fluor-Phenyl, 3-Brom-4-Chlor-Phenyl, 3-Brom-5-Fluor-Phenyl, 3-Brom-5- Chlor-Phenyl, 2-Fluor-4-Brom-Phenyl, 2-Chlor-4-Brom-Phenyl, 3-Fluor-4-Brom- Phenyl, 3-Chlor-4-Brom-Phenyl, 2-Chlor-4-Fluor-Phenyl, 3-Chlor-4-Fluor-Phenyl, 2- Fluor-3 -Chlor-Phenyl, 2-Fluor-4-Chlor-Phenyl, 2-Fluor-5-Chlor-Phenyl, 3-Fluor-4- Chlor-Phenyl, 3-Fluor-5-Chlor-Phenyl, 2-Fluor-6-Chlor-Phenyl, 2-Methyl-Phenyl, 3- Methyl-Phenyl, 4-Methyl-Phenyl, 2,4-Dimethyl-Phenyl, 2,5-Dimethyl-Phenyl, 2,6- Dimethyl-Phenyl, 2,3-Dimethyl-Phenyl, 3,4-Dimethyl-Phenyl, 3,5-Dimethyl-Phenyl, 2,4,5-Trimethyl-Phenyl, 3,4,5-Trimethyl-Phenyl, 2,4,6-Trimethyl-Phenyl, 2-Methoxy- Phenyl, 3-Methoxy-Phenyl, 4-Methoxy-Phenyl, 2,4-Dimethoxy-Phenyl, 2,5-Dimethoxy- Phenyl, 2,6-Dimethoxy-Phenyl, 2,3-Dimethoxy-Phenyl, 3,4-Dimethoxy-Phenyl, 3,5- Dimethoxy-Phenyl, 2,4,5-Trimethoxy-Phenyl, 3,4,5-Trimethoxy-Phenyl, 2,4,6- Trimethoxy-Phenyl, 2-Trifluormethoxy-Phenyl, 3-Trifluormethoxy-Phenyl, 4- Trifluormethoxy-Phenyl, 2-Difluormethoxy-Phenyl, 3-Difluormethoxy-Phenyl, 4- Difluormethoxy-Phenyl, 2-Trifluormethyl-Phenyl, 3-Trifluormethyl-Phenyl, 4- Trifluormethyl-Phenyl, 2-Difluormethyl-Phenyl, 3-Difluormethyl-Phenyl, 4- Difluormethyl-Phenyl, 3,5-Bis(Trifluormethyl)-Phenyl, 3-Trifluormethyl-5-Fluor- Phenyl, 3-Trifluormethyl-5-Chlor-Phenyl, 3-Methyl-5-Fluor-Phenyl, 3-Methyl-5-Chlor- Phenyl, 3-Methoxy-5-Fluor-Phenyl, 3-Methoxy-5-Chlor-Phenyl, 3-Trifluormethoxy-5- Chlor-Phenyl, 2-Ethoxy-Phenyl, 3-Ethoxy-Phenyl, 4-Ethoxy-Phenyl, 2-Methylthio- Phenyl, 3-Methylthio-Phenyl, 4-Methylthio-Phenyl, 2-Trifluormethylthio-Phenyl, 3- Trifluormethylthio-Phenyl, 4-Trifluormethylthio-Phenyl, Methoxymethyl, 2-Ethyl- Phenyl, 3-Ethyl-Phenyl, 4-Ethyl-Phenyl, 2-Methoxycarbonyl-Phenyl, 3- Methoxycarbonyl-Phenyl, 4-Methoxycarbonyl-Phenyl, 2-Ethoxycarbonyl-Phenyl, 3- Ethoxycarbonyl-Phenyl, 4-Ethoxycarbonyl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin- 4-yl, Pyrazin-2-yl, Pyridazin-3-yl, Pyridazin-4-yl, Pyrimidin-2-yl, Pyrimidin-5-yl, Pyrimidin-4-yl, Pyridazin-3-ylmethyl, Pyridazin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-5-ylmethyl, Pyrimidin-4-ylmethyl, Pyrazin-2-ylmethyl, 3-Chlor-Pyrazin-2-yl,3-bromo-4-fluoro-phenyl, 3-bromo-4-chloro-phenyl, 3-bromo-5-fluoro-phenyl, 3-bromo-5-chloro-phenyl, 2-fluoro-4-bromo-phenyl, 2-chloro-4-bromo-phenyl, 3-fluoro-4-bromo-phenyl, 3-chloro-4-bromo-phenyl, 2-chloro-4-fluoro-phenyl, 3-chloro-4-fluoro-phenyl, 2-fluoro-3-chloro-phenyl, 2-fluoro-4-chloro-phenyl, 2-fluoro-5-chloro-phenyl, 3-fluoro-4-chloro-phenyl, 3-fluoro-5-chloro-phenyl, 2-fluoro-6-chloro-phenyl, 2-methyl-phenyl, 3-methyl-phenyl, 4-methyl-phenyl, 2,4-dimethyl-phenyl, 2,5-dimethyl-phenyl, 2,6-dimethyl Phenyl, 2,3-dimethyl-phenyl, 3,4-dimethyl-phenyl, 3,5-dimethyl-phenyl, 2,4,5-trimethyl-phenyl, 3,4,5-trimethyl-phenyl, 2,4, 6-trimethyl-phenyl, 2-methoxy-phenyl, 3-methoxy-phenyl, 4-methoxy-phenyl, 2,4-dimethoxy-phenyl, 2,5-dimethoxy-phenyl, 2,6-dimethoxy-phenyl, 2, 3-dimethoxy-phenyl, 3,4-dimethoxy-phenyl, 3,5-dimethoxy-phenyl, 2,4,5-trimethoxy-phenyl, 3,4,5-trimethoxy-phenyl, 2,4,6-trimethoxy Phenyl, 2-trifluoromethoxy-phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxy-phenyl, 2-difluoromethoxy-phenyl, 3-difluoromethoxy-phenyl, 4-difluoromethoxy-phenyl, 2-trifluoromethyl-phenyl, 3-trifluoromethyl-phenyl, 4-trifluoromethyl-phenyl, 2-difluoromethyl-phenyl, 3-difluoromethyl-phenyl, 4-difluoromethyl-phenyl, 3, 5-bis (trifluoromethyl) -phenyl, 3-trifluoromethyl-5-fluoro-phenyl, 3-trifluoromethyl-5-chloro-phenyl, 3-methyl-5-fluoro-phenyl, 3-methyl-5-chloro Phenyl, 3-methoxy-5-fluoro-phenyl, 3-methoxy-5-chloro-phenyl, 3-trifluoromethoxy-5-chloro-phenyl, 2-ethoxy-phenyl, 3-ethoxy-phenyl, 4-ethoxy-phenyl, 2-methylthio-phenyl, 3-methylthio-phenyl, 4-methylthio-phenyl, 2-trifluoromethylthio-phenyl, 3-trifluoromethylthio-phenyl, 4-trifluoromethylthio-phenyl, methoxymethyl, 2-ethyl-phenyl, 3-ethyl-phenyl, 4-ethyl-phenyl, 2-methoxycarbonyl-phenyl, 3-methoxycarbonyl-phenyl, 4-methoxycarbonyl-phenyl, 2-ethoxycarbonyl-phenyl, 3-ethoxycarbonyl-phenyl, 4-ethoxycarbonyl-phenyl, pyridin-2-yl, pyridine 3-yl, pyridin-4-yl, pyrazine-2-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-5-yl, pyrimidin-4-yl, pyridazine-3 ylmethyl, pyridazin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-5-ylmethyl, pyrimidin-4-ylmethyl, pyrazine-2-ylmethyl, 3-chloro-pyrazine-2-yl,
3-Brom-Pyrazin-2-yl, 3-Methoxy-Pyrazin-2-yl, 3-Ethoxy-Pyrazin-2-yl, 3- Trifluonnethylpyrazin-2-yl, 3-Cyanopyrazin-2-yl, Naphth-2-yl, Naphth-l-yl, Chinolin-3-bromo-pyrazino-2-yl, 3-methoxy-pyrazino-2-yl, 3-ethoxy-pyrazino-2-yl, 3-trifluoro-ethyl-pyrazino-2-yl, 3-cyanopyrazino-2-yl, naphth-2-yl yl, naphth-1-yl, quinoline
4-yl, Chinolin-6-yl, Chinolin-8-yl, Chinolin-2-yl, Chinoxalin-2-yl, 2-Naphthylmethyl, 1- Naphthylmethyl, Chinolin-4-ylmethyl, Chinolin-6-ylmethyl, Chinolin-8-ylmethyl, Chinolin-2-ylmethyl, Chinoxalin-2-ylmethyl, Pyrazin-2-ylmethyl, 4-Chloropyridin-2-yl, 3-Chloropyridin-4-yl, 2-Chloropyridin-3-yl, 2-Chloropyridin-4-yl, 2-Chlorpyridin-5-yl, 2,6-Dichlorpyridin-4-yl, 3-Chlorpyridin-5-yl, 3,5-Dichlorpyridin-2-yl, 3-Chlor-5- Trifluormethylpyridin-2-yl, (4-Chloropyridin-2-yl)methyl, (3 -Chloropyridin-4- yl)methyl, (2-Chloropyridin-3-yl)methyl, (2-Chloropyridin-4-yl)methyl, (2- Chlorpyridin-5-yl)methyl, (2,6-Dichlorpyridin-4-yl)methyl, (3-Chlorpyridin-5- yl)methyl, (3,5-Dichlorpyridin-2-yl)methyl, Thiophen-2-yl, Thiophen-3-yl, 5- Methylthiophen-2-yl, 5-Ethylthiophen-2-yl, 5-Chlorthiophen-2-yl, 5-Bromthiophen-2- yl, 4-Methylthiophen-2-yl, 3-Methylthiophen-2-yl, 5-Fluorthiophen-3-yl, 3,5- Dimethylthiophen-2-yl, 3-Ethylthiophen-2-yl, 4,5-Dimethylthiophen-2-yl, 3,4- Dimethylthiophen-2-yl, 4-Chlorthiophen-2-yl, Furan-2-yl, 5-Methylfuran-2-yl, 5- Ethylfuran-2-yl, 5-Methoxycarbonylfuran-2-yl, 5-Chlorfuran-2-yl, 5-Bromfuran-2-yl, Thiophan-2-yl, Thiophan-3-yl, Sulfolan-2-yl, Sulfolan-3-yl, Benzyl, (4- Fluorphenyl)methyl, (3-Fluorphenyl)methyl, (2-Fluorphenyl)methyl, (2,4- Difluorphenyl)methyl, (3,5-Difluorphenyl)methyl, (2,5-Difluorphenyl)methyl, (2,6- Difluorphenyl)methyl, (2,4,5-Trifluorphenyl)methyl, (2,4,6-Trifluorphenyl)methyl, (4- Chlorphenyl)methyl, (3-Chlorphenyl)methyl, (2-Chlorphenyl)methyl, (2,4- Dichlorphenyl)methyl, (3,5-Dichlorphenyl)methyl, (2,5-Dichlorphenyl)methyl, (2,6- Dichlorphenyl)methyl, (2,4,5-Trichlorphenyl)methyl, (2,4,6-Trichlorphenyl)methyl, (4- Bromphenyl)methyl, (3-Bromphenyl)methyl, (2-Bromphenyl)methyl, (4- Iodphenyl)methyl, (3-Iodphenyl)methyl, (2-Iodphenyl)methyl, (3-Chlor-5- Trifluormethyl-pyridin-2-yl)methyl, (2-Brom-4-Fluorphenl)methyl, (2-Brom-4- Chlorphenyl)methyl, (3-Brom-4-Fluorphenyl)methyl, (3-Brom-4-Chlorphenyl)methyl, (3-Brom-5-Fluorphenyl)methyl, (3-Brom-5-Chlorphenyl)methyl, (2-Fluor-4- Bromphenyl)methyl, (2-Chlor-4-Bromphenyl)methyl, (3 -Fluor-4-Bromphenyl)methyl, (3-Chlor-4-Bromphenyl)methyl, (2-Chlor-4-Fluorphenyl)methyl, (3-Chlor-4- Fluorphenyl)methyl, (2-Fluor-3-Chlorphenyl)methyl, (2-Fluor-4-Chlorphenyl)methyl, (2-Fluor-5-Chlorphenyl)methyl, (3-Fluor-4-Chlorphenyl)methyl, (3-Fluor-5- Chlorphenyl)methyl, (2-Fluor-6-Chlorphenyl)methyl, Phenylethyl, 3-Trifluormethyl-4- Chlorphenyl, 3-Chlor-4-Trifluormethylphenyl, 2-Chlor-4-Trifluormethylphenyl, 3,5- Dfluorpyridin-2-yl, (3,6-Dichlor-pyridin-2-yl)methyl, (4-Trifluormethylphenyl)methyl, (3-Trifluormethylphenyl)methyl, (2-Trifluormethylphenyl)methyl, (4- Trifluormethoxyphenyl)methyl, (3-Trifluormethoxyphenyl)methyl, (2- Trifluormethoxyphenyl)methyl, (4-Methoxyphenyl)methyl, (3 -Methoxyphenyl)methyl, (2-Methoxyphenyl)methyl, (4-Methylphenyl)methyl, (3-Methylphenyl)methyl, (2- Methylphenyl)methyl, (4-Cyanophenyl)methyl, (3-Cyanophenyl)methyl, (2- Cyanophenyl)methyl, (2,4-Diethylphenyl)methyl, (3,5-Diethylphenyl)methyl, (3,4- Dimethylphenyl)methyl, (3 ,5-Dimethoxyphenyl)methyl, 1 -Phenyleth- 