EP2658375A2 - Use of open-chain carboxylic acids, carbonic esters, carboxamides and carbonitriles of aryl, heteroaryl and benzylsulfonamide or the salts thereof for improving the stress tolerance in plants - Google Patents

Use of open-chain carboxylic acids, carbonic esters, carboxamides and carbonitriles of aryl, heteroaryl and benzylsulfonamide or the salts thereof for improving the stress tolerance in plants

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Publication number
EP2658375A2
EP2658375A2 EP11808217.1A EP11808217A EP2658375A2 EP 2658375 A2 EP2658375 A2 EP 2658375A2 EP 11808217 A EP11808217 A EP 11808217A EP 2658375 A2 EP2658375 A2 EP 2658375A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkylaminocarbonyl
aryl
alkoxycarbonyl
cycloalkyl
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Withdrawn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
EP11808217.1A
Other languages
German (de)
French (fr)
Inventor
Jens Frackenpohl
Lothar Willms
Thomas Müller
Stefan Lehr
Pascal VON KOSKULL-DÖRING
Ines Heinemann
Christopher Hugh Rosinger
Isolde HÄUSER-HAHN
Martin Jeffrey Hills
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 Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
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Filing date
Publication date
Application filed by Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP11808217.1A priority Critical patent/EP2658375A2/en
Publication of EP2658375A2 publication Critical patent/EP2658375A2/en
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • 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
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/04—Sulfonic acids; Derivatives thereof
    • A01N41/06—Sulfonic acid amides
    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/10—Sulfones; Sulfoxides
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • 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

Definitions

  • the invention relates to the use of open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles or salts thereof for increasing the stress tolerance in plants to abiotic stress, and for increasing plant growth and / or increasing the plant yield.
  • arylsulfonamides such as, for example, 2-cyanobenzenesulfonamides possess insecticidal properties (cf., for example, EP0033984 and WO2005035486, WO2006056433, WO2007060220).
  • 2-Cyanobenzenesulfonamides with particular heterocyclic substituents are described in EP2065370. It is further known that certain substituted 2-cyanobenzenesulfonamides as insecticides in the context of soil and
  • Seed applications can be used (see WO2006100271 and
  • Sulfamidoalkanecarbonitriles are described in DE847006.
  • the use of selected arylsulfonamides having alkylcarboxyl substituents as growth regulators, in particular for limiting the growth length of rice and wheat plants with the aim of resistance to flaying is described in DE2544859, while the fungicidal action of certain N-Cyanoalkylsulfonamiden in EP176327 is described.
  • substituted N-sulfonylamino-acetonitriles can be used to control parasites in warm-blooded animals (see WO2004000798).
  • substituted arylsulfonamides cf.
  • Hetarylsulfonamides can be used as pharmaceutical active ingredients.
  • WO2003007931 also describes the pharmaceutical use of substituted naphthylsulfonamides, while in Eur. J. Med. Chem. 2010, 45, 1760 naphthylsulfonyl-substituted ones
  • Antiinfectives in the treatment of hepatitis C can be used.
  • WO200005214 as active ingredients for the treatment of diabetes (compare WO200309121 1), as analgesics (cf., WO2008131947) and as ⁇ -secretase modulators (cf.
  • osmolytes e.g. Glycine betaine or its biochemical precursors, e.g. Choline derivatives have been observed (Chen et al., 2000, Plant Cell Environ 23: 609-618, Bergmann et al., DE4103253). Also, the effect of antioxidants such as Naphtole and
  • Xanthines have already been used to increase the abiotic stress tolerance in plants (Bergmann et al., DD277832, Bergmann et al., DD277835). However, the molecular causes of the anti-stress effects of these substances are largely unknown. It is further known that the tolerance of plants to abiotic stress can be increased by a modification of the activity of endogenous poly-ADP-ribose polymerases (PARP) or poly (ADP-ribose) glycohydrolases (PARG) (de Block et al. , The Plant Journal, 2004, 41, 95; Levine et al., FEBS Lett. 1998, 440, 1, WO0004173, WO04090140).
  • PARP poly-ADP-ribose polymerases
  • PARG poly (ADP-ribose) glycohydrolases
  • the object of the present invention was to provide further compounds which increase the tolerance to abiotic stress in plants, cause a strengthening of plant growth and / or to increase the
  • Abiotic stress for example, tolerance to cold, heat, drought stress (stress caused by drought and / or lack of water),
  • Salting and flooding but explicitly not understood the increased resistance to repositioning of the plants or components thereof, such as during or after heavy rains and thunderstorms.
  • the subject of the present invention is therefore the use of
  • a 1 , A 2 , A 3 are the same or different and are independently N
  • W each represent hydrogen, nitro, amino, cyano, thiocyanato, isothiocyanato, halogen, (Ci-C 8) -alkyl, (C 3 -C 8) cycloalkyl, (C 2 -C 8) -alkenyl, (C 2 - C 8 ) alkynyl, Aryl, aryl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy, heteroaryl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 8 ) -haloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 1 -C 6 ) -alkoxy,
  • R 2 is H, nitro, amino, cyano, halogen, (Ci-C 8) -alkyl, (C 3 -C 8) -cycloalkyl,
  • R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
  • R 1 and A 3 when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
  • X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
  • n 0, 1
  • R 3 is H, (Ci -Ce) alkyl, (C2 -Ce) alkenyl (Ci -Ce) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) - cycloalkyl, ( C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 4) -alkyl C 8 ) -alkyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -
  • R 4 is H, (Ci -Cs) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) - alkylcarbonyl , (C3-C8) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, (C3-C8) - cycloalkoxycarbonyl, (C3-C8) - cycloalkyl (Ci-C8) alkoxycarbonyl, (Ci-C 8) - alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C
  • Heteroarylaminocarbonyl cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl,
  • Aminoiminoamino- (Ci-C8) -alkyl Arylsulfonylaminoiminoamino- (Ci-C8) -alkyl, (Ci-C8) -Alkylaminoiminoamino- (Ci-C8) -alkyl, for hydrogen, halogen, (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy, (C 1 -C 8 ) -
  • Heteroarylaminocarbonyl cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl,
  • R 41 is H, (Ci-C 8) -alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) - alkylcarbonyl, (C3-C8) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, (C3-C8) - cycloalkoxycarbonyl, (C3-C8) cycloalkyl (Ci-C8) alkoxycarbonyl, (Ci-C 8) - alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C 8)
  • R 42 is (C 2 -C 8) -alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) -
  • R 43 is H or methyl
  • R 44 is hydrogen, (Ci-Cs) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) alkylcarbonyl , (C 3 -C 8 ) -cycloalkylcarbonyl, arylcarbonyl,
  • R 51 and R 71 independently of one another represent hydrogen and methyl, R 53 represents methyl,
  • R 61 and R 81 independently of one another represent hydrogen and methyl, R 63 is H, methyl
  • R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
  • V represents hydroxycarbonyl, (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl, bis (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkyl [(C 1 -C 8) -alkoxy] -aminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, aryl- (C 1 -C 8) ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 8) -alkylaminocarbony
  • Y represents cyano, cyano- (C 1 -C 8 ) -alkyl, hydroxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, hydroxycarbonyl, (C 1 -C 8 ) Alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl, bis (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkyl [(C 1 -C 8) -alkoxy] -amino
  • the compounds of formula (I) can form salts. Salt formation can be effected by the action of a base on those compounds of the formula (I) which carry an acidic hydrogen atom, for. B. in the case that Y contains a COOH group.
  • Suitable bases are, for example, organic amines, such as trialkylamines,
  • Alkaline earth metal hydroxides, carbonates and bicarbonates in particular
  • salts are compounds in which the acidic 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 (quaternary) Ammonium salts, for example with cations of the formula [NRR ' R ' R '' ] + , where R 1 to R '' each independently of one another are an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl. such as (C 1 -C 4) -trialkylsulfonium and (C 1 -C 4) -trialkylsulfoxonium salts.
  • the compounds of formula (I) may be prepared by addition of a suitable inorganic or organic acid such as, for example, mineral acids such as HCl, HBr, H 2 SO 4, H 3 PO 4 or HNO 3 , or organic acids, e.g. As 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, such as. As amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino, salts. These salts then contain the conjugate base of the acid as an anion.
  • a suitable inorganic or organic acid such as, for example, mineral acids such as HCl, HBr, H 2 SO 4, H 3 PO 4 or HNO 3
  • organic acids e.g.
  • carboxylic acids such as formic acid, acetic acid, propionic
  • Suitable substituents which are in deprotonated form such as.
  • sulfonic acids or carboxylic acids are present, internal salts can in turn be protonated
  • a 2 , A 3 are the same or different and are independently N
  • R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
  • R 1 and A 3 when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
  • X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
  • n stands for 0, 1
  • R 3 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (Ci-Ce) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3 -Ce) -cycloalkyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) - alkyl, (Ci-C 6) haloalkoxy (Ci-C 6) alkyl, (Ci-Ce) alkylthio (Ci-Ce) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6 ) -alkyl,
  • R 4 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (C 2 -C 6) -alkynyl, (Ci-C 6) - alkylcarbonyl, ( C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- C 6) alkoxycarbonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6) -alkoxycarbony
  • R 5 is halogen, (C 2 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -alkoxycarbonyloxy,
  • Ce alkyl, (C3-Ce) -Cycloalkylsulfinyl- (Ci-Ce) alkyl, (C3-C 6) -Cycloalkylsulfonyl- (Ci-C 6) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(C C 6 ) alkyl] heterocyclyl, N - [(C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci -C6) alkylcarbonyl] heterocyclyl, N - [(Ci-Ce) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-CeJ-alkoxycarbonyl, (C3-C6) -cycloalk
  • Heteroarylaminocarbonyl cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl,
  • Aminoiminoamino- (Ci-C6) -alkyl Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-C6) -alkyl, represents hydrogen, halogen, (Ci-C 6 ) -alkyl , (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -
  • Ce alkyl, (C3-Ce) -Cycloalkylsulfinyl- (Ci-Ce) alkyl, (C3-C 6) -Cycloalkylsulfonyl- (Ci-C 6) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(C C 6 ) alkyl] heterocyclyl, N - [(C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci -C6) alkylcarbonyl] heterocyclyl, N - [(Ci-Ce) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-CeJ-alkoxycarbonyl, (C3-C6) -cycloalk
  • Heteroarylaminocarbonyl cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl,
  • Aminoiminoamino- (Ci-C6) -alkyl Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-C6) -alkyl,
  • R 6 and R 8 independently of one another are H, (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 4) - alkyl, aryl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl , amino (Ci-C 6) alkyl, (Ci-Ce) alkoxy- (Ci-Ce) alkyl, (Ci-C 6) alkylthio (Ci-C 6) - alkyl, (Ci-Ce ) Haloalky
  • Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-Ce) -alkyl, R 41 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (C 2 -C 6) -alkynyl, (Ci-C 6) - alkylcarbonyl, ( C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) alkoxycarbonyl, (
  • R 42 is (C 2 -C 6) alkyl, (C2-C6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) alkynyl, (Ci-C 6) -
  • R 61 and R 81 independently of one another represent hydrogen and methyl
  • R 63 is H, methyl
  • R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
  • V represents hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy] -aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 6) -alkylaminocarbony
  • Y represents cyano, cyano- (C 1 -C 6 ) -alkyl, hydroxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, hydroxycarbonyl, (C 1 -C 6 ) -Alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, Bis- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy]
  • a 1 , A 2 , A 3 are the same or different and are independently N
  • W is in each case hydrogen, nitro, amino, cyano, thiocyanato, isothiocyanato, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 4 ) -alkenyl, (C 2 -) C 4 ) -alkynyl, aryl, aryl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxy, heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 5) halocycloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, aryloxy, heteroaryloxy, (C3-C6) cycloal
  • R 1 is H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
  • R 2 is H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
  • R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
  • R 1 and A 3 when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
  • n 0, 1
  • R 3 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, heteroaryl (Ci-C 4) alkyl, (Ci-C 4) - Alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkyl C 4 ) -haloalkylthio (C 1 -C 4
  • R 4 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) -alkoxycarbonyl, (C3-C6) - cycloalkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) -alkoxycarbonyl, (Ci-C 4 ) - alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alkoxycarbonylcarbonyl, aryl
  • Heteroarylaminocarbonyl cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
  • Aminoiminoamino- (Ci-C4) -alkyl Arylsulfonylaminoiminoamino- (Ci-C4) -alkyl, (Ci-C4) -Alkylaminoiminoamino- (Ci-C4) -alkyl, represents hydrogen, halogen, (Ci-C 4 ) -alkyl , (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -
  • Heteroarylaminocarbonyl cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
  • Aminoiminoamino- (Ci-C 4 ) alkyl Arylsulfonylaminoiminoamino- (Ci-C 4 ) -alkyl, (Ci-C 4 ) -Alkylaminoiminoamino- (Ci-C 4 ) -alkyl,
  • R 6 and R 8 independently of one another H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C4) - alkyl, (C 2 -C 4) alkynyl (C C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, heterocyclyl, heterocyclyl- Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) alkylthio (Ci-C 4) - alkyl, (Ci-C 4) -haloalkyl, (Ci-C 4) alkylamino (Ci-C 4) alky
  • R 41 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyi, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) - alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alk
  • R 42 is (C 2 -C 4) alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) -
  • R 43 is H or methyl
  • R 44 is hydrogen, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl,
  • R 51 and R 71 independently of one another represent hydrogen and methyl
  • R 53 represents methyl
  • R 61 and R 81 independently of one another represent hydrogen and methyl
  • R 63 represents H, methyl
  • R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
  • V represents hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl , Aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkyl [(C 1 -C 4 ) -alkoxy] -aminocarbonyl, (C 3 -C 6) -
  • Cycloalkylaminocarbonyl aryl (Ci-C4) alkylaminocarbonyl, heteroaryl (Ci-C4) - alkylaminocarbonyl, cyano (Ci-C4) alkylaminocarbonyl, (Ci-C 4) - Haloalkylaminocarbonyl, (C2-C 4) Alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 4 ) - alkylaminocarbonyl, (C 1 -C 4 ) -
  • W each represent hydrogen, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) - alkyl, (C 2 -C 4) alkenyl, aryl, aryl (Ci-C 4) -alkyl , Aryl- (C 1 -C 4 ) -alkoxy, heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, aryloxy, (C 3 -C 6) -cycloalkyloxy, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -alkoxycarbonyl, hydroxy
  • R 1 is H, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) -alkyl, (C 2 -C 4) - alkenyl, aryl, aryl (Ci-C 4) -alkyl , Heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl,
  • R 2 is H, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) -alkyl, (C 2 -C 4) - alkenyl, aryl, aryl (Ci-C 4) -alkyl , heteroaryl, (Ci-C 4) alkoxy (Ci-C 4) alkyl,
  • R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
  • R 1 and A 3 when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
  • X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
  • n 0, 1
  • R 3 is H, (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) cycloalkyl, aryl (Ci-C 4) alkyl, (Ci-C 4) Alkoxy- (C 1 -C 4 ) -alkyl,
  • R 4 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - alkylcarbonyl, (C3-C6) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) -alkoxycarbonyl, (Ci-C4) - alkylaminocarbonyl, aryl (Ci-C 4 ) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) cycloalkyl, (Ci-C 4 ) -Alkoxy- (Ci-C 4 ) - alky
  • Aminocarbonyl bis- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl,
  • Heteroarylaminocarbonyl cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
  • Heteroarylaminocarbonyl cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
  • R 6 and R 8 independently of one another H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C4) - alkyl, aryl (Ci-C 4) alkyl, ( C 3 -C 6) cycloalkyl, heterocyclyl, heterocyclyl (Ci-C4) - alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) alkylthio ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl,
  • R 41 is H or methyl
  • R 42 is (C 2 -C 4) alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (Ci-C 4) alkylcarbonyl,
  • R 43 is H or methyl
  • R 44 represents hydrogen, (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkyl,
  • R 51 and R 71 independently of one another represent hydrogen and methyl
  • R 53 is methyl
  • R 61 and R 81 independently of one another are hydrogen and methyl, R 63 is H, methyl,
  • R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl, V for hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) ) -Cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 4 ) -alkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, m is 0, 1, 2, 3, 4 ,
  • Y represents cyano, hydroxycarbonyl, (Ci-C 4) alkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, aminocarbonyl, (Ci-C 4 ) - alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 4 ) -alkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, C 4 ) -alkylaminocarbonyl (C 2 -C 4 ) -alkynyl
  • arylsulfonyl is optionally substituted
  • Haloalkoxy amino, alkylamino, alkylcarbonylamino, dialkylamino or alkoxy groups.
  • cycloalkylsulfonyl alone or as part of a chemical group - is optionally substituted Cycloalkylsulfonyl, preferably having 3 to 6 carbon atoms such as cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl or cyclohexylsulfonyl.
  • alkylsulfonyl alone or as part of a chemical group - represents straight-chain or branched alkylsulfonyl, preferably having 1 to 8, or having 1 to 6 carbon atoms such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl , sec-butylsulfonyl and tert-butylsulfonyl.
  • heteroarylsulfonyl is optionally substituted
  • substituted polycyclic 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 Alkylcarbonylamino, dialkylamino or alkoxy groups.
  • alkylthio alone or as part of a chemical group - represents straight-chain or branched S-alkyl, preferably having 1 to 8, or having 1 to 6 carbon atoms, such as, for example, methylthio, ethylthio, n-propylthio, isopropylthio, n- Butylthio, isobutylthio, sec-butylthio and tert-butylthio.
  • Alkenylthio represents an alkenyl radical bonded via a sulfur atom
  • alkynylthio represents an aikynyl radical bonded via a sulfur atom
  • cycloalkylthio represents a cycloalkyl radical bonded via a sulfur atom
  • cycloalkenylthio represents a cycloalkenyl radical bonded via a sulfur atom
  • Alkoxy means an alkyl radical bonded via an oxygen atom
  • alkenyloxy represents an aikyl radical bonded via an oxygen atom
  • alkynyloxy denotes an aikyl radical linked via an oxygen atom
  • cycloalkyloxy denotes a cycloalkyl radical bonded via an oxygen atom
  • cycloalkenyloxy denotes a cycloalkenyl radical bonded via an oxygen atom.
  • 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 tetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenylyl, the binding site being on the aromatic system.
  • Aryl is also generally known from the term “optionally substituted phenyl ".
  • the heterocyclyl or the heterocyclic ring optionally
  • 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, 0, and S, but not two oxygen atoms should be directly adjacent, such as with a heteroatom from the group N, 0 and S 1 - or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrole-2 or 3 -yl, 2,3-dihydro-1H-pyrrol-1 - or 2- or
  • Preferred 3-membered and 4-membered heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl, 2- or 3-oxetanyl, 2- or 3-thietanyl, 1,3 -Dioxetan-2-yl.
  • heterocyclyl are a partially or fully hydrogenated
  • heterocyclic radical having two heteroatoms from the group consisting of 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- or 4- or 5-yl; 1- or 2- or 3- or 4-imidazolidinyl; 2,3-dihydro-1H-imidazole-1 - or 2- or 3- 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; 1,2,3,4-tetrahydropyridazine-1 - or 2- or 3- or 4- or 5- or 6-
  • 6- or 7-yl 1,3-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
  • Heterocyclyl are a partially or fully hydrogenated heterocyclic radical having 3 heteroatoms from the group N, 0 and S, such as 1, 4,2-dioxazolidin-2 or 3 or 5-yl; 1, 4,2-dioxazol-3 or 5-yl; 1,2,2-dioxazinane-2- or -3- or 5- or 6-yl; 5,6-dihydro-1,2,2,2-dioxazine-3- or 5- or 6-yl; 1,2,2-dioxazine-3- or 5- or 6-yl; 1, 4,2-dioxazepan-2 or 3 or 5 or 6 or 7-yl; 6,7-dihydro-5H-1,2,2-dioxazepine-3 or 5 or 6 or 7-yl; 2,3-dihydro-7H-1, 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
  • 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 on 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.
  • -N (O) - and -S (0) groups are each comprised of both enantiomers.
  • heteroaryl is heteroaromatic
  • Heteroaryls of the invention are, for example, 1H-pyrrol-1-yl; 1H-pyrrol-2-yl; 1H-pyrrol-3-yl; Furan-2-yl; Furan-3-yl; Thien-2-yl; Thien-3-yl, 1H-imidazole-1-yl; 1 H-imidazol-2-yl; 1 H -imidazol-4-yl; 1 H -imidazol-5-yl; 1H-pyrazole-1-yl; 1H-pyrazol-3-yl; 1H-pyrazol-4-yl; 1 H-pyrazol-5-yl, 1 H-1, 2,3-triazol-1-yl, 1 H-1, 2,3-triazol-4-yl, 1 H-1,2,3-triazole 5-yl, 2H-1, 2,3-triazol-2-yl, 2H-1,2,3-triazol-4-yl, 1H-1, 2,4-triazol-1-yl
  • heteroaryl groups according to the invention may furthermore be substituted by one or more identical or different radicals. If two adjacent carbon atoms are part of another aromatic ring, they are fused heteroaromatic systems, such as benzo-fused or multiply fused heteroaromatics.
  • quinolines for example quinolin-2-yl, quinolin-3-yl, quinoline
  • heteroaryl are also 5- or 6-membered benzo-fused rings from the group 1H-indol-1-yl, 1H-indol-2-yl, 1H-indol-3-yl, 1H-indole-4 yl, 1H-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-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl , 1-benzothiophene-5-yl, 1-benzothiophene-6-yl, 1-benzothiophene-7-yl, 1H-indazol-1-yl, 1H-inda
  • halogen means, for example, fluorine, chlorine, bromine or iodine. If the term is used for a remainder, then "halogen" means
  • a fluorine, chlorine, bromine or iodine atom for example, a fluorine, chlorine, bromine or iodine atom.
  • alkyl means a straight-chain or branched one
  • substituents are halogen, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino or nitro groups, particularly preferred are methoxy, methyl, fluoroalkyl, cyano, nitro, fluoro, chloro, bromo or iodo.
  • perhaloalkyl also encompasses the term perfluoroalkyl.
  • Haloalkoxy is eg 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 given here by way of example means a
  • Carbon atoms corresponding to the range for C atoms, d. H. includes the radicals methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methylpropyl or tert-butyl.
  • General alkyl radicals having a larger specified range of carbon atoms eg. As "(Ci-C6) alkyl", accordingly also include straight-chain or branched alkyl radicals having a larger number of C atoms, d. H. according to example, the alkyl radicals with 5 and 6 carbon atoms.
  • 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.
  • radicals having a double bond or triple bond Preference is given to radicals having a double bond or triple bond.
  • alkenyl 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 cumulative double bonds, such as for example, allenyl (1,2-propadienyl), 1,2-butadienyl and 1,2,3-pentatrienyl.
  • alkenyl means, for example, vinyl, which may optionally be substituted by further alkyl radicals, for example, prop-1-en-1-yl, butyryl,
  • alkynyl in particular also includes straight-chain or branched open-chain hydrocarbon radicals having more than one triple bond or else having one or more triple bonds and one or more
  • C 2 -C 6) -alkynyl is, for example, ethynyl, propargyl, 1-methyl-prop-2-yn-1-yl,
  • cycloalkyl means a carbocyclic saturated ring system preferably having 3-8 ring C atoms, e.g., cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl
  • substituents also have one
  • alkylidene group such as methylidene
  • polycyclic aliphatic systems such as bicyclo [1, 1] -butan-1-yl, bicyclo [1, 1] -butan-2-yl, bicyclo [2.1-0] pentane -1 -yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.2.1] hept-2-yl (norbornyl), bicyclo [2.2.2] octan-2-yl, adamantan-1-yl and adamantan-2-yl.
  • (C3-C7) cycloalkyl means a shorthand notation for cycloalkyl having from three to seven carbon atoms corresponding to the range of C atoms.
  • spirocyclic aliphatic systems are also included, such as spiro [2.2] pent-1-yl, spiro [2.3] hex-1-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, 1, 3-cyclohexadienyl or 1, 4-cyclohexadienyl, wherein also substituents having a double bond on
  • Cycloalkenylrest z.
  • alkylidene group such as methylidene
  • Cycloalkylidene means a carbocyclic radical attached through a double bond.
  • 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 obtained from the resulting mixtures in the preparation by conventional separation methods. The chromatographic separation can be used both on an analytical scale to determine the enantiomeric excess and the
  • Diastereomerenüberschusses as well as on a preparative scale for the production of test samples for biological testing done.
  • Stereoisomers can be selectively prepared by using stereoselective reactions using optically active starting materials and / or auxiliaries.
  • the invention thus also relates to all stereoisomers comprising the general formula (I), however, are not specified with their specific stereo form, as well as their
  • the optionally further substituted open-chain aryl, heteroaryl and benzylsulfonamides of the general formula (I) according to the invention can be prepared by known processes (compare Eur J. Med. Chem., 2010, 45, 1760, Comb. Chem. & High Throughput Scr. Bioorg. Med. Chem., 2007, 15, 7553, EP2065370).
  • the synthetic routes used and investigated are based on commercially available or easily synthesized amino acid derivatives,
  • Aryl and heteroarylsulfonyl chloride precursors can be prepared, for example, by direct chlorosulfonation of the corresponding substituted aromatics and heteroaromatics (see Eur J. Med. Chem., 2010, 45, 1760) or via diazotization of an amino-substituted aromatic or heteroaromatic compound and subsequent chlorosulfonation (cf., WO2005035486 ).
  • Substituted N-sulfonylaminoalkylnitriles I (b) as subclasses of the inventive aryl, heteroaryl and benzylsulfonamides of general formula I may also be prepared via a Strecker reaction of substituted N-sulfonylaldimines with a suitable trialkylsilyl cyanide in a suitable polar aprotic solvent (eg.
  • Another one synthetic access to substituted N-sulfonylamino-alkylnitriles 1 provides the conversion of the corresponding substituted N-sulfonylamino acid derivatives 1 (a) by means of thionyl chloride and subsequent aqueous ammoniacal solution into the substituted N-sulfonylamino acid amides 1 (c) according to the invention and their further reaction with thionyl chloride under reflux conditions (see Compt.
  • Tetramethylsilane ⁇ 0.00 ppm
  • Example No. 1.1-29 Methyl 3 - ⁇ [(4-bromophenyl) sulfonyl] amino ⁇ -4-methylpentanoate
  • Example No.1.1-1 Spectroscopic data of selected chemical examples:

Abstract

The invention relates to the use of open-chain carboxylic acids, carbonic esters, carboxamides and carbonitriles of aryl, heteroaryl and benzylsulfonamide or the salts thereof of general formula (I), wherein the respective substituents are defined as in the description, for improving the stress tolerance of plant sto abiotic stress, and for promoting plant growth and/or for increasing plant yield.

Description

Verwendung von offenkettigen Aryl-, Heteroaryl- und  Use of open-chain aryl, heteroaryl and
Benzylsulfonamidocarbonsäuren, -carbonsäureestern, -carbonsäureamiden und - carbonitrilen oder deren Salze zur Steigerung der Stresstoleranz in Pflanzen. Benzylsulfonamidocarboxylic acids, carboxylic acid esters, -carbonsäureamiden and - carbonitriles or salts thereof for increasing the stress tolerance in plants.
Beschreibung Die Erfindung betrifft die Verwendung von offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureestern, -carbonsäureamiden und -carbonitrilen oder deren Salze zur Steigerung der Stresstoleranz in Pflanzen gegenüber abiotischem Stress, sowie zur Steigerung des Pflanzenwachstums und/oder zur Erhöhung des Pflanzenertrags. The invention relates to the use of open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles or salts thereof for increasing the stress tolerance in plants to abiotic stress, and for increasing plant growth and / or increasing the plant yield.
Es ist bekannt, dass bestimmte Arylsulfonamide wie beispielsweise 2- Cyanobenzolsulfonamide Insektizide Eigenschaften besitzen (vgl. z. B. EP0033984 und WO2005035486, WO2006056433, WO2007060220). 2- Cyanobenzolsulfonamide mit besonderen heterocyclischen Substitutenten werden in EP2065370 beschrieben. Es ist weiter bekannt, dass bestimmte substituierte 2- Cyanobenzolsulfonamide als Insektizide im Rahmen von Boden- und It is known that certain arylsulfonamides such as, for example, 2-cyanobenzenesulfonamides possess insecticidal properties (cf., for example, EP0033984 and WO2005035486, WO2006056433, WO2007060220). 2-Cyanobenzenesulfonamides with particular heterocyclic substituents are described in EP2065370. It is further known that certain substituted 2-cyanobenzenesulfonamides as insecticides in the context of soil and
Saatgutanwendungen eingesetzt werden können (vgl. WO2006100271 und Seed applications can be used (see WO2006100271 and
WO2006100288). Die anthelmintische Wirkung von 3-Cyanobenzolsulfonamiden wird in US3821276 beschrieben. WO2006100288). The anthelmintic effect of 3-cyanobenzenesulfonamides is described in US3821276.
Die Herstellung von Sulfamidoalkancarbonsäuren und The preparation of sulfamidoalkanecarboxylic acids and
Sulfamidoalkancarbonsäurenitrilen wird in DE847006 beschrieben. Die Verwendung ausgewählter Arylsulfonamide mit Alkylcarboxyl-Substituenten als Wuchsregulatoren vor allem zur Beschränkung der Wuchslänge von Reis- und Weizenpflanzen mit dem Ziel der Resistenz gegen Umlegen der Halme wird in DE2544859 beschrieben, während die fungizide Wirkung bestimmter N-Cyanoalkylsulfonamiden in EP176327 beschrieben wird. Es ist außerdem bekannt, daß substituierte N-Sulfonylamino- acetonitrile zur Kontrolle von Parasiten in Warmblütern eingesetzt werden können (vg. WO2004000798). Es ist außerdem bekannt, dass substituierte Arylsulfonamide (vgl. z. B. Sulfamidoalkanecarbonitriles are described in DE847006. The use of selected arylsulfonamides having alkylcarboxyl substituents as growth regulators, in particular for limiting the growth length of rice and wheat plants with the aim of resistance to flaying is described in DE2544859, while the fungicidal action of certain N-Cyanoalkylsulfonamiden in EP176327 is described. It is also known that substituted N-sulfonylamino-acetonitriles can be used to control parasites in warm-blooded animals (see WO2004000798). It is also known that substituted arylsulfonamides (cf.
WO2009105774, WO2006124875, W096/36595) und substitituierte WO2009105774, WO2006124875, WO96 / 36595) and substituted
Hetarylsulfonamide (vgl. WO20091 13600, WO2007122219) als pharmazeutische Wirkstoffe verwendet werden können. WO2003007931 beschreibt ebenfalls die pharmazeutische Verwendung von substituierten Naphthylsulfonamiden, während in Eur. J. Med. Chem. 2010, 45, 1760 Naphthylsulfonyl-substituierte Hetarylsulfonamides (see WO20091 13600, WO2007122219) can be used as pharmaceutical active ingredients. WO2003007931 also describes the pharmaceutical use of substituted naphthylsulfonamides, while in Eur. J. Med. Chem. 2010, 45, 1760 naphthylsulfonyl-substituted ones
Glutaminsäureamide und ihre Antitumorwirkung beschrieben werden. Weiterhin ist bekannt, daß Pyrrolidinyl-substituierte Arylsulfonamide als Cathepsin C-Inhibitoren bei der Behandlung von Atemwegserkrankungen (WO2009026197) oder als Glutamic acid amides and their antitumor effect can be described. Furthermore, it is known that pyrrolidinyl-substituted arylsulfonamides as cathepsin C inhibitors in the treatment of respiratory diseases (WO2009026197) or as
Antiinfektiva bei der Behandlung von Hepatitis C (WO2007092588) eingesetzt werden können. Die pharmazeutische Verwendung von N-Arylsulfonylderivaten verschiedener weiterer Aminosäuren, z.B. als Urokinaseinhibitoren (vgl. Antiinfectives in the treatment of hepatitis C (WO2007092588) can be used. The pharmaceutical use of N-arylsulfonyl derivatives of various other amino acids, e.g. as urokinase inhibitors (cf.
WO200005214), als Wirkstoffe zur Behandlung von Diabetes (vgl. WO200309121 1 ), als Analgetika (vgl. WO2008131947) und als γ-Sekretasemodulatoren (vgl. WO200005214), as active ingredients for the treatment of diabetes (compare WO200309121 1), as analgesics (cf., WO2008131947) and as γ-secretase modulators (cf.
WO2010108067) ist ebenfalls beschrieben. WO2010108067) is also described.
Es ist bekannt, dass Pflanzen auf natürliche Stressbedingungen, wie beispielsweise Kälte-, Hitze-, Trockenstress (Stress verursacht durch Trockenheit und/oder It is known that plants are susceptible to natural stress conditions, such as cold, heat, drought stress (stress caused by dryness and / or
Wassermangel), Verwundung, Pathogenbefall (Viren, Bakterien, Pilze, Insekten) etc. aber auch auf Herbizide mit spezifischen oder unspezifischen Abwehrmechanismen reagieren können [Pflanzenbiochemie, S. 393-462 , Spektrum Akademischer Verlag, Heidelberg, Berlin, Oxford, Hans W. Heidt, 1996.; Biochemistry and Molecular Biology of Plants, S. 1 102-1203, American Society of Plant Physiologists, Rockville, Maryland, eds. Buchanan, Gruissem, Jones, 2000]. Lack of water), wounding, pathogen infestation (viruses, bacteria, fungi, insects) etc. but also can react to herbicides with specific or nonspecific defense mechanisms [Plant Biochemistry, pp. 393-462, Spektrum Akademischer Verlag, Heidelberg, Berlin, Oxford, Hans W. Heidt, 1996; Biochemistry and Molecular Biology of Plants, p. 1 102-1203, American Society of Plant Physiologists, Rockville, Maryland, eds. Buchanan, Gruissem, Jones, 2000].
In Pflanzen sind zahlreiche Proteine und die sie codierenden Gene bekannt, die an Abwehrreaktionen gegen abiotischen Stress (z.B. Kälte, Hitze, Trockenheit, Salz, Überflutung) beteiligt sind. Diese gehören teilweise zu Signaltransduktionsketten (z.B. Transkriptionsfaktoren, Kinasen, Phosphatasen) oder bewirken eine In plants, numerous proteins and the genes encoding them are involved, which are involved in abiotic stress defense reactions (e.g., cold, heat, drought, salt, flooding). These are part of or produce signal transduction chains (e.g., transcription factors, kinases, phosphatases)
physiologische Antwort der Pflanzenzelle (z.B. lonentransport, Entgiftung reaktiver Sauerstoff-Spezies). Zu den Signalkettengenen der abiotischen Stressreaktion gehören u.a. Transkriptionsfaktoren der Klassen DREB und CBF (Jaglo-Ottosen et al., 1998, Science 280: 104-106). An der Reaktion auf Salzstress sind Phosphatasen vom Typ ATPK und MP2C beteiligt. Ferner wird bei Salzstress häufig die physiological response of the plant cell (eg ion transport, detoxification of reactive oxygen species). To the signal chain genes of the abiotic stress reaction include transcription factors of classes DREB and CBF (Jaglo-Ottosen et al., 1998, Science 280: 104-106). The response to salt stress involves phosphatases of the ATPK and MP2C types. Furthermore, in Salzstress often the
Biosynthese von Osmolyten wie Prolin oder Sucrose aktiviert. Beteiligt sind hier z.B. die Sucrose-Synthase und Prolin-Transporter (Hasegawa et al., 2000, Annu Rev Plant Physiol Plant Mol Biol 51: 463-499). Die Stressabwehr der Pflanzen gegen Kälte und Trockenheit benutzt z.T. die gleichen molekularen Mechanismen. Bekannt ist die Akkumulation von sogenannten Late Embryogenesis Abundant Proteins (LEA- Proteine), zu denen als wichtige Klasse die Dehydrine gehören (Ingram and Bartels, 1996, Annu Rev Plant Physiol Plant Mol Biol 47: 277-403, Close, 1997, Physiol Plant 100: 291 -296). Es handelt sich dabei um Chaperone, die Vesikel, Proteine und Membranstrukturen in gestressten Pflanzen stabilisieren (Bray, 1993, Plant Physiol 103: 1035-1040). Außerdem erfolgt häufig eine Induktion von Aldehyd- Deydrogenasen, welche die bei oxidativem Stress entstehenden reaktiven Biosynthesis of osmolytes such as proline or sucrose activated. Involved here are e.g. the sucrose synthase and proline transporters (Hasegawa et al., 2000, Annu Rev Plant Physiol Plant Mol Biol 51: 463-499). The stress defense of the plants against cold and drought uses z.T. the same molecular mechanisms. The accumulation of so-called Late Embryogenesis Abundant Proteins (LEA proteins), which include dehydrins as an important class, is known (Ingram and Bartels, 1996, Annu Rev Plant Physiol Plant Mol Biol 47: 277-403, Close, 1997, Physiol Plant 100: 291-296). These are chaperones that stabilize vesicles, proteins and membrane structures in stressed plants (Bray, 1993, Plant Physiol 103: 1035-1040). In addition, induction of aldehyde dehydrogenases often occurs, which are reactive oxidative stress
Sauerstoff-Spezies (ROS) entgiften (Kirch et al., 2005, Plant Mol Biol 57: 315-332). Heat Shock Faktoren (HSF) und Heat Shock Proteine (HSP) werden bei Hitzestress aktiviert und spielen hier als Chaperone eine ähnliche Rolle wie die Dehydrine bei Kälte- und Trockenstress (Yu et al., 2005, Mol Cells 19: 328-333). Eine Reihe von pflanzenendogenen Signalstoffen, die in die Stresstoleranz bzw. die Pathogenabwehr involviert sind, sind bereits bekannt. Zu nennen sind hier beispielsweise Salicylsäure, Benzoesäure, Jasmonsäure oder Ethylen [Biochemistry and Molecular Biology of Plants, S. 850-929, American Society of Plant Detoxify oxygen species (ROS) (Kirch et al., 2005, Plant Mol Biol 57: 315-332). Heat Shock Factors (HSF) and Heat Shock Proteins (HSP) are activated by heat stress and act as chaperones in a similar role to dehydrins in cold and dry stress (Yu et al., 2005, Mol Cells 19: 328-333). A number of plant endogenous signaling substances involved in stress tolerance and pathogen defense are already known. These include, for example, salicylic acid, benzoic acid, jasmonic acid or ethylene [Biochemistry and Molecular Biology of Plants, p. 850-929, American Society of Plant
Physiologists, Rockville, Maryland, eds. Buchanan, Gruissem, Jones, 2000]. Einige dieser Substanzen oder deren stabile synthetische Derivate und abgeleitete Physiologists, Rockville, Maryland, eds. Buchanan, Gruissem, Jones, 2000]. Some of these substances or their stable synthetic derivatives and derived
Strukturen sind auch bei externer Applikation auf Pflanzen oder Saatgutbeizung wirksam und aktivieren Abwehrreaktionen, die eine erhöhte Stress- bzw.  Structures are also effective in external application to plants or seed dressing and activate defense reactions that increased stress or
Pathogentoleranz der Pflanze zur Folge haben [Sembdner, and Parthier, 1993, Ann. Rev. Plant Physiol. Plant Mol. Biol. 44: 569-589]. Pathogen tolerance of the plant [Sembdner, and Parthier, 1993, Ann. Rev. Plant Physiol. Plant Mol. Biol. 44: 569-589].
Es ist weiter bekannt, dass chemische Substanzen die Toleranz von Pflanzen gegen abiotischen Stress erhöhen können. Derartige Substanzen werden dabei entweder durch Saatgut-Beizung, durch Blattspritzung oder durch Bodenbehandung appliziert. So wird eine Erhöhung der abiotischen Stresstoleranz von Kulturpflanzen durch Behandlung mit Elicitoren der System ic Acquired Resistance (SAR) oder It is also known that chemical substances can increase the tolerance of plants to abiotic stress. Such substances are either applied by seed dressing, by foliar spraying or by soil treatment. Thus, an increase in the abiotic stress tolerance of crops by treatment with elicitors of System ic Acquired Resistance (SAR) or
Abscisinsäure-Derivaten beschrieben (Schading and Wei, WO200028055; Abrams and Gusta, US5201931 ; Abrams et al, W097/23441 , Churchill et al., 1998, Plant Growth Regul 25: 35-45). Desweiteren wurden Effekte von Wachstumsregulatoren auf die Stresstoleranz von Kulturpflanzen beschrieben (Morrison and Andrews, 1992, J Plant Growth Regul 11: 1 13-1 17, RD-259027). In diesem Zusammenhang ist ebenfalls bekannt, dass ein wachstumsregulierendes Naphthylsulfonamid (4-Brom- N-(pyridin-2-ylmethyl)naphthalin-1 -Sulfonamid) die Keimung von Pflanzensamen in der gleichen Weise wie Abscisinsäure beeinflusst (Park et al. Science 2009, 324, 1068-1071 ). Weiterhin zeigt eine Naphthylsulfamidocarbonsäure (N-[(4-Brom-1 - naphthyl)sulfonyl]-5-methoxynorvalin) eine Wirkungsweise in biochemischen Abscisic acid derivatives (Schading and Wei, WO200028055, Abrams and Gusta, US5201931, Abrams et al, WO97 / 23441, Churchill et al., 1998, Plant Growth Regul 25: 35-45). Furthermore, effects of growth regulators on the stress tolerance of crop plants have been described (Morrison and Andrews, 1992, J Plant Growth Regulation 11: 1 13-1 17, RD-259027). In this connection, it is also known that a growth-regulating naphthylsulfonamide (4-bromo-N- (pyridin-2-ylmethyl) naphthalene-1-sulfonamide) influences the germination of plant seeds in the same manner as abscisic acid (Park et al., Science 2009, 324, 1068-1071). Furthermore, a naphthylsulfamidocarboxylic acid (N - [(4-bromo-1-naphthyl) sulfonyl] -5-methoxynorvaline) exhibits a mode of action in biochemical
Rezeptortests, die mit 4-Brom-N-(pyridin-2-ylmethyl)naphthalin-1 -Sulfonamid vergleichbar ist (Melcher et al. Nature Structural & Molecular Biology 2010, 17, 1 102-1 108). Außerdem ist bekannt, dass ein weiteres Naphthylsulfonamid, N-(6- aminohexyl)-5-chlornaphthalin-1 -Sulfonamid, den Calcium-Spiegel in Pflanzen beeinflusst, die einem Kälteschock ausgesetzt wurden (Cholewa et al. Can. J. Receptor assays comparable to 4-bromo-N- (pyridin-2-ylmethyl) naphthalene-1-sulfonamide (Melcher et al., Nature Structural & Molecular Biology 2010, 17, 1, 102-1, 108). In addition, it is known that another naphthylsulfonamide, N- (6-aminohexyl) -5-chloronaphthalene-1-sulfonamide, affects calcium levels in plants exposed to cold shock (Cholewa et al., Can.
Botany 1997, 75, 375-382). Botany 1997, 75, 375-382).
Auch bei Anwendung von Fungiziden, insbesondere aus der Gruppe der Strobilurine oder der Succinat Dehydrogenase Inhibitoren werden ähnliche Effekte beobachtet, die häufig auch mit einer Ertragssteigerung einhergehen (Draber et al., DE3534948, Bartlett et al., 2002, Pest Manag Sei 60: 309). Es ist ebenfalls bekannt, dass das Herbizid Glyphosat in niedriger Dosierung das Wachstum einiger Pflanzenarten stimuliert (Cedergreen, Env. Pollution 2008, 156, 1099). Similar effects are observed even when using fungicides, in particular from the group of strobilurins or succinate dehydrogenase inhibitors, which are often accompanied by an increase in yield (Draber et al., DE3534948, Bartlett et al., 2002, Pest Management, 60: 309 ). It is also known that the low dose herbicide glyphosate stimulates the growth of some plant species (Cedergreen, Env. Pollution 2008, 156, 1099).
Bei osmotischem Stress ist eine Schutzwirkung durch Applikation von Osmolyten wie z.B. Glycinbetain oder deren biochemischen Vorstufen, z.B. Cholin-Derivate beobachtet worden (Chen et al., 2000, Plant Cell Environ 23: 609-618, Bergmann et al., DE4103253). Auch die Wirkung von Antioxidantien wie z.B Naphtole und At osmotic stress, a protective effect is provided by the application of osmolytes, e.g. Glycine betaine or its biochemical precursors, e.g. Choline derivatives have been observed (Chen et al., 2000, Plant Cell Environ 23: 609-618, Bergmann et al., DE4103253). Also, the effect of antioxidants such as Naphtole and
Xanthine zur Erhöhung der abiotischen Stresstoleranz in Pflanzen wurde bereits beschrieben (Bergmann et al., DD277832, Bergmann et al., DD277835). Die molekularen Ursachen der Anti-Stress-Wirkung dieser Substanzen sind jedoch weitgehend unbekannt. Es ist weiter bekannt, dass die Toleranz von Pflanzen gegenüber abiotischem Stress durch eine Modifikation der Aktivität von endogenen Poly-ADP-ribose Polymerasen (PARP) oder Poly-(ADP-ribose) glycohydrolasen (PARG) erhöht werden kann (de Block et al., The Plant Journal, 2004, 41, 95; Levine et al., FEBS Lett. 1998, 440, 1 ; WO0004173; WO04090140). Xanthines have already been used to increase the abiotic stress tolerance in plants (Bergmann et al., DD277832, Bergmann et al., DD277835). However, the molecular causes of the anti-stress effects of these substances are largely unknown. It is further known that the tolerance of plants to abiotic stress can be increased by a modification of the activity of endogenous poly-ADP-ribose polymerases (PARP) or poly (ADP-ribose) glycohydrolases (PARG) (de Block et al. , The Plant Journal, 2004, 41, 95; Levine et al., FEBS Lett. 1998, 440, 1, WO0004173, WO04090140).
Somit ist bekannt, dass Pflanzen über mehrere endogene Reaktionsmechanismen verfügen, die eine wirksame Abwehr gegenüber verschiedensten Schadorganismen und/oder natürlichem abiotischem Stress bewirken können. Da sich die ökologischen und ökonomischen Anforderungen an moderne Pflanzenbehandlungsmittel laufend erhöhen, beispielsweise was Toxizität, Selektivität, Aufwandmenge, Thus, it is known that plants have several endogenous reaction mechanisms that can effectively prevent various harmful organisms and / or natural abiotic stress. Since the ecological and economic demands on modern plant treatment agents are constantly increasing, for example as regards toxicity, selectivity, application rate,
Rückstandsbildung und günstige Herstellbarkeit angeht, besteht die ständige  Residue formation and cheap manufacturability, there is the constant
Aufgabe, neue Pflanzenbehandlungsmittel zu entwickeln, die zumindest in Task to develop new plant treatment agents, at least in
Teilbereichen Vorteile gegenüber den bekannten aufweisen. Daher bestand die Aufgabe der vorliegenden Erfindung darin, weitere Verbindungen bereitzustellen, die die Toleranz gegenüber abiotischem Stress in Pflanzen erhöhen, eine Stärkung des Pflanzenwachstums bewirken und/oder zur Erhöhung des Subareas have advantages over the known. Therefore, the object of the present invention was to provide further compounds which increase the tolerance to abiotic stress in plants, cause a strengthening of plant growth and / or to increase the
Pflanzenertrags beitragen. In diesem Zusammenhang wird unter Toleranz Contribute to plant yield. In this context, under tolerance
gegenüber abiotischem Stress beispielsweise die Toleranz gegenüber Kälte-, Hitze-, Trockenstress (Stress verursacht durch Trockenheit und/oder Wassermangel),Abiotic stress, for example, tolerance to cold, heat, drought stress (stress caused by drought and / or lack of water),
Salzen und Überflutung, explizit aber nicht die erhöhte Widerstandskraft gegen das Umlegen der Pflanzen oder von Bestandteilen derselbigen wie beispielsweise bei oder nach schweren Regenfällen und Gewitterstürmen verstanden. Gegenstand der vorliegenden Erfindung ist demnach die Verwendung von Salting and flooding, but explicitly not understood the increased resistance to repositioning of the plants or components thereof, such as during or after heavy rains and thunderstorms. The subject of the present invention is therefore the use of
offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, - carbonsäureestern, -carbonsäureamiden und -carbonitrilen der allgemeinen Formel (I) oder deren Salze open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles of the general formula (I) or salts thereof
zur Toleranzerhöhung gegenüber abiotischem Stress in Pflanzen, worin to increase tolerance to abiotic stress in plants, wherein
Q für die Gruppierungen Q for the groupings
Q-1 Q-20 Q-21 Q-1 Q-20 Q-21
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8, und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; Q-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom the S0 2 group stands;
A1, A2, A3 gleich oder verschieden sind und unabhängig voneinander für N A 1 , A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C- Wjeweils gleiche oder verschiedene Bedeutungen gemäß der  (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C- W each have the same or different meanings according to the
nachstehenden Definition hat,  has the following definition,
W jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, Isothiocyanato, Halogen, (Ci-C8)-Alkyl, (C3-C8)-Cycloalkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkoxy, Heteroaryl, (Ci-Ce)-Alkoxy- (Ci-Ce)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Halocycloalkyl, (Ci-Ce)-Alkoxy, W each represent hydrogen, nitro, amino, cyano, thiocyanato, isothiocyanato, halogen, (Ci-C 8) -alkyl, (C 3 -C 8) cycloalkyl, (C 2 -C 8) -alkenyl, (C 2 - C 8 ) alkynyl, Aryl, aryl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy, heteroaryl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 8 ) -haloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 1 -C 6 ) -alkoxy,
(Ci-C8)-Haloalkoxy, Aryloxy, Heteroaryloxy, (C3-C8)-Cycloalkyloxy, (C3-C-8)- Cycloalkyl-(Ci-C8)-alkoxy, (Ci-CeJ-Alkoxycarbonyl, (Ci-C6)-Alkoxycarbonyl- (Ci-C6)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-CeJ-Alkylaminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (C2-C-8)- Alkenylaminocarbonyl, (C2-C8)-Alkinylaminocarbonyl, (Ci-C8)-Alkylamino, (Ci-Ce)-Alkylthio, (Ci-C8)-Haloalkylthio, Bis-(Ci-C8)-alkylamino, (C3-C8)- Cycloalkylamino, (Ci-C8)-Alkylcarbonylamino, (C3-C-8)- Cycloalkylcarbonylamino, Formylamino, (Ci-C8)-Haloalkylcarbonylamino, (Ci-C8)-Alkoxycarbonylamino, (Ci-C8)-Alkylaminocarbonylamino, Bis-[(Ci-Cs)- Alkyl]-aminocarbonyl-amino, (Ci-C8)-Alkylsulfonylamino, (C3-C-8)- Cycloalkylsulfonylamino, Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl- (Ci-C8)-haloalkylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (C-i-CeJ-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, (Ci-C8) -haloalkoxy, aryloxy, heteroaryloxy, (C3-C8) -cycloalkyloxy, (C3-C-8) -cycloalkyl- (Ci-C8) -alkoxy, (Ci-CeJ-alkoxycarbonyl, (Ci-C6) Alkoxycarbonyl- (C 1 -C 6) -alkyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 6 -alkylaminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 2 -C 8) -alkenylaminocarbonyl, (C2-C8) -Alkinylaminocarbonyl, (Ci-C8) alkylamino, (Ci-Ce) alkylthio, (Ci-C8) haloalkylthio, bis (Ci-C 8) alkylamino, (C 3 -C 8 ) - cycloalkylamino, (C 1 -C 8) -alkylcarbonylamino, (C 3 -C 8) -cycloalkylcarbonylamino, formylamino, (C 1 -C 8) -haloalkylcarbonylamino, (C 1 -C 8) -alkoxycarbonylamino, (C 1 -C 8) -alkylaminocarbonylamino, bis- [(C 1 -C 8) -alkyl] -aminocarbonylamino, (C 1 -C 8) -alkylsulfonylamino, (C 3 -C-8) -cycloalkylsulfonylamino, arylsulfonylamino, hetarylsulfonylamino, sulfonyl- (C 1 -C 8) -haloalkylamino, amino (Ci -C8) -alkylsulfonyl, amino- (Ci-C8) - haloalkylsulfonyl, (Ci-CeJ-alkylsulfonyl, (C3-C8) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-Ce)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, (Ci-C8)- Alkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylsulfonylaminocarbonyl, (C3-C-8)- Cycloalkylaminosulfonyl, Aryl-(Ci-C8)-alkylcarbonylamino, (C3-C8)-Cycloalkyl- (Ci-C8)-alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C8)-Alkoxy-(Ci-C-8)- alkylcarbonylamino, Hydroxy-(Ci-C8)-alkylcarbonylamino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C8)-Alkyl, (C3-C8)-Cycloalkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-C8)-alkyl, Heteroaryl, (Ci-C8)- Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Halocycloalkyl, (Ci-C8)-Alkoxy, (Ci-C8)-Haloalkoxy, (Ci-C8)-Alkylthio, (Ci-C8)-Haloalkylthio, (Ci-C8)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl, (Ci-C8)-Alkylamino, Bis-(Ci-C8)-alkylamino, (C3-C8)- Cycloalkylamino, (Ci-C8)-Alkylcarbonylamino, (C3-C8)- Cycloalkylcarbonylamino, Formylamino, (Ci-C8)-Haloalkylcarbonylamino, (Ci-C8)-Alkoxycarbonylamino, [(Ci-C8)-Alkyl-]aminocarbonyl-amino, Arylsulfonyl, (C 1 -C 6) -alkylsulfinyl, (C 3 -C 8 ) -cycloalkylsulfinyl, arylsulfinyl, N, S-di (C 1 -C 8 ) -alkylsulfonimidoyl, S- (C 1 -C 8 ) -alkylsulfonimidoyl, C 8 ) alkylsulfonylaminocarbonyl, (C 3 -C 8) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 8) -cycloalkylaminosulfonyl, aryl- (C 1 -C 8) -alkylcarbonylamino, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylcarbonylamino, Heteroarylcarbonylamino, (C 1 -C 8) -alkoxy- (C 1 -C 8) -alkylcarbonylamino, hydroxy- (C 1 -C 8) -alkylcarbonylamino, for H, nitro, amino, cyano, halogen, (C 1 -C 8 ) -alkyl , (C 3 -C 8 ) -cycloalkyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, aryl, aryl- (C 1 -C 8 ) -alkyl, heteroaryl, (Ci-C 8 ) - alkoxy- (Ci-C 8 ) -alkyl, (Ci-C 8 ) -haloalkyl, (C 3 -C 8 ) -halocycloalkyl, (Ci-C 8 ) -alkoxy, (Ci-C 8 ) -haloalkoxy , (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -haloalkylthio, (C 1 -C 8 ) -alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 8 ) -alkylaminocarbonyl, (C 1 -C 8 ) -alkylamino, bis- (C 1 -C 8) -alkylamino, (C 3 -C 8) -cycloalkylamino, (C 1 -C 8) -alkylcarbonylamino, (C 3 -C 8) -cycloalkylcarbo nylamino, formylamino, (C 1 -C 8) -haloalkylcarbonylamino, (C 1 -C 8) -alkoxycarbonylamino, [(C 1 -C 8) -alkyl] -aminocarbonyl-amino,
Sulfonylamino, (Ci-C8)-Alkylsulfonylamino, (Ci-C8)-Haloalkylsulfonylamino, (C3-C8)-Cycloalkylsulfonylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (Ci-C8)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Sulfonylamino, (C 1 -C 8) -alkylsulfonylamino, (C 1 -C 8) -haloalkylsulfonylamino, (C 3 -C 8) -cycloalkylsulfonylamino, amino- (C 1 -C 8) -alkylsulfonyl, amino- (C 1 -C 8) -haloalkylsulfonyl, (C 1 -C 8) -alkylsulfonyl, (C 3 -C 8) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-Ce)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, (Ci-C8)- Alkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylsulfonylaminocarbonyl, (C3-C8)- Cycloalkylaminosulfonyl, Amino-(Ci-C8)-alkyl, Amino-(C2-C8)-alkenyl, (C2-C8)- Alkenylamino, (C2-C8)-Alkenylimino steht, Arylsulfonyl, (Ci-Ce) alkylsulfinyl, (C 3 -C 8) cycloalkylsulfinyl, arylsulfinyl, N, S, di- (Ci-C 8) -alkylsulfonimidoyl, S- (Ci-C8) -Alkylsulfonimidoyl, (C -C 8 ) - alkylsulfonylaminocarbonyl, (C 3 -C 8 ) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 8 ) -cycloalkylaminosulfonyl, amino- (C 1 -C 8 ) -alkyl, amino- (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkenylamino , (C 2 -C 8) -alkenylimino,
R2 für H, Nitro, Amino, Cyano, Halogen, (Ci-C8)-Alkyl, (C3-C8)-Cycloalkyl, R 2 is H, nitro, amino, cyano, halogen, (Ci-C 8) -alkyl, (C 3 -C 8) -cycloalkyl,
(C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-C8)-alkyl, Heteroaryl, (Ci-C8)- Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Halocycloalkyl, (Ci-C8)-Alkoxy, (Ci-C8)-Haloalkoxy, (Ci-C8)-Alkylthio, (Ci-C8)-Haloalkylthio, (Ci-C8)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl, (Ci-C8)-Alkylamino, Bis-(Ci-C8)-alkylamino, (C3-C8)- Cycloalkylamino, (Ci-C8)-Alkylcarbonylamino, (C3-C8)- Cycloalkylcarbonylamino, Formylamino, (Ci-C8)-Haloalkylcarbonylamino, (Ci-C8)-Alkoxycarbonylamino, [(Ci-C8)-Alkyl-]-aminocarbonyl-amino, (C 2 -C 8) alkenyl, (C 2 -C 8) alkynyl, aryl, aryl (Ci-C 8) alkyl, heteroaryl, (Ci-C8) - alkoxy (Ci-C 8) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) halocycloalkyl, (Ci-C 8) alkoxy, (Ci-C8) -haloalkoxy, (Ci-C8) alkylthio, ( C 1 -C 8 ) -haloalkylthio, (C 1 -C 8 ) -alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 8 ) -alkylaminocarbonyl, (C 1 -C 8 ) -alkylamino, bis (C 1 -C 8 ) -alkylamino, (C 3 -C 4) -alkylamino, C8) - cycloalkylamino, (C 1 -C 8) -alkylcarbonylamino, (C 3 -C 8) -cycloalkylcarbonylamino, formylamino, (C 1 -C 8) -haloalkylcarbonylamino, (C 1 -C 8) -alkoxycarbonylamino, [(C 1 -C 8) -alkyl] - aminocarbonyl-amino,
Sulfonylamino, (Ci-C8)-Alkylsulfonylamino, (Ci-C8)-Haloalkylsulfonylamino, (C3-C8)-Cycloalkylsulfonylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (Ci-C8)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl,  Sulfonylamino, (C 1 -C 8) alkylsulfonylamino, (C 1 -C 8) -haloalkylsulfonylamino, (C 3 -C 8) -cycloalkylsulfonylamino, amino- (C 1 -C 8) -alkylsulfonyl, amino- (C 1 -C 8) -haloalkylsulfonyl, (C 1 -C 8 ) Alkylsulfonyl, (C 3 -C 8) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-C8)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, (Ci-C8)- Alkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylsulfonylaminocarbonyl, (C3-C8)- Cycloalkylaminosulfonyl, Amino-(Ci-C8)-alkyl, Amino-(C2-C8)-alkenyl, (C2-C8)- Alkenylamino, (C2-C8)-Alkenylimino steht, Arylsulfonyl, (Ci-C8) alkylsulfinyl, (C 3 -C 8) cycloalkylsulfinyl, arylsulfinyl, N, S, di- (Ci-C 8) -alkylsulfonimidoyl, S- (Ci-C8) -Alkylsulfonimidoyl, ( C 1 -C 8 ) -alkylsulfonylaminocarbonyl, (C 3 -C 8 ) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 8) -cycloalkylaminosulfonyl, amino- (C 1 -C 8) -alkyl, amino- (C 2 -C 8) -alkenyl, (C 2 -C 8) - Alkenylamino, (C 2 -C 8) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
Heteroatome unterbrochenen und gegebenenfalls weiter durch W  Heteroatoms interrupted and optionally further by W
substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q- 23 einen entsprechenden Ring bilden müssen. R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig form substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 have to form a corresponding ring. R 1 and A 3 , when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7-gliedrigen Ring bilden,  form unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder verschiedene X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht  Meanings as defined below, n stands for 0, 1
R3 für H, (Ci -Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci -Ce)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, Heteroaryl- (Ci -Cs)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl steht, R 3 is H, (Ci -Ce) alkyl, (C2 -Ce) alkenyl (Ci -Ce) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) - cycloalkyl, ( C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 4) -alkyl C 8 ) -alkyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylthio - (C 1 -C 8 ) -alkyl,
R4 für H, (Ci -Cs)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (Ci-C8)- Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)- Alkylaminothiocarbonyl, (Ci -Cs)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci -Cs)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, R 4 is H, (Ci -Cs) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) - alkylcarbonyl , (C3-C8) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, (C3-C8) - cycloalkoxycarbonyl, (C3-C8) - cycloalkyl (Ci-C8) alkoxycarbonyl, (Ci-C 8) - alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C8) - alkoxycarbonylcarbonyl, (Ci-C 8) - alkylaminothiocarbonyl, (Ci -Cs) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C8) - alkyl, (Ci -Cs) -haloalkyl, (C 3 -C 8) - cycloalkyl, (C 3 -C 8) -cycloalkyl- (Ci-C8) alkyl, (Ci-C 8) alkoxy (Ci C 8 ) alkyl,
(Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl steht, für Halogen, (C2-Ce)-Alkyl, (Ci-C8)-Alkoxy, (Ci-C8)-Alkoxycarbonyloxy, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C 8 ) alkyl, aminocarbonyl (Ci-C 8 ) alkyl, (Ci-C 8 ) - alkylaminocarbonyl (Ci-C 8 ) alkyl, bis (Ci-C 8 ) -alkylaminocarbonyl- (Ci-C 8 ) -alkyl, for halogen, (C 2 -C 6 ) -alkyl, (C 1 -C 8 ) -alkoxy, (C 1 -C 8 ) -alkoxycarbonyloxy,
(C2-C8)-Alkenyl, (C2-C8)-Haloalkenyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)- Alkinyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, Bisaryl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxyaryl-(Ci-C8)-alkyl, Aryloxyaryl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxyaryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, N-(Ci-C8)-Alkylheterocyclyl-(Ci-C8)-alkyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-(Aryl-(Ci-C8)- alkoxycarbonyl)heterocyclyl-(Ci-C8)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-Cs)-alkyl, N-[(Ci-C8)-Alkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-[(C3-C8)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)- Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkenyl-(Ci-C8)-alkyl, Hydroxy- (Ci-Cs)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryloxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cs)- alkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, (C 2 -C 8) alkenyl, (C 2 -C 8) -haloalkenyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) - alkynyl, ( C 2 -C 8) alkynyl (Ci-C 8) alkyl, aryl (Ci-C 8) alkyl, bisaryl (Ci-C 8) alkyl, aryl (Ci-C 8) alkoxyaryl (C 1 -C 8 ) -alkyl, aryloxyaryl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxyaryl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkyl, Heterocyclyl (C 1 -C 8 ) -alkyl, N- (C 1 -C 8 ) -alkylheterocyclyl- (C 1 -C 8 ) -alkyl, N - [(C 1 -C 8 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 8 ) alkyl, N- (aryl (Ci-C8) - alkoxycarbonyl) heterocyclyl- (Ci-C 8) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-Cs) alkyl, N - [(Ci- C 8) alkylcarbonyl] heterocyclyl- (Ci-C 8) -alkyl, N - [(C 3 -C 8) - cycloalkyl carbonyl] heterocyclyl (Ci-C8) alkyl, cyano (Ci-C8) - alkyl, (Ci-C 8 ) - haloalkyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 3 -C 8 ) -cycloalkyl - (Ci-C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkenyl- (Ci-C 8 ) -alkyl, hydroxy (Ci-Cs) -alkyl, (Ci-C 8 ) -alkoxy- (Ci -C 8) alkyl, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, aryl oxy- (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 3 -C 8) cycloalkoxy (Ci-C 8) alkyl, (C 3 -C 8) -cycloalkyl- (Ci-C 8) alkoxy (Ci-C 8) alkyl, (Ci- C 8 ) -alkylcarbonyloxy- (C 1 -C 8 ) -alkyl,
Arylcarbonyloxy-(Ci-C8)-alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C8)-alkyl, (Ci-C8)- Alkylsulfonyloxy-(Ci-C8)-alkyl, Hydrothio-(Ci-C8)-alkyl, (Ci-Cs)-Alkylthio- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylthio- (Ci-Cs)-alkyl, (C3-C8)-Cycloalkylthio-(Ci-C8)-alkyl, Arylthio-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfonyl-(Ci-C8)-alkyl, (Ci-C8)- Haloalkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylsulfonyl-(Ci-C8)-alkyl, Aryl- (Ci-C8)-alkylsulfinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfinyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonyl-(Ci-C8)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C8)-Alkyl]heterocyclyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C8)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C8)-Alkylcarbonyl]heterocyclyl, N-[(Ci-C8)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-Cs)-Alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryl- (Ci-C8)-alkoxycarbonyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Arylcarbonyloxy (Ci-C 8) alkyl, Heteroarylcarbonyloxy- (Ci-C 8) alkyl, (C 3 -C 8) - Cycloalkylcarbonyloxy- (Ci-C 8) alkyl, arylsulfonyloxy (Ci-C8) - alkyl, (Ci-C 8) - alkylsulfonyloxy (Ci-C 8) alkyl, Hydrothio- (Ci-C 8) alkyl, (Ci-Cs) alkylthio (Ci-Cs) alkyl, (Ci- C 8) -Haloalkylthio- (Ci-C 8) alkyl, aryl (Ci-C8) alkylthio (Ci-Cs) alkyl, (C 3 -C 8) cycloalkylthio (Ci-C 8) -alkyl, arylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylsulfonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 4) -alkyl C 8) alkyl, aryl (Ci-C8) alkylsulfonyl (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylsulfinyl- (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylsulfonyl- (Ci-C 8) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(Ci-C 8) -alkyl] heterocyclyl, N - [(Ci-C8) - alkoxycarbonyl] heterocyclyl, N- [Aryl- (C 1 -C 8 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 8 ) alkylcarbonyl] heterocyc lyl, N - [(Ci-C 8 ) - cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-Cs) alkoxycarbonyl, (C 3 -C 8 ) -cycloalkoxycarbonyl, (C 3 -C 8 ) -cycloalkyl- (Ci-C 8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, heteroaryl- (Ci-C8) alkoxycarbonyl, (Ci-C8) - alkylaminocarbonyl, aminocarbonyl, bis (Ci-C 8) alkylaminocarbonyl, ( C 3 -C 8 ) - Cycloalkylaminocarbonyl, aryl- (C 1 -C 8) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-Ce)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl- (Ci-Ce)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)- alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(C-i-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Ce)- alkylaminocarbonyl-(Ci-C8)-alkyl, Heteroarylaminocarbonyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-Ce)- Haloalkylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-C8)-Alkylamino- (Ci-Ce)-alkyl, (C2-C8)-Alkenylamino-(Ci-C8)-alkyl, Arylamino-(Ci-C8)-alkyl, Bis- (Ci-C8)-alkylamino-(Ci-C8)-alkyl, Bis-(C3-C8)-cycloalkylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, Tns-Aryl-(Ci-C8)-alkylamino-(Ci-C8)- alkyl, (C3-C8)-Cycloalkylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkylamino-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Cycloalkylcarbonylamino-(Ci-C8)- alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, Heteroarylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonylamino-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonylamino- (Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)- alkoxycarbonyl[N-(Ci-C8)-alkyl]amino-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonylamino- (Ci-C8)-alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Arylsulfonylamino-(Ci-C8)- alkyl, Heteroarylsulfonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfonylamino- (Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonylamino-(Ci-C8)-alkyl, Hydroxycarbonyl- (Ci-Ce) alkyl, (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 3 -C 8) - cycloalkoxycarbonyl (Ci-C8) alkyl, (C3-C8 ) -Cycloalkyl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkoxycarbonyl (C 1 -C 8) -alkyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, aminocarbonyl- (C 1 -C 8) -alkyl, bis (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) alkyl, (C 3 -C 8 ) -cycloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 6 ) -haloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkynyl- (C 1 -C 8 ) -alkylaminocarbonyl (C 1 -C 8 ) -alkyl, amino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylamino- (C 1 -C 6) -alkyl, (C 2 -C 8 ) -alkenylamino- (C 1 -C 8 ) alkyl, arylamino (C 1 -C 8 ) -alkyl, bis (C 1 -C 8 ) -alkylamino (C 1 -C 8 ) -alkyl, bis (C 3 -C 8 ) -cycloalkylamino (C 1 -C 8 ) -alkyl, aryl (Ci-C 8) alkylamino (Ci-C8) alkyl, Tns-aryl- (Ci-C 8) alkylamino (Ci-C8) - alkyl, (C3-C8) -cycloalkyl alkylamino (Ci-C8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkylamino (Ci-C8) alkyl, (Ci-C 8) -Haloalkylamino- (Ci- C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -cycloalkylcarbonylamino- (C 1 -C 8 ) -alkyl, arylcarbonylamino- (C 1 -C 8 ) -alkyl, heteroarylcarbonylamino - (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl [N- (C 1 -C 8 ) -alkyl] amino- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) - alkoxycarbonylamino- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonylamino- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkoxycarbonylamino- (C 1 -C 8) -alkyl , Aminocarbonylamino- (C 1 -C 8 ) -alkyl, arylsulfonylamino- (C 1 -C 8 ) -alkyl, heteroarylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfonylamino- (C 1 -C 8 ) -alkyl, (C3 -C 8) -cycloalkylsulfonylamino- (C 1 -C 8 ) -alkyl,
Aminoiminoamino-(Ci-C8)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminoiminoamino-(Ci-C8)-alkyl steht, für Wasserstoff, Halogen, (Ci-C8)-Alkyl, (Ci-C8)-Alkoxy, (Ci-C8)-Aminoiminoamino- (Ci-C8) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C8) -alkyl, (Ci-C8) -Alkylaminoiminoamino- (Ci-C8) -alkyl, for hydrogen, halogen, (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy, (C 1 -C 8 ) -
Alkoxycarbonyloxy, (C2-C8)-Alkenyl, (C2-C8)-Haloalkenyl, (C2-C8)-Alkenyl- (Ci-Cs)-alkyl, (C2-C8)-Alkinyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, Bisaryl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxyaryl-(Ci-C8)-alkyl, Aryloxyaryl-(Ci-Cs)- alkyl, (Ci-C8)-Alkoxyaryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl- (Ci-Cs)-alkyl, N-(Ci-C8)-Alkylheterocyclyl-(Ci-C8)-alkyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-(Aryl-(Ci-C8)- alkoxycarbonyl)heterocyclyl-(Ci-C8)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-Cs)-alkyl, N-[(Ci-C8)-Alkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-[(C3-C8)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)- Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkenyl-(Ci-C8)-alkyl, Hydroxy- (Ci-Cs)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryloxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cs)- alkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, Alkoxycarbonyloxy, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -haloalkenyl, (C 2 -C 8 ) -alkenyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkynyl, ( C 2 -C 8) alkynyl (Ci-C 8) alkyl, aryl (Ci-C 8) alkyl, bisaryl (Ci-C 8) alkyl, aryl (Ci-C 8) alkoxyaryl - (C 1 -C 8 ) -alkyl, aryloxyaryl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxyaryl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkyl, heterocyclyl (C 1 -C 5) -alkyl, N- (C 1 -C 8 ) -alkylheterocyclyl- (C 1 -C 8 ) -alkyl, N - [(C 1 -C 8 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 8 ) - alkyl, N- (aryl (Ci-C8) - alkoxycarbonyl) heterocyclyl- (Ci-C 8) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-Cs) alkyl, N - [(Ci-C 8 ) alkylcarbonyl] heterocyclyl- (Ci-C 8) -alkyl, N - [(C 3 -C 8) - cycloalkyl carbonyl] heterocyclyl (Ci-C8) alkyl, cyano (Ci-C 8) alkyl, (Ci-C 8) - haloalkyl, (C 3 -C 8) cycloalkyl, (C 3 -C 8) halocycloalkyl, (C 4 -C 8) cycloalkenyl, (C 3 -C 8) -cycloalkyl- ( Ci-C 8) alkyl, (C 3 -C 8) cycloalkenyl (Ci-C 8) alkyl, hydroxy (Ci-Cs) alkyl, (Ci-C 8) alkoxy (Ci-C 8 ) -alkyl, (C 1 -C 8 ) -haloalkoxy- (C 1 -C 8 ) -alkyl, aryloxy- (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 3 -C 8) cycloalkoxy (Ci-C 8) alkyl, (C 3 -C 8) -cycloalkyl- (Ci-C 8) alkoxy (Ci-C 8) alkyl, (C 1 -C 8 ) -alkylcarbonyloxy- (C 1 -C 8 ) -alkyl,
Arylcarbonyloxy-(Ci-C8)-alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, -(C3-C8)- Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C8)-alkyl, (Ci-C8)- Alkylsulfonyloxy-(Ci-C8)-alkyl, Hydrothio-(Ci-C8)-alkyl, (Ci-Cs)-Alkylthio- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylthio- (Ci-Cs)-alkyl, -(C3-C8)-Cycloalkylthio-(Ci-C8)-alkyl, Arylthio-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfonyl-(Ci-C8)-alkyl, (Ci-C8)- Haloalkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylsulfonyl-(Ci-C8)-alkyl, Aryl- (Ci-C8)-alkylsulfinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfinyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonyl-(Ci-C8)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C8)-Alkyl]heterocyclyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C8)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C8)-Alkylcarbonyl]heterocyclyl, N-[(Ci-C8)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-Cs)-Alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryl- (Ci-C8)-alkoxycarbonyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Arylcarbonyloxy (Ci-C 8) alkyl, Heteroarylcarbonyloxy- (Ci-C 8) -alkyl, - (C 3 -C 8) - Cycloalkylcarbonyloxy- (Ci-C 8) alkyl, arylsulfonyloxy (Ci-C 8) alkyl, (Ci-C 8) - alkylsulfonyloxy (Ci-C 8) alkyl, Hydrothio- (Ci-C 8) alkyl, (Ci-Cs) alkylthio (Ci-Cs) alkyl, (C -C 8) -Haloalkylthio- (Ci-C 8) alkyl, aryl (Ci-C8) alkylthio (Ci-Cs) alkyl, - (C 3 -C 8) cycloalkylthio (C 8 ) -alkyl, arylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfonyl- (C 1 -C 8 ) - alkyl, (C 1 -C 8 ) -haloalkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylsulfonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkylsulfinyl- Ci-C 8) alkyl, aryl (Ci-C8) alkylsulfonyl (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylsulfinyl- (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylsulfonyl- (Ci-C 8) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(Ci-C 8) -alkyl] heterocyclyl, N - [(Ci-C8) - alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 8 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 8 ) alkylcarbonyl] heteroc yclyl, N - [(Ci-C 8 ) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-Cs) alkoxycarbonyl, (C 3 -C 8 ) -cycloalkoxycarbonyl, (C 3 -C 8 ) -cycloalkyl- (Ci-C 8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, heteroaryl- (Ci-C8) alkoxycarbonyl, (Ci-C8) - alkylaminocarbonyl, aminocarbonyl, bis (Ci-C 8) alkylaminocarbonyl, ( C 3 -C 8 ) - Cycloalkylaminocarbonyl, aryl- (C 1 -C 8) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-Ce)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl- (Ci-Ce)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)- alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(C-i-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Ce)- alkylaminocarbonyl-(Ci-C8)-alkyl, Heteroarylaminocarbonyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-Ce)- Haloalkylaminocarbonyl-(Ci-C8)-alkyl, -(C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-C8)-Alkylamino- (Ci-Ce)-alkyl, (C2-C8)-Alkenylamino-(Ci-C8)-alkyl, Arylamino-(Ci-C8)-alkyl, Bis- (Ci-C8)-alkylamino-(Ci-C8)-alkyl, Bis-(C3-C8)-cycloalkylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, Tns-Aryl-(Ci-C8)-alkylamino-(Ci-C8)- alkyl, (C3-C8)-Cycloalkylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkylamino-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Cycloalkylcarbonylamino-(Ci-C8)- alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, Heteroarylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonylamino-(Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonylamino- (Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)- alkoxycarbonyl[N-(Ci-C8)-alkyl]amino-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonylamino- (Ci-C8)-alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Arylsulfonylamino-(Ci-C8)- alkyl, Heteroarylsulfonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfonylamino- (Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonylamino-(Ci-C8)-alkyl, Hydroxycarbonyl- (Ci-Ce) alkyl, (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 3 -C 8) - cycloalkoxycarbonyl (Ci-C8) alkyl, (C3-C8 ) -Cycloalkyl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkoxycarbonyl (C 1 -C 8) -alkyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, aminocarbonyl- (C 1 -C 8) -alkyl, bis (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) alkyl, (C 3 -C 8 ) -cycloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 6 ) -haloalkylaminocarbonyl- (C 1 -C 8 ) -alkyl, - (C 2 -C 8 ) -alkynyl- (C 1 -C 8 ) - alkylaminocarbonyl (Ci-C8) alkyl, amino (Ci-C8) alkyl, (Ci-C8) alkylamino (Ci-Ce) alkyl, (C2-C8) -Alkenylamino- (Ci-C 8 ) -alkyl, arylamino (C 1 -C 8 ) -alkyl, bis (C 1 -C 8 ) -alkylamino (C 1 -C 8 ) -alkyl, bis (C 3 -C 8 ) -cycloalkylamino (C 1 -C 8 ) -alkyl , aryl (Ci-C 8) alkylamino (Ci-C8) alkyl, Tns-aryl- (Ci-C 8) alkylamino (Ci-C8) - alkyl, (C3-C8) -Cycl oalkylamino- (Ci-C 8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkylamino (Ci-C8) alkyl, (Ci-C 8) -Haloalkylamino- (Ci- C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -cycloalkylcarbonylamino- (C 1 -C 8 ) -alkyl, arylcarbonylamino- (C 1 -C 8 ) -alkyl, heteroarylcarbonylamino - (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl [N- (C 1 -C 8 ) -alkyl] amino- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) - alkoxycarbonylamino- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonylamino- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkoxycarbonylamino- (C 1 -C 8) -alkyl , Aminocarbonylamino- (C 1 -C 8 ) -alkyl, arylsulfonylamino- (C 1 -C 8 ) -alkyl, heteroarylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylsulfonylamino- (C 1 -C 8 ) -alkyl, (C3 -C 8) -cycloalkylsulfonylamino- (C 1 -C 8 ) -alkyl,
Aminoiminoamino-(Ci-C8)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminoiminoamino-(Ci-C8)-alkyl steht, R6 und R8 unabhängig voneinander für H, (Ci-Ce)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)- alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C8)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)- alkyl, (Ci-Cs)-Haloalkyl, (Ci-C8)-Alkylamino-(Ci-C8)-alkyl, Bis-(Ci-Cs)- alkylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonylamino-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylcarbonylamino-(Ci-C8)-alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, Aminoiminoamino- (Ci-C8) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C8) -alkyl, (Ci-C8) -Alkylaminoiminoamino- (Ci-C8) -alkyl, R 6 and R 8 independently of one another H, (Ci-Ce) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) - alkyl, (C2-C8) alkynyl (C 8) alkyl, aryl (Ci-C8) alkyl, (C 3 -C 8) -cycloalkyl, (C 3 -C 8) -cycloalkyl- (Ci-C 8) alkyl, heterocyclyl, heterocyclyl ( C 1 -C 8 ) -alkyl, amino- (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 8 ) -alkyl, (C 1 -C 8 ) -haloalkyl, (C 1 -C 8 ) -alkylamino (C 1 -C 8 ) -alkyl, bis (C 1 -C 5 ) -alkylamino (C 1 -C 8 ) -alkyl, (Ci-C8) alkylcarbonylamino (Ci-C 8) alkyl, (C 3 -C 8) - Cycloalkylcarbonylamino- (Ci-C 8) alkyl, arylcarbonylamino (Ci-C 8) alkyl,
(Ci-C8)-Alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonylamino (Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonylamino-(Ci-C8)-alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Aminoiminoamino-(Ci-C8)-alkyl, (C 1 -C 8 ) -alkoxycarbonylamino (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonylamino (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkyl) 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aminocarbonylamino- (C 1 -C 8 ) -alkyl, amino-imino-amino- (C 1 -C 8 ) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-C8)-Alkylaminoiminoamino- (Ci-Cs)-alkyl stehen, Arylsulfonylaminoiminoamino (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylaminoiminoamino (C 1 -C 5) -alkyl,
R41 für H, (Ci-C8)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (Ci-C8)- Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)- Alkylaminothiocarbonyl, (Ci-Cs)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-Cs)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, R 41 is H, (Ci-C 8) -alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) - alkylcarbonyl, (C3-C8) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, (C3-C8) - cycloalkoxycarbonyl, (C3-C8) cycloalkyl (Ci-C8) alkoxycarbonyl, (Ci-C 8) - alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C 8) -alkoxycarbonylcarbonyl, (Ci-C 8) - alkylaminothiocarbonyl, (Ci-Cs) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-Cs) -haloalkyl, (C 3 -C 8) - cycloalkyl, (C 3 -C 8) -cycloalkyl- (Ci-C8) alkyl, (Ci-C 8) alkoxy ( C 1 -C 8 ) -alkyl,
(Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl steht, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C 8 ) alkyl, aminocarbonyl (Ci-C 8 ) alkyl, (Ci-C 8 ) - alkylaminocarbonyl (Ci-C 8 ) alkyl, bis (Ci-C 8 ) -alkylaminocarbonyl- (Ci-C 8 ) -alkyl,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht  in the case of the grouping Q-21 stands exclusively for H or methyl
R42 für (C2-C8)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (Ci-C8)-R 42 is (C 2 -C 8) -alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) -
Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)- Alkylaminothiocarbonyl, (Ci-C8)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, Alkylcarbonyl, (C3-C8) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, (C3-C8) - cycloalkoxycarbonyl, (C3-C8) -Cycloalkyl- (C 1 -C 8 ) -alkoxycarbonyl, (C 1 -C 8 ) - Alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C8) -alkoxycarbonylcarbonyl, (Ci-C 8) - alkylaminothiocarbonyl, (Ci-C8) alkylaminocarbonyl, aryl (Ci-C8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) - cycloalkyl , (C 3 -C 8) cycloalkyl (Ci-C8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl,
(Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl steht, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C 8 ) alkyl, aminocarbonyl (Ci-C 8 ) alkyl, (Ci-C 8 ) - alkylaminocarbonyl (Ci-C 8 ) alkyl, bis (Ci-C 8 ) -alkylaminocarbonyl- (Ci-C 8 ) -alkyl,
R43 für H oder Methyl steht, R 43 is H or methyl,
R44 für Wasserstoff, (Ci-Cs)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (Ci-C8)-Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, R 44 is hydrogen, (Ci-Cs) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (Ci-C 8) alkylcarbonyl , (C 3 -C 8 ) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci-Cs)-Alkoxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, Heteroarylcarbonyl, (C 1 -C 8 ) -alkoxycarbonyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl,
(C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, (C 3 -C 8 ) -cycloalkoxycarbonyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkoxycarbonyl,
(Ci-Cs)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)- Alkylaminothiocarbonyl, (Ci-Cs)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-Cs)-Haloalkyl, (C3-C8)- Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-Cs) alkylsulfonyl, (C 3 -C 8) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 8) - alkoxycarbonylcarbonyl, aryl (Ci-C 8) -alkoxycarbonylcarbonyl, (Ci-C 8) - alkylaminothiocarbonyl, ( Ci-Cs) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-Cs) -haloalkyl, (C 3 -C 8) - cycloalkyl, (C 3 -C 8) -cycloalkyl- (Ci-C8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl,
(Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl steht, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C 8 ) alkyl, aminocarbonyl (Ci-C 8 ) alkyl, (Ci-C 8 ) - alkylaminocarbonyl (Ci-C 8 ) alkyl, bis (Ci-C 8 ) -alkylaminocarbonyl- (Ci-C 8 ) -alkyl,
R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R53 für Methyl steht, R 51 and R 71 independently of one another represent hydrogen and methyl, R 53 represents methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R63 für H, Methyl steht R 61 and R 81 independently of one another represent hydrogen and methyl, R 63 is H, methyl
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
V für Hydroxycarbonyl, (Ci-C8)-Alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-Cs)- alkoxycarbonyl, Aminocarbonyl, (Ci-C8)-Alkylaminocarbonyl, Bis-(Ci-Cs)- alkylaminocarbonyl, (Ci-C8)-Alkyl[(Ci-C8)-Alkoxy]aminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroaryl-(Ci-C8) alkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkoxycarbonyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkylaminocarbonyl steht, m für O, 1 , 2, 3, 4, 5 steht, p für 1 , 2, 3, 4 steht, V represents hydroxycarbonyl, (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl, bis (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkyl [(C 1 -C 8) -alkoxy] -aminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, aryl- (C 1 -C 8) ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 8) -alkylaminocarbonyl, cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl, Cs) - alkoxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, ( C 3 -C 8) - cycloalkylaminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl, m is O, 1, 2, 3, 4, 5, p is 1 , 2, 3, 4,
Y für Cyano, Cyano-(Ci-C8)-alkyl, Hydroxy-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8) alkyl, Hydroxycarbonyl, (Ci-C8)-Alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-Cs)- alkoxycarbonyl, Aminocarbonyl, (Ci-C8)-Alkylaminocarbonyl, Bis-(Ci-Cs)- alkylaminocarbonyl, (Ci-C8)-Alkyl[(Ci-C8)-Alkoxy]aminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroaryl-(Ci-Cs) alkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkoxycarbonylaminocarbonyl, Aryl-(Ci-C8)-alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl- (Ci-C8)-alkyl, (Ci-C8)-Alkylaminocarbonyl-(Ci-C8)-alkyl, Aminocarbonyl- (Ci-Ce)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, Cyano- (Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylaminocarbonyl- (Ci-Ce)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkoxycarbonylaminocarbonyl-(Ci-C8)-alkyl, Y represents cyano, cyano- (C 1 -C 8 ) -alkyl, hydroxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, hydroxycarbonyl, (C 1 -C 8 ) Alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl, bis (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkyl [(C 1 -C 8) -alkoxy] -aminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, aryl- (C 1 -C 8) -alkylaminocarbonyl, heteroaryl- Cs) alkylaminocarbonyl, cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkoxycarbonylaminocarbonyl, aryl- (Ci C8) -alkoxycarbonylaminocarbonyl, hydroxycarbonyl- (Ci-C 8) alkyl, (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 3 -C 8) - Cycloalkoxycarbonyl- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, aminocarbonyl (Ci-Ce) alkyl, bis (Ci-C8) alkylaminocarbonyl (Ci-C8) alkyl, (C 3 -C 8) - cycloalkylaminocarbonyl (Ci-C8) alkyl, aryl (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, heteroaryl- (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, cyano- (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) - alkyl, (C 1 -C 8 ) -haloalkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 8 ) -alkynyl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 5 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 8 ) alkyl,
(Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-C8) alkyl, (C2-C8)-Alkenylaminocarbonyl, (C2-C8)-Alkenyl-(Ci-C8)- alkylaminocarbonyl, (C2-C8)-Alkenylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)- Alkenyl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl steht (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 5) -alkylaminocarbonyl- (C 1 -C 8) - alkylaminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonyl, (C 2 -C 8 ) -alkenyloxycarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenylaminocarbonyl, (C 2 -C 8 ) -alkenyl- C 1 -C 8 ) -alkylaminocarbonyl, (C 2 -C 8 ) -alkenylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl
Die Verbindungen der Formel (I) können Salze bilden. Salzbildung kann durch Einwirkung einer Base auf solche Verbindungen der Formel (I) erfolgen, die ein acides Wasserstoffatom tragen, z. B. im Falle dass Y eine COOH-Gruppe enthält. Geeignete Basen sind beispielsweise organische Amine, wie Trialkylamine, The compounds of formula (I) can form salts. Salt formation can be effected by the action of a base on those compounds of the formula (I) which carry an acidic hydrogen atom, for. B. in the case that Y contains a COOH group. Suitable bases are, for example, organic amines, such as trialkylamines,
Morpholin, Piperidin oder Pyridin sowie Ammonium-, Alkali- oder Morpholine, piperidine or pyridine and ammonium, alkali or
Erdalkalimetallhydroxide, -carbonate und -hydrogencarbonate, insbesondere Alkaline earth metal hydroxides, carbonates and bicarbonates, in particular
Natrium- und Kaliumhydroxid, Natrium- und Kaliumcarbonat und Natrium und Kaliumhydrogencarbonat. Diese Salze sind Verbindungen, in denen der acide Wasserstoff durch ein für die Landwirtschaft geeignetes Kation ersetzt wird, beispielsweise Metallsalze, insbesondere Alkalimetallsalze oder Sodium and potassium hydroxide, sodium and potassium carbonate, and sodium and potassium bicarbonate. These salts are compounds in which the acidic 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 Alkaline earth metal salts, in particular sodium and potassium salts, or else
Ammoniumsalze, Salze mit organischen Aminen oder quartäre (quaternäre) Ammoniumsalze, zum Beispiel mit Kationen der Formel [NRR'R"R" ']+, worin R bis R' " jeweils unabhängig voneinander einen organischen Rest, insbesondere Alkyl, Aryl, Aralkyl oder Alkylaryl darstellen. Infrage kommen auch Alkylsulfonium- und Alkylsulfoxoniumsalze, wie (Ci-C4)-Trialkylsulfonium- und (C1-C4)- Trialkylsulfoxoniumsalze. Ammonium salts, salts with organic amines or quaternary (quaternary) Ammonium salts, for example with cations of the formula [NRR ' R ' R '' ] + , where R 1 to R ''' each independently of one another are an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl. such as (C 1 -C 4) -trialkylsulfonium and (C 1 -C 4) -trialkylsulfoxonium salts.