1 -yl, 4-yl, quinolin-6-yl, quinolin-8-yl, quinolin-2-yl, quinoxalin-2-yl, 2-naphthylmethyl, 1-naphthylmethyl, quinolin-4-ylmethyl, quinolin-6-ylmethyl, quinoline 8-ylmethyl, quinolin-2-ylmethyl, quinoxalin-2-ylmethyl, pyrazine-2-ylmethyl, 4-chloropyridin-2-yl, 3-chloropyridin-4-yl, 2-chloropyridin-3-yl, 2-chloropyridine 4-yl, 2-chloropyridin-5-yl, 2,6-dichloropyridin-4-yl, 3-chloropyridin-5-yl, 3,5-dichloropyridin-2-yl, 3-chloro-5-trifluoromethylpyridine-2-yl yl, (4-chloropyridin-2-yl) methyl, (3-chloropyridin-4-yl) methyl, (2-chloropyridin-3-yl) methyl, (2-chloropyridin-4-yl) methyl, (2-chloropyridine -5-yl) methyl, (2,6-dichloropyridin-4-yl) methyl, (3-chloropyridin-5-yl) methyl, (3,5-dichloropyridin-2-yl) methyl, thiophen-2-yl, Thiophen-3-yl, 5-methylthiophene-2-yl, 5-ethylthiophene-2-yl, 5-chlorothiophene-2-yl, 5-bromothiophene-2-yl, 4-methylthiophene-2-yl, 3-methylthiophene 2-yl, 5-fluorothiophene-3-yl, 3,5-dimethylthiophene-2-yl, 3-ethylthiophene-2-yl, 4,5-dimethylthiophene-2-yl, 3,4-dimethylthiophene-2-yl, 4-chlorinate hiophen-2-yl, furan-2-yl, 5-methyl-furan-2-yl, 5-ethyl-furan-2-yl, 5-methoxycarbonyl-furan-2-yl, 5-chlorofuran-2-yl, 5-bromofuran-2 yl, thiophan-2-yl, thiophan-3-yl, sulfolan-2-yl, sulfolan-3-yl, benzyl, (4-fluorophenyl) methyl, (3-fluorophenyl) methyl, (2-fluorophenyl) methyl, ( 2,4-difluorophenyl) methyl, (3,5-difluorophenyl) methyl, (2,5-difluorophenyl) methyl, (2,6-difluorophenyl) methyl, (2,4,5-trifluorophenyl) methyl, (2,4 , 6-trifluorophenyl) methyl, (4-chlorophenyl) methyl, (3-chlorophenyl) methyl, (2-chlorophenyl) methyl, (2,4-dichlorophenyl) methyl, (3,5-dichlorophenyl) methyl, (2.5 Dichlorophenyl) methyl, (2,6-dichlorophenyl) methyl, (2,4,5-trichlorophenyl) methyl, (2,4,6-trichlorophenyl) methyl, (4-bromophenyl) methyl, (3-bromophenyl) methyl, (2-bromophenyl) methyl, (4-iodophenyl) methyl, (3-iodophenyl) methyl, (2-iodophenyl) methyl, (3-chloro-5-trifluoromethylpyridin-2-yl) methyl, (2-bromophenyl) 4-fluorophenol) methyl, (2-bromo-4-chlorophenyl) methyl, (3-bromo-4-fluorophenyl) methyl, (3-bromo-4-chlorophenyl) methyl, (3-bromo-5-fluorophenyl) methyl, (3-bromo-5-chlorophenyl) methyl, (2-fluoro-4-bromophenyl) methyl, (2-chloro-4-bromophenyl) methyl, (3-fluoro-4 -Bromphenyl) methyl, (3-chloro-4-bromophenyl) methyl, (2-chloro-4-fluorophenyl) methyl, (3-chloro-4-fluorophenyl) methyl, (2-fluoro-3-chlorophenyl) methyl, ( 2-fluoro-4-chlorophenyl) methyl, (2-fluoro-5-chlorophenyl) methyl, (3-fluoro-4-chlorophenyl) methyl, (3-fluoro-5-chlorophenyl) methyl, (2-fluoro-6- Chlorophenyl) methyl, phenylethyl, 3-trifluoromethyl-4-chlorophenyl, 3-chloro-4-trifluoromethylphenyl, 2-chloro-4-trifluoromethylphenyl, 3,5-difluoropyridin-2-yl, (3,6-dichloro-pyridine-2 -yl) methyl, (4-trifluoromethylphenyl) methyl, (3-trifluoromethylphenyl) methyl, (2-trifluoromethylphenyl) methyl, (4-trifluoromethoxyphenyl) methyl, (3-trifluoromethoxyphenyl) methyl, (2-trifluoromethoxyphenyl) methyl, (4- Methoxyphenyl) methyl, (3-methoxyphenyl) methyl, (2-methoxyphenyl) methyl, (4-methylphenyl) methyl, (3-methylphenyl) methyl, (2-methylphenyl) methyl, (4-cyanophenyl) methyl, (3-cyanophenyl ) methyl, (2- Cya nophenyl) methyl, (2,4-diethylphenyl) methyl, (3,5-diethylphenyl) methyl, (3,4-dimethylphenyl) methyl, (3, 5-dimethoxyphenyl) methyl, 1-phenyleth-1-yl,
Methylsulfonyl, Ethylsulfonyl, n-Propylsulfonyl, 1 -Methylethylsulfonyl,  Methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, 1-methylethylsulfonyl,
Cyclopropylsulfonyl, Cyclobutylsulfonyl, Cyclopentylsulfonyl, Cyclohexylsulfonyl, Phenylsulfonyloxy, p-Chlorphenylsulfonyl, m-Chlorphenylsulfonyl, o- Chlorphenylsulfonyl, p-Fluorphenylsulfonyl, m-Fluorphenylsulfonyl, o- Fluorphenylsulfonyl, p-Methoxyphenylsulfonyl, m-Methoxyphenylsulfonyl, o- Methoxyphenylsulfonyl, p-Methylphenylsulfonyl, m-Methylphenylsulfonyl, o- Methylphenylsulfonyl, Phenylcarbonylmethyl, p-Chlorphenylcarbonylmethyl, m- Chlorphenylcarbonylmethyl, o-Chlorphenylcarbonylmethyl, p- Fluorphenylcarbonylmethyl, m-Fluorphenylcarbonylmethyl, o- Fluorphenylcarbonylmethyl, Methylcarbonylmethyl, Ethylcarbonylmethyl, n- Propylcarbonylmethyl, iso-Propylcarbonylmethyl, n-Butylcarbonylmethyl, tert- Butylcarbonylmethyl steht, oder  Cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, phenylsulfonyloxy, p-chlorophenylsulfonyl, m-chlorophenylsulfonyl, o-chlorophenylsulfonyl, p-fluorophenylsulfonyl, m-fluorophenylsulfonyl, o-fluorophenylsulfonyl, p-methoxyphenylsulfonyl, m-methoxyphenylsulfonyl, o-methoxyphenylsulfonyl, p -methylphenylsulfonyl, m-methylphenylsulfonyl, o-methylphenylsulfonyl, phenylcarbonylmethyl, p-chlorophenylcarbonylmethyl, m-chlorophenylcarbonylmethyl, o-chlorophenylcarbonylmethyl, p-fluorophenylcarbonylmethyl, m-fluorophenylcarbonylmethyl, o-fluorophenylcarbonylmethyl, methylcarbonylmethyl, ethylcarbonylmethyl, n-propylcarbonylmethyl, iso -propylcarbonylmethyl, n-butylcarbonylmethyl, tert-butylcarbonylmethyl, or
R4 und R5 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 4 and R 5 together with the N-atom or C-atom to which they are each bonded, a fully saturated or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, wenn Q für Q-13, Q-14, Q-15, Q- 25 und Q-26 steht,  Form heteroatoms from the group N, O and S interrupted and optionally further substituted, total 3-7-membered ring, when Q stands for Q-13, Q-14, Q-15, Q-25 and Q-26,
R6 für Wasserstoff, Methyl, Ethyl steht, R8 für Wasserstoff, Halogen, Cyano, Nitro, Hydrothio, Hydroxy, Methylamino, R 6 is hydrogen, methyl, ethyl, R 8 is hydrogen, halogen, cyano, nitro, hydrothio, hydroxy, methylamino,
Ethylamino, iso-Propylamino, n-Propylamino, Dimethylamino, Diethylamino, Cyclopropylamino, Cyclobutylamino, Cyclopentylamino, Cyclohexylamino,  Ethylamino, iso-propylamino, n-propylamino, dimethylamino, diethylamino, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino,
Methoxycarbonylmethylamino, Methoxycarbonylethylamino,  Methoxycarbonylmethylamino, methoxycarbonylethylamino,
Ethoxycarbonylmethylamino, Ethoxycarbonylethylamino, Methoxycarbonylamino, Ethoxycarbonylamino, tert-Butyloxycarbonylamino, Phenylamino, N-Piperidinyl, N- Pyrrolidinyl, N-Morpholinyl, Methylaminocarbonylamino, Ethylaminocarbonylamino, n-Propylaminocarbonylamino, iso-propylaminocarbonylamino,  Ethoxycarbonylmethylamino, ethoxycarbonylethylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butyloxycarbonylamino, phenylamino, N-piperidinyl, N-pyrrolidinyl, N-morpholinyl, methylaminocarbonylamino, ethylaminocarbonylamino, n-propylaminocarbonylamino, isopropylaminocarbonylamino,
Benzylaminocarbonylamino, Phenylaminocarbonylamino, p-Cl- Phenylaminocarbonylamino, m-Cl-Phenylaminocarbonylamino, o-Cl- Phenylaminocarbonylamino, Cyclopropylaminocarbonylamino,  Benzylaminocarbonylamino, phenylaminocarbonylamino, p-Cl-phenylaminocarbonylamino, m-Cl-phenylaminocarbonylamino, o-Cl-phenylaminocarbonylamino, cyclopropylaminocarbonylamino,
Cyclobutylaminocarbonylamino, Cyclopentylaminocarbonylamino,  Cyclobutylaminocarbonylamino, cyclopentylaminocarbonylamino,
Cyclohexylaminocarbonylamino, Dimethylaminocarbonylamino, Methoxy, Ethoxy, n- Propyloxy, iso-Propyloxy, n-Butyloxy, tert-Butyloxy, Methoxycarbonyloxy,  Cyclohexylaminocarbonylamino, dimethylaminocarbonylamino, methoxy, ethoxy, n-propyloxy, isopropoxy, n-butyloxy, tert-butyloxy, methoxycarbonyloxy,
Ethoxycarbonyloxy, tert-Butyloxycarbonyloxy, Methylaminocarbonyloxy,  Ethoxycarbonyloxy, tert-butyloxycarbonyloxy, methylaminocarbonyloxy,
Ethylaminocarbonyloxy, n-Propylaminocarbonyloxy, iso-propylaminocarbonyloxy, Benzylaminocarbonyloxy, Phenylaminocarbonyloxy, Cyclopropylaminocarbonyloxy, Cyclobutylaminocarbonyloxy, Cyclopentylaminocarbonyloxy,  Ethylaminocarbonyloxy, n-propylaminocarbonyloxy, iso -propylaminocarbonyloxy, benzylaminocarbonyloxy, phenylaminocarbonyloxy, cyclopropylaminocarbonyloxy, cyclobutylaminocarbonyloxy, cyclopentylaminocarbonyloxy,
Cyclohexylaminocarbonyloxy, Dimethylaminocarbonyloxy, Phenyloxy, p-Cl- Phenyloxy, o-Cl-Phenyloxy, m-Cl-Phenyloxy, m-Trifluormethylphenyloxy, p- Trifluormethylphenyloxy, Trifluormethyloxy, Difluormethyloxy, 2,2-Difluorethyloxy, Cyclohexylaminocarbonyloxy, dimethylaminocarbonyloxy, phenyloxy, p-Cl-phenyloxy, o-Cl-phenyloxy, m-Cl-phenyloxy, m-trifluoromethylphenyloxy, p-trifluoromethylphenyloxy, trifluoromethyloxy, difluoromethyloxy, 2,2-difluoroethyloxy,
2.2.2-Trifluorethyloxy, Methylthio, Ethylthio, n-Propylthio, iso-Propylthio, Phenylthio, p-Cl-Phenylthio, m-Cl-Phenylthio, o-Cl-Phenylthio, Pyridin-2-ylthio, Pyridin-3-ylthio, Benzylthio, Trifluormethylthio, Pentafluorethylthio, Cyclopropylthio, Cyclobutylthio, Cyclopentylthio, Cyclohexylthio, Methylsulfinyl, Ethylsulfinyl, n-Propylsulfinyl, iso- Propylsulfinyl, n-Butylsulfinyl, tert-Butylsulfinyl, Phenylsulfinyl, Benzylsulfinyl, Pyridin-2-ylsulfinyl, Methylsulfonyl, Ethylsulfonyl, n-Propylsulfonyl, iso- Propylsulfonyl, n-Butylsulfonyl, tert-Butylsulfonyl, Phenylsulfonyl, Benzylsulfonyl, Pyridin-2-ylsulfonyl, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, 1 -Methylpropyl, 2-Methylpropyl, l,l-Dimethylethyl, n-Pentyl, 1 -Methylbutyl, 2-Methylbutyl, 3- Methylbutyl, 1 , 1 -Dimethylpropyl, 1 ,2-Dimethylpropyl, 2,2-Dimethylpropyl, 1 - Ethylpropyl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4- Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di-methylbutyl, 2,2- Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2-Ethylbutyl,2.2.2-trifluoroethyloxy, methylthio, ethylthio, n-propylthio, isopropylthio, phenylthio, p-C 1 -phenylthio, m-C 1 -phenylthio, o-C 1 -phenylthio, pyridin-2-ylthio, pyridin-3-ylthio, Benzylthio, trifluoromethylthio, pentafluoroethylthio, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, iso -propylsulfinyl, n-butylsulfinyl, tert-butylsulfinyl, phenylsulfinyl, benzylsulfinyl, pyridin-2-ylsulfinyl, methylsulfonyl, ethylsulfonyl, n- Propylsulfonyl, iso -propylsulfonyl, n-butylsulfonyl, tert-butylsulfonyl, phenylsulfonyl, benzylsulfonyl, pyridin-2-ylsulfonyl, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl, l, 1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1, 1-dimethylpropyl, 1, 2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1, 1-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-di-methylbutyl, 2,2-dime butylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl,
1.1.2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, l-Ethyl-2- methylpropyl, Thiocyanato, Isothiocyanato, Formyl Ethenyl, l-Propenyl, 2-Propenyl, 1- Methyl-ethenyl, l-Butenyl, 2-Butenyl, 3-Butenyl, 1 -Methyl- l-propenyl, 2-Methyl-l- propenyl, 1 -Methyl-2-propenyl, 2-Methyl-2-propenyl, l-Pentenyl, 2-Pentenyl, 3- Pentenyl, 4-Pentenyl, 1 -Methyl- l-butenyl, 2-Methyl-l-butenyl, 3 -Methyl- l-butenyl, 1- Methyl-2-butenyl, 2-Methyl-2-butenyl, 3-Methyl-2-butenyl, l-Methyl-3-butenyl, 2- Methyl-3-butenyl, 3-Methyl-3-butenyl, l,l-Dimethyl-2-propenyl, l,2-Dimethyl-l- propenyl, 1 ,2-Dimethyl-2-propenyl, l-Ethyl-l -propenyl, l-Ethyl-2-propenyl, Ethinyl, 1- Propinyl, 2-Propinyl, l-Butinyl, 2-Butinyl, 3-Butinyl, l-Methyl-2-propinyl, l-Pentinyl, 2-Pentinyl, 3-Pentinyl, 4-Pentinyl, l-Methyl-2-butinyl, l-Methyl-3-butinyl, 2-Methyl-3- butinyl, 3 -Methyl- l-butinyl, l,l-Dimethyl-2-propinyl, 1 -Ethyl-2-propinyl, l-Hexinyl, 2- Hexinyl, 3-Hexinyl, 3,3-Difluorcyclobut-l-yl, 3-Fluorcyclobut-l-yl, l-Fluorcyclobut-l- yl, 2,2-Difluorcycloprop-l-yl, l-Fluorcycloprop-l-yl, 2-Fluorcycloprop-l-yl, 4- Fluorcyclohexyl, 4,4-Difluorcyclohexyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, l-Methylcycloprop-l-yl, 2-Methylcycloprop-l-yl, 2,2-Dimethylcycloprop-1.1.2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, thiocyanato, isothiocyanato, formyl ethenyl, 1-propenyl, 2-propenyl, 1-methyl-ethenyl , 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-one propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3 Methyl 3-butenyl, 1, 1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1, 2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2- propenyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, Methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1, 1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, Hexynyl, 2-hexynyl, 3-hexynyl, 3,3-difluorocyclobut-1-yl, 3-fluorocyclobut-1-yl, 1-fluorocyclobut-1-yl, 2,2-difluorocycloprop-1-yl, 1-fluorocyclopropyl 1-yl, 2-fluorocycloprop-1-yl, 4-fluorocyclohexyl, 4,4-difluorocyclohexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-methylcycloprop-1-yl, 2-methylcycloprop-1-yl, 2,2- Dimeth ylcycloprop-
1-yl, 2,3-Dimethylcyclopropyl, 1 -Cyanopropyl, 2-Cyanopropyl, 1 -Methylcyclobutyl, 2- Methylcyclobutyl, 3 -Methylcyclobutyl, 3,3-Dimethylcyclobutyl, 1 -Cyanocyclobutyl, 2- Cyanocyclobutyl, 3 -Cyanocyclobutyl, 1 -Allylcyclopropyl, 1 -Vinylcyclobutyl, 1- Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2-Methylcyclohexyl, 3- Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Spiro[2.2]pent-l-yl, Spiro[2.3]hex-l-yl, Spiro[2.3]hex-4-yl, 3-Spiro[2.3]hex-5-yl, Spiro[3.3]hept-l-yl, Spiro[3.3]hept-2-yl, Bicyclo[l.l.O]butan-l-yl, Bicyclo[l.l.O]butan-1-yl, 2,3-dimethylcyclopropyl, 1-cyanopropyl, 2-cyanopropyl, 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 3,3-dimethylcyclobutyl, 1-cyano-cyclobutyl, 2-cyano-cyclobutyl, 3-cyano-cyclobutyl, 1 - Allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, spiro [2.2] pent-1-yl, spiro [ 2.3] hex-1-yl, spiro [2.3] hex-4-yl, 3-spiro [2.3] hex-5-yl, spiro [3.3] hept-1-yl, spiro [3.3] hept-2-yl, Bicyclo [llO] butan-1-yl, bicyclo [llO] butane
2-yl, Bicyclo[2.l.0]pentan-l-yl, Bicyclo[l.l.l]pentan-l-yl, Bicyclo[2.l.0]pentan-2-yl, Bicyclo[2.1 0]pentan-5-yl, Bicyclo[2.1.1 ]hexyl, Bicyclo[2.2.1 ]hept-2-yl, 2-yl, bicyclo [2.1.0] pentan-1-yl, bicyclo [III] pentan-1-yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentane-5 -yl, bicyclo [2.1.1] hexyl, bicyclo [2.2.1] hept-2-yl,
Bicyclo[2.2.2]octan-2-yl, Bicyclo[3.2.l]octan-2-yl, Bicyclo[3.2.2]nonan-2-yl, Bicyclo [2.2.2] octan-2-yl, bicyclo [3.2.1] octan-2-yl, bicyclo [3.2.2] nonan-2-yl,
Adamantan-l-yl, Adamantan-2-yl, Cyclopropylmethyl, Cyclobutylmethyl, Adamantan-1-yl, adamantan-2-yl, cyclopropylmethyl, cyclobutylmethyl,
Cyclopentylmethyl, Cyclohexylmethyl, Trifluormethyl, Pentafluorethyl, 1, 1,2,2- Tetrafluorethyl, Heptafluor-n-propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Cyclopentylmethyl, cyclohexylmethyl, trifluoromethyl, pentafluoroethyl, 1, 1,2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoro-isopropyl, nonafluorobutyl,
Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, Ioddifluormethyl, Bromfluormethyl, l-Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2- Difluorethyl, 2,2,2-Trifluorethyl, Difluor-tert.-butyl, Chlormethyl, Brommethyl, Fluormethyl, 3,3,3-Trifluor-n-propyl, Methoxycarbonyl, Ethoxycarbonyl, iso- Propyloxycarbonyl, n-Propyloxycarbonyl, n-Butyloxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylaminocarbonyl, Ethylaminocarbonyl, n- Propylaminocarbonyl, iso-Propylaminocarbonyl, Benzylaminocarbonyl, Chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1-fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, difluoro-tert-butyl, chloromethyl, bromomethyl, fluoromethyl, 3 , 3,3-trifluoro-n-propyl, methoxycarbonyl, ethoxycarbonyl, isopropyloxycarbonyl, n-propyloxycarbonyl, n-butyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, benzylaminocarbonyl,
Phenylaminocarbonyl, Cyclopropylaminocarbonyl, Cyclobutylaminocarbonyl, Phenylaminocarbonyl, cyclopropylaminocarbonyl, cyclobutylaminocarbonyl,