Die Verbindungen der Formel (I) können durch Anlagerung einer geeigneten anorganischen oder organischen Säure, wie beispielsweise Mineralsäuren, wie beispielsweise HCl, HBr, H2SO4, H3PO4 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. The compounds of formula (I) may be prepared by addition of a suitable inorganic or organic acid such as, for example, mineral acids such as HCl, HBr, H 2 SO 4, H 3 PO 4 or HNO 3 , or organic acids, e.g. As 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, such as. As amino, alkylamino, dialkylamino, piperidino, morpholino or pyridino, salts. These salts then contain the conjugate base of the acid as an anion.
Geeignete Substituenten, die in deprotonierter Form, wie z. B. Sulfonsäuren oder Carbonsäuren, vorliegen, können innere Salze mit ihrerseits protonierbaren Suitable substituents which are in deprotonated form, such as. As sulfonic acids or carboxylic acids are present, internal salts can in turn be protonated
Gruppen, wie Aminogruppen bilden. Im Folgenden werden die erfindungsgemäß verwendeten Verbindungen der Formel (I) und ihre Salze als "Verbindungen der allgemeinen Formel (I)" bezeichnet. Groups such as amino groups form. In the following, the compounds of the formula (I) used according to the invention and their salts are referred to as "compounds of the general formula (I)".
Bevorzugt ist die erfindungsgemäße Verwendung von Verbindungen der allgemeinen Formel (I), Preference is given to the use according to the invention of compounds of the general formula (I)
zur Toleranzerhöhung gegenüber abiotischem Stress in Pflanzen, worin Q für die Gruppierungen to increase tolerance to abiotic stress in plants, where Q is the grouping
Q-1 Q-20 Q-21  Q-1 Q-20 Q-21
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8 , und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; Q-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom the S0 2 group stands;
A2, A3 gleich oder verschieden sind und unabhängig voneinander für N A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C- Wjeweils gleiche oder verschiedene Bedeutungen gemäß der  (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C- W each have the same or different meanings according to the
nachstehenden Definition hat, jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, Isothiocyanato, Halogen, (Ci-Ce)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy, Heteroaryl, (Ci-C6)-Alkoxy- (Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C6)-Alkoxy, in the definition below, in each case represents hydrogen, nitro, amino, cyano, thiocyanato, isothiocyanato, halogen, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 6 ) -alkenyl, (C C 2 -C 6 ) -alkynyl, aryl, aryl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy, heteroaryl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) - alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 6) alkoxy,
(Ci-C6)-Haloalkoxy, Aryloxy, Heteroaryloxy, (C3-C6)-Cycloalkyloxy, (C3-C6)- Cycloalkyl-(Ci-C6)-alkoxy, (Ci-C6)-Alkoxycarbonyl, (Ci-C6)-Alkoxycarbonyl- (C 1 -C 6) -haloalkoxy, aryloxy, heteroaryloxy, (C 3 -C 6) -cycloalkyloxy, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxy, (C 1 -C 6) -alkoxycarbonyl, (C 1 -C 6) - alkoxycarbonyl
(Ci-C6)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C6)-Alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C2-C6)- Alkenylaminocarbonyl, (C2-C6)-Alkinylaminocarbonyl, (Ci-C6)-Alkylamino, (Ci-C6)-Alkylthio, (Ci-C6)-Haloalkylthio, Bis-(Ci-C6)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C6)-Alkylcarbonylamino, (C3-C6)-(C 1 -C 6) -alkyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 2 -C 6) -alkenylaminocarbonyl, (C 2 -C 6) ) -Alkinylaminocarbonyl, (Ci-C6) alkylamino, (Ci-C 6) alkylthio, (Ci-C 6) haloalkylthio, bis (Ci-C 6) alkylamino, (C 3 -C 6) - cycloalkylamino , (C 1 -C 6) -Alkylcarbonylamino, (C 3 -C 6) -
Cycloalkylcarbonylamino, Formylamino, (Ci-C6)-Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino, (Ci-C6)-Alkylaminocarbonylamino, Bis-[(Ci-C6)- Alkyl]-aminocarbonyl-amino, (Ci-C6)-Alkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl- (Ci-C6)-haloalkylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (C 1 -C 6) -alkoxycarbonylamino, (C 1 -C 6) -alkylaminocarbonylamino, bis - [(C 1 -C 6) Alkyl] -aminocarbonyl-amino, (C 1 -C 6) -alkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, arylsulfonylamino, hetarylsulfonylamino, sulfonyl- (C 1 -C 6) -haloalkylamino, amino- (C 1 -C 6) -alkylsulfonyl, amino- ( C 1 -C 6) - haloalkylsulfonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-Ce)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, (Ci-C6)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Aryl-(Ci-C6)-alkylcarbonylamino, (C3-C6)-Cycloalkyl- (Ci-C6)-alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C6)-Alkoxy-(Ci-C6)- alkylcarbonylamino, Hydroxy-(Ci-C6)-alkylcarbonylamino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C6)-Alkyl, (C3-C6)-Cycloalkyl,Arylsulfonyl, (Ci-Ce) alkylsulfinyl, (C 3 -C 6) cycloalkylsulfinyl, arylsulfinyl, N, S, di- (Ci-C 6) -alkylsulfonimidoyl, S- (Ci-C 6) -Alkylsulfonimidoyl, (C -C 6 ) - alkylsulfonylaminocarbonyl, (C 3 -C 6 ) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6 ) -cycloalkylaminosulfonyl, aryl- (C 1 -C 6 ) -alkylcarbonylamino, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkylcarbonylamino, heteroarylcarbonylamino , (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkylcarbonylamino, hydroxy- (C 1 -C 6 ) -alkylcarbonylamino, for H, nitro, amino, cyano, halogen, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
(C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, (Ci-C6)- Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Haloalkoxy, (Ci-C6)-Alkylthio, (Ci-C6)-Haloalkylthio, (Ci-C6)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (C1-C6)- Alkylaminocarbonyl, (Ci-C6)-Alkylamino, Bis-(Ci-C6)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C6)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, Formylamino, (Ci-C6)-Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino, [(Ci-C6)-Alkyl-]aminocarbonyl-amino, (C 2 -C 6) alkenyl, (C 2 -C 6) alkynyl, aryl, aryl (Ci-C 6) alkyl, heteroaryl, (Ci-C6) - alkoxy- (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 6) alkoxy, (Ci-C 6) -haloalkoxy, (Ci-C 6) alkylthio, ( C 1 -C 6 ) -haloalkylthio, (C 1 -C 6 ) -alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, (C 1 -C 6 ) -alkylamino, bis (C 1 -C 6 ) -alkylamino, (C 3 -C 4) -alkylamino, C6) - cycloalkylamino, (C 1 -C 6) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (C 1 -C 6) -alkoxycarbonylamino, [(C 1 -C 6) -alkyl-] aminocarbonyl amino,
Sulfonylamino, (Ci-C6)-Alkylsulfonylamino, (Ci-C6)-Haloalkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Sulfonylamino, (C 1 -C 6) alkylsulfonylamino, (C 1 -C 6) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 6) -alkylsulfonyl, amino- (C 1 -C 6) -haloalkylsulfonyl, (C 1 -C 6) ) Alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-C6)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, (Ci-C6)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Amino-(Ci-C6)-alkyl, Amino-(C2-C6)-alkenyl, (C2-C6)- Alkenylamino, (C2-C6)-Alkenylimino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C6)-Alkyl, (C3-C6)-Cycloalkyl, Arylsulfonyl, (Ci-C 6) alkylsulfinyl, (C 3 -C 6) cycloalkylsulfinyl, arylsulfinyl, N, S, di- (Ci-C 6) -alkylsulfonimidoyl, S- (Ci-C 6) -Alkylsulfonimidoyl, ( C 1 -C 6 ) - alkylsulfonylaminocarbonyl, (C 3 -C 6 ) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 6) -alkyl, amino- (C 2 -C 6) -alkenyl, (C 2 -C 6) - alkenylamino, (C2-C6) -Alkenylimino, represents H, nitro, amino, cyano, halogen, (Ci-C 6) -alkyl, (C 3 -C 6) -cycloalkyl,
(C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, (Ci-C6)- Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Haloalkoxy, (Ci-Ce)-Alkylthio, (Ci-Ce)-Haloalkylthio, (Ci-C6)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (C1-C6)- Alkylaminocarbonyl, (Ci-C6)-Alkylamino, Bis-(Ci-C6)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C6)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, Formylamino, (Ci-C6)-Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino, [(Ci-C6)-Alkyl-]-aminocarbonyl-amino, (C 2 -C 6) alkenyl, (C 2 -C 6) alkynyl, aryl, aryl (Ci-C 6) alkyl, heteroaryl, (Ci-C6) - alkoxy- (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 6) alkoxy, (C 1 -C 6 ) -haloalkoxy, (C 1 -C 6 ) -alkylthio, (C 1 -C 6 ) -haloalkylthio, (C 1 -C 6 ) -alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, (C 1 -C 6 ) ) -Alkylamino, bis (C 1 -C 6) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 6) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (Ci -C 6) alkoxycarbonylamino, [(C 1 -C 6) -alkyl] -aminocarbonyl-amino,
Sulfonylamino, (Ci-C6)-Alkylsulfonylamino, (Ci-C6)-Haloalkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl,  Sulfonylamino, (C 1 -C 6) alkylsulfonylamino, (C 1 -C 6) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 6) -alkylsulfonyl, amino- (C 1 -C 6) -haloalkylsulfonyl, (C 1 -C 6) ) Alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-Ce)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, (Ci-C6)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Amino-(Ci-C6)-alkyl, Amino-(C2-C6)-alkenyl, (C2-C6)- Alkenylamino, (C2-C6)-Alkenylimino steht, Arylsulfonyl, (C 1 -C 6 ) -alkylsulfinyl, (C 3 -C 6 ) -cycloalkylsulfinyl, arylsulfinyl, N, S-di (C 1 -C 6 ) -alkylsulfonimidoyl, S- (C 1 -C 6 ) -alkylsulfonimidoyl, C 6 ) alkylsulfonylaminocarbonyl, (C 3 -C 6 ) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 6) -alkyl, amino- (C 2 -C 6) -alkenyl, (C 2 -C 6) -alkenylamino, (C2-C6) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
Heteroatome unterbrochenen und gegebenenfalls weiter durch W  Heteroatoms interrupted and optionally further by W
substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q- 23 einen entsprechenden Ring bilden müssen.  form substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 have to form a corresponding ring.
R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig R 1 and A 3 , when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7-gliedrigen Ring bilden,  form unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder verschiedene X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht Has meanings as defined below, n stands for 0, 1
R3 für H, (Ci-Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci-Ce)-alkyl, (Ci-Ce)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkyl, Heteroaryl- (Ci-Ce)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, (Ci-Ce)-Alkylthio-(Ci-Ce)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl steht, R 3 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (Ci-Ce) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3 -Ce) -cycloalkyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) - alkyl, (Ci-C 6) haloalkoxy (Ci-C 6) alkyl, (Ci-Ce) alkylthio (Ci-Ce) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6 ) -alkyl,
R4 für H, (Ci-Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci-Ce)-alkyl, (C2-C6)-Alkinyl, (Ci-C6)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-C6)-alkoxycarbonyl, (C3-C-6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, (C-i-Ce)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (C-i-Ce)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C6)-alkoxycarbonylcarbonyl, (C-i-Ce)- Alkylaminothiocarbonyl, (Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-Ce)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, R 4 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (C 2 -C 6) -alkynyl, (Ci-C 6) - alkylcarbonyl, ( C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- C 6) alkoxycarbonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6) -alkoxycarbonylcarbonyl, aryl- (C 1 -C 6) -alkoxycarbonylcarbonyl, (C 1 -C 6) -alkylaminothiocarbonyl, ( C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl,
(Ci-Ce)-Haloalkoxy-(Ci-Ce)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl steht, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl , Aminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl,
R5 für Halogen, (C2-C6)-Alkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Alkoxycarbonyloxy, R 5 is halogen, (C 2 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -alkoxycarbonyloxy,
(C2-C6)-Alkenyl, (C2-C6)-Haloalkenyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)- Alkinyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkyl, Bisaryl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxyaryl-(Ci-C6)-alkyl, Aryloxyaryl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxyaryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, N-(Ci-Ce)-Alkylheterocyclyl-(Ci-Ce)-alkyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-(Aryl-(Ci-C6)- alkoxycarbonyl)heterocyclyl-(Ci-C6)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-Ce)-alkyl, N-[(Ci-C6)-Alkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-Ce)- Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkenyl-(Ci-Ce)-alkyl, Hydroxy- (Ci-Ce)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryloxy-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkoxy-(Ci-Ce)-alkyl, Heteroaryl-(Ci-C6)- alkoxy-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkoxy-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkyl- (Ci-Ce)-alkoxy-(Ci-Ce)-alkyl, (Ci-Ce)-Alkylcarbonyloxy-(Ci-Ce)-alkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) haloalkenyl, (C 2 -C 6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) - alkynyl, ( C 2 -C 6) alkynyl (Ci-C 6) alkyl, aryl (Ci-C 6) alkyl, bisaryl (Ci-C 6) alkyl, aryl (Ci-C 6) alkoxyaryl (C 1 -C 6 ) -alkyl, aryloxyaryl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxyaryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6) -alkyl, N- (C 1 -C 4) -alkylheterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 1 -C 6 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, N- (Aryl- (C 1 -C 6 ) -alkoxycarbonyl) -heterocyclyl- (C 1 -C 6 ) -alkyl, N- (arylcarbonyl) -heterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 1 -C 6 ) -alkylcarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 3 -C 6 ) -cycloalkylcarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -halocycloalkyl, (C 4 -C 6 ) -cycloalkenyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkenyl- (C 1 -C 6 ) -alkyl, hydroxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy - (Ci-C 6 ) -alkyl, (Ci-C 6 ) -haloalkoxy- (Ci-C 6 ) -alkyl, aryloxy- (Ci-Ce) -alkyl, aryl- (Ci-Ce) -alkoxy- (Ci -Ce) alkyl, heteroaryl- (Ci-C 6 ) - alkoxy- (Ci-Ce) -alkyl, (C3-Ce) -cycloalkoxy- (Ci-Ce) -alkyl, (C 3 -C 6 ) -cycloalkyl (C 1 -C 6) -alkoxy- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylcarbonyloxy- (C 1 -C 6) -alkyl,
Arylcarbonyloxy-(Ci-C6)-alkyl, Heteroarylcarbonyloxy-(Ci-C6)-alkyl, (C3-C-6)- Cycloalkylcarbonyloxy-(Ci-C6)-alkyl, Arylsulfonyloxy-(Ci-C6)-alkyl, (C-i-Ce)- Alkylsulfonyloxy-(Ci-Ce)-alkyl, Hydrothio-(Ci-Ce)-alkyl, (Ci-Ce)-Alkylthio- (Ci-Ce)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylthio- (Ci-Ce)-alkyl, (C3-Ce)-Cycloalkylthio-(Ci-Ce)-alkyl, Arylthio-(Ci-Ce)-alkyl, Arylcarbonyloxy- (C 1 -C 6) -alkyl, heteroarylcarbonyloxy- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 6) -alkyl, arylsulfonyloxy- (C 1 -C 6) -alkyl, (Ci -Ce) - Alkylsulfonyloxy- (Ci-Ce) -alkyl, hydrothio (Ci-Ce) -alkyl, (Ci-Ce) -alkylthio (Ci-Ce) -alkyl, (Ci-C 6 ) -Haloalkylthio- C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylthio (C 1 -C 6 ) -alkyl, arylthio (C 1 -C 4) alkyl,
(Ci-Ce)-Alkylsulfinyl-(Ci-Ce)-alkyl, (Ci-C6)-Alkylsulfonyl-(Ci-C8)-alkyl, (Ci-C6)- Haloalkylsulfinyl-(Ci-Ce)-alkyl, (Ci-C6)-Haloalkylsulfonyl-(Ci-C6)-alkyl, Aryl- (Ci-Ce)-alkylsulfinyl-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkylsulfonyl-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkylsulfinyl-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C6)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C6)-Alkyl]heterocyclyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C6)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C6)-Alkylcarbonyl]heterocyclyl, N-[(Ci-Ce)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-CeJ-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryl- (Ci-CeJ-alkoxycarbonyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl, (Ci-Ce)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, (C 1 -C 6 ) -alkylsulfinyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylsulfonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 6 ) -haloalkylsulfinyl- (C 1 -C 6 ) -alkyl , (C 1 -C 6 ) -haloalkylsulfonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylsulfinyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylsulfonyl- (C 1 -C 4 ) -alkyl). Ce) alkyl, (C3-Ce) -Cycloalkylsulfinyl- (Ci-Ce) alkyl, (C3-C 6) -Cycloalkylsulfonyl- (Ci-C 6) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(C C 6 ) alkyl] heterocyclyl, N - [(C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci -C6) alkylcarbonyl] heterocyclyl, N - [(Ci-Ce) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-CeJ-alkoxycarbonyl, (C3-C6) -cycloalkoxycarbonyl, (C3-C6) -cycloalkyl- (Ci-C6 ) -alkoxycarbonyl, aryl- (C 1 -C 6 -alkoxycarbonyl, heteroaryl- (C 1 -C 6) -alkoxycarbonyl, (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl , Aryl- (C 1 -C 6) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (Ci-Ce)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C-6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl- (Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C-6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)- alkylaminocarbonyl-(Ci-C6)-alkyl, Heteroarylaminocarbonyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (Ci-Ce)- Haloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C6)-alkyl, (Ci-C6)-Alkylamino- (Ci-C6)-alkyl, (C2-C6)-Alkenylamino-(Ci-C6)-alkyl, Arylamino-(Ci-C6)-alkyl, Bis- (Ci-C6)-alkylamino-(Ci-C6)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylamino-(Ci-C6)-alkyl, Tns-Aryl-(Ci-C6)-alkylamino-(Ci-C6)- alkyl, (C3-C6)-Cycloalkylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkylamino-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylamino-(Ci-C6)-alkyl, (Ci-C6)- Alkylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Cycloalkylcarbonylamino-(Ci-C6)- alkyl, Arylcarbonylamino-(Ci-C6)-alkyl, Heteroarylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonylamino-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonylamino- (Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)- alkoxycarbonyl[N-(Ci-C6)-alkyl]amino-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C6)-alkyl, Aminocarbonylamino-(Ci-C6)-alkyl, Arylsulfonylamino-(Ci-C6)- alkyl, Heteroarylsulfonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfonylamino- (Ci-C6)-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C6)-alkyl, Hydroxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) - Cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxycarbonyl- C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroarylaminocarbonyl- (C 1 -C 6) -alkyl, cyano- C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 4) - Haloalkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 8 ) -alkynyl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, amino- (C 1 -C 6 ) -alkyl, C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenylamino- (C 1 -C 6 ) -alkyl, arylamino- (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) alkyl (C 1 -C 6 ) alkyl, bis (C 3 -C 6 ) cycloalkylamino (C 1 -C 6 ) alkyl, aryl (C 1 -C 6 ) alkylamino (C 1 -C 6 ) alkyl, Tns -Aryl (C 1 -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylamino- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl) C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylcarbonylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6) -cycloalkylcarbonylamino- (C 1 -C 6) -alkyl, arylcarbonylamino- (C 1 -C 6) -alkyl, heteroarylcarbonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -cycloalkylcarbonylamino- (C 1 -C 6) -alkyl) alkyl, (C2-C6) -Alkenyloxycarbonylamino- (Ci-C 6) alkyl, aryl (Ci-C 6) alkoxycarbonylamino (Ci-C 6) alkyl, aryl (Ci-C6) - alkoxycarbonyl [ N- (C 1 -C 6) -alkyl] amino- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4) -alkyl C 6) alkoxycarbonylamino (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino (C 1 -C 6) -alkyl, aminocarbonylamino (C 1 -C 6) -alkyl, arylsulfonylamino- (C 1 -C 6) -alkyl, heteroarylsulfonylamino (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylsulfonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylsulfonylamino- (C 1 -C 6) -alkyl,
Aminoiminoamino-(Ci-C6)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminoiminoamino-(Ci-C6)-alkyl steht, für Wasserstoff, Halogen, (Ci-C6)-Alkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Aminoiminoamino- (Ci-C6) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-C6) -alkyl, represents hydrogen, halogen, (Ci-C 6 ) -alkyl , (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -
Alkoxycarbonyloxy, (C2-C6)-Alkenyl, (C2-C6)-Haloalkenyl, (C2-C6)-Alkenyl- (Ci-C6)-alkyl, (C2-C6)-Alkinyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkyl, Bisaryl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxyaryl-(Ci-C6)-alkyl, Aryloxyaryl-(Ci-C6)- alkyl, (Ci-C6)-Alkoxyaryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl- (Ci-C6)-alkyl, N-(Ci-C6)-Alkylheterocyclyl-(Ci-C6)-alkyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-(Aryl-(Ci-Ce)- alkoxycarbonyl)heterocyclyl-(Ci-C6)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C6)-alkyl, N-[(Ci-C6)-Alkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (C1-C6)- Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkenyl-(Ci-C6)-alkyl, Hydroxy- (Ci-Ce)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryloxy-(Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxy-(Ci-C6)-alkyl, (C3-Ce)-Cycloalkoxy-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkyl- (Ci-Ce)-alkoxy-(Ci-Ce)-alkyl, (Ci-Ce)-Alkylcarbonyloxy-(Ci-Ce)-alkyl, Alkoxycarbonyloxy, (C2-C6) alkenyl, (C2-C6) haloalkenyl, (C2-C6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) -alkynyl, (C2-C6 ) -Alkynyl (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkyl, bisaryl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxyaryl- (C 1 -C 4 ) -alkyl 6 ) -alkyl, aryloxyaryl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxyaryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) alkyl, N- (C 1 -C 6 ) -alkylheterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 1 -C 6 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, N- (aryl- (C 1 -C 6 ) -alkoxycarbonyl) heterocyclyl- (C 1 -C 6 ) -alkyl, N- (arylcarbonyl) -heterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 1 -C 6 ) -alkylcarbonyl] -heterocyclyl- (Ci C 6 ) alkyl, N - [(C 3 -C 6 ) cycloalkylcarbonyl] heterocyclyl (C 1 -C 6 ) alkyl, cyano (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) halocycloalkyl, (C 4 -C 6) -cycloalkenyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (C3-C 6 ) -cycloalkenyl- (C 1 -C 6 ) -alkyl, hydroxyl (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryloxy- (C 1 -C 6 ) -alkyl ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) - Cycloalkoxy- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 4 ) -alkylcarbonyloxy- (C 1 -C 4 ) - alkyl,
Arylcarbonyloxy-(Ci-C6)-alkyl, Heteroarylcarbonyloxy-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C6)-alkyl, (C-i-Ce)- Alkylsulfonylox -(Ci-Ce)-alkyl, Hydrothio-(Ci-Ce)-alkyl, (Ci-Ce)-Alkylthio- (Ci-Ce)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylthio- (Ci-Ce)-alkyl, (C3-Ce)-Cycloalkylthio-(Ci-Ce)-alkyl, Arylthio-(Ci-Ce)-alkyl, Arylcarbonyloxy- (C 1 -C 6) -alkyl, heteroarylcarbonyloxy- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 8) -alkyl, arylsulfonyloxy- (C 1 -C 6) -alkyl, (Ci-Ce ) - Alkylsulfonylox - (Ci-Ce) -alkyl, hydrothio (Ci-Ce) -alkyl, (Ci-Ce) -alkylthio (Ci-Ce) -alkyl, (Ci-C 6 ) -Haloalkylthio- (C C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylthio (C 1 -C 6 ) -alkyl, arylthio (C 1 -C 6 ) -alkyl .
(Ci-Ce)-Alkylsulfinyl-(Ci-Ce)-alkyl, (Ci-C6)-Alkylsulfonyl-(Ci-C6)-alkyl, (Ci-C6)- Haloalkylsulfinyl-(Ci-Ce)-alkyl, (Ci-C6)-Haloalkylsulfonyl-(Ci-C6)-alkyl, Aryl- (Ci-Ce)-alkylsulfinyl-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkylsulfonyl-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkylsulfinyl-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C6)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C6)-Alkyl]heterocyclyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C6)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C6)-Alkylcarbonyl]heterocyclyl, N-[(Ci-Ce)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-CeJ-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryl- (Ci-CeJ-alkoxycarbonyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl, (C-i-Ce)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, (C 1 -C 6 ) -alkylsulfinyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylsulfinyl- (C 1 -C 6 ) -alkyl , (C 1 -C 6 ) -haloalkylsulfonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylsulfinyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylsulfonyl- (C 1 -C 4 ) -alkyl). Ce) alkyl, (C3-Ce) -Cycloalkylsulfinyl- (Ci-Ce) alkyl, (C3-C 6) -Cycloalkylsulfonyl- (Ci-C 6) - alkyl, aryl, heteroaryl, heterocyclyl, N - [(C C 6 ) alkyl] heterocyclyl, N - [(C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 6 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci -C6) alkylcarbonyl] heterocyclyl, N - [(Ci-Ce) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-CeJ-alkoxycarbonyl, (C3-C6) -cycloalkoxycarbonyl, (C3-C6) -cycloalkyl- (Ci-C6 ) -alkoxycarbonyl, aryl- (C 1 -C 6 -alkoxycarbonyl, heteroaryl- (C 1 -C 6) -alkoxycarbonyl, (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl , Aryl- (C 1 -C 6) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (Ci-Ce)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C-6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl- (Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C-6)- alkylaminocarbonyl-(Ci-C6)-alkyl, Heteroarylaminocarbonyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (Ci-Ce)- Haloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)- alkylaminocarbonyl-(Ci-C6)-alkyl, Amino-(Ci-C6)-alkyl, (Ci-C6)-Alkylamino- (Ci-Ce)-alkyl, (C2-Ce)-Alkenylamino-(Ci-Ce)-alkyl, Arylamino-(Ci-C6)-alkyl, Bis- (Ci-C6)-alkylamino-(Ci-C6)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C6)-alkyl, Aryl-(Ci-Ce)-alkylamino-(Ci-Ce)-alkyl, Tns-Aryl-(Ci-C6)-alkylamino-(Ci-C6)- alkyl, (C3-Ce)-Cycloalkylamino-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)- alkylamino-(Ci-Ce)-alkyl, (Ci-Ce)-Haloalkylamino-(Ci-Ce)-alkyl, (Ci-C6)- Alkylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Cycloalkylcarbonylamino-(Ci-C6)- alkyl, Arylcarbonylamino-(Ci-C6)-alkyl, Heteroarylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonylamino-(Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonylamino- (Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkoxycarbonylamino-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)- alkoxycarbonyl[N-(Ci-C6)-alkyl]amino-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C-6)- alkoxycarbonylamino-(Ci-C-6)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-CeJ-alkyl, Aminocarbonylamino-(Ci-C6)-alkyl, Arylsulfonylamino-(Ci-C6)- alkyl, Heteroarylsulfonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfonylamino- (Ci-CeJ-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C6)-alkyl, Hydroxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) - Cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkoxycarbonyl- C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl , (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroarylaminocarbonyl- (C 1 -C 6) -alkyl, cyano- C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -haloalkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) - alkylaminocarbonyl- (C 1 -C 6) -alkyl, amino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylamino- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenylamino- (C 1 -C 4) - alkyl, arylamino (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) -alkylamino (C 1 -C 6 ) -alkyl, bis (C 3 -C 6 ) -cycloalkylamino (C 1 -C 6 ) -alkyl, aryl - (Ci-Ce) alkylamino (Ci-Ce) alkyl, Tns-aryl- (Ci-C 6) alkylamino (Ci-C 6) - alkyl, (C3-Ce) cycloalkylamino- (Ci Ce) -alkyl, (C3-Ce) -cycloalkyl- (Ci-Ce) - alkylamino- (Ci-Ce) -alkyl, (Ci-Ce) -haloalkylamino- (Ci-Ce) -alkyl, (Ci-C 6 ) - alkylcarbonylamino- (Ci-C6) -alkyl, (Ci-C6) -cycloalkylcarbonylamino- (Ci-C6) - alkyl, Arylcarbonylamino- (Ci-C6) -alkyl, Heteroarylcarbonylamino- (Ci-C6) -alkyl, (Ci -C 6) alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenyloxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonyl [N- (C 1 -C 6) -alkyl] amino- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) ) -Cycloalkyl- (C 1 -C 6) alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 12 -alkyl, aminocar Cylamino- (C 1 -C 6) -alkyl, arylsulfonylamino- (C 1 -C 6) -alkyl, heteroarylsulfonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylsulfonylamino- (C 1 -C 6 -alkyl, (C 3 -C 6) -Cycloalkylsulfonylamino- (Ci-C6) alkyl,
Aminoiminoamino-(Ci-C6)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminoiminoamino-(Ci-C6)-alkyl steht,  Aminoiminoamino- (Ci-C6) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-C6) -alkyl,
R6 und R8 unabhängig voneinander für H, (Ci-Ce)-Alkyl, (C2-C6)-Alkenyl-(Ci-C6)- alkyl, (C2-Ce)-Alkinyl-(Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C6)-alkyl, Amino-(Ci-C6)-alkyl, (Ci-Ce)-Alkoxy-(Ci-Ce)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)- alkyl, (Ci-Ce)-Haloalkyl, (Ci-Ce)-Alkylamino-(Ci-Ce)-alkyl, Bis-(Ci-Ce)- alkylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylcarbonylamino-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylcarbonylamino-(Ci-C6)-alkyl, Arylcarbonylamino-(Ci-C6)-alkyl, R 6 and R 8 independently of one another are H, (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 4) - alkyl, aryl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl , amino (Ci-C 6) alkyl, (Ci-Ce) alkoxy- (Ci-Ce) alkyl, (Ci-C 6) alkylthio (Ci-C 6) - alkyl, (Ci-Ce ) Haloalkyl, (C 1 -C 6) -alkylamino (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylamino (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylcarbonylamino (C 1 -C 6) ) -alkyl, (C 3 -C 6) -cycloalkylcarbonylamino- (C 1 -C 6) -alkyl, arylcarbonylamino- (C 1 -C 6) -alkyl,
(Ci-C6)-Alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonylamino- (Ci-CeJ-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonylamino-(Ci-C6)-alkyl, Aminocarbonylamino-(Ci-C-6)-alkyl, Aminoiminoamino-(Ci-C6)-alkyl,  (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6 -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonylamino ( C 1 -C 6) -alkyl, aminocarbonylamino- (C 1 -C 6) -alkyl, amino-imino-amino- (C 1 -C 6) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (Ci-C6)-Alkylaminoiminoamino- (Ci-Ce)-alkyl stehen, R41 für H, (Ci-Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci-Ce)-alkyl, (C2-C6)-Alkinyl, (Ci-C6)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-C6)-alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, (C1-C6)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (C1-C6)-Arylsulfonylaminoiminoamino- (Ci-C6) -alkyl, (Ci-C6) -Alkylaminoiminoamino- (Ci-Ce) -alkyl, R 41 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (C 2 -C 6) -alkynyl, (Ci-C 6) - alkylcarbonyl, ( C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) alkoxycarbonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6) -
Alkoxycarbonylcarbonyl, Aryl-(Ci-C6)-alkoxycarbonylcarbonyl, (C1-C6)- Alkylaminothiocarbonyl, (Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, Alkoxycarbonylcarbonyl, aryl- (C 1 -C 6 ) alkoxycarbonylcarbonyl, (C 1 -C 6 ) -alkylaminothiocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano - (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (Ci- C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl,
(Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)-(C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -
Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl steht, Alkoxycarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht,  in the case of the grouping Q-21 stands exclusively for H or methyl,
R42 für (C2-C6)-Alkyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl, (Ci-C6)-R 42 is (C 2 -C 6) alkyl, (C2-C6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) alkynyl, (Ci-C 6) -
Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-C6)-alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, (C1-C6)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci -C 6 ) -alkoxycarbonyl, (C 1 -C 6 ) -alkylsulfonyl, (C 3 -C 6 ) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6 ) -
Alkoxycarbonylcarbonyl, Aryl-(Ci-C6)-alkoxycarbonylcarbonyl, (C1-C6)- Alkylaminothiocarbonyl, (Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, Alkoxycarbonylcarbonyl, aryl- (C 1 -C 6 ) alkoxycarbonylcarbonyl, (C 1 -C 6 ) -alkylaminothiocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano - (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (Ci- C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl,
(Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)-(C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -
Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl steht, R43 für H oder Methyl steht, R44 für Wasserstoff, (Ci -Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci -Ce)-alkyl, (C2-C6)-Alkinyl, (Ci -C6)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Alkoxycarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, R 43 is H or methyl, R 44 is hydrogen, (Ci -Ce) alkyl, (C2 -Ce) alkenyl (Ci -Ce) alkyl, (C 2 -C 6) alkynyl, (Ci-C6) alkylcarbonyl, (C3 -C6) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci -C6)-Alkoxycarbonyl, Aryl-(Ci -C6)-alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci -C6)-alkoxycarbonyl,  Heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl,
(Ci -Ce)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-(C 1 -C 6 ) -alkylsulfonyl, (C 3 -C 6 ) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6 ) -
Alkoxycarbonylcarbonyl, Aryl-(Ci -C6)-alkoxycarbonylcarbonyl, (C1 -C6)- Alkylaminothiocarbonyl, (Ci -C6)-Alkylaminocarbonyl, Aryl-(Ci -C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, Alkoxycarbonylcarbonyl, aryl- (C 1 -C 6 ) alkoxycarbonylcarbonyl, (C 1 -C 6 ) -alkylaminothiocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano - (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (Ci- C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl,
(Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)-(C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -
Alkoxycarbonyl-(Ci -C6)-alkyl, Aminocarbonyl-(Ci -C6)-alkyl, (C1 -C6)- Alkylaminocarbonyl-(Ci -C6)-alkyl, Bis-(Ci -C6)-alkylaminocarbonyl-(Ci -C6)-alkyl steht, R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R53 für Methyl steht, Alkoxycarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) ) alkyl, R 51 and R 71 independently of one another represent hydrogen and methyl, R 53 represents methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R 61 and R 81 independently of one another represent hydrogen and methyl,
R63 für H, Methyl steht, R 63 is H, methyl,
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
V für Hydroxycarbonyl, (Ci -C6)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci -C6)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci -Ce)- alkoxycarbonyl, Aminocarbonyl, (Ci -C6)-Alkylaminocarbonyl, Bis-(Ci -Ce)- alkylaminocarbonyl, (Ci -C6)-Alkyl[(Ci -C6)-Alkoxy]aminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci -C6)-alkylaminocarbonyl, Heteroaryl-(Ci -C6)- alkylaminocarbonyl, Cyano-(Ci -C6)-alkylaminocarbonyl, (C1 -C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci -C6)-alkylaminocarbonyl, (C1 -C6)- Alkoxycarbonyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl- (Ci-C6)-alkylaminocarbonyl steht, m für 0, 1 , 2, 3, 4, 5 steht, p für 1 , 2, 3, 4 steht, V represents hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy] -aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 6) -alkylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, (C1 C6) - Alkoxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) ) - cycloalkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl, m is 0, 1, 2, 3, 4, 5, p is 1, 2, 3, 4 stands,
Y für Cyano, Cyano-(Ci-C6)-alkyl, Hydroxy-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)- alkyl, Hydroxycarbonyl, (Ci-C6)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-Ce)- alkoxycarbonyl, Aminocarbonyl, (Ci-C6)-Alkylaminocarbonyl, Bis-(Ci-Ce)- alkylaminocarbonyl, (Ci-C6)-Alkyl[(Ci-C6)-Alkoxy]aminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, Heteroaryl-(Ci-C6)- alkylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Alkoxycarbonylaminocarbonyl, Aryl-(Ci-C6)-alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl- (Ci-C6)-alkyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl- (Ci-Ce)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, Cyano- (Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylaminocarbonyl- (Ci-Ce)-alkyl, (C2-Ce)-Alkinyl-(Ci-Ce)-alkylaminocarbonyl-(Ci-Ce)-alkyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)-alkylaminocarbonyl-(Ci-Ce)-alkyl, (Ci-C6)- Alkoxycarbonylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkoxycarbonylaminocarbonyl-(Ci-C6)-alkyl, Y represents cyano, cyano- (C 1 -C 6 ) -alkyl, hydroxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, hydroxycarbonyl, (C 1 -C 6 ) -Alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, Bis- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy] -aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) -alkylaminocarbonyl, heteroaryl- (Ci -C 6) alkylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkoxycarbonylaminocarbonyl, aryl- (C 1 -C 6) alkoxycarbonylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, bis (Ci-C6) alkylaminocarbonyl (Ci-C 6) alkyl, (C 3 -C 6) - Cycloalkylaminocarb onyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, cyano- (Ci -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -haloalkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 4) -alkyl) ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 6 ) -alkyl, aryl- Ce) alkoxycarbonylaminocarbonyl- (C 1 -C 6) -alkyl,
(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl- (Ci-C6)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonyl, (C2-C6)-Alkenyloxycarbonyl-(Ci-C6)- alkyl, (C2-C6)-Alkenylaminocarbonyl, (C2-C6)-Alkenyl-(Ci-C6)- alkylaminocarbonyl, (C2-C6)-Alkenylaminocarbonyl-(Ci-C6)-alkyl, (C2-C6)- Alkenyl-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl steht. (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) - Alkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenyloxycarbonyl, (C 2 -C 6) -alkenyloxycarbonyl- (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenylaminocarbonyl, (C2 -C6) alkenyl- (Ci-C6) - alkylaminocarbonyl, (C2-C6) alkenylaminocarbonyl (Ci-C6) -alkyl, (C2-C6) - alkenyl- (Ci-C6) -alkylaminocarbonyl- (Ci-C6 ) -alkyl.
Besonders bevorzugt ist die erfindungsgemäße Verwendung von Verbindungen der allgemeinen Formel (I), worin Particularly preferred is the use according to the invention of compounds of general formula (I) wherein
zur Toleranzerhöhung gegenüber abiotischem Stress in Pflanzen, worin to increase tolerance to abiotic stress in plants, wherein
Q für die Gruppierungen Q for the groupings
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8 , und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; Q-22 Q-23 Q-24 and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow represents a bond to the sulfur atom of the SO 2 group;
A1, A2, A3 gleich oder verschieden sind und unabhängig voneinander für N A 1 , A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C- W jeweils gleiche oder verschiedene Bedeutungen gemäß der  (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C-W each have the same or different meanings according to the
nachstehenden Definition hat,  has the following definition,
W jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, Isothiocyanato, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy, Heteroaryl, (Ci-C4)-Alkoxy- (Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C5)-Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, Aryloxy, Heteroaryloxy, (C3-C6)-Cycloalkyloxy, (C3-C6)- Cycloalkyl-(Ci-C4)-alkoxy, (Ci-C4)-Alkoxycarbonyl, (Ci-C4)-Alkoxycarbonyl- (Ci-C4)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (C2-C4)- Alkenylaminocarbonyl, (C2-C4)-Alkinylaminocarbonyl, (Ci-C4)-Alkylamino, (Ci-C4)-Alkylthio, (Ci-C4)-Haloalkylthio, Bis-(Ci-C4)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, Formylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, (Ci-C4)-Alkylaminocarbonylamino, Bis-[(Ci-C4)- Alkylj-aminocarbonyl-amino, (Ci-C4)-Alkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl- (Ci-C4)-haloalkylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, W is in each case hydrogen, nitro, amino, cyano, thiocyanato, isothiocyanato, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 4 ) -alkenyl, (C 2 -) C 4 ) -alkynyl, aryl, aryl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxy, heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 5) halocycloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, aryloxy, heteroaryloxy, (C3-C6) cycloalkyloxy, ( C 3 -C 6) - cycloalkyl- (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -alkoxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 4 ) -alkoxy, C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 2 -C 4 ) -alkenylaminocarbonyl, (C 2 -C 4 ) -alkynylaminocarbonyl, (C 1 -C 4 ) - alkylamino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, bis (Ci-C4) -alkylamino, (C 3 -C 6) - cycloalkylamino, (Ci-C4) alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino, (C 1 -C 4 ) -alkylaminocarbony lamino, bis - [(Ci-C4) - Alkylj-aminocarbonyl-amino, (Ci-C4) alkylsulfonylamino, (C3-C6) - cycloalkylsulfonylamino, arylsulfonylamino, Hetarylsulfonylamino, sulfonyl (Ci-C4) -haloalkylamino, amino- (Ci-C 4) alkylsulfonyl, amino (Ci-C4) - haloalkylsulfonyl, (Ci-C 4) alkylsulfonyl, (C3-C6) cycloalkylsulfonyl,
Arylsulfonyl, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, (Ci-C4)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Aryl-(Ci-C4)-alkylcarbonylamino, (C3-C6)-Cycloalkyl- (Ci-C4)-alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C4)-Alkoxy-(Ci-C4)- alkylcarbonylamino, Hydroxy-(Ci-C4)-alkylcarbonylamino steht, Arylsulfonyl, (C 1 -C 4 ) -alkylsulfinyl, (C 3 -C 6 ) -cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 4 ) -alkylsulfonimidoyl, S- (C 1 -C 4 ) -alkylsulfonimidoyl, ( Ci-C4) - alkylsulfonylaminocarbonyl, (C3-C6) -Cycloalkylsulfonylaminocarbonyl, (C3-C6) - Cycloalkylaminosulfonyl, aryl (Ci-C4) alkylcarbonylamino, (C3-C6) cycloalkyl (C 1 -C 4 ) -alkylcarbonylamino, heteroarylcarbonylamino, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkylcarbonylamino, hydroxy- (C 1 -C 4 ) -alkylcarbonylamino,
R1 für H, Nitro, Amino, Cyano, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, R 1 is H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
(C2-C4)-Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)- Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (Ci-C4)-Haloalkylthio, (Ci-C4)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis-(Ci-C4)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, Formylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, [(Ci-C4)-Alkyl-]aminocarbonyl-amino, (C 2 -C 4) alkenyl, (C 2 -C 4) -alkynyl, aryl, aryl- (Ci-C 4) alkyl, heteroaryl, (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, ( Ci-C4) haloalkylthio, (Ci-C4) - alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (Ci-C4) - alkylaminocarbonyl, (Ci-C 4) alkylamino, bis (Ci-C4) alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino, [(Ci-C 4 ) -alkyl-] aminocarbonyl-amino,
Sulfonylamino, (Ci-C4)-Alkylsulfonylamino, (Ci-C4)-Haloalkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Sulfonylamino, (C 1 -C 4 ) -alkylsulfonylamino, (C 1 -C 4 ) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 4 ) -alkylsulfonyl, amino- (C 1 -C 4 ) -haloalkylsulfonyl, (C 1 -C 4 ) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl,
Arylsulfonyl, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, (Ci-C4)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Amino-(Ci-C4)-alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)- Alkenylamino, (C2-C4)-Alkenylimino steht, Arylsulfonyl, (C 1 -C 4 ) -alkylsulfinyl, (C 3 -C 6 ) -cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 4 ) -alkylsulfonimidoyl, S- (C 1 -C 4 ) -alkylsulfonimidoyl, ( C 1 -C 4 ) - alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 4 ) -alkyl, amino- (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) - alkenylamino, (C 2 -C 4 ) -alkenylimino,
R2 für H, Nitro, Amino, Cyano, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, R 2 is H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
(C2-C4)-Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)- Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (Ci-C4)-Haloalkylthio, (Ci-C4)- Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis-(Ci-C4)-alkylamino, (C3-C6)- Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, Formylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, [(Ci-C4)-Alkyl-]-aminocarbonyl-amino, (C 2 -C 4) alkenyl, (C 2 -C 4) -alkynyl, aryl, aryl- (Ci-C 4) alkyl, heteroaryl, (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, ( Ci-C4) haloalkylthio, (Ci-C4) - alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, (Ci-C4) - alkylaminocarbonyl, (Ci-C 4) alkylamino, bis (Ci-C4) alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino, [(Ci-C 4 ) -alkyl -] - aminocarbonyl-amino,
Sulfonylamino, (Ci-C4)-Alkylsulfonylamino, (Ci-C4)-Haloalkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S- Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, (Ci-C4)- Alkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylaminosulfonyl, Amino-(Ci-C4)-alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)-Sulfonylamino, (C 1 -C 4 ) -alkylsulfonylamino, (C 1 -C 4 ) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 4 ) -alkylsulfonyl, amino- (C 1 -C 4 ) - haloalkylsulfonyl, (Ci-C 4) alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) alkylsulfinyl, (C 3 -C 6) cycloalkylsulfinyl, arylsulfinyl, N, S- di (C -C 4) -alkylsulfonimidoyl, S- (Ci-C 4) -Alkylsulfonimidoyl, (Ci-C4) - alkylsulfonylaminocarbonyl, (C3-C6) -Cycloalkylsulfonylaminocarbonyl, (C3-C6) - Cycloalkylaminosulfonyl, amino (Ci-C 4 ) -alkyl, amino- (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -
Alkenylamino, (C2-C4)-Alkenylimino steht, Alkenylamino, (C 2 -C 4 ) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
Heteroatome unterbrochenen und gegebenenfalls weiter durch W  Heteroatoms interrupted and optionally further by W
substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q- 23 einen entsprechenden Ring bilden müssen.  form substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 have to form a corresponding ring.
R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig R 1 and A 3 , when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7-gliedrigen Ring bilden, für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder verschiedene form unsubstituted, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring, is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are identical or different
Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht  Meanings as defined below, n stands for 0, 1
R3 für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Heteroaryl- (Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl steht, R 3 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, heteroaryl (Ci-C 4) alkyl, (Ci-C 4) - Alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkyl C 4 ) -haloalkylthio (C 1 -C 4 ) -alkyl,
R4 für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)- Alkylaminothiocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, R 4 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) -alkoxycarbonyl, (C3-C6) - cycloalkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) -alkoxycarbonyl, (Ci-C 4 ) - alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (Ci-C 4) - alkylaminothiocarbonyl, (Ci-C 4) - alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6 ) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl,
(Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl steht, für Halogen, (C2-C4)-Alkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Alkoxycarbonyloxy, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)- Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Bisaryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxyaryl-(Ci-C4)-alkyl, Aryloxyaryl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxyaryl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, Heterocyclyl-(Ci-C4)-alkyl, N-(Ci-C4)-Alkylheterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-(Aryl-(Ci-C4)- alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C4)-alkyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)- Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkenyl-(Ci-C4)-alkyl, Hydroxy- (Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyloxy-(Ci-C4)-alkyl, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4 ) -alkyl, aminocarbonyl (Ci-C 4 ) -alkyl, (Ci-C 4 ) - alkylaminocarbonyl (Ci-C 4 ) -alkyl, bis (Ci-C 4 ) -alkylaminocarbonyl- (Ci-C 4 ) alkyl, is halogen, (C2-C 4) alkyl, (Ci-C 4) alkoxy, (Ci-C4) alkoxycarbonyloxy, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) - alkynyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, bisaryl (Ci-C 4) alkyl, aryl (Ci-C 4) -alkoxyaryl- (Ci-C 4) alkyl, Aryloxyaryl- (Ci- C 4 ) -alkyl, (C 1 -C 4 ) -alkoxyaryl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkyl, heterocyclyl- (C 1 -C 4 ) -alkyl, N- (Ci- -C 4) -Alkylheterocyclyl- (Ci-C 4) alkyl, N - [(Ci-C4) - alkoxycarbonyl] heterocyclyl- (Ci-C 4) alkyl, N- (aryl (Ci-C 4) - alkoxycarbonyl) heterocyclyl- (C 1 -C 4 ) -alkyl, N- (arylcarbonyl) -heterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkylcarbonyl] -heterocyclyl- (C 1 -C 4 ) alkyl, N - [(C 3 -C 6 ) cycloalkylcarbonyl] het erocyclyl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C4) - haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) halocycloalkyl , (C 4 -C 6 ) -cycloalkenyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkenyl- (C 1 -C 4 ) -alkyl, hydroxy - (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, aryloxy- (Ci -C 4) alkyl, aryl (Ci-C 4) alkoxy (Ci-C 4) -alkyl, heteroaryl- (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (C 3 -C 6) cycloalkoxy (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) -Alkylcarbonyloxy- (C 1 -C 4 ) -alkyl,
Arylcarbonyloxy-(Ci-C4)-alkyl, Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C4)-alkyl, Arylsulfonyloxy-(Ci-C4)-alkyl, (Ci-C4)- Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylthio- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C4)-alkyl, Arylthio-(Ci-C4)-alkyl, Arylcarbonyloxy- (C 1 -C 4 ) -alkyl, heteroarylcarbonyloxy- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 4 ) -alkyl, arylsulfonyloxy- (C 1 -C 4 ) -alkyl, (Ci-C 4) - alkylsulfonyloxy (Ci-C 4) alkyl, Hydrothio- (Ci-C 4) alkyl, (Ci-C 4) alkylthio (Ci-C 4) alkyl, (Ci- C 4 ) -haloalkylthio (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylthio (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (Ci-C 4) alkyl, arylthio (Ci-C 4) alkyl,
(Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkylsulfinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfinyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C4)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl- (Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, (Ci-C 4) alkylsulfinyl (Ci-C 4) alkyl, (Ci-C 4) alkylsulfonyl (Ci-C 4) alkyl, (Ci-C4) - Haloalkylsulfinyl- (Ci-C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfinyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) alkylsulfonyl (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfinyl- (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfonyl- (Ci-C4) - alkyl, Aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 4 ) -alkyl] -heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci-C4) alkylcarbonyl] heterocyclyl, N - [(Ci-C4) - cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-C 4) alkoxycarbonyl, (C3-C6 ) -Cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 1 -C 4 ) - Alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(C-i-C4)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Arylamino-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylamino-(Ci-C4)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, (C3-C6)-Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkylamino-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino-(Ci-C4)- alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino-(Ci-C4)- alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonylamino- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C4)-alkyl, Hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) - Cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonyl (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, aminocarbonyl- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroarylaminocarbonyl- (Ci -C 4) alkyl, cyano (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - Haloalkylaminocarbonyl- (Ci-C 4) alkyl, (C2-C 4 ) -Alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, amino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl , (C 2 -C 4 ) -alkenylamino (C 1 -C 4 ) -alkyl, arylamino (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylamino (C 1 -C 4 ) -alkyl, Bis- (C 3 -C 6) -cycloalkylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl, tris-aryl- (C 1 -C 4 ) - alkylamino (Ci-C4) - alkyl, (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkylamino (C -C 4) alkyl, (Ci-C 4) -Haloalkylamino- (Ci-C 4) alkyl, (Ci-C4) - alkylcarbonylamino (Ci-C 4) alkyl, (Ci-C 4) - Cycloalkylcarbonylamino- (Ci-C4) - alkyl, arylcarbonylamino (Ci-C 4) alkyl, Heteroarylcarbonylamino- (Ci-C 4) alkyl, (C 1 -C 4) -alkoxycarbonylamino- (C 1 -C 4) -alkyl, (C 2 -C 4) -alkenyloxycarbonylamino (C 1 -C 4) -alkyl, aryl- (C 1 -C 4) -alkoxycarbonylamino- (C 1 -C 4) -alkyl, aryl - (C 1 -C 4 ) -alkoxycarbonyl [N- (C 1 -C 4 ) -alkyl] amino- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C3 -C 6) -cycloalkyl- (C 1 -C 4) -alkoxycarbonylamino- (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 4) -alkyl, aminocarbonylamino- (C 1 -C 4) -alkyl, arylsulfonylamino (C 1 -C 4) -alkyl, heteroarylsulfonylamino- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkylsulfonylamino- (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkylsulfonylamino- (C 1 -C 4) -alkyl,
Aminoiminoamino-(Ci-C4)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminoiminoamino-(Ci-C4)-alkyl steht, für Wasserstoff, Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, (C1-C4)-Aminoiminoamino- (Ci-C4) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C4) -alkyl, (Ci-C4) -Alkylaminoiminoamino- (Ci-C4) -alkyl, represents hydrogen, halogen, (Ci-C 4 ) -alkyl , (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -
Alkoxycarbonyloxy, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkenyl- (Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Bisaryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxyaryl-(Ci-C4)-alkyl, Aryloxyaryl-(Ci-C4) alkyl, (Ci-C4)-Alkoxyaryl-(C-i-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, Heterocyclyl- (Ci-C4)-alkyl, N-(Ci-C4)-Alkylheterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-(Aryl-(d-C4)- alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C4)-alkyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (C1-C4)- Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkenyl-(Ci-C4)-alkyl, Hydroxy- (Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyloxy-(Ci-C4)-alkyl, Alkoxycarbonyloxy, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -haloalkenyl, (C 2 -C 4 ) -alkenyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkynyl, (C 2 -C 4 ) - alkynyl (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, bisaryl (Ci-C 4) alkyl, aryl (Ci-C4) -alkoxyaryl- (Ci-C4) alkyl , Aryloxyaryl- (Ci-C 4) alkyl, (Ci-C4) -Alkoxyaryl- (Ci-C4) alkyl, heteroaryl (Ci-C4) alkyl, heterocyclyl (Ci-C 4) alkyl, N- (C 1 -C 4 ) -alkylheterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 4 ) -alkyl, N- (aryl- (C 1 -C 4 ) -alkoxycarbonyl ) heterocyclyl- (C 1 -C 4 ) -alkyl, N- (arylcarbonyl) -heterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkylcarbonyl] -heterocyclyl- (C 1 -C 4 ) -alkyl, N- [(C 3 -C 6 ) -cycloalkylcarbonyl] heterocyclyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 3 -C 6 ) -cycloalkyl, ( C 3 -C 6) halocycloalkyl, (C4-C6) cycloalkenyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) alkyl, (C 3 -C 6) cycloalkenyl (Ci-C4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, aryloxy- ( C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxy - (Ci-C4) alkyl, heteroaryl (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (C 3 -C 6) cycloalkoxy (Ci-C4) alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonyloxy- (C 1 -C 4 ) -alkyl,
Arylcarbonyloxy-(Ci-C4)-alkyl, Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C4)-alkyl, Arylsulfonyloxy-(Ci-C4)-alkyl, (C1-C4)- Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylthio- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C4)-alkyl, Arylthio-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkylsulfinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfinyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C4)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl- (Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Arylcarbonyloxy- (C 1 -C 4) -alkyl, heteroarylcarbonyloxy- (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 4) -alkyl, arylsulfonyloxy- (C 1 -C 4) -alkyl, (C 1 -C 4 ) - alkylsulfonyloxy- (C 1 -C 4 ) -alkyl, hydrothio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylthio ( Ci-C4) alkyl, aryl (Ci-C 4) -alkylthio (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (Ci-C4) alkyl, arylthio (Ci- C 4 ) alkyl, (Ci-C4) alkylsulfinyl (Ci-C 4) alkyl, (Ci-C 4) alkylsulfonyl (Ci-C 4) alkyl, (Ci-C4) - Haloalkylsulfinyl- (Ci-C 4) alkyl, (C 1 -C 4 ) -haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfinyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) - alkylsulfonyl (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfinyl- (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfonyl- (Ci-C4) - alkyl, aryl , Heteroaryl, heterocyclyl, N - [(C 1 -C 4 ) -alkyl] -heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N - (arylcarbonyl) heterocyclyl, N - [(Ci-C4) alkylcarbonyl] heterocyclyl, N - [(Ci-C4) - cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-C 4) alkoxycarbonyl, (C3-C6) cycloalkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, heteroaryl- (Ci-C4) -alkoxycarbonyl, (Ci-C4) - alkylaminocarbonyl , Aminocarbonyl, bis- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Arylamino-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylamino-(Ci-C4)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, (C3-C6)-Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkylamino-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino-(Ci-C4)- alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino-(Ci-C4)- alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonylamino- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C4)-alkyl, Hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) ) -Cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) - alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) - alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkyl) C 4) alkynyl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C4) alkylamino (Ci-C 4) -alkyl, (C 2 -C 4 ) -alkenylamino- (C 1 -C 4 ) -alkyl, arylamino (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) - alkyl, bis- (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, aryl (Ci-C4) alkylamino (Ci-C 4) alkyl, tris-aryl- (Ci-C 4 ) alkylamino (Ci-C4) - alkyl, (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkylamino ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -Cycloalkylcarbonylamino- (Ci-C4) - alkyl, arylcarbonylamino (Ci-C 4) alkyl, Heteroarylcarbonylamino- (Ci-C 4) alkyl, (Ci-C 4) alkoxycarbonylamino (Ci-C 4) - alkyl, (C 2 -C 4 ) -alkenyloxycarbonylamino (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl [N- (C 1 -C 4 ) -alkyl ] amino- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl-amino- ( Ci-C 4) alkyl, (C3-C6) -Cycloalkoxycarbonylamino- (Ci-C 4) alkyl, aminocarbonylamino (Ci-C 4) alkyl, arylsulfonylamino (Ci-C4) - alkyl, heteroarylsulfonylamino ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylsulfonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylsulfonylamino- (C 1 -C 4 ) -alkyl,
Aminoiminoamino-(Ci-C4)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminoiminoamino-(Ci-C4)-alkyl steht, Aminoiminoamino- (Ci-C 4 ) alkyl, Arylsulfonylaminoiminoamino- (Ci-C 4 ) -alkyl, (Ci-C 4 ) -Alkylaminoiminoamino- (Ci-C 4 ) -alkyl,
R6 und R8 unabhängig voneinander für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)- alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, Heterocyclyl, Heterocyclyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)- alkyl, (Ci-C4)-Haloalkyl, (Ci-C4)-Alkylamino-(Ci-C4)-alkyl, Bis-(Ci-C4)- alkylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonylamino-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylcarbonylamino-(Ci-C4)-alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino (Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)-alkyl, R 6 and R 8 independently of one another H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C4) - alkyl, (C 2 -C 4) alkynyl (C C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, heterocyclyl, heterocyclyl- Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) alkylthio (Ci-C 4) - alkyl, (Ci-C 4) -haloalkyl, (Ci-C 4) alkylamino (Ci-C 4) alkyl, bis (Ci-C4) - alkylamino (Ci-C4) - alkyl, (C 1 -C 4 ) -alkylcarbonylamino (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylcarbonylamino- (C 1 -C 4 ) -alkyl, arylcarbonylamino- (C 1 -C 4 ) -alkyl, (Ci -C 4) alkoxycarbonylamino (Ci-C6) alkyl, aryl (Ci-C 4) alkoxycarbonylamino (Ci-C 4) alkyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonylamino (C 1 -C 4 ) -alkyl, aminocarbonylamino- (C 1 -C 4 ) -alkyl, amino-imino-amino- (C 1 -C 4 ) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminoiminoamino- (Ci-C4)-alkyl stehen, Arylsulfonylaminoiminoamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylaminoiminoamino (C 1 -C 4 ) -alkyl,
R41 für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Aryicarbonyi, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)- Alkylaminothiocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl steht, R 41 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyi, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) - alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (C -C 4) - alkylaminothiocarbonyl, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, ( Ci-C 4) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4 ) -alkyl, (Ci-C4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4 ) alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht,  in the case of the grouping Q-21 stands exclusively for H or methyl,
R42 für (C2-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)-R 42 is (C 2 -C 4) alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) -
Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)- Alkylaminothiocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) - alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (C -C 4) - alkylaminothiocarbonyl, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, ( Ci-C 4) -haloalkyl, (C 3 -C 6) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4 ) -alkyl,
(Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl steht, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4 ) -alkyl, aminocarbonyl (Ci-C 4 ) -alkyl, (Ci-C 4 ) - alkylaminocarbonyl (Ci-C 4 ) -alkyl, bis (Ci-C 4 ) -alkylaminocarbonyl- (Ci-C 4 ) -alkyl,
R43 für H oder Methyl steht, R 43 is H or methyl,
R44 für Wasserstoff, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, R 44 is hydrogen, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl,
(C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl,
(Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)- Alkoxycarbonylcarbonyl, Aryl-(Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)- Alkylaminothiocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C 4) alkylsulfonyl, (C 3 -C 6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) - alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (Ci-C 4) - alkylaminothiocarbonyl, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl , (C 3 -C 6) - cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl,
(Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl steht, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C 4) - Alkoxycarbonyl (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl - (C 1 -C 4 ) -alkyl,
R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R53 für Methyl steht, R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R63 für H, Methyl steht, R 51 and R 71 independently of one another represent hydrogen and methyl, R 53 represents methyl, R 61 and R 81 independently of one another represent hydrogen and methyl, R 63 represents H, methyl,
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
V für Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Bis-(Ci-C4)- alkylaminocarbonyl, (Ci-C4)-Alkyl[(Ci-C4)-Alkoxy]aminocarbonyl, (C3-C6)-V represents hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl , Aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkyl [(C 1 -C 4 ) -alkoxy] -aminocarbonyl, (C 3 -C 6) -
Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)-Cycloalkylaminocarbonyl, aryl (Ci-C4) alkylaminocarbonyl, heteroaryl (Ci-C4) - alkylaminocarbonyl, cyano (Ci-C4) alkylaminocarbonyl, (Ci-C 4) - Haloalkylaminocarbonyl, (C2-C 4) Alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 4 ) - alkylaminocarbonyl, (C 1 -C 4 ) -
Alkylaminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkylaminocarbonyl steht, m für 0, 1 , 2, 3, 4, 5 steht, p für 1 , 2, 3, 4 steht, für Cyano, Cyano-(Ci-C4)-alkyl, Hydroxy-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)- alkyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Bis-(Ci-C4)- alkylaminocarbonyl, (Ci-C4)-Alkyl[(Ci-C4)-Alkoxy]aminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Alkoxycarbonylaminocarbonyl, Aryl-(Ci-C4)-alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(C-i-C4)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl- (Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl- (Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, Cyano- (Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylaminocarbonyl- (Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, Alkylaminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkylaminocarbonyl, m is 0, 1, 2, 3, 4, 5, p stands for 1, 2, 3, 4, for cyano, cyano (Ci-C 4 ) -alkyl, hydroxy (Ci-C 4 ) -alkyl, (Ci-C 4 ) -alkoxy- (Ci-C 4 ) - alkyl, hydroxycarbonyl, (Ci-C 4 ) -Alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 4 ) Alkylaminocarbonyl, bis- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkyl [(C 1 -C 4 ) -alkoxy] -aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) alkylaminocarbonyl, heteroaryl (Ci-C4) - alkylaminocarbonyl, cyano (Ci-C4) alkylaminocarbonyl, (Ci-C 4) - Haloalkylaminocarbonyl, (C2-C4) alkynyl (Ci-C 4) - alkylaminocarbonyl, (CiC 4) - Alkoxycarbonylaminocarbonyl, aryl (CiC 4) -alkoxycarbonylaminocarbonyl, hydroxycarbonyl (CiC 4) alkyl, (CiC 4) alkoxycarbonyl (CiC 4) alkyl, ( C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylaminocarbonyl (C 1 -C 4 ) -alkyl, aminocarbonyl- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl C 4) alkyl, (C 3 -C 6) - cycloalkylaminocarbonyl (Ci-C 4) alkyl, aryl (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, heteroaryl (Ci- C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylaminocarbonyl- (C 1 -C 4 ) alkyl, (C 2 -C 4) alkynyl (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl,
(C3-C6)-Cycloalkyl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonylaminocarbonyl-(Ci-C4)-alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 4 ) -alkyl, aryl- C 4 ) alkoxycarbonylaminocarbonyl- (C 1 -C 4 ) -alkyl,
(Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)- alkylaminocarbonyl, Aminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonyl, (C2-C4)-Alkenyloxycarbonyl-(Ci-C4)- alkyl, (C2-C4)-Alkenylaminocarbonyl, (C2-C4)-Alkenyl-(Ci-C4)- alkylaminocarbonyl, (C2-C4)-Alkenylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)- Alkenyl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl steht. und Q weiterhin für eine der in der folgenden Tabelle spezifisch benannten Gruppierungen Q-1 .1 bis Q-24.15 steht(Ci-C 4) alkoxycarbonyl (Ci-C4) alkylaminocarbonyl, hydroxycarbonyl (Ci-C4) - alkylaminocarbonyl, aminocarbonyl (Ci-C4) alkylaminocarbonyl, (Ci-C4) - alkylaminocarbonyl ( C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (C2-C4) alkenyloxycarbonyl, (C2-C 4) -Alkenyloxycarbonyl- (Ci-C4) - alkyl, (C2-C 4 ) -Alkenylaminocarbonyl, (C2-C4) alkenyl (Ci-C4) - alkylaminocarbonyl, (C2-C 4) -Alkenylaminocarbonyl- (Ci-C 4) alkyl, (C2-C4) - alkenyl ( C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl. and Q further represents one of the groupings Q-1 .1 to Q-24.15 specifically named in the following table
Q-1.139 Q-1.140 Q-1.141 Q-1.142 Q-1.143 Q-1.144 Q-1,139 Q-1,140 Q-1,141 Q-1,142 Q-1,143 Q-1,144
Q-1.157 Q-1.158 Q-1.159 Q-1.160 Q-1.161 Q-1.162 Q-1,157 Q-1,158 Q-1,159 Q-1,160 Q-1,161 Q-1,162
V ^N V ^ N
H H
H H H H
Q-20.7 Q-20.8 Q-20.9 Q-20.10 Q-20.11 Q-20.12 Q-20.7 Q-20.8 Q-20.9 Q-20.10 Q-20.11 Q-20.12
-'\ /\ /OH -'\ /\ /OH - ' \ / \ / OH - ' \ / \ / OH
H I H I H i i H II \ ' N Π ' N kf 0 0 0 0 0HIHIH ii H II \ 'N Π ' N kf 0 0 0 0 0
Q-21.1 Q-21.2 Q-21.3 Q-21.4 Q-21.5 Q-21.6 Q-21.1 Q-21.2 Q-21.3 Q-21.4 Q-21.5 Q-21.6
o o o o o o  o o o o o o
OH OH
Q-22.1 Q-22.2 Q-22.3 Q-22.4 Q-22.5 Q-22.6  Q-22.1 Q-22.2 Q-22.3 Q-22.4 Q-22.5 Q-22.6
Ganz besonders bevorzugt ist die erfindungsgemäße Verwendung von Verbindungen der allgemeinen Formel (I), worin Very particular preference is given to the use according to the invention of compounds of the general formula (I) in which
zur Toleranzerhöhung gegenüber abiotischem Stress in Pflanzen, worin Q für die Gruppierungen to increase tolerance to abiotic stress in plants, where Q is the grouping
Q-1 Q-20 Q-21 Q-1 Q-20 Q-21
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8 , und R41 bis R84 sowie Y, V, m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; A1, A2, A3 gleich oder verschieden sind und unabhängig voneinander für N Q-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y, V, m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom of the S0 2 group; A 1 , A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C- Wjeweils gleiche oder verschiedene Bedeutungen gemäß der  (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C- W each have the same or different meanings according to the
nachstehenden Definition hat, W jeweils für Wasserstoff, Nitro, Amino, Cyano, Fluor, Chlor, Brom, lod, (Ci-C4)- Alkyl, (C2-C4)-Alkenyl, Aryl, Aryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)- Haloalkoxy, Aryloxy, (C3-C6)-Cycloalkyloxy, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxy, (Ci-C4)-Alkoxycarbonyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Cyano-(Ci-C4)- alkylaminocarbonyl, (Ci-C4)-Alkylamino, (Ci-C4)-Alkylthio, (Ci-C4)- Haloalkylthio, Bis-(Ci-C4)-alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)- Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, (Ci-C4)- Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, (Ci-C4)- Alkylaminocarbonylamino, Bis-[(Ci-C4)-Alkyl]-aminocarbonyl-amino, Aryl- (Ci-C4)-alkylcarbonylamino, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C4)-Alkoxy-(Ci-C4)-alkylcarbonylamino, has the following definition, W each represent hydrogen, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) - alkyl, (C 2 -C 4) alkenyl, aryl, aryl (Ci-C 4) -alkyl , Aryl- (C 1 -C 4 ) -alkoxy, heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, aryloxy, (C 3 -C 6) -cycloalkyloxy, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl, ( Ci-C4) - alkylaminocarbonyl, (C3-C6) cycloalkylaminocarbonyl, cyano (Ci-C4) - alkylaminocarbonyl, (Ci-C 4) alkylamino, (Ci-C 4) alkylthio, (Ci-C 4 ) - haloalkylthio, bis- (C 1 -C 4 ) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, ( Ci-C 4) alkoxycarbonylamino, (Ci-C 4) - alkylaminocarbonylamino, bis - [(Ci-C 4) -alkyl] aminocarbonyl-amino, aryl- (Ci-C4) alkylcarbonylamino, (C3-C6) -Cycloalkyl- (C 1 -C 4 ) -alkylcarbonylamino, heteroarylcarbonylamino, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkylcarbonylamino,
Hydroxy-(Ci-C4)-alkylcarbonylamino, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl steht, Hydroxy- (C 1 -C 4 ) -alkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl,
R1 für H, Nitro, Amino, Cyano, Fluor, Chlor, Brom, lod, (Ci-C4)-Alkyl, (C2-C4)- Alkenyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, R 1 is H, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) -alkyl, (C 2 -C 4) - alkenyl, aryl, aryl (Ci-C 4) -alkyl , Heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl,
(Ci-C4)-Haloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (C 1 -C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, (C 1 -C 4 ) -alkylthio,
(Ci-C4)-Haloalkylthio, (Ci-C4)-Alkoxycarbonyl, Hydroxycarbonyl, (C 1 -C 4 ) -haloalkylthio, (C 1 -C 4 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis-(Ci-C4)- alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)- Alkoxycarbonylamino, [(Ci-C4)-Alkyl-]aminocarbonyl-amino, Amino-(Ci-C4)- alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)-Alkenylamino, (C2-C4)-Alkenylimino steht, Aminocarbonyl, (Ci-C4) alkylaminocarbonyl, (Ci-C 4) alkylamino, bis (Ci-C4) - alkylamino, (C3-C6) cycloalkylamino, (Ci-C4) alkylcarbonylamino, (C3 C6) - cycloalkylcarbonylamino, (Ci-C 4) -Haloalkylcarbonylamino, (Ci-C 4) - alkoxycarbonylamino, [(Ci-C 4) -alkyl] aminocarbonyl-amino, amino (Ci-C4) - alkyl, Amino (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkenylamino, (C 2 -C 4 ) -alkenylimino,
R2 für H, Nitro, Amino, Cyano, Fluor, Chlor, Brom, lod, (Ci-C4)-Alkyl, (C2-C4)- Alkenyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, R 2 is H, nitro, amino, cyano, fluorine, chlorine, bromine, iodine, (Ci-C 4) -alkyl, (C 2 -C 4) - alkenyl, aryl, aryl (Ci-C 4) -alkyl , heteroaryl, (Ci-C 4) alkoxy (Ci-C 4) alkyl,
(Ci-C4)-Haloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (C 1 -C 4 ) -haloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, (C 1 -C 4 ) -alkylthio,
(Ci-C4)-Haloalkylthio, (Ci-C4)-Alkoxycarbonyl, Hydroxycarbonyl, (C 1 -C 4 ) -haloalkylthio, (C 1 -C 4 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis-(Ci-C4)- alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)- Cycloalkylcarbonylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)- Alkoxycarbonylamino, [(Ci-C4)-Alkyl-]-aminocarbonyl-amino, Amino-(Ci-C4)- alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)-Alkenylamino, (C2-C4)-Alkenylimino steht, Aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkylamino, bis (C 1 -C 4 ) - alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino, [(Ci-C 4) -alkyl -] - aminocarbonyl-amino, amino (Ci-C4) - alkyl, amino (C2-C4) alkenyl, (C2-C 4) alkenylamino, (C2-C 4) -Alkenylimino stands,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch R 1 and R 2 with the atoms to which they are attached, a fully saturated, partially saturated or fully unsaturated, optionally by
Heteroatome unterbrochenen und gegebenenfalls weiter durch W  Heteroatoms interrupted and optionally further by W
substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q- 23 einen entsprechenden Ring bilden müssen.  form substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 have to form a corresponding ring.