Cyclopentylaminocarbonyl, Cyclohexylaminocarbonyl, Dimethylaminocarbonyl, Diethylaminocarbonyl, Allylaminocarbonyl, Pentafluorthio, Methoxydifluormethyl, Ethoxydifluormethyl, n-Propyloxydifluormethyl, Trifluormethoxymethyl, Cyclopentylaminocarbonyl, cyclohexylaminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl, allylaminocarbonyl, pentafluorothio, methoxydifluoromethyl, ethoxydifluoromethyl, n-propyloxydifluoromethyl, trifluoromethoxymethyl,
Trifluormethoxyethyl, Trifluormethoxy-n-propyl, Methoxymethyl, Ethoxymethyl, n- Propyloxymethyl, Ethoxyethyl, Methoxyethyl, n-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, l-Methoxyeth-l-yl, 1 -Methoxyprop- 1 -yl, l-Ethoxyeth-l-yl, 2- Methoxyprop-2-yl, 2-Ethoxyprop-2-yl, Methylthiomethyl, Methylthioethyl, Methylthio- n-propyl, Ethylthiomethyl, Trifluormethylthiomethyl, Petntafluorethylthiomethyl, Trifluormethylthioethyl, Trifluormethylthio-n-propyl, Methylcarbonyl, Ethylcarbonyl, iso-Propylcarbonyl, n-Butylcarbonyl, tert-Butylcarbonyl, Phenylcarbonyl, o-Cl- Phenylcarbonyl, m-Cl-Phenylcarbonyl, p-Cl-Phenylcarbonyl, Methoxycarbonylmethyl, Ethoxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, n- Propyloxycarbonylmethyl, tert-Butyloxycarbonylmethyl, tert-Butyloxycarbonylethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl, Trifluoromethoxyethyl, trifluoromethoxy-n-propyl, methoxymethyl, ethoxymethyl, n- Propyloxymethyl, ethoxyethyl, methoxyethyl, n-propyloxyethyl, methoxy-n-propyl, ethoxy-n-propyl, 1-methoxyeth-1-yl, 1-methoxyprop-1-yl, 1-ethoxyeth-1-yl, 2-methoxypropyl 2-yl, 2-ethoxyprop-2-yl, methylthiomethyl, methylthioethyl, methylthio-n-propyl, ethylthiomethyl, trifluoromethylthiomethyl, petlafluoroethylthiomethyl, trifluoromethylthioethyl, trifluoromethylthio-n-propyl, methylcarbonyl, ethylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, tert-butyl Butylcarbonyl, phenylcarbonyl, o-Cl-phenylcarbonyl, m-Cl-phenylcarbonyl, p-Cl-phenylcarbonyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, n-propyloxycarbonylmethyl, tert-butyloxycarbonylmethyl, tert-butyloxycarbonylethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl,
Methylaminocarbonylmethyl, Ethylaminocarbonylmethyl, n- Propylaminocarbonylmethyl, iso-Propylaminocarbonylmethyl, Methylaminocarbonylmethyl, ethylaminocarbonylmethyl, n-propylaminocarbonylmethyl, iso -propylaminocarbonylmethyl,
Benzylaminocarbonylmethyl, Phenylaminocarbonylmethyl, Benzylaminocarbonylmethyl, phenylaminocarbonylmethyl,
Cyclopropylaminocarbonylmethyl, Cyclobutylaminocarbonylmethyl, Cyclopropylaminocarbonylmethyl, cyclobutylaminocarbonylmethyl,
Cyclopentylaminocarbonylmethyl, Cyclohexylaminocarbonylmethyl, Cyclopentylaminocarbonylmethyl, cyclohexylaminocarbonylmethyl,
Dimethylaminocarbonylmethyl, Diethylaminocarbonylmethyl, Dimethylaminocarbonylmethyl, diethylaminocarbonylmethyl,
Allylaminocarbonylmethyl, Methylaminomethyl, Dimethylaminomethyl, Allylaminocarbonylmethyl, methylaminomethyl, dimethylaminomethyl,
Diethylaminomethyl, Ethylaminomethyl, iso-Propylaminomethyl, n- Propylaminomethyl, n-Butylaminomethyl, Methylaminoethyl, Dimethylaminoethyl, Diethylaminoethyl, N-Pyrrolidinylmethyl, N-Piperidinylmethyl, Hydroxyimino, Methoxyimino, Ethoxyimino, n-Propyloxyimino, n-Butyloxyimino, iso- Propyloxyimino, tert-Butyloxyimino, Cyclopropylmethoxyimino, Diethylaminomethyl, ethylaminomethyl, iso -propylaminomethyl, n-propylaminomethyl, n-butylaminomethyl, methylaminoethyl, dimethylaminoethyl, diethylaminoethyl, N-pyrrolidinylmethyl, N-piperidinylmethyl, hydroxyimino, methoxyimino, ethoxyimino, n-propyloxyimino, n-butyloxyimino, iso-propyloxyimino, tert. Butyloxyimino, cyclopropylmethoxyimino,
Cyclobutylmcthoxyimino,Cyclopcntyl methoxyimino, Cyclohexylmethoxyimino, Benzyloxyimino, Phenyloxyimino, Allyloxyimino, p-Cl-Phenylmethyloxyimino, Phenylethinyl, p-Cl-Phenylethinyl, m-Cl-Phenylethinyl, o-Cl-Phenylethinyl, p-F- Phenylethinyl, m-F-Phenylethinyl, o-F-Phenylethinyl, Pyridin-2-ylethinyl, Pyridin-3- ylethinyl, Thiophen-2-ylethinyl, Trimethylsilylethinyl, Triethylsilylethinyl, Tri(iso- propyl)silylethinyl, Cyclopropylethinyl, Cyclobutylethinyl, Cyclopentylethinyl, Cyclohexylethinyl, Phenyl, Benzyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, p-F- Phenyl, m-F-Phenyl, o-F-Phenyl, p-Trifluormethylphenyl, m-Trifluormethylphenyl, o- Trifluormethylphenyl, p-Methylphenyl, m-Methylphenyl, o-Methylphenyl, p- Methoxyphenyl, m-Methoxyphenyl, o-Methoxyphenyl, p-Cl-Phenylmethyl, m-Cl- Phenylmethyl, o-Cl-Phenylmethyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Thiophen-2- yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Pyrimidin-2-yl, Pyrazin-2-yl, Cyclobutylmcthoxyimino, cyclopcntylmethoxyimino, cyclohexylmethoxyimino, benzyloxyimino, phenyloxyimino, allyloxyimino, p-Cl-phenylmethyloxyimino, phenylethynyl, p-Cl-phenylethynyl, m-Cl-phenylethynyl, o-Cl-phenylethynyl, pF-phenylethynyl, mF-phenylethynyl, oF-phenylethynyl , Pyridin-2-ylethynyl, pyridin-3-ylethynyl, thiophen-2-ylethynyl, trimethylsilylethynyl, triethylsilylethynyl, tri (isopropyl) silylethynyl, cyclopropylethynyl, cyclobutylethynyl, cyclopentylethynyl, cyclohexylethynyl, phenyl, benzyl, p-Cl-phenyl, m -Cl-phenyl, o-Cl-phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-trifluoromethylphenyl, m-trifluoromethylphenyl, o-trifluoromethylphenyl, p-methylphenyl, m-methylphenyl, o-methylphenyl, p-methoxyphenyl , m-methoxyphenyl, o-methoxyphenyl, p-Cl-phenylmethyl, m-Cl-phenylmethyl, o-Cl-phenylmethyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, thiophen-2-yl , Thiophen-3-yl, furan-2-yl, furan-3-yl, pyrimidin-2-yl, pyrazine-2-yl,
Methoxymethoxymethyl, Ethoxyethoxymethyl, Methoxyethoxymethyl, Methoxymethoxymethyl, ethoxyethoxymethyl, methoxyethoxymethyl,
Methylaminosulfonylamino, Dimethylaminosulfonylamino, Ethylaminosulfonylamino, Diethylaminosulfonylamino, iso-Propylaminosulfonylamino, Cyclopropylaminosulfonylamino, Cyclobutylaminosulfonylamino, Methylaminosulfonylamino, dimethylaminosulfonylamino, ethylaminosulfonylamino, diethylaminosulfonylamino, iso-propylaminosulfonylamino, Cyclopropylaminosulfonylamino, cyclobutylaminosulfonylamino,
Cyclopentylaminosulfonylamino, Cyclohexylaminosulfonylamino, Diazo, Phenyldiazo, Trimethylsilyl, Tri-(iso-propyl)silyl, Triethylsilyl, Dimethyl(phenyl)silyl, Diphenyl(methyl)silyl steht,  Cyclopentylaminosulfonylamino, cyclohexylaminosulfonylamino, diazo, phenyldiazo, trimethylsilyl, tri (iso-propyl) silyl, triethylsilyl, dimethyl (phenyl) silyl, diphenyl (methyl) silyl,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n- Butyl, Fluor stehen, oder R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden und R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form -like ring and
W für Sauerstoff steht. W stands for oxygen.
5. Verbindungen der allgemeinen Formel (1) gemäß Anspruch lund/oder deren Salze, dadurch gekennzeichnet, dass 5. Compounds of general formula (1) according to claim lund / or salts thereof, characterized in that
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l- yl, 2-Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut- l-yl, 3-Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2- Dimethylprop-l-yl, l-Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3- Methylpentyl, 4-Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di- methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2- Ethylbutyl, 1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, 1- Ethyl-2-methylpropyl, Trifluormethyl, Pentafluorethyl, l,l,2,2-Tetrafluorethyl, Heptafluor-n-propyl, Heptafluor-iso-propyl, Nonafluorbutyl, Chlordifluormethyl, Bromdifluormethyl, Dichlorfluormethyl, loddifluormethyl, Bromfluormethyl, 1 - Fluorethyl, 2-Fluorethyl, Fluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2- Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Difluor-tert.-butyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Adamantan-l-yl, Adamantan-2-yl,R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl , 1-methylbut-1-yl, 2-methylbut-1-yl, 3-methylbut-1-yl, 1, 1-dimethylprop-1-yl, 1,2-dimethylprop-1-yl, 2,2-dimethylprop -l-yl, 1-ethylprop-1-yl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1, l-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-di methylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1 -methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, pentafluoroethyl, 1, l, 2,2-tetrafluoroethyl, heptafluoro-n-propyl, heptafluoroisopropyl, nonafluorobutyl, chlorodifluoromethyl, bromodifluoromethyl, dichlorofluoromethyl, iododifluoromethyl, bromofluoromethyl, 1 Fluoroethyl, 2-fluoroethyl, fluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3,3-trifluoroprop-2-yl, difluoro tert-butyl, cycloprop yl, cyclobutyl, cyclopentyl, cyclohexyl, adamantan-1-yl, adamantan-2-yl,
1 -Methylcyclopropyl, 2-Methylcyclopropyl, 2,2-Dimethylcyclopropyl, 2,3- Dimethylcyclopropyl, l,l'-Bi(cyclopropyl)-l-yl, l,l'-Bi(cyclopropyl)-2-yl, 2'-Methyl- 1 , 1 '-bi(cyclopropyl)-2-yl, 1 -Cyanocyclopropyl, 2-Cyanocyclopropyl, 1 - Methylcyclobutyl, 2-Methylcyclobutyl, 3-Methylcyclobutyl, 1 -Cyanocyclobutyl, 2- Cyanocyclobutyl, 3 -Cyanocyclobutyl, 1 -Allylcyclopropyl, 1 -Vinylcyclobutyl, 1- Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1 -Methylcyclohexyl, 2-Methylcyclohexyl, 3- Methylcyclohexyl, 1 -Methoxycyclohexyl, 2-Methoxycyclohexyl, 3-Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin- 2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p-Methoxybenzyl, p-Methylbenzyl, p- Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F-Benzyl, m-Methoxybenzyl, m- Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o-Methoxybenzyl, o-Methylbenzyl, 1- Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o-Chlorphenyl)eth-l-yl, l-(o-Fluorphenyl)eth-l-yl, 1 -(o-Methylphenyl)eth- 1 -yl, 1 -(o-Bromphenyl)eth- 1 -yl, 1 -(o-Iodphenyl)eth- 1 -yl, Pyridin-2-ylmethyl, Pyridin-3-ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2-ylmethyl, o-Cyanophenylmethyl, m- Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1'-bi (cyclopropyl) -1-yl, 1'-bi (cyclopropyl) -2-yl, 2 ' -Methyl- 1, 1'-bi (cyclopropyl) -2-yl, 1-cyanocyclopropyl, 2-cyanocyclopropyl, 1 - Methylcyclobutyl, 2-methylcyclobutyl, 3-methylcyclobutyl, 1-cyano-cyclobutyl, 2-cyano-cyclobutyl, 3-cyano-cyclobutyl, 1-allyl-cyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl- Phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, Furan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, benzyl, p-Cl-benzyl, pF -benzyl, p -methoxybenzyl, p -methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl- Benzyl, mF-benzyl, m-methoxybenzyl, m-methylbenzyl, o-Cl-benzyl, oF-benzyl, o-methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, l (o-chlorophenyl) eth-1-yl, 1- (o-fluorophenyl) eth-1-yl, 1- (o-methylphenyl) eth-1-yl, 1 - ( o-bromophenyl) eth-1-yl, 1- (o -iodophenyl) eth-1-yl, pyridin-2-ylmethyl, pyridin-3-ylmethyl, pyridin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidine-4 -ylmethyl, tetrahydrofuran-2-ylmethyl, o-cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl,
Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso-Propyloxycarbonyl, tert- Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl,  Methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, isopropyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl,
Ethylcarbonyl, n-Propylcarbonyl, iso-propylcarbonyl, n-Butylcarbonyl, l-Methylprop-l- ylcarbonyl, 2-Methylprop-l-ylcarbonyl, l,l-Dimethyleth-l-ylcarbonyl, Phenylcarbonyl, Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n- Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert- Butylaminocarbonyl, Benzylaminocarbonyl, Methoxycarbonylmethyl,  Ethylcarbonyl, n-propylcarbonyl, iso -propylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1, 1-dimethyleth-1-ylcarbonyl, phenylcarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, n- Propylaminocarbonyl, iso-propylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl, benzylaminocarbonyl, methoxycarbonylmethyl,
Ethoxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl,  Ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, tert-butyloxycarbonylmethyl,
Benzyloxycarbonylmethyl, Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n- Propylcarbonyloxymethyl, 1 -Methylethylcarbonyloxymethyl, 1,1- Dimethylethylcarbonyloxymethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy,  Benzyloxycarbonylmethyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1,1-dimethylethylcarbonyloxymethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy,
Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso-Propyloxymethyl, n- Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino, Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Cyanoethyl, Prop-2-in-l-yl steht,  Methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino, dimethylamino, Methyl (ethyl) amino, diethylamino, cyanomethyl, cyanoethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Hydroxy, Fluor, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, l-Methylprop-l-yl, 2-Methylprop- 1 -yl, l,l-Dimethyleth-l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p-Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy, Trifluormethoxy, R 2 and R 9 independently of one another represent hydrogen, hydroxyl, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, Dimethyleth-1-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, Phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, Pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy, ethoxy, n- Propyloxy, iso-propyloxy, trifluoromethoxy,
Difluormethoxy, Methylthio, Ethylthio, Trifluormethylthio, Dimethylamino,  Difluoromethoxy, methylthio, ethylthio, trifluoromethylthio, dimethylamino,
Methylamino, Diethylamino, Methyl(ethyl)amino, Cyano stehen, oder  Methylamino, diethylamino, methyl (ethyl) amino, cyano, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder  Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1- Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, 1,1- Dimethylethoxy, n-Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, 1 , 1 -Dimethylpropyloxy, 1 ,2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 - Ethylpropyloxy, n-Hexyloxy, 1 -Methylpentyloxy, 2-Methylpentyloxy, 3- Methylpentyloxy, 4-Methylpentyloxy, l,l-Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3-Dimethylbutyloxy, 3,3- Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, l,l,2-Trimethylpropyloxy, 1,2,2- Trimethylpropyloxy, 1 -Ethyl- 1 -methylpropyloxy, 1 -Ethyl-2-methylpropyloxy, R 3 is hydroxy, hydrothio, fluoro, chloro, bromo, iodo, methoxy, ethoxy, n-propyloxy, 1-methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, 1,1-dimethylethoxy, n-pentyloxy, 1 Methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, 1, 1-dimethylpropyloxy, 1, 2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4 Methylpentyloxy, 1,1-dimethylbutyloxy, 1,2-dimethylbutyloxy, 1,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1 , 1, 2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl-1-methylpropyloxy, 1-ethyl-2-methylpropyloxy,
Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o-Chlorphenylmethoxy, p- Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n- propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy,  Cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, Ethoxy-n-propyloxy, ethoxy-n-butyloxy, n-propyloxymethoxy, iso-propyloxymethoxy,
Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 - Methylethylcarbonyloxy, n-Butylcarbonyloxy, 1 -Methylpropylcarbonyloxy, 2- Methylpropylcarbonyloxy, l,l-Dimethylethylcarbonyloxy, n-Pentylcarbonyloxy, 1- Methylbutylcarbonyloxy, 2-Methylbutylcarbonyloxy, 3-Methylbutylcarbonyloxy, 1,1- Dimethylpropylcarbonyloxy, 1 ,2-Dimethylpropylcarbonyloxy, 2,2- Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n-Hexylcarbonyloxy, 1 - Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3-Methylpentylcarbonyloxy, 4- Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, l,3-Di-methylbutylcarbonyloxy, 2,2- Dimethylbutylcarbonyloxy, 2,3-Dimethylbutylcarbonyloxy, 3,3- Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2-Ethylbutylcarbonyloxy, 1,1,2- Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 - methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p- Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy, Methylcarbonyloxy, ethylcarbonyloxy, n -propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy, 1,1-dimethylethylcarbonyloxy, n-pentylcarbonyloxy, 1-methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1- Dimethylpropylcarbonyloxy, 1,2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1 - Methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4-methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3- Dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1,1,2-trimethylpropylcarbonyloxy, 1,2,2-trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m- Chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p-fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy, benzylcarbonyloxy, thiophen-2-ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, 1 -Cyanocycloprop- 1 -ylcarbonyloxy, 1 -Methylcycloprop- 1 - ylcarbonyloxy, 1 -Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy,  Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyano-cycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy,
Ethoxycarbonyloxy, n-Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n- Butyloxycarbonyloxy, 1 , 1 -Dimethylethyloxycarbonyloxy, 2,2-Dimethyl- propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy,  Ethoxycarbonyloxy, n-propyloxycarbonyloxy, isopropyloxycarbonyloxy, n-butyloxycarbonyloxy, 1,1-dimethylethyloxycarbonyloxy, 2,2-dimethylpropyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy,
Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy, Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy,  Cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy, cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy,
Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy,  Cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy,
Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3 -ylcarbonyloxy, Pyridin-4-ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy, Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy  Cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy, methylsulfonyloxy, ethylsulfonyloxy, n- Propylsulfonyloxy, 1-methylethylsulfonyloxy, cyclopropylsulfonyloxy cyclobutylsulfonyloxy, cyclopentylsulfonyloxy
Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m-Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m-fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m-methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o- Methylphenylsulfonyloxy stands,
R6 für Wasserstoff steht, R 6 is hydrogen,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n- Butyl, Fluor stehen, oder R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
W für Sauerstoff steht und Q für eine der nachfolgend spezifisch genannten Gruppierungen Q-l.l bis Q-30.5 steht, wobei der Pfeil für eine Bindung der jeweiligen Gruppe Q zum Stickstoff des W stands for oxygen and Q stands for one of the groups Q-1. 1 to Q-30.5 mentioned specifically below, where the arrow for a bond of the respective group Q to the nitrogen of the
Tetrahydropyrimidinons in der allgemeinen Formel (1) steht,  Tetrahydropyrimidinone in the general formula (1),
Q- Q-
Q- Q-
Q- Q-
Q- Q-
Q- Q-
Q-1 Q- Q-1 Q-
Q- Q-
6. Verbindungen der allgemeinen Formel (I) gemäß Anspruch lund/oder deren Salze, dadurch gekennzeichnet, dass 6. Compounds of general formula (I) according to claim lund / or salts thereof, characterized in that
R1 für Wasserstoff, Methyl, Ethyl, n-Propyl, 1 -Methylethyl, n-Butyl, l-Methylprop-l- yl, 2-Methylprop-l-yl, l,l-Dimethyleth-l-yl, n-Pentyl, l-Methylbut-l-yl, 2-Methylbut- l-yl, 3-Methylbut-l-yl, l,l-Dimethylprop-l-yl, l,2-Dimethylprop-l-yl, 2,2- Dimethylprop-l-yl, l-Ethylprop-l-yl, n-Hexyl, 1 -Methylpentyl, 2-Methylpentyl, 3- Methylpentyl, 4-Methylpentyl, l,l-Dimethylbutyl, 1 ,2-Dimethylbutyl, l,3-Di- methylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1 -Ethylbutyl, 2- Ethylbutyl, 1 , 1 ,2-Trimethylpropyl, 1 ,2,2-Trimethylpropyl, 1 -Ethyl- 1 -methylpropyl, 1- Ethyl-2-methylpropyl, Trifluormethyl, Difluormethyl, 2,2-Difluorethyl, 2,2,2- Trifluorethyl, 3,3,3-Trifluorprop-l-yl, 3,3,3-Trifluorprop-2-yl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Adamantan-l-yl, Adamantan-2-yl, 1 -Methylcyclopropyl, 2- Methylcyclopropyl, 2,2-Dimethylcyclopropyl, 2,3-Dimethylcyclopropyl, 1- Cyanocyclopropyl, 2-Cyanocyclopropyl, 1 -Methylcyclobutyl, 2-Methylcyclobutyl, 3- Methylcyclobutyl, 1 -Cyanocyclobutyl, 2-Cyanocyclobutyl, 3-Cyanocyclobutyl, 1- Allylcyclopropyl, 1 -Vinylcyclobutyl, 1 -Vinylcyclopropyl, 1 -Ethylcyclopropyl, 1- Methylcyclohexyl, 2-Methylcyclohexyl, 3-Methylcyclohexyl, 1 -Methoxycyclohexyl, 2- Methoxycyclohexyl, 3 -Methoxycyclohexyl, Cyclopropylmethyl, Cyclobutylmethyl, Cyclopentylmethyl, Cyclohexylmethyl, Phenyl, p-F-Phenyl, m-F-Phenyl, o-F-Phenyl, p- Cl-Phenyl, m-Cl-Phenyl, o-Cl-Phenyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Thiophen-2-yl, Thiophen-3-yl, Furan-2-yl, Furan-3-yl, Tetrahydrofuran-2-yl, Tetrahydrofuran-3-yl, Benzyl, p-Cl-Benzyl, p-F-Benzyl, p- Methoxybenzyl, p-Methylbenzyl, p-Trifluormethylbenzyl, p-Nitrobenzyl, m-Cl-Benzyl, m-F-Benzyl, m-Methoxybenzyl, m-Methylbenzyl, o-Cl-Benzyl, o-F-Benzyl, o- Methoxybenzyl, o-Methylbenzyl, l-Phenyleth-l-yl, 2-Phenyleth-l-yl, l-(o- Chlorphenyl)eth-l-yl, l-(o-Fluorphenyl)eth-l-yl, l-(o-Methylphenyl)eth-l-yl, l-(o- Bromphenyl)eth-l-yl, l-(o-Iodphenyl)eth-l-yl, Pyridin-2-ylmethyl, Pyridin-3-ylmethyl, Pyridin-4-ylmethyl, Pyrimidin-2-ylmethyl, Pyrimidin-4-ylmethyl, Tetrahydrofuran-2- ylmethyl, o-Cyanophenylmethyl, m-Cyanophenylmethyl, p-Cyanophenylmethyl, Cyanomethyl, Cyanoethyl, Methoxycarbonyl, Ethoxycarbonyl, n-Propyloxycarbonyl, iso-Propyloxycarbonyl, tert-Butyloxycarbonyl, Benzyloxycarbonyl, Allyloxycarbonyl, Methylcarbonyl, Ethylcarbonyl, n-Propylcarbonyl, iso-propylcarbonyl, n-Butylcarbonyl, 1 -Methylprop- 1 -ylcarbonyl, 2-Methylprop- 1 -ylcarbonyl, 1 , 1 -Dimethyleth- 1 -ylcarbonyl, Phenylcarbonyl, Methylaminocarbonyl, Dimethylaminocarbonyl, Ethylaminocarbonyl, n-Propylaminocarbonyl, iso-Propylaminocarbonyl, n-Butylaminocarbonyl, tert- Butylaminocarbonyl, Benzylaminocarbonyl, Methoxycarbonylmethyl, R 1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1, 1-dimethyleth-1-yl, n-pentyl , 1-methylbut-1-yl, 2-methylbut-1-yl, 3-methylbut-1-yl, 1, 1-dimethylprop-1-yl, 1,2-dimethylprop-1-yl, 2,2-dimethylprop -l-yl, 1-ethylprop-1-yl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1, l-dimethylbutyl, 1, 2-dimethylbutyl, 1,3-di methylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethyl-1 -methylpropyl, 1-ethyl-2-methylpropyl, trifluoromethyl, difluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoroprop-1-yl, 3,3,3-trifluoroprop-2 -yl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantan-1-yl, adamantan-2-yl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,3-dimethylcyclopropyl, 1-cyanocyclopropyl, 2-cyanocyclopropyl , 1-methylcyclobutyl, 2-methylcyclobutyl, 3-methylcy clobutyl, 1-cyanocyclobutyl, 2-cyanocyclobutyl, 3-cyanocyclobutyl, 1-allylcyclopropyl, 1-vinylcyclobutyl, 1-vinylcyclopropyl, 1-ethylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 1-methoxycyclohexyl, 2-methoxycyclohexyl, 