R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig R 1 and A 3 , when A 3 is a group CW, with the atoms to which they are attached, a fully saturated, partially saturated or completely
ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7-gliedrigen Ring bilden,  form unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder verschiedene X is a direct bond or a grouping (CHR 3 ) n , and wherein R 3 in the grouping (CHR 3 ) n are each the same or different
Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht  Meanings as defined below, n stands for 0, 1
R3 für H, (Ci-C4)-Alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, Aryl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl steht, R 3 is H, (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) cycloalkyl, aryl (Ci-C 4) alkyl, (Ci-C 4) Alkoxy- (C 1 -C 4 ) -alkyl,
R4 für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano- (Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (Ci-C4)-Alkoxy-(Ci-C4)- alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl steht, für Fluor, (C2-C4)-Alkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Alkoxycarbonyloxy, (C2-C4)- Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Bisaryl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkoxyaryl-(Ci-C4)-alkyl, Aryloxyaryl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxyaryl- (Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, Heterocyclyl-(Ci-C4)-alkyl, N-(Ci-C4)- Alkylheterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)-Alkoxycarbonyl]heterocyclyl- (Ci-C4)-alkyl, N-(Aryl-(Ci-C4)-alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N- (Arylcarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl (Ci-C4)-alkyl, N-[(C3-C6)-Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano (Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkenyl- (Ci-C4)-alkyl, Hydroxy-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy-(Ci-C4)- alkyl, Heteroaryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxy-(Ci-C4)- alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonyloxy-(Ci-C4)-alkyl, Arylcarbonyloxy-(Ci-C4)-alkyl, R 4 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl, (Ci-C 4) - alkylcarbonyl, (C3-C6) cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) -alkoxycarbonyl, (Ci-C4) - alkylaminocarbonyl, aryl (Ci-C 4 ) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) cycloalkyl, (Ci-C 4 ) -Alkoxy- (Ci-C 4 ) - alkyl, (Ci-C4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl (Ci- C 4) -alkyl, fluorine, (C 2 -C 4) alkyl, (Ci-C 4) alkoxy, (Ci-C4) alkoxycarbonyloxy, (C 2 -C 4) - alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) -alkynyl, (C 2 -C 4) alkynyl (Ci- C 4) alkyl, aryl (Ci-C 4) alkyl, bisaryl (Ci-C 4) alkyl, aryl (Ci-C 4) -alkoxyaryl- (Ci-C 4) alkyl, Aryloxyaryl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxyaryl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkyl, heterocyclyl- (C 1 -C 4 ) -alkyl, N (C 1 -C 4 ) -alkylheterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 4 ) -alkyl, N- (aryl- (C 1 -C 4 ) -alkyl) C 4 ) alkoxycarbonyl) heterocyclyl- (C 1 -C 4 ) -alkyl, N- (arylcarbonyl) heterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkylcarbonyl] -heterocyclyl (C 1 -C 4 ) 4) -alkyl, N - [(C3-C6) cycloalkylcarbonyl] heterocyclyl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 - C 6 ) -cycloalkyl, (C 3 -C 6 ) -halocycloalkyl, (C 4 -C 6 ) -cycloalkenyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkenyl- (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl) C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, aryloxy- (C 1 -C 4 ) alkyl, aryl (Ci-C 4) alkoxy (Ci-C 4) - alkyl, heteroaryl (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkoxy- (Ci-C 4 ) - alkyl, (C 3 -C 6 ) -cycloalkyl- (Ci-C 4 ) -alkoxy- (Ci-C 4 ) -alkyl, (Ci-C 4 ) - alkylcarbonyloxy- ( C 1 -C 4 ) -alkyl, arylcarbonyloxy- (C 1 -C 4 ) -alkyl,
Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(Ci-C4)- alkyl, Arylsulfonyloxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylthio-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio- (Ci-C4)-alkyl, Arylthio-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4) Alkylsulfonyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfinyl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfinyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N- [(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)-Alkoxycarbonyl]heterocyclyl, N-[Aryl- (Ci-C4)-alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C4)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)-Alkylaminocarbonyl, Heteroarylcarbonyloxy- (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylcarbonyloxy- (Ci-C4) - alkyl, arylsulfonyloxy (Ci-C 4) alkyl, (Ci-C4) alkylsulfonyloxy ( Ci-C 4) alkyl, Hydrothio- (Ci-C 4) alkyl, (Ci-C 4) alkylthio (Ci-C 4) alkyl, (Ci-C 4) -Haloalkylthio- (Ci-C 4) alkyl, aryl (Ci-C 4) -alkylthio (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (Ci-C 4) alkyl, arylthio (C 4) alkyl, (Ci-C 4) alkylsulfinyl (Ci-C 4) alkyl, (Ci-C 4) alkylsulfonyl (Ci-C 4) alkyl, (Ci-C 4) -Haloalkylsulfinyl- ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfinyl- (C 1 -C 4 ) -alkyl, aryl- (Ci- -C 4) alkylsulfonyl (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfinyl- (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfonyl- (Ci-C 4) -alkyl, aryl, heteroaryl, heterocyclyl, N- [(C 1 -C 4 ) -alkyl] heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (C 1 -C 4 ) -alkoxycarbonyl ] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 4 ) -alkylcarbonyl] heterocyclyl, N - [(C 1 -C 4 ) -cycloalkylcarb onyl] heterocyclyl, hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl,
Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Aminocarbonyl, bis- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Arylamino-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylamino-(Ci-C4)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, (C3-C6)-Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkylamino-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino-(Ci-C4)- alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino-(Ci-C4)- alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonylamino- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminoiminoamino-(Ci-C4)-alkyl steht, für Wasserstoff, Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, (C1-C4)-Hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) ) -Cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) - alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) - alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkyl) C 4) alkynyl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C4) alkylamino (Ci-C 4) -alkyl, (C 2 -C 4 ) -alkenylamino- (C 1 -C 4 ) -alkyl, arylamino (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) - alkyl, bis- (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, aryl (Ci-C4) alkylamino (Ci-C 4) alkyl, tris-aryl- (Ci-C 4 ) alkylamino (Ci-C4) - alkyl, (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkylamino ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -Cycloalkylcarbonylamino- (Ci-C4) - alkyl, arylcarbonylamino (Ci-C 4) alkyl, Heteroarylcarbonylamino- (Ci-C 4) alkyl, (Ci-C 4) alkoxycarbonylamino (Ci-C 4) - alkyl, (C 2 -C 4 ) -alkenyloxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl [N- (C 1 -C 4 ) -alkyl] amino- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkyl (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aminocarbonylamino- (C 1 -C 4 ) -alkyl, arylsulfonylamino- Ci-C 4) - alkyl, heteroarylsulfonylamino (Ci-C 4) alkyl, (Ci-C4) alkylsulfonylamino (Ci-C 4) alkyl, (C3-C6) -Cycloalkylsulfonylamino- (Ci-C 4 ) alkyl, Aminoiminoamino- (Ci-C4) -alkyl, Arylsulfonylaminoiminoamino- (Ci-C4) -alkyl, (Ci-C4) -Alkylaminoiminoamino- (Ci-C4) -alkyl, represents hydrogen, halogen, (Ci-C 4 ) -alkyl , (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -
Alkoxycarbonyloxy, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkenyl- (Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Bisaryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxyaryl-(Ci-C4)-alkyl, Aryloxyaryl-(Ci-C4)- alkyl, (Ci-C4)-Alkoxyaryl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, Heterocyclyl- (Ci-C4)-alkyl, N-(Ci-C4)-Alkylheterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-(Aryl-(d-C4)- alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C4)-alkyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (C1-C4)- Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkenyl-(Ci-C4)-alkyl, Hydroxy- (Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyloxy-(Ci-C4)-alkyl, Alkoxycarbonyloxy, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -haloalkenyl, (C 2 -C 4 ) -alkenyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkynyl, (C 2 -C 4 ) - alkynyl (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, bisaryl (Ci-C 4) alkyl, aryl (Ci-C4) -alkoxyaryl- (Ci-C4) alkyl , Aryloxyaryl- (Ci-C4) - alkyl, (Ci-C4) -Alkoxyaryl- (Ci-C4) alkyl, heteroaryl (Ci-C4) alkyl, heterocyclyl (Ci-C4) alkyl, N (C 1 -C 4 ) -alkylheterocyclyl- (C 1 -C 4 ) -alkyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 4 ) -alkyl, N- (aryl- (C 1 -C 4 ) -alkyl alkoxycarbonyl) heterocyclyl (C 1 -C 4 ) alkyl, N- (arylcarbonyl) heterocyclyl (C 1 -C 4 ) alkyl, N - [(C 1 -C 4 ) alkylcarbonyl] heterocyclyl (C 1 -C 4 ) alkyl, N - [(C 3 -C 6 ) -cycloalkylcarbonyl] heterocyclyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6) halocycloalkyl, (C4-C6) cycloalkenyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) alkyl, (C 3 -C 6) cycloalkenyl (Ci- C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, aryloxy- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkox y (Ci-C4) alkyl, heteroaryl (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (C 3 -C 6) cycloalkoxy (Ci-C4) alkyl, (C C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonyloxy- (C 1 -C 4 ) -alkyl,
Arylcarbonyloxy-(Ci-C4)-alkyl, Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C4)-alkyl, Arylsulfonyloxy-(Ci-C4)-alkyl, (C1-C4)- Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylthio- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C4)-alkyl, Arylthio-(Ci-C4)-alkyl, Arylcarbonyloxy- (C 1 -C 4) -alkyl, heteroarylcarbonyloxy- (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 4) -alkyl, arylsulfonyloxy- (C 1 -C 4) -alkyl, (C 1 -C 6) -alkyl C4) - alkylsulfonyloxy (Ci-C4) alkyl, Hydrothio- (Ci-C 4) alkyl, (Ci-C 4) alkylthio (Ci-C 4) alkyl, (Ci-C4) -Haloalkylthio- (Ci-C4) alkyl, aryl (Ci-C 4) -alkylthio (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (Ci-C4) alkyl, arylthio (C C 4 ) alkyl,
(Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyl-(Ci-C4)-alkyl, (C1-C4)- Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkylsulfinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfinyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)- alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C4)-alkoxycarbonyl]heterocyclyl, N- (Arylcarbonyl)heterocyclyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)- Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl- (Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, (C 1 -C 4) -alkylsulfinyl- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkylsulfonyl- (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkylsulfinyl- (C 1 -C 4) -alkyl, (Ci -C4) -haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfinyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfonyl- (C 1 -C 4 ) -alkyl , (C 3 -C 6 ) -cycloalkylsulfinyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 4 ) -Alkyl] heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- (arylcarbonyl) -heterocyclyl, N - [(C 1 -C 4 ) Alkylcarbonyl] heterocyclyl, N - [(C 1 -C 4) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (C 1 -C 4) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonyl, C 4 ) -alkylaminocarbonyl, aminocarbonyl, bis- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl,
Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl,
Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Arylamino-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylamino-(Ci-C4)-alkyl, Bis-(C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, (C3-C6)-Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkylamino-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino-(Ci-C4)- alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino-(Ci-C4)- alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonylamino- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino-(Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)-alkyl, Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminoiminoamino-(Ci-C4)-alkyl steht, Hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) ) -Cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) - alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) - alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkyl) C 4) alkynyl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C4) alkylamino (Ci-C 4) -alkyl, (C 2 -C 4 ) -alkenylamino- (C 1 -C 4 ) -alkyl, arylamino (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) - alkyl, bis- (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, aryl (Ci-C4) alkylamino (Ci-C 4) alkyl, tris-aryl- (Ci-C 4 ) alkylamino (Ci-C4) - alkyl, (C3-C6) cycloalkylamino- (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkylamino ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -Cycloalkylcarbonylamino- (Ci-C4) - alkyl, arylcarbonylamino (Ci-C 4) alkyl, Heteroarylcarbonylamino- (Ci-C 4) alkyl, (Ci-C 4) alkoxycarbonylamino (Ci-C 4) - alkyl, (C 2 -C 4 ) -alkenyloxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl [N- (C 1 -C 4 ) -alkyl] amino- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkyl (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aminocarbonylamino- (C 1 -C 4 ) -alkyl, arylsulfonylamino- Ci-C 4) - alkyl, heteroarylsulfonylamino (Ci-C 4) alkyl, (Ci-C4) alkylsulfonylamino (Ci-C 4) alkyl, (C3-C6) -Cycloalkylsulfonylamino- (Ci-C 4 ) alkyl, Aminoiminoamino- (Ci-C 4 ) alkyl, Arylsulfonylaminoiminoamino- (Ci-C 4 ) -alkyl, (Ci-C 4 ) -Alkylaminoiminoamino- (Ci-C 4 ) -alkyl,
R6 und R8 unabhängig voneinander für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)- alkyl, Aryl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl, Heterocyciyi, Heterocyclyl-(Ci-C4)- alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)- Haloalkyl stehen, R 6 and R 8 independently of one another H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C4) - alkyl, aryl (Ci-C 4) alkyl, ( C 3 -C 6) cycloalkyl, heterocyclyl, heterocyclyl (Ci-C4) - alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) alkylthio ( C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl,
R41 für H oder Methyl steht, R 41 is H or methyl,
R42 für (C2-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyl, R 42 is (C 2 -C 4) alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (Ci-C 4) alkylcarbonyl,
Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, (Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl- (Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, Arylcarbonyl, heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C4) - alkoxycarbonyl, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) -alkyl, cyano- (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) -cycloalkyl,
(Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyl-(Ci-C4)-alkyl steht, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4 ) alkyl, hydroxycarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, (Ci-C 4) alkylcarbonyl (Ci-C 4) -alkyl stands,
R43 für H oder Methyl steht, R 43 is H or methyl,
R44 für Wasserstoff, (Ci-C4)-Alkyl, Aryl-(Ci-C4)-alkyl steht, R 44 represents hydrogen, (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkyl,
R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R 51 and R 71 independently of one another represent hydrogen and methyl,
R53 für Methyl steht, R 53 is methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R63 für H, Methyl steht, R 61 and R 81 independently of one another are hydrogen and methyl, R 63 is H, methyl,
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, V für Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl- (Ci-C4)-alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl steht, m für 0, 1 , 2, 3, 4 steht, p für 1 , 2, 3 steht, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl, V for hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) ) -Cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 4 ) -alkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, m is 0, 1, 2, 3, 4 , p is 1, 2, 3,
Y für Cyano, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl (C2-C4)-Alkinyl-Y represents cyano, hydroxycarbonyl, (Ci-C 4) alkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, aminocarbonyl, (Ci-C 4 ) - alkylaminocarbonyl, bis (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl, heteroaryl- (C 1 -C 4 ) -alkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, C 4 ) -alkylaminocarbonyl (C 2 -C 4 ) -alkynyl
(Ci-C4)-alkylaminocarbonyl, (Ci-C4)-Alkoxycarbonylaminocarbonyl, Aryl- (Ci-C4)-alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)- Alkenyloxycarbonyl, (C2-C4)-Alkenyloxycarbonyl-(Ci-C4)-alkyl, (C2-C4)- Alkenylaminocarbonyl, (C2-C4)-Alkenyl-(Ci-C4)-alkylaminocarbonyl, (C2-C4)- Alkenylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkenyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl steht. und Q weiterhin für eine der in der oben aufgeführten Tabelle spezifisch benannten Gruppierungen Q-1 .1 bis Q-24.15 steht (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl, hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, aminocarbonyl- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylaminocarbonyl- (Ci -C 4) alkyl, (C 3 -C 6) -Cycloalkylaminocarbonyl- (Ci-C 4) alkyl, aryl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, heteroaryl (C -C 4) alkylaminocarbonyl (Ci-C 4) alkyl, cyano (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (C2-C4) - alkenyloxycarbonyl, (C2-C 4 ) Alkenyloxycarbonyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkenylaminocarbonyl, (C 2 -C 4 ) -alkenyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 2 -C 4 ) -alkenylaminocarbonyl- ( Ci-C 4) alkyl, (C 2 -C 4) alkenyl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl. and Q further represents one of the groupings Q-1 .1 to Q-24.15 specifically named in the table above
Im Hinblick auf die erfindungsgemäß verwendeten 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 used according to the invention, the terms used above and below are explained. These are the One skilled in the art and have in particular the meanings explained below:
Erfindungsgemäß steht "Arylsulfonyl" für gegebenenfalls substituiertes According to the invention "arylsulfonyl" is optionally substituted
Phenylsulfonyl oder gegebenenfalls substituiertes polycyclisches Arylsulfonyl, hier insbesondere gegebenenfalls substituiertes Naphthyl-sulfonyl, beispielsweise substituiert durch Fluor, Chlor, Brom, lod, Cyano, Nitro, Alkyl-, Haloalkyl-, Phenylsulfonyl or optionally substituted polycyclic arylsulfonyl, here in particular optionally substituted naphthylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl,
Haloalkoxy-, Amino-, Alkylamino-, Alkylcarbonylamino-, Dialkylamino- oder Alkoxy- gruppen. Haloalkoxy, amino, alkylamino, alkylcarbonylamino, dialkylamino or alkoxy groups.
Erfindungsgemäß steht "Cycloalkylsulfonyl" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für gegebenenfalls substituiertes Cycloalkylsulfonyl, vorzugsweise mit 3 bis 6 Kohlenstoffatomen wie beispielsweise Cyclopropylsulfonyl, Cyclobutylsulfonyl, Cyclopentylsulfonyl oder Cyclohexylsulfonyl. According to the invention "cycloalkylsulfonyl" - alone or as part of a chemical group - is optionally substituted Cycloalkylsulfonyl, preferably having 3 to 6 carbon atoms such as cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl or cyclohexylsulfonyl.
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 Kohlenstoffatomen wie beispielsweise Methylsulfonyl, Ethylsulfonyl, n-Propylsulfonyl, Isopropylsulfonyl, n-Butylsulfonyl, Isobutylsulfonyl, sec-Butylsulfonyl und tert-Butylsulfonyl. According to the invention "alkylsulfonyl" - alone or as part of a chemical group - represents straight-chain or branched alkylsulfonyl, preferably having 1 to 8, or having 1 to 6 carbon atoms such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl , sec-butylsulfonyl and tert-butylsulfonyl.
Erfindungsgemäß steht "Heteroarylsulfonyl" für gegebenenfalls substituiertes According to the invention "heteroarylsulfonyl" is optionally substituted
Pyridylsulfonyl, Pyrimidinylsulfonyl, Pyrazinylsulfonyl oder gegebenenfalls Pyridylsulfonyl, pyrimidinylsulfonyl, pyrazinylsulfonyl or optionally
substituiertes polycyclisches Heteroarylsulfonyl, hier insbesondere gegebenenfalls substituiertes Chinolinylsulfonyl, beispielsweise substituiert durch Fluor, Chlor, Brom, lod, Cyano, Nitro, Alkyl-, Haloalkyl-, Haloalkoxy-, Amino-, Alkylamino-, substituted polycyclic heteroarylsulfonyl, here in particular optionally substituted quinolinylsulfonyl, for example substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, alkyl, haloalkyl, haloalkoxy, amino, alkylamino,
Alkylcarbonylamino-, Dialkylamino- oder Alkoxygruppen. Alkylcarbonylamino, dialkylamino or alkoxy groups.
Erfindungsgemäß steht "Alkylthio" - in Alleinstellung oder als Bestandteil einer chemischen Gruppe - für geradkettiges oder verzweigtes S-Alkyl, vorzugsweise mit 1 bis 8, oder mit 1 bis 6 Kohlenstoffatomen, wie beispielsweise Methylthio, Ethylthio, n- Propylthio, Isopropylthio, n-Butylthio, Isobutylthio, sec-Butylthio und tert-Butylthio. Alkenylthio bedeutet ein über ein Schwefelatom gebundenen Alkenylrest, Alkinylthio bedeutet ein über ein Schwefelatom gebundenen Aikinyirest, Cycloalkylthio bedeutet ein über ein Schwefelatom gebundenen Cycloalkylrest und Cycloalkenylthio bedeutet ein über ein Schwefelatom gebundenen Cycloalkenylrest. According to the invention, "alkylthio" - alone or as part of a chemical group - represents straight-chain or branched S-alkyl, preferably having 1 to 8, or having 1 to 6 carbon atoms, such as, for example, methylthio, ethylthio, n-propylthio, isopropylthio, n- Butylthio, isobutylthio, sec-butylthio and tert-butylthio. Alkenylthio represents an alkenyl radical bonded via a sulfur atom, alkynylthio represents an aikynyl radical bonded via a sulfur atom, cycloalkylthio represents a cycloalkyl radical bonded via a sulfur atom, and cycloalkenylthio represents a cycloalkenyl radical bonded via a sulfur atom.
„Alkoxy" bedeutet ein über ein Sauerstoffatom gebundenen Alkylrest, Alkenyloxy bedeutet ein über ein Sauerstoffatom gebundenen Alkenylrest, Alkinyloxy bedeutet ein über ein Sauerstoffatom gebundenen Aikinyirest, Cycloalkyloxy bedeutet ein über ein Sauerstoffatom gebundenen Cycloalkylrest und Cycloalkenyloxy bedeutet ein über ein Sauerstoffatom gebundenen Cycloalkenylrest. "Alkoxy" means an alkyl radical bonded via an oxygen atom, alkenyloxy represents an aikyl radical bonded via an oxygen atom, alkynyloxy denotes an aikyl radical linked via an oxygen atom, cycloalkyloxy denotes a cycloalkyl radical bonded via an oxygen atom, and cycloalkenyloxy denotes a cycloalkenyl radical bonded via an oxygen 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 Tetrahydronaphtyl, Indenyl, Indanyl, 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. The term "optionally substituted aryl" also includes polycyclic systems, such as tetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenylyl, the binding site being on the aromatic system. "Aryl" is also generally known from the term "optionally substituted phenyl ".
Ein heterocyclischer Rest (Heterocyclyl) enthält mindestens einen heterocyclischen 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 A heterocyclic radical (heterocyclyl) contains at least one heterocyclic ring (= 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 is heteroaromatic and may be unsubstituted or substituted, wherein the binding site is located on a ring atom. Is the heterocyclyl or the heterocyclic ring optionally
substituiert, kann er mit anderen carbocyclischen oder heterocyclischen Ringen anneiiiert sein. Im Falle von gegebenenfalls substituiertem Heterocyclyl werden auch mehrcyclische Systeme umfaßt, wie beispielsweise 8-Aza-bicyclo[3.2.1 ]octanyl, 8- Aza-bicyclo[2.2.2]octanyl oder 1 -Aza-bicyclo[2.2.1 ]heptyl. Im Falle von substituted, it may be anneiiiert with other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclyl, more cyclic systems are also included, such as 8-azabicyclo [3.2.1] octanyl, 8-azabicyclo [2.2.2] octanyl or 1-azabicyclo [2.2.1] heptyl. In case of
gegebenenfalls substituiertem Heterocyclyl werden auch spirocyclische Systeme umfaßt, wie beispielsweise 1 -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, 0, und S, wobei jedoch nicht zwei Sauerstoffatome direkt benachbart sein sollen, wie beispielsweise mit einem Heteroatom aus der Gruppe N, 0 und S 1 - oder 2- oder 3- Pyrrolidinyl, 3,4-Dihydro-2H-pyrrol-2- oder 3-yl, 2,3-Dihydro-1 H-pyrrol-1 - oder 2- oderoptionally substituted heterocyclyl also become spirocyclic 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, 0, and S, but not two oxygen atoms should be directly adjacent, such as with a heteroatom from the group N, 0 and S 1 - or 2- or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrole-2 or 3 -yl, 2,3-dihydro-1H-pyrrol-1 - or 2- or
3- oder 4- oder 5-yl; 2,5-Dihydro-1 H-pyrrol-1 - 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-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,2,3,4-3- or 4- or 5-yl; 2,5-dihydro-1H-pyrrol-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; 1, 2,3,4-
Tetrahydropyridin-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,4-Dihydropyridin-1 - oder 2- oder 3- oder 4-yl; 2,3-Dihydropyridin-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-1 H-azepin-1 - oder 2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-1 H-azepin-1 - oder 2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydro-1 H-azepin-1 - 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-1 H- azepin-1 - oder 2- oder 3- oder 4-yl; 2,5-Dihydro-1 H-azepin-1 - oder -2- oder 3- oderTetrahydropyridine-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- 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- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-1 H-azepin-1 - oder -2- oder 3- oder 4-yl; 2,3- Dihydro-1 H-azepin-1 - oder -2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 3,4-Dihydro-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-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- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 1 H-Azepin-1 - 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- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7- Tetrahydrooxepin-2- oder 3- oder 4-yl; 2,3-Dihydrooxepin-2- oder 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- oder 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, 2- oder 3-Oxetanyl, 2- oder 3-Thietanyl, 1 ,3-Dioxetan-2-yl. Weitere Beispiele für "Heterocyclyl" sind ein partiell oder vollständig hydrierter 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 or 3 or 4 or 5 or 6 or 7-yl; 1 H-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- Tetrahydrooxepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-tetrahydrooxepin-2 or 3 or 4-yl; 2,3-dihydrooxepin-2 or 3 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 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 and 4-membered heterocycles are, for example, 1- or 2-aziridinyl, oxiranyl, thiiranyl, 1- or 2- or 3-azetidinyl, 2- or 3-oxetanyl, 2- or 3-thietanyl, 1,3 -Dioxetan-2-yl. Further examples of "heterocyclyl" are a partially or fully hydrogenated
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-1 H-pyrazol-1 - oder 3- oder 4- oder 5-yl; 2,3-Dihydro- 1 H-pyrazol-1 - oder 2- oder 3- oder 4- oder 5-yl; 1 - oder 2- oder 3- oder 4- Imidazolidinyl; 2,3-Dihydro-1 H-imidazol-1 - oder 2- oder 3- oder 4-yl; 2,5-Dihydro-1 H- imidazol-1 - oder 2- oder 4- oder 5-yl; 4,5-Dihydro-1 H-imidazol-1 - oder 2- oder 4- oder 5-yl; Hexahydropyridazin-1 - oder 2- oder 3- oder 4-yl; 1 ,2,3,4- Tetrahydropyridazin-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,2,3,6- Tetrahydropyridazin-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,4,5,6- Tetrahydropyridazin-1 - 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; 1 ,6- Dihydropyriazin-1 - oder 3- oder 4- oder 5- oder 6-yl; Hexahydropyrimidin-1 - oder 2- oder 3- oder 4-yl; 1 ,4,5,6-Tetrahydropyrimidin-1 - oder 2- oder 4- oder 5- oder 6-yl; 1 ,2,5,6-Tetrahydropyrimidin-1 - oder 2- oder 4- oder 5- oder 6-yl; 1 ,2,3,4- Tetrahydropyrimidin-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,6- Dihydropyrimidin-1 - oder 2- oder 4- oder 5- oder 6-yl; 1 ,2-Dihydropyrimidin-1 - oder 2- oder 4- oder 5- oder 6-yl; 2,5-Dihydropyrimidin-2- oder 4- oder 5-yl; 4,5-heterocyclic radical having two heteroatoms from the group consisting of 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- or 4- or 5-yl; 1- or 2- or 3- or 4-imidazolidinyl; 2,3-dihydro-1H-imidazole-1 - or 2- or 3- 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; 1,2,3,4-tetrahydropyridazine-1 - or 2- or 3- or 4- or 5- or 6-yl; 1, 2,3,6-tetrahydropyridazine-1 - or 2- or 3- or 4- or 5- 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; Hexahydropyrimidine-1 - or 2- or 3- or 4-yl; 1, 4,5,6-tetrahydropyrimidine-1 - or 2- or 4- or 5- or 6-yl; 1, 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; 1,6-dihydropyrimidine-1 - or 2- or 4- or 5- or 6-yl; 1,2-dihydropyrimidine-1 - or 2- or 4- or 5- or 6-yl; 2,5-dihydropyrimidine-2- or 4- or 5-yl; 4,5-
Dihydropyrimidin- 4- oder 5- oder 6-yl; 1 ,4-Dihydropyrimidin-1 - oder 2- oder 4- oder 5- oder 6-yl; 1 - oder 2- oder 3-Piperazinyl; 1 ,2,3,6-Tetrahydropyrazin-1 - oder 2- oder 3- oder 5- oder 6-yl; 1 ,2,3,4-Tetrahydropyrazin-1 - oder 2- oder 3- oder 4- oder 5- oder 6-yl; 1 ,2-Dihydropyrazin-1 - oder 2- oder 3- oder 5- oder 6-yl; 1 ,4- Dihydropyrazin-1 - oder 2- oder 3-yl; 2,3-Dihydropyrazin-2- oder 3- oder 5- oder 6-yl;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; 1, 2,3,6-tetrahydropyrazine-1 - or 2- or 3- or 5- or 6-yl; 1,2,3,4-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- Dihydropyrazin-2- oder 3-yl; 1 ,3-Dioxolan-2- oder 4- oder 5-yl; 1 ,3-Dioxol-2- oder 4-yl; 1 ,3-Dioxan-2- oder 4- oder 5-yl; 4H-1 ,3-Dioxin-2- oder 4- oder 5- oder 6-yl; 1 ,4-2.5-dihydropyrazine-2 or 3-yl; 1,3-dioxolane-2- or 4- or 5-yl; 1,3-dioxol-2- or 4-yl; 1,3-dioxane-2- or 4- or 5-yl; 4H-1, 3-dioxin-2 or 4 or 5 or 6-yl; 1, 4-
Dioxan-2- oder 3- oder 5- oder 6-yl; 2,3-Dihydro-1 ,4-dioxin-2- oder 3- oder 5- oder 6- yl; 1 ,4-Dioxin-2- oder 3-yl; 1 ,2-Dithiolan-3- oder 4-yl; 3H-1 ,2-Dithiol-3- oder 4- oder 5- yl; 1 ,3-Dithiolan-2- oder 4-yl; 1 ,3-Dithiol-2- oder 4-yl; 1 ,2-Dithian-3- oder 4-yl; 3,4- Dihydro-1 ,2-dithiin-3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-1 ,2-dithiin-3- oder 4-yl; 1 ,2-Dithiin-3- oder 4-yl; 1 ,3-Dithian-2- oder 4- oder 5-yl; 4H-1 ,3-Dithiin-2- oder 4- oder 5- oder 6-yl; lsoxazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydroisoxazol-2- oder 3- oder 4- oder 5-yl; 2,5-Dihydroisoxazol-2- oder 3- oder 4- oder 5-yl; 4,5- Dihydroisoxazol-3- oder 4- oder 5-yl; 1 ,3-Oxazolidin-2- oder 3- oder 4- oder 5-yl; 2,3- Dihydro-1 ,3-oxazol-2- oder 3- oder 4- oder 5-yl; 2,5-Dihydro-1 ,3-oxazol-2- oder 4- oder 5-yl; 4,5-Dihydro-1 ,3-oxazol-2- oder 4- oder 5-yl; 1 ,2-Oxazinan-2- oder 3- oderDioxane-2- or 3- or 5- or 6-yl; 2,3-dihydro-1,4-dioxin-2- or 3- or 5- or 6-yl; 1, 4-dioxin-2 or 3-yl; 1,2-dithiolan-3 or 4-yl; 3H-1,2-dithiol-3- or 4- or 5-yl; 1,3-dithiolan-2 or 4-yl; 1,3-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; 1,3-dithian-2- or 4- or 5-yl; 4H-1, 3-dithiine-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 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-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- oder 5- oder 6-yl; 3,4-Dihydro-2H-1 ,2-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl;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-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H-1 ,2- oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-4H-1 ,2-oxazin-3- oder 4- oder 5- oder 6-yl; 2H-1 ,2-Oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 6H-1 ,2-Oxazin- 3- oder 4- oder 5- oder 6-yl; 4H-1 ,2-Oxazin-3- oder 4- oder 5- oder 6-yl; 1 ,3-3.6-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-1, 2-oxazine-2 or 3 or 4 or 5 or 6-yl; 6H-1,2-oxazine-3- or 4- or 5- or 6-yl; 4H-1, 2-oxazine-3 or 4 or 5 or 6-yl; 1, 3
Oxazinan-2- oder 3- oder 4- oder 5- oder 6-yl; 3,4-Dihydro-2H-1 ,3-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-2H-1 ,3-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H-1 ,3-oxazin-2- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-4H-1 ,3- oxazin-2- oder 4- oder 5- oder 6-yl; 2H-1 ,3-Oxazin-2- oder 4- oder 5- oder 6-yl; 6H- 1 ,3-Oxazin-2- oder 4- oder 5- oder 6-yl; 4H-1 ,3-Oxazin-2- oder 4- oder 5- oder 6-yl; Morpholin-2- oder 3- oder 4-yl; 3,4-Dihydro-2H-1 ,4-oxazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydro-2H-1 ,4-oxazin-2- oder 3- oder 5- oder 6-yl; 2H-1 ,4-oxazin-2- oder 3- oder 5- oder 6-yl; 4H-1 ,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-1 ,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-1 ,2-oxazepin-2- oder 3- oder 4- oder 5- oderOxazinan-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-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-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- oder 7-yl; 2,3,6,7-Tetrahydro-1 ,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder6- 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-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,5,6,7-Tetrahydro-1 ,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-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- oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-1 ,2-oxazepin-1, 2-oxazepine-2 or 3 or 4 or 5 or 6 or 7-yl; 2,5-dihydro-1,2-oxazepine
2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-1 ,2-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-1 ,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 4,7-Dihydro-1 ,2-oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-1 ,2- oxazepin-3- oder 4- oder 5- oder 6- oder 7-yl; 1 ,2-Oxazepin-3- oder 4- oder 5- oder2- 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- oder 7-yl; 1 ,3-Oxazepan-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,5- Tetrahydro-1 ,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7- Tetrahydro-1 ,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7- Tetrahydro-1 ,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5,6,7-6- or 7-yl; 1,3-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-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 4,5,6,7-Tetrahydro-1 ,3- oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-1 ,3-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-1 ,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-1 ,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 4,5-Dihydro- 1 ,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 4,7-Dihydro-1 ,3-oxazepin-2- oder 4- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-1 ,3-oxazepin-2- oder 4- oder 5- oder 6- oderTetrahydro-1,3-oxazepine-2- or 4- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-1,3,10-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-1,3-oxazepine-2 or 4 or 5 or 6 or
7- yl; 1 ,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-1 ,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,4,7-Tetrahydro-1 ,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3,6,7-Tetrahydro-1 ,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 7- yl; 1,3-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-1,4-oxazepine-2- or 3- or 4- or 5- or 6- or 7-yl; 2,3,6,7-tetrahydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl;
2,5,6,7-Tetrahydro-1 ,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 4,5,6,7- Tetrahydro-1 ,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 2,3-Dihydro- 1 ,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 2,5-Dihydro-1 ,4-oxazepin-2- oder2,5,6,7-tetrahydro-1,4-oxazepine-2- or 3- or 5- or 6- or 7-yl; 4,5,6,7-tetrahydro-1,4-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- oder 5- oder 6- oder 7-yl; 2,7-Dihydro-1 ,4-oxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 4,5-Dihydro-1 ,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 4,7-3- 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- or 4- or 5- or 6- or 7-yl; 4,7-
Dihydro-1 ,4-oxazepin-2- oder 3- oder 4- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-1 ,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; lsothiazolidin-2- oder 3- oder 4- oder 5-yl; 2,3-Dihydroisothiazol-2- oderDihydro-1,4-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- 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;3- or 4- or 5-yl; 2,5-dihydroisothiazole-2 or 3 or 4 or 5-yl; 4,5-dihydroisothiazol-3 or 4 or 5-yl; 1,3-thiazolidine-2- or 3- or 4- or 5-yl;
2.3- Dihydro-1 ,3-thiazol-2- oder 3- oder 4- oder 5-yl; 2,5-Dihydro-1 ,3-thiazol-2- oder2,3-dihydro-1, 3-thiazole-2 or 3 or 4 or 5-yl; 2,5-dihydro-1, 3-thiazole-2-or
4- oder 5-yl; 4,5-Dihydro-1 ,3-thiazol-2- oder 4- oder 5-yl; 1 ,3-Thiazinan-2- oder 3- oder 4- oder 5- oder 6-yl; 3,4-Dihydrc-2H-1 ,3-thiazin-2- oder 3- oder 4- oder 5- oder 6-yl; 3,6-Dihydrc-2H-1 ,3-thiazin-2- oder 3- oder 4- oder 5- oder 6-yl; 5,6-Dihydro-2H- 1 ,3-thiazin-2- oder 4- oder 5- oder 6-yl; 5,6-Dihydrc-4H-1 ,3-thiazin-2- oder 4- oder 5- oder 6-yl; 2H-1 ,3-Thiazin-2- oder 4- oder 5- oder 6-yl; 6H-1 ,3-Thiazin-2- oder 4- oder 5- oder 6-yl; 4H-1 ,3-Thiazin-2- oder 4- oder 5- oder 6-yl. Weitere Beispiele für4- or 5-yl; 4,5-dihydro-1,3-thiazole-2- or 4- or 5-yl; 1, 3-thiazinan-2 or 3 or 4- or 5- or 6-yl; 3,4-dihydroc-2H-1, 3-thiazine-2 or 3 or 4 or 5 or 6-yl; 3,6-dihydroc-2H-1, 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-1, 3-thiazine-2 or 4 or 5 or 6-yl; 4H-1, 3-thiazine-2 or 4 or 5 or 6-yl. Further examples of
"Heterocyclyl" sind ein partiell oder vollständig hydrierter heterocyclischer Rest mit 3 Heteroatomen aus der Gruppe N, 0 und S, wie beispielsweise 1 ,4,2-Dioxazolidin-2- oder 3- oder 5-yl; 1 ,4,2-Dioxazol-3- oder 5-yl; 1 ,4,2-Dioxazinan-2- oder -3- oder 5- oder 6-yl; 5,6-Dihydro-1 ,4,2-dioxazin-3- oder 5- oder 6-yl; 1 ,4,2-Dioxazin-3- oder 5- oder 6-yl; 1 ,4,2-Dioxazepan-2- oder 3- oder 5- oder 6- oder 7-yl; 6,7-Dihydro-5H- 1 ,4,2-Dioxazepin-3- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-7H-1 ,4,2-Dioxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 2,3-Dihydro-5H-1 ,4,2-Dioxazepin-2- oder 3- oder 5- oder 6- oder 7-yl; 5H-1 ,4,2-Dioxazepin-3- oder 5- oder 6- oder 7-yl; 7H-1 ,4,2- Dioxazepin-3- oder 5- oder 6- oder 7-yl. "Heterocyclyl" are a partially or fully hydrogenated heterocyclic radical having 3 heteroatoms from the group N, 0 and S, such as 1, 4,2-dioxazolidin-2 or 3 or 5-yl; 1, 4,2-dioxazol-3 or 5-yl; 1,2,2-dioxazinane-2- or -3- or 5- or 6-yl; 5,6-dihydro-1,2,2,2-dioxazine-3- or 5- or 6-yl; 1,2,2-dioxazine-3- or 5- or 6-yl; 1, 4,2-dioxazepan-2 or 3 or 5 or 6 or 7-yl; 6,7-dihydro-5H-1,2,2-dioxazepine-3 or 5 or 6 or 7-yl; 2,3-dihydro-7H-1, 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-1, 4,2-dioxazepine-3 or 5 or 6 or 7-yl; 7H-1, 4,2-dioxazepine-3 or 5 or 6 or 7-yl.
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. 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(O)2 (auch kurz SO2) im heterocyclischen Ring. Im Fall von -N(O)- und -S(0)-Gruppen sind jeweils beide Enantiomere umfasst. 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. 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 on 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 are each comprised of both enantiomers.
Erfindungsgemäß steht der Ausdruck„Heteroaryl" für heteroaromatische According to the invention, the term "heteroaryl" is heteroaromatic
Verbindungen, d. h. vollständig ungesättigte aromatische heterocyclische Compounds, d. H. fully unsaturated aromatic heterocyclic
Verbindungen, vorzugsweise für 5- bis 7-gliedrige Ringe mit 1 bis 4, vorzugsweise 1 oder 2 gleichen oder verschiedenen Heteroatomen, vorzugsweise 0, S oder N. Compounds, preferably for 5- to 7-membered rings having 1 to 4, preferably 1 or 2 identical or different heteroatoms, preferably 0, S or N.
Erfindungsgemäße Heteroaryle sind beispielsweise 1 H-Pyrrol-1 -yl; 1 H-Pyrrol-2-yl; 1 H-Pyrrol-3-yl; Furan-2-yl; Furan-3-yl; Thien-2-yl; Thien-3-yl, 1 H-lmidazol-1 -yl; 1 H- lmidazol-2-yl; 1 H-lmidazol-4-yl; 1 H-lmidazol-5-yl; 1 H-Pyrazol-1 -yl; 1 H-Pyrazol-3-yl; 1 H-Pyrazol-4-yl; 1 H-Pyrazol-5-yl, 1 H-1 ,2,3-Triazol-1 -yl, 1 H-1 ,2,3-Triazol-4-yl, 1 H- 1 ,2,3-Triazol-5-yl, 2H-1 ,2,3-Triazol-2-yl, 2H-1 ,2,3-Triazol-4-yl, 1 H-1 ,2,4-Triazol-1 -yl, 1 H-1 ,2,4-Triazol-3-yl, 4H-1 ,2,4-Triazol-4-yl, 1 ,2,4-Oxadiazol-3-yl, 1 ,2,4-Oxadiazol-5- yl, 1 ,3,4-Oxadiazol-2-yl, 1 ,2,3-Oxadiazol-4-yl, 1 ,2,3-Oxadiazol-5-yl, 1 ,2,5-Oxadiazol-Heteroaryls of the invention are, for example, 1H-pyrrol-1-yl; 1H-pyrrol-2-yl; 1H-pyrrol-3-yl; Furan-2-yl; Furan-3-yl; Thien-2-yl; Thien-3-yl, 1H-imidazole-1-yl; 1 H-imidazol-2-yl; 1 H -imidazol-4-yl; 1 H -imidazol-5-yl; 1H-pyrazole-1-yl; 1H-pyrazol-3-yl; 1H-pyrazol-4-yl; 1 H-pyrazol-5-yl, 1 H-1, 2,3-triazol-1-yl, 1 H-1, 2,3-triazol-4-yl, 1 H-1,2,3-triazole 5-yl, 2H-1, 2,3-triazol-2-yl, 2H-1,2,3-triazol-4-yl, 1H-1, 2,4-triazol-1-yl, 1H- 1, 2,4-triazol-3-yl, 4H-1, 2,4-triazol-4-yl, 1, 2,4-oxadiazol-3-yl, 1, 2,4-oxadiazol-5-yl, 1, 3,4-oxadiazol-2-yl, 1, 2,3-oxadiazol-4-yl, 1, 2,3-oxadiazol-5-yl, 1, 2,5-oxadiazole
3- yl, Azepinyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyrazin-3-yl, Pyrimidin-2-yl, Pyrimidin-4-yl, Pyrimidin-5-yl, Pyridazin-3-yl, Pyridazin-4-yl, 1 ,3,5-3-yl, azepinyl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrazine-2-yl, pyrazine-3-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidine 5-yl, pyridazin-3-yl, pyridazin-4-yl, 1, 3,5-
Triazin-2-yl, 1 ,2,4-Triazin-3-yl, 1 ,2,4-Triazin-5-yl, 1 ,2,4-Triazin-6-yl, 1 ,2,3-Triazin-4-yl, 1 ,2,3-Triazin-5-yl, 1 ,2,4-, 1 ,3,2-, 1 ,3,6- und 1 ,2,6-Oxazinyl, lsoxazol-3-yl, lsoxazol-4- yl, lsoxazol-5-yl, 1 ,3-Oxazol-2-yl, 1 ,3-Oxazol-4-yl, 1 ,3-Oxazol-5-yl, lsothiazol-3-yl, lsothiazol-4-yl, lsothiazol-5-yl, 1 ,3-Thiazol-2-yl, 1 ,3-Thiazol-4-yl, 1 ,3-Thiazol-5-yl, Oxepinyl, Thiepinyl, 1 ,2,4-Triazolonyl und 1 ,2,4-Diazepinyl, 2H-1 ,2,3,4-Tetrazol-5-yl, 1 H-1 ,2,3,4-Tetrazol-5-yl, 1 ,2,3,4-Oxatriazol-5-yl, 1 ,2,3,4-Thiatriazol-5-yl, 1 ,2,3,5- Oxatriazol-4-yl, 1 ,2,3,5-Thiatriazol-4-yl. Die erfindungsgemäßen Heteroarylgruppen können ferner mit einem oder mehreren, gleichen oder verschiedenen Resten substituiert sein. Sind zwei benachbarte Kohlenstoffatome Bestandteil eines weiteren aromatischen Rings, so handelt es sich um annellierte heteroaromatische Systeme, wie benzokondensierte oder mehrfach annellierte Heteroaromaten. Triazin-2-yl, 1, 2,4-triazin-3-yl, 1, 2,4-triazin-5-yl, 1, 2,4-triazin-6-yl, 1, 2,3-triazine 4-yl, 1, 2,3-triazin-5-yl, 1, 2,4-, 1, 3,2-, 1, 3,6- and 1, 2,6-oxazinyl, isoxazol-3-yl , isoxazol-4-yl, isoxazol-5-yl, 1,3-oxazol-2-yl, 1,3-oxazol-4-yl, 1,3-oxazol-5-yl, isothiazol-3-yl, isothiazole 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-1,2,3,4-tetrazol-5-yl, 1H-1,2,3,4-tetrazol-5-yl, 1, 2,3, 4-Oxatriazol-5-yl, 1, 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. If two adjacent carbon atoms are part of another aromatic ring, they are fused heteroaromatic systems, such as benzo-fused or multiply fused heteroaromatics.
Bevorzugt sind beispielsweise Chinoline (z. B. Chinolin-2-yl, Chinolin-3-yl, Chinolin-Preference is given, for example, to quinolines (for example quinolin-2-yl, quinolin-3-yl, quinoline
4- yl, Chinolin-5-yl, Chinolin-6-yl, Chinolin-7-yl, Chinolin-8-yl); Isochinoline (z. B. 4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl); Isoquinolines (eg.
lsochinolin-1 -yl, lsochinolin-3-yl, lsochinolin-4-yl, lsochinolin-5-yl, lsochinolin-6-yl, lsochinolin-7-yl, lsochinolin-8-yl); Chinoxalin; Chinazolin; Cinnolin; 1 ,5-Naphthyridin; 1 ,6-Naphthyridin; 1 ,7-Naphthyridin; 1 ,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 1 H-lndol-1 -yl, 1 H-lndol-2-yl, 1 H-lndol-3-yl, 1 H-lndol-4-yl, 1 H-lndol-5-yl, 1 H-lndol-6-yl, 1 H-lndol-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 -Benzothiophen-2-yl, 1 -Benzothiophen-3-yl, 1 -Benzothiophen-4-yl, 1 -Benzothiophen-5-yl, 1 -Benzothiophen-6-yl, 1 -Benzothiophen-7-yl, 1 H-lndazol-1 -yl, 1 H-lndazol-3-yl, 1 H-lndazol-4-yl, 1 H-lndazol-5-yl, 1 H-lndazol-6-yl, 1 H-lndazol-7-yl, 2H-lndazol-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-1 -yl, 2H-lsoindol-3-yl, 2H-lsoindol-4-yl, 2H-lsoindol-5-yl, 2H-lsoindol-6-yl; 2H-lsoindol-7-yl, 1 H-Benzimidazol-1 -yl, 1 H-isoquinoline-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8-yl); quinoxaline; quinazoline; cinnoline; 1,5-naphthyridine; 1,6-naphthyridine; 1,7-naphthyridine; 1,8-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 1H-indol-1-yl, 1H-indol-2-yl, 1H-indol-3-yl, 1H-indole-4 yl, 1H-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-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl , 1-benzothiophene-5-yl, 1-benzothiophene-6-yl, 1-benzothiophene-7-yl, 1H-indazol-1-yl, 1H-indazol-3-yl, 1H-indazole-4 yl, 1H-indazol-5-yl, 1H-indazol-6-yl, 1H-indazol-7-yl, 2H-indazol-2-yl, 2H-indazol-3-yl, 2H-indazole-4 -yl, 2H-indazol-5-yl, 2H-indazol-6-yl, 2H-indazol-7-yl, 2H-isoindol-2-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, 1 H-Benzimidazol-4-yl, 1 H-Benzimidazol-5-yl, 1 H-Benzimidazol-6- yl, 1 H-Benzimidazol-7-yl, 1 ,3-Benzoxazol-2-yl, 1 ,3-Benzoxazol-4-yl, 1 ,3-Benzoxazol- 5-yl, 1 ,3-Benzoxazol-6-yl, 1 ,3-Benzoxazol-7-yl, 1 ,3-Benzthiazol-2-yl, 1 ,3-Benzthiazol- 4-yl, 1 ,3-Benzthiazol-5-yl, 1 ,3-Benzthiazol-6-yl, 1 ,3-Benzthiazol-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, 1 ,2-Benzisothiazol-3-yl, 1 ,2-Benzisothiazol-4-yl, 1 ,2- Benzisothiazol-5-yl, 1 ,2-Benzisothiazol-6-yl, 1 ,2-Benzisothiazol-7-yl. Benzimidazol-2-yl, 1H-benzimidazol-4-yl, 1H-benzimidazol-5-yl, 1H-benzimidazol-6-yl, 1H-benzimidazol-7-yl, 1, 3-benzoxazole-2 yl, 1, 3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, 1,3-benzoxazol-7-yl, 1,3-benzthiazol-2 yl, 1,3-benzthiazol-4-yl, 1,3-benzthiazol-5-yl, 1,3-benzthiazol-6-yl, 1,3-benzthiazol-7-yl, 1,2-benzisoxazole-3 yl, 1,2-benzisoxazol-4-yl, 1,2-benzisoxazol-5-yl, 1,2-benzisoxazol-6-yl, 1,2-benzisoxazol-7-yl, 1,2-benzisothiazole-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 lod. Wird die Bezeichnung für einen Rest verwendet, dann bedeutet "Halogen" The term "halogen" means, for example, fluorine, chlorine, bromine or iodine. If the term is used for a remainder, then "halogen" means
beispielsweise ein Fluor-, Chlor-, Brom- oder lodatom. for example, a fluorine, chlorine, bromine or iodine atom.
Erfindungsgemäß bedeutet„Alkyl" einen geradkettigen oder verzweigten According to the invention, "alkyl" means a straight-chain or branched one
offenkettigen, gesättigten Kohlenwasserstoffrest, der gegebenenfalls ein- oder mehrfach substituiert ist. Bevorzugte Substituenten sind Halogenatome, Alkoxy-, Haloalkoxy-, Cyano-, Alkylthio, Haloalkylthio-, Amino- oder Nitrogruppen, besonders bevorzugt sind Methoxy, Methyl, Fluoralkyl, Cyano, Nitro, Fluor, Chlor, Brom oder lod. „Haloalkyl", ,,-alkenyl" und ,,-alkinyl" bedeuten durch gleiche oder verschiedene Halogenatome, teilweise oder vollständig substituiertes Alkyl, Alkenyl bzw. Alkinyl, z.B. Monohaloalkyl (= Monohalogenalkyl) wie z. B. CH2CH2CI, CH2CH2Br, CHCICH3, ChbCI, CH2F; Perhaloalkyl wie z. B. CCI3, CCIF2, CFCl2,CF2CCIF2, CF2CCIFCF3; Polyhaloalkyl wie z. B. CH2CHFCI, CF2CCIFH, CF2CBrFH, CH2CF3; Der Begriff Perhaloalkyl umfasst dabei auch den Begriff Perfluoralkyl. Haloalkoxy ist z.B. OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3 und OCH2CH2CI; Entsprechendes gilt für Haloalkenyl und andere durch Halogen substituierten Reste. open-chain, saturated hydrocarbon radical which is optionally mono- or polysubstituted. Preferred substituents are halogen, alkoxy, haloalkoxy, cyano, alkylthio, haloalkylthio, amino or nitro groups, particularly preferred are methoxy, methyl, fluoroalkyl, cyano, nitro, fluoro, chloro, bromo or iodo. "Haloalkyl", "-alkenyl" and "-alkynyl" denote by identical or different halogen atoms, partially or completely substituted alkyl, alkenyl or alkynyl, for example monohaloalkyl (= monohaloalkyl) such as, for example, CH 2 CH 2 Cl, CH 2 CH 2 Br, CHCICH3, ChbCl, CH 2 F; Perhaloalkyl such. CCI 3 , CCIF 2 , CFCl 2 , CF 2 CCIF 2 , CF 2 CCIFCF 3; Polyhaloalkyl such. B. CH2CHFCI, CF2CCIFH, CF 2 CBrFH, CH2CF3; The term perhaloalkyl also encompasses the term perfluoroalkyl. Haloalkoxy is eg 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 The term "(C 1 -C 4 ) -alkyl" given here by way of example means a
Kurzschreibweise für geradkettiges oder verzweigtes Alkyl mit einem bis 4 Short notation for straight-chain or branched alkyl having one to four
Kohlenstoffatomen entsprechend der Bereichsangabe für C-Atome, d. h. umfasst die Reste 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. Carbon atoms corresponding to the range for C atoms, d. H. includes the radicals methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methylpropyl or tert-butyl. General alkyl radicals having a larger specified range of carbon atoms, eg. As "(Ci-C6) alkyl", accordingly also include straight-chain or branched alkyl radicals having a larger number of C atoms, d. H. according to example, the alkyl radicals with 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 1 ,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. 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 1,3-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.
Bevorzugt sind Reste mit einer Doppelbindung bzw. Dreifachbindung. Preference is given to radicals having a double bond or triple bond.
Der Begriff„Alkenyl" schließt insbesondere auch geradkettige oder verzweigte offenkettige Kohlenwasserstoffreste mit mehr als einer Doppelbindung ein, wie 1 ,3- Butadienyl und 1 ,4-Pentadienyl, aber auch Allenyl- oder Kumulenyl-reste mit einer bzw. mehreren kumulierten Doppelbindungen, wie beispielsweise Allenyl (1 ,2- Propadienyl), 1 ,2-Butadienyl und 1 ,2,3-Pentatrienyl. Alkenyl bedeutet z.B. Vinyl, welches ggf. durch weitere Alkylreste substituiert sein kann, z.B. Prop-1 -en-1 -yl, But-In particular, the term "alkenyl" 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 cumulative double bonds, such as for example, allenyl (1,2-propadienyl), 1,2-butadienyl and 1,2,3-pentatrienyl.Alkenyl means, for example, vinyl, which may optionally be substituted by further alkyl radicals, for example, prop-1-en-1-yl, butyryl,
1 - en-l -yl, Allyl, 1 -Methyl-prop-2-en-1 -yl, 2-Methyl-prop-2-en-1 -yl, But-2-en-1 -yl, 1 - Methyl-but-3-en-1 -yl und 1 -Methyl-but-2-en-1 -yl, 2-Methyl-prop-1 -en-1 -yl, 1-en-1-yl, allyl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl, but-2-en-1-yl, 1 - Methyl-but-3-en-1-yl and 1-methylbut-2-en-1-yl, 2-methyl-prop-1 -ene-1-yl,
1 -Methylprop-1 -en-1 -yl, 1 -Methyl prop-2-en-1 -yl, 2-Methyl-prop-2-en-1 -yl,  1-methylprop-1 -ene-1-yl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl,
But-2-en-1 -yl, But-3-en-1 -yl, 1 -Methyl-but-3-en-1 -yl oder 1 -Methyl-but-2-en-1 -yl, Pentenyl, 2-Methylpentenyl oder Hexenyl. But-2-en-1-yl, but-3-en-1-yl, 1-methyl-but-3-en-1-yl or 1-methyl-but-2-en-1-yl, pentenyl, 2-methylpentenyl or hexenyl.
Der Begriff„Alkinyl" schließt insbesondere auch geradkettige oder verzweigte offenkettige Kohlenwasserstoffreste mit mehr als einer Dreifachbindung oder auch mit einer oder mehreren Dreifachbindungen und einer oder mehreren The term "alkynyl" in particular also includes straight-chain or branched open-chain hydrocarbon radicals having more than one triple bond or else having one or more triple bonds and one or more
Doppelbindungen ein, wie beispielsweise 1 ,3-Butatrienyl bzw. 3-Penten-1 -in-1 -yl. (C2-C6)-Alkinyl bedeutet beispielsweise Ethinyl, Propargyl, 1 -Methyl-prop-2-in-1 -yl, Double bonds, such as 1, 3-butatrienyl and 3-penten-1-yn-1-yl, respectively. (C 2 -C 6) -alkynyl is, for example, ethynyl, propargyl, 1-methyl-prop-2-yn-1-yl,
2- Butinyl, 2-Pentinyl oder 2-Hexinyl, vorzugsweise Propargyl, But-2-in-1 -yl, 2-butynyl, 2-pentynyl or 2-hexynyl, preferably propargyl, but-2-yn-1-yl,
But-3-in-1 -yl oder 1 -Methyl-but-3-in-1 -yl. But-3-yn-1-yl or 1-methyl-but-3-yn-1-yl.
Der Begriff„Cycloalkyl" bedeutet ein carbocyclisches, gesättigtes Ringsystem mit vorzugsweise 3-8 Ring-C-Atomen, z.B. Cyclopropyl, Cyclobutyl, Cyclopentyl oder Cyclohexyl. Im Falle von gegebenenfalls substituiertem Cycloalkyl werden cyclische Systeme mit Substituenten umfasst, wobei auch Substituenten mit einer The term "cycloalkyl" means a carbocyclic saturated ring system preferably having 3-8 ring C atoms, e.g., cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl In the case of optionally substituted cycloalkyl, cyclic systems having substituents are also included wherein substituents also have one
Doppelbindung am Cycloalkylrest, z. B. eine Alkylidengruppe wie Methyliden, umfasst sind. Im Falle von gegebenenfalls substituiertem Cycloalkyl werden auch mehrcyclische aliphatische Systeme umfaßt, wie beispielsweise Bicyclo[1 .1 .0]butan- 1 -yl, Bicyclo[1 .1 .0]butan-2-yl, Bicyclo[2.1 .0]pentan-1 -yl, Bicyclo[2.1 .0]pentan-2-yl, Bicyclo[2.1 .0]pentan-5-yl, Bicyclo[2.2.1 ]hept-2-yl (Norbornyl), Bicyclo[2.2.2]octan-2- yl, Adamantan-1 -yl und Adamantan-2-yl. Der Ausdruck "(C3-C7)-Cycloalkyl" bedeutet eine Kurzschreibweise für Cycloalkyl mit drei bis 7 Kohlenstoffatomen entsprechend der Bereichsangabe für C-Atome. Double bond on the cycloalkyl, z. As an alkylidene group such as methylidene, are included. In the case of optionally substituted cycloalkyl, there are also included polycyclic aliphatic systems such as bicyclo [1, 1] -butan-1-yl, bicyclo [1, 1] -butan-2-yl, bicyclo [2.1-0] pentane -1 -yl, bicyclo [2.1.0] pentan-2-yl, bicyclo [2.1.0] pentan-5-yl, bicyclo [2.2.1] hept-2-yl (norbornyl), bicyclo [2.2.2] octan-2-yl, adamantan-1-yl and adamantan-2-yl. The term "(C3-C7) cycloalkyl" means a shorthand notation for cycloalkyl having from three to seven carbon atoms corresponding to the range of C atoms.
Im Falle von substituiertem Cycloalkyl werden auch spirocyclische aliphatische Systeme umfaßt, wie beispielsweise Spiro[2.2]pent-1 -yl, Spiro[2.3]hex-1 -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. „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, 1 ,3-Cyclohexadienyl oder 1 ,4- Cyclohexadienyl, wobei auch Substituenten mit einer Doppelbindung am 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, 1, 3-cyclohexadienyl or 1, 4-cyclohexadienyl, wherein also substituents having a double bond on
Cycloalkenylrest, z. B. eine Alkylidengruppe wie Methyliden, umfasst sind. Im Falle von gegebenenfalls substituiertem Cycloalkenyl gelten die Erläuterungen für substituiertes Cycloalkyl entsprechend. 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. =CH2, =CH-CH3, =C(CH3)-CH3, =C(CH3)-C2H5 oder =C(C2H5)-C2H5. Cycloalkyliden bedeutet ein carbocyclischer Rest, der über eine Zweifachbindung gebunden ist. Cycloalkenylrest, z. As an alkylidene group such as methylidene, are included. In the case of optionally substituted cycloalkenyl, the explanations for substituted cycloalkyl apply correspondingly. The term "alkylidene", for example also in the form of (C 1 -C 10) -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, only positions on the main body naturally occur Question in which two hydrogen atoms can be replaced by the double bond: radicals are eg = CH 2, = CH-CH 3 , = C (CH 3 ) -CH 3 , = C (CH 3 ) -C 2 H 5 or = C (C 2 H 5 ) -C 2 H 5 Cycloalkylidene means a carbocyclic radical attached through a double bond.
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 Herstellung anfallenden Gemischen nach üblichen Trennmethoden erhalten. Die chromatographische Trennung kann sowohl im analytischen Maßstab zur Feststellung des Enantiomerenüberschusses bzw. des 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 obtained from the resulting mixtures in the preparation by conventional separation methods. The chromatographic separation can be used both on an analytical scale to determine the enantiomeric excess and the
Diastereomerenüberschusses, wie auch im präparativen Maßstab zur Herstellung von Prüfmustern für die biologische Ausprüfung erfolgen. Ebenso können Diastereomerenüberschusses, as well as on a preparative scale for the production of test samples for biological testing done. Likewise
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 Stereoisomers can be selectively prepared by using stereoselective reactions using optically active starting materials and / or auxiliaries. The invention thus also relates to all stereoisomers comprising the general formula (I), however, are not specified with their specific stereo form, as well as their
Gemische. Mixtures.