3-methoxycyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, phenyl, pF-phenyl, mF-phenyl, oF-phenyl, p-Cl-phenyl, m-Cl-phenyl, o-Cl-phenyl, pyridin-2-yl, Pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, tetrahydrofuran 2-yl, tetrahydrofuran-3-yl, benzyl, p-Cl-benzyl, pF -benzyl, p-methoxybenzyl, p-methylbenzyl, p-trifluoromethylbenzyl, p-nitrobenzyl, m-Cl-benzyl, mF-benzyl, m- Methoxybenzyl, m-methylbenzyl, o-Cl-benzyl, oF-benzyl, o-methoxybenzyl, o-methylbenzyl, 1-phenyleth-1-yl, 2-phenyleth-1-yl, 1- (o-chlorophenyl) -eth-1 -yl, 1- (o-fluorophenyl) eth-1-yl, 1- (o -methylphenyl) eth-1-yl, 1- (o-bromophenyl) eth-1-yl, 1- (o-iodophenyl) eth -l-yl, Pyri din-2-ylmethyl, pyridin-3-ylmethyl, pyridin-4-ylmethyl, pyrimidin-2-ylmethyl, pyrimidin-4-ylmethyl, tetrahydrofuran-2 ylmethyl, o-cyanophenylmethyl, m-cyanophenylmethyl, p-cyanophenylmethyl, cyanomethyl, cyanoethyl, methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, isopropyloxycarbonyl, tert-butyloxycarbonyl, benzyloxycarbonyl, allyloxycarbonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, isopropylcarbonyl, n-butylcarbonyl, 1-methylprop-1-ylcarbonyl, 2-methylprop-1-ylcarbonyl, 1,1-dimethyleth-1-ylcarbonyl, phenylcarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, n-butylaminocarbonyl, tert-butylaminocarbonyl, benzylaminocarbonyl, methoxycarbonylmethyl,
Ethoxycarbonylmethyl, tert-Butyloxycarbonylmethyl, Benzyloxycarbonylmethyl, Methoxycarbonylethyl, Ethoxycarbonylethyl, tert-Butyloxycarbonylmethyl,  Ethoxycarbonylmethyl, tert-butyloxycarbonylmethyl, benzyloxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, tert-butyloxycarbonylmethyl,
Benzyloxycarbonylmethyl, Methylcarbonyloxymethyl, Ethylcarbonyloxymethyl, n- Propylcarbonyloxymethyl, 1 -Methylethylcarbonyloxymethyl, 1,1- Dimethylethylcarbonyloxymethyl, Hydroxycarbonylmethyl, Hydroxycarbonylethyl, Hydroxycarbonyl-n-propyl, Methoxy, Ethoxy, n-Propyloxy, iso-Propyloxy,  Benzyloxycarbonylmethyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, n-propylcarbonyloxymethyl, 1-methylethylcarbonyloxymethyl, 1,1-dimethylethylcarbonyloxymethyl, hydroxycarbonylmethyl, hydroxycarbonylethyl, hydroxycarbonyl-n-propyl, methoxy, ethoxy, n-propyloxy, isopropoxy,
Methoxymethyl, Ethoxymethyl, n-Propyloxymethyl, iso-Propyloxymethyl, n- Butyloxymethyl, Methoxyethyl, Ethoxyethyl, n-Propyloxyethyl, iso-Propyloxyethyl, Methoxy-n-propyl, Ethoxy-n-propyl, Methoxy-n-butyl, Amino, Dimethylamino, Methyl(ethyl)amino, Diethylamino, Cyanomethyl, Prop-2-in-l-yl steht,  Methoxymethyl, ethoxymethyl, n-propyloxymethyl, isopropyloxymethyl, n-butyloxymethyl, methoxyethyl, ethoxyethyl, n-propyloxyethyl, isopropoxyethyl, methoxy-n-propyl, ethoxy-n-propyl, methoxy-n-butyl, amino, dimethylamino, Methyl (ethyl) amino, diethylamino, cyanomethyl, prop-2-yn-1-yl,
R2 und R9 unabhängig voneinander für Wasserstoff, Fluor, Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, 1 -Methylprop- l-yl, 2-Methylprop- l-yl, 1,1 -Dimethyleth- l-yl, Trifluormethyl, Difluormethyl, Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Methoxymethyl, Ethoxymethyl, Methoxyethyl, Ethoxyethyl, Methoxy, Ethoxy, n-Propyloxy, iso- Propyloxy, Trifluormethoxy, Difluormethoxy, Methylthio, Ethylthio, R 2 and R 9 independently of one another represent hydrogen, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylprop-1-yl, 2-methylprop-1-yl, 1,1-dimethylethyl l-yl, trifluoromethyl, difluoromethyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, methoxy, ethoxy, n-propyloxy, iso-propyloxy, trifluoromethoxy, difluoromethoxy, methylthio, ethylthio,
Trifluormethylthio, Dimethylamino, Methylamino, Diethylamino, Methyl(ethyl)amino stehen, oder  Trifluoromethylthio, dimethylamino, methylamino, diethylamino, methyl (ethyl) amino, or
R1 und R2 zusammen mit dem N-Atom bzw. C-Atom, an das sie jeweils gebunden sind, einen vollständig gesätigten, oder teilgesättigten, gegebenenfalls durch ein bis drei R 1 and R 2 together with the N-atom or C-atom to which they are each bonded, a fully saturated, or partially saturated, optionally by one to three
Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, oder  Heteroatoms from the group N, O and S form interrupted and optionally further substituted, total 3-7 membered ring, or
R2 und R9 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R3 für Hydroxy, Hydrothio, Fluor, Chlor, Brom, Iod, Methoxy, Ethoxy, n-Propyloxy, 1- Methylethoxy, n-Butyloxy, 1 -Methylpropyloxy, 2-Methylpropyloxy, 1,1- Dimethylethoxy, n-Pentyloxy, 1 -Methylbutyloxy, 2-Methylbutyloxy, 3-Methylbutyloxy, 1 , 1 -Dimethylpropyloxy, 1 ,2-Dimethylpropyloxy, 2,2-Dimethylpropyloxy, 1 - Ethylpropyloxy, n-Hexyloxy, 1 -Methylpentyloxy, 2-Methylpentyloxy, 3- Methylpentyloxy, 4-Methylpentyloxy, l,l-Dimethylbutyloxy, 1 ,2-Dimethylbutyloxy, l,3-Di-methylbutyloxy, 2,2-Dimethylbutyloxy, 2,3-Dimethylbutyloxy, 3,3- Dimethylbutyloxy, 1 -Ethylbutyloxy, 2-Ethylbutyloxy, l,l,2-Trimethylpropyloxy, 1,2,2- Trimethylpropyloxy, 1 -Ethyl- 1 -methylpropyloxy, 1 -Ethyl-2-methylpropyloxy, R 2 and R 9 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring, R 3 is hydroxy, hydrothio, fluoro, chloro, bromo, iodo, methoxy, ethoxy, n-propyloxy, 1-methylethoxy, n-butyloxy, 1-methylpropyloxy, 2-methylpropyloxy, 1,1-dimethylethoxy, n-pentyloxy, 1 Methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, 1, 1-dimethylpropyloxy, 1, 2-dimethylpropyloxy, 2,2-dimethylpropyloxy, 1-ethylpropyloxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4 Methylpentyloxy, 1,1-dimethylbutyloxy, 1,2-dimethylbutyloxy, 1,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy, 1-ethylbutyloxy, 2-ethylbutyloxy, 1 , 1, 2-trimethylpropyloxy, 1,2,2-trimethylpropyloxy, 1-ethyl-1-methylpropyloxy, 1-ethyl-2-methylpropyloxy,
Cyclopropylmethoxy, Cyclobutylmethoxy, Cyclopentylmethoxy, Cyclohexylmethoxy, Benzyloxy, p-Chlorphenylmethoxy, m-Chlorphenylmethoxy, o-Chlorphenylmethoxy, p- Methoxyphenylmethoxy, p-Nitrophenylmethoxy, Methoxymethoxy, Methoxyethoxy, Methoxy-n-propyloxy, Methoxy-n-butyloxy, Ethoxymethoxy, Ethoxyethoxy, Ethoxy-n- propyloxy, Ethoxy-n-butyloxy, n-Propyloxymethoxy, iso-Propyloxymethoxy,  Cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclohexylmethoxy, benzyloxy, p-chlorophenylmethoxy, m-chlorophenylmethoxy, o-chlorophenylmethoxy, p-methoxyphenylmethoxy, p-nitrophenylmethoxy, methoxymethoxy, methoxyethoxy, methoxy-n-propyloxy, methoxy-n-butyloxy, ethoxymethoxy, ethoxyethoxy, Ethoxy-n-propyloxy, ethoxy-n-butyloxy, n-propyloxymethoxy, iso-propyloxymethoxy,
Methylcarbonyloxy, Ethylcarbonyloxy, n-Propylcarbonyloxy, 1 - Methylethylcarbonyloxy, n-Butylcarbonyloxy, l-Methylprop-l-ylcarbonyloxy, 2- Methylprop- 1 -ylcarbonyloxy, 1 , 1 -Dimethyleth- 1 -ylcarbonyloxy, n-Pentylcarbonyloxy, Methylcarbonyloxy, ethylcarbonyloxy, n-propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy, 1-methylprop-1-ylcarbonyloxy, 2-methylprop-1-ylcarbonyloxy, 1, 1-dimethyleth-1-ylcarbonyloxy, n-pentylcarbonyloxy,