Synthese von offenkettigen Aryl-, Heteroaryl und Benzylsulfonamiden mit Synthesis of open-chain aryl, heteroaryl and Benzylsulfonamiden with
substituierter Alkylseitenkette und deren Analoga. substituted alkyl side chain and its analogs.
Die erfindungsgemäßen gegebenenfalls weiter substituierten offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamide der allgemeinen Formel (I) können nach bekannten Verfahren hergestellt werden (vgl. Eur J. Med. Chem. 2010, 45, 1760; Comb. Chem. & High Throughput Scr. 2009, 12, 275; Bioorg. Med. Chem. 2007, 15, 7553; EP2065370). Die eingesetzten und untersuchten Syntheserouten gehen dabei von kommerziell erhältlichen oder leicht herstellbaren Aminosäurederivaten, The optionally further substituted open-chain aryl, heteroaryl and benzylsulfonamides of the general formula (I) according to the invention can be prepared by known processes (compare Eur J. Med. Chem., 2010, 45, 1760, Comb. Chem. & High Throughput Scr. Bioorg. Med. Chem., 2007, 15, 7553, EP2065370). The synthetic routes used and investigated are based on commercially available or easily synthesized amino acid derivatives,
Aminoalkylnitrilvorstufen und den entsprechenden Sulfonylchloriden aus. Aminoalkylnitrilvorstufen and the corresponding sulfonyl chlorides.
Aryl- und Heteroarylsulfonylchloridvorstufen können beispielsweise über direkte Chlorsulfonierung der entsprechenden substituierten Aromaten und Heteroaromaten (vgl. Eur J. Med. Chem. 2010, 45, 1760) oder über Diazotierung eines Amino- substituierten Aromaten oder Heteroaromaten und anschließende Chlorsulfonierung hergestellt werden (vgl. WO2005035486). Die Kupplung der entsprechenden substituierten Sulfonylchloridvorstufen mit den entsprechenden Aminosäure- und Aminoalkylnitrilderivaten mit Hilfe einer geeigneten Base (z. B. Triethylamin oder Natriumhydroxid) in einem geeigneten Lösungsmittel (z. B. Tetrahydrofuran oder Dichlormethan) liefert die erfindungsgemäßen erfindungsgemäßen gegebenenfalls weiter substituierten Aryl-, Heteroaryl- und Benzylsulfonamide (beispielsweise Subklasse l(a) in Schema 1 ). Aryl and heteroarylsulfonyl chloride precursors can be prepared, for example, by direct chlorosulfonation of the corresponding substituted aromatics and heteroaromatics (see Eur J. Med. Chem., 2010, 45, 1760) or via diazotization of an amino-substituted aromatic or heteroaromatic compound and subsequent chlorosulfonation (cf., WO2005035486 ). The coupling of the corresponding substituted sulfonyl chloride precursors with the corresponding amino acid and aminoalkyl nitrile derivatives with the aid of a suitable base (for example triethylamine or sodium hydroxide) in a suitable solvent (for example tetrahydrofuran or dichloromethane) gives the optionally further substituted aryl according to the invention, Heteroaryl and benzylsulfonamides (for example, subclass l (a) in Scheme 1).
Substituierte N-Sulfonylaminoalkylnitrile l(b) als Subklasse der erfindungsgemäßen Aryl-, Heteroaryl und Benzylsulfonamide der allgemeinen Formel I können auch über eine Strecker-Reaktion von substituierten N-Sulfonylaldiminen mit einem geeigneten Trialkylsilylcyanid in einem geeigneter polar-aprotischen Lösungsmittel (z. B. Substituted N-sulfonylaminoalkylnitriles I (b) as subclasses of the inventive aryl, heteroaryl and benzylsulfonamides of general formula I may also be prepared via a Strecker reaction of substituted N-sulfonylaldimines with a suitable trialkylsilyl cyanide in a suitable polar aprotic solvent (eg.
Dichlormethan, Acetonitril, Propionitril) unter Verwendung von elementarem lod (vgl. Synthesis 2009, 3467) oder unter Verwendung eines geeigneten Lanthan- binaphthylsulfonatkomplexes (vgl. Org. Lett. 2009, 1 1 , 2321 ; die Abkürzung BINSA bedeutet hier 1 , 1 '-Binaphthyl-2,2'disulfonsäure) hergestellt werden. Einen weiteren synthetischen Zugang zu substituierten N-Sulfonylaminoalkylnitrilen 1(b) bietet die Überführung der entsprechenden substituierten N-Sulfonylaminosäurederivate 1(a) mit Hilfe von Thionylchlorid und nachfolgend wässriger ammoniakalischer Lösung in die erfindungsgemäßen substituierten N-Sulfonylaminosäureamide 1(c) und ihre weitere Umsetzung mit Thionylchlorid unter Rückflußbedingungen (vgl. Compt. Dichloromethane, acetonitrile, propionitrile) using elemental iodine (see Synthesis 2009, 3467) or using a suitable lanthanum binaphthylsulfonate complex (compare Org. Lett., 2009, 1 1, 2321, the abbreviation BINSA here means 1, 1 '-Binaphthyl-2,2'disulfonic acid) are produced. Another one synthetic access to substituted N-sulfonylamino-alkylnitriles 1 (b) provides the conversion of the corresponding substituted N-sulfonylamino acid derivatives 1 (a) by means of thionyl chloride and subsequent aqueous ammoniacal solution into the substituted N-sulfonylamino acid amides 1 (c) according to the invention and their further reaction with thionyl chloride under reflux conditions (see Compt.
Rend. Ch. 2009, 12, 1066). Es wurden damit literaturbeschriebene Synthesewege angewendet und teilweise optimiert (Schema 1 ).  Rend. Ch. 2009, 12, 1066). Literature-described synthetic routes were used and partially optimized (Scheme 1).
Ausgewählte detaillierte Synthesebeispiele für die erfindungsgemäßen Selected detailed synthesis examples for the invention
Verbindungen der allgemeinen Formel I sind im Folgenden aufgeführt. Die genannten Substanznummern entsprechen den in den Tabellen 1 bis 100 genannten Numerierungen. Die 1H-NMR-, 13C-NMR- und 19F-NMR-spektroskopischen Daten, die für die in den nachfolgenden Abschnitten beschriebenen chemischen Beispiele angegeben sind, (400 MHz bei 1H-NMR und 150 MHz bei 13C-NMR und 375 MHz bei 19F-NMR, Lösungsmittel CDCI3, CD3OD oder d6-DMSO, interner Standard: Compounds of general formula I are listed below. The substance numbers mentioned correspond to the numbers given in Tables 1 to 100. The 1 H NMR, 13 C NMR and 19 F NMR spectroscopic data reported for the chemical examples described in the following sections (400 MHz for 1 H NMR and 150 MHz for 13 C NMR and 375 MHz at 19 F NMR, solvent CDCl 3 , CD 3 OD or d 6 -DMSO, internal standard:
Tetramethylsilan δ = 0.00 ppm), wurden mit einem Gerät der Firma Bruker 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 = Quartett, quint = Quintett, sext = Sextett, sept = Septett, t = Triplett, dq = Doppelquartett, dt = Doppeltriplett. Beispiel No. 1.1 -29: Methyl-3-{[(4-bromphenyl)sulfonyl]amino}-4-methylpentanoat Tetramethylsilane δ = 0.00 ppm) were obtained with a Bruker instrument and the signals indicated have the following meanings: 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, t = triplet, dq = double quartet, dt = double triplet. Example No. 1.1-29: Methyl 3 - {[(4-bromophenyl) sulfonyl] amino} -4-methylpentanoate
4-Brombenzolsulfonylchlorid (150 mg, 0.59 mmol) wurde in Tetrahydrofuran (3 ml) und Triethylamin (0.10 ml, 0.70 mmol) unter Argon gelöst. Nach 10 min Rühren bei Raumtemperatur wurde die Reaktionslösung auf 0 °C eingekühlt und es erfolgte die Zugabe von 3-Amino-4-methylpentanot als Hydrochloridsalz (128 mg, 0.70 mmol). Das resultierende Reaktionsgemisch wurde 6 h lang bei Raumtemperatur nachgerührt, danach mit Dichlormethan, Wasser und ges. 4-Bromobenzenesulfonyl chloride (150 mg, 0.59 mmol) was dissolved in tetrahydrofuran (3 mL) and triethylamine (0.10 mL, 0.70 mmol) under argon. After stirring at room temperature for 10 min, the reaction solution was cooled to 0 ° C. and 3-amino-4-methylpentanot was added as the hydrochloride salt (128 mg, 0.70 mmol). The resulting reaction mixture was stirred for 6 h at room temperature, then with dichloromethane, water and sat.
Natriumhydrogencarbonat-Lösung versetzt und die wässrigen Phasen anschließend mehrfach mit Dichlormethan extrahiert. Die vereinigten organischen Phasen wurden über Magnesiumsulfat getrocknet, filtriert und unter vermindertem Druck eingeengt. Durch säulenchromatographische Reinigung des Rohproduktes (Gradient Sodium bicarbonate solution and then the aqueous phases extracted several times with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. By column chromatographic purification of the crude product (gradient
Ethylacetat/Heptan) wurde Methyl-3-{[(4-bromphenyl)sulfonyl]amino}-4- methylpentanoat (141 mg, 66 % der Theorie) als farbloser Feststoff erhalten. 1H- NMR (400 MHz, d6-DMSO δ, ppm) 7.80 (br. d, 1 H, NH), 7.78 (d, 2H), 7.67 (d, 2H), 3.41 (m, 1 H), 3.39 (s, 3H), 2.39 (dd, 1 H), 2.16 (dd, 1 H), 1 .66 (m, 1 H), 0.74 (d, 6H). Ethyl acetate / heptane) to give methyl 3 - {[(4-bromophenyl) sulfonyl] amino} -4-methylpentanoate (141mg, 66% of theory) as a colorless solid. 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 7.80 (br d, 1 H, NH), 7.78 (d, 2H), 7.67 (d, 2H), 3.41 (m, 1 H), 3.39 (s, 3H), 2.39 (dd, 1H), 2.16 (dd, 1H), 1.66 (m, 1H), 0.74 (d, 6H).
Beispiel No. 1.37-106: Methyl-N-[(4-methoxyphenyl)sulfonyl]histidinat Example No. 1.37-106: Methyl N - [(4-methoxyphenyl) sulfonyl] histidinate
4-Methoxybenzolsulfonylchlorid (100 mg, 0.48 mmol) wurde in Tetrahydrofuran (5 ml) und Triethylamin (0.09 ml, 0.63 mmol) unter Argon gelöst. Nach 10 min Rühren bei Raumtemperatur wurde die Reaktionslösung auf 0 °C eingekühlt und es erfolgte die Zugabe von Histidinmethylester (82 mg, 0.48 mmol). Das resultierende 4-Methoxybenzenesulfonyl chloride (100 mg, 0.48 mmol) was dissolved in tetrahydrofuran (5 mL) and triethylamine (0.09 mL, 0.63 mmol) under argon. After 10 minutes stirring at room temperature, the reaction solution was cooled to 0 ° C and it was followed by the addition of histidine methyl ester (82 mg, 0.48 mmol). The resulting
Reaktionsgemisch wurde 6 h lang bei Raumtemperatur nachgerührt, danach mit Dichlormethan, Wasser und ges. Natriumhydrogencarbonat-Lösung versetzt und die wässrigen Phasen anschließend mehrfach mit Dichlormethan extrahiert. Die vereinigten organischen Phasen wurden über Magnesiumsulfat getrocknet, filtriert und unter vermindertem Druck eingeengt. Durch säulenchromatographische  The reaction mixture was stirred for 6 h at room temperature, then with dichloromethane, water and sat. Sodium bicarbonate solution and then the aqueous phases extracted several times with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. By column chromatography
Reinigung des Rohproduktes (Gradient Ethylacetat/Heptan) wurde Methyl-N-[(4- methoxyphenyl)sulfonyl]histidinat (1 14 mg, 34 % der Theorie) als farbloser Feststoff erhalten. 1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.21 (br. s, 1 H, NH), 8.80 (s, 1 H), 8.36 (br. d, 1 H, NH), 7.58 (d, 2H), 7.29 (s, 1 H), 7.06 (d, 2H), 4.12 (m, 1 H), 3.84 (s, 3H), 3.75 (s, 3H), 3.02 (dd, 1 H), 2.86 (dd, 1 H). Purification of the crude product (gradient ethyl acetate / heptane) gave methyl N - [(4-methoxyphenyl) sulfonyl] histidinate (14 mg, 34% of theory) as a colorless solid. 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 9.21 (br s, 1 H, NH), 8.80 (s, 1 H), 8.36 (br d, 1 H, NH), 7.58 (br. d, 2H), 7.29 (s, 1H), 7.06 (d, 2H), 4.12 (m, 1H), 3.84 (s, 3H), 3.75 (s, 3H), 3.02 (dd, 1H), 2.86 (dd, 1H).
In Analogie zu oben angeführten Herstellungsbeispielen und unter Berücksichtigung der allgemeinen Angaben zur Herstellung von Verbindungen der Formel (I) erhält man folgende Verbindungen, mit den in nachfolgender Tabelle spezifisch genannten Grundkörpern 1.1 - 1.1 12 In analogy to the above-mentioned preparation examples and taking into account the general information on the preparation of compounds of formula (I), the following compounds are obtained, with the bodies 1.1 - 1.1 12 specifically mentioned in the table below
1.61 1.62 1.63 1.64 1.61 1.62 1.63 1.64
Tabelle 1 - mit Grundkörper 1.1 und den genannten Resten Q: Table 1 - with main body 1.1 and said radicals Q:
Tabelle 2 - mit Grundkörper 1.2 und den genannten Resten Q: Table 2 - with body 1.2 and said radicals Q:
Tabelle 3 - mit Grundkörper 1.3 und den genannten Resten Q: Table 3 - with main body 1.3 and said radicals Q:
Tabelle 4 - mit Grundkörper 1.4 und den genannten Resten Q: Table 4 - with body 1.4 and the said radicals Q:
Tabelle 5 - mit Grundkörper 1.5 und den genannten Resten Q: Table 5 - with body 1.5 and said radicals Q:
Tabelle 6 - mit Grundkörper 1.6 und den genannten Resten Q: Table 6 - with base 1.6 and the said radicals Q:
Tabelle 7 - mit Grundkörper 1.7 und den genannten Resten Q: Table 7 - with body 1.7 and said residues Q:
Tabelle 8 - mit Grundkörper 1.8 und den genannten Resten Q: Table 8 - with body 1.8 and said residues Q:
Tabelle 9 - mit Grundkörper 1.9 und den genannten Resten Q: Table 9 - with base 1.9 and said radicals Q:
Tabelle 10 - mit Grundkörper 1.10 und den genannten Resten Q: Table 10 - with body 1.10 and said residues Q:
Tabelle 11 - mit Grundkörper 1.11 und den genannten Resten Q: Table 11 - with body 1.11 and the said radicals Q:
Tabelle 12 - mit Grundkörper 1.12 und den genannten Resten Q: Table 12 - with body 1.12 and the said radicals Q:
Tabelle 13 - mit Grundkörper 1.13 und den genannten Resten Q: Table 13 - with main body 1.13 and the said radicals Q:
Tabelle 14 - mit Grundkörper 1.14 und den genannten Resten Q: Table 14 - with main body 1.14 and said radicals Q:
Tabelle 15 - mit Grundkörper 1.15 und den genannten Resten Q: Table 15 - with body 1.15 and said radicals Q:
Tabelle 16 - mit Grundkörper 1.16 und den genannten Resten Q: Table 16 - with body 1.16 and the said radicals Q:
Tabelle 17 - mit Grundkörper 1.17 und den genannten Resten Q: Table 17 - with body 1.17 and the said radicals Q:
Tabelle 18 - mit Grundkörper 1.18 und den genannten Resten Q: Table 18 - with body 1.18 and the said radicals Q:
Tabelle 19 - mit Grundkörper 1.19 und den genannten Resten Q: Table 19 - with body 1.19 and the said radicals Q:
Tabelle 20 - mit Grundkörper 1.20 und den genannten Resten Q: Table 20 - with body 1.20 and said radicals Q:
Tabelle 21 - mit Grundkörper 1.21 und den genannten Resten Q: Table 21 - with body 1.21 and said residues Q:
Tabelle 22 - mit Grundkörper 1.22 und den genannten Resten Q: Table 22 - with body 1.22 and the said radicals Q:
Tabelle 23 - mit Grundkörper 1.23 und den genannten Resten Q: Table 23 - with basic body 1.23 and the said radicals Q:
Tabelle 24 - mit Grundkörper 1.24 und den genannten Resten Q: Table 24 - with basic body 1.24 and the said radicals Q:
Tabelle 25 - mit Grundkörper 1.25 und den genannten Resten Q: Table 25 - with basic body 1.25 and the said radicals Q:
Tabelle 26 - mit Grundkörper 1.26 und den genannten Resten Q: Table 26 - with body 1.26 and said radicals Q:
Tabelle 27 - mit Grundkörper 1.27 und den genannten Resten Q: Table 27 - with body 1.27 and said radicals Q:
Tabelle 28 - mit Grundkörper 1.28 und den genannten Resten Q: Table 28 - with main body 1.28 and the said radicals Q:
Tabelle 29 - mit Grundkörper 1.29 und den genannten Resten Q: Table 29 - with body 1.29 and said radicals Q:
Tabelle 30 - mit Grundkörper 1.30 und den genannten Resten Q: Table 30 - with body 1.30 and the said radicals Q:
Tabelle 31 - mit Grundkörper 1.31 und den genannten Resten Q: Table 31 - with body 1.31 and said residues Q:
Tabelle 32 - mit Grundkörper 1.32 und den genannten Resten Q: Table 32 - with body 1.32 and said radicals Q:
Tabelle 33 - mit Grundkörper 1.33 und den genannten Resten Q: Table 33 - with body 1.33 and the radicals Q:
Tabelle 34 - mit Grundkörper 1.34 und den genannten Resten Q: Table 34 - with body 1.34 and the said radicals Q:
Tabelle 35 - mit Grundkörper 1.35 und den genannten Resten Q: Table 35 - with main body 1.35 and the said radicals Q:
Tabelle 36 - mit Grundkörper 1.36 und den genannten Resten Q: Table 36 - with body 1.36 and the said radicals Q:
Tabelle 37 - mit Grundkörper 1.37 und den genannten Resten Q: Table 37 - with body 1.37 and the said radicals Q:
Tabelle 38 - mit Grundkörper 1.38 und den genannten Resten Q: Table 38 - with primer 1.38 and said residues Q:
Tabelle 39 - mit Grundkörper 1.39 und den genannten Resten Q: Table 39 - with body 1.39 and the said radicals Q:
Tabelle 40 - mit Grundkörper 1.40 und den genannten Resten Q: Table 40 - with body 1.40 and the radicals Q:
Tabelle 41 - mit Grundkörper 1.41 und den genannten Resten Q: Table 41 - with body 1.41 and the said radicals Q:
Tabelle 42 - mit Grundkörper 1.42 und den genannten Resten Q: Table 42 - with body 1.42 and the said radicals Q:
Tabelle 43 - mit Grundkörper 1.43 und den genannten Resten Q: Table 43 - with body 1.43 and the radicals Q:
Tabelle 44 - mit Grundkörper 1.44 und den genannten Resten Q: Table 44 - with main body 1.44 and the said radicals Q:
Tabelle 45 - mit Grundkörper 1.45 und den genannten Resten Q: Table 45 - with main body 1.45 and the said radicals Q:
Tabelle 46 - mit Grundkörper 1.46 und den genannten Resten Q: Table 46 - with main body 1.46 and the said radicals Q:
Tabelle 47 - mit Grundkörper 1.47 und den genannten Resten Q: Table 47 - with main body 1.47 and the said radicals Q:
Tabelle 48 - mit Grundkörper 1.48 und den genannten Resten Q: Table 48 - with body 1.48 and the said radicals Q:
Tabelle 49 - mit Grundkörper 1.49 und den genannten Resten Q: Table 49 - with body 1.49 and the said radicals Q:
Tabelle 50 - mit Grundkörper 1.50 und den genannten Resten Q: Table 50 - with body 1.50 and said radicals Q:
Tabelle 51 - mit Grundkörper 1.51 und den genannten Resten Q: Table 51 - with body 1.51 and said radicals Q:
Tabelle 52 - mit Grundkörper 1.52 und den genannten Resten Q: Table 52 - with body 1.52 and the said radicals Q:
Tabelle 53 - mit Grundkörper 1.53 und den genannten Resten Q: Table 53 - with body 1.53 and the said radicals Q:
Tabelle 54 - mit Grundkörper 1.54 und den genannten Resten Q: Table 54 - with body 1.54 and said radicals Q:
Tabelle 55 - mit Grundkörper 1.55 und den genannten Resten Q: Table 55 - with body 1.55 and said radicals Q:
Tabelle 56 - mit Grundkörper 1.56 und den genannten Resten Q: Table 56 - with body 1.56 and the radicals Q:
Tabelle 57 - mit Grundkörper 1.57 und den genannten Resten Q: Table 57 - with body 1.57 and said radicals Q:
Tabelle 58 - mit Grundkörper 1.58 und den genannten Resten Q: Table 58 - with body 1.58 and the radicals Q:
Tabelle 59 - mit Grundkörper 1.59 und den genannten Resten Q: Table 59 - with body 1.59 and said radicals Q:
Tabelle 60 - mit Grundkörper 1.60 und den genannten Resten Q: Table 60 - with body 1.60 and said radicals Q:
Tabelle 61 - mit Grundkörper 1.61 und den genannten Resten Q: Table 61 - with basic body 1.61 and the stated radicals Q:
Tabelle 62 - mit Grundkörper 1.62 und den genannten Resten Q: Table 62 - with main body 1.62 and the said radicals Q:
Tabelle 63 - mit Grundkörper 1.63 und den genannten Resten Q: Table 63 - with main body 1.63 and the said radicals Q:
Tabelle 64 - mit Grundkörper 1.64 und den genannten Resten Q: Table 64 - with body 1.64 and the said radicals Q:
Tabelle 65 - mit Grundkörper 1.65 und den genannten Resten Q: Table 65 - with body 1.65 and the radicals Q:
Tabelle 66 - mit Grundkörper 1.66 und den genannten Resten Q: Table 66 - with body 1.66 and the radicals Q:
Tabelle 67 - mit Grundkörper 1.67 und den genannten Resten Q: Table 67 - with basic body 1.67 and the said radicals Q:
Tabelle 68 - mit Grundkörper 1.68 und den genannten Resten Q: Table 68 - with main body 1.68 and the said radicals Q:
Tabelle 69 - mit Grundkörper 1.69 und den genannten Resten Q: Table 69 - with body 1.69 and the radicals Q:
Tabelle 70 - mit Grundkörper 1.70 und den genannten Resten Q: Table 70 - with body 1.70 and the radicals Q:
Tabelle 71 - mit Grundkörper 1.71 und den genannten Resten Q: Table 71 - with main body 1.71 and the said radicals Q:
Tabelle 72 - mit Grundkörper 1.72 und den genannten Resten Q: Table 72 - with body 1.72 and the said radicals Q:
Tabelle 73 - mit Grundkörper 1.73 und den genannten Resten Q: Table 73 - with main body 1.73 and the said radicals Q:
Tabelle 74 - mit Grundkörper 1.74 und den genannten Resten Q: Table 74 - with body 1.74 and the said radicals Q:
Tabelle 75 - mit Grundkörper 1.75 und den genannten Resten Q: Table 75 - with main body 1.75 and the said radicals Q:
Tabelle 76 - mit Grundkörper 1.76 und den genannten Resten Q: Table 76 - with body 1.76 and said radicals Q:
Tabelle 77 - mit Grundkörper 1.77 und den genannten Resten Q: Table 77 - with body 1.77 and the said radicals Q:
Tabelle 78 - mit Grundkörper 1.78 und den genannten Resten Q: Table 78 - with body 1.78 and the said radicals Q:
Tabelle 79 - mit Grundkörper 1.79 und den genannten Resten Q: Table 79 - with body 1.79 and said radicals Q:
Tabelle 80 - mit Grundkörper 1.80 und den genannten Resten Q: Table 80 - with body 1.80 and said radicals Q:
Tabelle 81 - mit Grundkörper 1.81 und den genannten Resten Q: Table 81 - with body 1.81 and the radicals Q:
Tabelle 82 - mit Grundkörper 1.82 und den genannten Resten Q: Table 82 - with body 1.82 and the said radicals Q:
Tabelle 83 - mit Grundkörper 1.83 und den genannten Resten Q: Table 83 - with body 1.83 and said residues Q:
Tabelle 84 - mit Grundkörper 1.84 und den genannten Resten Q: Table 84 - with main body 1.84 and the said radicals Q:
Tabelle 85 - mit Grundkörper 1.85 und den genannten Resten Q: Table 85 - with body 1.85 and the radicals Q:
Tabelle 86 - mit Grundkörper 1.86 und den genannten Resten Q: Table 86 - with body 1.86 and the said radicals Q:
Tabelle 87 - mit Grundkörper 1.87 und den genannten Resten Q: Table 87 - with main body 1.87 and the said radicals Q:
Tabelle 88 - mit Grundkörper 1.88 und den genannten Resten Q: Table 88 - with body 1.88 and the said radicals Q:
Tabelle 89 - mit Grundkörper 1.89 und den genannten Resten Q: Table 89 - with body 1.89 and the radicals Q:
Tabelle 90 - mit Grundkörper 1.90 und den genannten Resten Q: Table 90 - with body 1.90 and the radicals Q:
Tabelle 91 - mit Grundkörper 1.91 und den genannten Resten Q: Table 91 - with body 1.91 and said radicals Q:
Tabelle 92 - mit Grundkörper 1.92 und den genannten Resten Q: Table 92 - with body 1.92 and the radicals Q:
Tabelle 93 - mit Grundkörper 1.93 und den genannten Resten Q: Table 93 - with body 1.93 and said radicals Q:
Tabelle 94 - mit Grundkörper 1.94 und den genannten Resten Q: Table 94 - with body 1.94 and the said radicals Q:
Tabelle 95 - mit Grundkörper 1.95 und den genannten Resten Q: Table 95 - with body 1.95 and said radicals Q:
Tabelle 96 - mit Grundkörper 1.96 und den genannten Resten Q: Table 96 - with body 1.96 and the said radicals Q:
Tabelle 97 - mit Grundkörper 1.97 und den genannten Resten Q: Table 97 - with body 1.97 and said radicals Q:
Tabelle 98 - mit Grundkörper 1.98 und den genannten Resten Q: Table 98 - with main body 1.98 and the said radicals Q:
Tabelle 99 - mit Grundkörper 1.99 und den genannten Resten Q: Table 99 - with body 1.99 and the said radicals Q:
Tabelle 100 - mit Grundkörper 1.100 und den genannten Resten Q: Table 100 - with body 1.100 and the radicals Q mentioned:
Tabelle 101 - mit Grundkörper 1.101 und den genannten Resten Q: Table 101 - with body 1.101 and the said radicals Q:
Tabelle 102 - mit Grundkörper 1.102 und den genannten Resten Q: Table 102 - with body 1.102 and the said radicals Q:
Tabelle 103 - mit Grundkörper 1.103 und den genannten Resten Q: Table 103 - with body 1.103 and the radicals Q:
Tabelle 104 - mit Grundkörper 1.104 und den genannten Resten Q: Table 104 - with body 1.104 and the said radicals Q:
Tabelle 105 - mit Grundkörper 1.105 und den genannten Resten Q: Table 105 - with body 1.105 and the said radicals Q:
Tabelle 106 - mit Grundkörper 1.106 und den genannten Resten Q: Table 106 - with body 1.106 and the said radicals Q:
Tabelle 107 - mit Grundkörper 1.107 und den genannten Resten Q: Table 107 - with body 1.107 and the said radicals Q:
Tabelle 108 - mit Grundkörper 1.108 und den genannten Resten Q: Table 108 - with body 1.108 and the said radicals Q:
Tabelle 109 - mit Grundkörper 1.109 und den genannten Resten Q: Table 109 - with body 1.109 and said radicals Q:
Tabelle 110 - mit Grundkörper 1.110 und den genannten Resten Q: Table 110 - with body 1.110 and the said radicals Q:
Tabelle 111 - mit Grundkörper 1.111 und den genannten Resten Q: Table III - with body 1.111 and said radicals Q:
Tabelle 112 - mit Grundkörper 1.112 und den genannten Resten Q: Table 112 - with body 1.112 and said radicals Q:
Spektroskopische Daten ausgewählter chemischer Beispiele: Beispiel No.1.1-1: Spectroscopic data of selected chemical examples: Example No.1.1-1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.77 (d, 2H), 7.71 (d, 2H), 5.02 (br. t, 1 H, NH), 4.06 (d, 2H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.77 (d, 2H), 7.71 (d, 2H), 5.02 (br.t, 1H, NH), 4.06 (d, 2H).
Beispiel No.1.1-2: Example No.1.1-2:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.78 (d, 2H), 7.73 (d, 2H), 5.11 (br. d, 1 H, NH), 4.36 (quint, 1H), 1.59 (d, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.78 (d, 2H), 7.73 (d, 2H), 5.11 (br d, 1 H, NH), 4.36 (quint, 1H), 1.59 (d, 3H).
Beispiel No.1.1-3: Example No.1.1-3:
1H-NMR(400MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.69 (d, 2H), 5,17 (br. s, 1H, NH), 1.67 (s, 6H). 1 H NMR (400MHz, CDCl3 δ, ppm) 7.81 (d, 2H), 7.69 (d, 2H), 5.17 (br, s, 1H, NH), 1.67 (s, 6H).
Beispiel No.1.1-4: Example No.1.1-4:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.78 (d, 2H), 7.72 (d, 2H), 5.27 (br. d, 1 H, NH), 4.06 (dd, 1H), 2.07 (m, 1H), 1.08 (d, 6H). Beispiel No.1.1-5: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.78 (d, 2H), 7.72 (d, 2H), 5.27 (br d, 1 H, NH), 4.06 (dd, 1H), 2.07 (m, 1H), 1.08 (d, 6H). Example No.1.1-5:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.80 (d, 2H), 7.68 (d, 2H), 4.98 (br. s, 1 H, NH), 1.82 (sext, 2H), 1.65 (s, 3H), 1.47 (sext, 2H), 0.96 (t, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.80 (d, 2H), 7.68 (d, 2H), 4.98 (br, s, 1 H, NH), 1.82 (sec, 2H), 1.65 (s, 3H), 1.47 (sext, 2H), 0.96 (t, 3H).
Beispiel No.1.1-9: Example No.1.1-9:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.71 (d, 2H), 5.44 (br. s, 1H, NH), 3.56 (d, 1H), 3.47 (d, 1H), 3.44 (s, 3H), 1.65 (s, 3H). 1H NMR (400 MHz, CDCl3 δ, ppm) 7.81 (d, 2H), 7.71 (d, 2H), 5.44 (br, s, 1H, NH), 3.56 (d, 1H), 3.47 (d, 1H) , 3.44 (s, 3H), 1.65 (s, 3H).
Beispiel No.1.1-11: Example No.1.1-11:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.69 (d, 2H), 5.22 (br. s, 1 H, NH), 1.72 (s, 3H), 1.18 (m, 1H), 0.62 (m, 4H). Beispiel No.1.1-12: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.81 (d, 2H), 7.69 (d, 2H), 5.22 (br, s, 1 H, NH), 1.72 (s, 3H), 1.18 (m, 1H), 0.62 (m, 4H). Example No.1.1-12:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.80 (d, 2H), 7.69 (d, 2H), 4.72 (br. s, 1 H, NH), 1.92 (m, 4H), 1.00 (t, 6H). Beispiel No.1.1-13: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.80 (d, 2H), 7.69 (d, 2H), 4.72 (br, s, 1 H, NH), 1.92 (m, 4H), 1.00 (t , 6H). Example No.1.1-13:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.80 (d, 2H), 7.71 (d, 2H), 4.92 (br. s, 1H, NH), 1.90 (m, 2H), 1.64 (s, 3H), 1.06 (t, 3H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.80 (d, 2H), 7.71 (d, 2H), 4.92 (br.s, 1H, NH), 1.90 (m, 2H), 1.64 (s, 3H ), 1.06 (t, 3H).
Beispiel No.1.1-14: Example No.1.1-14:
1H-NMR(400MHz, CDCI3 δ, ppm) 7.82 (d, 2H), 7.69 (d, 2H), 5.02 (br. s, 1H, NH), 1.82 (m, 1 H), 1.78 (dd, 1 H), 1.69 (dd, 1 H), 1.68 (s, 3H), 0.99 (d, 6H). 1H-NMR (400MHz, CDCl3 δ, ppm) 7.82 (d, 2H), 7.69 (d, 2H), 5.02 (br, s, 1H, NH), 1.82 (m, 1H), 1.78 (dd, 1H ), 1.69 (dd, 1H), 1.68 (s, 3H), 0.99 (d, 6H).
Beispiel No.1.1-21: Example No.1.1-21:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.82 (d, 2H), 7.71 (d, 2H), 5.03 (br. s, 1 H, NH), 1.75 (m, 2H), 1.62 (s, 3H), 1.08 (m, 1H), 1.02 (m, 3H), 0.92 (m, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.82 (d, 2H), 7.71 (d, 2H), 5.03 (br, s, 1 H, NH), 1.75 (m, 2H), 1.62 (s, 3H), 1.08 (m, 1H), 1.02 (m, 3H), 0.92 (m, 3H).
Beispiel No.1.1-23: Example No.1.1-23:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.64 (d, 2H), 7.61 (d, 2H), 7.39 (m, 3H), 7.32 (m, 2H), 4.83 (br. s, 1H, NH), 3.21 (d, 1H), 3.06 (d, 1H), 1.68 (s, 3H). 1 H NMR (400 MHz, CDCl3 δ, ppm) 7.64 (d, 2H), 7.61 (d, 2H), 7.39 (m, 3H), 7.32 (m, 2H), 4.83 (br, s, 1H, NH ), 3.21 (d, 1H), 3.06 (d, 1H), 1.68 (s, 3H).
Beispiel No.1.1-24: Example No.1.1-24:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.74 (d, 2H), 7.68 (d, 2H), 5.29 (br. t, 1 H, NH), 3.25 (q, 2H), 2.62 (t, 2H). Beispiel No.1.1-28: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.74 (d, 2H), 7.68 (d, 2H), 5.29 (br t, 1 H, NH), 3.25 (q, 2H), 2.62 (t, 2H). Example No.1.1-28:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.74 (d, 2H), 7.62 (d, 2H), 5.26 (br. d, 1 H, NH), 4.03 (q, 2H), 3.33 (m, 1H), 2.42 (dd, 1H), 2.31 (dd, 1H), 1.80 (m, 1H), 1.22 (t, 3H), 0.85 (d, 3H), 0.82 (d, 3H). Beispiel No.1.1-33: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.74 (d, 2H), 7.62 (d, 2H), 5.26 (br d, 1 H, NH), 4.03 (q, 2H), 3.33 (m, 1H), 2.42 (dd, 1H), 2.31 (dd, 1H), 1.80 (m, 1H), 1.22 (t, 3H), 0.85 (d, 3H), 0.82 (d, 3H). Example No.1.1-33:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.71 (br. s, 1H, NH), 7.57 (d, 2H), 7.43 (d, 2H), 7.32 (d, 1H), 7.25 (d, 1H), 7.12 (m, 2H), 5.18 (t, 1H), 3.97 (q, 2H), 2.62 (m, 2H), 1.11 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.71 (br.s, 1H, NH), 7.57 (d, 2H), 7.43 (d, 2H), 7.32 (d, 1H), 7.25 ( d, 1H), 7.12 (m, 2H), 5.18 (t, 1H), 3.97 (q, 2H), 2.62 (m, 2H), 1.11 (t, 3H).
Beispiel No.1.1-35: Example No.1.1-35:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.56 (br. s, 1H, NH), 7.58 (d, 2H), 7.42 (d, 2H), 7.31 (d, 2H), 7.07 (d, 2H), 4.61 (t, 1H), 3.48 (s, 3H), 2.70 (m, 2H). Beispiel No.1.1-41: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.56 (br.s, 1H, NH), 7.58 (d, 2H), 7.42 (d, 2H), 7.31 (d, 2H), 7.07 ( d, 2H), 4.61 (t, 1H), 3.48 (s, 3H), 2.70 (m, 2H). Example No.1.1-41:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.74 (d, 2H), 7.64 (d, 2H), 5.25-5.30 (br. d, 1 H, NH), 4.05-4.15 (m, 2H), 3.68-3.75 (m, 1H), 2.42 (m, 2H), 1.22-1.25 (t, 3H), 1.17-1.19 (d, 3H). Beispiel No.1.1-60: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.74 (d, 2H), 7.64 (d, 2H), 5.25-5.30 (br d, 1 H, NH), 4.05-4.15 (m, 2H) , 3.68-3.75 (m, 1H), 2.42 (m, 2H), 1.22-1.25 (t, 3H), 1.17-1.19 (d, 3H). Example No.1.1-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.54 (br. d, 1H, NH), 7.55 (d, 2H), 7.43 (d, 2H), 7.12 (m, 5H), 4.66 (m, 1H), 3.94 (q, 2H), 2.71 (dd, 1H), 2.67 (dd, 1H), 1.08 (t, 3H). Beispiel No.1.1-61: 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.54 (br.d, 1H, NH), 7.55 (d, 2H), 7.43 (d, 2H), 7.12 (m, 5H), 4.66 ( m, 1H), 3.94 (q, 2H), 2.71 (dd, 1H), 2.67 (dd, 1H), 1.08 (t, 3H). Example No.1.1-61:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.05 (br. d, 1H, NH), 7.64 (d, 2H), 7.50 (d, 2H), 7.17 (m, 3H), 7.04 (m, 2H), 3.68 (m, 1H), 3.46 (s, 3H), 2.63 (m, 2H), 2.39 (m, 2H). Beispiel No.1.1-62: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.05 (br.d, 1H, NH), 7.64 (d, 2H), 7.50 (d, 2H), 7.17 (m, 3H), 7.04 ( m, 2H), 3.68 (m, 1H), 3.46 (s, 3H), 2.63 (m, 2H), 2.39 (m, 2H). Example No.1.1-62:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.89 (br. d, 1H, NH), 7.82 (d, 2H), 7.69 (d, 2H), 3.92 (q, 2H), 3.49 (m, 1H), 2.32 (dd, 1H), 2.28 (dd, 1H), 1.44 (m, 1H), 1.24 (m, 1H), 1.12 (t, 3H), 1.09 (m, 1H), 0.75 (d, 3H), 0.60 (d, 3H). Beispiel No.1.1-63: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 7.89 (br, d, 1H, NH), 7.82 (d, 2H), 7.69 (d, 2H), 3.92 (q, 2H), 3.49 ( m, 1H), 2.32 (dd, 1H), 2.28 (dd, 1H), 1.44 (m, 1H), 1.24 (m, 1H), 1.12 (t, 3H), 1.09 (m, 1H), 0.75 (i.e. , 3H), 0.60 (d, 3H). Example No.1.1-63:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.64 (br. d, 1H, NH), 7.82 (d, 2H), 7.68 (d, 2H), 4.22 (m, 1H), 3.52 (s, 3H), 3.42 (s, 3H), 2.74 (dd, 1H), 2.61 (dd, 1H). Beispiel No.1.1-74: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.64 (br.d, 1H, NH), 7.82 (d, 2H), 7.68 (d, 2H), 4.22 (m, 1H), 3.52 ( s, 3H), 3.42 (s, 3H), 2.74 (dd, 1H), 2.61 (dd, 1H). Example No.1.1-74:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.82 (s, 1H), 8.66 (br. d, 1H, NH), 7.78 (d, 2H), 7.57 (d, 2H), 7.31 (s, 1H), 4.21 (m, 1H), 3.77 (s, 3H), 3.46 (s, 3H), 3.04 (dd, 1H), 2.88 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.82 (s, 1H), 8.66 (br, d, 1H, NH), 7.78 (d, 2H), 7.57 (d, 2H), 7.31 ( s, 1H), 4.21 (m, 1H), 3.77 (s, 3H), 3.46 (s, 3H), 3.04 (dd, 1H), 2.88 (dd, 1H).
Beispiel No.1.1-75: Example No.1.1-75:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.40 (br. d, 1H, NH), 7.79 (d, 2H), 7.66 (d, 2H), 3.57 (m, 1H), 3.38 (s, 3H), 1.90 (m, 1H), 0.80 (d, 3H), 0.78 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.40 (br, d, 1H, NH), 7.79 (d, 2H), 7.66 (d, 2H), 3.57 (m, 1H), 3.38 ( s, 3H), 1.90 (m, 1H), 0.80 (d, 3H), 0.78 (d, 3H).
Beispiel No.1.1-77: Example No.1.1-77:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.44 (br. d, 1H, NH), 7.79 (d, 2H), 7.67 (d, 2H), 3.77 (m, 1H), 3.39 (s, 3H), 1.57 (m, 1H), 2.42 (m, 2H), 0.81 (d, 3H), 0.71 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.44 (br, d, 1H, NH), 7.79 (d, 2H), 7.67 (d, 2H), 3.77 (m, 1H), 3.39 ( s, 3H), 1.57 (m, 1H), 2.42 (m, 2H), 0.81 (d, 3H), 0.71 (d, 3H).
Beispiel No.1.1-79: Example No.1.1-79:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.51 (br. m, 1H, NH), 7.82 (d, 2H), 7.68 (d, 2H), 3.98 (m, 1H), 3.44 (s, 3H), 2.41 (m, 1H), 2.32 (m, 1H), 1.94 (s, 3H), 1.82 (m, 1H), 1.77 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.51 (br, m, 1H, NH), 7.82 (d, 2H), 7.68 (d, 2H), 3.98 (m, 1H), 3.44 ( s, 3H), 2.41 (m, 1H), 2.32 (m, 1H), 1.94 (s, 3H), 1.82 (m, 1H), 1.77 (m, 1H).
Beispiel No.1.1-80: Example No.1.1-80:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.62 (br. d, 1H, NH), 7.68 (d, 2H), 7.50 (d, 2H), 7.19 (m, 3H), 7.11 (m, 2H), 3.97 (m, 1H), 3.81 (q, 2H), 2.92 (dd, 1H), 2.78 (dd, 1H), 0.97 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.62 (br.d, 1H, NH), 7.68 (d, 2H), 7.50 (d, 2H), 7.19 (m, 3H), 7.11 ( m, 2H), 3.97 (m, 1H), 3.81 (q, 2H), 2.92 (dd, 1H), 2.78 (dd, 1H), 0.97 (t, 3H).
Beispiel No.1.1-82: Example No.1.1-82:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.65 (br. d, 1H, NH), 8.42 (d, 1H), 8.40 (d, 1H), 7.68 (m, 3H), 7.47 (d, 2H), 7.30 (dd, 1H), 4.11 (m, 1H), 3.42 (s, 3H), 3.02 (dd, 1H), 2.80 (dd, 1H). Beispiel No.1.1-83: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.65 (br.d, 1H, NH), 8.42 (d, 1H), 8.40 (d, 1H), 7.68 (m, 3H), 7.47 ( d, 2H), 7.30 (dd, 1H), 4.11 (m, 1H), 3.42 (s, 3H), 3.02 (dd, 1H), 2.80 (dd, 1H). Example No.1.1-83:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.86 (br. d, 1H, NH), 7.80 (d, 2H), 7.68 (d, 2H), 3.41 (m, 1H), 3.37 (s, 3H), 2.45 (dd, 1H), 2.17 (dd, 1H), 1.62 (m, 2H), 1.55 (m, 2H), 1.49 (m, 1H), 1.28 (m, 1H), 1.05 (m, 3H), 0.88 (m, 1H), 0.82 (m, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 7.86 (br, d, 1H, NH), 7.80 (d, 2H), 7.68 (d, 2H), 3.41 (m, 1H), 3.37 ( s, 3H), 2.45 (dd, 1H), 2.17 (dd, 1H), 1.62 (m, 2H), 1.55 (m, 2H), 1.49 (m, 1H), 1.28 (m, 1H), 1.05 (m , 3H), 0.88 (m, 1H), 0.82 (m, 1H).
Beispiel No.1.1-84: Example No.1.1-84:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.43 (br. d, 1H, NH), 7.79 (d, 2H), 7.67 (d, 2H), 6.76 (br. t, 1H, NH), 3.78 (m, 1H), 3.39 (s, 3H), 2.82 (m, 2H), 1.59 (m, 1H), 1.50 (m, 1H), 1.36 (s, 9H), 1.20 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.43 (br d, 1H, NH), 7.79 (d, 2H), 7.67 (d, 2H), 6.76 (br t, 1H, NH ), 3.78 (m, 1H), 3.39 (s, 3H), 2.82 (m, 2H), 1.59 (m, 1H), 1.50 (m, 1H), 1.36 (s, 9H), 1.20 (m, 2H) ,
Beispiel No.1.1-86: Example No.1.1-86:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.68 (br. d, 1H, NH), 7.80 (d, 2H), 7.70 (d, 2H), 3.99 (m, 1H), 3.43 (s, 3H), 2.89 (s, 1H), 2.58 (m, 1H), 2.50 (m, 1H). Beispiel No.1.1-90: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.68 (br.d, 1H, NH), 7.80 (d, 2H), 7.70 (d, 2H), 3.99 (m, 1H), 3.43 ( s, 3H), 2.89 (s, 1H), 2.58 (m, 1H), 2.50 (m, 1H). Example No.1.1-90:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.62 (br. d, 1H, NH), 7.66 (d, 2H), 7.47 (d, 2H), 7.14 (m, 2H), 6.98 (m, 2H), 3.97 (m, 1H), 3.44 (s, 3H), 2.96 (dd, 1H), 2.73 (dd, 1H). Beispiel No.1.1-92: 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.62 (br.d, 1H, NH), 7.66 (d, 2H), 7.47 (d, 2H), 7.14 (m, 2H), 6.98 ( m, 2H), 3.97 (m, 1H), 3.44 (s, 3H), 2.96 (dd, 1H), 2.73 (dd, 1H). Example No.1.1-92:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.50 (br. d, 1H, NH), 7.70 (d, 2H), 7.68 (d, 2H), 7.28 (m, 6H), 7.19 (m, 4H), 4.97 (d, 1H), 4.87 (d, 1H), 4.45 (d, 1H), 4.27 (d, 1H), 4.08 (m, 1H), 3.96 (m, 1H), 0.93 (d, 3H). Beispiel No.1.1-103: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.50 (br.d, 1H, NH), 7.70 (d, 2H), 7.68 (d, 2H), 7.28 (m, 6H), 7.19 ( m, 4H), 4.97 (d, 1H), 4.87 (d, 1H), 4.45 (d, 1H), 4.27 (d, 1H), 4.08 (m, 1H), 3.96 (m, 1H), 0.93 (i.e. , 3H). Example No.1.1-103:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.98 (br. d, 1H, NH), 7.80 (d, 2H), 7.68 (d, 2H), 4.32 (m, 1H), 3.87 (q, 2H), 2.78 (dd, 1H), 2.42 (dd, 1H), 1.11 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.98 (br.d, 1H, NH), 7.80 (d, 2H), 7.68 (d, 2H), 4.32 (m, 1H), 3.87 ( q, 2H), 2.78 (dd, 1H), 2.42 (dd, 1H), 1.11 (t, 3H).
Beispiel No.1.1-106: Example No.1.1-106:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 13.74 (br. s, 1H, NH), 8.93 (br. d, 1H, NH), 8.90 (s, 1H), 7.60 (d, 2H), 7.43 (s, 1H), 7.38 (d, 2H), 4.36 (m, 1H), 3.74 (s, 3H), 3.22 (dd, 1H), 3.18 (dd, 1H). Beispiel No.1.1-108: 1H-NMR (400 MHz, d 6 -DMSO δ, ppm) 13.74 (br.s, 1H, NH), 8.93 (br.d, 1H, NH), 8.90 (s, 1H), 7.60 (d, 2H) , 7.43 (s, 1H), 7.38 (d, 2H), 4.36 (m, 1H), 3.74 (s, 3H), 3.22 (dd, 1H), 3.18 (dd, 1H). Example No.1.1-108:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.75 (br. d, 1H, NH), 8.42 (m, 2H), 7.64 (d, 2H), 7.52 (d, 2H), 7.28 (m, 2H), 4.68 (q, 2H), 3.48 (s, 3H), 2.73 (m, 2H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.75 (br.d, 1H, NH), 8.42 (m, 2H), 7.64 (d, 2H), 7.52 (d, 2H), 7.28 ( m, 2H), 4.68 (q, 2H), 3.48 (s, 3H), 2.73 (m, 2H).
Beispiel No.1.2-1: Example No.1.2-1:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.88 (br. t, 1H, NH), 8.59 (d, 1H), 8.27 (d, 1H), 8.18 (d, 1H), 8.11 (d, 1H), 7.72 (m, 1H), 7.68 (m, 2H), 4.09 (d, 2H). Beispiel No. I.2-2: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.88 (br.t, 1H, NH), 8.59 (d, 1H), 8.27 (d, 1H), 8.18 (d, 1H), 8.11 (d, 1H), 7.72 (m, 1H), 7.68 (m, 2H), 4.09 (d, 2H). Example No. I.2-2:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.99 (br. d, 1H, NH), 8.57 (d, 1H), 8.28 (d, 1H), 8.19 (d, 1H), 8.11 (d, 1H), 7.73 (m, 1H), 7.67 (m, 2H), 4.42 (m, 1H), 1.29 (d, 3H). Beispiel No. I.2-3: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.99 (br.d, 1H, NH), 8.57 (d, 1H), 8.28 (d, 1H), 8.19 (d, 1H), 8.11 (d, 1H), 7.73 (m, 1H), 7.67 (m, 2H), 4.42 (m, 1H), 1.29 (d, 3H). Example No. I.2-3:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.88 (br. s, 1H, NH), 8.61 (d, 1H), 8.26 (d, 1H), 8.23 (d, 1H), 8.10 (d, 1H), 7.72 (m, 1H), 7.68 (m, 2H), 1.49 (s, 6H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.88 (br.s, 1H, NH), 8.61 (d, 1H), 8.26 (d, 1H), 8.23 (d, 1H), 8.10 (d, 1H), 7.72 (m, 1H), 7.68 (m, 2H), 1.49 (s, 6H).
Beispiel No. I.2-4: Example No. I.2-4:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.98 (br. d, 1H, NH), 8.53 (d, 1H), 8.28 (d, 1H), 8.20 (d, 1H), 8.10 (d, 1H), 7.73 (m, 1H), 7.67 (m, 2H), 4.12 (dd, 1H), 1.82 (m, 1H), 0.84 (d, 3H), 0.78 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.98 (br.d, 1H, NH), 8.53 (d, 1H), 8.28 (d, 1H), 8.20 (d, 1H), 8.10 ( d, 1H), 7.73 (m, 1H), 7.67 (m, 2H), 4.12 (dd, 1H), 1.82 (m, 1H), 0.84 (d, 3H), 0.78 (d, 3H).
Beispiel No. I.2-9: Example No. I.2-9:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.91 (br. s, 1 H, NH), 8.60 (d, 1 H), 8.25 (d,1 H NMR (400 MHz, d 6 -DMSO δ, ppm), 8.91 (br, s, 1 H, NH), 8.60 (d, 1 H), 8.25 (d,
1H), 8.23 (d, 1H), 8.10 (d, 1H), 7.70 (m, 1H), 7.65 (m, 2H), 3.59 (d, 1H), 3.40 (d, 1H), 3.19 (s, 3H), 1.48 (s, 3H). 1H), 8.23 (d, 1H), 8.10 (d, 1H), 7.70 (m, 1H), 7.65 (m, 2H), 3.59 (d, 1H), 3.40 (d, 1H), 3.19 (s, 3H ), 1.48 (s, 3H).
Beispiel No.1.2-13: Example No.1.2-13:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.75 (br. s, 1 H, NH), 8.61 (d, 1 H), 8.23 (d, 1H), 8.21 (d, 1H), 8.09 (d, 1H), 7.71 (m, 1H), 7.66 (m, 2H), 1.84 (m, 1H), 1.75 (m, 1H), 1.44 (s, 3H), 0.74 (t, 3H). Beispiel No.1.2-14: 1H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.75 (br.s, 1H, NH), 8.61 (d, 1H), 8.23 (d, 1H), 8.21 (d, 1H), 8.09 (d, 1H), 7.71 (m, 1H), 7.66 (m, 2H), 1.84 (m, 1H), 1.75 (m, 1H), 1.44 (s, 3H), 0.74 (t, 3H). Example No.1.2-14:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.70 (br. s, 1H, NH), 8.60 (d, 1H), 8.24 (d, 1H), 8.22 (d, 1H), 8.10 (d, 1H), 7.73 (m, 1H), 7.69 (m, 2H), 1.78 (m, 1H), 1.66 (m, 1 H), 1.62 (m, 1 H), 1.48 (s, 3H), 0.80 (d, 3H), 0.72 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.70 (br.s, 1H, NH), 8.60 (d, 1H), 8.24 (d, 1H), 8.22 (d, 1H), 8.10 (d, 1H), 7.73 (m, 1H), 7.69 (m, 2H), 1.78 (m, 1H), 1.66 (m, 1H), 1.62 (m, 1H), 1.48 (s, 3H), 0.80 (d, 3H), 0.72 (d, 3H).
Beispiel No. I.2-23: Example No. I.2-23:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.96 (br. s, 1H, NH), 8.62 (d, 1H), 8.22 (d, 1H), 8.13 (d, 1H), 8.08 (d, 1H), 7.72 (m, 1H), 7.68 (m, 1H), 7.59 (m, 1H), 7.24 (m, 2H), 7.21 (m, 3H), 3.20 (d, 1H), 3.06 (d, 1H), 1.39 (s, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.96 (br.s, 1H, NH), 8.62 (d, 1H), 8.22 (d, 1H), 8.13 (d, 1H), 8.08 (d, 1H), 7.72 (m, 1H), 7.68 (m, 1H), 7.59 (m, 1H), 7.24 (m, 2H), 7.21 (m, 3H), 3.20 (d, 1H), 3.06 ( d, 1H), 1.39 (s, 3H).
Beispiel No. I.2-24: Example No. I.2-24:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.62 (d, 1H), 8.39 (br. t, 1H, NH), 8.24 (d, 1H), 8.13 (d, 1H), 8.09 (d, 1H), 7.71 (m, 1H), 7.66 (m, 2H), 3.03 (m, 2H), 2.61 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.62 (d, 1H), 8.39 (br.t, 1H, NH), 8.24 (d, 1H), 8.13 (d, 1H), 8.09 (d, 1H), 7.71 (m, 1H), 7.66 (m, 2H), 3.03 (m, 2H), 2.61 (m, 2H).
Beispiel No. I.2-28: Example No. I.2-28:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.66 (br. d, 1H, NH), 8.21 (d, 1H), 8.13 (d, 1H), 8.06 (d, 1H), 8.04 (d, 1H), 7.69 (dd, 1H), 7.62 (m, 2H), 3.60 (q, 2H), 3.53 (m, 1 H), 2.34 (dd, 1 H), 2.12 (dd, 1 H), 1.62 (m, 1 H), 0.95 (t, 3H), 0.69 (d, 3H), 0.59 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.66 (br.d, 1H, NH), 8.21 (d, 1H), 8.13 (d, 1H), 8.06 (d, 1H), 8.04 ( d, 1H), 7.69 (dd, 1H), 7.62 (m, 2H), 3.60 (q, 2H), 3.53 (m, 1H), 2.34 (dd, 1H), 2.12 (dd, 1H), 1.62 (m, 1H), 0.95 (t, 3H), 0.69 (d, 3H), 0.59 (d, 3H).
Beispiel No. I.2-34: Example No. I.2-34:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.62 (br. d, 1H, NH), 8.24 (d, 1H), 8.12 (d, 1H), 8.10 (d, 1H), 8.08 (d, 1H), 7.69 (dd, 1H), 7.66 (m, 2H), 3.87 (q, 2H), 3.03 (m, 1H), 2.36 (m, 2H), 1.05 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.62 (br.d, 1H, NH), 8.24 (d, 1H), 8.12 (d, 1H), 8.10 (d, 1H), 8.08 ( d, 1H), 7.69 (dd, 1H), 7.66 (m, 2H), 3.87 (q, 2H), 3.03 (m, 1H), 2.36 (m, 2H), 1.05 (t, 3H).
Beispiel No. I.2-60: Example No. I.2-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.68 (br. d, 1H, NH), 8.56 (d, 1H), 8.07 (d, 1 H), 7.96 (m, 2H), 7.62 (m, 2H), 7.47 (m, 1 H), 7.00 (m, 2H), 6.93 (m, 3H), 4.62 (m, 1H), 3.68 (q, 2H), 2.67 (dd, 1H), 2.62 (dd, 1H), 0.97 (t, 3H). Beispiel No.1.2-61: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.68 (br.d, 1H, NH), 8.56 (d, 1H), 8.07 (d, 1H), 7.96 (m, 2H), 7.62 (m, 2H), 7.47 (m, 1H), 7.00 (m, 2H), 6.93 (m, 3H), 4.62 (m, 1H), 3.68 (q, 2H), 2.67 (dd, 1H), 2.62 (dd, 1H), 0.97 (t, 3H). Example No.1.2-61:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.52 (br. d, 1H, NH), 8.20 (d, 1H), 8.16 (d, 1H), 8.05 (d, 1H), 8.03 (m, 1H), 7.62 (m, 2H), 7.57 (m, 2H), 7.01 (m, 3H), 6.91 (m, 2H), 3.68 (m, 1H), 3.14 (s, 3H), 2.60 (m, 2H), 2.32 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.52 (br.d, 1H, NH), 8.20 (d, 1H), 8.16 (d, 1H), 8.05 (d, 1H), 8.03 ( m, 1H), 7.62 (m, 2H), 7.57 (m, 2H), 7.01 (m, 3H), 6.91 (m, 2H), 3.68 (m, 1H), 3.14 (s, 3H), 2.60 (m , 2H), 2.32 (m, 2H).
Beispiel No. I.2-62: Example No. I.2-62:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.63 (br. d, 1H, NH), 8.22 (d, 1H), 8.17 (d, 1H), 8.08 (d, 1H), 8.00 (d, 1H), 7.66 (m, 3H), 3.76 (q, 2H), 3.43 (m, 1H), 2.25 (m, 2H), 1.22 (m, 2H), 1.02 (t, 3H), 1.00 (m, 1H), 0.59 (d, 3H), 0.32 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.63 (br.d, 1H, NH), 8.22 (d, 1H), 8.17 (d, 1H), 8.08 (d, 1H), 8.00 ( d, 1H), 7.66 (m, 3H), 3.76 (q, 2H), 3.43 (m, 1H), 2.25 (m, 2H), 1.22 (m, 2H), 1.02 (t, 3H), 1.00 (m , 1H), 0.59 (d, 3H), 0.32 (d, 3H).
Beispiel No. I.2-63: Example No. I.2-63:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.66 (br. d, 1H, NH), 8.57 (d, 1H), 8.23 (d, 1H), 8.12 (d, 1H), 8.09 (d, 1H), 7.67 (m, 3H), 4.13 (m, 1H), 3.22 (s, 3H), 3.19 (s, 3H), 2.69 (dd, 1H), 2.53 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.66 (br.d, 1H, NH), 8.57 (d, 1H), 8.23 (d, 1H), 8.12 (d, 1H), 8.09 ( d, 1H), 7.67 (m, 3H), 4.13 (m, 1H), 3.22 (s, 3H), 3.19 (s, 3H), 2.69 (dd, 1H), 2.53 (dd, 1H).
Beispiel No. I.2-70: Example No. I.2-70:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.62 (d, 1H), 8.20 (d, 1H), 8.09 (m, 2H), 7.95 (br. t, 1H, NH), 7.69 (m, 1H), 7.64 (m, 2H), 2.78 (m, 2H), 2.08 (t, 2H), 1.50 (quint, 2H), 1.30 (s, 9H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.62 (d, 1H), 8.20 (d, 1H), 8.09 (m, 2H), 7.95 (br t, 1H, NH), 7.69 ( m, 1H), 7.64 (m, 2H), 2.78 (m, 2H), 2.08 (t, 2H), 1.50 (quint, 2H), 1.30 (s, 9H).
Beispiel No.1.2-71: Example No.1.2-71:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.63 (d, 1H), 8.58 (br. t, 1H, NH), 8.21 (d, 1H), 8.10 (d, 1H), 8.08 (d, 1H), 7.72 (m, 1H), 7.66 (m, 1H), 7.61 (m, 1H), 3.78 (q, 2H), 3.72 (d, 2H), 0.91 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.63 (d, 1H), 8.58 (br.t, 1H, NH), 8.21 (d, 1H), 8.10 (d, 1H), 8.08 (d, 1H), 7.72 (m, 1H), 7.66 (m, 1H), 7.61 (m, 1H), 3.78 (q, 2H), 3.72 (d, 2H), 0.91 (t, 3H).
Beispiel No. I.2-74: Example No. I.2-74:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.87 (br. d, 1H, NH), 8.43 (d, 1H), 8.39 (s, 1H), 8.22 (d, 1H), 8.08 (m, 1H), 8.05 (d, 1H), 7.68 (m, 1H), 7.60 (m, 1H), 7.04 (s, 1H), 4.12 (m, 1H), 3.49 (s, 3H), 3.29 (s, 3H), 2.94 (dd, 1H), 2.81 (dd, 1H). Beispiel No. I.2-75: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.87 (br.d, 1H, NH), 8.43 (d, 1H), 8.39 (s, 1H), 8.22 (d, 1H), 8.08 ( m, 1H), 8.05 (d, 1H), 7.68 (m, 1H), 7.60 (m, 1H), 7.04 (s, 1H), 4.12 (m, 1H), 3.49 (s, 3H), 3.29 (s , 3H), 2.94 (dd, 1H), 2.81 (dd, 1H). Example No. I.2-75:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.69 (br. d, 1H, NH), 8.59 (d, 1H), 8.22 (d, 1H), 8.11 (d, 1H), 8.07 (d, 1H), 7.71 (m, 1H), 7.64 (m, 1H), 7.60 (m, 1H), 3.42 (m, 1H), 3.10 (s, 3H), 1.84 (m, 1H), 0.72 (d, 3H), 0.63 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.69 (br.d, 1H, NH), 8.59 (d, 1H), 8.22 (d, 1H), 8.11 (d, 1H), 8.07 (d, 1H), 7.71 (m, 1H), 7.64 (m, 1H), 7.60 (m, 1H), 3.42 (m, 1H), 3.10 (s, 3H), 1.84 (m, 1H), 0.72 ( d, 3H), 0.63 (d, 3H).
Beispiel No. I.2-77: Example No. I.2-77:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.57 (br. d, 1H, NH), 8.55 (d, 1H), 8.22 (d, 1H), 8.12 (d, 1H), 8.09 (d, 1H), 7.70 (m, 1H), 7.65 (m, 1H), 7.61 (m, 1H), 3.65 (m, 1H), 3.15 (s, 3H), 1.41 (m, 2H), 1.27 (m, 1H), 0.68 (d, 3H), 0.41 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.57 (br.d, 1H, NH), 8.55 (d, 1H), 8.22 (d, 1H), 8.12 (d, 1H), 8.09 (d, 1H), 7.70 (m, 1H), 7.65 (m, 1H), 7.61 (m, 1H), 3.65 (m, 1H), 3.15 (s, 3H), 1.41 (m, 2H), 1.27 ( m, 1H), 0.68 (d, 3H), 0.41 (d, 3H).
Beispiel No. I.2-80: Example No. I.2-80:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.81 (br. d, 1H, NH), 8.58 (d, 1H), 8.16 (d, 1H), 8.04 (d, 1H), 7.92 (d, 1H), 7.64 (m, 2H), 7.51 (m, 1H), 7.04 (m, 5H), 3.92 (m, 1H), 3.59 (m, 1H), 3.52 (m, 1H), 2.89 (dd, 1H), 2.77 (dd, 1H), 0.75 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.81 (br.d, 1H, NH), 8.58 (d, 1H), 8.16 (d, 1H), 8.04 (d, 1H), 7.92 (d, 1H), 7.64 (m, 2H), 7.51 (m, 1H), 7.04 (m, 5H), 3.92 (m, 1H), 3.59 (m, 1H), 3.52 (m, 1H), 2.89 ( dd, 1H), 2.77 (dd, 1H), 0.75 (t, 3H).
Beispiel No. I.2-83: Example No. I.2-83:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.64 (br. d, 1H, NH), 8.21 (d, 1H), 8.13 (d, 1H), 8.08 (d, 1H), 8.05 (d, 1H), 7.69 (dd, 1H), 7.64 (m, 2H), 3.37 (m, 1H), 3.12 (s, 3H), 2.36 (dd, 1 H), 2.11 (dd, 1 H), 1.54 (m, 1 H), 1.44 (m, 3H), 1.38 (m, 1 H), 1.16 (m, 1 H), 0.89 (m, 2H), 0.78 (m, 2H), 0.68 (m, 1 H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.64 (br.d, 1H, NH), 8.21 (d, 1H), 8.13 (d, 1H), 8.08 (d, 1H), 8.05 ( d, 1H), 7.69 (dd, 1H), 7.64 (m, 2H), 3.37 (m, 1H), 3.12 (s, 3H), 2.36 (dd, 1H), 2.11 (dd, 1H), 1.54 (m, 1H), 1.44 (m, 3H), 1.38 (m, 1H), 1.16 (m, 1H), 0.89 (m, 2H), 0.78 (m, 2H), 0.68 (m, 1H ).
Beispiel No. I.2-84: Example No. I.2-84:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.64 (br. d, 1H, NH), 8.61 (d, 1H), 8.21 (d, 1H), 8.10 (d, 1H), 8.07 (d, 1H), 7.68 (m, 2H), 7.61 (m, 1H), 6.78 (br. t, 1H), 3.72 (m, 1 H), 3.32 (s, 3H), 2.70 (m, 2H), 1.49 (m, 2H), 1.34 (s, 9H), 1.28 (m, 1 H), 1.16 (m, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm), 8.64 (br.d, 1H, NH), 8.61 (d, 1H), 8.21 (d, 1H), 8.10 (d, 1H), 8.07 (d, 1H), 7.68 (m, 2H), 7.61 (m, 1H), 6.78 (br t, 1H), 3.72 (m, 1H), 3.32 (s, 3H), 2.70 (m, 2H) , 1.49 (m, 2H), 1.34 (s, 9H), 1.28 (m, 1H), 1.16 (m, 1H).
Beispiel No. I.2-86: Example No. I.2-86:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.88 (br. d, 1H, NH), 8.62 (d, 1H), 8.22 (d, 1 H), 8.14 (d, 1 H), 8.08 (d, 1 H), 7.68 (m, 2H), 7.63 (m, 1 H), 3.91 (m, 1 H), 3.11 (s, 3H), 2.74 (s, 1H), 2.49 (m, 1H), 2.43 (m, 1H). Beispiel No.1.2-90: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.88 (br.d, 1H, NH), 8.62 (d, 1H), 8.22 (d, 1H), 8.14 (d, 1H) , 8.08 (d, 1H), 7.68 (m, 2H), 7.63 (m, 1H), 3.91 (m, 1H), 3.11 (s, 3H), 2.74 (s, 1H), 2.49 (m, 1H), 2.43 (m, 1H). Example No.1.2-90:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.80 (br. d, 1H, NH), 8.49 (d, 1H), 8.12 (d, 1H), 8.00 (d, 1H), 7.91 (d, 1H), 7.62 (m, 2H), 7.49 (m, 1H), 6.95 (m, 2H), 6.63 (m, 2H), 3.88 (m, 1H), 3.28 (s, 3H), 2.86 (m, 1H), 2.69 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.80 (br.d, 1H, NH), 8.49 (d, 1H), 8.12 (d, 1H), 8.00 (d, 1H), 7.91 (d, 1H), 7.62 (m, 2H), 7.49 (m, 1H), 6.95 (m, 2H), 6.63 (m, 2H), 3.88 (m, 1H), 3.28 (s, 3H), 2.86 ( m, 1H), 2.69 (m, 1H).
Beispiel No. I.2-92: Example No. I.2-92:
1H-NMR (400 MHz, d6-DMSO δ, ppm), 8.77 (br. d, 1H, NH), 8.74 (d, 1H), 8.19 (d, 1H), 8.15 (d, 1H), 8.07 (d, 1H), 7.66 (m, 2H), 7.56 (m, 1H), 7.23 (m, 6H), 7.12 (m, 4H), 4.83 (d, 1H), 4.66 (d, 1H), 4.36 (d, 1H), 4.21 (d, 1H), 4.01 (m, 1H), 3.82 (m, 1H), 0.93 (d,3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm), 8.77 (br.d, 1H, NH), 8.74 (d, 1H), 8.19 (d, 1H), 8.15 (d, 1H), 8.07 (d, 1H), 7.66 (m, 2H), 7.56 (m, 1H), 7.23 (m, 6H), 7.12 (m, 4H), 4.83 (d, 1H), 4.66 (d, 1H), 4.36 ( d, 1H), 4.21 (d, 1H), 4.01 (m, 1H), 3.82 (m, 1H), 0.93 (d, 3H).
Beispiel No.1.2-103: Example No.1.2-103:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.15 (br. d, 1H, NH), 8.55 (d, 1H), 8.22 (d, 1H), 8.13 (d, 1H), 8.08 (d, 1H), 7.65 (m, 3H), 4.29 (m, 1H), 3.62 (m, 1H), 3.49 (m, 1 H), 2.69 (dd, 1 H), 2.40 (dd, 1 H), 0.93 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 9.15 (br d, 1H, NH), 8.55 (d, 1H), 8.22 (d, 1H), 8.13 (d, 1H), 8.08 ( d, 1H), 7.65 (m, 3H), 4.29 (m, 1H), 3.62 (m, 1H), 3.49 (m, 1H), 2.69 (dd, 1H), 2.40 (dd, 1H), 0.93 (t, 3H).
Beispiel No.1.2-106: Example No.1.2-106:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 13.70 (br. s, 1H, NH), 8.91 (br. d, 1H, NH), 8.60 (s, 1H), 8.51 (d, 1H), 8.24 (d, 1H), 8.03 (d, 1H), 7.99 (d, 1H), 7.83 (m, 2H), 7.76 (m, 1 H), 7.12 (s, 1 H), 4.20 (m, 1 H), 3.24 (s, 3H), 3.03 (dd, 1 H), 2.92 (dd, 1 H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 13.70 (br.s, 1H, NH), 8.91 (br.d, 1H, NH), 8.60 (s, 1H), 8.51 (d, 1H ), 8.24 (d, 1H), 8.03 (d, 1H), 7.99 (d, 1H), 7.83 (m, 2H), 7.76 (m, 1H), 7.12 (s, 1H), 4.20 (m, 1H), 3.24 (s, 3H), 3.03 (dd, 1H), 2.92 (dd, 1H).
Beispiel No.1.2-108: Example No.1.2-108:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.91 (br. d, 1H, NH), 8.55 (d, 1H), 8.15 (m, 2H), 8.08 (d, 1H), 8.02 (d, 1H), 7.97 (d, 1H), 7.66 (m, 1H), 7.62 (m, 1H), 7.49 (m, 1 H), 7.07 (m, 2H), 4.62 (q, 2H), 3.64 (s, 3H), 2.65 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.91 (br.d, 1H, NH), 8.55 (d, 1H), 8.15 (m, 2H), 8.08 (d, 1H), 8.02 ( d, 1H), 7.97 (d, 1H), 7.66 (m, 1H), 7.62 (m, 1H), 7.49 (m, 1H), 7.07 (m, 2H), 4.62 (q, 2H), 3.64 ( s, 3H), 2.65 (m, 2H).
Beispiel No.1.2-109: Example No.1.2-109:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.86 (br. d, 1H, NH), 8.57 (d, 1H), 8.04 (m, 2H), 7.94 (d, 1H), 7.65 (m, 1H), 7.60 (m, 1H), 7.47 (m, 1H), 7.23 (d, 1H), 7.07 (d, 1H), 6.92 (dd, 1H), 6.74 (dd, 1H), 5.15 (m, 1H), 3.72 (q, 2H), 2.59 (dd, 1H), 2.55 (dd, 1H), 0.99 (t, 3H). Beispiel No.1.2-110: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.86 (br.d, 1H, NH), 8.57 (d, 1H), 8.04 (m, 2H), 7.94 (d, 1H), 7.65 ( m, 1H), 7.60 (m, 1H), 7.47 (m, 1H), 7.23 (d, 1H), 7.07 (d, 1H), 6.92 (dd, 1H), 6.74 (dd, 1H), 5.15 (m , 1H), 3.72 (q, 2H), 2.59 (dd, 1H), 2.55 (dd, 1H), 0.99 (t, 3H). Example No.1.2-110:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.71 (br. d, 1H, NH), 8.49 (d, 1H), 8.09 (d, 1H), 7.97 (m, 2H), 7.64 (m, 2H), 7.48 (m, 1H), 7.04 (d, 2H), 6.90 (d, 2H), 4.58 (m, 1H), 3.28 (s, 3H), 2.70 (dd, 1H), 2.62 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.71 (br.d, 1H, NH), 8.49 (d, 1H), 8.09 (d, 1H), 7.97 (m, 2H), 7.64 ( m, 2H), 7.48 (m, 1H), 7.04 (d, 2H), 6.90 (d, 2H), 4.58 (m, 1H), 3.28 (s, 3H), 2.70 (dd, 1H), 2.62 (dd , 1H).
Beispiel No.1.3-1: Example No.1.3-1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.58 (m, 1 H), 8.45 (m, 1 H), 8.15 (d, 1 H), 7.92 (d, 1H), 7.72-7.78 (m, 2H), 5.00-5.10 (br. t, 1H, NH), 3.96 (d, 2H). Beispiel No. I.3-24: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 8.58 (m, 1H), 8.45 (m, 1H), 8.15 (d, 1H), 7.92 (d, 1H), 7.72-7.78 (m , 2H), 5.00-5.10 (br t, 1H, NH), 3.96 (d, 2H). Example No. I.3-24:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.62 (d, 1 H), 8.42 (d, 1 H), 8.09 (d, 1 H), 7.89 (d, 1H), 7.73-7.77 (m, 2H), 5.28-5.31 (br. t, 1H, NH), 3.21 (m, 2H), 2.55 (m, 2H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 8.62 (d, 1H), 8.42 (d, 1H), 8.09 (d, 1H), 7.89 (d, 1H), 7.73-7.77 (m, 2H), 5.28-5.31 (br t, 1H, NH), 3.21 (m, 2H), 2.55 (m, 2H).
Beispiel No. I.3-26: Example No. I.3-26:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.64 (d, 1H), 8.41 (d, 1H), 8.11 (d, 1H), 7.89 (d, 1H), 7.74-7.78 (m, 2H), 4.96 (br. d, 1H, NH), 3.31 (m, 1H), 2.58 (dd, 1H), 2.50 (dd, 1 H), 1.51 (m, 1 H), 1.47 (m, 1 H), 0.58 (t, 3H). 1H-NMR (400MHz, CDCl3 δ, ppm) 8.64 (d, 1H), 8.41 (d, 1H), 8.11 (d, 1H), 7.89 (d, 1H), 7.74-7.78 (m, 2H), 4.96 ( br. d, 1H, NH), 3.31 (m, 1H), 2.58 (dd, 1H), 2.50 (dd, 1H), 1.51 (m, 1H), 1.47 (m, 1H), 0.58 (t , 3H).
Beispiel No. I.3-28: Example No. I.3-28:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.66 (d, 1 H), 8.38 (d, 1 H), 8.12 (d, 1 H), 7.88 (d, 1H), 7.70 (m, 2H), 5.55 (br. d, 1H, NH), 3.87 (q, 2H), 3.24 (m, 1H), 2.33 (dd, 1H), 2.18 (dd, 1H), 1.78 (m, 1H), 1.12 (t, 3H), 0.73 (d, 3H), 0.70 (d, 3H). 1H-NMR (400 MHz, CDCl3 δ, ppm) 8.66 (d, 1H), 8.38 (d, 1H), 8.12 (d, 1H), 7.88 (d, 1H), 7.70 (m, 2H), 5.55 (br d, 1H, NH), 3.87 (q, 2H), 3.24 (m, 1H), 2.33 (dd, 1H), 2.18 (dd, 1H), 1.78 (m, 1H), 1.12 (t, 3H), 0.73 (d, 3H), 0.70 (d, 3H).
Beispiel No. I.3-34: Example No. I.3-34:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.67 (d, 1 H), 8.32 (d, 1 H), 8.27 (br. t, 1 H, NH), 8.07 (d, 1H), 8.02 (d, 1H), 7.82 (m, 2H), 3.82 (q, 2H), 3.03 (m, 2H), 2.35 (t, 2H), 1.03 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.67 (d, 1 H), 8.32 (d, 1 H), 8.27 (br t, 1 H, NH), 8.07 (d, 1H), 8.02 (d, 1H), 7.82 (m, 2H), 3.82 (q, 2H), 3.03 (m, 2H), 2.35 (t, 2H), 1.03 (t, 3H).
Beispiel No.1.3-41: Example No.1.3-41:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.62 (m, 1H), 8.38 (m, 1H), 8.14 (d, 1H), 7.87 (d, 1H), 7.68-7.74 (m, 2H), 5.50 (br. d, 1H, NH), 3.85-3.98 (m, 2H), 3.62-3.70 (m, 1H), 2.30 (d, 2H), 1.12-1.18 (t, 3H), 1.08-1.10 (d, 3H). Beispiel No.1.3-42: 1H-NMR (400MHz, CDCl3 δ, ppm) 8.62 (m, 1H), 8.38 (m, 1H), 8.14 (d, 1H), 7.87 (d, 1H), 7.68-7.74 (m, 2H), 5.50 ( br. d, 1H, NH), 3.85-3.98 (m, 2H), 3.62-3.70 (m, 1H), 2.30 (d, 2H), 1.12-1.18 (t, 3H), 1.08-1.10 (d, 3H ). Example No.1.3-42:
1H-NMR(400MHz, CDC δ, ppm) 8.60 (m, 1H), 8.36 (m, 1H), 8.14 (d, 1H), 7.86- 7.90 (d, 1H), 7.70 (m, 2H), 5.40-5.45 (br. d, 1H, NH), 3.65-3.72 (m, 1H), 2.45 (d, 2H), 1.10 (d,3H). 1 H NMR (400MHz, CDC δ, ppm) 8.60 (m, 1H), 8.36 (m, 1H), 8.14 (d, 1H), 7.86-7.90 (d, 1H), 7.70 (m, 2H), 5.40 -5.45 (br d, 1H, NH), 3.65-3.72 (m, 1H), 2.45 (d, 2H), 1.10 (d, 3H).
Beispiel No. I.3-60: Example No. I.3-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.83 (br. d, 1H, NH), 8.57 (d, 1H), 8.14 (d, 1H), 7.83 (m, 2H), 7.74 (m, 2H), 6.91 (m, 3H), 6.84 (m, 2H), 4.58 (m, 1H), 3.69 (q, 2H), 2.67 (dd, 1H), 2.57 (dd, 1H), 0.96 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.83 (br.d, 1H, NH), 8.57 (d, 1H), 8.14 (d, 1H), 7.83 (m, 2H), 7.74 ( m, 2H), 6.91 (m, 3H), 6.84 (m, 2H), 4.58 (m, 1H), 3.69 (q, 2H), 2.67 (dd, 1H), 2.57 (dd, 1H), 0.96 (t , 3H).
Beispiel No.1.3-61: Example No.1.3-61:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.54 (d, 1H), 8.35 (d, 1H), 8.23 (br. d, 1H, NH), 7.92 (m, 2H), 7.75 (m, 2H), 6.88 (m, 5H), 3.68 (m, 1H), 3.22 (s, 3H), 2.60 (m, 2H), 2.40 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.54 (d, 1H), 8.35 (d, 1H), 8.23 (br, d, 1H, NH), 7.92 (m, 2H), 7.75 ( m, 2H), 6.88 (m, 5H), 3.68 (m, 1H), 3.22 (s, 3H), 2.60 (m, 2H), 2.40 (m, 2H).
Beispiel No. I.3-62: Example No. I.3-62:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.67 (d, 1H), 8.31 (d, 1H), 8.20 (br. d, 1H, NH), 8.06 (m, 2H), 7.82 (m, 2H), 3.68 (m, 2H), 3.40 (m, 1H), 2.23 (m, 2H), 1.22 (m, 2H), 1.01 (m, 1 H), 0.97 (t, 3H), 0.60 (d, 3H), 0.36 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.67 (d, 1H), 8.31 (d, 1H), 8.20 (br, d, 1H, NH), 8.06 (m, 2H), 7.82 ( m, 2H), 3.68 (m, 2H), 3.40 (m, 1H), 2.23 (m, 2H), 1.22 (m, 2H), 1.01 (m, 1H), 0.97 (t, 3H), 0.60 ( d, 3H), 0.36 (d, 3H).
Beispiel No. I.3-63: Example No. I.3-63:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.01 (br. d, 1H, NH), 8.63 (d, 1H), 8.32 (d, 1H), 8.07 (d, 1H), 8.02 (d, 1H), 7.82 (m, 2H), 4.13 (m, 1H), 3.24 (s, 3H), 3.22 (s, 3H), 2.68 (dd, 1H), 2.55 (dd, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 9.01 (br.d, 1H, NH), 8.63 (d, 1H), 8.32 (d, 1H), 8.07 (d, 1H), 8.02 ( d, 1H), 7.82 (m, 2H), 4.13 (m, 1H), 3.24 (s, 3H), 3.22 (s, 3H), 2.68 (dd, 1H), 2.55 (dd, 1H).
Beispiel No. I.3-70: Example No. I.3-70:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.69 (d, 1H), 8.31 (m, 1H), 8.10 (br. t, 1H, NH), 8.06 (d, 1H), 7.99 (d, 1H), 7.82 (m, 2H), 2.79 (m, 2H), 2.04 (t, 2H), 1.49 (quint, 2H), 1.29 (s, 9H). Beispiel No.1.3-71: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.69 (d, 1H), 8.31 (m, 1H), 8.10 (br.t, 1H, NH), 8.06 (d, 1H), 7.99 ( d, 1H), 7.82 (m, 2H), 2.79 (m, 2H), 2.04 (t, 2H), 1.49 (quint, 2H), 1.29 (s, 9H). Example No.1.3-71:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.73 (d, 1H), 8.69 (br. t, 1H, NH), 8.32 (m, 1H), 8.03 (d, 1H), 8.00 (d, 1H), 7.82 (m, 2H), 3.78 (q, 2H), 3.75 (d, 2H), 0.91 (t, 3H). Beispiel No. I.3-72: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.73 (d, 1H), 8.69 (br.t, 1H, NH), 8.32 (m, 1H), 8.03 (d, 1H), 8.00 ( d, 1H), 7.82 (m, 2H), 3.78 (q, 2H), 3.75 (d, 2H), 0.91 (t, 3H). Example No. I.3-72:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.72 (d, 1H), 8.63 (br. s, 1H, NH), 8.32 (m, 1H), 8.05 (d, 1H), 8.00 (d, 1H), 7.83 (m, 2H), 3.37 (s, 3H), 1.27 (s, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.72 (d, 1H), 8.63 (br.s, 1H, NH), 8.32 (m, 1H), 8.05 (d, 1H), 8.00 ( d, 1H), 7.83 (m, 2H), 3.37 (s, 3H), 1.27 (s, 2H).
Beispiel No. I.3-73: Example No. I.3-73:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.79 (br. d, 1H, NH), 8.73 (d, 1H), 8.31 (m,1H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.79 (br.d, 1H, NH), 8.73 (d, 1H), 8.31 (m,
1H), 8.06 (d, 1H), 8.00 (d, 1H), 7.84 (m, 2H), 3.70 (m, 1H), 3.18 (s, 3H), 1.48 (q, 2H), 1.13 (m, 1H), 1.06 (m, 1H), 0.60 (t, 3H). 1H), 8.06 (d, 1H), 8.00 (d, 1H), 7.84 (m, 2H), 3.70 (m, 1H), 3.18 (s, 3H), 1.48 (q, 2H), 1.13 (m, 1H ), 1.06 (m, 1H), 0.60 (t, 3H).
Beispiel No. I.3-74: Example No. I.3-74:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.01 (br. d, 1H, NH), 8.93 (d, 1H), 8.53 (s,1H NMR (400 MHz, d 6 -DMSO δ, ppm) 9.01 (br d, 1H, NH), 8.93 (d, 1H), 8.53 (s,
1H), 8.32 (d, 1H), 8.16 (d, 1H), 8.04 (d, 1H), 7.78 (m, 1H), 7.63 (m, 1H), 7.13 (s, 1H), 4.15 (m, 1H), 3.54 (s, 3H), 3.28 (s, 3H), 2.97 (dd, 1H), 2.83 (dd, 1H). 1H), 8.32 (d, 1H), 8.16 (d, 1H), 8.04 (d, 1H), 7.78 (m, 1H), 7.63 (m, 1H), 7.13 (s, 1H), 4.15 (m, 1H ), 3.54 (s, 3H), 3.28 (s, 3H), 2.97 (dd, 1H), 2.83 (dd, 1H).
Beispiel No. I.3-75: Example No. I.3-75:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.78 (d, 1H), 8.62 (br. d, 1H, NH), 8.31 (m, 1H), 8.04 (d, 1H), 7.99 (d, 1H), 7.82 (m, 2H), 3.44 (m, 1H), 3.12 (s, 3H), 1.85 (m, 1H), 0.72 (d, 3H), 0.64 (d, 3H). 1H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.78 (d, 1H), 8.62 (br d, 1H, NH), 8.31 (m, 1H), 8.04 (d, 1H), 7.99 (i.e. , 1H), 7.82 (m, 2H), 3.44 (m, 1H), 3.12 (s, 3H), 1.85 (m, 1H), 0.72 (d, 3H), 0.64 (d, 3H).
Beispiel No. I.3-76: Example No. I.3-76:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.80 (br. d, 1 H, NH), 8.72 (d, 1 H), 8.33 (m,1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.80 (br d, 1 H, NH), 8.72 (d, 1 H), 8.33 (m,
1H), 8.07 (d, 1H), 8.00 (d, 1H), 7.83 (m, 2H), 3.90 (m, 1H), 3.18 (s, 3H), 1.15 (d, 3H). 1H), 8.07 (d, 1H), 8.00 (d, 1H), 7.83 (m, 2H), 3.90 (m, 1H), 3.18 (s, 3H), 1.15 (d, 3H).
Beispiel No. I.3-77: Example No. I.3-77:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.81 (br. d, 1H, NH), 8.71 (d, 1H), 8.32 (m, 1H), 8.06 (d, 1H), 8.00 (d, 1H), 7.84 (m, 2H), 3.69 (m, 1H), 3.15 (s, 3H), 1.42 (m, 2H), 1.29 (m, 1H), 0.70 (d, 3H), 0.46 (d, 3H). Beispiel No.1.3-79: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.81 (br.d, 1H, NH), 8.71 (d, 1H), 8.32 (m, 1H), 8.06 (d, 1H), 8.00 ( d, 1H), 7.84 (m, 2H), 3.69 (m, 1H), 3.15 (s, 3H), 1.42 (m, 2H), 1.29 (m, 1H), 0.70 (d, 3H), 0.46 (i.e. , 3H). Example No.1.3-79:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.85 (br. d, 1H, NH), 8.71 (d, 1H), 8.32 (m, 1H), 8.07 (d, 1H), 8.00 (d, 1H), 7.85 (m, 2H), 3.88 (m, 1H), 3.28 (s, 3H), 2.23 (m, 1H), 2.04 (m, 1H), 1.75 (s, 3H), 1.71 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.85 (br.d, 1H, NH), 8.71 (d, 1H), 8.32 (m, 1H), 8.07 (d, 1H), 8.00 ( d, 1H), 7.85 (m, 2H), 3.88 (m, 1H), 3.28 (s, 3H), 2.23 (m, 1H), 2.04 (m, 1H), 1.75 (s, 3H), 1.71 (m , 2H).
Beispiel No. I.3-80: Example No. I.3-80:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.94 (br. d, 1H, NH), 8.61 (d, 1H), 8.24 (d, 1H), 7.91 (d, 1H), 7.79 (d, 1H), 7.75 (m, 2H), 6.95 (m, 5H), 3.94 (m, 1H), 3.68 (q, 2H), 2.91 (dd, 1H), 2.72 (dd, 1H), 0.82 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.94 (br.d, 1H, NH), 8.61 (d, 1H), 8.24 (d, 1H), 7.91 (d, 1H), 7.79 ( d, 1H), 7.75 (m, 2H), 6.95 (m, 5H), 3.94 (m, 1H), 3.68 (q, 2H), 2.91 (dd, 1H), 2.72 (dd, 1H), 0.82 (t , 3H).
Beispiel No. I.3-82: Example No. I.3-82:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.98 (br. d, 1H, NH), 8.43 (d, 1H), 8.39 (s, 1H), 8.26 (m, 2H), 7.95 (d, 1H), 7.82 (d, 1H), 7.79 (m, 2H), 7.63 (m, 1H), 7.19 (m, 1H), 4.15 (m, 1H), 3.38 (s, 3H), 3.11 (dd, 1H), 2.73 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.98 (br, d, 1H, NH), 8.43 (d, 1H), 8.39 (s, 1H), 8.26 (m, 2H), 7.95 ( d, 1H), 7.82 (d, 1H), 7.79 (m, 2H), 7.63 (m, 1H), 7.19 (m, 1H), 4.15 (m, 1H), 3.38 (s, 3H), 3.11 (dd , 1H), 2.73 (dd, 1H).
Beispiel No. I.3-83: Example No. I.3-83:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.68 (d, 1H), 8.30 (d, 1H), 8.22 (br. d, 1H, NH), 8.05 (d, 1H), 8.01 (d, 1H), 7.81 (m, 2H), 3.34 (m, 1H), 3.05 (s, 3H), 2.36 (dd, 1H), 2.09 (dd, 1H), 1.53 (m, 1H), 1.48 (m, 2H), 1.41 (m, 1H), 1.19 (m, 1H), 0.91 (m, 2H), 0.76-0.89 (m, 3H), 0.69 (m, 1 H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.68 (d, 1H), 8.30 (d, 1H), 8.22 (br d, 1H, NH), 8.05 (d, 1H), 8.01 ( d, 1H), 7.81 (m, 2H), 3.34 (m, 1H), 3.05 (s, 3H), 2.36 (dd, 1H), 2.09 (dd, 1H), 1.53 (m, 1H), 1.48 (m , 2H), 1.41 (m, 1H), 1.19 (m, 1H), 0.91 (m, 2H), 0.76-0.89 (m, 3H), 0.69 (m, 1 H).
Beispiel No. I.3-84: Example No. I.3-84:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.76 (br. d, 1H, NH), 8.71 (m, 1H), 8.31 (m, 1H), 8.04 (d, 1H), 7.99 (d, 1H), 7.82 (m, 2H), 6.66 (br. t, 1H, NH), 4.07 (m, 1H), 3.74 (m, 1H), 3.10 (s, 3H), 2.72 (m, 2H), 1.52 (m, 2H), 1.34 (s, 9H), 1.19 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.76 (br.d, 1H, NH), 8.71 (m, 1H), 8.31 (m, 1H), 8.04 (d, 1H), 7.99 ( d, 1H), 7.82 (m, 2H), 6.66 (br.t, 1H, NH), 4.07 (m, 1H), 3.74 (m, 1H), 3.10 (s, 3H), 2.72 (m, 2H) , 1.52 (m, 2H), 1.34 (s, 9H), 1.19 (m, 1H).
Beispiel No. I.3-86: Example No. I.3-86:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.99 (br. d, 1H, NH), 8.70 (m, 1H), 8.33 (m, 1H), 8.06 (d, 1H), 8.04 (d, 1H), 7.82 (m, 2H), 3.94 (m, 1H), 3.16 (s, 3H), 2.71 (s, 1H), 2.47 (m, 2H). Beispiel No.1.3-90: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.99 (br.d, 1H, NH), 8.70 (m, 1H), 8.33 (m, 1H), 8.06 (d, 1H), 8.04 ( d, 1H), 7.82 (m, 2H), 3.94 (m, 1H), 3.16 (s, 3H), 2.71 (s, 1H), 2.47 (m, 2H). Example No.1.3-90:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.92 (br. d, 1H, NH), 8.49 (d, 1H), 8.24 (d, 1H), 7.89 (d, 1H), 7.79 (d, 1H), 7.77 (m, 1H), 7.70 (m, 1H), 6.88 (m, 2H), 6.51 (m, 2H), 3.92 (m, 1H), 3.39 (s, 3H), 2.86 (dd, 1H), 2.63 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.92 (br.d, 1H, NH), 8.49 (d, 1H), 8.24 (d, 1H), 7.89 (d, 1H), 7.79 ( d, 1H), 7.77 (m, 1H), 7.70 (m, 1H), 6.88 (m, 2H), 6.51 (m, 2H), 3.92 (m, 1H), 3.39 (s, 3H), 2.86 (dd , 1H), 2.63 (dd, 1H).
Beispiel No.1.3-91: Example No.1.3-91:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.80 (br. d, 1H, NH), 8.74 (d, 1H), 8.32 (d, 1H), 8.05 (d, 1H), 8.03 (d, 1H), 7.81 (m, 2H), 3.88 (m, 1H), 3.34 (m, 2H), 3.33 (s, 3H), 0.83 (s, 9H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.80 (br.d, 1H, NH), 8.74 (d, 1H), 8.32 (d, 1H), 8.05 (d, 1H), 8.03 ( d, 1H), 7.81 (m, 2H), 3.88 (m, 1H), 3.34 (m, 2H), 3.33 (s, 3H), 0.83 (s, 9H).
Beispiel No. I.3-92: Example No. I.3-92:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.87 (br. d, 1H, NH), 8.84 (d, 1H), 8.29 (d, 1H), 8.03 (d, 1H), 7.94 (d, 1H), 7.78 (m, 2H), 7.27 (m, 3H), 7.10 (m, 2H), 4.84 (d, 1H), 4.69 (d, 1H), 4.39 (d, 1H), 4.21 (d, 1H), 4.05 (m, 1H), 3.87 (m, 1H), 0.93 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.87 (br.d, 1H, NH), 8.84 (d, 1H), 8.29 (d, 1H), 8.03 (d, 1H), 7.94 ( d, 1H), 7.78 (m, 2H), 7.27 (m, 3H), 7.10 (m, 2H), 4.84 (d, 1H), 4.69 (d, 1H), 4.39 (d, 1H), 4.21 (i.e. , 1H), 4.05 (m, 1H), 3.87 (m, 1H), 0.93 (d, 3H).
Beispiel No.1.3-103: Example No.1.3-103:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.32 (br. d, 1H, NH), 8.62 (d, 1H), 8.32 (m, 1H), 8.05 (d, 1H), 8.03 (d, 1H), 7.82 (m, 2H), 4.28 (m, 1H), 3.59 (m, 1H), 3.41 (m, 1H), 2.71 (dd, 1H), 2.39 (dd, 1H), 0.91 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 9.32 (br.d, 1H, NH), 8.62 (d, 1H), 8.32 (m, 1H), 8.05 (d, 1H), 8.03 ( d, 1H), 7.82 (m, 2H), 4.28 (m, 1H), 3.59 (m, 1H), 3.41 (m, 1H), 2.71 (dd, 1H), 2.39 (dd, 1H), 0.91 (t , 3H).
Beispiel No.1.3-106: Example No.1.3-106:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 13.82 (br. s, 1H, NH), 8.98 (br. d, 1H, NH), 8.58 (s, 1H), 8.52 (d, 1H), 8.30 (d, 1H), 8.05 (d, 1H), 7.93 (d, 1H), 7.81 (m, 1H), 7.75 (m, 1H), 7.15 (s, 1H), 4.17 (m, 1H), 3.22 (s, 3H), 3.00 (dd, 1H), 2.89 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 13.82 (br.s, 1H, NH), 8.98 (br.d, 1H, NH), 8.58 (s, 1H), 8.52 (d, 1H ), 8.30 (d, 1H), 8.05 (d, 1H), 7.93 (d, 1H), 7.81 (m, 1H), 7.75 (m, 1H), 7.15 (s, 1H), 4.17 (m, 1H) , 3.22 (s, 3H), 3.00 (dd, 1H), 2.89 (dd, 1H).
Beispiel No.1.3-108: Example No.1.3-108:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.09 (br. d, 1H, NH), 8.59 (d, 1H), 8.23 (m, 3H), 7.92 (m, 2H), 7.79 (m, 2H), 7.21 (m, 2H), 4.67 (q, 2H), 3.79 (s, 3H), 2.68 (m, 2H). Beispiel No.1.3-109: 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 9.09 (br d, 1H, NH), 8.59 (d, 1H), 8.23 (m, 3H), 7.92 (m, 2H), 7.79 ( m, 2H), 7.21 (m, 2H), 4.67 (q, 2H), 3.79 (s, 3H), 2.68 (m, 2H). Example No.1.3-109:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 9.01 (br. d, 1H, NH), 8.60 (m, 1H), 8.15 (m, 1H), 7.91 (d, 1H), 7.86 (d, 1H), 7.76 (m, 2H), 7.13 (d, 1H), 7.03 (d, 1H), 6.90 (dd, 1H), 6.65 (dd, 1H), 5.13 (m, 1H), 3.73 (q, 2H), 2.62 (dd, 1H), 2.55 (dd, 1H), 1.02 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 9.01 (br d, 1H, NH), 8.60 (m, 1H), 8.15 (m, 1H), 7.91 (d, 1H), 7.86 ( d, 1H), 7.76 (m, 2H), 7.13 (d, 1H), 7.03 (d, 1H), 6.90 (dd, 1H), 6.65 (dd, 1H), 5.13 (m, 1H), 3.73 (q , 2H), 2.62 (dd, 1H), 2.55 (dd, 1H), 1.02 (t, 3H).
Beispiel No.1.3-110: Example No.1.3-110:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.82 (br. d, 1H, NH), 8.53 (d, 1H), 8.19 (d, 1H), 7.87 (d, 1H), 7.85 (d, 1H), 7.77 (m, 1H), 7.75 (m, 1H), 6.93 (d, 2H), 6.80 (d, 2H), 4.52 (m, 1H), 3.32 (s, 3H), 2.73 (dd, 1H), 2.61 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.82 (br d, 1H, NH), 8.53 (d, 1H), 8.19 (d, 1H), 7.87 (d, 1H), 7.85 ( d, 1H), 7.77 (m, 1H), 7.75 (m, 1H), 6.93 (d, 2H), 6.80 (d, 2H), 4.52 (m, 1H), 3.32 (s, 3H), 2.73 (dd , 1H), 2.61 (dd, 1H).
Beispiel No.1.12-29: Example No.1.12-29:
1H-NMR(400MHz, CDCI3 δ, ppm) 12.05 (br. s, 2H, NH), 8.28 (d, 1H), 8.09 (d, 1H), 8.04 (d, 1H), 7.48 (dd, 1H), 7.45 (dd, 1H), 6.87 (d, 1H), 5.39 (br. d, 1H, NH), 3.24 (m, 1H), 2.30 (dd, 1H), 2.14 (dd, 1H), 1.74 (m, 1H), 0.75 (d, 3H), 0.68 (d, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 12.05 (br.s, 2H, NH), 8.28 (d, 1H), 8.09 (d, 1H), 8.04 (d, 1H), 7.48 (dd, 1H ), 7.45 (dd, 1H), 6.87 (d, 1H), 5.39 (br d, 1H, NH), 3.24 (m, 1H), 2.30 (dd, 1H), 2.14 (dd, 1H), 1.74 ( m, 1H), 0.75 (d, 3H), 0.68 (d, 3H).
Beispiel No.1.12-35: Example No.1.12-35:
1H-NMR(400MHz, CDCI3 δ, ppm) 12.11 (br. s, 2H, NH), 8.27 (d, 1H), 8.10 (d, 1H), 8.01 (d, 1H), 7.49 (m, 2H), 6.89 (d, 1H), 5.37 (br. t, 1H, NH), 3.55 (s, 3H), 3.12 (q, 2H), 2.40 (t, 2H). 1 H-NMR (400MHz, CDCl3 δ, ppm) 12.11 (br. S, 2H, NH), 8.27 (d, 1H), 8.10 (d, 1H), 8.01 (d, 1H), 7.49 (m, 2H) , 6.89 (d, 1H), 5.37 (br t, 1H, NH), 3.55 (s, 3H), 3.12 (q, 2H), 2.40 (t, 2H).
Beispiel No.1.13-105: Example No.1.13-105:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.44 (d, 1H, NH), 8.42 (d, 1H), 8.30 (d, 1H), 8.11 (d, 1 H), 7.58 (m, 2H), 7.52 (br. m, 1 H, NH), 7.23 (d, 1 H), 6.88-7.30 (br. m, 3H, NH), 3.67 (m, 1 H), 2.92 (m, 2H), 2.83 (s, 6H), 1.62 (m, 1 H), 1.52 (m, 1 H), 1.40 (m, 1H), 1.32 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.44 (d, 1H, NH), 8.42 (d, 1H), 8.30 (d, 1H), 8.11 (d, 1 H), 7.58 (m , 2H), 7.52 (br, m, 1H, NH), 7.23 (d, 1H), 6.88-7.30 (br, m, 3H, NH), 3.67 (m, 1H), 2.92 (m, 2H ), 2.83 (s, 6H), 1.62 (m, 1H), 1.52 (m, 1H), 1.40 (m, 1H), 1.32 (m, 1H).
Beispiel No.1.14-1: Example No.1.14-1:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.81 (br. t, 1H, NH), 8.17 (d, 1H), 8.13 (d, 1H), 8.01 (d, 1 H), 7.87 (d, 1 H), 7.49 (dd, 1 H), 7.33 (dd, 1 H), 4.23 (q, 2H), 4.06 (s, 2H), 1.41 (t, 3H). Beispiel No.1.14-24: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.81 (br.t, 1H, NH), 8.17 (d, 1H), 8.13 (d, 1H), 8.01 (d, 1H), 7.87 (d, 1H), 7.49 (dd, 1H), 7.33 (dd, 1H), 4.23 (q, 2H), 4.06 (s, 2H), 1.41 (t, 3H). Example No.1.14-24:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.38 (br. t, 1 H, H), 8.16 (d, 1 H), 8.11 (d, 1 H), 8.00 (d, 1H), 7.92 (d, 1H), 7.48 (dd, 1H), 7.31 (dd, 1H), 4.23 (q, 2H), 2.98 (t, 2H), 2.49 (t, 2H), 1.43 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.38 (br.t, 1H, H), 8.16 (d, 1H), 8.11 (d, 1H), 8.00 (d, 1H) , 7.92 (d, 1H), 7.48 (dd, 1H), 7.31 (dd, 1H), 4.23 (q, 2H), 2.98 (t, 2H), 2.49 (t, 2H), 1.43 (t, 3H).
Beispiel No.1.19-105: Example No.1.19-105:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.82 (m, 1H, NH), 7.59 (br. m, 2H, NH), 7.19 (br. m, 1H, NH), 6.98 (m, 1H, NH), 6.68 (s, 1H), 3.79 (s, 3H), 3.15 (m, 1H), 3.03 (m, 2H), 2.61 (s, 3H), 2.51 (s, 3H), 2.05 (s, 3H), 1.69 (m, 1H), 1.54 (m, 1H), 1.48 (m, 1H), 1.39 (m, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 7.82 (m, 1H, NH), 7.59 (br, m, 2H, NH), 7.19 (br, m, 1H, NH), 6.98 (m , 1H, NH), 6.68 (s, 1H), 3.79 (s, 3H), 3.15 (m, 1H), 3.03 (m, 2H), 2.61 (s, 3H), 2.51 (s, 3H), 2.05 s, 3H), 1.69 (m, 1H), 1.54 (m, 1H), 1.48 (m, 1H), 1.39 (m, 1H).
Beispiel No.1.29-60: Example No.1.29-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.47 (br. d, 1H, NH), 7.58 (m, 2H), 7.18 (d, 2H), 7.13 (m, 5H), 4.66 (m, 1H), 3.97 (q, 2H), 2.70 (dd, 1H), 2.64 (dd, 1H), 1.10 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.47 (br.d, 1H, NH), 7.58 (m, 2H), 7.18 (d, 2H), 7.13 (m, 5H), 4.66 ( m, 1H), 3.97 (q, 2H), 2.70 (dd, 1H), 2.64 (dd, 1H), 1.10 (t, 3H).
Beispiel No.1.30-60: Example No.1.30-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.67 (br. d, 1H, NH), 7.60 (d, 1H), 7.50 (d, 1 H), 7.44 (dd, 1 H), 7.11 (m, 5H), 4.68 (m, 1 H), 3.98 (q, 2H), 2.69 (dd, 1 H), 2.67 (dd, 1H), 1.09 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.67 (br.d, 1H, NH), 7.60 (d, 1H), 7.50 (d, 1H), 7.44 (dd, 1H), 7.11 (m, 5H), 4.68 (m, 1H), 3.98 (q, 2H), 2.69 (dd, 1H), 2.67 (dd, 1H), 1.09 (t, 3H).
Beispiel No.1.32-24: Example No.1.32-24:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.52 (d, 2H), 5.24 (br. t, 1 H, NH), 3.26 (q, 2H), 2.60 (t, 2H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.81 (d, 2H), 7.52 (d, 2H), 5.24 (br.t, 1H, NH), 3.26 (q, 2H), 2.60 (t , 2H).
Beispiel No.1.32-26: Example No.1.32-26:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.82 (d, 2H), 7.50 (d, 2H), 4.94 (br. d, 1 H, NH), 3.39 (m, 1H), 2.63 (dd, 1H), 2.58 (dd, 1H), 1.63 (m, 1H), 1.56 (m, 1H), 0.79 (t, 3H). Beispiel No. 1.32-60: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.82 (d, 2H), 7.50 (d, 2H), 4.94 (br d, 1 H, NH), 3.39 (m, 1H), 2.63 (dd, 1H), 2.58 (dd, 1H), 1.63 (m, 1H), 1.56 (m, 1H), 0.79 (t, 3H). Example No. 1.32-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.54 (br. d, 1 H, NH), 7.51 (d, 2H), 7.39 (d, 2H), 7.12 (m, 5H), 4.66 (m, 1 H), 3.95 (q, 2H), 2.71 (dd, 1 H), 2.68 (dd, 1 H), 1 .08 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.54 (br d, 1 H, NH), 7.51 (d, 2H), 7.39 (d, 2H), 7.12 (m, 5H), 4.66 (m, 1H), 3.95 (q, 2H), 2.71 (dd, 1H), 2.68 (dd, 1H), 1.08 (t, 3H).
Beispiel No. 1.33-60: Example No. 1.33-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.50 (br. d, 1 H, NH), 7.72 (d, 2H), 7.28 (d, 2H), 7.1 1 (m, 5H), 4.64 (m, 1 H), 3.93 (q, 2H), 2.70 (dd, 1 H), 2.66 (dd, 1 H), 1 .09 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.50 (br d, 1 H, NH), 7.72 (d, 2H), 7.28 (d, 2H), 7.1 l (m, 5H), 4.64 (m, 1H), 3.93 (q, 2H), 2.70 (dd, 1H), 2.66 (dd, 1H), 1.09 (t, 3H).
Beispiel No. 1.34-60: Example No. 1.34-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.44 (br. d, 1 H, NH), 7.57 (d, 1 H), 7.33 (d, 1 H), 7.28 (dd, 1 H), 7.1 1 (m, 5H), 4.66 (m, 1 H), 3.95 (q, 2H), 2.72 (dd, 1 H), 2.68 (dd, 1 H), 2.21 (s, 3H), 1 .10 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.44 (br d, 1 H, NH), 7.57 (d, 1 H), 7.33 (d, 1 H), 7.28 (dd, 1 H ), 7.1 1 (m, 5H), 4.66 (m, 1H), 3.95 (q, 2H), 2.72 (dd, 1H), 2.68 (dd, 1H), 2.21 (s, 3H), 1. 10 (t, 3H).
Beispiel No. 1.36-60: Example No. 1.36-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.52 (br. d, 1 H, NH), 7.64 (d, 2H), 7.31 (d, 2H), 7.1 1 (m, 5H), 4.64 (m, 1 H), 3.97 (q, 2H), 2.70 (dd, 1 H), 2.64 (dd, 1 H), 1 .05 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.52 (br d, 1 H, NH), 7.64 (d, 2H), 7.31 (d, 2H), 7.1 l (m, 5H), 4.64 (m, 1H), 3.97 (q, 2H), 2.70 (dd, 1H), 2.64 (dd, 1H), 1.05 (t, 3H).
Beispiel No. 1.37-1 : Example No. 1.37-1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.86 (d, 2H), 7.03 (d, 2H), 5.07 (br. t, 1 H, NH), 4.01 (d, 2H), 3.89 (s, 3H). Beispiel No. I.37-2: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.86 (d, 2H), 7.03 (d, 2H), 5.07 (br.t, 1H, NH), 4.01 (d, 2H), 3.89 (s , 3H). Example No. I.37-2:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.86 (d, 2H), 7.04 (d, 2H), 4.98 (br. d, 1 H, NH), 4.32 (quint, 1 H), 3.88 (s, 3H), 1 .56 (d, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.86 (d, 2H), 7.04 (d, 2H), 4.98 (br d, 1 H, NH), 4.32 (quint, 1 H), 3.88 (s , 3H), 1 .56 (d, 3H).
Beispiel No. I.37-3: Example No. I.37-3:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.89 (d, 2H), 6.99 (d, 2H), 5.16 (br. s, 1 H, NH), 3.87 (s, 3H), 1 .66 (s, 6H). Beispiel No. I.37-4: 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.89 (d, 2H), 6.99 (d, 2H), 5.16 (br.s, 1H, NH), 3.87 (s, 3H), 1.66 (s , 6H). Example No. I.37-4:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.84 (d, 2H), 7.03 (d, 2H), 5.14 (br. d, 1 H, NH), 4.03 (dd, 1H), 3.88 (s, 3H), 2.05 (m, 1H), 1.06 (d, 6H). Beispiel No. I.37-5: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.84 (d, 2H), 7.03 (d, 2H), 5.14 (br d, 1 H, NH), 4.03 (dd, 1H), 3.88 (s , 3H), 2.05 (m, 1H), 1.06 (d, 6H). Example No. I.37-5:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.88 (d, 2H), 6.98 (d, 2H), 5.01 (br. s, 1 H, NH), 3.88 (s, 3H), 1.79 (sext, 2H), 1.63 (s, 3H), 1.45 (sext, 2H), 0.93 (t, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.88 (d, 2H), 6.98 (d, 2H), 5.01 (br. S, 1 H, NH), 3.88 (s, 3H), 1.79 (sec. 2H), 1.63 (s, 3H), 1.45 (sec, 2H), 0.93 (t, 3H).
Beispiel No. I.37-9: Example No. I.37-9:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.88 (d, 2H), 7.02 (d, 2H), 5.39 (br. s, 1H, NH), 3.88 (s, 3H), 3.51 (d, 1H), 3.45 (d, 1H), 3.44 (s, 3H), 1.64 (s, 3H). 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.88 (d, 2H), 7.02 (d, 2H), 5.39 (br, s, 1H, NH), 3.88 (s, 3H), 3.51 (d, 1H) , 3.45 (d, 1H), 3.44 (s, 3H), 1.64 (s, 3H).
Beispiel No.1.37-11: Example No.1.37-11:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.88 (d, 2H), 7.00 (d, 2H), 5.22 (br. s, 1 H, NH), 3.88 (s, 3H), 1.72 (s, 3H), 1.16 (m, 1H), 0.59 (m, 4H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.88 (d, 2H), 7.00 (d, 2H), 5.22 (br, s, 1 H, NH), 3.88 (s, 3H), 1.72 (s, 3H), 1.16 (m, 1H), 0.59 (m, 4H).
Beispiel No.1.37-12: Example No.1.37-12:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.89 (d, 2H), 7.00 (d, 2H), 4.90 (br. s, 1H, NH), 3.88 (s, 3H), 1.93 (m, 4H), 0.97 (t, 6H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.89 (d, 2H), 7.00 (d, 2H), 4.90 (br, s, 1H, NH), 3.88 (s, 3H), 1.93 (m, 4H ), 0.97 (t, 6H).
Beispiel No.1.37-14: Example No.1.37-14:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.90 (d, 2H), 7.00 (d, 2H), 4.94 (br. s, 1 H, NH), 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.90 (d, 2H), 7.00 (d, 2H), 4.94 (br. S, 1 H, NH),
3.87 (s, 3H), 1.84 (m, 1 H), 1.76 (dd, 1 H), 1.68 (dd, 1 H), 1.67 (s, 3H), 1.01 (d, 6H). Beispiel No.1.37-21: 3.87 (s, 3H), 1.84 (m, 1H), 1.76 (dd, 1H), 1.68 (dd, 1H), 1.67 (s, 3H), 1.01 (d, 6H). Example No.1.37-21:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.89 (d, 2H), 6.99 (d, 2H), 5.06 (br. s, 1H, NH), 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.89 (d, 2H), 6.99 (d, 2H), 5.06 (br. S, 1H, NH),
3.88 (s, 3H), 1.74 (m, 2H), 1.57 (s, 3H), 1.09 (m, 1H), 1.01 (m, 3H), 0.94 (m, 3H). 3.88 (s, 3H), 1.74 (m, 2H), 1.57 (s, 3H), 1.09 (m, 1H), 1.01 (m, 3H), 0.94 (m, 3H).
Beispiel No.1.37-23: Example No.1.37-23:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.78 (d, 2H), 7.35 (m, 3H), 7.30 (m, 2H), 6.96 (d, 2H), 4.93 (br. s, 1H, NH), 3.86 (s, 3H), 3.12 (d, 1H), 3.09 (d, 1H), 1.65 (s, 3H). Beispiel No.1.37-24: 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.78 (d, 2H), 7.35 (m, 3H), 7.30 (m, 2H), 6.96 (d, 2H), 4.93 (br, s, 1H, NH) , 3.86 (s, 3H), 3.12 (d, 1H), 3.09 (d, 1H), 1.65 (s, 3H). Example No.1.37-24:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.82 (d, 2H), 6.99 (d, 2H), 5.02 (br. t, 1 H, NH), 3.89 (s, 3H), 3.23 (m, 2H), 2.58 (m, 2H). Beispiel No.1.37-26: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.82 (d, 2H), 6.99 (d, 2H), 5.02 (br.t, 1H, NH), 3.89 (s, 3H), 3.23 (m , 2H), 2.58 (m, 2H). Example No.1.37-26:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 6.98 (d, 2H), 4.87 (br. d, 1 H, NH), 3.88 (s, 3H), 3.34 (m, 1 H), 2.61 (dd, 1 H), 2.54 (dd, 1 H), 1.62 (m, 1 H), 1.54 (m, 1 H), 0.78 (t, 3H). Beispiel No. I.37-28: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.81 (d, 2H), 6.98 (d, 2H), 4.87 (br d, 1 H, NH), 3.88 (s, 3H), 3.34 (m, 1H), 2.61 (dd, 1H), 2.54 (dd, 1H), 1.62 (m, 1H), 1.54 (m, 1H), 0.78 (t, 3H). Example No. I.37-28:
1H-NMR(400MHz, CDCI3 δ, ppm) 7.79 (d, 2H), 6.95 (d, 2H), 5.17 (br. d, 1H, NH), 4.06 (q, 2H), 3.78 (s, 3H), 3.32 (m, 1H), 2.41 (dd, 1H), 2.33 (dd, 1H), 1.82 (m, 1H), 1.23 (t, 3H), 0.83 (d, 3H), 0.81 (d, 3H). Beispiel No.1.37-33: 1 H-NMR (400MHz, CDCl3 δ, ppm) 7.79 (d, 2H), 6.95 (d, 2H), 5.17 (br, d, 1H, NH), 4.06 (q, 2H), 3.78 (s, 3H) , 3.32 (m, 1H), 2.41 (dd, 1H), 2.33 (dd, 1H), 1.82 (m, 1H), 1.23 (t, 3H), 0.83 (d, 3H), 0.81 (d, 3H). Example No.1.37-33:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.38 (br. d, 1H, NH), 7.47 (d, 2H), 7.34 (d, 1H), 7.24 (d, 1H), 7.11 (m, 2H), 6.86 (d, 2H), 5.17 (t, 1H), 3.98 (q, 2H), 3.75 (s, 3H), 2.59 (m, 2H), 1.10 (t, 3H). Beispiel No.1.37-35: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.38 (br d, 1H, NH), 7.47 (d, 2H), 7.34 (d, 1H), 7.24 (d, 1H), 7.11 ( m, 2H), 6.86 (d, 2H), 5.17 (t, 1H), 3.98 (q, 2H), 3.75 (s, 3H), 2.59 (m, 2H), 1.10 (t, 3H). Example No.1.37-35:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.27 (br. d, 1H, NH), 7.46 (d, 2H), 7.31 (d, 2H), 7.07 (d, 2H), 6.88 (d, 2H), 4.59 (q, 1H), 3.79 (s, 3H), 3.48 (s, 3H), 2.68 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.27 (br, d, 1H, NH), 7.46 (d, 2H), 7.31 (d, 2H), 7.07 (d, 2H), 6.88 ( d, 2H), 4.59 (q, 1H), 3.79 (s, 3H), 3.48 (s, 3H), 2.68 (m, 2H).
Beispiel No.1.37-60: Example No.1.37-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.23 (br. d, 1 H, NH), 7.49 (d, 2H), 7.14 (m, 5H), 6.88 (d, 2H), 4.61 (m, 1H), 3.92 (q, 2H), 3.76 (s, 3H), 2.65 (dd, 1H), 2.63 (dd, 1H), 1.05 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.23 (br d, 1 H, NH), 7.49 (d, 2H), 7.14 (m, 5H), 6.88 (d, 2H), 4.61 ( m, 1H), 3.92 (q, 2H), 3.76 (s, 3H), 2.65 (dd, 1H), 2.63 (dd, 1H), 1.05 (t, 3H).
Beispiel No.1.37-62: Example No.1.37-62:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.71 (d, 2H), 7.56 (br. d, 1H, NH), 7.11 (d, 2H), 3.95 (q, 2H), 3.84 (s, 3H), 3.43 (m, 1H), 2.28 (m, 2H), 1.48 (m, 1H), 1.22 (m, 1H), 1.12 (t, 3H), 1.06 (m, 1H), 0.74 (d, 3H), 0.58 (d, 3H). Beispiel No.1.37-63: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 7.71 (d, 2H), 7.56 (br.d, 1H, NH), 7.11 (d, 2H), 3.95 (q, 2H), 3.84 (s , 3H), 3.43 (m, 1H), 2.28 (m, 2H), 1.48 (m, 1H), 1.22 (m, 1H), 1.12 (t, 3H), 1.06 (m, 1H), 0.74 (d, 3H), 0.58 (d, 3H). Example No.1.37-63:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.32 (br. d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 4.13 (m, 1H), 3.83 (s, 3H), 3.52 (s, 3H), 3.42 (s, 3H), 2.71 (dd, 1H), 2.55 (dd, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.32 (br, d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 4.13 (m, 1H), 3.83 ( s, 3H), 3.52 (s, 3H), 3.42 (s, 3H), 2.71 (dd, 1H), 2.55 (dd, 1H).
Beispiel No.1.37-73: Example No.1.37-73:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.11 (br. d, 1H, NH), 7.68 (d, 2H), 7.08 (d, 2H), 3.83 (s, 3H), 3.69 (m, 1H), 3.41 (s, 3H), 1.50 (m, 2H), 1.19 (m, 2H), 0.75 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.11 (br d, 1H, NH), 7.68 (d, 2H), 7.08 (d, 2H), 3.83 (s, 3H), 3.69 ( m, 1H), 3.41 (s, 3H), 1.50 (m, 2H), 1.19 (m, 2H), 0.75 (t, 3H).
Beispiel No.1.37-75: Example No.1.37-75:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.05 (br. d, 1H, NH), 7.68 (d, 2H), 7.07 (d, 2H), 3.83 (s, 3H), 3.48 (m, 1H), 3.37 (s, 3H), 1.87 (m, 1H), 0.82 (d, 3H), 0.79 (d, 3H). Beispiel No. I.37-77: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.05 (br, d, 1H, NH), 7.68 (d, 2H), 7.07 (d, 2H), 3.83 (s, 3H), 3.48 ( m, 1H), 3.37 (s, 3H), 1.87 (m, 1H), 0.82 (d, 3H), 0.79 (d, 3H). Example No. I.37-77:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.13 (br. d, 1H, NH), 7.67 (d, 2H), 7.09 (d, 2H), 3.83 (s, 3H), 3.70 (m, 1H), 3.39 (s, 3H), 1.54 (m, 1H), 1.38 (m, 2H), 0.80 (d, 3H), 0.71 (d, 3H). Beispiel No. I.37-79: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.13 (br.d, 1H, NH), 7.67 (d, 2H), 7.09 (d, 2H), 3.83 (s, 3H), 3.70 ( m, 1H), 3.39 (s, 3H), 1.54 (m, 1H), 1.38 (m, 2H), 0.80 (d, 3H), 0.71 (d, 3H). Example No. I.37-79:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.17 (br. d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 3.90 (m, 1H), 3.83 (s, 3H), 3.44 (s, 3H), 2.38 (m, 1H), 2.31 (m, 1H), 1.94 (s, 3H), 1.79 (m, 1H), 1.74 (m, 1H). Beispiel No.1.37-80: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.17 (br, d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 3.90 (m, 1H), 3.83 ( s, 3H), 3.44 (s, 3H), 2.38 (m, 1H), 2.31 (m, 1H), 1.94 (s, 3H), 1.79 (m, 1H), 1.74 (m, 1H). Example No.1.37-80:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.29 (br. d, 1H, NH), 7.55 (d, 2H), 7.20 (m, 3H), 7.09 (d, 2H), 6.98 (m, 2H), 3.89 (m, 1H), 3.81 (s, 3H), 3.76 (q, 2H), 2.88 (dd, 1H), 2.77 (dd, 1H), 0.95 (t, 3H). Beispiel No.1.37-82: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.29 (br, d, 1H, NH), 7.55 (d, 2H), 7.20 (m, 3H), 7.09 (d, 2H), 6.98 ( m, 2H), 3.89 (m, 1H), 3.81 (s, 3H), 3.76 (q, 2H), 2.88 (dd, 1H), 2.77 (dd, 1H), 0.95 (t, 3H). Example No.1.37-82:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.57 (br. d, 1H, NH), 8.51 (s, 1H), 8.34 (d, 1H), 7.93 (d, 1H), 7.56 (m, 1H), 7.49 (d, 2H), 6.98 (d, 2H), 4.09 (m, 1H), 3.82 (s, 3H), 3.44 (s, 3H), 3.08 (dd, 1H), 2.86 (dd, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.57 (br, d, 1H, NH), 8.51 (s, 1H), 8.34 (d, 1H), 7.93 (d, 1H), 7.56 ( m, 1H), 7.49 (d, 2H), 6.98 (d, 2H), 4.09 (m, 1H), 3.82 (s, 3H), 3.44 (s, 3H), 3.08 (dd, 1H), 2.86 (dd , 1H).
Beispiel No.1.37-83: Example No.1.37-83:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.69 (d, 2H), 7.53 (br. d, 1H, NH), 7.09 (d, 2H), 3.82 (s, 3H), 3.43 (s, 3H), 3.36 (m, 1H), 2.42 (dd, 1H), 2.14 (dd, 1H), 1.63 (m, 2H), 1.54 (m, 2H), 1.47 (m, 1H), 1.25 (m, 1H), 1.03 (m, 3H), 0.91 (m, 1H), 0.83 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 7.69 (d, 2H), 7.53 (br.d, 1H, NH), 7.09 (d, 2H), 3.82 (s, 3H), 3.43 ( s, 3H), 3.36 (m, 1H), 2.42 (dd, 1H), 2.14 (dd, 1H), 1.63 (m, 2H), 1.54 (m, 2H), 1.47 (m, 1H), 1.25 (m , 1H), 1.03 (m, 3H), 0.91 (m, 1H), 0.83 (m, 1H).
Beispiel No.1.37-84: Example No.1.37-84:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.13 (br. d, 1H, NH), 7.67 (d, 2H), 7.09 (d, 2H), 6.72 (br. t, 1H, NH), 3.83 (s, 3H), 3.71 (m, 1H), 3.39 (s, 3H), 2.82 (m, 2H), 1.56 (m, 1H), 1.48 (m, 1H), 1.36 (s, 9H), 1.29 (m, 2H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.13 (br d, 1H, NH), 7.67 (d, 2H), 7.09 (d, 2H), 6.72 (br t, 1H, NH ), 3.83 (s, 3H), 3.71 (m, 1H), 3.39 (s, 3H), 2.82 (m, 2H), 1.56 (m, 1H), 1.48 (m, 1H), 1.36 (s, 9H) , 1.29 (m, 2H).
Beispiel No.1.37-86: Example No.1.37-86:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.32 (br. d, 1H, NH), 7.70 (d, 2H), 7.08 (d, 2H), 3.90 (m, 1 H), 3.84 (s, 3H), 3.43 (s, 3H), 2.87 (s, 1 H), 2.51 (m, 1 H), 2.43 (m, 1 H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.32 (br.d, 1H, NH), 7.70 (d, 2H), 7.08 (d, 2H), 3.90 (m, 1H), 3.84 (s, 3H), 3.43 (s, 3H), 2.87 (s, 1H), 2.51 (m, 1H), 2.43 (m, 1H).
Beispiel No.1.37-90: Example No.1.37-90:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.29 (br. d, 1H, NH), 7.49 (d, 2H), 7.12 (m, 2H), 7.02 (d, 2H), 6.95 (d, 2H), 3.90 (m, 1H), 3.82 (s, 3H), 3.40 (s, 3H), 2.92 (dd, 1H), 2.74 (dd, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.29 (br.d, 1H, NH), 7.49 (d, 2H), 7.12 (m, 2H), 7.02 (d, 2H), 6.95 ( d, 2H), 3.90 (m, 1H), 3.82 (s, 3H), 3.40 (s, 3H), 2.92 (dd, 1H), 2.74 (dd, 2H).
Beispiel No.1.37-91: Example No.1.37-91:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.10 (br. d, 1H, NH), 7.72 (d, 2H), 7.09 (m, 2H), 3.86 (m, 1H), 3.83 (s, 3H), 3.45 (s, 3H), 3.38 (m, 2H), 1.01 (s, 9H). Beispiel No.1.37-92: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.10 (br.d, 1H, NH), 7.72 (d, 2H), 7.09 (m, 2H), 3.86 (m, 1H), 3.83 ( s, 3H), 3.45 (s, 3H), 3.38 (m, 2H), 1.01 (s, 9H). Example No.1.37-92:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.16 (br. d, 1H, NH), 7.72 (d, 2H), 7.27 (m, 6H), 7.20 (m, 4H), 6.99 (d, 2H), 4.98 (d, 1H), 4.90 (d, 1H), 4.46 (d, 1H), 4.31 (d, 1H), 4.02 (m, 1H), 3.90 (m, 1H), 3.80 (s, 3H), 1.09 (d, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.16 (br, d, 1H, NH), 7.72 (d, 2H), 7.27 (m, 6H), 7.20 (m, 4H), 6.99 ( d, 2H), 4.98 (d, 1H), 4.90 (d, 1H), 4.46 (d, 1H), 4.31 (d, 1H), 4.02 (m, 1H), 3.90 (m, 1H), 3.80 (s , 3H), 1.09 (d, 3H).
Beispiel No.1.37-93: Example No.1.37-93:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.10 (br. d, 1H, NH), 7.68 (d, 2H), 7.32 (m, 5H), 7.17 (br. t, 1H, NH), 7.07 (d, 2H), 5.00 (s, 2H), 3.82 (s, 3H), 3.69 (m, 1H), 3.40 (s, 3H), 2.89 (m, 2H), 1.51 (m, 2H), 1.29 (m, 2H), 1.20 (m, 1H), 1.15 (m, 1H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.10 (br d, 1H, NH), 7.68 (d, 2H), 7.32 (m, 5H), 7.17 (br t, 1H, NH ), 7.07 (d, 2H), 5.00 (s, 2H), 3.82 (s, 3H), 3.69 (m, 1H), 3.40 (s, 3H), 2.89 (m, 2H), 1.51 (m, 2H) , 1.29 (m, 2H), 1.20 (m, 1H), 1.15 (m, 1H).
Beispiel No.1.37-103: Example No.1.37-103:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.68 (br. d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 4.30 (m, 1H), 3.90 (q, 2H), 3.83 (s, 3H), 2.74 (dd, 1H), 2.39 (dd, 1H), 1.10 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.68 (br, d, 1H, NH), 7.69 (d, 2H), 7.10 (d, 2H), 4.30 (m, 1H), 3.90 ( q, 2H), 3.83 (s, 3H), 2.74 (dd, 1H), 2.39 (dd, 1H), 1.10 (t, 3H).
Beispiel No.1.37-105: Example No.1.37-105:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 10.06 (br. s, 1H, NH), 7.82 (d, 2H), 6.96 (d, 2H), 4.17 (q, 2H), 3.87 (s, 3H), 2.71 (m, 2H), 2.44 (m, 2H), 1.78 (m, 2H), 1.27 (t, 3H). Beispiel No.1.37-108: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 10.06 (br. S, 1H, NH), 7.82 (d, 2H), 6.96 (d, 2H), 4.17 (q, 2H), 3.87 ( s, 3H), 2.71 (m, 2H), 2.44 (m, 2H), 1.78 (m, 2H), 1.27 (t, 3H). Example No.1.37-108:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.53 (br. d, 1H, NH), 8.49 (d, 1H), 7.55 (d, 2H), 7.51 (m, 1H), 7.48 (m, 2H), 6.94 (d, 2H), 4.70 (q, 2H), 3.82 (s, 3H), 2.72 (m, 2H). Beispiel No.1.38-1: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.53 (br.d, 1H, NH), 8.49 (d, 1H), 7.55 (d, 2H), 7.51 (m, 1H), 7.48 ( m, 2H), 6.94 (d, 2H), 4.70 (q, 2H), 3.82 (s, 3H), 2.72 (m, 2H). Example No.1.38-1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.38 (d, 2H), 4.96 (br. t, 1H, NH), 4.02 (d, 2H), 2.45 (s, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.81 (d, 2H), 7.38 (d, 2H), 4.96 (br.t, 1H, NH), 4.02 (d, 2H), 2.45 (s, 3H).
Beispiel No. I.38-2: Example No. I.38-2:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.79 (d, 2H), 7.35 (d, 2H), 4.80 (br. d, 1 H, NH), 4.35 (quint, 1H), 2.45 (s, 3H), 1.57 (d, 3H). Beispiel No. I.38-3: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.79 (d, 2H), 7.35 (d, 2H), 4.80 (br d, 1 H, NH), 4.35 (quint, 1H), 2.45 (s, 3H ), 1.57 (d, 3H). Example No. I.38-3:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.81 (d, 2H), 7.34 (d, 2H), 4.89 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .66 (s, 6H). Beispiel No. I.38-4: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.81 (d, 2H), 7.34 (d, 2H), 4.89 (br, s, 1 H, NH), 2.44 (s, 3H), 1.66 (s, 6H). Example No. I.38-4:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.80 (d, 2H), 7.37 (d, 2H), 5.06 (br. d, 1 H, NH), 4.05 (dd, 1 H), 2.45 (s, 3H), 2.05 (m, 1 H), 1 .06 (d, 6H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.80 (d, 2H), 7.37 (d, 2H), 5.06 (br d, 1 H, NH), 4.05 (dd, 1 H), 2.45 (s , 3H), 2.05 (m, 1H), 1 .06 (d, 6H).
Beispiel No. I.38-5: Example No. I.38-5:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.83 (d, 2H), 7.33 (d, 2H), 4.99 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .81 (m, 2H), 1 .63 (s, 3H), 1 .45 (sext, 2H), 0.92 (t, 3H). 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.83 (d, 2H), 7.33 (d, 2H), 4.99 (br, s, 1H, NH), 2.44 (s, 3H), 1.81 (m , 2H), 1.63 (s, 3H), 1.45 (sec, 2H), 0.92 (t, 3H).
Beispiel No. I.38-9: Example No. I.38-9:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.83 (d, 2H), 7.36 (d, 2H), 5.42 (br. s, 1 H, NH), 3.54 (d, 1 H), 3.46 (d, 1 H), 3.44 (s, 3H), 2.44 (s, 3H), 1 .63 (s, 3H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.83 (d, 2H), 7.36 (d, 2H), 5.42 (br, s, 1H, NH), 3.54 (d, 1H), 3.46 (i.e. , 1H), 3.44 (s, 3H), 2.44 (s, 3H), 1.63 (s, 3H).
Beispiel No. 1.38-1 1 : Example No. 1.38-1 1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.83 (d, 2H), 7.35 (d, 2H), 5.1 1 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .73 (s, 3H), 1 .19 (m, 1 H), 0.60 (m, 4H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.83 (d, 2H), 7.35 (d, 2H), 5.1 1 (br.s, 1H, NH), 2.44 (s, 3H), 1 .73 (s, 3H), 1 .19 (m, 1H), 0.60 (m, 4H).
Beispiel No. 1.38-12: Example No. 1.38-12:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.84 (d, 2H), 7.33 (d, 2H), 4.74 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .91 (m, 4H), 0.99 (t, 6H). Beispiel No. 1.38-14: 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.84 (d, 2H), 7.33 (d, 2H), 4.74 (br.s, 1H, NH), 2.44 (s, 3H), 1.91 ( m, 4H), 0.99 (t, 6H). Example No. 1.38-14:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.83 (d, 2H), 7.34 (d, 2H), 4.99 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .85 (m, 1 H), 1 .78 (dd, 1 H), 1 .69 (dd, 1 H), 1 .66 (s, 3H), 0.98 (d, 6H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.83 (d, 2H), 7.34 (d, 2H), 4.99 (br, s, 1 H, NH), 2.44 (s, 3H), 1.85 ( m, 1H), 1 .78 (dd, 1H), 1 .69 (dd, 1H), 1 .66 (s, 3H), 0.98 (d, 6H).
Beispiel No. 1.38-21 : Example No. 1.38-21:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.82 (d, 2H), 7.35 (d, 2H), 5.01 (br. s, 1 H, NH), 2.44 (s, 3H), 1 .75 (m, 2H), 1 .61 (s, 3H), 1 .09 (m, 1 H), 1 .00 (m, 3H), 0.91 (m, 3H). Beispiel No.1.38-23: 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.82 (d, 2H), 7.35 (d, 2H), 5.01 (br, s, 1H, NH), 2.44 (s, 3H), 1.75 (m , 2H), 1 .61 (s, 3H), 1 .09 (m, 1H), 1 .00 (m, 3H), 0.91 (m, 3H). Example No.1.38-23:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.70 (d, 2H), 7.37 (m, 3H), 7.29 (m, 4H), 4.77 (br. s, 1H, NH), 3.15 (d, 1H), 3.09 (d, 1H), 2.42 (s, 3H), 1.67 (s, 3H). Beispiel No.1.38-28: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.70 (d, 2H), 7.37 (m, 3H), 7.29 (m, 4H), 4.77 (br, s, 1H, NH), 3.15 (d, 1H), 3.09 (d, 1H), 2.42 (s, 3H), 1.67 (s, 3H). Example No.1.38-28:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.66 (d, 2H), 7.62 (br. d, 1H, NH), 7.37 (d, 2H), 3.86 (q, 2H), 3.41 (m, 1H), 2.38 (s, 3H), 2.35 (dd, 1H), 2.11 (dd, 1H), 1.62 (m, 1H), 1.10 (t, 3H), 0.74 (d, 6H). Beispiel No.1.38-33: 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 7.66 (d, 2H), 7.62 (br d, 1H, NH), 7.37 (d, 2H), 3.86 (q, 2H), 3.41 ( m, 1H), 2.38 (s, 3H), 2.35 (dd, 1H), 2.11 (dd, 1H), 1.62 (m, 1H), 1.10 (t, 3H), 0.74 (d, 6H). Example No.1.38-33:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.46 (br. d, 1H, NH), 7.43 (d, 2H), 7.34 (d, 1H), 7.24 (d, 1H), 7.13 (d, 2H), 7.09 (m, 2H), 5.16 (q, 1H), 3.95 (q, 2H), 2.60 (m, 2H), 2.27 (s, 3H), 1.09 (t, 3H). Beispiel No.1.38-35: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.46 (br, d, 1H, NH), 7.43 (d, 2H), 7.34 (d, 1H), 7.24 (d, 1H), 7.13 ( d, 2H), 7.09 (m, 2H), 5.16 (q, 1H), 3.95 (q, 2H), 2.60 (m, 2H), 2.27 (s, 3H), 1.09 (t, 3H). Example No.1.38-35:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.32 (br. d, 1H, NH), 7.40 (d, 2H), 7.29 (d, 2H), 7.18 (d, 2H), 7.06 (d, 2H), 4.59 (q, 1H), 3.46 (s, 3H), 2.68 (m, 2H), 2.34 (s, 3H),. 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.32 (br.d, 1H, NH), 7.40 (d, 2H), 7.29 (d, 2H), 7.18 (d, 2H), 7.06 ( d, 2H), 4.59 (q, 1H), 3.46 (s, 3H), 2.68 (m, 2H), 2.34 (s, 3H) ,.
Beispiel No.1.38-60: Example No.1.38-60:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.31 (br. d, 1 H, NH), 7.44 (d, 2H), 7.16 (d, 2H), 7.13 (m, 5H), 4.63 (m, 1H), 3.91 (q, 2H), 2.66 (dd, 1H), 2.64 (dd, 1H), 1.04 (t, 3H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.31 (br d, 1 H, NH), 7.44 (d, 2H), 7.16 (d, 2H), 7.13 (m, 5H), 4.63 ( m, 1H), 3.91 (q, 2H), 2.66 (dd, 1H), 2.64 (dd, 1H), 1.04 (t, 3H).
Beispiel No.1.38-61: Example No.1.38-61:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.79 (br. d, 1H, NH), 7.54 (d, 2H), 7.28 (d, 2H), 7.19 (m, 3H), 7.04 (m, 2H), 3.65 (q, 1H), 3.42 (s, 3H), 2.61 (m, 2H), 2.36 (s, 3H), 2.33 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 7.79 (br.d, 1H, NH), 7.54 (d, 2H), 7.28 (d, 2H), 7.19 (m, 3H), 7.04 (m , 2H), 3.65 (q, 1H), 3.42 (s, 3H), 2.61 (m, 2H), 2.36 (s, 3H), 2.33 (m, 2H).
Beispiel No.1.38-62: Example No.1.38-62:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.66 (d, 2H), 7.63 (br. d, 1H, NH), 7.39 (d, 2H), 3.94 (q, 2H), 3.47 (m, 1H), 2.38 (s, 3H), 2.26 (m, 2H), 1.47 (m, 1H), 1.22 (m, 1H), 1.12 (t, 3H), 1.06 (m, 1H), 0.74 (d, 3H), 0.57 (d, 3H). Beispiel No.1.38-63: 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 7.66 (d, 2H), 7.63 (br d, 1H, NH), 7.39 (d, 2H), 3.94 (q, 2H), 3.47 (m , 1H), 2.38 (s, 3H), 2.26 (m, 2H), 1.47 (m, 1H), 1.22 (m, 1H), 1.12 (t, 3H), 1.06 (m, 1H), 0.74 (d, 3H), 0.57 (d, 3H). Example No.1.38-63:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.40 (br. d, 1H, NH), 7.63 (d, 2H), 7.38 (d, 2H), 4.15 (m, 1H), 3.51 (s, 3H), 3.40 (s, 3H), 2.71 (dd, 1H), 2.57 (dd, 1H), 2.38 (s, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.40 (br.d, 1H, NH), 7.63 (d, 2H), 7.38 (d, 2H), 4.15 (m, 1H), 3.51 ( s, 3H), 3.40 (s, 3H), 2.71 (dd, 1H), 2.57 (dd, 1H), 2.38 (s, 3H).
Beispiel No.1.38-83: Example No.1.38-83:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 7.64 (d, 2H), 7.61 (br. d, 1H, NH), 7.37 (d, 2H), 3.38 (s, 3H), 3.35 (m, 1H), 2.41 (dd, 1H), 2.39 (s, 3H), 2.12 (dd, 1H), 1.61 (m, 2H), 1.53 (m, 2H), 1.48 (m, 1H), 1.24 (m, 1H), 1.01 (m, 3H), 0.90 (m, 1H), 0.82 (m, 1H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 7.64 (d, 2H), 7.61 (br.d, 1H, NH), 7.37 (d, 2H), 3.38 (s, 3H), 3.35 ( m, 1H), 2.41 (dd, 1H), 2.39 (s, 3H), 2.12 (dd, 1H), 1.61 (m, 2H), 1.53 (m, 2H), 1.48 (m, 1H), 1.24 (m , 1H), 1.01 (m, 3H), 0.90 (m, 1H), 0.82 (m, 1H).
Beispiel No.1.38-103: Example No.1.38-103:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.74 (br. d, 1H, NH), 7.65 (d, 2H), 7.37 (d, 2H), 4.31 (m, 1H), 3.86 (q, 2H), 2.74 (dd, 1H), 2.40 (dd, 1H), 2.38 (s, 3H), 1.09 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.74 (br, d, 1H, NH), 7.65 (d, 2H), 7.37 (d, 2H), 4.31 (m, 1H), 3.86 ( q, 2H), 2.74 (dd, 1H), 2.40 (dd, 1H), 2.38 (s, 3H), 1.09 (t, 3H).
Beispiel No.1.38-105: Example No.1.38-105:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.98 (br. d, 1H, NH), 7.65 (d, 2H), 7.49 (br. t, 1H, NH), 7.40 (m, 1H, NH), 7.33 (d, 2H), 7.29 (br. s, 2H, NH), 3.16 (m, 1H), 3.02 (m, 1 H), 2.97 (m, 1 H), 2.36 (s, 3H), 1.59 (m, 2H), 1.49 (m, 1 H), 1.33 (m, 1 H). 1 H NMR (400 MHz, d 6 -DMSO δ, ppm) 8.98 (br.d, 1H, NH), 7.65 (d, 2H), 7.49 (br.t, 1H, NH), 7.40 (m, 1H , NH), 7.33 (d, 2H), 7.29 (br, s, 2H, NH), 3.16 (m, 1H), 3.02 (m, 1H), 2.97 (m, 1H), 2.36 (s, 3H ), 1.59 (m, 2H), 1.49 (m, 1H), 1.33 (m, 1H).
Beispiel No.1.38-107: Example No.1.38-107:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.33 (br. d, 1H, NH), 7.70 (br. t, 1H, NH), 7.64 (d, 2H), 7.43 (m, 1 H, NH), 7.38 (d, 2H), 6.92 (br. s, 2H, NH), 3.76 (m, 1 H), 3.02 (m, 2H), 2.38 (s, 3H), 1.63 (m, 1 H), 1.54 (m, 1 H), 1.46 (m, 1 H), 1.34 (m, 1 H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.33 (br.d, 1H, NH), 7.70 (br.t, 1H, NH), 7.64 (d, 2H), 7.43 (m, 1 H, NH), 7.38 (d, 2H), 6.92 (br.s, 2H, NH), 3.76 (m, 1H), 3.02 (m, 2H), 2.38 (s, 3H), 1.63 (m, 1 H), 1.54 (m, 1H), 1.46 (m, 1H), 1.34 (m, 1H).
Beispiel No.1.44-36: Example No.1.44-36:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.06 (d, 1 H), 7.20-7.50 (m, 8H), 4.72-4.78 (d, 1 H), 4.48-4.54 (d, 1H), 4.25-4.35 (m, 1H), 3.98-4.04 (m, 2H), 2.52-2.60 (dd, 1H), 2.15- 2.20 (q, 1H), 1.16-1.20 (t, 3H), 1.10-1.15 (d, 3H). Beispiel No.1.44-37: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 8.06 (d, 1H), 7.20-7.50 (m, 8H), 4.72-4.78 (d, 1H), 4.48-4.54 (d, 1H), 4.25-4.35 (m, 1H), 3.98-4.04 (m, 2H), 2.52-2.60 (dd, 1H), 2.15-2.20 (q, 1H), 1.16-1.20 (t, 3H), 1.10-1.15 (i.e. , 3H). Example No.1.44-37:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.10 (d, 1H), 7.45-7.55 (m, 2H), 7.40 (t, 1H), 6.10 (br. s, 1H, NH), 4.14-4.18 (q, 2H), 2.53 (s, 2H), 1.25 (m, 9H). Beispiel No.1.44-38: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 8.10 (d, 1H), 7.45-7.55 (m, 2H), 7.40 (t, 1H), 6.10 (br. S, 1H, NH), 4.14- 4.18 (q, 2H), 2.53 (s, 2H), 1.25 (m, 9H). Example No.1.44-38:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.15-8.20 (d, 1H), 7.50-7.56 (m, 2H), 7.40-7.46 (m, 1H), 5.75-5.80 (br. t, 1H, NH), 2.96 (d, 2H), 1.26 (s, 6H). 1 H NMR (400MHz, CDCl3 δ, ppm) 8.15-8.20 (d, 1H), 7.50-7.56 (m, 2H), 7.40-7.46 (m, 1H), 5.75-5.80 (br t, 1H, NH ), 2.96 (d, 2H), 1.26 (s, 6H).
Beispiel No.1.44-39: Example No.1.44-39:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.10-8.14 (d, 1H), 7.48-7.54 (m, 2H), 7.38-7.44 (m, 1H), 5.95 (br. s, 1H, NH), 2.66 (s, 2H), 1.30 (s, 6H). 1H-NMR (400MHz, CDCl3 δ, ppm) 8.10-8.14 (d, 1H), 7.48-7.54 (m, 2H), 7.38-7.44 (m, 1H), 5.95 (br. S, 1H, NH), 2.66 (s, 2H), 1.30 (s, 6H).
Beispiel No.1.44-40: Example No.1.44-40:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.06-8.10 (dd, 1H), 7.44-7.50 (m, 2H), 7.26-7.40 (m, 6H), 4.72-4.80 (d, 1 H), 4.48-4.52 (d, 1 H), 4.20-4.30 (m, 1 H), 2.58-2.63 (dd, 1 H), 2.14-2.20 (dd, 1H), 1.15 (d, 3H). 1 H-NMR (400MHz, CDCl3 δ, ppm) 8.06-8.10 (dd, 1H), 7.44-7.50 (m, 2H), 7.26-7.40 (m, 6H), 4.72-4.80 (d, 1H), 4.48 -4.52 (d, 1H), 4.20-4.30 (m, 1H), 2.58-2.63 (dd, 1H), 2.14-2.20 (dd, 1H), 1.15 (d, 3H).
Beispiel No.1.44-41: Example No.1.44-41:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.10 (d, 1H), 7.48-7.54 (m, 2H), 7.38-7.42 (m, 1H), 5.65-5.72 (bd, 1H, NH), 4.10 (q, 2H), 3.70-3.80 (m, 1H), 2.45 (d, 2H), 1.20-1.26 (t, 3H), 1.10-1.15 (d, 3H). 1 H-NMR (400MHz, CDCl3 δ, ppm) 8.10 (d, 1H), 7.48-7.54 (m, 2H), 7.38-7.42 (m, 1H), 5.65-5.72 (bd, 1H, NH), 4.10 ( q, 2H), 3.70-3.80 (m, 1H), 2.45 (d, 2H), 1.20-1.26 (t, 3H), 1.10-1.15 (d, 3H).
Beispiel No.1.44-42: Example No.1.44-42:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.12 (d, 1H), 7.50-7.56 (m, 1H), 7.40-7.46 (m, 1H), 5.56-5.60 (d, 1H, NH), 3.72-3.80 (m, 1H), 2.56-2.60 (d, 2H), 1.18-1.20 (d, 3H). 1 H-NMR (400MHz, CDCl 3 δ, ppm) 8.12 (d, 1H), 7.50-7.56 (m, 1H), 7.40-7.46 (m, 1H), 5.56-5.60 (d, 1H, NH), 3.72- 3.80 (m, 1H), 2.56-2.60 (d, 2H), 1.18-1.20 (d, 3H).