1 -Methylbutylcarbonyloxy, 2-Methylbutylcarbonyloxy, 3-Methylbutylcarbonyloxy, 1,1- Dimethylpropylcarbonyloxy, 1 ,2-Dimethylpropylcarbonyloxy, 2,2- Dimethylpropylcarbonyloxy, 1 -Ethylpropylcarbonyloxy, n-Hexylcarbonyloxy, 1 - Methylpentylcarbonyloxy, 2-Methylpentylcarbonyloxy, 3-Methylpentylcarbonyloxy, 4- Methylpentylcarbonyloxy, l,l-Dimethylbutylcarbonyloxy, 1,2- Dimethylbutylcarbonyloxy, l,3-Di-methylbutylcarbonyloxy, 2,2- Dimethylbutylcarbonyloxy, 2,3-Dimethylbutylcarbonyloxy, 3,3- Dimethylbutylcarbonyloxy, 1 -Ethylbutylcarbonyloxy, 2-Ethylbutylcarbonyloxy, 1,1,2- Trimethylpropylcarbonyloxy, 1 ,2,2-Trimethylpropylcarbonyloxy, 1 -Ethyl- 1 - methylpropylcarbonyloxy, 1 -Ethyl-2-methylpropylcarbonyloxy, Phenylcarbonyloxy, p- Chlorphenylcarbonyloxy, m-Chlorphenylcarbonyloxy, o-Chlorphenylcarbonyloxy, p- Fluorphenylcarbonyloxy, m-Fluorphenylcarbonyloxy, o-Fluorphenylcarbonyloxy, Benzylcarbonyloxy, Thiophen-2-ylcarbonyloxy, Furan-2-ylcarbonyloxy, 1-methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy, 3-methylbutylcarbonyloxy, 1,1-dimethylpropylcarbonyloxy, 1, 2-dimethylpropylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy, 1-ethylpropylcarbonyloxy, n-hexylcarbonyloxy, 1-methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy, 3-methylpentylcarbonyloxy, 4-methylpentylcarbonyloxy, 1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy, 1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy, 2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy, 1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy, 1,1,2-trimethylpropylcarbonyloxy, 1, 2,2-trimethylpropylcarbonyloxy, 1-ethyl-1-methylpropylcarbonyloxy, 1-ethyl-2-methylpropylcarbonyloxy, phenylcarbonyloxy, p-chlorophenylcarbonyloxy, m-chlorophenylcarbonyloxy, o-chlorophenylcarbonyloxy, p-fluorophenylcarbonyloxy, m-fluorophenylcarbonyloxy, o-fluorophenylcarbonyloxy, benzylcarbonyloxy, thiophen-2-ylcarbonyloxy, furan-2-ylcarbonyloxy,
Cyclopropylcarbonyloxy, Cyclobutylcarbonyloxy, Cyclopentylcarbonyloxy,  Cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy,
Cyclohexylcarbonyloxy, 1 -Fluorcycloprop- 1 -ylcarbonyloxy, 1 -Chlorcycloprop- 1 - ylcarbonyloxy, 1 -Cyanocycloprop- 1 -ylcarbonyloxy, 1 -Methylcycloprop- 1 - ylcarbonyloxy, 1 -Trifluormethylcycloprop- 1 -ylcarbonyloxy, Adamantylcarbonyloxy, Trifluormethylcarbonyloxy, Difluormethylcarbonyloxy, Methoxycarbonyloxy,  Cyclohexylcarbonyloxy, 1-fluorocycloprop-1-ylcarbonyloxy, 1-chlorocycloprop-1-ylcarbonyloxy, 1-cyano-cycloprop-1-ylcarbonyloxy, 1-methylcycloprop-1-ylcarbonyloxy, 1-trifluoromethylcycloprop-1-ylcarbonyloxy, adamantylcarbonyloxy, trifluoromethylcarbonyloxy, difluoromethylcarbonyloxy, methoxycarbonyloxy,
Ethoxycarbonyloxy, n-Propyloxycarbonyloxy, iso-Propyloxycarbonyloxy, n- Butyloxycarbonyloxy, 1 , 1 -Dimethylethyloxycarbonyloxy, 2,2-Dimethyl- propyloxycarbonyloxy, Benzyloxycarbonyloxy, Allyloxycarbonyloxy, Cyclopropyloxycarbonyloxy, Cyclobutyloxycarbonyloxy, Cyclopentyloxycarbonyloxy, Cyclohexyloxycarbonyloxy, Cyclopropylmethyloxycarbonyloxy, Ethoxycarbonyloxy, n-propyloxycarbonyloxy, iso-propyloxycarbonyloxy, n-butyloxycarbonyloxy, 1, 1-dimethylethyloxycarbonyloxy, 2,2-dimethyl propyloxycarbonyloxy, benzyloxycarbonyloxy, allyloxycarbonyloxy, cyclopropyloxycarbonyloxy, cyclobutyloxycarbonyloxy, cyclopentyloxycarbonyloxy, cyclohexyloxycarbonyloxy, cyclopropylmethyloxycarbonyloxy,
Cyclobutylmethyloxycarbonyloxy, Cyclopentylmethyloxycarbonyloxy, Cyclohexylmethyloxycarbonyloxy, 3 ,3 ,3 -Trifluorethyloxycarbonyloxy, 2,2- Difluorethyloxycarbonyloxy, Pyridin-2-ylcarbonyloxy, Pyridin-3-ylcarbonyloxy, Pyridin-4-ylcarbonyloxy, 4-Trifluormethylpyridin-3 -ylcarbonyloxy, Allylcarbonyloxy, Methylsulfonyloxy, Ethylsulfonyloxy, n-Propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy Cyclohexylsulfonyloxy, Phenylsulfonyloxy, p-Chlorphenylsulfonyloxy, m- Chlorphenylsulfonyloxy, o-Chlorphenylsulfonyloxy, p-Fluorphenylsulfonyloxy, m- Fluorphenylsulfonyloxy, o-Fluorphenylsulfonyloxy, p-Methoxyphenylsulfonyloxy, m- Methoxyphenylsulfonyloxy, o-Methoxyphenylsulfonyloxy, p-Methylphenylsulfonyloxy, m-Methylphenylsulfonyloxy, o-Methylphenylsulfonyloxy steht,  Cyclobutylmethyloxycarbonyloxy, cyclopentylmethyloxycarbonyloxy, cyclohexylmethyloxycarbonyloxy, 3, 3, 3-trifluoroethyloxycarbonyloxy, 2,2-difluoroethyloxycarbonyloxy, pyridin-2-ylcarbonyloxy, pyridin-3-ylcarbonyloxy, pyridin-4-ylcarbonyloxy, 4-trifluoromethylpyridine-3-ylcarbonyloxy, allylcarbonyloxy, methylsulfonyloxy, ethylsulfonyloxy, n-propylsulfonyloxy, 1 -Methylethylsulfonyloxy, Cyclopropylsulfonyloxy Cyclobutylsulfonyloxy, Cyclopentylsulfonyloxy Cyclohexylsulfonyloxy, phenylsulfonyloxy, p-chlorophenylsulfonyloxy, m-chlorophenylsulfonyloxy, o-chlorophenylsulfonyloxy, p-fluorophenylsulfonyloxy, m- fluorophenylsulfonyloxy, o-fluorophenylsulfonyloxy, p-methoxyphenylsulfonyloxy, m- methoxyphenylsulfonyloxy, o-methoxyphenylsulfonyloxy, p-methylphenylsulfonyloxy, m-methylphenylsulfonyloxy, o-methylphenylsulfonyloxy,
R6 für Wasserstoff steht, R 6 is hydrogen,
R14 und R15 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, iso-Propyl, n- Butyl, Fluor stehen, oder R 14 and R 15 are independently hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, fluorine, or
R9 und R15 zusammen mit den C-Atomen, an die sie jeweils gebunden sind, einen vollständig gesättigten, oder teilgesättigten, gegebenenfalls durch ein bis drei Heteroatome aus der Gruppe N, O und S unterbrochenen und gegebenenfalls weiter substituierten, insgesamt 3-7-gliedrigen Ring bilden, R 9 and R 15 together with the C atoms to which they are each bonded, a fully saturated, or partially saturated, optionally interrupted by one to three heteroatoms from the group N, O and S and optionally further substituted, a total of 3-7 form a -ligmoid ring,
W für Sauerstoff steht W stands for oxygen
Q für eine der in Anspruch 5 spezifisch genannten Gruppierungen Q-l .1 bis Q for one of the specifically mentioned in claim 5 groupings Q-l .1 to
Q-30.5 steht.  Q-30.5 stands.
7. Verwendung einer oder mehrere Verbindungen der allgemeinen Formel (1) und/oder deren Salze wie in einem der Ansprüche 1 bis 6 definiert, als Herbizid und/oder 7. Use of one or more compounds of the general formula (1) and / or salts thereof as defined in any one of claims 1 to 6, as a herbicide and / or
Pflanzenwachstumsregulator, vorzugsweise in Kulturen von Nutz- und/oder Zierpflanzen. Plant growth regulator, preferably in crops of commercial and / or ornamental plants.
8. Herbizides und/oder pflanzenwachstumsregulierendes Mittel, dadurch gekennzeichnet, dass das Mittel eine oder mehrere Verbindungen der Formel (I) und/oder deren Salze enthält wie in einem der Ansprüche 1 bis 6 definiert, und ein oder mehrere weitere Stoffe ausgewählt aus den Gruppen (i) und/oder (ii), mit 8. A herbicidal and / or plant growth-regulating agent, characterized in that the agent contains one or more compounds of the formula (I) and / or salts thereof as defined in any one of claims 1 to 6, and one or more further substances selected from the groups (i) and / or (ii), with
(i) ein oder mehrere weitere agrochemisch wirksame Stoffe, vorzugsweise ausgewählt aus der Gruppe bestehend aus Insektiziden, Akariziden, Nematiziden, weiteren Herbiziden, Fungiziden, Safenern, Düngemitteln und/oder weiteren Wachstumsregulatoren, (i) one or more further agrochemically active substances, preferably selected from the group consisting of insecticides, acaricides, nematicides, further herbicides, fungicides, safeners, fertilizers and / or further growth regulators,
(ii) ein oder mehrere im Pflanzenschutz übliche Formulierungshilfsmittel. (ii) one or more formulation aids customary in crop protection.
9. Verfahren zur Bekämpfung von Schadpflanzen oder zur Wachstumsregulierung von Pflanzen, dadurch gekennzeichnet, dass eine wirksame Menge 9. A method for controlling harmful plants or for regulating the growth of plants, characterized in that an effective amount
einer oder mehrerer Verbindungen der Formel (I) und/oder deren Salzen, wie in einem der Ansprüche 1 bis 6 definiert, oder  one or more compounds of formula (I) and / or their salts as defined in any one of claims 1 to 6, or
eines Mittels nach Anspruch 8,  a composition according to claim 8,
auf die Pflanzen, Pflanzensamen, den Boden, in dem oder auf dem die Pflanzen wachsen, oder die Anbaufläche appliziert wird.  on the plants, plant seeds, the soil in which or on which the plants grow, or the cultivated area is applied.
EP18815768.9A 2017-12-19 2018-12-17 Substituted n-heterocyclyl- and n-heteroaryl-tetrahydropyrimidinones and the salts thereof, and the use of same as herbicidal active substances Withdrawn EP3728214A1 (en)

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