Beispiel No.1.44-44: Example No.1.44-44:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.10 (d, 1H), 7.48-7.56 (m, 2H), 7.40 (m, 1H), 7.25-7.30 (m, 2H), 6.95-7.04 (m, 2H), 4.54 (s, 2H), 3.58 (s, 3H), 3.50-3.54 (t, 2H), 2.40-2.44 (t, 2H). Beispiel No. 1.44-45: 1 H NMR (400MHz, CDCl 3 δ, ppm) 8.10 (d, 1H), 7.48-7.56 (m, 2H), 7.40 (m, 1H), 7.25-7.30 (m, 2H), 6.95-7.04 (m, 2H), 4.54 (s, 2H), 3.58 (s, 3H), 3.50-3.54 (t, 2H), 2.40-2.44 (t, 2H). Example No. 1.44-45:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.10 (dd, 1 H), 7.45-7.52 (m, 2H), 7.36-7.42 (m, 1 H), 4.28 (s, 2H), 3.70 (s, 3H), 3.62-3.68 (m, 5H), 2.60-2.68 (t, 2H) Beispiel No. 1.44-46: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 8.10 (dd, 1H), 7.45-7.52 (m, 2H), 7.36-7.42 (m, 1H), 4.28 (s, 2H), 3.70 ( s, 3H), 3.62-3.68 (m, 5H), 2.60-2.68 (t, 2H). 1.44-46:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.10-8.16 (d, 1 H), 7.24-7.56 (m, 8H), 4.56 (s, 2H), 3.50-3.58 (m, 5H), 2.40 (t, 2H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 8.10-8.16 (d, 1H), 7.24-7.56 (m, 8H), 4.56 (s, 2H), 3.50-3.58 (m, 5H), 2.40 ( t, 2H).
Beispiel No. 1.44-47: Example No. 1.44-47:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.02-8.06 (d, 1 H), 7.64-7.70 (m, 2H), 7.50-7.56 (m, 1 H), 4.16 (s, 2H), 3.42-3.48 (t, 2H), 2.45-2.50 (m, 2H). 1H-NMR (400 MHz, CDCl3 δ, ppm) 8.02-8.06 (d, 1H), 7.64-7.70 (m, 2H), 7.50-7.56 (m, 1H), 4.16 (s, 2H), 3.42- 3.48 (t, 2H), 2.45-2.50 (m, 2H).
Beispiel No. 1.44-48: Example No. 1.44-48:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.10 (dd, 1 H), 7.46-7.50 (m, 2H), 7.38-7.42 (m, 1 H), 7.16-7.26 (m, 3H), 7.10-7.14 (d, 2H), 3.64-3.70 (m, 5H), 3.50-3.56 (t, 2H), 2.80- 2.86 (t, 2H), 2.57-2.62 (t, 2H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 8.10 (dd, 1H), 7.46-7.50 (m, 2H), 7.38-7.42 (m, 1H), 7.16-7.26 (m, 3H), 7.10 -7.14 (d, 2H), 3.64-3.70 (m, 5H), 3.50-3.56 (t, 2H), 2.80-2.86 (t, 2H), 2.57-2.62 (t, 2H).
Beispiel No. 1.44-49: Example No. 1.44-49:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.76-7.80 (d, 1 H), 7.48-7.52 (m, 2H), 7.18-7.32 (m, 3H), 6.86-6.92 (t, 1 H), 6.62-6.65 (d, 1 H), 4.22-4.30 (br. t, 2H), 3.68 (s, 3H), 3.62 (s, 3H), 2.84-2.90 (t, 2H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.76-7.80 (d, 1H), 7.48-7.52 (m, 2H), 7.18-7.32 (m, 3H), 6.86-6.92 (t, 1H) , 6.62-6.65 (d, 1H), 4.22-4.30 (br t, 2H), 3.68 (s, 3H), 3.62 (s, 3H), 2.84-2.90 (t, 2H).
Beispiel No. 1.44-50: Example No. 1.44-50:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.20-8.24 (dd, 1 H), 7.42-7.56 (m, 3H), 4.24-4.28 (m, 2H), 3.72 (s, 3H), 3.64 (s, 3H), 2.84-2.87 (m, 2H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 8.20-8.24 (dd, 1H), 7.42-7.56 (m, 3H), 4.24-4.28 (m, 2H), 3.72 (s, 3H), 3.64 ( s, 3H), 2.84-2.87 (m, 2H).
Beispiel No. 1.44-51 : Example No. 1.44-51:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.08-8.14 (d, 1 H), 7.46-7.52 (m, 2H), 7.38-7.42 (m, 1 H), 7.20-7.27 (m, 2H), 6.96-7.01 (t, 2H), 4.50 (s, 2H), 3.46-3.54 (t, 2H), 2.40- 2.44 (t, 2H). Beispiel No.1.44-55: 1 H-NMR (400 MHz, CDCl3 δ, ppm) 8.08-8.14 (d, 1H), 7.46-7.52 (m, 2H), 7.38-7.42 (m, 1H), 7.20-7.27 (m, 2H) , 6.96-7.01 (t, 2H), 4.50 (s, 2H), 3.46-3.54 (t, 2H), 2.40- 2.44 (t, 2H). Example No.1.44-55:
1H-NMR (400 MHz, CDCI3 δ, ppm) 8.70-8.90 (d, 2H), 7.46-7.52 (d, 2H), 7.34-7.38 (m, 4H), 5.82 (br. d, 1H, NH), 4.46-4.52 (t, 1H), 3.62 (s, 3H), 3.20-3.26 (dd, 1H), 2.92-3.00 (dd, 1H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 8.70-8.90 (d, 2H), 7.46-7.52 (d, 2H), 7.34-7.38 (m, 4H), 5.82 (br d, 1H, NH ), 4.46-4.52 (t, 1H), 3.62 (s, 3H), 3.20-3.26 (dd, 1H), 2.92-3.00 (dd, 1H).
Beispiel No.1.52-28: Example No.1.52-28:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.24 (dd, 1 H), 7.12 (d, 2H), 5.31 (br. d, 1 H, NH), 3.99 (q, 2H), 3.31 (m, 1H), 2.43 (dd, 1H), 2.35 (dd, 1H), 1.80 (m, 1H), 1.21 (t, 3H), 0.82 (d, 3H), 0.79 (d, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.24 (dd, 1 H), 7.12 (d, 2H), 5.31 (br d, 1 H, NH), 3.99 (q, 2H), 3.31 (m , 1H), 2.43 (dd, 1H), 2.35 (dd, 1H), 1.80 (m, 1H), 1.21 (t, 3H), 0.82 (d, 3H), 0.79 (d, 3H).
Beispiel No.1.67-1: Example No.1.67-1:
1H-NMR(400MHz, CDCI3 δ, ppm) 8.31 (d, 1H), 8.10 (d, 2H), 7.71 (dd, 1H), 6.86 (br. t, 1H, NH), 5.22 (br. t, 1H, NH), 4.38 (d, 2H), 4.14 (d, 2H). Beispiel No. I.73-54: 1 H-NMR (400MHz, CDCl 3 δ, ppm) 8.31 (d, 1H), 8.10 (d, 2H), 7.71 (dd, 1H), 6.86 (br t, 1H, NH), 5.22 (br t, 1H, NH), 4.38 (d, 2H), 4.14 (d, 2H). Example No. I.73-54:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.80-7.84 (d, 2H), 7.48-7.62 (m, 3H), 4.15 (s, 2H), 4.08-4.13 (q, 2H), 3.42-3.48 (t, 2H), 2.62-2.66 (t, 2H), 2.14 (s, 3H), 1.20-1.26 (t, 3H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.80-7.84 (d, 2H), 7.48-7.62 (m, 3H), 4.15 (s, 2H), 4.08-4.13 (q, 2H), 3.42-3.48 (t, 2H), 2.62-2.66 (t, 2H), 2.14 (s, 3H), 1.20-1.26 (t, 3H).
Beispiel No.1.84-41: Example No.1.84-41:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.74 (d, 2H), 7.53 (m, 1 H), 5.40-5.45 (br. d, 1 H, NH), 4.08-4.15 (m, 2H), 3.70-3.78 (m, 1H), 2.47 (t, 2H), 1.20-1.30 (m, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.74 (d, 2H), 7.53 (m, 1H), 5.40-5.45 (br d, 1 H, NH), 4.08-4.15 (m, 2H), 3.70-3.78 (m, 1H), 2.47 (t, 2H), 1.20-1.30 (m, 3H).
Beispiel No.1.84-42: Example No.1.84-42:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.75 (m, 2H), 7.54 (s, 1 H), 5.30 (br. d, 1 H, NH), 3.72-3.80 (m, 1 H), 2.55-2.58 (m, 2H), 1.24 (d, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.75 (m, 2H), 7.54 (s, 1 H), 5.30 (br d, 1 H, NH), 3.72-3.80 (m, 1 H), 2.55-2.58 (m, 2H), 1.24 (d, 3H).
Beispiel No.1.84-57: Example No.1.84-57:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.78 (m, 2H), 7.52 (m, 1 H), 6.35-6.40 (br. d, 1 H, NH), 5.26-5.30 (br. d, 1H, NH), 4.00-4.08 (m, 1H), 3.62-3.70 (sept, 1H), 2.30 (dd, 1H), 2.15 (dd, 1H), 1.10-1.25 (m, 9H). Beispiel No. 1.84-58: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.78 (m, 2H), 7.52 (m, 1 H), 6.35-6.40 (br d, 1 H, NH), 5.26-5.30 (br d, 1H, NH), 4.00-4.08 (m, 1H), 3.62-3.70 (sept, 1H), 2.30 (dd, 1H), 2.15 (dd, 1H), 1.10-1.25 (m, 9H). Example No. 1.84-58:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.76 (m, 2H), 7.52 (m, 1 H), 7.28 (s, 1 H), 6.20 (br. d, 1 H, NH), 5.50-5.55 (br. t, 1 H, NH), 4.20 (m, 2H), 4.04-4.10 (q, 2H), 3.65-3.75 (m, 1 H), 2.35-2.40 (dd, 1 H), 2.20 (s, 3H), 2.15-2.20 (dd, 1 H), 1 .42-1 .48 (t, 3H), 1.20 (d, 3H). 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.76 (m, 2H), 7.52 (m, 1H), 7.28 (s, 1H), 6.20 (br d, 1H, NH), 5.50 -5.55 (br.t, 1H, NH), 4.20 (m, 2H), 4.04-4.10 (q, 2H), 3.65-3.75 (m, 1H), 2.35-2.40 (dd, 1H), 2.20 (s, 3H), 2.15-2.20 (dd, 1H), 1 .42-1 .48 (t, 3H), 1.20 (d, 3H).
Beispiel No. 1.88-1 : Example No. 1.88-1:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.70 (d, 2H), 7.62 (d, 2H), 4.68 (br. t, 1 H, NH), 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.70 (d, 2H), 7.62 (d, 2H), 4.68 (br t, 1 H, NH),
4.45 (s, 2H), 4.03 (d, 2H). 4.45 (s, 2H), 4.03 (d, 2H).
Beispiel No. I.88-2: Example No. I.88-2:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.70 (d, 2H), 7.61 (d, 2H), 4.95 (br. d, 1 H, NH), 4.55 (s, 2H), 4.28 (quint, 1 H), 1 .58 (d, 3H). Beispiel No. I.88-3: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.70 (d, 2H), 7.61 (d, 2H), 4.95 (br d, 1 H, NH), 4.55 (s, 2H), 4.28 (quint, 1H), 1 .58 (d, 3H). Example No. I.88-3:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.69 (d, 2H), 7.59 (d, 2H), 4.63 (br. s, 1 H, NH), 4.53 (s, 2H), 1 .70 (s, 6H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.69 (d, 2H), 7.59 (d, 2H), 4.63 (br.s, 1H, NH), 4.53 (s, 2H), 1.70 ( s, 6H).
Beispiel No. I.88-4: Example No. I.88-4:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.71 (d, 2H), 7.63 (d, 2H), 4.67 (br. d, 1 H, NH),1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.71 (d, 2H), 7.63 (d, 2H), 4.67 (br d, 1 H, NH),
4.46 (d, 1 H), 4.44 (d, 1 H), 4.14 (dd, 1 H), 2.04 (m, 1 H), 1 .09 (d, 6H). 4.46 (d, 1H), 4.44 (d, 1H), 4.14 (dd, 1H), 2.04 (m, 1H), 1.09 (d, 6H).
Beispiel No. I.88-5: Example No. I.88-5:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.67 (d, 2H), 7.58 (d, 2H), 4.58 (d, 1 H), 4.54 (d, 1 H), 4.46 (br. s, 1 H, NH), 1 .83 (m, 2H), 1 .70 (s, 3H), 1 .48 (m, 2H), 0.99 (t, 3H). 1 H-NMR (400 MHz, CDCl3 δ, ppm) 7.67 (d, 2H), 7.58 (d, 2H), 4.58 (d, 1H), 4.54 (d, 1H), 4.46 (br, s, 1 H, NH), 1 .83 (m, 2H), 1 .70 (s, 3H), 1 .48 (m, 2H), 0.99 (t, 3H).
Beispiel No. I.88-9: Example No. I.88-9:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.68 (d, 2H), 7.63 (d, 2H), 5.02 (br. s, 1 H, NH), 4.63 (d, 1 H), 4.48 (d, 1 H), 3.62 (d, 1 H), 3.45 (d, 1 H), 3.43 (s, 3H), 1 .70 (s, 3H). Beispiel No.1.88-11: 1 H-NMR (400 MHz, CDCl 3 δ, ppm) 7.68 (d, 2H), 7.63 (d, 2H), 5.02 (br. S, 1 H, NH), 4.63 (d, 1 H), 4.48 (i.e. , 1H), 3.62 (d, 1H), 3.45 (d, 1H), 3.43 (s, 3H), 1.70 (s, 3H). Example No.1.88-11:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.69 (d, 2H), 7.60 (d, 2H), 4.71 (br. s, 1H, NH), 4.55 (d, 1H), 4.47 (d, 1H), 1.80 (s, 3H), 1.22 (m, 1H), 0.73 (m, 4H). Beispiel No.1.88-12: 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.69 (d, 2H), 7.60 (d, 2H), 4.71 (br, s, 1H, NH), 4.55 (d, 1H), 4.47 (d, 1H), 1.80 (s, 3H), 1.22 (m, 1H), 0.73 (m, 4H). Example No.1.88-12:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.68 (d, 2H), 7.61 (d, 2H), 4.56 (s, 2H), 4.35 (br. s, 1H, NH), 2.02 (m, 2H), 1.91 (m, 2H), 1.04 (t, 6H). 1 H NMR (400 MHz, CDCl3 δ, ppm) 7.68 (d, 2H), 7.61 (d, 2H), 4.56 (s, 2H), 4.35 (br, s, 1H, NH), 2.02 (m, 2H ), 1.91 (m, 2H), 1.04 (t, 6H).
Beispiel No.1.88-14: Example No.1.88-14:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.68 (d, 2H), 7.61 (d, 2H), 4.56 (s, 2H), 4.38 (br. s, 1 H, NH), 1.85 (m, 1 H), 1.80 (m, 1 H), 1.74 (m, 1 H), 1.73 (s, 3H), 1.03 (d, 3H), 1.00 (d, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.68 (d, 2H), 7.61 (d, 2H), 4.56 (s, 2H), 4.38 (br, s, 1 H, NH), 1.85 (m, 1 H), 1.80 (m, 1H), 1.74 (m, 1H), 1.73 (s, 3H), 1.03 (d, 3H), 1.00 (d, 3H).
Beispiel No.1.88-23: Example No.1.88-23:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.52 (d, 2H), 7.36 (m, 3H), 7.26 (m, 4H), 4.51 (d, 1H), 4.43 (d, 1H), 4.35 (br. s, 1H, NH), 3.24 (d, 1H), 3.06 (d, 1H), 1.77 (s, 3H). 1H-NMR (400 MHz, CDCl3 δ, ppm) 7.52 (d, 2H), 7.36 (m, 3H), 7.26 (m, 4H), 4.51 (d, 1H), 4.43 (d, 1H), 4.35 (br s, 1H, NH), 3.24 (d, 1H), 3.06 (d, 1H), 1.77 (s, 3H).
Beispiel No.1.88-24: Example No.1.88-24:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.67 (d, 2H), 7.55 (d, 2H), 4.64 (br. t, 1 H, NH), 4.36 (s, 2H), 3.26 (q, 2H), 2.50 (t, 2H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.67 (d, 2H), 7.55 (d, 2H), 4.64 (br t, 1 H, NH), 4.36 (s, 2H), 3.26 (q, 2H), 2.50 (t, 2H).
Beispiel No.1.88-26: Example No.1.88-26:
1H-NMR (400 MHz, CDCI3 δ, ppm) 7.67 (d, 2H), 7.58 (d, 2H), 4.40 (br. d, 1 H, NH), 4.38 (s, 2H), 3.47 (m, 1H), 2.55 (dd, 1H), 2.47 (dd, 1H), 1.60 (m, 2H), 0.94 (t, 3H). 1 H NMR (400 MHz, CDCl 3 δ, ppm) 7.67 (d, 2H), 7.58 (d, 2H), 4.40 (br d, 1 H, NH), 4.38 (s, 2H), 3.47 (m, 1H), 2.55 (dd, 1H), 2.47 (dd, 1H), 1.60 (m, 2H), 0.94 (t, 3H).
Beispiel No.1.92-1: Example No.1.92-1:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.38 (d, 1H), 8.14 (br. m, 1H, NH), 7.84 (dd, 1H), 7.57 (d, 1H), 4.56 (s, 2H), 4.20 (s, 2H). Beispiel No.1.92-4: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.38 (d, 1H), 8.14 (br, m, 1H, NH), 7.84 (dd, 1H), 7.57 (d, 1H), 4.56 ( s, 2H), 4.20 (s, 2H). Example No.1.92-4:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.41 (d, 1H), 8.38 (br. d, 1H, NH), 7.86 (dd, 1H), 7.58 (d, 1H), 4.59 (d, 1H), 4.55 (d, 1H), 4.35 (d, 1H), 1.94 (m, 1H), 0.99 (d, 3H), 0.95 (d, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.41 (d, 1H), 8.38 (br, d, 1H, NH), 7.86 (dd, 1H), 7.58 (d, 1H), 4.59 ( d, 1H), 4.55 (d, 1H), 4.35 (d, 1H), 1.94 (m, 1H), 0.99 (d, 3H), 0.95 (d, 3H).
Beispiel No. I.92-5: Example No. I.92-5:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.38 (d, 1H), 8.02 (br. s, 1H, NH), 7.85 (dd, 1 H), 7.57 (d, 1 H), 4.51 (s, 2H), 1.82 (m, 1 H), 1.73 (m, 1 H), 1.59 (s, 3H), 1.40 (m, 2H), 0.91 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.38 (d, 1H), 8.02 (br.s, 1H, NH), 7.85 (dd, 1H), 7.57 (d, 1 H), 4.51 (s, 2H), 1.82 (m, 1H), 1.73 (m, 1H), 1.59 (s, 3H), 1.40 (m, 2H), 0.91 (t, 3H).
Beispiel No. I.92-9: Example No. I.92-9:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.40 (d, 1H), 8.16 (br. s, 1H, NH), 7.86 (dd, 1H), 7.57 (d, 1H), 4.52 (s, 2H), 3.62 (d, 1H), 3.51 (d, 1H), 3.38 (s, 3H), 1.57 (s, 3H). Beispiel No.1.92-13: 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.40 (d, 1H), 8.16 (br.s, 1H, NH), 7.86 (dd, 1H), 7.57 (d, 1H), 4.52 ( s, 2H), 3.62 (d, 1H), 3.51 (d, 1H), 3.38 (s, 3H), 1.57 (s, 3H). Example No.1.92-13:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.39 (d, 1H), 7.99 (br. s, 1H, NH), 7.86 (dd, 1H), 7.57 (d, 1H), 4.52 (s, 2H), 1.91 (m, 1H), 1.80 (m, 1H), 1.58 (s, 3H), 0.95 (t, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.39 (d, 1H), 7.99 (br.s, 1H, NH), 7.86 (dd, 1H), 7.57 (d, 1H), 4.52 ( s, 2H), 1.91 (m, 1H), 1.80 (m, 1H), 1.58 (s, 3H), 0.95 (t, 3H).
Beispiel No.1.92-14: Example No.1.92-14:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.37 (d, 1 H), 7.98 (br. s, 1 H, NH), 7.87 (dd,1H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.37 (d, 1H), 7.98 (br.s, 1H, NH), 7.87 (dd,
1H), 7.59 (d, 1H), 4.51 (s, 2H), 2.32 (m, 2H), 1.79 (m, 1H), 1.62 (s, 3H), 0.96 (d, 6H). 1H), 7.59 (d, 1H), 4.51 (s, 2H), 2.32 (m, 2H), 1.79 (m, 1H), 1.62 (s, 3H), 0.96 (d, 6H).
Beispiel No.1.92-23: Example No.1.92-23:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.32 (d, 1H), 8.21 (br. s, 1H, NH), 7.71 (dd, 1 H), 7.50 (d, 1 H), 7.33 (m, 5H), 4.50 (s, 2H), 3.22 (d, 1 H), 3.09 (d, 1 H), 1.51 (s, 3H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.32 (d, 1H), 8.21 (br.s, 1H, NH), 7.71 (dd, 1H), 7.50 (d, 1 H), 7.33 (m, 5H), 4.50 (s, 2H), 3.22 (d, 1H), 3.09 (d, 1H), 1.51 (s, 3H).
Beispiel No.1.92-24: Example No.1.92-24:
1H-NMR (400 MHz, d6-DMSO δ, ppm) 8.39 (d, 1H), 7.85 (dd, 1H), 7.62 (br. s, 1H, NH), 7.55 (d, 1H), 4.50 (s, 2H), 3.20 (m, 2H), 2.68 (m, 2H). 1 H-NMR (400 MHz, d 6 -DMSO δ, ppm) 8.39 (d, 1H), 7.85 (dd, 1H), 7.62 (br, s, 1H, NH), 7.55 (d, 1H), 4.50 ( s, 2H), 3.20 (m, 2H), 2.68 (m, 2H).
Gegenstand der vorliegenden Erfindung ist demnach die Verwendung mindestens einer Verbindung, ausgewählt aus der Gruppe, bestehend aus offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureestern, - carbonsäureamiden und -carbonitrilen der allgemeinen Formel (I), sowie von beliebigen Mischungen dieser erfindungsgemäßen offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und - carbonitrile der allgemeinen Formel (I) mit agrochemischen Wirkstoffen The present invention accordingly provides for the use of at least one compound selected from the group consisting of open-chain aryl, Heteroaryl- and Benzylsulfonamidocarbonsäuren, carboxylic acid esters, - carboxylic acid amides and carbonitriles of the general formula (I), as well as any mixtures of these open-chain aryl, heteroaryl and Benzylsulfonamidocarbonsäuren invention, carboxylic acid esters, -carbonsäureamide and - carbonitriles of the general formula (I) agrochemical active ingredients
entsprechend der unten stehenden Definition, zur Steigerung der according to the definition below, to increase the
Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren, bevorzugt Trockenstress, sowie zur Stärkung des Pflanzenwachstums und/oder zur Erhöhung des Pflanzenertrags. Resistance of plants to abiotic stress factors, preferably drought stress, as well as to the strengthening of plant growth and / or to increase the plant yield.
Weiterer Gegenstand der vorliegenden Erfindung ist eine Sprühlösung zur Another object of the present invention is a spray solution for
Behandlung von Pflanzen, enthaltend eine zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren wirksame Menge von Treatment of plants containing an amount effective to increase the resistance of plants to abiotic stresses
mindestens einer Verbindung, ausgewählt aus der Gruppe, bestehend aus offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, - carbonsäureestern, -carbonsäureamiden und -carbonitrilen, der allgemeinen Formel (I). Zu den dabei relativierbaren abiotischen Streßbedingungen zählen zum Beispiel Dürre, Hitze, Kälte- und Trockenstress (Stress verursacht durch Trockenheit und/oder Wassenmangel), osmotischer Streß, Staunässe, erhöhter at least one compound selected from the group consisting of open-chain aryl, heteroaryl and Benzylsulfonamidocarbonsäuren, - carboxylic acid esters, -carbonsäureamiden and carbonitriles, the general formula (I). For example, drought, heat, cold and dry stress (stress caused by dryness and / or lack of water), osmotic stress, waterlogging, elevated levels are among the abiotic stress conditions that can be relativised
Bodensalzgehalt, erhöhtes Ausgesetztsein an Mineralien, Ozonbedingungen, Starklichtbedingungen, beschränkte Verfügbarkeit von Stickstoffnährstoffen, beschränkte Verfügbarkeit von Phosphornährstoffen. Soil salt content, increased exposure to minerals, ozone conditions, high light conditions, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients.
In einer Ausführungsform kann beispielsweise vorgesehen sein, dass die For example, in one embodiment, it may be provided that the
erfindungsgemäß vorgesehenen Verbindungen, d. h. die entsprechenden Compounds provided according to the invention, d. H. the corresponding
offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, - carbonsäureester, -carbonsäureamide und -carbonitrile der allgemeinen Formel (I), durch eine Sprühapplikation auf entsprechende zu behandelnde Pflanzen oder Pflanzenteile aufgebracht werden. Die erfindungsgemäß vorgesehene Verwendung der Verbindungen der allgemeinen Formel (I) oder deren Salze erfolgt vorzugsweise mit einer Dosierung zwischen 0,00005 und 3 kg/ha, besonders bevorzugt zwischen 0,0001 und 2 kg/ha, insbesondere bevorzugt zwischen 0,0005 und 1 kg/ha. Wenn im Rahmen der vorliegenden Erfindung Abscisinsäure gleichzeitig mit offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureestern, - carbonsäureamiden und -carbonitrilen der allgemeinen Formel (I), beispielsweise in Rahmen einer gemeinsamen Zubereitung oder Formulierung verwendet wird, so erfolgt die Zumischung von Abscisinsäure dabei vorzugsweise in einer Dosierung zwischen 0,001 und 3 kg/ha, besonders bevorzugt zwischen 0,005 und 2 kg/ha, insbesondere bevorzugt zwischen 0,01 und 1 kg/ha. open-chain aryl, heteroaryl and Benzylsulfonamidocarbonsäuren, - carboxylic acid esters, -carbonsäureamide and -carbonitrile of the general formula (I), be applied by a spray application to appropriate plants or plant parts to be treated. The use according to the invention of the compounds of the general formula (I) or salts thereof is preferably carried out with a dosage of between 0.00005 and 3 kg / ha, more preferably between 0.0001 and 2 kg / ha, particularly preferably between 0.0005 and 1 kg / ha. When in the In the present invention, abscisic acid is used simultaneously with open-chain aryl-, heteroaryl- and benzylsulfonamidocarboxylic acids, -carboxylic acid esters, -carboxamides and -carbonitriles of the general formula (I), for example in the context of a common preparation or formulation, the admixing of abscisic acid is thereby preferably carried out in a dosage between 0.001 and 3 kg / ha, more preferably between 0.005 and 2 kg / ha, particularly preferably between 0.01 and 1 kg / ha.
Unter der Bezeichnung Resistenz bzw. Widerstandsfähigkeit gegenüber abiotischem Stress werden im Rahmen der vorliegenden Erfindung verschiedenartige Vorteile für Pflanzen verstanden. Solche vorteilhaften Eigenschaften äußern sich beispielsweise in den nachfolgend genannten verbesserten Pflanzencharakteristika: verbessertes Wurzelwachstum hinsichtlich Oberfläche und Tiefe, vermehrte Ausläuferbildung oder Bestückung, stärkere und produktivere Ausläufer und Bestockungstriebe, In the context of the present invention, the term resistance or resistance to abiotic stress is understood to mean various advantages for plants. Such advantageous properties are manifested, for example, in the following improved plant characteristics: improved root growth in terms of surface area and depth, increased tailing or stocking, stronger and more productive shoots and tillers,
Verbesserung des Sproßwachstums, erhöhte Standfestigkeit, vergrößerte Improvement of shoot growth, increased stability, increased
Sprossbasisdurchmesser, vergrößerte Blattfläche, höhere Erträge an Nähr- und Inhaltsstoffen, wie z.B. Kohlenhydrate, Fette, Öle, Proteine, Vitamine, Mineralstoffe, ätherische Öle, Farbstoffe, Fasern, bessere Faserqualität, früheres Blühen, gesteigerte Blütenanzahl, reduzierter Gehalt an toxischen Produkten wie  Shoot base diameter, increased leaf area, higher yields of nutrients and ingredients, e.g. Carbohydrates, fats, oils, proteins, vitamins, minerals, essential oils, dyes, fibers, better fiber quality, earlier flowering, increased number of flowers, reduced content of toxic products such as
Mycotoxine, reduzierter Gehalt an Rückständen oder unvorteilhaften Bestandteilen jeglicher Art oder bessere Verdaulichkeit, verbesserte Lagerstabilität des Erntegutes, verbesserter Toleranz gegenüber unvorteilhaften Temperaturen, verbesserter Toleranz gegenüber Dürre und Trockenheit, wie auch Sauerstoffmangel durch Wasserüberschuß, verbesserte Toleranz gegenüber erhöhten Salzgehalten in Böden und Wasser, gesteigerte Toleranz gegenüber Ozonstress, verbesserte Verträglichkeit gegenüber Herbiziden und anderen Pflanzenbehandlungsmitteln, verbesserte Wasseraufnahme und Photosyntheseleistung, vorteilhafte Mycotoxins, reduced levels of residues or unfavorable components of any kind or better digestibility, improved storage stability of the crop, improved tolerance to unfavorable temperatures, improved tolerance to drought and drought, as well as lack of oxygen due to excess water, improved tolerance to increased salt levels in soils and water, enhanced Tolerance to ozone stress, improved tolerance to herbicides and other plant treatment products, improved water absorption and photosynthetic performance, beneficial
Pflanzeneigenschaften, wie beispielsweise Beschleunigung der Reifung, Plant properties, such as acceleration of maturation,
gleichmäßigere Abreife, größere Anziehungskraft für Nützlinge, verbesserte more uniform maturity, greater attractiveness for beneficials, improved
Bestäubung oder andere Vorteile, die einem Fachmann durchaus bekannt sind. Insbesondere zeigt die erfindungsgemäße Verwendung in der Sprühapplikation auf Pflanzen und Pflanzenteilen die beschriebenen Vorteile. Kombinationen von den entsprechenden offenkettigen Aryl-, Heteroaryl- und Pollination or other advantages that are well known to a person skilled in the art. In particular, the use according to the invention in the spray application to plants and parts of plants shows the advantages described. Combinations of the corresponding open-chain aryl, heteroaryl and
Benzylsulfonamidocarbonsäuren, -carbonsäureestern, -carbonsäureamiden und - carbonitrilen der allgemeinen Formel (I) unter anderem mit Insektiziden, Lockstoffen, Akariziden, Fungiziden, Nematiziden, Herbiziden, wachstumsregulierenden Stoffen, Safenern, die Pflanzenreife beeinflussenden Stoffen und Bakteriziden können bei der Bekämpfung von Pflanzenkrankheiten im Rahmen der vorliegenden Erfindung ebenfalls Anwendung finden. Die kombinierte Verwendung von entsprechenden offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, - carbonsäureestern, -carbonsäureamiden und -carbonitrilen der allgemeinen Formel (I) mit gentechnisch veränderten Sorten in Bezug auf erhöhte abiotische  Benzylsulfonamidocarboxylic acids, -carboxylic esters, -carboxamides and - carbonitriles of the general formula (I) inter alia with insecticides, attractants, acaricides, fungicides, nematicides, herbicides, growth regulators, safeners, the plant maturity affecting substances and bactericides can in the control of plant diseases in the context the present invention also find application. The combined use of corresponding open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles of the general formula (I) with genetically modified varieties in relation to elevated abiotic
Stresstoleranz ist darüber hinaus ebenfalls möglich. Die weiter oben genannten verschiedenartigen Vorteile für Pflanzen lassen sich bekannterweise partiell zusammenfassen und mit allgemein gültigen Begriffen belegen. Soche Begriffe sind beispielsweise die nachfolgend aufgeführten Stress tolerance is also possible. The various advantages for plants mentioned above can, as is known, be partially summarized and substantiated by generally valid terms. Soche terms are, for example, those listed below
Bezeichnungen: phytotonischer Effekt, Widerstandsfähigkeit gegenüber Terms: phytotonic effect, resistance to
Stressfaktoren, weniger Pflanzenstress, Pflanzengesundheit, gesunde Pflanzen, Pflanzenfitness, („Plant Fitness"),„Plant Wellness",„Plant Concept",„Vigor Effect", „Stress Shield", Schutzschild,„Crop Health",„Crop Health Properties",„Crop Health Products",„Crop Health Management",„Crop Health Therapy",„Plant Health", Plant Health Properties", Plant Health Products",„Plant Health Management",„Plant Health Therapy", Grünungseffekt („Greening Effect" oder„Re-greening Effect"), „Freshness" oder andere Begriffe, die einem Fachmann durchaus bekannt sind. Stress Factors, Less Plant Stress, Plant Health, Healthy Plants, Plant Fitness, Plant Wellness, Plant Concept, Vigor Effect, Stress Shield, Shield, Crop Health, Crop Health Properties "Crop Health Products", "Crop Health Management", "Crop Health Therapy", "Plant Health", Plant Health Properties, "Plant Health Products", "Plant Health Management", "Plant Health Therapy", Greening Effect (" Greening effect "or" re-greening effect ")," Freshness "or other terms that are well known to a person skilled in the art.
Im Rahmen der vorliegenden Erfindung wird unter einem guten Effekt auf die In the present invention is under a good effect on the
Widerstandsfähigkeit gegenüber abiotischem Stress nicht beschränkend · mindestens ein um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % verbessertes Auflaufen, mindestens einen im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % gesteigerten Ertrag, Non-limiting abiotic stress resistance · at least one emergence improved by generally 3%, in particular greater than 5%, more preferably greater than 10%, at least one generally 3%, in particular greater than 5%, particularly preferably greater than 10% increased yield,
mindestens eine um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % verbesserte Wurzelentwicklung,  at least one root development generally improved by 3%, in particular greater than 5%, particularly preferably greater than 10%,
· mindestens eine um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % ansteigende Sproßgröße, At least one shoot size increasing by generally 3%, in particular greater than 5%, particularly preferably greater than 10%,
mindestens eine um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % vergrößerte Blattfläche,  at least one leaf area increased by generally 3%, in particular greater than 5%, particularly preferably greater than 10%,
mindestens eine um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % verbesserte Photosyntheseleistung und/oder mindestens eine um im Allgemeinen 3 %, insbesondere größer als 5 % besonders bevorzugt größer als 10 % verbesserte Blütenausbildung verstanden, wobei die Effekte einzeln oder aber in beliebiger Kombination von zwei oder mehreren Effekten auftreten können.  at least one generally improved by 3%, in particular greater than 5%, more preferably greater than 10% improved photosynthesis and / or at least one generally improved by 3%, in particular greater than 5%, more preferably greater than 10% improved flower formation, the effects individually or in any combination of two or more effects.
Weiterer Gegenstand der vorliegenden Erfindung ist eine Sprühlösung zur Another object of the present invention is a spray solution for
Behandlung von Pflanzen, enthaltend eine zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren wirksame Menge von mindestens einer Verbindung der allgemeinen Formel (I). Die Sprühlösung kann andere übliche Bestandteile aufweisen, wie Lösungsmittel, Formulierhilfsstoffe, insbesondere Wasser, enthalten. Weitere Bestandteile können unter anderem agrochemische Wirkstoffe sein, welche unten noch weiter beschrieben werden. Weiterer Gegenstand der vorliegenden Erfindung ist die Verwendung von entsprechenden Sprühlösungen zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren. Die nachfolgenden Ausführungen gelten sowohl für die erfindungsgemäße Verwendung der Verbindungen der allgemeinen Formel (I) an sich als auch für die entsprechenden Sprühlösungen. Treatment of plants containing an amount of at least one compound of the general formula (I) which is effective for increasing the resistance of plants to abiotic stress factors. The spray solution may comprise other conventional ingredients, such as solvents, formulation auxiliaries, especially water. Other ingredients may include agrochemical agents, which are further described below. Another object of the present invention is the use of appropriate spray solutions to increase the resistance of plants to abiotic stress factors. The following statements apply both to the inventive use of the compounds of general formula (I) per se and for the corresponding spray solutions.
Erindunsgemäß wurde darüber hinaus gefunden, dass die Anwendung der It was also found that the application of the
Verbindungen der allgemeinen Formel (I) in Kombination mit mindestens einem Düngemittel wie weiter unten stehend definiert auf Pflanzen oder in deren Umgebung möglich ist. Compounds of general formula (I) in combination with at least one Fertilizers as defined below are possible on plants or in their environment.
Düngemittel, die erfindungsgemäß zusammen mit den oben näher erläuterten Verbindungen der allgemeinen Formel (I) verwendet werden können, sind im Fertilizers which can be used according to the invention together with the compounds of general formula (I) explained in more detail above are described in US Pat
Allgemeinen organische und anorganische Stickstoff-haltige Verbindungen wie beispielsweise Harnstoffe, Harnstoff-Formaldehyd-Kondensationsprodukte, General organic and inorganic nitrogen-containing compounds such as, for example, ureas, urea-formaldehyde condensation products,
Aminosäuren, Ammoniumsalze und -nitrate, Kaliumsalze (bevorzugt Chloride, Sulfate, Nitrate), Phosphorsäuresalze und/oder Salze von Phosphoriger Säure (bevorzugt Kaliumsalze und Ammoniumsalze). Insbesondere zu nennen sind in diesem Zusammenhang die NPK-Dünger, d.h. Düngemittel, die Stickstoff, Phosphor und Kalium enthalten, Kalkammonsalpeter, d.h. Düngemittel, die noch Calcium enthalten, Ammonsulfatsalpeter (Allgemeine Formel (NH4)2S04 NH4N03), Amino acids, ammonium salts and nitrates, potassium salts (preferably chlorides, sulfates, nitrates), phosphoric acid salts and / or salts of phosphorous acid (preferably potassium salts and ammonium salts). Particularly noteworthy in this connection are the NPK fertilizers, ie fertilizers containing nitrogen, phosphorus and potassium, calcium ammonium nitrate, ie fertilizers which still contain calcium, ammonium sulphate nitrate (general formula (NH 4 ) 2 SO 4 NH 4 NO 3),
Ammonphosphat und Ammonsulfat. Diese Düngemittel sind dem Fachmann allgemein bekannt, siehe auch beispielsweise Ullmann's Encyclopedia of Industrial Chemistry, 5. Edition, Vol. A 10, Seiten 323 bis 431 , Verlagsgesellschaft, Weinheim, 1987. Ammonium phosphate and ammonium sulfate. These fertilizers are well known to those skilled in the art, see also, for example, Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A 10, pages 323 to 431, Verlagsgesellschaft, Weinheim, 1987.
Die Düngemittel können auch Salze aus Mikronährstoffen (bevorzugt Calcium, Schwefel, Bor, Mangan, Magnesium, Eisen, Bor, Kupfer, Zink, Molybdän und Kobalt) und Phytohormonen (z. B. Vitamin B1 und Indol-(lll)essigsäure) oder Gemische davon enthalten. Erfindungsgemäß eingesetzte Düngemittel können auch weitere Salze wie Monoammoniumphosphat (MAP), Diammoniumphosphat (DAP), The fertilizers may also contain salts of micronutrients (preferably calcium, sulfur, boron, manganese, magnesium, iron, boron, copper, zinc, molybdenum and cobalt) and phytohormones (eg, vitamin B1 and indole (III) acetic acid) or mixtures included. Fertilizers used according to the invention may also contain other salts such as monoammonium phosphate (MAP), diammonium phosphate (DAP),
Kaliumsulfat, Kaliumchlorid, Magnesiumsulfat enthalten. Geeignete Mengen für die sekundären Nährstoffe oder Spurenelemente sind Mengen von 0,5 bis 5 Gew.-%, bezogen auf das gesamte Düngemittel. Weitere mögliche Inhaltsstoffe sind Potassium sulfate, potassium chloride, magnesium sulfate. Suitable amounts for the secondary nutrients or trace elements are amounts of 0.5 to 5 wt .-%, based on the total fertilizer. Other possible ingredients are
Pflanzenschutzmittel, Insektizide oder Fungizide, Wachstumsregulatoren oder Gemische davon. Hierzu folgen weiter unten weitergehende Ausführungen. Crop protection agents, insecticides or fungicides, growth regulators or mixtures thereof. Further explanations follow below.
Die Düngemittel können beispielsweise in Form von Pulvern, Granulaten, Prills oder Kompaktaten eingesetzt werden. Die Düngemittel können jedoch auch in flüssiger Form, gelöst in einem wässrigen Medium, eingesetzt werden. In diesem Fall kann auch verdünnter wässriger Ammoniak als Stickstoffdüngemittel eingesetzt werden. Weitere mögliche Inhaltsstoffe für Düngemittel sind beispielsweise in Ullmann's Encyclopedia of Industrial Chemistry, 5. Auflage, 1987, Band A 10, Seiten 363 bis 401 , DE-A 41 28 828, DE-A 19 05 834 und DE-A 196 31 764 beschrieben. Die allgemeine Zusammensetzung der Düngemittel, bei welchen es sich im Rahmen der vorliegenden Erfindung um Einzelnährstoff- und/oder Mehrnährstoffdünger handeln kann, beispielsweise aus Stickstoff, Kalium oder Phosphor, kann innerhalb eines breiten Bereichs variieren. Im Allgemeinen ist ein Gehalt von 1 bis 30 Gew.-% Stickstoff (bevorzugt 5 bis 20 Gew.-%), von 1 bis 20 Gew.-% Kalium (bevorzugt 3 bis 15 Gew.-%) und ein Gehalt von 1 bis 20 Gew.-% Phosphor (bevorzugt 3 bis 10 Gew.-%) vorteilhaft. Der Gehalt von Mikroelementen ist üblicherweise im ppm- Bereich, bevorzugt im Bereich von von 1 bis 1000 ppm. The fertilizers can be used, for example, in the form of powders, granules, prills or compactates. However, the fertilizers can also be used in liquid form dissolved in an aqueous medium. In this case can also dilute aqueous ammonia can be used as nitrogen fertilizer. Further possible ingredients for fertilizers are described, for example, in Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, 1987, Volume A 10, pages 363 to 401, DE-A 41 28 828, DE-A 19 05 834 and DE-A 196 31 764 , The general composition of the fertilizers, which in the context of the present invention may be single nutrient and / or multi-nutrient fertilizers, for example nitrogen, potassium or phosphorus, may vary within a wide range. In general, a content of 1 to 30 wt .-% of nitrogen (preferably 5 to 20 wt .-%), from 1 to 20 wt .-% potassium (preferably 3 to 15 wt .-%) and a content of 1 to 20% by weight of phosphorus (preferably 3 to 10% by weight) is advantageous. The content of microelements is usually in the ppm range, preferably in the range of from 1 to 1000 ppm.
Im Rahmen der vorliegenden Erfindung können das Düngemittel sowie die In the context of the present invention, the fertilizer and the
Verbindungen der allgemeinen Formel (I) zeitgleich verabreicht werden. Es ist jedoch auch möglich, zunächst das Düngemittel und dann eine Verbindung der allgemeinen Formel (I) oder zunächst eine Verbindung der allgemeinen Formel (I) und dann das Düngemittel anzuwenden. Bei nicht zeitgleicher Anwendung einer Verbindung der allgemeinen Formel (I) und des Düngemittels erfolgt im Rahmen der vorliegenden Erfindung jedoch die Anwendung in funktionellem Zusammenhang, insbesondere innerhalb eines Zeitraums von im Allgemeinen 24 Stunden, bevorzugt 18 Stunden, besonders bevorzugt 12 Stunden, speziell 6 Stunden, noch spezieller 4 Stunden, noch weiter spezieller innerhalb 2 Stunden. In ganz besonderen Compounds of general formula (I) are administered at the same time. However, it is also possible to use first the fertilizer and then a compound of the general formula (I) or first a compound of the general formula (I) and then the fertilizer. In the case of non-simultaneous application of a compound of the general formula (I) and of the fertilizer, however, the application is carried out in a functional context, in particular within a period of generally 24 hours, preferably 18 hours, more preferably 12 hours, especially 6 hours , even more special 4 hours, even more special within 2 hours. In a very special way
Ausführungsformen der vorliegenden Erfindung erfolgt die Anwendung der erfindungsgemäß Verbindung der Formel (I) und des Düngemittels in einem zeitlichen Rahmen von weniger als 1 Stunden, vorzugsweise weniger als 30 Embodiments of the present invention use the compound of the formula (I) and the fertilizer according to the invention in a time frame of less than 1 hour, preferably less than 30
Minuten, besonders bevorzugt weniger als 15 Minuten. Minutes, more preferably less than 15 minutes.
Bevorzugt ist die Verwendung von Verbindungen der allgemeinen Formel (I) auf Pflanzen aus der Gruppe der Nutzpflanzen, Zierpflanzen, Rasenarten, allgemein genutzte Bäume, die in öffentlichen und privaten Bereichen als Zierpflanzen Preference is given to the use of compounds of the general formula (I) on plants from the group of crops, ornamental plants, lawn species, generally used trees, which are used in ornamental plants in public and private sectors
Verwendungen finden, und Forstbestand. Der Forstbestand umfasst Bäume für die Herstellung von Holz, Zellstoff, Papier und Produkten die aus Teilen der Bäume hergestellt werden. Der Begriff Nutzpflanzen, wie hier verwendet, bezeichnet Find uses, and forest stands. The forest stock includes trees for the Production of wood, pulp, paper and products made from parts of the trees. The term crops as used herein refers to
Kulturpflanzen, die als Pflanzen für die Gewinnung von Nahrungsmitteln, Crops used as plants for the production of food,
Futtermitteln, Treibstoffe oder für technische Zwecke eingesetzt werden. Feed, fuel or for technical purposes.
Zu den Nutzpflanzen zählen z. B. folgende Pflanzenarten: Triticale, Durum Among the useful plants include z. For example, the following plant species: Triticale, Durum
(Hartweizen), Turf, Reben, Getreide, beispielsweise Weizen, Gerste, Roggen, Hafer, Reis, Mais und Hirse; Rüben, beispielsweise Zuckerrüben und Futterrüben; Früchte, beispielsweise Kernobst, Steinobst und Beerenobst, beispielsweise Äpfel, Birnen, Pflaumen, Pfirsiche, Mandeln, Kirschen und Beeren, z. B. Erdbeeren, Himbeeren, Brombeeren; Hülsenfrüchte, beispielsweise Bohnen, Linsen, Erbsen und (Durum wheat), turf, vines, cereals, such as wheat, barley, rye, oats, rice, corn and millet; Beets, for example sugar beets and fodder beets; Fruits, such as pome fruit, stone fruit and soft fruit, such as apples, pears, plums, peaches, almonds, cherries and berries, eg. Strawberries, raspberries, blackberries; Legumes, such as beans, lentils, peas and
Sojabohnen; Ölkulturen, beispielsweise Raps, Senf, Mohn, Oliven, Sonnenblumen, Kokos, Castorölpflanzen, Kakaobohnen und Erdnüsse; Gurkengewächse, soybeans; Oil crops such as rapeseed, mustard, poppy, olive, sunflower, coconut, castor oil, cocoa beans and peanuts; Cucumber plants,
beispielsweise Kürbis, Gurken und Melonen; Fasergewächse, beispielsweise for example, pumpkin, cucumbers and melons; Fiber plants, for example
Baumwolle, Flachs, Hanf und Jute; Citrusfrüchte, beispielsweise Orangen, Zitronen, Pampelmusen und Mandarinen; Gemüsesorten, beispielsweise Spinat, (Kopf)-Salat, Spargel, Kohlarten, Möhren, Zwiebeln, Tomaten, Kartoffeln und Paprika; Cotton, flax, hemp and jute; Citrus fruits, such as oranges, lemons, grapefruit and mandarins; Vegetables such as spinach, (head) salad, asparagus, cabbages, carrots, onions, tomatoes, potatoes and peppers;
Lorbeergewächse, beispielsweise Avocado, Cinnamomum, Kampfer, oder ebenso Pflanzen wie Tabak, Nüsse, Kaffee, Aubergine, Zuckerrohr, Tee, Pfeffer, Weinreben, Hopfen, Bananen, Naturkautschukgewächse sowie Zierpflanzen, beispielsweise Blumen, Sträucher, Laubbäume und Nadelbäume wie Koniferen. Diese Aufzählung stellt keine Limitierung dar. Laurel family, such as avocado, Cinnamomum, camphor, or as plants such as tobacco, nuts, coffee, eggplant, sugar cane, tea, pepper, vines, hops, bananas, natural rubber plants and ornamental plants, such as flowers, shrubs, deciduous trees and conifers such as conifers. This list is not a limitation.
Als besonders geeignete Zielkulturen für die Anwendung des erfindungsgemäßen Verfahrens sind folgende Pflanzen anzusehen: Hafer, Roggen, Triticale, Durum, Baumwolle, Aubergine, Turf, Kernobst, Steinobst, Beerenobst, Mais, Weizen, Gerste, Gurke, Tabak, Reben, Reis, Getreide, Birne, Pfeffer, Bohnen, Sojabohnen, Raps, Tomate, Paprika, Melonen, Kohl, Kartoffel und Apfel. Als Bäume, die entsprechend dem erfindungsgemäßen Verfahren verbessert werden können, seien beispielhaft genannt: Abies sp., Eucalyptus sp., Picea sp., Pinus sp., Aesculus sp., Platanus sp., Tilia sp., Acer sp., Tsuga sp., Fraxinus sp., Sorbus sp., Betula sp., Crataegus sp., Ulmus sp., Quercus sp., Fagus sp., Salix sp., Populus sp.. Particularly suitable target crops for the application of the method according to the invention are the following plants: oats, rye, triticale, durum, cotton, aubergine, turf, pome fruit, stone fruit, berry fruit, corn, wheat, barley, cucumber, tobacco, vines, rice, cereals , Pear, pepper, beans, soybeans, rape, tomato, paprika, melons, cabbage, potato and apple. Examples of trees which can be improved according to the method of the invention are: Abies sp., Eucalyptus sp., Picea sp., Pinus sp., Aesculus sp., Platanus sp., Tilia sp., Acer sp., Tsuga sp , Fraxinus sp., Sorbus sp., Betula sp., Crataegus sp., Ulmus sp., Quercus sp., Fagus sp., Salix sp., Populus sp.
Als bevorzugte Bäume, die entsprechend dem erfindungsgemäßen Verfahren verbessert werden können, können genannt werden: Aus der Baumart Aesculus: A. hippocastanum, A. pariflora, A. carnea; aus der Baumart Platanus: P. aceriflora, P. occidentalis, P. racemosa; aus der Baumart Picea: P. abies; aus der Baumart Pinus: P. radiate, P. ponderosa, P. contorta, P. sylvestre, P. elliottii, P. montecola, P. As preferred trees, which can be improved according to the method of the invention, may be mentioned: From the tree species Aesculus: A. hippocastanum, A. pariflora, A. carnea; from the tree species Platanus: P. aceriflora, P. occidentalis, P. racemosa; from the tree species Picea: P. abies; from the tree Pinus: P. radiate, P. ponderosa, P. contorta, P. sylvestre, P. elliottii, P. montecola, P.
albicaulis, P. resinosa, P. palustris, P. taeda, P. flexilis, P. jeffregi, P. baksiana, P. strobes; aus der Baumart Eucalyptus: E. grandis, E. globulus, E. camadentis, E. nitens, E. obliqua, E. regnans, E. pilularus. albicaulis, P. resinosa, P. palustris, P. taeda, P. flexilis, P. jeffregi, P. baksiana, P. strobes; from the tree species Eucalyptus: E. grandis, E. globulus, E. camadentis, E. nitens, E. obliqua, E. regnans, E. pilularus.
Als besonders bevorzugte Bäume, die entsprechend dem erfindungsgemäßen Verfahren verbessert werden können, können genannt werden: Aus der Baumart Pinus: P. radiate, P. ponderosa, P. contorta, P. sylvestre, P. strobes; aus der Baumart Eucalyptus: E. grandis, E. globulus und E. camadentis. As particularly preferred trees, which can be improved according to the method of the invention, may be mentioned: From the species Pinus: P. radiate, P. ponderosa, P. contorta, P. sylvestre, P. strobes; from the tree species Eucalyptus: E. grandis, E. globulus and E. camadentis.
Als besonders bevorzugte Bäume, die entsprechend dem erfindungsgemäßen Verfahren verbessert werden können, können genannt werden: Rosskastanie, Platanengewächs, Linde und Ahornbaum. As particularly preferred trees that can be improved according to the method of the invention can be mentioned: horse chestnut, sycamore, linden and maple tree.
Die vorliegende Erfindung kann auch an beliebigen Rasenarten („turfgrasses") durchgeführt werden, einschließlich„cool season turfgrasses" und„warm season turfgrasses". Beispiele für Rasenarten für die kalte Jahreszeit sind Blaugräser („blue grasses"; Poa spp.), wie„Kentucky bluegrass" (Poa pratensis L),„rough bluegrass" (Poa trivialis L),„Canada bluegrass" (Poa compressa L),„annual bluegrass" (Poa annua L),„upland bluegrass" (Poa glaucantha Gaudin),„wood bluegrass" (Poa nemoralis L.) und„bulbous bluegrass" (Poa bulbosa L); Straussgräser („Bentgrass", Agrostis spp.), wie„creeping bentgrass" (Agrostis palustris Huds.),„colonial bentgrass" (Agrostis tenuis Sibth.),„velvet bentgrass" (Agrostis canina L),„South German Mixed Bentgrass" (Agrostis spp. einschließlich Agrostis tenius Sibth., Agrostis canina L, und Agrostis palustris Huds.), und„redtop" (Agrostis alba L); Schwingel („Fescues", Festucu spp.), wie„red fescue" (Festuca rubra L. spp. rubra), „creeping fescue" (Festuca rubra L),„chewings fescue" (Festuca rubra commutata Gaud.),„sheep fescue" (Festuca ovina L),„hard fescue" (Festuca longifolia Thuill.), „hair fescue" (Festucu capillata Lam.),„tall fescue" (Festuca arundinacea Schreb.) und„meadow fescue" (Festuca elanor L); The present invention may also be practiced on any turfgrasses, including "cool season turfgrasses" and "warm season turfgrasses." Examples of cold season turf species are blue grasses (Poa spp.), Such as "Kentucky bluegrass" (Poa pratensis L), "rough bluegrass" (Poa trivialis L), "Canada bluegrass" (Poa compressa L), "annual bluegrass" (Poa annua L), "upland bluegrass" (Poa glaucantha Gaudin), "Wood bluegrass" (Poa nemoralis L.) and "bulbous bluegrass" (Poa bulbosa L); ostrich grasses ("Bentgrass", Agrostis spp.), Such as "creeping bentgrass" (Agrostis palustris Huds.), "Colonial bentgrass" (Agrostis Tenuis Sibth.), "velvet bentgrass" (Agrostis canina L), "South German Mixed Bentgrass" (Agrostis spp., including Agrostis tenius Sibth., Agrostis canina L, and Agrostis palustris Huds.), and "redtop" (Agrostis alba L ); Fescue ("Fescues", Festucu spp.), Such as "red fescue" (Festuca rubra L. spp. Rubra), "creeping fescue" (Festuca rubra L), "chewings fescue" (Festuca rubra commutata Gaud.), "Sheep fescue "(Festuca ovina L)," hard fescue "(Festuca longifolia Thuill.)," hair fescue "(Festucu capillata Lam.)," tall fescue "(Festuca arundinacea Schreb.) and" meadow fescue "(Festuca elanor L) ;
Lolch („ryegrasses", Lolium spp.), wie„annual ryegrass" (Lolium multiflorum Lam.), „perennial ryegrass" (Lolium perenne L.) und„italian ryegrass" (Lolium multiflorum Lam.); und Weizengräser ("wheatgrasses", Agropyron spp..), wie "fairway wheatgrass" (Agropyron cristatum (L.) Gaertn.),„crested wheatgrass" (Agropyron desertorum (Fisch.) Schult.) und "western wheatgrass" (Agropyron smithii Rydb.). Lolium ("ryegrasses", Lolium spp.), Such as "annual ryegrass" (Lolium multiflorum Lam.), "Perennial ryegrass" (Lolium perenne L.) and "Italian ryegrass" (Lolium multiflorum Lam.); and wheat grasses ("wheatgrasses", Agropyron spp.), such as "fairway wheatgrass" (Agropyron cristatum (L.) Gaertn.), "crested wheatgrass" (Agropyron desertorum (fish.) Schult.) and "western wheatgrass" (Agropyron smithii Rydb.).
Beispiele für weitere "cool season turfgrasses" sind "beachgrass" (Ammophila breviligulata Fern.), "smooth bromegrass" (Bromus inermis Leyss.), Schilf ("cattails") wie "Timothy" (Phleum pratense L.), "sand cattail" (Phleum subulatum L.), Examples of other "cool season turfgrasses" are "beachgrass" (Ammophila breviligulata fern.), "Smooth bromegrass" (Bromus inermis leyss.), Reeds ("cattails") such as "Timothy" (Phleum pratense L.), "sand cattail "(Phleum subulatum L.)
"orchardgrass" (Dactylis glomerata L.), "weeping alkaligrass" (Puccinellia distans (L.) Pari.) und "crested dog's-tail" (Cynosurus cristatus L.). "orchardgrass" (Dactylis glomerata L.), "weeping alkaligrass" (Puccinellia distans (L.) Pari.) and "crested dog's-tail" (Cynosurus cristatus L.).
Beispiele für "warm season turfgrasses" sind„Bermudagrass" (Cynodon spp. L. C. Rieh), "zoysiagrass" (Zoysia spp. Willd.),„St. Augustine grass" (Stenotaphrum secundatum Walt Kuntze),„centipedegrass" (Eremochloa ophiuroides Munro Hack.), „carpetgrass" (Axonopus affinis Chase),„Bahia grass" (Paspalum notatum Flügge), „Kikuyugrass" (Pennisetum clandestinum Höchst, ex Chiov.),„buffalo grass" Examples of "warm season turfgrasses" are "Bermudagrass" (Cynodon spp., LC Rieh), "zoysiagrass" (Zoysia spp. Willd.), "St. Augustine grass" (Stenotaphrum secundatum Walt Kuntze), "centipedegrass" (Eremochloa ophiuroides Munro Hack.), "Carpetgrass" (Axonopus affinis chase), "Bahia grass" (Paspalum notatum flügge), "Kikuyugrass" (Pennisetum clandestinum Höchst, ex Chiov.), "Buffalo grass"
(Buchloe daetyloids (Nutt.) Engelm.), "Blue gramma" (Bouteloua gracilis (H.B.K.) Lag. ex Griffiths),„seashore paspalum" (Paspalum vaginatum Swartz) und„sideoats grama" (Bouteloua curtipendula (Michx. Torr.). "Cool season turfgrasses" sind für die erfindungsgemäße Verwendung im Allgemeinen bevorzugt. Besonders bevorzugt sind Blaugras, Straussgras und„redtop", Schwingel und Lolch. Straussgras ist insbesondere bevorzugt. Besonders bevorzugt werden erfindungsgemäß Pflanzen der jeweils (Buchloe daetyloids (Nutt.) Engelm.), "Blue gramma" (Bouteloua gracilis (HBK) lag. Ex Griffiths), "seashore paspalum" (Paspalum vaginatum Swartz) and "sideoats grama" (Bouteloua curtipendula (Michx. Torr.) "Cool season turfgrasses" are generally preferred for use according to the invention Bleach grass, ostrich grass and "redtop" are preferred, ostrich and lolly. Ostrich grass is particularly preferred. Particularly preferred according to the invention are plants of each
handelsüblichen oder in Gebrauch befindlichen Pflanzensorten behandelt. Unter Pflanzensorten versteht man Pflanzen mit neuen Eigenschaften ("Traits"), die sowohl durch konventionelle Züchtung, durch Mutagenese oder mit Hilfe treated commercially or in use plant varieties. Plant varieties are understood as meaning plants with new properties ("traits"), either by conventional breeding, by mutagenesis or with the aid of
rekombinanter DNA-Techniken, gezüchtet worden sind. Kulturpflanzen können demnach Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der trans- genen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. recombinant DNA techniques. Crop plants can accordingly be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant variety protection rights.
Das erfindungsgemäße Behandlungsverfahren kann somit auch für die Behandlung von genetisch modifizierten Organismen (GMOs), z. B. Pflanzen oder Samen, verwendet werden. Genetisch modifizierte Pflanzen (oder transgene Pflanzen) sind Pflanzen, bei denen ein heterologes Gen stabil in das Genom integriert worden ist. Der Begriff "heterologes Gen" bedeutet im wesentlichen ein Gen, das außerhalb der Pflanze bereitgestellt oder assembliert wird und das bei Einführung in das The treatment method according to the invention can thus also for the treatment of genetically modified organisms (GMOs), z. As plants or seeds are used. Genetically modified plants (or transgenic plants) are plants in which a heterologous gene has been stably integrated into the genome. The term "heterologous gene" essentially means a gene that is provided or assembled outside the plant and that when introduced into the plant
Zellkerngenom, das Chloroplastengenom oder das Hypochondriengenom der transformierten Pflanze dadurch neue oder verbesserte agronomische oder sonstige Eigenschaften verleiht, dass es ein interessierendes Protein oder Polypeptid exprimiert oder dasses ein anderes Gen, das in der Pflanze vorliegt bzw. andere Gene, die in der Pflanze vorliegen, herunterreguliert oder abschaltet (zum Beispiel mittels Antisense-Technologie, Co-suppressionstechnologie oder RNAi-Technologie [RNA Interference]). Ein heterologes Gen, das im Genom vorliegt, wird ebenfalls als Transgen bezeichnet. Ein Transgen, das durch sein spezifisches Vorliegen im Pflanzengenom definiert ist, wird als Transformations- bzw. transgenes Event bezeichnet. Zu Pflanzen und Pflanzensorten, die vorzugsweise erfindungsgemäß behandelt werden, zählen alle Pflanzen, die über Erbgut verfügen, das diesen Pflanzen besonders vorteilhafte, nützliche Merkmale verleiht (egal, ob dies durch Züchtung und/oder Biotechnologie erzielt wurde). Cell nucleus genome, the chloroplast genome or the hypochondrial genome of the transformed plant by conferring new or improved agronomic or other properties by expressing a protein or polypeptide of interest or by having another gene present in the plant or other genes present in the plant; downregulated or switched off (for example by means of antisense technology, co-suppression technology or RNAi technology [RNA Interference]). A heterologous gene present in the genome is also referred to as a transgene. A transgene defined by its specific presence in the plant genome is referred to as a transformation or transgenic event. Plants and plant varieties that are preferably treated according to the invention include all plants which have genetic material that these plants gives particularly advantageous, useful features (regardless of whether this was achieved through breeding and / or biotechnology).
Pflanzen und Pflanzensorten, die ebenfalls erfindungsgemäß behandelt werden können, sind solche Pflanzen, die gegen einen oder mehrere abiotische Plants and plant varieties which can also be treated according to the invention are those plants which are resistant to one or more abiotic
Streßfaktoren resistent sind. Zu den abiotischen Streßbedingungen können zum Beispiel Dürre, Kälte- und Hitzebedingungen, osmotischer Streß, Staunässe, erhöhter Bodensalzgehalt, erhöhtes Ausgesetztsein an Mineralien,  Stress factors are resistant. Abiotic stress conditions may include, for example, drought, cold and heat conditions, osmotic stress, waterlogging, increased soil salinity, increased exposure to minerals,
Ozonbedingungen, Starklichtbedingungen, beschränkte Verfügbarkeit von Ozone conditions, high light conditions, limited availability of
Stickstoffnährstoffen, beschränkte Verfügbarkeit von Phosphornährstoffen oder Vermeidung von Schatten zählen. Nitrogen nutrients, limited availability of phosphorus nutrients or avoiding shadows.
Pflanzen und Pflanzensorten, die ebenfalls erfindungsgemäß behandelt werden können, sind solche Pflanzen, die durch erhöhte Ertragseigenschaften Plants and plant varieties which can likewise be treated according to the invention are those plants which have increased yield properties
gekennzeichnet sind. Ein erhöhter Ertrag kann bei diesen Pflanzen z. B. auf verbesserter Pflanzenphysiologie, verbessertem Pflanzenwuchs und verbesserter Pflanzenentwicklung, wie Wasserverwertungseffizienz, Wasserhalteeffizienz, verbesserter Stickstoffverwertung, erhöhter Kohlenstoffassimilation, verbesserter Photosynthese, verstärkter Keimkraft und beschleunigter Abreife beruhen. Der Ertrag kann weiterhin durch eine verbesserte Pflanzenarchitektur (unter Streß- und nicht-Streß-Bedingungen) beeinflußt werden, darunter frühe Blüte, Kontrolle der Blüte für die Produktion von Hybridsaatgut, Keimpflanzenwüchsigkeit, Marked are. An increased yield can in these plants z. B. based on improved plant physiology, improved plant growth and improved plant development, such as water efficiency, water retention efficiency, improved nitrogen utilization, increased carbon assimilation, improved photosynthesis, increased germination and accelerated Abreife. The yield may be further influenced by improved plant architecture (under stress and non-stress conditions), including early flowering, control of flowering for the production of hybrid seed, germination vigor,
Pflanzengröße, Internodienzahl und -abstand, Wurzelwachstum, Samengröße, Fruchtgröße, Schotengröße, Schoten- oder Ährenzahl, Anzahl der Samen pro Schote oder Ähre, Samenmasse, verstärkte Samenfüllung, verringerter Plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, number of seeds per pod or ear, seed mass, increased seed filling, reduced
Samenausfall, verringertes Schotenplatzen sowie Standfestigkeit. Zu weiteren Ertragsmerkmalen zählen Samenzusammensetzung wie Kohlenhydratgehalt, Proteingehalt, Ölgehalt und Ölzusammensetzung, Nährwert, Verringerung der nährwidrigen Verbindungen, verbesserte Verarbeitbarkeit und verbesserte  Seed failure, reduced pod popping and stability. Other yield-related traits include seed composition such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction of nontoxic compounds, improved processability and improved
Lagerfähigkeit. Pflanzen, die erfindungsgemäß ebenfalls behandelt werden können, sind Hybridpflanzen, die bereits die Eigenschaften der Heterosis bzw. des Hybrideffekts exprimieren, was im allgemeinen zu höherem Ertrag, höherer Wüchsigkeit, besserer Gesundheit und besserer Resistenz gegen biotische und abiotische Streßfaktoren führt. Solche Pflanzen werden typischerweise dadurch erzeugt, dass man eine ingezüchtete pollensterile Elternlinie (den weiblichen Kreuzungspartner) mit einer anderen ingezüchteten pollenfertilen Elternlinie (dem männlichen Kreuzungspartner) kreuzt. Das Hybridsaatgut wird typischerweise von den pollensterilen Pflanzen geerntet und an Vermehrer verkauft. Pollensterile Pflanzen können manchmal (z. B. beim Mais) durch Entfahnen (d. h. mechanischem Entfernen der männlichen Storability. Plants which can also be treated according to the invention are hybrid plants which already express the properties of the heterosis or the hybrid effect, which generally leads to higher yield, higher vigor, better health and better resistance to biotic and abiotic stress factors. Such plants are typically produced by crossing an inbred male sterile parental line (the female crossover partner) with another inbred male fertile parent line (the male crossbred partner). The hybrid seed is typically harvested from the male sterile plants and sold to propagators. Pollen sterile plants can sometimes (eg in corn) by delaving (ie mechanical removal of the male
Geschlechtsorgane bzw. der männlichen Blüten), produziert werden; es ist jedoch üblicher, dass die Pollensterilität auf genetischen Determinanten im Pflanzengenom beruht. In diesem Fall, insbesondere dann, wenn es sich bei dem gewünschten Produkt, da man von den Hybridpflanzen ernten will, um die Samen handelt, ist es üblicherweise günstig, sicherzustellen, dass die Pollenfertilität in Hybridpflanzen, die die für die Pollensterilität verantwortlichen genetischen Determinanten enthalten, völlig restoriert wird. Dies kann erreicht werden, indem sichergestellt wird, dass die männlichen Kreuzungspartner entsprechende Fertilitätsrestorergene besitzen, die in der Lage sind, die Pollenfertilität in Hybridpflanzen, die die genetischen  Sex organs or the male flowers) are produced; however, it is more common for male sterility to be due to genetic determinants in the plant genome. In this case, especially when the desired product, as one wants to harvest from the hybrid plants, is the seeds, it is usually beneficial to ensure that the pollen fertility in hybrid plants containing the genetic determinants responsible for male sterility , completely restored. This can be achieved by ensuring that the male cross-breeding partners possess appropriate fertility restorer genes capable of controlling the pollen fertility in hybrid plants that are the genetic source
Determinanten, die für die Pollensterilität verantwortlich sind, enthalten, zu Containing determinants that are responsible for the pollens sterility, too
restorieren. Genetische Determinanten für Pollensterilität können im Cytoplasma lokalisiert sein. Beispiele für cytoplasmatische Pollensterilität (CMS) wurden zum Beispiel für Brassica-Arten beschrieben (WO 92/005251 , WO 95/009910, WO 98/27806, WO 05/002324, WO 06/021972 und US 6,229,072). Genetische restorieren. Genetic determinants of pollen sterility may be localized in the cytoplasm. Examples of cytoplasmic male sterility (CMS) have been described, for example, for Brassica species (WO 92/005251, WO 95/009910, WO 98/27806, WO 05/002324, WO 06/021972 and US 6,229,072). genetic
Determinanten für Pollensterilität können jedoch auch im Zellkerngenom lokalisiert sein. Pollensterile Pflanzen können auch mit Methoden der pflanzlichen However, determinants of male sterility may also be localized in the nuclear genome. Pollen sterile plants can also be used with methods of plant
Biotechnologie, wie Gentechnik, erhalten werden. Ein besonders günstiges Mittel zur Erzeugung von pollensterilen Pflanzen ist in WO 89/10396 beschrieben, wobei zum Beispiel eine Ribonuklease wie eine Barnase selektiv in den Tapetumzellen in den Staubblättern exprimiert wird. Die Fertilität kann dann durch Expression eines Ribonukleasehemmers wie Barstar in den Tapetumzellen restoriert werden (z. B. WO 91/002069). Pflanzen oder Pflanzensorten (die mit Methoden der Pflanzenbiotechnologie, wie der Gentechnik, erhalten werden), die erfindungsgemäß ebenfalls behandelt werden können, sind herbizidtolerante Pflanzen, d. h. Pflanzen, die gegenüber einem oder mehreren vorgegebenen Herbiziden tolerant gemacht worden sind. Solche Pflanzen können entweder durch genetische Transformation oder durch Selektion von Biotechnology, such as genetic engineering. A particularly convenient means of producing male-sterile plants is described in WO 89/10396, wherein, for example, a ribonuclease such as a barnase is selectively expressed in the tapetum cells in the stamens. The fertility can then be restorated by expression of a ribonuclease inhibitor such as barstar in the tapetum cells (eg WO 91/002069). Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, are herbicide-tolerant plants, ie plants which have been made tolerant to one or more given herbicides. Such plants can be either by genetic transformation or by selection of
Pflanzen, die eine Mutation enthalten, die solch eine Herbizidtoleranz verleiht, erhalten werden. Herbizidtolerante Pflanzen sind zum Beispiel glyphosatetolerante Pflanzen, d. h. Pflanzen, die gegenüber dem Herbizid Glyphosate oder dessen Salzen tolerant gemacht worden sind. So können zum Beispiel glyphosatetolerante Pflanzen durch Transformation der Pflanze mit einem Gen, das für das Enzym 5- Enolpyruvylshikimat-3-phosphatsynthase (EPSPS) kodiert, erhalten werden. Plants containing a mutation conferring such herbicide tolerance. Herbicide-tolerant plants are, for example, glyphosate-tolerant plants, i. H. Plants tolerant to the herbicide glyphosate or its salts. Thus, for example, glyphosate-tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS).
Beispiele für solche EPSPS-Gene sind das AroA-Gen (Mutante CT7) des Bakterium Salmonella typhimurium (Comai et al., Science (1983), 221 , 370-371 ), das CP4-Gen des Bakteriums Agrobacterium sp. (Barry et al., Curr. Topics Plant Physiol. (1992), 7, 139-145), die Gene, die für eine EPSPS aus der Petunie (Shah et al., Science (1986), 233, 478-481 ), für eine EPSPS aus der Tomate (Gasser et al., J. Biol. Chem. (1988), 263, 4280-4289) oder für eine EPSPS aus Eleusine (WO 01/66704) kodieren. Es kann sich auch um eine mutierte EPSPS handeln, wie sie zum Beispiel in EP-A 0837944, WO 00/066746, WO 00/066747 oder WO 02/026995 beschrieben ist. Glyphosatetolerante Pflanzen können auch dadurch erhalten werden, dass man ein Gen exprimiert, das für ein Glyphosate-Oxidoreduktase-Enzym, wie es in US 5,776,760 und US 5,463, 175 beschrieben ist, kodiert. Glyphosatetolerante Pflanzen können auch dadurch erhalten werden, dass man ein Gen exprimiert, das für ein Glyphosate-acetyltransferase-Enzym, wie es in z. B. WO 02/036782, WO Examples of such EPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonella typhimurium (Comai et al., Science (1983), 221, 370-371), the CP4 gene of the bacterium Agrobacterium sp. (Barry et al., Curr Topics Plant Physiol. (1992), 7, 139-145), the genes that are useful for EPSPS from the petunia (Shah et al., Science (1986), 233, 478-481). , for an EPSPS from the tomato (Gasser et al., J. Biol. Chem. (1988), 263, 4280-4289) or for an EPSPS from Eleusine (WO 01/66704) encode. It may also be a mutated EPSPS, as described for example in EP-A 0837944, WO 00/066746, WO 00/066747 or WO 02/026995. Glyphosate-tolerant plants can also be obtained by expressing a gene encoding a glyphosate oxidoreductase enzyme as described in US 5,776,760 and US 5,463,175. Glyphosate-tolerant plants can also be obtained by expressing a gene encoding a glyphosate acetyltransferase enzyme as described in e.g. WO 02/036782, WO
03/092360, WO 05/012515 und WO 07/024782 beschrieben ist, kodiert. 03/092360, WO 05/012515 and WO 07/024782.
Glyphosatetolerante Pflanzen können auch dadurch erhalten werden, dass man Pflanzen, die natürlich vorkommende Mutationen der oben erwähnten Gene, wie sie zum Beispiel in WO 01/024615 oder WO 03/013226 beschrieben sind, enthalten, selektiert. Sonstige herbizidresistente Pflanzen sind zum Beispiel Pflanzen, die gegenüber Herbiziden, die das Enzym Glutaminsynthase hemmen, wie Bialaphos, Glyphosate-tolerant plants can also be obtained by selecting plants containing naturally-occurring mutations of the above-mentioned genes, as described, for example, in WO 01/024615 or WO 03/013226. Other herbicide-resistant plants are, for example, plants which are resistant to herbicides which inhibit the enzyme glutamine synthase, such as bialaphos,
Phosphinotricin oder Glufosinate, tolerant gemacht worden sind. Solche Pflanzen können dadurch erhalten werden, dass man ein Enzym exprimiert, das das Herbizid oder eine Mutante des Enzyms Glutaminsynthase, das gegenüber Hemmung resistent ist, entgiftet. Solch ein wirksames entgiftendes Enzym ist zum Beispiel ein Enzym, das für ein Phosphinotricin-acetyltransferase kodiert (wie zum Beispiel das bar- oder pat-Protein aus Streptomyces-Arten). Pflanzen, die eine exogene Phosphinotricin or glufosinate, have been tolerant. Such plants can be obtained by expressing an enzyme which detoxifies the herbicide or a mutant of the enzyme glutamine synthase, which is resistant to inhibition. Such an effective detoxifying enzyme is, for example, an enzyme encoding a phosphinotricin acetyltransferase (such as the bar or pat protein from Streptomyces species). Plants that are an exogenous
Phosphinotricin-acetyltransferase exprimieren, sind zum Beispiel in US 5,561 ,236; US 5,648,477; US 5,646,024; US 5,273,894; US 5,637,489; US 5,276,268; US 5,739,082; US 5,908,810 und US 7, 1 12,665 beschrieben. Phosphinotricin acetyltransferase are described, for example, in US 5,561,236; US 5,648,477; US 5,646,024; US 5,273,894; US 5,637,489; US 5,276,268; US 5,739,082; US 5,908,810 and US 7,112,665.
Weitere herbizidtolerante Pflanzen sind auch Pflanzen, die gegenüber den Other herbicide tolerant plants are also plants that are compared to the
Herbiziden, die das Enzym Hydroxyphenylpyruvatdioxygenase (HPPD) hemmen, tolerant gemacht worden sind. Bei den Hydroxyphenylpyruvatdioxygenasen handelt es sich um Enzyme, die die Reaktion, in der para-Hydroxyphenylpyruvat (HPP) zu Homogentisat umgesetzt wird, katalysieren. Pflanzen, die gegenüber HPPD- Hemmern tolerant sind, können mit einem Gen, das für ein natürlich vorkommendes resistentes HPPD-Enzym kodiert, oder einem Gen, das für ein mutiertes HPPD- Enzym gemäß WO 96/038567, WO 99/024585 und WO 99/024586 kodiert, transformiert werden. Eine Toleranz gegenüber HPPD-Hemmern kann auch dadurch erzielt werden, dass man Pflanzen mit Genen transformiert, die für gewisse Enzyme kodieren, die die Bildung von Homogentisat trotz Hemmung des nativen HPPD- Enzyms durch den HPPD-Hemmer ermöglichen. Solche Pflanzen und Gene sind in WO 99/034008 und WO 2002/36787 beschrieben. Die Toleranz von Pflanzen gegenüber HPPD-Hemmern kann auch dadurch verbessert werden, dass man Pflanzen zusätzlich zu einem Gen, das für ein HPPD-tolerantes Enzym kodiert, mit einem Gen transformiert, das für ein Prephenatdehydrogenase-Enzym kodiert, wie dies in WO 2004/024928 beschrieben ist. Weitere herbizidresistente Pflanzen sind Pflanzen, die gegenüber Herbicides that inhibit the enzyme hydroxyphenylpyruvate dioxygenase (HPPD) have been tolerated. The hydroxyphenylpyruvate dioxygenases are enzymes that catalyze the reaction in which para-hydroxyphenylpyruvate (HPP) is converted to homogentisate. Plants tolerant to HPPD inhibitors may be treated with a gene encoding a naturally occurring resistant HPPD enzyme, or a gene encoding a mutant HPPD enzyme as described in WO 96/038567, WO 99/024585 and WO 99/1998 / 024586, are transformed. Tolerance to HPPD inhibitors can also be achieved by transforming plants with genes encoding certain enzymes that allow the formation of homogentisate despite inhibition of the native HPPD enzyme by the HPPD inhibitor. Such plants and genes are described in WO 99/034008 and WO 2002/36787. The tolerance of plants to HPPD inhibitors can also be improved by transforming plants in addition to a gene coding for an HPPD-tolerant enzyme with a gene coding for a prephenate dehydrogenase enzyme, as described in WO 2004 / 024928 is described. Other herbicide-resistant plants are plants that are opposite
Acetolactatsynthase (ALS)-Hemmern tolerant gemacht worden sind. Zu bekannten ALS-Hemmern zählen zum Beispiel Sulfonylharnstoff, Imidazolinon, Acetolactate synthase (ALS) inhibitors have been made tolerant. Examples of known ALS inhibitors include sulfonylurea, imidazolinone,
Triazolopyrimidine, Pyrimidinyloxy(thio)benzoate und/oder Sulfonylaminocarbonyl- triazolinon-Herbizide. Es ist bekannt, dass verschiedene Mutationen im Enzym ALS (auch als Acetohydroxysäure-Synthase, AHAS, bekannt) eine Toleranz gegenüber unterschiedlichen Herbiziden bzw. Gruppen von Herbiziden verleihen, wie dies zum Beispiel bei Tranel und Wright, Weed Science (2002), 50, 700-712, jedoch auch in US 5,605,01 1 , US 5,378,824, US 5, 141 ,870 und US 5,013,659, beschrieben ist. Die Herstellung von sulfonylharnstofftoleranten Pflanzen und imidazolinontoleranten Pflanzen ist in US 5,605,01 1 ; US 5,013,659; US 5, 141 ,870; US 5,767,361 ; US 5,731 , 180; US 5,304,732; US 4,761 ,373; US 5,331 , 107; US 5,928,937; und US 5,378,824; sowie in der internationalen Veröffentlichung WO 96/033270 Triazolopyrimidines, pyrimidinyloxy (thio) benzoates and / or sulfonylaminocarbonyltriazolinone herbicides. It is known that various mutations in the enzyme ALS (also known as acetohydroxy acid synthase, AHAS) confer tolerance to different herbicides or groups of herbicides, as described, for example, by Tranel and Wright, Weed Science (2002), 50, 700-712, but also in US 5,605,011, US 5,378,824, US 5,141,870 and US 5,013,659. The preparation of sulfonylurea tolerant plants and imidazolinone tolerant plants is described in US 5,605,011 1; US 5,013,659; US 5,141,870; US 5,767,361; US 5,731,180; US 5,304,732; US 4,761,373; US 5,331, 107; US 5,928,937; and US 5,378,824; as well as in international publication WO 96/033270
beschrieben. Weitere imidazolinontolerante Pflanzen sind auch in z. B. WO described. Other imidazolinontolerante plants are also in z. For example WO
2004/040012, WO 2004/106529, WO 2005/020673, WO 2005/093093, WO 2004/040012, WO 2004/106529, WO 2005/020673, WO 2005/093093, WO
2006/007373, WO 2006/015376, WO 2006/024351 und WO 2006/060634 beschrieben. Weitere Sulfonylharnstoff- und imidazolinontolerante Pflanzen sind auch in z.B. WO 2007/024782 beschrieben. Weitere Pflanzen, die gegenüber ALS-Inhibitoren, insbesondere gegenüber Imidazolinonen, Sulfonylharnstoffen und/oder Sulfamoylcarbonyltriazolinonen tolerant sind, können durch induzierte Mutagenese, Selektion in Zellkulturen in Gegenwart des Herbizids oder durch Mutationszüchtung erhalten werden, wie dies zum Beispiel für die Sojabohne in US 5,084,082, für Reis in WO 97/41218, für die Zuckerrübe in US 5,773,702 und WO 99/057965, für Salat in US 5, 198,599 oder für die Sonnenblume in WO 2001/065922 beschrieben ist. 2006/007373, WO 2006/015376, WO 2006/024351 and WO 2006/060634. Other sulfonylurea and imidazolinone tolerant plants are also disclosed in e.g. WO 2007/024782 described. Other plants which are tolerant to ALS inhibitors, in particular to imidazolinones, sulfonylureas and / or sulfamoylcarbonyltriazolinones can be obtained by induced mutagenesis, selection in cell cultures in the presence of the herbicide or by mutation breeding, as for example for the soybean in US 5,084,082, for rice in WO 97/41218, for the sugar beet in US 5,773,702 and WO 99/057965, for salad in US 5,198,599 or for the sunflower in WO 2001/065922.
Pflanzen oder Pflanzensorten (die nach Methoden der pflanzlichen Biotechnologie, wie der Gentechnik, erhalten wurden), die ebenfalls erfindungsgemäß behandelt werden können, sind insektenresistente transgene Pflanzen, d.h. Pflanzen, die gegen Befall mit gewissen Zielinsekten resistent gemacht wurden. Solche Pflanzen können durch genetische Transformation oder durch Selektion von Pflanzen, die eine Mutation enthalten, die solch eine Insektenresistenz verleiht, erhalten werden. Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) which can also be treated according to the invention are insect-resistant transgenic plants, ie plants which have been made resistant to attack by certain target insects. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such an insect resistance.
Der Begriff "insektenresistente transgene Pflanze" umfaßt im vorliegenden The term "insect-resistant transgenic plant" as used herein
Zusammenhang jegliche Pflanze, die mindestens ein Transgen enthält, das eine Kodiersequenz umfaßt, die für folgendes kodiert: Relates to any plant containing at least one transgene comprising a coding sequence coding for:
1 ) ein Insektizides Kristallprotein aus Bacillus thuringiensis oder einen 1) an insecticidal crystal protein from Bacillus thuringiensis or a
Insektiziden Teil davon, wie die Insektiziden Kristallproteine, die von Crickmore et al., Microbiology and Molecular Biology Reviews (1998), 62, 807-813, zusammengestellt wurden, von Crickmore et al. (2005) in der Bacillus thuringiensis-Toxinnomenklatur aktualisiert (online bei: Insecticides part of how the insecticidal crystal proteins, compiled by Crickmore et al., Microbiology and Molecular Biology Reviews (1998), 62, 807-813, by Crickmore et al. (2005) in the Bacillus thuringiensis toxin nomenclature (online at:
http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/), oder Insektizide Teile davon, z.B. Proteine der Cry-Proteinklassen CrylAb, CrylAc, Cryl F, Cry2Ab, Cry3Ae oder Cry3Bb oder Insektizide Teile davon; oder http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/), or insecticidal parts thereof, e.g. Proteins of Cry protein classes CrylAb, CrylAc, Cryl F, Cry2Ab, Cry3Ae or Cry3Bb or insecticidal parts thereof; or
2) ein Kristallprotein aus Bacillus thuringiensis oder einen Teil davon, der in Gegenwart eines zweiten, anderen Kristallproteins als Bacillus thuringiensis oder eines Teils davon insektizid wirkt, wie das binäre Toxin, das aus den 2) a Bacillus thuringiensis crystal protein or a part thereof which is insecticidal in the presence of a second crystal protein other than Bacillus thuringiensis, or a part thereof, such as the binary toxin derived from the
Kristallproteinen Cy34 und Cy35 besteht (Moellenbeck et al., Nat. Biotechnol. Crystal proteins Cy34 and Cy35 (Moellenbeck et al., Nat. Biotechnol.
(2001 ), 19, 668-72; Schnepf et al., Applied Environm. Microb. (2006), 71 , 1765- 1774); oder (2001), 19, 668-72; Schnepf et al., Applied Environm. Microb. (2006), 71, 1765-1774); or
3) ein Insektizides Hybridprotein, das Teile von zwei unterschiedlichen 3) an insecticidal hybrid protein that is part of two different
Insektiziden Kristallproteinen aus Bacillus thuringiensis umfaßt, wie zum Beispiel ein Hybrid aus den Proteinen von 1 ) oben oder ein Hybrid aus den Proteinen von 2) oben, z. B. das Protein Cry1A.105, das von dem Mais-Event MON98034 produziert wird (WO 2007/027777); oder 4) ein Protein gemäß einem der Punkte 1 ) bis 3) oben, in dem einige, Insecticidal crystal proteins from Bacillus thuringiensis, such as, for example, a hybrid of the proteins of 1) above or a hybrid of the proteins of 2) above, e.g. The protein Cry1A.105 produced by the corn event MON98034 (WO 2007/027777); or 4) a protein according to any one of items 1) to 3) above, in which some,
insbesondere 1 bis 10, Aminosäuren durch eine andere Aminosäure ersetzt wurden, um eine höhere Insektizide Wirksamkeit gegenüber einer Zielinsektenart zu erzielen und/oder um das Spektrum der entsprechenden Zielinsektenarten zu erweitern und/oder wegen Veränderungen, die in die Kodier- DNA während der Klonierung oder Transformation induziert wurden, wie das Protein Cry3Bb1 in Mais-Events MON863 oder MON88017 oder das Protein Cry3A im Mais-Event MIR 604; oder In particular, 1 to 10, amino acids have been replaced by another amino acid to achieve a higher insecticidal activity against a target insect species and / or to broaden the spectrum of the corresponding target insect species and / or due to changes induced in the coding DNA during cloning or transformation, such as the protein Cry3Bb1 in maize events MON863 or MON88017 or the protein Cry3A in the maize event ME 604; or
5) ein Insektizides sezerniertes Protein aus Bacillus thuringiensis oder Bacillus cereus oder einen Insektiziden Teil davon, wie die vegetativ wirkenden 5) an insecticidal secreted protein from Bacillus thuringiensis or Bacillus cereus or an insecticidal part thereof, such as the vegetative
insektentoxischen Proteine (vegetative insecticidal proteins, VIP), die unter folgendem Link angeführt sind, z. B. Proteine der Proteinklasse VIP3Aa: insecticidal proteins (VIP) listed under the following link, e.g. B. Proteins of protein class VIP3Aa:
http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/vip.html oder http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/vip.html or
6) ein sezerniertes Protein aus Bacillus thuringiensis oder Bacillus cereus, das in Gegenwart eines zweiten sezernierten Proteins aus Bacillus thuringiensis oder B. cereus insektizid wirkt, wie das binäre Toxin, das aus den Proteinen VIP1 A und VIP2A besteht (WO 94/21795); oder 6) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second secreted protein from Bacillus thuringiensis or B. cereus, such as the binary toxin consisting of the proteins VIP1 A and VIP2A (WO 94/21795); or
7) ein Insektizides Hybridprotein, das Teile von verschiedenen sezernierten Proteinen von Bacillus thuringiensis oder Bacillus cereus umfaßt, wie ein Hybrid der Proteine von 1 ) oder ein Hybrid der Proteine von 2) oben; oder 7) an insecticidal hybrid protein comprising parts of various secreted proteins of Bacillus thuringiensis or Bacillus cereus, such as a hybrid of the proteins of 1) or a hybrid of the proteins of 2) above; or
8) ein Protein gemäß einem der Punkte 1 ) bis 3) oben, in dem einige, 8) a protein according to any one of items 1) to 3) above, in which some,
insbesondere 1 bis 10, Aminosäuren durch eine andere Aminosäure ersetzt wurden, um eine höhere Insektizide Wirksamkeit gegenüber einer Zielinsektenart zu erzielen und/oder um das Spektrum der entsprechenden Zielinsektenarten zu erweitern und/oder wegen Veränderungen, die in die Kodier- DNA während der Klonierung oder Transformation induziert wurden (wobei die Kodierung für ein Insektizides Protein erhalten bleibt), wie das Protein VIP3Aa im Baumwoll-Event COT 102. In particular, 1 to 10, amino acids have been replaced by another amino acid to achieve higher insecticidal activity against a target insect species and / or to broaden the spectrum of the corresponding target insect species and / or due to changes in the coding DNA during cloning or Transformation (retaining coding for an insecticidal protein) such as protein VIP3Aa in cotton event COT 102.
Natürlich zählt zu den insektenresistenten transgenen Pflanzen im vorliegenden Zusammenhang auch jegliche Pflanze, die eine Kombination von Genen umfaßt, die für die Proteine von einer der oben genannten Klassen 1 bis 8 kodieren. In einer Ausführungsform enthält eine insektenresistente Pflanze mehr als ein Transgen, das für ein Protein nach einer der oben genannten 1 bis 8 kodiert, um das Spektrum der entsprechenden Zielinsektenarten zu erweitern oder um die Entwicklung einer Resistenz der Insekten gegen die Pflanzen dadurch hinauszuzögern, dass man verschiedene Proteine einsetzt, die für dieselbe Zielinsektenart insektizid sind, jedoch eine unterschiedliche Wirkungsweise, wie Bindung an unterschiedliche Rezeptorbindungsstellen im Insekt, aufweisen. Of course, insect-resistant transgenic plants in the present context also include any plant comprising a combination of genes encoding the proteins of any of the above classes 1 to 8. In one embodiment, an insect-resistant plant contains more than one transgene for a protein according to any one of the above 1 to 8, in order to extend the spectrum of the corresponding target insect species or to delay the development of resistance of the insects to the plants by using various proteins that are insecticidal for the same target insect species, however have different mode of action, such as binding to different receptor binding sites in the insect.
Pflanzen oder Pflanzensorten (die nach Methoden der pflanzlichen Biotechnologie, wie der Gentechnik, erhalten wurden), die ebenfalls erfindungsgemäß behandelt werden können, sind gegenüber abiotischen Streßfaktoren tolerant. Solche Pflanzen können durch genetische Transformation oder durch Selektion von Pflanzen, die eine Mutation enthalten, die solch eine Streßresistenz verleiht, erhalten werden. Zu besonders nützlichen Pflanzen mit Streßtoleranz zählen folgende: a. Pflanzen, die ein Transgen enthalten, das die Expression und/oder Aktivität des Gens für die Poly(ADP-ribose)polymerase (PARP) in den Pflanzenzellen oder Pflanzen zu reduzieren vermag, wie dies in WO 2000/004173 oder EP 04077984.5 oder EP 06009836.5 beschrieben ist. b. Pflanzen, die ein streßtoleranzförderndes Transgen enthalten, das diePlants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, are tolerant of abiotic stressors. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such stress resistance. Particularly useful plants with stress tolerance include the following: a. Plants which contain a transgene capable of reducing the expression and / or activity of the gene for the poly (ADP-ribose) polymerase (PARP) in the plant cells or plants, as described in WO 2000/004173 or EP 04077984.5 or EP 06009836.5 is described. b. Plants containing a stress tolerance-enhancing transgene which causes the
Expression und/oder Aktivität der für PARG kodierenden Gene der Pflanzen oder Pflanzenzellen zu reduzieren vermag, wie dies z.B. in WO 2004/090140 beschrieben ist; c. Pflanzen, die ein streßtoleranzförderndes Transgen enthalten, das für ein in Pflanzen funktionelles Enzym des Nicotinamidadenindinukleotid-Salvage- Biosynthesewegs kodiert, darunter Nicotinamidase, To reduce expression and / or activity of PARG-encoding genes of plants or plant cells, as described e.g. in WO 2004/090140 is described; c. Plants which contain a stress tolerance enhancing transgene coding for a plant functional enzyme of the nicotinamide adenine dinucleotide salvage biosynthetic pathway, including nicotinamidase,
Nicotinatphosphoribosyltransferase, Nicotinsäuremononukleotid-adenyltransferase, Nicotinamidadenindinukleotidsynthetase oder Nicotinamidphosphoribosyl- transferase, wie dies z. B. in EP 04077624.7 oder WO 2006/133827 oder  Nicotinate phosphoribosyltransferase, nicotinic acid mononucleotide adenyltransferase, nicotinamide adenine dinucleotide synthetase or nicotinamide phosphoribosyltransferase, as described e.g. In EP 04077624.7 or WO 2006/133827 or
PCT/EP07/002433 beschrieben ist. Pflanzen oder Pflanzensorten (die nach Methoden der pflanzlichen Biotechnologie, wie der Gentechnik, erhalten wurden), die ebenfalls erfindungsgemäß behandelt werden können, weisen eine veränderte Menge, Qualität und/oder Lagerfähigkeit des Ernteprodukts und/oder veränderte Eigenschaften von bestimmten PCT / EP07 / 002433 is described. Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, have a modified amount, quality and / or shelf life of the harvested product and / or altered properties of certain
Bestandteilen des Ernteprodukts auf, wie zum Beispiel: Components of the crop, such as:
1 ) Transgene Pflanzen, die eine modifizierte Stärke synthetisieren, die bezüglich ihrer chemisch-physikalischen Eigenschaften, insbesondere des Amylosegehalts oder des Amylose/Amylopektin-Verhältnisses, des Verzweigungsgrads, der durchschnittlichen Kettenlänge, der Verteilung der Seitenketten, des 1) Transgenic plants that synthesize a modified starch with respect to their physicochemical properties, in particular the amylose content or the amylose / amylopectin ratio, the degree of branching, the average chain length, the distribution of side chains, the
Viskositätsverhaltens, der Gelfestigkeit, der Stärkekorngröße und/oder Viscosity behavior, the gel strength, the starch grain size and / or
Stärkekornmorphologie im Vergleich mit der synthetisierten Stärke in Starch grain morphology in comparison with the synthesized starch in
Wildtyppflanzenzellen oder -pflanzen verändert ist, so dass sich diese modifizierte Stärke besser für bestimmte Anwendungen eignet. Diese transgenen Pflanzen, die eine modifizierte Stärke synthetisieren, sind zum Beispiel in EP 0571427, WO Wild-type plant cells or plants, so that this modified starch is better suited for certain applications. These transgenic plants synthesizing a modified starch are described, for example, in EP 0571427, WO
95/004826, EP 0719338, WO 96/15248, WO 96/19581 , WO 96/27674, WO 95/004826, EP 0719338, WO 96/15248, WO 96/19581, WO 96/27674, WO
97/1 1 188, WO 97/26362, WO 97/32985, WO 97/42328, WO 97/44472, WO 97/1 1 188, WO 97/26362, WO 97/32985, WO 97/42328, WO 97/44472, WO
97/45545, WO 98/27212, WO 98/40503, WO 99/58688, WO 99/58690, WO 97/45545, WO 98/27212, WO 98/40503, WO 99/58688, WO 99/58690, WO
99/58654, WO 2000/008184, WO 2000/008185, WO 2000/28052, WO 2000/77229, WO 2001/12782, WO 2001/12826, WO 2002/101059, WO 2003/071860, WO 99/58654, WO 2000/008184, WO 2000/008185, WO 2000/28052, WO 2000/77229, WO 2001/12782, WO 2001/12826, WO 2002/101059, WO 2003/071860, WO
2004/056999, WO 2005/030942, WO 2005/030941 , WO 2005/095632, WO 2004/056999, WO 2005/030942, WO 2005/030941, WO 2005/095632, WO
2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO 2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO
2006/018319, WO 2006/103107, WO 2006/108702, WO 2007/009823, WO 2006/018319, WO 2006/103107, WO 2006/108702, WO 2007/009823, WO
2000/22140, WO 2006/063862, WO 2006/072603, WO 2002/034923, EP 2000/22140, WO 2006/063862, WO 2006/072603, WO 2002/034923, EP
06090134.5, EP 06090228.5, EP 06090227.7, EP 07090007.1 , EP 07090009.7, WO 2001/14569, WO 2002/79410, WO 2003/33540, WO 2004/078983, WO 2001/19975, WO 95/26407, WO 96/34968, WO 98/20145, WO 99/12950, WO 99/66050, WO 99/53072, US 6,734,341 , WO 2000/1 1 192, WO 98/22604, WO 98/32326, WO 2001/98509, WO 2001/98509, WO 2005/002359, US 5,824,790, US 6,013,861 , WO 94/004693, WO 94/009144, WO 94/1 1520, WO 95/35026 bzw. WO 97/20936 beschrieben. 2) Transgene Pflanzen, die Nichtstärkekohlenhydratpolymere synthetisieren, oder Nichtstärkekohlenhydratpolymere, deren Eigenschaften im Vergleich zu Wildtyppflanzen ohne genetische Modifikation verändert sind. Beispiele sind 06090134.5, EP 06090228.5, EP 06090227.7, EP 07090007.1, EP 07090009.7, WO 2001/14569, WO 2002/79410, WO 2003/33540, WO 2004/078983, WO 2001/19975, WO 95/26407, WO 96/34968, WO 98/20145, WO 99/12950, WO 99/66050, WO 99/53072, US 6,734,341, WO 2000/1 1 192, WO 98/22604, WO 98/32326, WO 2001/98509, WO 2001/98509, WO 2005/002359, US 5,824,790, US 6,013,861, WO 94/004693, WO 94/009144, WO 94/1 1520, WO 95/35026 and WO 97/20936, respectively. 2) Transgenic plants that synthesize non-starch carbohydrate polymers or non-starch carbohydrate polymers whose properties are altered compared to wild-type plants without genetic modification. examples are
Pflanzen, die Polyfructose, insbesondere des Inulin- und Levantyps, produzieren, wie dies in EP 0663956, WO 96/001904, Wo 96/021023, WO 98/039460 und WO 99/024593 beschrieben ist, Pflanzen, die alpha-1 ,4-Glucane produzieren, wie dies in WO 95/031553, US 2002/031826, US 6,284,479, US 5,712, 107, WO 97/047806, WO 97/047807, WO 97/047808 und WO 2000/14249 beschrieben ist, Pflanzen, die alpha-1 ,6-verzweigte alpha-1 ,4-Glucane produzieren, wie dies in WO 2000/73422 beschrieben ist, und Pflanzen, die Alternan produzieren, wie dies in WO Plants which produce polyfructose, in particular of the inulin and levan type, as described in EP 0663956, WO 96/001904, WO 96/021023, WO 98/039460 and WO 99/024593, plants which contain alpha-1,4 Produce glucans, as described in WO 95/031553, US 2002/031826, US 6,284,479, US 5,712,107, WO 97/047806, WO 97/047807, WO 97/047808 and WO 2000/14249, plants which producing alpha-1, 6-branched alpha-1, 4-glucans, as described in WO 2000/73422, and plants producing alternan, as described in WO
2000/047727, EP 06077301 .7, US 5,908,975 und EP 0728213 beschrieben ist.  2000/047727, EP 06077301 .7, US 5,908,975 and EP 0728213.
3) Transgene Pflanzen, die Hyaluronan produzieren, wie dies zum Beispiel in WO 06/032538, WO 2007/039314, WO 2007/039315, WO 2007/039316, JP 3) Transgenic plants producing hyaluronan, as described, for example, in WO 06/032538, WO 2007/039314, WO 2007/039315, WO 2007/039316, JP
2006/304779 und WO 2005/012529 beschrieben ist. 2006/304779 and WO 2005/012529.
Pflanzen oder Pflanzensorten (die nach Methoden der pflanzlichen Biotechnologie, wie der Gentechnik, erhalten wurden), die ebenfalls erfindungsgemäß behandelt werden können, sind Pflanzen wie Baumwollpflanzen mit veränderten Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, are plants such as cotton plants with altered
Fasereigenschaften. Solche Pflanzen können durch genetische Transformation oder durch Selektion von Pflanzen, die eine Mutation enthalten, die solche veränderten Fasereigenschaften verleiht, erhalten werden; dazu zählen: a) Pflanzen wie Baumwollpflanzen, die eine veränderte Form von Fiber properties. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such altered fiber properties; These include: a) plants, such as cotton plants, which have an altered form of
Cellulosesynthasegenen enthalten, wie dies in WO 98/000549 beschrieben ist, b) Pflanzen wie Baumwollpflanzen, die eine veränderte Form von rsw2- oder rsw3-homologen Nukleinsäuren enthalten, wie dies in WO 2004/053219 beschrieben ist; c) Pflanzen wie Baumwollpflanzen mit einer erhöhten Expression der Cellulosesynthasegenen contain, as described in WO 98/000549, b) plants such as cotton plants containing an altered form of rsw2 or rsw3 homologous nucleic acids, as described in WO 2004/053219; c) plants such as cotton plants with an increased expression of the
Saccharosephosphatsynthase, wie dies in WO 2001/017333 beschrieben ist; d) Pflanzen wie Baumwollpflanzen mit einer erhöhten Expression der Sucrose phosphate synthase as described in WO 2001/017333; d) plants such as cotton plants with an increased expression of
Saccharosesynthase, wie dies in WO 02/45485 beschrieben ist; e) Pflanzen wie Baumwollpflanzen bei denen der Zeitpunkt der Sucrose synthase as described in WO 02/45485; e) plants such as cotton plants where the date of
Durchlaßsteuerung der Plasmodesmen an der Basis der Faserzelle verändert ist, z. B. durch Herunterregulieren der faserselektiven ß-1 ,3-Glucanase, wie dies in WO 2005/017157 beschrieben ist; f) Pflanzen wie Baumwollpflanzen mit Fasern mit veränderter Reaktivität, z. B. durch Expression des N-Acetylglucosamintransferasegens, darunter auch nodC, und von Chitinsynthasegenen, wie dies in WO 2006/136351 beschrieben ist.  Transmission control of the Plasmodesmen is changed at the base of the fiber cell, z. By down-regulating the fiber-selective β-1,3-glucanase as described in WO 2005/017157; f) plants such as cotton plants with modified reactivity fibers, e.g. By expression of the N-acetylglucosamine transferase gene, including nodC, and chitin synthase genes, as described in WO 2006/136351.
Pflanzen oder Pflanzensorten (die nach Methoden der pflanzlichen Biotechnologie, wie der Gentechnik, erhalten wurden), die ebenfalls erfindungsgemäß behandelt werden können, sind Pflanzen wie Raps oder verwandte Brassica-Pflanzen mit veränderten Eigenschaften der Olzusammensetzung. Solche Pflanzen können durch genetische Transformation oder durch Selektion von Pflanzen, die eine Mutation enthalten, die solche veränderten Öleigenschaften verleiht, erhalten werden; dazu zählen: a) Pflanzen wie Rapspflanzen, die Öl mit einem hohen Ölsäuregehalt Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, are plants such as oilseed rape or related Brassica plants with altered properties of the oil composition. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such altered oil properties; These include: a) plants such as rape plants, the oil with a high oleic acid content
produzieren, wie dies zum Beispiel in US 5,969, 169, US 5,840,946 oder US as described, for example, in US 5,969,169, US 5,840,946 or US
6,323,392 oder US 6,063, 947 beschrieben ist; b) Pflanzen wie Rapspflanzen, die Öl mit einem niedrigen Linolensäuregehalt produzieren, wie dies in US 6,270828, US 6, 169, 190 oder US 5,965,755 6,323,392 or US 6,063,947; b) plants such as oilseed rape plants which produce oil of low linolenic acid content as described in US 6,270,828, US 6,169,190 or US 5,965,755
beschrieben ist. c) Pflanzen wie Rapspflanzen, die Öl mit einem niedrigen gesättigten is described. c) plants such as rape plants, the oil with a low saturated
Fettsäuregehalt produzieren, wie dies z. B. in US 5,434,283 beschrieben ist. Besonders nützliche transgene Pflanzen, die erfindungsgemäß behandelt werden können, sind Pflanzen, die Transformations-Events, oder eine Kombination von Transformations-Events, enthalten und die zum Beispiel in den Dateien von verschiedenen nationalen oder regionalen Behörden angeführt sind. Produce fatty acid content, as z. As described in US 5,434,283. Particularly useful transgenic plants that can be treated according to the invention are plants that contain transformation events, or a combination of transformation events, and that are listed, for example, in the files of various national or regional authorities.
Besonders nützliche transgene Pflanzen, die erfindungsgemäß behandelt werden können, sind beispielhaft Pflanzen mit einem oder mehreren Genen, die für ein oder mehrere Toxine kodieren, sind die transgenen Pflanzen, die unter den folgenden Handelsbezeichnungen angeboten werden: YIELD GARD® (zum Beispiel Mais, Baumwolle, Sojabohnen), KnockOut® (zum Beispiel Mais), BiteGard® (zum Beispiel Mais), BT-Xtra® (zum Beispiel Mais), StarLink® (zum Beispiel Mais), Bollgard® (Baumwolle), Nucotn® (Baumwolle), Nucotn 33B® (Baumwolle), NatureGard® (zum Beispiel Mais), Protecta® und NewLeaf® (Kartoffel). Herbizidtolerante Pflanzen, die zu erwähnen sind, sind zum Beispiel Maissorten, Baumwollsorten und Particularly useful transgenic plants that can be treated according to the invention are exemplified. Plants with one or more genes encoding one or more toxins are the transgenic plants offered under the following tradenames: YIELD GARD® (for example, corn, cotton , Soybeans), KnockOut® (for example corn), BiteGard® (for example maize), BT-Xtra® (for example maize), StarLink® (for example corn), Bollgard® (cotton), Nucotn® (cotton), Nucotn 33B® (cotton), NatureGard® (for example corn), Protecta® and NewLeaf® (potato). Herbicide-tolerant plants to be mentioned are, for example, maize varieties, cotton varieties and
Sojabohnensorten, die unter den folgenden Handelsbezeichnungen angeboten werden: Roundup Ready® (Glyphosatetoleranz, zum Beispiel Mais, Baumwolle, Sojabohne), Liberty Link® (Phosphinotricintoleranz, zum Beispiel Raps), IMI® (Imidazolinontoleranz) und SCS® (Sylfonylharnstofftoleranz), zum Beispiel Mais. Zu den herbizidresistenten Pflanzen (traditionell auf Herbizidtoleranz gezüchtete Soybean varieties sold under the following tradenames: Roundup Ready® (glyphosate tolerance, for example corn, cotton, soybean), Liberty Link® (phosphinotricin tolerance, for example rapeseed), IMI® (imidazolinone tolerance) and SCS® (sylphonylurea tolerance), for example Corn. To the herbicide-resistant plants (traditionally grown on herbicide tolerance
Pflanzen), die zu erwähnen sind, zählen die unter der Bezeichnung Clearfield® angebotenen Sorten (zum Beispiel Mais). Plants) to be mentioned include the varieties offered under the name Clearfield® (for example corn).
Die erfindungsgemäß zu verwendenden Verbindungen der Formel (I) können in üblichen Formulierungen überführt werden, wie Lösungen, Emulsionen, Spritzpulver, wasser- und ölbasierte Suspensionen, Pulver, Stäubemittel, Pasten, lösliche Pulver, lösliche Granulate, Streugranulate, Suspensions-Emulsions-Konzentrate, Wirkstoff- imprägnierte Naturstoffe, Wirkstoff-imprägnierte synthetische Stoffe, Düngemittel sowie Feinstverkapselungen in polymeren Stoffen. Im Rahmen der vorliegenden Erfindung ist es insbesondere bevorzugt, wenn die Verbindungen der allgemeinen Formel (I) in der Form einer Sprühformulieruing verwendet werden. Die vorliegende Erfindung betrifft daher darüber hinaus auch eine Sprühformulierung zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischem Stress. Im Folgenden wird eine Sprühformulierung näher beschrieben: Die Formulierungen zur Sprühapplikation werden in bekannter Weise hergestellt, z.B. durch Vermischen der erfindungsgemäß zu verwendenden Verbindungen der allgmeinen Formel (I) mit Streckmitteln, also flüssigen Lösungsmitteln und/oder festen Trägerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumer- zeugenden Mitteln. Weitere übliche Zusatzstoffe, wie zum Beispiel übliche The compounds of the formula (I) to be used according to the invention can be converted into customary formulations, such as solutions, emulsions, wettable powders, water- and oil-based suspensions, powders, dusts, pastes, soluble powders, soluble granules, scattering granules, suspension emulsion concentrates, Active substance-impregnated natural substances, active substance-impregnated synthetic substances, fertilizers and microencapsulation in polymeric substances. In the context of the present invention it is particularly preferred if the compounds of the general formula (I) are used in the form of a spray formulation. The present invention therefore further relates to a spray formulation for increasing the resistance of plants to abiotic stress. In the following, a spray formulation is described in more detail: The formulations for spray application are prepared in a known manner, for example by mixing the compounds of the general formula (I) to be used according to the invention with extenders, ie liquid solvents and / or solid carriers, optionally with the use of surface-active agents , ie emulsifiers and / or dispersants and / or foam-forming agents. Other common additives, such as usual
Streckmittel sowie Lösungs- oder Verdünnungsmittel, Farbstoffe, Netzmittel, Dispergiermittel, Emulgatoren, Entschäumer, Konservierungsmittel, sekundäre Verdickungsmittel, Kleber, Gibberelline und auch Wasser, können gegebenenfalls auch verwendet werden. Die Herstellung der Formulierungen erfolgt entweder in geeigneten Anlagen oder auch vor oder während der Anwendung. Extenders, as well as solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, gibberellins, and also water, may optionally also be used. The preparation of the formulations is carried out either in suitable systems or before or during use.
Als Hilfsstoffe können solche Stoffe Verwendung finden, die geeignet sind, dem Mittel selbst oder und/oder davon abgeleitete Zubereitungen (z.B. Spritzbrühen) besondere Eigenschaften zu verleihen, wie bestimmte technische Eigenschaften und/oder auch besondere biologische Eigenschaften. Als typische Hilfsmittel kommen in Frage: Streckmittel, Lösemittel und Trägerstoffe. Excipients which can be used are those which are suitable for imparting special properties to the composition itself or to preparations derived therefrom (for example spray mixtures), such as certain technical properties and / or special biological properties. Typical auxiliaries are: extenders, solvents and carriers.
Als Streckmittel eignen sich z.B. Wasser, polare und unpolare organische chemische Flüssigkeiten z.B. aus den Klassen der aromatischen und nicht-aromatischen Kohlenwasserstoffe (wie Paraffine, Alkylbenzole, Alkylnaphthaline, Chlorbenzole), der Alkohole und Polyole (die ggf. auch substituiert, verethert und/oder verestert sein können), der Ketone (wie Aceton, Cyclohexanon), Ester (auch Fette und Öle) und (Poly-)Ether, der einfachen und substituierten Amine, Amide, Lactame (wie N- Alkylpyrrolidone) und Lactone, der Sulfone und Sulfoxide (wie Dimethylsysulfoxid). As extender, e.g. Water, polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide).
Im Falle der Benutzung von Wasser als Streckmittel können z.B. auch organische Lösemittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösemittel kommen im wesentlichen in Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaline, chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare In the case of using water as extender, for example, organic solvents can also be used as auxiliary solvents. Come as liquid solvents essentially in question: aromatics such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, eg petroleum fractions, mineral and vegetable oils, alcohols such as butanol or Glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar
Lösungsmittel, wie Dimethylsulfoxid, sowie Wasser. Solvents, such as dimethyl sulfoxide, as well as water.
Es können Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferro- cyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyanin- farbstoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden. Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Als Netzmittel, die in den erfindungsgemäß verwendbaren Formulierungen enthalten sein können, kommen alle zur Formulierung von agrochemischen Wirkstoffen üblichen, die Benetzung fördernden Stoffe in Frage. Vorzugsweise verwendbar sind Alkylnaphthalin-Sulfonate, wie Diisopropyl- oder Diisobutylnaphthalin-Sulfonate. Suitable wetting agents which may be present in the formulations which can be used according to the invention are all wetting-promoting substances customary for the formulation of agrochemical active compounds. Preferably usable are alkylnaphthalene sulfonates such as diisopropyl or diisobutylnaphthalene sulfonates.
Als Dispergiermittel und/oder Emulgatoren, die in den erfindungsgemäß As dispersants and / or emulsifiers, which in the invention
verwendbaren Formulierungen enthalten sein können, kommen alle zur usable formulations can be included, all come to
Formulierung von agrochemischen Wirkstoffen üblichen nichtionischen, anionischen und kationischen Dispergiermittel in Betracht. Vorzugsweise verwendbar sind nichtionische oder anionische Dispergiermittel oder Gemische von nichtionischen oder anionischen Dispergiermitteln. Als geeignete nichtionische Dispergiermittel sind insbesondere Ethylenoxid-Propylenoxid-Blockpolymere, Alkylphenolpolyglykolether sowie Tristryrylphenolpolyglykolether und deren phosphatierte oder sulfatierte Derivate zu nennen. Geeignete anionische Dispergiermittel sind insbesondere Ligninsulfonate, Polyacrylsäuresalze und Arylsulfonat-Formaldehydkondensate. Als Entschäumer können in den erfindungsgemäß verwendbaren Formulierungen alle zur Formulierung von agrochemischen Wirkstoffen üblichen schaumhemmenden Stoffe enthalten sein. Vorzugsweise verwendbar sind Silikonentschäumer und Magnesiumstearat. Formulation of agrochemical active ingredients conventional nonionic, anionic and cationic dispersants into consideration. Preferably usable are nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Particularly suitable nonionic dispersants are ethylene oxide-propylene oxide block polymers, alkylphenol polyglycol ethers and tristryrylphenol polyglycol ethers and their phosphated or sulfated derivatives. Suitable anionic dispersants are in particular lignosulfonates, polyacrylic acid salts and arylsulfonate-formaldehyde condensates. Defoamers which can be used in the formulations which can be used according to the invention are all foam-inhibiting substances customary for the formulation of agrochemical active compounds Be contained substances. Preferably usable are silicone defoamers and magnesium stearate.
Als Konservierungsmittel können in den erfindungsgemäß verwendbaren As preservatives can be used in the invention
Formulierungen alle für derartige Zwecke in agrochemischen Mitteln einsetzbaren Stoffe vorhanden sein. Beispielhaft genannt seien Dichlorophen und Benzylalkohol- hemiformal. Formulations all substances that can be used for such purposes in agrochemical agents be present. Examples include dichlorophen and benzyl alcohol hemiformal.
Als sekundäre Verdickungsmittel, die in den erfindungsgemäß verwendbaren Formu- lierungen enthalten sein können, kommen alle für derartige Zwecke in As secondary thickeners which may be present in the formulations which can be used according to the invention, all are used for such purposes
agrochemischen Mitteln einsetzbaren Stoffe in Frage. Vorzugsweise in Betracht kommen Cellulosederivate, Acrylsäurederivate, Xanthan, modifizierte Tone und hochdisperse Kieselsäure. Als Kleber, die in den erfindungsgemäß verwendbaren Formulierungen enthalten sein können, kommen alle üblichen in Beizmitteln einsetzbaren Bindemittel in Frage. Vorzugsweise genannt seien Polyvinylpyrrolidon, Polyvinylacetat, Polyvinylalkohol und Tylose. Als Gibberelline, die in den erfindungsgemäß verwendbaren Formulierungen enthalten sein können, kommen vorzugsweise die Gibberelline A1 , A3 (= Gibberellinsäure), A4 und A7 infrage, besonders bevorzugt verwendet man die Gibberellinsäure. Die Gibberelline sind bekannt (vgl. R. Wegler„Chemie der Agrochemical agents usable substances in question. Preference is given to cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and finely divided silica. Suitable adhesives which may be present in the formulations which can be used according to the invention are all customary binders which can be used in pickling agents. Preferably mentioned are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and Tylose. Gibberellins which may be present in the formulations which can be used according to the invention are preferably the gibberellins A1, A3 (= gibberellic acid), A4 and A7, gibberellic acid is particularly preferably used. The gibberellins are known (see R. Wegler "Chemie der
Pflanzenschutz- und Schädlingsbekämpfungsmittel", Bd. 2, Springer Verlag, 1970, S. 401 -412). Weitere Additive können Duftstoffe, mineralische oder vegetabilische gegebenenfalls modifizierte Öle, Wachse und Nährstoffe (auch Spurennährstoffe), wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink sein. Weiterhin enthalten sein können Stabilisatoren wie Kältestabilisatoren, Oxidationsschutzmittel, 2, Springer Verlag, 1970, pp. 401-412) Further additives may be fragrances, mineral or vegetable optionally modified oils, waxes and nutrients (also micronutrients), such as salts of iron, manganese, boron , Copper, cobalt, molybdenum and zinc, stabilizers such as cold stabilizers, antioxidants,
Lichtschutzmittel oder andere die chemische und / oder physikalische Stabilität verbessernde Mittel. Die Formulierungen enthalten im allgemeinen zwischen 0,01 und 98 Gew.-%, vorzugsweise zwischen 0,5 und 90 %, der Verbindung der allgemeinen Formel (I). Light stabilizers or other chemical and / or physical stability-improving agent. The formulations generally contain between 0.01 and 98% by weight, preferably between 0.5 and 90%, of the compound of general formula (I).
Der erfindungsgemäße Wirkstoff kann in seinen handelsüblichen Formulierungen sowie in den aus diesen Formulierungen bereiteten Anwendungsformen in Mischung mit anderen Wirkstoffen wie Insektiziden, Lockstoffen, Sterilantien, Bakteriziden, Akariziden, Nematiziden, Fungiziden, wachstumsregulierenden Stoffen, Herbiziden, Safenern, Düngemitteln oder Semiochemicals vorliegen. Ferner lässt sich die beschriebene positive Wirkung der Verbindungen der Formel (I) auf die pflanzeneigenen Abwehrkräfte durch eine zusätzliche Behandlung mit insektziden, fungiziden oder bakteriziden Wirkstoffen unterstützen. The active ingredient according to the invention may be present in its commercial formulations as well as in the formulations prepared from these formulations in admixture with other active ingredients such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, safeners, fertilizers or semiochemicals. Furthermore, the described positive effect of the compounds of the formula (I) on the plant's own defenses can be assisted by additional treatment with insecticidal, fungicidal or bactericidal active substances.
Bevorzugte Zeitpunkte für die Applikation von Verbindungen der allgemeinen Formel (I) zur Seigerung der Resistanz gegenüber abiotischem Stress sind Boden-, Stamm- und/oder Blattbehandlungen mit den zugelassenen Aufwandmengen. Preferred times for the application of compounds of the general formula (I) for the seizure of the resistance to abiotic stress are soil, stem and / or leaf treatments with the permitted application rates.
Die Wirkstoffe der allgemeinen Formel (I) können im Allgemeinen darüber hinaus in ihren handelsüblichen Formulierungen sowie in den aus diesen Formulierungen bereiteten Anwendungsformen in Mischungen mit anderen Wirkstoffen, wie The active compounds of the general formula (I) can generally also be used in their commercial formulations and in the formulations prepared from these formulations in mixtures with other active ingredients, such as
Insektiziden, Lockstoffen, Sterilantien, Akariziden, Nematiziden, Fungiziden, Insecticides, attractants, sterilants, acaricides, nematicides, fungicides,
Bakteriziden, wachstumsregulierenden Stoffen, die Pflanzenreife beeinflussenden Stoffen, Safenern oder Herbiziden vorliegen. Besonders günstige Mischpartner sind beispielsweise die nachfolgend gruppenweise genannten Wirkstoffe der Bactericides, growth-regulating substances, the plant maturity affecting substances, safeners or herbicides are present. Particularly favorable mixing partners are, for example, the following groupwise called active ingredients of
verschiedenen Klassen, ohne dass durch deren Reihenfolge eine Präferenz gesetzt wird: different classes, without setting a preference by their order:
Fungizide: F1 ) Inhibitoren der Nucleinsäure Synthese, z. B. Benalaxyl, Benalaxyl-M, Bupirimat, Chiralaxyl, Clozylacon, Dimethirimol, Ethirimol, Furalaxyl, Hymexazol, Metalaxyl, Metalaxyl-M, Ofurace, Oxadixyl, Oxolinsäure; F2) Inhibitoren der Mitose und Zellteilung, z. B. Benomyl, Carbendazim, Diethofencarb, Fuberidazole, Fluopicolid, Pencycuron, Thiabendazol, Thiophanat- methyl, Zoxamid und Chlor-7-(4-methylpiperidin-1 -yl)-6-(2,4,6- Trifluorphenyl Fungicides: F1) inhibitors of nucleic acid synthesis, e.g. Benalaxyl, benalaxyl-M, bupirimate, chiralaxyl, clozylacon, dimethirimol, ethirimol, furalaxyl, hymexazole, metalaxyl, metalaxyl-M, ofurace, oxadixyl, oxolinic acid; F2) inhibitors of mitosis and cell division, e.g. B. Benomyl, carbendazim, Diethofencarb, Fuberidazole, Fluopicolide, Pencycuron, thiabendazole, Thiophanat- methyl, zoxamide and chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl
[1 ,2,4]triazolo[1 ,5-a]pyrimidin; [1, 2,4] triazolo [1,5-a] pyrimidine;
F3) Inhibitoren der Atmungskette Komplex I / II, z. B. Diflumetorim, Bixafen, F3) inhibitors of the respiratory chain complex I / II, z. B. Diflumetorim, Bixafen,
Boscalid, Carboxin, Diflumethorim Fenfuram, Fluopyram, Flutolanil, Furametpyr, Mepronil, Oxycarboxin, Penflufen, Penthiopyrad, Thifluzamid, N-[2-(1 ,3- Dimethylbutyl)phenyl]-5-fluor-1 ,3-dimethyl-1 H-pyrazol-4-carboxamid, Isopyrazam, Sedaxan, 3-(Difluormethyl)-1 -methyl-N-(3',4',5'-trifluorbiphenyl-2-yl)-1 H-pyrazol-4- carboxamid, 3-(Difluormethyl)-1 -methyl-N-[2-(1 , 1 ,2,2-tetrafluorethoxy)phenyl]-1 H- pyrazol-4-carboxamid, 3-(Difluormethyl)-N-[4-fluoro-2-(1 ,1 ,2,3,3,3- hexafluorpropoxy)phenyl]-1 -methyl-1 H-pyrazol-4-carboxamid, N-[1 -(2,4- Dichlorphenyl)-1 -methoxypropan-2-yl]-3-(difluormethyl)-1 -methyl-1 H-pyrazol-4- carboxamid und entsprechende Salze; Boscalid, carboxin, diflumethorim fenfuram, fluopyram, flutolanil, furametpyr, mepronil, oxycarboxine, penflufen, penthiopyrad, thifluzamide, N- [2- (1, 3-dimethylbutyl) phenyl] -5-fluoro-1,3-dimethyl-1H pyrazole-4-carboxamide, isopyrazam, sedaxane, 3- (difluoromethyl) -1-methyl-N- (3 ', 4', 5'-trifluorobiphenyl-2-yl) -1H-pyrazole-4-carboxamide, 3 (Difluoromethyl) -1-methyl-N- [2- (1,1,2,2-tetrafluoroethoxy) phenyl] -1H-pyrazole-4-carboxamide, 3- (difluoromethyl) -N- [4-fluoro- 2- (1,1,3,3,3,3-hexafluoropropoxy) phenyl] -1-methyl-1H-pyrazole-4-carboxamide, N- [1- (2,4-dichlorophenyl) -1-methoxypropane 2-yl] -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide and corresponding salts;
F4) Inhibitoren der Atmungskette Komplex III, z. B.Amisulbrom, Azoxystrobin, Cyazofamid, Dimoxystrobin, Enestrobin, Famoxadon, Fenamidon, Fluoxastrobin, Kresoximmethyl, Metominostrobin, Orysastrobin, Pyraclostrobin, Pyribencarb, Picoxystrobin, Trifloxystrobin, (2E)-2-(2-{[6-(3-Chlor-2-methylphenoxy)-5- fluorpyrimidin-4-yl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamid, (2E)-2- (Ethoxyimino)-N-methyl-2-(2-{[({(1 E)-1 -[3-(trifluoromethyl)- phenyl]ethyliden}amino)oxy]methyl}phenyl)ethanamid und entsprechende Salze, (2E)-2-(Methoxyimino)-N-methyl-2-{2-[(E)-({1 -[3-(trifluormethyl)phenyl]ethoxy}- imino)methyl]phenyl}ethanamid, (2E)-2-{2-[({[(1 E)-1 -(3-{[(E)-1 -Fluor-2- phenylethenyl]-oxy}phenyl)ethyliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N- methylethanamid, (2E)-2-{2-[({[(2E,3E)-4-(2,6-Dichlorophenyl)but-3-en-2- yliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylethanamid, 2-Chlor-N- (1 , 1 ,3-trimethyl-2,3-dihydro-1 H-inden-4-yl)pyridin-3-carboxamid, 5-Methoxy-2- methyl-4-(2-{[({(1 E)-1 -[3-(trifluormethyl)phenyl]ethyliden}amino)oxy]methyl}phenyl)- 2,4-dihydro-3H-1 ,2,4-triazol-3-on, 2-Methyl-{2-[({cyclopropyl[(4-methoxyphenyl)- imino]methyl}sulfanyl)methyl]phenyl}-3-methoxyacrylat, N-(3-Ethyl-3,5,5- trimethylcyclohexyl)-3-(formylamino)-2-hydroxybenzamid und entsprechende Salze; F4) inhibitors of the respiratory chain complex III, z. B. Amesulbrom, Azoxystrobin, Cyazofamide, Dimoxystrobin, Enestrobin, Famoxadone, Fenamidon, Fluoxastrobin, Kresoximethyl, Metominostrobin, Orysastrobin, Pyraclostrobin, Pyribencarb, Picoxystrobin, Trifloxystrobin, (2E) -2- (2 - {[6- (3-Chloro) 2-methylphenoxy) -5-fluoropyrimidin-4-yl] oxy} phenyl) -2- (methoxyimino) -N-methylethaneamide, (2E) -2- (ethoxyimino) -N-methyl-2- (2 - {[( {(1E) -1 - [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) ethanamide and corresponding salts, (2E) -2- (methoxyimino) -N-methyl-2- {2 - [(E) - ({1- [3- (trifluoromethyl) phenyl] ethoxy} - imino) methyl] phenyl} ethanamide, (2E) -2- {2 - [({[(1 E) -1 - ( 3 - {[(E) -1-fluoro-2-phenylethenyl] oxy} phenyl) ethylidene] amino} oxy) methyl] phenyl} -2- (methoxyimino) -N-methylethaneamide, (2E) -2- {2 - [({[(2E, 3E) -4- (2,6-dichlorophenyl) but-3-en-2-ylidene] amino} oxy) methyl] phenyl} -2- (methoxyimino) -N-methylethaneamide, 2 Chloro-N- (1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl) pyridine-3-carboxamide, 5-methoxy-2-methyl-4- (2 - {[ ({(1E) -1 - [3- (trifluoromethyl) phenyl] ethylidene n} amino) oxy] methyl} phenyl) -2,4-dihydro-3H-1, 2,4-triazol-3-one, 2-methyl {2 - [({cyclopropyl [(4-methoxyphenyl) - imino] methyl} sulfanyl) methyl] phenyl} -3-methoxyacrylate, N- (3-ethyl-3,5,5-trimethylcyclohexyl) -3- (formylamino) -2-hydroxybenzamide and corresponding salts;
F5) Entkoppler, z. B. Dinocap, Fluazinam; F5) decoupler, z. Dinocap, fluazinam;
F6) Inhibitoren der ATP Produktion, z. B. Fentinacetat, Fentinchlorid, Fentinhydroxid, Silthiofam F6) inhibitors of ATP production, e.g. Fentin acetate, fentin chloride, fentin hydroxide, silthiofam
F7) Inhibitoren der Aminosäure- und Proteinbiosynthese, z.B. Andoprim, Blasticidin- S, Cyprodinil, Kasugamycin, Kasugamycinhydrochlorid Hydrat, Mepanipyrim, Pyrimethanil F7) inhibitors of amino acid and protein biosynthesis, e.g. Andoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim, pyrimethanil
F8) Inhibitoren der Signal-Transduktion, z. B. Fenpiclonil, Fludioxonil, Quinoxyfen F9) Inhibitoren der Fett- und Membran Synthese, z. B. Chlozolinat, Iprodion, F8) inhibitors of signal transduction, e.g. Fenpiclonil, fludioxonil, quinoxyfen F9) inhibitors of fat and membrane synthesis, e.g. B. chlozolinate, iprodione,
Procymidon, Vinclozolin, Ampropylfos, Kalium-Ampropylfos, Edifenphos, Iprobenfos (IBP), Isoprothiolan, Pyrazophos, Tolclofos-methyl, Biphenyl, lodocarb,  Procymidone, vinclozolin, ampropylfos, potassium ampropylfos, edifenphos, ip samples (IBP), isoprothiolane, pyrazophos, tolclofos-methyl, biphenyl, iodocarb,
Propamocarb, Propamocarb hydrochlorid F10) Inhibitoren der Ergosterol Biosynthese, z. B. Fenhexamid, Azaconazol, Propamocarb, propamocarb hydrochloride F10) inhibitors of ergosterol biosynthesis, e.g. Fenhexamid, azaconazole,
Bitertanol, Bromuconazol, Diclobutrazol, Difenoconazol, Diniconazol, Diniconazol-M, Etaconazol, Fenbuconazol, Fluquinconazol, Flusilazol, Flutriafol, Furconazol, Furconazol-cis, Hexaconazol, Imibenconazol, Ipconazol, Metconazol, Myclobutanil, Paclobutrazol, Penconazol, Propiconazol, Prothioconazol, Simeconazol, Spiroxamin, Tebuconazol, Triadimefon, Triadimenol, Triticonazol, Uniconazol, Voriconazol, Bitertanol, bromuconazole, diclobutrazole, difenoconazole, diniconazole, diniconazole-M, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, paclobutrazole, penconazole, propiconazole, prothioconazole, simeconazole, Spiroxamine, Tebuconazole, Triadimefon, Triadimenol, Triticonazole, Uniconazole, Voriconazole,
Imazalil, Imazalilsulfat, Oxpoconazol, Fenarimol, Flurprimidol, Nuarimol, Pyrifenox, Triforin, Pefurazoat, Prochloraz, Triflumizol, Viniconazol, Aldimorph, Dodemorph, Dodemorphacetat, Fenpropimorph, Tridemorph, Fenpropidin, Naftifin, Pyributicarb, Terbinafin, 1 -(4-Chlorophenyl)-2-(1 H-1 ,2,4-triazol-1 -yl)cycloheptanol, Methyl-1 -(2,2- dimethyl-2,3-dihydro-1 H-inden-1 -yl)-1 H-imidazol-5-carboxylat, N'-{5-(Difluormethyl)- 2-methyl-4-[3-(trimethyl-silyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamid, N- Ethyl-N-methyl-N'-{2-methyl-5-(trifluormethyl)-4-[3- (trimethylsilyl)propoxy]phenyl}imidoformamid und 0-{1 -[(4-Methoxy- phenoxy)methyl]-2,2-dimethylpropyl}-1 H-imidazol-1 -carbothioat; Imazalil, imazalil sulfate, oxpoconazole, fenarimol, flurprimidol, nuarimol, pyrifenox, triforin, pefurazoate, prochloraz, triflumizole, viniconazole, aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidine, naftifine, pyributicarb, terbinafine, 1 - (4-chlorophenyl) - 2- (1H-1,2,4-triazol-1-yl) cycloheptanol, methyl 1 - (2,2-dimethyl-2,3-dihydro-1H-inden-1-yl) -1 H- imidazole-5-carboxylate, N '- {5- (difluoromethyl) -2-methyl-4- [3- (trimethylsilyl) propoxy] phenyl} -N-ethyl-N-methylimidoformamide, N-ethyl-N-methyl N '- {2-methyl-5- (trifluoromethyl) -4- [3- (trimethylsilyl) propoxy] phenyl} imidoformamide and 0- {1 - [(4-methoxyphenoxy) methyl] -2,2-dimethylpropyl} -1H-imidazole-1-carbothioate;
F1 1 ) Inhibitoren der Zellwand Synthese, z. B. Benthiavalicarb, Bialaphos, F1 1) inhibitors of cell wall synthesis, e.g. Benthiavalicarb, Bialaphos,
Dimethomorph, Flumorph, Iprovalicarb, Polyoxins, Polyoxorim, Validamycin A Dimethomorph, flumorph, iprovalicarb, polyoxins, polyoxorim, validamycin A
F12) Inhibitoren der Melanin Biosynthese, z. B. Capropamid, Diclocymet, Fenoxanil, Phtalid, Pyroquilon, Tricyclazol F13) Resistenzinduktion, z. B. Acibenzolar-S-methyl, Probenazol, Tiadinil F12) inhibitors of melanin biosynthesis, e.g. Capropamide, diclocymet, fenoxanil, phtalid, pyroquilone, tricyclazole F13) resistance induction, e.g. Acibenzolar-S-methyl, probenazole, tiadinil
F14) Multisite, z. B. Captafol, Captan, Chlorothalonil, Kupfersalze wie: F14) Multisite, z. B. Captafol, captan, chlorothalonil, copper salts such as:
Kupferhydroxid, Kupfernaphthenat, Kupferoxychlorid, Kupfersulfat, Kupferoxid, Oxin- Kupfer und Bordeaux Mischung, Dichlofluanid, Dithianon, Dodin, Dodin freie Base, Ferbam, Folpet, Fluorofolpet, Guazatin, Guazatinacetat, Iminoctadin, Copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, oxine-copper and bordeaux mixture, dichlofluanid, dithianon, dodin, dodine free base, ferbam, folpet, fluorofolpet, guazatine, guazatine acetate, iminoctadine,
Iminoctadinalbesilat, Iminoctadintriacetat, Mankupfer, Mancozeb, Maneb, Metiram, Metiram Zink, Propineb, Schwefel und Schwefelpräparate enthaltend  Iminoctadinal besylate, iminoctadine triacetate, mancopper, mancozeb, maneb, metiram, metiram zinc, propineb, sulfur and sulfur preparations
Calciumpolysulphid, Thiram, Tolylfluanid, Zineb, Ziram F15) Unbekannter Mechanismus, z. B. Amibromdol, Benthiazol, Bethoxazin, Calcium polysulphide, thiram, tolylfluanid, zineb, ziram F15). Unknown mechanism, e.g. Amibromdole, benthiazole, bethoxazine,
Capsimycin, Carvon, Chinomethionat, Chloropicrin, Cufraneb, Cyflufenamid, Capsimycin, carvone, quinomethionate, chloropicrin, cufraneb, cyflufenamid,
Cymoxanil, Dazomet, Debacarb, Diclomezine, Dichlorophen, Dicloran, Difenzoquat, Difenzoquat Methylsulphat, Diphenylamin, Ethaboxam, Ferimzon, flumetover, Flusulfamid, Fluopicolid, Fluoroimid, Fosatyl-Al, Hexachlorobenzol, 8-Hydroxy- chinolinsulfat, Iprodione, Irumamycin, Isotianil, Methasulphocarb, Metrafenon, Methyl Isothiocyanat, Mildiomycin, Natamycin, Nickel dimethyldithiocarbamat, Nitrothal- isopropyl, Octhilinon, Oxamocarb, Oxyfenthiin, Pentachlorophenol und Salze, 2- Phenylphenol und Salze, Piperalin, Propanosin -Natrium, Proquinazid, Pyrrolnitrin, Quintozen, Tecloftalam, Tecnazen, Triazoxid, Trichlamid, Zarilamid und 2,3,5,6- Tetrachlor-4-(methylsulfonyl)-pyridin, N-(4-Chlor-2-nitrophenyl)-N-ethyl-4-methyl- benzenesulfonamid, 2-Amino-4-methyl-N-phenyl-5-thiazolecarboxamid, 2-Chlor-N- (2,3-dihydro-1 , 1 ,3-trimethyl-1 H-inden-4-yl)-3-pyridincarboxamid, 3-[5-(4- Chlorphenyl)-2,3-dimethylisoxazolidin-3-yl]pyridin, cis-1 -(4-Chlorphenyl)-2-(1 H-1 ,2,4- triazol-1 -yl)-cycloheptanol, 2,4-Dihydro-5-methoxy-2-methyl-4-[[[[1 -[3- (tnfluoromethyl)-phenyl]-ethyliden]-amino]-oxy]-methyl]-phenyl]-3H-1 ,2,3-triazol-3-on (185336-79-2), Methyl 1 -(2,3-dihydro-2,2-dimethyl-1 H-inden-1 -yl)-1 H-imidazole-5- carboxylat, 3,4,5-Trichlor-2,6-pyridindicarbonitril, Methyl 2-[[[cyclopropyl[(4- methoxyphenyl) imino]methyl]thio]methyl]-.alpha. -(methoxymethylen)- benzacetat, 4- Chlor-alpha-propinyloxy-N-[2-[3-methoxy-4-(2-propinyloxy)phenyl]ethyl]- benzacetamide, (2S)-N-[2-[4-[[3-(4-chlorophenyl)-2-propinyl]oxy]-3- methoxyphenyl]ethyl]-3-methyl-2-[(methylsulfonyl)amino]-butanamid, 5-Chlor-7-(4- methylpiperidin-1 -yl)-6-(2,4,6-trifluorophenyl)[1 ,2,4]triazolo[1 ,5-a]pyrimidin, 5-Chlor-Cymoxanil, dazomet, debacarb, diclomezine, dichlorophen, dicloran, difenzoquat, difenzoquat methylsulphate, diphenylamine, ethaboxam, ferimzone, flumetover, flusulfamide, fluopicolide, fluoroimide, fosatyl-Al, hexachlorobenzene, 8-hydroxyquinoline sulfate, iprodione, irumamycin, isotianil, methasulphocarb , Metrafenone, methyl isothiocyanate, mildiomycin, natamycin, nickel dimethyldithiocarbamate, nitrothalisopropyl, octhilinone, oxamocarb, oxyfenthiine, pentachlorophenol and salts, 2-phenylphenol and salts, piperaline, propanosine sodium, proquinazide, pyrrolnitrin, quintozene, tecloftalam, tecnazene, triazoxide , Trichlamide, zarilamide and 2,3,5,6-tetrachloro-4- (methylsulfonyl) -pyridine, N- (4-chloro-2-nitrophenyl) -N-ethyl-4-methyl-benzenesulfonamide, 2-amino-4 -methyl-N-phenyl-5-thiazolecarboxamide, 2-chloro-N- (2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl) -3-pyridinecarboxamide, 3- [5 - (4- Chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] pyridine, cis-1 - (4-chlorophenyl) -2- (1H-1, 2,4-triazol-1-yl) -cycloheptanol, 2,4- Dihydro-5-methoxy-2-methyl-4 - [[[[1- [3- (t -fluoromethyl) phenyl] ethylidene] amino] oxy] methyl] phenyl] -3H-1,2,3 -triazol-3-one (185336-79-2), methyl 1- (2,3-dihydro-2,2-dimethyl-1H-inden-1-yl) -1H-imidazole-5-carboxylate, 3 , 4,5-trichloro-2,6-pyridinedicarbonitrile, methyl 2 - [[[cyclopropyl [(4-methoxyphenyl) imino] methyl] thio] methyl] -. Alpha. - (methoxymethylene) - benzoacetate, 4-chloro-alpha-propynyloxy-N- [2- [3-methoxy-4- (2-propynyloxy) phenyl] ethyl] benzacetamide, (2S) -N- [2- [4 - [[3- (4-chlorophenyl) -2-propynyl] oxy] -3-methoxyphenyl] ethyl] -3-methyl-2 - [(methylsulfonyl) amino] butanamide, 5-chloro-7- (4-methylpiperidine 1 -yl) -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidine, 5-chloro
6- (2,4,6-trifluorophenyl)-N-[(1 R)-1 ,2,2-trimethylpropyl][1 ,2,4]triazolo[1 ,5-a]pyrimidin-6- (2,4,6-trifluorophenyl) -N - [(1R) -1,2,2-trimethylpropyl] [1,2,4] triazolo [1,5-a] pyrimidine
7- amin, 5-Chlor-N-[(1 R)-1 ,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl) 7-amine, 5-chloro-N - [(1R) -1,2-dimethylpropyl] -6- (2,4,6-trifluorophenyl)
[1 ,2,4]triazolo[1 ,5-a]pyrimidin-7-amine, N-[1 -(5-Brom-3-chloropyridin-2-yl)ethyl]-2,4- dichloronicotinamid, N-(5-Brom-3-chlorpyridin-2-yl)methyl-2,4-dichlornicotinamid, 2- Butoxy-6-iod-3-propyl-benzopyranon-4-on, N-{(Z)-[(cyclopropylmethoxy) imino][6- (difluormethoxy)-2,3-difluorphenyl]methyl}-2-benzacetamid, N-(3-Ethyl-3,5,5- trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamid, 2-[[[[1 -[3(1 Fluor-2-phenyl- ethyl)oxy] phenyl] ethyliden]amino]oxy]methyl]-alpha-(methoxyimino)-N-methyl- alphaE-benzacetamid, N-{2-[3-Chlor-5-(trifluormethyl)pyridin-2-yl]ethyl}-2-(tnfluoro- methyl)benzamid, N-(3',4'-dichlor-5-fluorbiphenyl-2-yl)-3-(difluormethyl)-1 -methyl-1 H- pyrazol-4-carboxamid, N-(6-Methoxy-3-pyridinyl)-cyclopropan carboxamid, 1 -[(4- Methoxyphenoxy)methyl]-2,2-dimethylpropyl-1 H-imidazol-1 - carbonsäure, 0-[1 -[(4- Methoxyphenoxy)methyl]-2,2-dimethylpropyl]-1 H-imidazol- 1 - carbothioic acid, 2-(2- {[6-(3-Chlor-2-methylphenoxy)-5-fluorpyrimidin-4-yl]oxy}phenyl)-2-(methoxyimino)-N- methylacetamid  [1,2,4] triazolo [1,5-a] pyrimidin-7-amine, N- [1- (5-bromo-3-chloropyridin-2-yl) ethyl] -2,4-dichloronicotinamide, N- (5-bromo-3-chloropyridin-2-yl) methyl-2,4-dichloronotinotin, 2-butoxy-6-iodo-3-propyl-benzopyranon-4-one, N - {(Z) - [(cyclopropylmethoxy) imino] [6- (difluoromethoxy) -2,3-difluorophenyl] methyl} -2-benzacetamide, N- (3-ethyl-3,5,5-trimethylcyclohexyl) -3-formylamino-2-hydroxybenzamide, 2 - [[[[1- [3 (1-fluoro-2-phenylethyl) oxy] phenyl] ethylidene] amino] oxy] methyl] -alpha (methoxyimino) -N-methyl-alpha-E-benzoacetamide, N- { 2- [3-Chloro-5- (trifluoromethyl) pyridin-2-yl] ethyl} -2- (t -fluoromethyl) benzamide, N- (3 ', 4'-dichloro-5-fluorobiphenyl-2-yl) - 3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, N- (6-methoxy-3-pyridinyl) -cyclopropane carboxamide, 1 - [(4-methoxyphenoxy) methyl] -2,2-dimethylpropyl -1 H -imidazole-1-carboxylic acid, 0- [1 - [(4-methoxyphenoxy) methyl] -2,2-dimethylpropyl] -1H-imidazole-1-carbothioic acid, 2- (2- {6- (3-chloro-2-methylphenoxy) -5-fluoropyrimidin-4-yl] oxy} phenyl) -2- (methoxyimino) -N-methylacetamide
Bakterizide: bactericides:
Bronopol, Dichlorophen, Nitrapyrin, Nickel-Dimethyldithiocarbamat, Kasugamycin, Octhilinon, Furancarbonsäure, Oxytetracyclin, Probenazol, Streptomycin, Teclofta- lam, Kupfersulfat und andere Kupfer-Zubereitungen. Insektizide / Akarizide / Nematizide: Bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations. Insecticides / acaricides / nematicides:
11 ) Acetylcholinesterase (AChE) Inhibitoren, wie beispielsweise Carbamate, z.B. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC und Xylylcarb; oder Organophosphate, z.B. Acephate, Azamethiphos, Azinphos (-methyl, -ethyl), Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos (-methyl), Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos/DDVP, 11) Acetylcholinesterase (AChE) inhibitors such as carbamates, e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxime, Butoxycarboxime, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC and xylylcarb; or organophosphates, e.g. Acephates, azamethiphos, azinphos (-methyl, -ethyl), cadusafos, chloroethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos (-methyl), coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP,
Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos,  Dicrotophos, dimethoates, dimethylvinphos, disulphoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos,
Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl) salicylat, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion (-methyl), Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos (-methyl), Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfon und Vamidothion. Isofenphos, isopropyl O- (methoxyaminothio-phosphoryl) salicylate, isoxathione, malathion, mecarbam, methamidophos, methidathione, mevinphos, monocrotophos, naled, omethoates, oxydemeton-methyl, parathion (-methyl), phenthoates, phorates, phosalones, phosmet, phosphamidone, Phoxim, pirimiphos (-methyl), profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometone, triazophos, triclorfone and vamidothion.
12) GABA-gesteuerte Chlorid-Kanal-Antagonisten, wie beispielsweise 12) GABA-controlled chloride channel antagonists, such as
Organochlorine, z.B. Chlordane und Endosulfan (alpha-); oder Fiprole Organochlorines, e.g. Chlordane and endosulfan (alpha); or Fiprole
(Phenylpyrazole), z.B. Ethiprole, Fipronil, Pyrafluprole und Pyriprole. 13) Natrium-Kanal-Modulatoren / Spannungsabhängige Natrium-Kanal-Blocker, wie beispielsweise Pyrethroide, z.B. Acrinathrin, Allethrin (d-cis-trans, d-trans), Bifen- thrin, Bioallethrin, Bioallethrin-S-cyclopentenyl, Bioresmethrin, Cycloprothrin, Cy- fluthrin (beta-), Cyhalothrin (gamma-, lambda-), Cypermethrin (alpha-, beta-, theta-, zeta-), Cyphenothrin [(I R)-frans-lsomere], Deltamethrin, Dimefluthrin, Empenthrin [(EZ)-(1 R)-lsomere], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate,(Phenylpyrazoles), e.g. Ethiprole, Fipronil, Pyrafluprole and Pyriprole. 13) Sodium channel modulators / voltage dependent sodium channel blockers such as pyrethroids, e.g. Acrinathrin, allethrin (d-cis-trans, d-trans), biphenol, bioallethrin, bioallethrin-S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin (beta-), cyhalothrin (gamma, lambda), cypermethrin ( alpha-, beta-, theta-, zeta-), cyphenothrin [(IR) -frans-isomers], deltamethrin, dimefluthrin, empenthrin [(EZ) - (1R) -isomers], esfenvalerates, etofenprox, fenpropathrin, fenvalerates,
Flucythrinate, Flumethrin, Fluvalinate (tau-), Halfenprox, Imiprothrin, Metofluthrin, Permethrin, Phenothrin [(I R)-trans-lsomer], Prallethrin, Profluthrin, Pyrethrine (pyrethrum), Resmethrin, RU 15525, Silafluofen, Tefluthrin, Tetramethrin [(1 R)- Isomere], Tralomethrin, Transfluthrin und ZXI 8901 ; oder_DDT; oder Methoxychlor. Flucythrinates, Flumethrin, Fluvalinate (tau-), Halfenprox, Imiprothrin, Metofluthrin, Permethrin, Phenothrin [(IR) -trans-isomer], Prallethrin, Profluthrin, Pyrethrins (pyrethrum), resmethrin, RU 15525, silafluofen, tefluthrin, tetramethrin [(1R) - isomers], tralomethrin, transfluthrin and ZXI 8901; oder_DDT; or methoxychlor.
14) Nikotinerge Acetylcholin-Rezeptor-Agonisten, wie beispielsweise Neonikotinoide, z.B. Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid,14) nicotinergic acetylcholine receptor agonists such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid,
Thiamethoxam; oder Nikotin. thiamethoxam; or nicotine.
15) Allosterische Acetylcholin-Rezeptor-Modulatoren (Agonisten), wie beispielsweise Spinosyne, z.B. Spinetoram und Spinosad. 15) Allosteric acetylcholine receptor modulators (agonists), such as spinosyns, e.g. Spinetoram and spinosad.
16) Chlorid-Kanal-Aktivatoren, wie beispielsweise Avermectine/Milbemycine, z.B. Abamectin, Emamectin, Emamectin-benzoate, Lepimectin und Milbemectin. 16) chloride channel activators, such as avermectins / milbemycins, e.g. Abamectin, Emamectin, Emamectin benzoate, Lepimectin and Milbemectin.
17) Juvenilhormon-Analoge, z.B. Hydroprene, Kinoprene, Methoprene; oder 17) Juvenile hormone analogs, e.g. Hydroprene, kinoprene, methoprene; or
Fenoxycarb; Pyriproxyfen. fenoxycarb; Pyriproxyfen.
18) Wirkstoffe mit unbekannten oder nicht spezifischen Wirkmechanismen, wie beispielsweise Begasungsmittel, z.B. Methylbromid und andere Alkylhalogenide; oder 18) Active ingredients with unknown or non-specific mechanisms of action, such as fumigants, e.g. Methyl bromide and other alkyl halides; or
Chloropicrin; Sulfurylfluorid; Borax; Brechweinstein. chloropicrin; sulfuryl fluoride; Borax; Tartar emetic.
19) Selektive Fraßhemmer, z.B. Pymetrozine; oder Flonicamid. 19) Selective feeding inhibitors, e.g. pymetrozine; or flonicamide.
110) Milbenwachstumsinhibitoren, z.B. Clofentezine, Diflovidazin, Hexythiazox, Etoxazole. 110) mite growth inhibitors, e.g. Clofentezine, diflovidazine, hexythiazox, etoxazole.
11 1 ) Mikrobielle Disruptoren der Insektendarmmembran, wie beispielsweise Bacillus thuringiensis Subspezies israelensis, Bacillus sphaericus, Bacillus thuringiensis Subspezies aizawai, Bacillus thuringiensis Subspezies kurstaki, Bacillus 11 1) Microbial disruptors of insect intestinal membrane, such as Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus
thuringiensis Subspezies tenebrionis, und BT-Pflanzen-Proteine, z.B. CrylAb, CrylAc, Cryl Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1 . 112) Inhibitoren der oxidativen Phosphorylierung, ATP-Disruptoren, wie beispielsweise Diafenthiuron; oder Organozinnverbindungen, z.B. Azocyclotin, Cyhexatin, Fenbutatin oxide; oder Propargite; Tetradifon. 113) Entkoppler der oxidativen Phoshorylierung durch Unterbrechung des H-Proton- gradienten, wie beispielsweise Chlorfenapyr und DNOC. thuringiensis subspecies tenebrionis, and BT plant proteins, eg, CrylAb, CrylAc, Cryl Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1. 112) inhibitors of oxidative phosphorylation, ATP disruptors such as diafenthiuron; or organotin compounds, eg azocyclotine, cyhexatin, fenbutatin oxide; or propargite; Tetradifon. 113) Decoupling of oxidative phosphorylation by interruption of the H proton gradient, such as chlorfenapyr and DNOC.
114) Nikotinerge Acetylcholin-Rezeptor-Antagonisten, wie beispielsweise Bensultap, Cartap (-Hydrochlorid), Thiocyclam, und Thiosultap (-sodium). 114) nicotinergic acetylcholine receptor antagonists, such as Bensultap, Cartap (hydrochloride), thiocyclam, and thiosultap (-sodium).
115) Inhibitoren der Chitinbiosynthese, Typ 0, wie beispielsweise Benzoylharnstoffe, z.B. Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron und Triflumuron. 116) Inhibitoren der Chitinbiosynthese, Typ 1 , wie beispielsweise Buprofezin. 115) inhibitors of chitin biosynthesis, type 0, such as benzoylureas, e.g. Bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron. 116) inhibitors of chitin biosynthesis, type 1, such as buprofezin.
117) Häutungsstörende Wirkstoffe, wie beispielsweise Cyromazine. 117) Moisture-disrupting agents, such as cyromazines.
118) Ecdysonagonisten/-disruptoren, wie beispielsweise Diacylhydrazine, z.B. 118) ecdysone agonists / disruptors such as diacylhydrazines, e.g.
Chromafenozide, Halofenozide, Methoxyfenozide und Tebufenozide. Chromafenozide, Halofenozide, Methoxyfenozide and Tebufenozide.
119) Oktopaminerge Agonisten, wie beispielsweise Amitraz. 119) Octopaminergic agonists, such as amitraz.
120) Komplex-Ill-Elektronentransportinhibitoren, wie beispielsweise 120) complex III electron transport inhibitors, such as
Hydramethylnon; Acequinocyl; Fluacrypyrim. hydramethylnon; acequinocyl; Fluacrypyrim.
121 ) Komplex-I-Elektronentransportinhibitoren, beispielsweise aus der Gruppe der METI-Akarizide, z.B. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufen- pyrad, Tolfenpyrad; oder Rotenone (Derris). 121) Complex I electron transport inhibitors, for example from the group of the METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad; or Rotenone (Derris).
122) Spannungsabhängige Natriumkanal-Blocker, z.B. Indoxacarb; Metaflumizone. 123) Inhibitoren der Acetyl-CoA-Carboxylase, wie beispielsweise Tetronsäure- Derivate, z.B. Spirodiclofen und Spiromesifen; oder Tetramsäure-Derivate, z.B. Spirotetramat. 124) Komplex-IV-Elektronentransportinhibitoren, wie beispielsweise Phosphine, z.B. Aluminiumphosphid, Kalziumphosphid, Phosphin, Zinkphosphid; oder Cyanid. 122) voltage-dependent sodium channel blockers, eg indoxacarb; Metaflumizone. 123) inhibitors of acetyl-CoA carboxylase, such as tetronic acid derivatives, eg spirodiclofen and spiromesifen; or tetramic acid derivatives, eg spirotetramat. 124) complex IV electron transport inhibitors, such as phosphines, eg, aluminum phosphide, calcium phosphide, phosphine, zinc phosphide; or cyanide.
125) Komplex-Il-Elektronentransportinhibitoren, wie beispielsweise Cyenopyrafen. I26) Ryanodinrezeptor-Effektoren, wie beispielsweise Diamide, z.B. Flubendiamide, Chlorantraniliprole (Rynaxypyr), Cyantraniliprole (Cyazypyr) sowie 3-Brom-N-{2- brom-4-chlor-6-[(1 -cyclopropylethyl)carbamoyl]phenyl}-1 -(3-chlorpyridin-2-yl)-1 H- pyrazol-5-carboxamid (bekannt aus WO2005/077934) oder Methyl-2-[3,5-dibrom-2- ({[3-brom-1 -(3-chlorpyridin-2-yl)-1 H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1 ,2- dimethylhydrazincarboxy-lat (bekannt aus WO2007/043677). 125) Complex II electron transport inhibitors, such as cyenopyrafen. I26) ryanodine receptor effectors, such as diamides, e.g. Flubendiamide, chlorantraniliprole (Rynaxypyr), cyantraniliprole (Cyazypyr) and 3-bromo-N- {2-bromo-4-chloro-6 - [(1-cyclopropylethyl) carbamoyl] phenyl} -1 - (3-chloropyridin-2-yl ) -1-H-pyrazole-5-carboxamide (known from WO2005 / 077934) or methyl 2- [3,5-dibromo-2- ({[3-bromo-1- (3-chloropyridin-2-yl) -] 1 H-pyrazol-5-yl] carbonyl} amino) benzoyl] -1, 2-dimethylhydrazinecarboxylate (known from WO2007 / 043677).
Weitere Wirkstoffe mit unbekanntem Wirkmechanismus, wie beispielsweise Other drugs with unknown mechanism of action, such as
Azadirachtin, Amidoflumet, Benzoximate, Bifenazate, Chinomethionat, Cryolite, Cyflumetofen, Dicofol, 5-chloro-2-[(3,4,4-trifluorobut-3-en-1 -yl)sulfonyl]-1 ,3-thiazol, Flufenerim, Pyridalyl und Pyrifluquinazon; desweiteren Präparate auf Basis von Bacillus firmus (1-1582, BioNeem, Votivo) sowie folgende bekannte wirksame Verbindungen 4-{[(6-Brompyrid-3-yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15644), 4-{[(6-Fluorpyrid-3-yl)methyl](2,2- difluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15644), 4-{[(2-Chlor-1 ,3- thiazol-5-yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO Azadirachtin, amidoflumet, benzoximate, bifenazate, quinomethionate, cryolite, cyflumetofen, dicofol, 5-chloro-2 - [(3,4,4-trifluorobut-3-en-1-yl-1-yl) -sulfonyl] -1, 3-thiazole, flufenerim , Pyralidyl and pyrifluquinazone; furthermore preparations based on Bacillus firmus (1-1582, BioNeem, Votivo) and the following known active compounds 4 - {[(6-bromopyrid-3-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) - on (known from WO 2007/1 15644), 4 - {[(6-fluoropyrid-3-yl) methyl] (2,2-difluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/1 15644), 4 - {[(2-chloro-1,3-thiazol-5-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) -one (known from WO
2007/1 15644), 4-{[(6-Chlorpyrid-3-yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15644), 4-{[(6-Chlorpyrid-3-yl)methyl](2,2- difluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15644), 4-{[(6-Chlor-5- fluorpyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on (bekannt aus WO  2007/1 15644), 4 - {[(6-chloropyrid-3-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/1 15644), 4 - {[ (6-chloropyrid-3-yl) methyl] (2,2-difluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/1 15644), 4 - {[(6-chloro-5-fluoropyrid 3-yl) methyl] (methyl) amino} furan-2 (5H) -one (known from WO
2007/1 15643), 4-{[(5,6-Dichlorpyrid-3-yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15646), 4-{[(6-Chlor-5-fluorpyrid-3- yl)methyl](cyclopropyl)amino}furan-2(5H)-on (bekannt aus WO 2007/1 15643), 4-{[(6- Chlorpyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-on (bekannt aus EP0539588), 4-{[(6-Chlorpyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on (bekannt aus 2007/1 15643), 4 - {[(5,6-dichloropyrid-3-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/1 15646), 4- {[(6-chloro-5-fluoropyrid-3-yl) methyl] (cyclopropyl) amino} furan-2 (5H) -one (known from WO 2007/1 15643), 4 - {[(6- Chloropyrid-3-yl) methyl] (cyclopropyl) amino} furan-2 (5H) -one (known from EP0539588), 4 - {[(6-chloropyrid-3-yl) methyl] (methyl) amino} furan-2 (5H) -one (known from
EP0539588), [1 -(6-Chlorpyridin-3-yl)ethyl](methyl)oxido-A4-sulfanylidencyanamid (bekannt aus WO 2007/149134) und seine Diastereomere {[(1 R)-1 -(6-Chlorpyridin-3- yl)ethyl](methyl)oxido-lambda6-sulfanyliden}cyanamid und {[(1 S)-1 -(6-Chlorpyridin-3- yl)ethyl](methyl)oxido-lambda6-sulfanyliden}cyanamid (ebenfalls bekannt aus WO 2007/149134) sowie Sulfoxaflor (ebenfalls bekannt aus WO 2007/149134), 1 -[2- fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluorom EP0539588), [1- (6-chloropyridin-3-yl) ethyl] (methyl) oxido-A 4 -sulfanylidenecyanoanamide (known from WO 2007/149134) and its diastereomers {[(1 R) -1- (6-chloropyridine 3-yl) ethyl] (methyl) oxido-lambda 6 -sulfanylidene} cyanamide and {[(1S) -1- (6-chloropyridin-3-yl) ethyl] (methyl) oxido-lambda 6 -sulfanylidene} cyanamide (also known from WO 2007/149134) and sulfoxaflor (also known from WO 2007/149134), 1 - [2-fluoro-4-methyl-5 - [(2,2,2-trifluoroethyl) sulfinyl] phenyl] -3 - (trifluorom
Triazol-5-amine (bekannt aus WO 2006/043635), [(3S,4aR, 12R, 12aS, 12bS)-3- [(Cyclopropylcarbonyl)oxy]-6, 12-dihydroxy-4, 12b-dimethyl-1 1 -oxo-9-(pyridin-3-yl)- 1 ,3,4,4a,5,6,6a, 12, 12a, 12b-decahydro-2H, 1 1 H-benzo[f]pyrano[4,3-b]chromen-4- yl]methylcyclopropancarboxylat (bekannt aus WO 2006/129714), 2-Cyano-3- (difluormethoxy)-N,N-dimethylbenzolsulfonamid (bekannt aus WO2006/056433), 2- Cyano-3-(difluormethoxy)-N-methylbenzolsulfonamid (bekannt aus Triazole-5-amines (known from WO 2006/043635), [(3S, 4aR, 12R, 12aS, 12bS) -3- [(cyclopropylcarbonyl) oxy] -6,12-dihydroxy-4,12b-dimethyl-11 -oxo-9- (pyridin-3-yl) -1,4,4,4a, 5,6,6a, 12,12a, 12b-decahydro-2H, 1: 1 H-benzo [f] pyrano [4,3 -b] chromen-4-yl] methylcyclopropanecarboxylate (known from WO 2006/129714), 2-cyano-3- (difluoromethoxy) -N, N-dimethylbenzenesulfonamide (known from WO2006 / 056433), 2-cyano-3- (difluoromethoxy ) -N-methylbenzenesulfonamide (known from
WO2006/100288), 2-Cyano-3-(difluormethoxy)-N-ethylbenzolsulfonamid (bekannt aus WO2005/035486), 4-(Difluormethoxy)-N-ethyl-N-methyl-1 ,2-benzothiazol-3- amin-1 , 1 -dioxid (bekannt aus WO2007/057407), N-[1 -(2,3-Dimethylphenyl)-2-(3,5- dimethylphenyl)ethyl]-4,5-dihydro-1 ,3-thiazol-2-amin (bekannt aus WO2008/104503), {1 '-[(2E)-3-(4-Chlorphenyl)prop-2-en-1 -yl]-5-fluorspiro[indol-3,4'-piperidin]-1 (2H)- yl}(2-chlorpyridin-4-yl)methanon (bekannt aus WO2003106457), 3-(2,5-WO2006 / 100288), 2-cyano-3- (difluoromethoxy) -N-ethylbenzenesulfonamide (known from WO2005 / 035486), 4- (difluoromethoxy) -N-ethyl-N-methyl-1,2-benzothiazole-3-amine 1, 1-dioxide (known from WO2007 / 057407), N- [1- (2,3-dimethylphenyl) -2- (3,5-dimethylphenyl) ethyl] -4,5-dihydro-1,3-thiazole 2-amine (known from WO2008 / 104503), {1 '- [(2E) -3- (4-chlorophenyl) -prop-2-en-1-yl] -5-fluorospiro [indole-3,4'-piperidine ] -1 (2H) -yl} (2-chloropyridin-4-yl) methanone (known from WO2003106457), 3- (2,5-)
Dimethylphenyl)-4-hydroxy-8-methoxy-1 ,8-diazaspiro[4.5]dec-3-en-2-on (bekannt aus WO2009049851 ), 3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1 ,8- diazaspiro[4.5]dec-3-en-4-yl-ethylcarbonat (bekannt aus WO2009049851 ), 4-(But-2- in-1 -yloxy)-6-(3,5-dimethylpiperidin-1 -yl)-5-fluorpyrimidin (bekannt aus Dimethylphenyl) -4-hydroxy-8-methoxy-1,8-diazaspiro [4.5] dec-3-en-2-one (known from WO2009049851), 3- (2,5-dimethylphenyl) -8-methoxy-2- oxo-1,8-diazaspiro [4.5] dec-3-en-4-yl ethyl carbonate (known from WO2009049851), 4- (but-2-yn-1-ynyloxy) -6- (3,5-dimethylpiperidine) 1 -yl) -5-fluoropyrimidine (known from
WO2004099160), (2,2,3,3,4,4,5,5-Octafluorpentyl)(3,3,3-trifluorpropyl)malononitril (bekannt aus WO2005063094), (2,2,3,3,4,4,5,5-Octafluorpentyl)(3,3,4,4,4- pentafluorbutyl)malononitril (bekannt aus WO2005063094), 8-[2- (Cyclopropylmethoxy)-4-(trifluormethyl)phenoxy]-3-[6-(trifluormethyl)pyridazin-3-yl]-3- azabicyclo[3.2.1 ]octan (bekannt aus WO2007040280 / 282), 2-Ethyl-7-methoxy-3- methyl-6-[(2,2,3,3-tetrafluor-2,3-dihydro-1 ,4-benzodioxin-6-yl)oxy]chinolin-4-yl- methylcarbonat (bekannt aus JP20081 10953), 2-Ethyl-7-methoxy-3-methyl-6- [(2,2,3,3-tetrafluor-2,3-dihydro-1 ,4-benzodioxin-6-yl)oxy]chinolin-4-ylacetat (bekannt aus JP20081 10953), PF1364 (Chemical Abstracts Nr 1204776-60-2, bekannt aus JP2010018586), 5-[5-(3,5-Dichlorphenyl)-5-(trifluormethyl)-4,5-dihydro-1 ,2-oxazol-3- yl]-2-(1 H-1 ,2,4-triazol-1 -yl)benzonitril (bekannt aus WO2007075459), 5-[5-(2- Chlorpyridin-4-yl)-5-(trifluormethyl)-4,5-dihydro-1 ,2-oxazol-3-yl]-2-(1 H-1 ,2,4-triazol-1 - yl)benzonitril (bekannt aus WO2007075459), 4-[5-(3,5-Dichlorphenyl)-5- (trifluormethyl)-4,5-dihydro-1 ,2-oxazol-3-yl]-2-methyl-N-{2-oxo-2-[(2,2,2- trifluorethyl)amino]ethyl}benzamid (bekannt aus WO2005085216). WO2004099160), (2,2,3,3,4,4,5,5-octafluoropentyl) (3,3,3-trifluoropropyl) malononitrile (known from WO2005063094), (2,2,3,3,4,4 , 5,5-octafluoropentyl) (3,3,4,4,4-pentafluorobutyl) malononitrile (known from WO2005063094), 8- [2- (cyclopropylmethoxy) -4- (trifluoromethyl) phenoxy] -3- [6- ( trifluoromethyl) pyridazin-3-yl] -3-azabicyclo [3.2.1] octane (known from WO2007040280 / 282), 2-ethyl-7-methoxy-3-methyl-6 - [(2,2,3,3- tetrafluoro-2,3-dihydro-1,4-benzodioxin-6-yl) oxy] quinolin-4-ylmethyl carbonate (known from JP20081 10953), 2-ethyl-7-methoxy-3-methyl-6- [( 2,2,3,3-tetrafluoro-2,3-dihydro-1,4-benzodioxin-6-yl) oxy] quinolin-4-ylacetate (known from JP20081 10953), PF1364 (Chemical Abstracts No. 1204776-60-2, known from JP2010018586), 5- [5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4,5-dihydro-1, 2 oxazol-3-yl] -2- (1H-1, 2,4-triazol-1-yl) benzonitrile (known from WO2007075459), 5- [5- (2-chloropyridin-4-yl) -5- ( trifluoromethyl) -4,5-dihydro-1,2-oxazol-3-yl] -2- (1H-1,2,4-triazol-1-yl) benzonitrile (known from WO2007075459), 4- [5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4,5-dihydro-1,2-oxazol-3-yl] -2-methyl-N- {2-oxo-2 - [(2,2, 2-trifluoroethyl) amino] ethyl} benzamide (known from WO2005085216).
Safener sind vorzugsweise ausgewählt aus der Gruppe bestehend aus: Safeners are preferably selected from the group consisting of:
S1 ) Verbindungen der Formel (S1 ), wobei die Symbole und Indizes folgende Bedeutungen haben: ΠΑ ist eine natürliche Zahl von 0 bis 5, vorzugsweise 0 bis 3; S1) compounds of the formula (S1), where the symbols and indices have the following meanings: ΠΑ is a natural number from 0 to 5, preferably 0 to 3;
RA1 ist Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, Nitro oder (Ci-C4)Haloalkyl; RA 1 is halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkoxy, nitro or (C 1 -C 4 ) haloalkyl;
WA ist ein unsubstituierter oder substituierter divalenter heterocyclischer Rest aus der Gruppe der teilungesättigten oder aromatischen Fünfring-Heterocyclen mit 1 bis 3 Heteroringatomen aus der Gruppe N und O, wobei mindestens ein N-Atom und höchstens ein O-Atom im Ring enthalten ist, vorzugsweise ein Rest aus der Gruppe (WA1) bis (WA4), WA is an unsubstituted or substituted divalent heterocyclic radical selected from the group consisting of the monounsaturated or aromatic five-membered heterocycles having 1 to 3 hetero ring atoms from the group N and O, where at least one N atom and at most one O atom are present in the ring, preferably one Remainder of the group (WA 1 ) to (WA 4 ),
rriA ist 0 oder 1 ; RA2 ist ORA3, SRA3 oder N RA3RA4 oder ein gesättigter oder ungesättigter 3- bis 7- gliedriger Heterocyclus mit mindestens einem N-Atom und bis zu 3 Heteroatomen, vorzugsweise aus der Gruppe 0 und S, der über das N-Atom mit der rriA is 0 or 1; RA 2 is ORA 3 , SRA 3 or N RA 3 RA 4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group 0 and S, via the N Atom with the
Carbonylgruppe in (S1 ) verbunden ist und unsubstituiert oder durch Reste aus der Gruppe (Ci-C4)Alkyl, (Ci-C4)Alkoxy oder gegebenenfalls substituiertes Phenyl substituiert ist, vorzugsweise ein Rest der Formel ORA3, N H RA4 oder N(CH3)2, insbesondere der Formel ORA3; Carbonyl group in (S1) and is unsubstituted or substituted by radicals from the group (Ci-C 4 ) alkyl, (Ci-C 4 ) alkoxy or optionally substituted phenyl, preferably a radical of the formula ORA 3 , NH RA 4 or N (CH 3) 2, in particular the formula ORA 3 ;
RA3 ist Wasserstoff oder ein unsubstituierter oder substituierter aliphatischer Kohlenwasserstoffrest, vorzugsweise mit insgesamt 1 bis 18 C-Atomen; RA 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably having a total of 1 to 18 C atoms;
RA 4 ist Wasserstoff, (Ci-Ce)Alkyl, (Ci-C6)Alkoxy oder substituiertes oder unsubstituiertes Phenyl; R A 4 is hydrogen, (Ci-Ce) alkyl, (Ci-C 6 ) alkoxy or substituted or unsubstituted phenyl;
RA5 ist H, (Ci-Ce)Alkyl, (Ci-Ce)Haloalkyl, (Ci-C4)Alkoxy(Ci-C8)Alkyl, Cyano oder COORA9, worin RA 9 Wasserstoff, (Ci-Ce)Alkyl, (Ci-C8)Haloalkyl, (Ci-C4)Alkoxy- (Ci-C4)alkyl, (Ci-Ce)Hydroxyalkyl, (C3-Ci2)Cycloalkyl oder Tri-(Ci-C4)-alkyl-silyl ist; RA 6, RA7, RA8 sind gleich oder verschieden Wasserstoff, (Ci-Ce)Alkyl, (Ci-Ce)Halo- alkyl, (C3-RA 5 is H, (C 1 -C 6) alkyl, (C 1 -C 6) haloalkyl, (C 1 -C 4 ) alkoxy (C 1 -C 8 ) alkyl, cyano or COORA 9 , in which R A 9 is hydrogen, (C 1 -C 4 ) alkyl, (Ci-C 8) haloalkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-Ce) hydroxyalkyl, (C3 -Ci2) cycloalkyl or tri- (Ci-C4) - alkyl-silyl; R A 6 , RA 7 , RA 8 are identical or different hydrogen, (C 1 -C 6) alkyl, (C 1 -C 6) haloalkyl, (C 3 -
Ci2)Cycloalkyl oder substituiertes oder unsubstituiertes Phenyl; vorzugsweise: Ci2) cycloalkyl or substituted or unsubstituted phenyl; preferably:
a) Verbindungen vom Typ der Dichlorphenylpyrazolin-3-carbonsäure (S1 a), vorzugsweise Verbindungen wie a) compounds of the type dichlorophenylpyrazoline-3-carboxylic acid (S1 a ), preferably compounds such
1 -(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl- 2-pyrazolin-3-carbonsäure, 1 -(2,4-Dichlorphenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazolin-3-carbonsäure- ethylester (S1 -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, 1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2- pyrazoline-3-carboxylic acid ethyl ester (S1-1) ("mefenpyr-diethyl") and related compounds as described in WO-A-91/07874;
b) Derivate der Dichlorphenylpyrazolcarbonsäure (S1 b), vorzugsweise Verbindungen wie 1 -(2,4-Dichlorphenyl)-5-methyl-pyrazol-3-carbonsäureethylester (S1 -2), 1 -(2,4-Di-chlorphenyl)-5-isopropyl-pyrazol-3-carbonsäureethylester (S1 -3), 1 -(2,4-Dichlor-phenyl)-5-(1 , 1 -dimethyl-ethyl)pyrazol-3-carbonsäureethyl-ester (S1 -4) und verwandte Verbindungen, wie sie in EP-A-333 131 und EP-A-269 806 beschrieben sind; c) Derivate der 1 ,5-Diphenylpyrazol-3-carbonsäure (S1 c), vorzugsweise Verbindungen wie 1 -(2,4-Dichlorphenyl)-5-phenylpyrazol-3-carbonsäureethylester (S1 -5), 1 -(2-Chlorphenyl)-5-phenylpyrazol-3-carbonsäuremethylester (S1 -6) und verwandte Verbindungen wie sie beispielsweise in der EP-A-268554 beschrieben sind; b) dichlorophenylpyrazolecarboxylic acid derivatives (S1 b), preferably compounds such as 1 - (2,4-dichlorophenyl) -5-methyl-pyrazole-3-carboxylate (S1 -2), 1 - (2,4-dichlorophenyl) - Ethyl 5-isopropyl-pyrazole-3-carboxylate (S1 -3), 1 - (2,4-dichloro-phenyl) -5- (1, 1-dimethyl-ethyl) -pyrazole-3-carboxylic acid ethyl ester (S1 -4) and related compounds as described in EP-A-333,131 and EP-A-269,806; c) derivatives of 1, 5-diphenylpyrazole-3-carboxylic acid (S1 c), preferably compounds such as 1 - (2,4-dichlorophenyl) -5-phenylpyrazole-3-carboxylate (S1 -5), 1 - (2-chlorophenyl ) -5-phenylpyrazole-3-carboxylic acid methyl ester (S1 -6) and related compounds as described, for example, in EP-A-268554;
d) Verbindungen vom Typ der Triazolcarbonsäuren (S1 d), vorzugsweise d) compounds of the type of the triazolecarboxylic acids (S1 d ), preferably
Verbindungen wie Fenchlorazol(-ethylester), d.h. Compounds such as fenchlorazole (ethyl ester), i.
1 -(2,4-Dichlorphenyl)-5-trichlormethyl-(1 H)-1 ,2,4-triazol-3-carbonsäureethylester (S1 -7), und verwandte Verbindungen wie sie in EP-A-174 562 und EP-A-346 620 beschrieben sind;  1- (2,4-dichlorophenyl) -5-trichloromethyl- (1 H) -1, 2,4-triazole-3-carboxylic acid ethyl ester (S1 -7), and related compounds as described in EP-A-174 562 and EP -A-346 620;
e) Verbindungen vom Typ der 5-Benzyl- oder 5-Phenyl-2-isoxazolin-3- carbonsäure oder der 5,5-Diphenyl-2-isoxazolin-3-carbonsäure (S1 e), vorzugsweise Verbindungen wie 5-(2,4-Dichlorbenzyl)-2-isoxazolin-3-carbonsäureethylester (S1 -8) oder 5-Phenyl-2-isoxazolin-3-carbonsäureethylester (S1 -9) und verwandte e) Compounds of the 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid or 5,5-diphenyl-2-isoxazoline-3-carboxylic acid (S1 e), preferably compounds such as 5- (2, 4-dichlorobenzyl) -2-isoxazoline-3-carboxylic acid ethyl ester (S1 -8) or 5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (S1 -9) and related
Verbindungen, wie sie in WO-A-91/08202 beschrieben sind, bzw. 5,5-Diphenyl-2- isoxazolin-3-carbonsäure (S1 -10) oder 5,5-Diphenyl-2-isoxazolin-3- carbonsäureethylester (S1 -1 1 ) ("Isoxadifen-ethyl") oder -n-propylester (S1 -12) oder der 5-(4-Fluorphenyl)-5-phenyl-2-isoxazolin-3-carbonsäureethylester (S1 -13), wie sie in der Patentanmeldung WO-A-95/07897 beschrieben sind. Compounds as described in WO-A-91/08202 or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate (S1 -10) or ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate ( S1 -1 1) ("isoxadifen-ethyl") or n-propyl ester (S1 -12) or 5- (4-fluorophenyl) -5-phenyl-2-isoxazoline-3-carboxylic acid ethyl ester (S1 -13), as described they are described in the patent application WO-A-95/07897.
S2) Chinolinderivate der Formel (S2), S2) quinoline derivatives of the formula (S2)
wobei die Symbole und Indizes folgende Bedeutungen haben: RB 1 ist Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, Nitro oder (Ci-C4)Haloalkyl; where the symbols and indices have the following meanings: R B 1 is halogen, (Ci-C 4 ) alkyl, (Ci-C 4 ) alkoxy, nitro or (Ci-C 4 ) haloalkyl;
ΠΒ ist eine natürliche Zahl von 0 bis 5, vorzugsweise 0 bis 3; ΠΒ is a natural number from 0 to 5, preferably 0 to 3;
RB2 ist ORB 3, SRB3 oder NRB 3RB4 oder ein gesättigter RB 2 is OR B 3 , SRB 3 or NR B 3 RB 4 or a saturated one
oder ungesättigter 3- bis 7-gliedriger Heterocyclus mit mindestens einem N-Atom und bis zu 3 Heteroatomen, vorzugsweise aus der Gruppe 0 und S, der über das N- Atom mit der Carbonylgruppe in (S2) verbunden ist und unsubstituiert oder durch Reste aus der Gruppe (Ci-C4)Alkyl, (Ci-C4)Alkoxy oder gegebenenfalls or unsaturated 3- to 7-membered heterocycle having at least one N atom and up to 3 heteroatoms, preferably from the group 0 and S, which is connected via the N atom with the carbonyl group in (S2) and unsubstituted or by radicals the group (Ci-C 4 ) alkyl, (Ci-C 4 ) alkoxy or optionally
substituiertes Phenyl substituiert ist, vorzugsweise ein Rest der Formel ORB3, NHRB4 oder N(CH3)2, insbesondere der Formel ORB3; substituted phenyl, preferably a radical of the formula ORB 3 , NHRB 4 or N (CH 3) 2, in particular of the formula ORB 3 ;
RB3 ist Wasserstoff oder ein unsubstituierter oder substituierter aliphatischer Kohlenwasserstoffrest, vorzugsweise mit insgesamt 1 bis 18 C-Atomen; RB 3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical, preferably having a total of 1 to 18 C atoms;
RB4 ist Wasserstoff, (Ci-Ce)Alkyl, (Ci-Ce)Alkoxy oder substituiertes oder unsubstituiertes Phenyl; RB 4 is hydrogen, (Ci-Ce) alkyl, (Ci-Ce) alkoxy or substituted or unsubstituted phenyl;
TB ist eine (Ci oder C2)-Alkandiylkette, die unsubstituiert oder mit einem oder zwei (Ci-C4)Alkylresten oder mit [(Ci-C3)-Alkoxy]-carbonyl substituiert ist; vorzugsweise: TB is a (Ci or C2) alkanediyl chain which is unsubstituted or substituted by one or two (Ci-C 4 ) alkyl radicals or by [(Ci-C3) alkoxy] carbonyl; preferably:
a) Verbindungen vom Typ der 8-Chinolinoxyessigsäure (S2a), vorzugsweise (5-Chlor-8-chinolinoxy)essigsäure-(1 -methylhexyl)ester ("Cloquintocet-mexyl") (S2-1 ), (5-Chlor-8-chinolinoxy)essigsäure-(1 ,3-dimethyl-but-1 -yl)ester (S2-2), (5-Chlor-8-chinolinoxy)essigsäure-4-allyloxy-butylester (S2-3), (5-Chlor-8-chinolin- oxy)essigsäure-1 -allyloxy-prop-2-ylester (S2-4), (5-Chlor-8-chinolinoxy)essigsäure- ethylester (S2-5), (5-Chlor-8-chinolinoxy)essigsäuremethylester (S2-6), (5-Chlor-8- chinolinoxy)essigsäureallylester (S2-7), (5-Chlor-8-chinolinoxy)essigsäure-2-(2- propyliden-iminoxy)-1 -ethylester (S2-8), (5-Chlor-8-chinolinoxy)essigsäure-2-oxo- prop-1 -ylester (S2-9) und verwandte Verbindungen, wie sie in EP-A-86 750, EP-A-94 349 und EP-A-191 736 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; a) Compounds of the 8-quinolinoxyacetic acid (S2 a), preferably (5-chloro-8-quinolinoxy) acetic acid (1 -methylhexyl) ester ( "cloquintocet-mexyl") (S2-1), (5-chloro- 8-quinolinoxy) acetic acid (1, 3-dimethylbut-1-yl) ester (S2-2), (5-chloro-8-quinolinoxy) acetic acid 4-allyloxybutyl ester (S2-3), (5 Chloro-8-quinolineoxy) acetic acid 1-allyloxy-prop-2-yl ester (S2-4), (5-chloro-8-quinolinoxy) acetic acid ethyl ester (S2-5), (5-chloro-8 -quinolinoxy) acetic acid methyl ester (S2-6), (5-chloro-8-quinolinoxy) allyl acetate (S2-7), (5-chloro-8-quinolinoxy) acetic acid 2- (2- propylidene-iminoxy) -1-ethyl ester (S2-8), (5-chloro-8-quinolinoxy) acetic acid 2-oxo-prop-1-yl-ester (S2-9) and related compounds as described in EP-A- 86,750, EP-A-94,349 and EP-A-191,736 or 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, aluminum, iron, ammonium, quaternary ammonium, sulfonium or phosphonium salts as described in WO-A-2002/34048;
b) Verbindungen vom Typ der (5-Chlor-8-chinolinoxy)malonsäure (S2b), vorzugsweise Verbindungen wie (5-Chlor-8-chinolinoxy)malonsäurediethylester, (5-Chlor- 8-chinolinoxy)malonsäurediallylester, b) compounds of the (5-chloro-8-quinolinoxy) malonic acid type (S2 b ), preferably compounds such as diethyl (5-chloro-8-quinolinoxy) malonate, (5-chloro-8-quinolinoxy) malonic acid diallyl ester,
(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.
Verbindungen der Formel (S3) Compounds of the formula (S3)
wobei die Symbole und Indizes folgende Bedeutungen haben: where the symbols and indices have the following meanings:
Rc1 ist (Ci-C4)Alkyl, (Ci-C4)Haloalkyl, (C2-C4)Alkenyl, (C2-C4)Haloalkenyl, (C3-C7)Cycloalkyl, vorzugsweise Dichlormethyl; Rc 1 is (Ci-C 4) alkyl, (Ci-C 4) haloalkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C3-C7) cycloalkyl, preferably dichloromethyl;
Rc2, Rc3 sind gleich oder verschieden Wasserstoff, (Ci-C4)Alkyl, (C2-C4)Alkenyl, (C2-C4)Alkinyl, (Ci-C4)Haloalkyl, (C2-C4)Haloalkenyl, (Ci-C4)Alkylcarbamoyl- (Ci-C4)alkyl, (C2-C4)Alkenylcarbamoyl-(Ci-C4)alkyl, (Ci-C4)Alkoxy-(Ci-C4)alkyl, Dioxolanyl-(Ci-C4)alkyl, Thiazolyl, Furyl, Furylalkyl, Thienyl, Piperidyl, substituiertes oder unsubstituiertes Phenyl, oder Rc2 und Rc3 bilden zusammen einen Rc 2 , Rc 3 are identical or different hydrogen, (Ci-C 4 ) alkyl, (C 2 -C 4 ) alkenyl, (C 2 -C 4 ) alkynyl, (Ci-C 4 ) haloalkyl, (C 2 -C 4) haloalkenyl, (Ci-C 4) alkylcarbamoyl (Ci-C4) alkyl, (C 2 -C 4) Alkenylcarbamoyl- (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4 ) alkyl, dioxolanyl- (C 1 -C 4 ) alkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted phenyl, or Rc 2 and Rc 3 together form one
substituierten oder unsubstituierten heterocyclischen Ring, vorzugsweise einen Oxazolidin-, Thiazolidin-, Piperidin-, Morpholin-, Hexahydropyrimidin- oder substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or
Benzoxazinring; vorzugsweise: Wirkstoffe vom Typ der Dichloracetamide, die häufig als Vorauflaufsafener (bodenwirksame Safener) angewendet werden, wie z. B. "Dichlormid" (N,N-Diallyl-2,2-dichloracetamid) (S3-1 ), "R-29148" (3-Dichloracetyl- 2,2,5-trimethyl-1 ,3-oxazolidin) der Firma Stauffer (S3-2), "R-28725" (3-Dichloracetyl- 2,2,-dimethyl-1 ,3-oxazolidin) der Firma Stauffer (S3-3), "Benoxacor" (4-Dichloracetyl- 3,4-dihydro-3-methyl-2H-1 ,4-benzoxazin) (S3-4), "PPG-1292" (N-Allyl-N-[(1 ,3- dioxolan-2-yl)-methyl]-dichloracetamid) der Firma PPG Industries (S3-5), "DKA-24" (N-Allyl-N-[(allylaminocarbonyl)methyl]-dichloracetamid) der Firma Sagro-Chem (S3-6), "AD-67" oder "MON 4660" (3-Dichloracetyl-1 -oxa-3-aza-spiro[4,5]decan) der Firma Nitrokemia bzw. Monsanto (S3-7), "TI-35" (1 -Dichloracetyl-azepan) der Firma TRI-Chemical RT (S3-8), "Diclonon" (Dicyclonon) oder "BAS145138" oder benzoxazine ring; preferably: active substances of the dichloroacetamide type, which are often used as pre-emergence safeners (soil-active safeners), such as "Dichloromid" (N, N-diallyl-2,2-dichloroacetamide) (S3-1), "R-29148" (3-dichloroacetyl) 2,2,5-trimethyl-1,3-oxazolidine) from Stauffer (S3-2), "R-28725" (3-dichloroacetyl-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- [ (1,3-dioxolan-2-yl) -methyl] -dichloroacetamide) from PPG Industries (S3-5), "DKA-24" (N-allyl-N - [(allylaminocarbonyl) methyl] -dichloroacetamide) from the company Sagro-Chem (S3-6), "AD-67" or "MON 4660" (3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane) from Nitrokemia and Monsanto (S3-7 ), "TI-35" (1-dichloroacetyl-azepane) from TRI-Chemical RT (S3-8), "diclonone" (dicyclone) or "BAS145138" or
"LAB145138" (S3-9) ((RS)-1 -Dichloracetyl-3,3,8a-trimethylperhydropyrrolo[1 ,2- a]pyrimidin-6-on) der Firma BASF, "Furilazol" oder "MON 13900" ((RS)-3-"LAB145138" (S3-9) ((RS) -1-dichloroacetyl-3,3,8a-trimethyl-perhydropyrrolo [1,2-a] pyrimidin-6-one) from BASF, "furilazole" or "MON 13900" ( (RS) -3-
Dichloracetyl-5-(2-furyl)-2,2-dimethyloxazolidin) (S3-10); sowie dessen (R)-Isomer (S3-1 1 ). Dichloroacetyl-5- (2-furyl) -2,2-dimethyloxazolidine) (S3-10); and its (R) isomer (S3-1 1).
S4) N-Acylsulfonamide der Formel (S4) und ihre Salze, S4) N-acylsulfonamides of the formula (S4) and their salts,
worin die Symbole und Indizes folgende Bedeutungen haben: XD ist CH oder N; wherein the symbols and indices have the following meanings: X D is CH or N;
RD1 ist CO-NRD5RD6 oder N HCO-RD7; RD 1 is CO-NRD 5 RD 6 or N HCO-RD 7 ;
RD2 ist Halogen, (Ci-C4)Haloalkyl, (Ci-C4)Haloalkoxy, Nitro, (Ci-C4)Alkyl, RD 2 is halogen, (Ci-C 4) haloalkyl, (Ci-C 4) haloalkoxy, nitro, (Ci-C 4) alkyl,
(Ci-C4)Alkoxy, (Ci-C4)Alkylsulfonyl, (Ci-C4)Alkoxycarbonyl oder (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) alkylsulfonyl, (C 1 -C 4 ) alkoxycarbonyl or
(Ci-C4)Alkylcarbonyl; (C 1 -C 4 ) alkylcarbonyl;
RD 3 ist Wasserstoff, (Ci-C4)Alkyl, (C2-C4)Alkenyl oder (C2-C4)Alkinyl; R D 3 is hydrogen, (Ci-C 4) alkyl, (C 2 -C 4) alkenyl or (C 2 -C 4) alkynyl;
RD4 ist Halogen, Nitro, (Ci-C4)Alkyl, (Ci-C4)Haloalkyl, (Ci-C4)Haloalkoxy, RD 4 is halogen, nitro, (Ci-C 4) alkyl, (Ci-C 4) haloalkyl, (Ci-C 4) haloalkoxy,
(C3-C6)Cycloalkyl, Phenyl, (Ci-C4)Alkoxy, Cyano, (Ci-C4)Alkylthio, (Ci-C4)Alkyl- sulfinyl, (Ci-C4)Alkylsulfonyl, (Ci-C4)Alkoxycarbonyl oder (Ci-C4)Alkylcarbonyl; RD5 ist Wasserstoff, (Ci-Ce)Alkyl, (C3-C6)Cycloalkyl, (C2-C6)Alkenyl, (C2-C6)Alkinyl, (C5-C6)Cycloalkenyl, Phenyl oder 3- bis 6-gliedriges Heterocyclyl enthaltend VD Heteroatome aus der Gruppe Stickstoff, Sauerstoff und Schwefel, wobei die sieben letztgenannten Reste durch VD Substituenten aus der Gruppe Halogen, (Ci- C6)Alkoxy, (Ci-C6)Haloalkoxy, (Ci-C2)Alkylsulfinyl, (Ci-C2)Alkylsulfonyl, (C3-(C 3 -C 6) cycloalkyl, phenyl, (Ci-C 4) alkoxy, cyano, (Ci-C 4) alkylthio, (Ci-C 4) alkyl sulfinyl, (Ci-C 4) alkylsulfonyl, (Ci- C 4 ) alkoxycarbonyl or (C 1 -C 4 ) alkylcarbonyl; RD 5 is hydrogen, (Ci-Ce) alkyl, (C 3 -C 6) cycloalkyl, (C2-C6) alkenyl, (C2-C6) alkynyl, (C5-C6) cycloalkenyl, phenyl or 3- to 6 heterocyclyl-containing hetero-hetero atoms from the group consisting of nitrogen, oxygen and sulfur, where the last seven radicals are represented by VD substituents from the group halogen, (C 1 -C 6 ) alkoxy, (C 1 -C 6 ) haloalkoxy, (C 1 -C 2 ) Alkylsulfinyl, (C 1 -C 2 ) -alkylsulfonyl, (C 3 -
C6)Cycloalkyl, (Ci-C4)Alkoxycarbonyl, (Ci-C4)Alkylcarbonyl und Phenyl und im Falle cyclischer Reste auch (Ci-C4) Alkyl und (Ci-C4)Haloalkyl substituiert sind; C6) cycloalkyl, (Ci-C 4) alkoxycarbonyl, (Ci-C are substituted 4) alkylcarbonyl and phenyl and, in the case of cyclic radicals, also (Ci-C4) alkyl and (Ci-C4) haloalkyl;
RD6 ist Wasserstoff, (Ci-C6)Alkyl, (C2-C6)Alkenyl oder (C2-C6)Alkinyl, wobei die drei letztgenannten Reste durch VD Reste aus der Gruppe Halogen, Hydroxy, RD 6 is hydrogen, (Ci-C 6) alkyl, (C 2 -C 6) alkenyl or (C2-C6) -alkynyl, where the three last-mentioned radicals are substituted by VD radicals from the group halogen, hydroxy,
(Ci-C4)Alkyl, (Ci-C4)Alkoxy und (Ci-C4)Alkylthio substituiert sind, oder (Ci-C 4 ) alkyl, (Ci-C 4 ) alkoxy and (Ci-C 4 ) alkylthio are substituted, or
RD5 und RD6 gemeinsam mit dem dem sie tragenden Stickstoffatom einen RD 5 and RD 6 together with the nitrogen atom carrying them
Pyrrolidinyl- oder Piperidinyl-Rest bilden; Pyrrolidinyl or piperidinyl moiety;
RD7 ist Wasserstoff, (Ci-C4)Alkylamino, Di-(Ci-C4)alkylamino, (Ci-C6)Alkyl, RD 7 is hydrogen, (Ci-C 4) alkylamino, di (Ci-C 4) alkylamino, (Ci-C 6) alkyl,
(C3-C6)Cycloalkyl, wobei die 2 letztgenannten Reste durch VD Substituenten aus der Gruppe Halogen, (Ci-C4)Alkoxy, (Ci-C6)Haloalkoxy und (Ci-C4)Alkylthio und im Falle cyclischer Reste auch (Ci-C4)Alkyl und (Ci-C4)Haloalkyl substituiert sind; (C3-C6) cycloalkyl, where the 2 last-mentioned radicals by VD substituents selected from the group consisting of halogen, (Ci-C 4 ) alkoxy, (Ci-C6) haloalkoxy and (Ci-C 4 ) alkylthio and in the case of cyclic radicals also (Ci -C 4) alkyl and (Ci-C4) haloalkyl groups;
VD ist 0, 1 , 2 oder 3; davon bevorzugt sind Verbindungen vom Typ der N-Acylsulfonamide, z.B. der nachfolgenden Formel (S4a), die z. B. bekannt sind aus WO-A-97/45016 VD is 0, 1, 2 or 3; Of these, preference is given to compounds of the N-acylsulfonamide type, for example of the following formula (S4 a ), which are, for example, B. are known from WO-A-97/45016
worin wherein
RD7 (Ci-C6)Alkyl, (C3-C6)Cycloalkyl, wobei die 2 letztgenannten Reste durch VD Substituenten aus der Gruppe Halogen, (Ci-C4)Alkoxy, (Ci-C6)Haloalkoxy und (Ci- C4)Alkylthio und im Falle cyclischer Reste auch (Ci-C4)Alkyl und (Ci-C4)Haloalkyl substituiert sind; RD 7 (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl, where the 2 last-mentioned radicals are represented by VD substituents from the group consisting of halogen, (C 1 -C 4 ) -alkoxy, (C 1 -C 6) -haloalkoxy and (C 1 -C 4 ) Alkylthio and in the case of cyclic radicals are also (Ci-C 4 ) alkyl and (Ci-C 4 ) haloalkyl substituted;
RD4 Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, CF3; RD 4 is halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkoxy, CF 3;
VD ist 0, 1 , 2 oder 3 bedeutet; sowie Acylsulfamoylbenzoesäureamide, z.B. der nachfolgenden Formel (S4b), die z. B. bekannt sind aus WO-A-99/16744, VD is 0, 1, 2 or 3; and Acylsulfamoylbenzoesäureamide, for example, the following formula (S4 b ), the z. B. are known from WO-A-99/16744,
z.B. solche worin eg those in which
RD 5 = Cyclopropyl und (RD4) = 2-OMe ist ("Cyprosulfamide", S4-1 ), R D 5 = cyclopropyl and (RD 4 ) = 2-OMe ("Cyprosulfamide", S4-1),
RD5 = Cyclopropyl und (RD4) = 5-CI-2-OMe ist (S4-2), RD 5 = cyclopropyl and (RD 4 ) = 5-CI-2-OMe is (S4-2),
RD5 = Ethyl und (RD4) = 2-OMe ist (S4-3), RD 5 = ethyl and (RD 4 ) = 2-OMe is (S4-3),
RD5 = Isopropyl und (RD4) = 5-CI-2-OMe ist (S4-4) und RD 5 = isopropyl and (RD 4 ) = 5-CI-2-OMe is (S4-4) and
RD5 = Isopropyl und (RD4) = 2-OMe ist (S4-5). sowie Verbindungen vom Typ der N-Acylsulfamoylphenylharnstoffe der Formel (S4C), die z.B. bekannt sind aus der EP-A-365484, RD 5 = isopropyl and (RD 4 ) = 2-OMe is (S4-5). and also compounds of the type of the N-acylsulfamoylphenylureas of the formula (S 4 C ) which are known, for example, from EP-A-365484,
worin wherein
RD8 und RD9 unabhängig voneinander Wasserstoff, (Ci-C8)Alkyl, (C3-C8)Cycloalkyl,RD 8 and RD 9 independently of one another are hydrogen, (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl,
(C3-C6)Alkenyl, (C3-C6)Alkinyl, (C 3 -C 6 ) alkenyl, (C 3 -C 6 ) alkynyl,
RD4 Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, CF3 RD 4 halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkoxy, CF 3
mD 1 oder 2 bedeutet; beispielsweise 1 -[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3-methylharnstoff, mD is 1 or 2; for example 1 - [4- (N-2-methoxybenzoylsulfamoyl) phenyl] -3-methylurea,
1 -[4-(N-2-Methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylharnstoff,  1 - [4- (N-2-methoxybenzoylsulfamoyl) phenyl] -3,3-dimethylurea,
1 -[4-(N-4,5-Dimethylbenzoylsulfamoyl)phenyl]-3-methylharnstoff. S5) Wirkstoffe aus der Klasse der Hydroxyaromaten und der aromatisch- aliphatischen Carbonsäurederivate (S5), z.B. 3,4,5- 1 - [4- (N-4,5-dimethylbenzoylsulfamoyl) phenyl] -3-methylurea. S5) Active ingredients from the class of hydroxyaromatics and aromatic-aliphatic carboxylic acid derivatives (S5), e.g. 3,4,5
Triacetoxybenzoesäureethylester, 3,5-Di-methoxy-4-hydroxybenzoesäure, 3,5- Dihydroxybenzoesäure, 4-Hydroxysalicylsäure, 4-Fluorsalicyclsäure, 2-Hydroxy- zimtsäure, 2,4-Dichlorzimtsäure, wie sie in der WO-A-2004/084631 , WO-A- 2005/015994, WO-A-2005/016001 beschrieben sind. Ethyl triacetoxybenzoate, 3,5-di-methoxy-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 1 ,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, 1 -(2-Aminoethyl)-3-(2-thienyl)-1 ,2-dihydro-chinoxalin-2-on-hydro- chlorid, 1 -(2-Methylsulfonylaminoethyl)-3-(2-thienyl)-1 ,2-dihydrochinoxa-lin-2-on, wie sie in der WO-A-2005/1 12630 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-dihydroquinoxalin-2-one hydrochloride, 1- (2-methylsulfonylaminoethyl) -3- (2-thienyl) -1,2-dihydroquinoxa lin-2-one, as described in WO-A-2005/1 12630.
57) Verbindungen der Formel (S7),wie sie in der WO-A-1998/38856 beschrieben 57) Compounds of the formula (S7) as described in WO-A-1998/38856
sind worin die Symbole und Indizes folgende Bedeutungen haben: E1 , RE2 sind unabhängig voneinander Halogen, (Ci-C4)Alkyl, (Ci-C4)Alkoxy, (Ci-C4)Haloalkyl, (Ci-C4)Alkylamino, Di-(Ci-C4)Alkylamino, Nitro; are where the symbols and indices have the following meanings: E 1, RE 2 are independently halogen, (Ci-C 4) alkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkyl, (Ci-C 4) Alkylamino, di- (C 1 -C 4 ) alkylamino, nitro;
AE ist COORE3 oder COSRE4 RE3, RE4 sind unabhängig voneinander Wasserstoff, (Ci-C4)Alkyl, (C2-C6)Alkenyl, (C2-C4)Alkinyl, Cyanoalkyl, (Ci-C4)Haloalkyl, Phenyl, Nitrophenyl, Benzyl, A E is Coore 3 or 4 COSRE RE 3 , RE 4 are each independently hydrogen, (C 1 -C 4 ) alkyl, (C 2 -C 6) alkenyl, (C 2 -C 4 ) alkynyl, cyanoalkyl, (C 1 -C 4 ) haloalkyl, phenyl, nitrophenyl, benzyl,
Halobenzyl, Pyridinylalkyl und Alkylammonium, Halobenzyl, pyridinylalkyl and alkylammonium,
ΠΕ1 ist 0 oder 1 ΠΕ 1 is 0 or 1
ΠΕ2, ΠΕ3 sind unabhängig voneinander 0, 1 oder 2, vorzugsweise Diphenylmethoxyessigsäure, Diphenylmethoxyessigsäureethylester, Diphenyl-methoxyessigsäuremethylester (CAS-Reg.Nr. 41858-19-9) (S7-1 ). S8) Verbindungen der Formel (S8),wie sie in der WO-A-98/27049 beschrieben ΠΕ 2 , ΠΕ 3 are each independently 0, 1 or 2, preferably diphenylmethoxyacetic acid, ethyl diphenylmethoxyacetate, methyl diphenylmethoxyacetate (CAS Reg. No. 41858-19-9) (S7-1). S8) compounds of the formula (S8) as described in WO-A-98/27049
sind are
Worin XF CH oder N, Where X is F CH or N,
nF für den Fall, dass XF=N ist, eine ganze Zahl von 0 bis 4 und nF for the case that XF = N, an integer from 0 to 4 and
für den Fall, dass XF=CH ist, eine ganze Zahl von 0 bis 5 ,  for the case that XF = CH, an integer from 0 to 5,
RF1 Halogen, (Ci-C4)Alkyl, (Ci-C4)Haloalkyl, (Ci-C4)Alkoxy, (Ci-C4)Haloalkoxy,RF 1 halogen, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) haloalkyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) haloalkoxy,
Nitro, (Ci-C4)Alkylthio, (Ci-C4)-Alkylsulfonyl, (Ci-C4)Alkoxycarbonyl, ggf. Nitro, (Ci-C 4) alkylthio, (Ci-C 4) alkylsulfonyl, (Ci-C 4) alkoxycarbonyl, optionally
substituiertes. Phenyl, ggf. substituiertes Phenoxy, substituted. Phenyl, optionally substituted phenoxy,
RF2 Wasserstoff oder (Ci-C4)Alkyl RF 2 is hydrogen or (Ci-C 4 ) alkyl
RF3 Wasserstoff, (Ci-C8)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; bedeuten, oder deren Salze, vorzugsweise Verbindungen worin XF CH, RF 3 is hydrogen, (Ci-C 8 ) 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 substituted into three identical or different radicals from the group consisting of halogen and alkoxy; or their salts, preferably compounds wherein XF CH,
riF eine ganze Zahl von 0 bis 2 ,  riF is an integer from 0 to 2,
RF1 Halogen, (Ci-C4)Alkyl, (Ci-C4)Haloalkyl, (Ci-C4)Alkoxy, (Ci-C4)Haloalkoxy, RF2 Wasserstoff oder (Ci-C4)Alkyl, RF 1 is halogen, (Ci-C 4) alkyl, (Ci-C 4) haloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, RF 2 is hydrogen or (Ci-C 4) alkyl,
RF 3 Wasserstoff, (Ci-C8)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, bedeuten, R F 3 is hydrogen, (Ci-C 8 ) 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 identical or different radicals from the group consisting of halogen and alkoxy is substituted, mean
oder deren Salze.  or their salts.
S9) Wirkstoffe aus der Klasse der 3-(5-Tetrazolylcarbonyl)-2-chinolone (S9), z.B. 1 ,2-Dihydro-4-hydroxy-1 -ethyl-3-(5-tetrazolylcarbonyl)-2-chinolon (CAS-Reg. Nr. 219479-18-2), 1 ,2-Dihydro-4-hydroxy-1 -methyl-3-(5-tetrazolyl-carbonyl)-2-chinolon (CAS-Reg.Nr. 95855-00-8), wie sie in der WO-A-1999/000020 beschrieben sind. S9) Agents from the class of 3- (5-tetrazolylcarbonyl) -2-quinolones (S9), e.g. 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 No. 95855-00-8), as described in WO-A-1999/000020.
S10) Verbindungen der Formeln (S10a) oder (S10b) S10) Compounds of the formulas (S10 a ) or (S10 b )
wie sie in der WO-A-2007/023719 und WO-A-2007/023764 beschrieben sind  as described in WO-A-2007/023719 and WO-A-2007/023764
RG1 Halogen, (Ci-C4)Alkyl, Methoxy, Nitro, Cyano, CF3, OCF3 RG 1 halogen, (C 1 -C 4 ) alkyl, methoxy, nitro, cyano, CF 3 , OCF 3
YG, ZG unabhängig voneinander O oder S,  YG, ZG independently of one another O or S,
nG eine ganze Zahl von 0 bis 4,  nG is an integer from 0 to 4,
RG 2 (Ci-Ci6)Alkyl, (C2-C6)Alkenyl, (C3-C6)Cycloalkyl, Aryl; Benzyl, Halogenbenzyl, RG3 Wasserstoff oder (Ci-C6)Alkyl bedeutet. S1 1 ) Wirkstoffe vom Typ der Oxyimino-Verbindungen (S1 1 ), die als Saatbeizmittel bekannt sind, wie z. B. "Oxabetrinil" ((Z)-1 ,3-Dioxolan-2-ylmethoxyimino- (phenyl)acetonitril) (S1 1 -1 ), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist, "Fluxofenim" (1 -(4-Chlorphenyl)-2,2,2-trifluor-1 -ethanon-0- (1 ,3-dioxolan-2-ylmethyl)-oxim) (S1 1 -2), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist, und "Cyometrinil" oder "CGA-43089" ((Z)- Cyanomethoxyimino(phenyl)acetonitril) (S1 1 -3), das als Saatbeiz-Safener für Hirse gegen Schäden von Metolachlor bekannt ist. S12) Wirkstoffe aus der Klasse der Isothiochromanone (S12), wie z.B. Methyl-[(3- oxo-1 H-2-benzothiopyran-4(3H)-yliden)methoxy]acetat (CAS-Reg.Nr. 205121 -04-6) (S12-1 ) und verwandte Verbindungen aus WO-A-1998/13361 . R G 2 is (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkenyl, (C 3 -C 6 ) cycloalkyl, aryl; Benzyl, halobenzyl, RG 3 is hydrogen or (Ci-C 6 ) alkyl. S1 1) active ingredients of the type of oxyimino compounds (S1 1), which are known as seed dressing, such. "Oxabetrinil" ((Z) -1,3-dioxolan-2-ylmethoxyimino- (phenyl) acetonitrile) (S1 1 -1), known as millet safener for millet against damage by metolachlor, "Fluxofenim" ( 1- (4-chlorophenyl) -2,2,2-trifluoro-1-ethanone-O- (1,3-dioxolan-2-ylmethyl) -oxime) (S1 1 -2), which was used as a seed dressing safener for millet is known to be susceptible to damage by metolachlor, and "Cyometrinil" or "CGA-43089" ((Z) - cyanomethoxyimino (phenyl) acetonitrile) (S1 1 -3), which is known as millet safener for millet against damage by metolachlor. S12) active substances from the class of the isothiochromanones (S12), such as, for example, 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.
S13) Eine oder mehrere Verbindungen aus Gruppe (S13): "Naphthalic anhydrid" (1 ,8-Naphthalindicarbonsäureanhydrid) (S13-1 ), das als Saatbeiz-Safener für Mais gegen Schäden von Thiocarbamatherbiziden bekannt ist, "Fenclorim" (4,6-Dichlor-2- phenylpyrimidin) (S13-2), das als Safener für Pretilachlor in gesätem Reis bekannt ist, "Flurazole" (Benzyl-2-chlor-4-trifluormethyl-1 ,3-thiazol-5-carboxylat) (S13-3), das als Saatbeiz-Safener für Hirse gegen Schäden von Alachlor und Metolachlor bekannt ist, "CL 304415" (CAS-Reg. Nr. 31541 -57-8) (4-Carboxy-3,4-dihydro-2H-1 - benzopyran-4-essigsäure) (S13-4) der Firma American Cyanamid, das als Safener für Mais gegen Schäden von Imidazolinonen bekannt ist, "MG 191 " (CAS-Reg.Nr. 96420-72-3) (2-Dichlormethyl-2-methyl-1 ,3-dioxolan) (S13-5) der Firma Nitrokemia, das als Safener für Mais bekannt ist, "MG-838" (CAS-Reg.Nr. 133993-74-5) (2- propenyl 1 -oxa-4-azaspiro[4.5]decan-4-carbodithioat) (S13-6) der Firma Nitrokemia, "Disulfoton" (0,0-Diethyl S-2-ethylthioethyl phosphordithioat) (S13-7), "Dietholate" (0,0-Diethyl-O-phenylphosphorothioat) (S13-8), "Mephenate" (4-Chlorphenyl- methylcarbamat) (S13-9). S14) Wirkstoffe, die neben einer herbiziden Wirkung gegen Schadpflanzen auch Safenerwirkung an Kulturpflanzen wie Reis aufweisen, wie z. B. S13) One or more compounds from group (S13): "naphthalene anhydride" (1,8-naphthalenedicarboxylic anhydride) (S13-1), known as a seed safener for corn against damage by thiocarbamate herbicides, "fenclorim" (4,6 Dichloro-2-phenylpyrimidine) (S13-2) known as safener for pretilachlor in seeded rice, "flurazole" (benzyl-2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13 -3) known as seeding safener for millet against damage by alachlor and metolachlor, "CL 304415" (CAS reg. No. 31541-57-8) (4-carboxy-3,4-dihydro-2H- 1-benzopyran-4-acetic acid) (S13-4) from American Cyanamid, which is known as safener for corn against damage of imidazolinones, "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 1 -oxa-4-azaspiro [4.5] decane-4-carbodithioate) (S13-6) from Nitrokemia, "Disulfoton" (0,0-D iethyl S-2-ethylthioethyl phosphorodithioate) (S13-7), "dietholate" (0,0-diethyl-O-phenyl phosphorothioate) (S13-8), "mephenate" (4-chlorophenyl methylcarbamate) (S13-9). S14) active substances, in addition to a herbicidal activity against harmful plants and safener action on crop plants such as rice, such as. B.
"Dimepiperate" oder "MY-93" (S-1 -Methyl-1 -phenylethyl-piperidin-1 -carbothioat), das als Safener für Reis gegen Schäden des Herbizids Molinate bekannt ist, "Daimuron" oder "SK 23" (1 -(1 -Methyl-1 -phenylethyl)-3-p-tolyl-harnstoff), das als Safener für Reis gegen Schäden des Herbizids Imazosulfuron bekannt ist, "Cumyluron" = "JC- 940" (3-(2-Chlorphenylmethyl)-1 -(1 -methyl-1 -phenyl-ethyl)harnstoff, siehe JP-A- 60087254), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist, "Methoxyphenon" oder "NK 049" (3,3'-Dimethyl-4-methoxy-benzophenon), das als Safener für Reis gegen Schäden einiger Herbizide bekannt ist, "CSB" (1 -Brom-4- (chlormethylsulfonyl)benzol) von Kumiai, (CAS-Reg.Nr. 54091 -06-4), das als "Dimepiperate" or "MY-93" (S-1-methyl-1-phenylethyl-piperidine-1-carbothioate), the as a safener for rice against damage of the herbicide Molinate is known, "daimurone" or "SK 23" (1- (1-methyl-1-phenylethyl) -3-p-tolyl-urea), which can be used as safener for rice against damage of the Herbicide imazosulfuron is known, "Cumyluron" = "JC-940" (3- (2-chlorophenylmethyl) -1 - (1-methyl-1-phenyl-ethyl) urea, see JP-A-60087254), which serves as a safener for Rice against damage of some herbicides is known, "methoxyphenone" or "NK 049"(3,3'-dimethyl-4-methoxy-benzophenone), which is known as a safener for rice against damage of some herbicides, "CSB" (1 -Brom -4- (chloromethylsulfonyl) benzene) from Kumiai, (CAS Reg. No. 54091-06-4), which is referred to as
Safener gegen Schäden einiger Herbizide in Reis bekannt ist. Safener is known against damage of some herbicides in rice.
S15) Verbindungen der Formel (S15) oder deren Tautomere S15) compounds of the formula (S15) or their tautomers
wie sie in der WO-A-2008/131861 und WO-A-2008/131860 beschrieben sind  as described in WO-A-2008/131861 and WO-A-2008/131860
worin RH1 einen (Ci-C6)Haloalkylrest bedeutet und wherein RH 1 is a (Ci-C6) haloalkyl radical and
RH2 Wasserstoff oder Halogen bedeutet und RH 2 is hydrogen or halogen and
RH3, RH4 unabhängig voneinander Wasserstoff, (Ci-Ci6)Alkyl, (C2-Ci6)Alkenyl oder (C2-Ci6)Alkinyl, wobei jeder der letztgenannten 3 Reste unsubstituiert oder durch einen oder mehrere Reste aus der Gruppe Halogen, Hydroxy, Cyano, (Ci-C4)Alkoxy, (Ci-C4)Haloalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylamino, Di[(Ci-C4)alkyl]-amino, RH 3, RH 4 are independently hydrogen, (Ci-Ci6) alkyl, (C2-Ci6) alkenyl or (C2-Ci6) alkynyl, where each of the 3 last-mentioned radicals being unsubstituted or substituted by one or more radicals from the group halogen, hydroxy cyano, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) alkylamino, di [(Ci-C 4) 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, (C1 -C4)Alkyl, (C1 -C4)Haloalkyl, (C1 -C4)Alkoxy, (C1 -C4)Haloalkoxy, (C1 -C4)Alkylthio, [(C 1 -C 4 ) alkoxy] carbonyl, [(C 1 -C 4 ) haloalkoxy] carbonyl, (C 3 -C 6) cycloalkyl which is unsubstituted or substituted, phenyl which is unsubstituted or substituted, and heterocyclyl which is unsubstituted or (C 3 -C 6) cycloalkyl, (C 4 -C 6) cycloalkenyl, (C 3 -C 6) cycloalkyl fused on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring , or (C 4 -C 6) cycloalkenyl fused on one side of the ring with a 4- to 6-membered saturated or unsaturated carbocyclic ring, each of the last-mentioned 4 unsubstituted or substituted by one or more a plurality of radicals from the group halogen, hydroxyl, cyano, (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkyl, (C 1 -C 4) -alkoxy, (C 1 -C 4) -haloalkoxy, (C 1 -C 4) -alkylthio,
(C1 -C4)Alkylamino, Di[(C1 -C4)alkyl]-amino, [(C1 -C4)Alkoxy]-carbonyl, (C1-C4) alkylamino, di [(C1-C4) alkyl] amino, [(C1-C4) alkoxy] carbonyl,
[(C1 -C4)Haloalkoxy]-carbonyl, (C3-C6)Cycloalkyl, das unsubstituiert oder substituiert ist, Phenyl, das unsubstituiert oder substituiert ist, und Heterocyclyl, das [(C 1 -C 4) haloalkoxy] carbonyl, (C 3 -C 6) cycloalkyl which is unsubstituted or substituted, phenyl which is unsubstituted or substituted, and heterocyclyl, the
unsubstituiert oder substituiert ist, substituiert ist, bedeutet oder RH3 (Ci-C4)-Alkoxy, (C2-C4)Alkenyloxy, (C2-C6)Alkinyloxy oder (C2-C4)Haloalkoxy bedeutet und is unsubstituted or substituted, is substituted, or 3 RH (Ci-C 4) -alkoxy, (C 2 -C 4) alkenyloxy, (C 2 -C 6) alkynyloxy or (C 2 -C 4) haloalkoxy group and
RH4 Wasserstoff oder (Ci-C4)-Alkyl bedeutet oder RH 4 is hydrogen or (C 1 -C 4 ) -alkyl or
RH3 und RH4 zusammen mit dem direkt gebundenen N-Atom einen vier- bis achtgliedrigen RH 3 and RH 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, 0 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 N, O and S, and which is 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 means.
S16) Wirkstoffe, die vorrangig als Herbizide eingesetzt werden, jedoch auch Safenerwirkung auf Kulturpflanzen aufweisen, z.B. (2,4-Dichlorphenoxy)essigsäure (2,4-D), (4-Chlorphenoxy)essigsäure, (R,S)-2-(4-Chlor-o-tolyloxy)propionsäure (Mecoprop), 4-(2,4-Dichlorphenoxy)buttersäure (2,4-DB), (4-Chlor-o-tolyloxy)- essigsaure (MCPA), 4-(4-Chlor-o-tolyloxy)buttersäure, 4-(4-Chlorphenoxy)- buttersäure, 3,6-Dichlor-2-methoxybenzoesäure (Dicamba), 1 -(Ethoxycarbonyl)ethyl- 3,6-dichlor-2-methoxybenzoat (Lactidichlor-ethyl). S16) active substances which are used primarily as herbicides, but also have safener action on crop plants, e.g. (2,4-dichlorophenoxy) acetic acid (2,4-D), (4-chlorophenoxy) acetic acid, (R, S) -2- (4-chloro-o-tolyloxy) propionic acid (mecoprop), 4- (2, 4-dichlorophenoxy) butanoic acid (2,4-DB), (4-chloro-o-tolyloxy) acetic acid (MCPA), 4- (4-chloro-o-tolyloxy) butyric acid, 4- (4-chlorophenoxy) -butyric acid , 3,6-dichloro-2-methoxybenzoic acid (Dicamba), 1- (ethoxycarbonyl) ethyl-3,6-dichloro-2-methoxybenzoate (lactidichloroethyl).
Pflanzenreife beeinflussende Stoffe: Plant-maturing substances:
Als Kombinationspartner für die Verbindungen der allgemeinen Formel (I) in As a combination partner for the compounds of general formula (I) in
Mischungsformulierungen oder im Tank-Mix sind beispielsweise bekannte Wirkstoffe, die auf einer Inhibition von beispielsweise 1 -Aminocyclopropan-1 - carboxylatsynthase, 1 -aminocyclopropane-1 -carboxylatoxidase und den Mixture formulations or in the tank mix are known, for example Active ingredients which are based on an inhibition of, for example, 1-aminocyclopropane-1-carboxylate synthase, 1 -aminocyclopropane-1-carboxylate oxidase and the
Ethylenrezeptoren, z. B. ETR1 , ETR2, ERS1 , ERS2 oder EIN4, beruhen, einsetzbar, wie sie z. B. in Biotechn. Adv. 2006, 24, 357-367; Bot. Bull. Acad. Sin. 199, 40, 1 -7 oder Plant Growth Reg. 1993, 13, 41 -46 und dort zitierter Literatur beschrieben sind. Ethylene receptors, e.g. As ETR1, ETR2, ERS1, ERS2 or EIN4, are based, can be used as z. B. in biotechnology. Adv. 2006, 24, 357-367; Bot. Bull. Acad. Sin. 199, 40, 1-7 or Plant Growth Reg. 1993, 13, 41-46 and references cited therein.
Als bekannte die Pflanzenreife beeinflussende Stoffe, die mit den Verbindungen der allgemeinen Formel (I) kombiniert werden können, sind z.B. folgende Wirkstoffe zu nennen (die Verbindungen sind entweder mit dem "common name" nach der As known plant ripening affecting substances which can be combined with the compounds of the general formula (I) are e.g. to name the following active ingredients (the compounds are either with the "common name" after the
International Organization for Standardization (ISO) oder mit dem chemischen Namen oder mit der Codenummer bezeichnet) und umfassen stets sämtliche International Organization for Standardization (ISO) or with the chemical name or code number) and always include all
Anwendungsformen wie Säuren, Salze, Ester und Isomere wie Stereoisomere und optische Isomere. Dabei sind beispielhaft eine und zum Teil auch mehrere Use forms such as acids, salts, esters and isomers such as stereoisomers and optical isomers. Here are one example and some also several
Anwendungsformen genannt: Application forms called:
Rhizobitoxin, 2-Amino-ethoxy-vinylglycin (AVG), Methoxyvinylglycin (MVG), Rhizobitoxin, 2-amino-ethoxy-vinylglycine (AVG), methoxyvinylglycine (MVG),
Vinylglycin, Aminooxyessigsäure, Sinefungin, S-Adenosylhomocystein, 2-Keto-4- Methylthiobutyrat, (lsopropyliden)-aminooxyessigsäure-2-(methoxy)-2-oxoethylester, (lsopropyliden)-aminooxyessigsäure-2-(hexyloxy)-2-oxoethylester, Vinyl glycine, aminooxyacetic acid, sinefungin, S-adenosyl homocysteine, 2-keto-4-methylthiobutyrate, (isopropylidene) aminooxyacetic acid 2- (methoxy) -2-oxoethyl ester, (isopropylidene) aminooxyacetic acid 2- (hexyloxy) -2-oxoethyl ester,
(Cyclohexylidene)-aminooxyessigsäure-2-(isopropyloxy)-2-oxoethylester, Putrescin, Spermidin, Spermin, 1 ,8-Diamino-4-aminoethyloctan, L-Canalin, Daminozid, 1 - Aminocyclopropyl-1 -carbonsäure-methylester, N-Methyl-1 -aminocyclopropyl-1 - carbonsäure, 1 -Aminocyclopropyl-1 -carbonsäureamid, Substituierte 1 - Aminocyclopropyl-1 -carbonsäurederivate wie sie in DE3335514, EP30287, (Cyclohexylidenes) aminooxyacetic acid 2- (isopropyloxy) -2-oxoethyl ester, putrescine, spermidine, spermine, 1,8-diamino-4-aminoethyloctane, L-canaline, daminozide, 1-aminocyclopropyl-1-carboxylic acid methyl ester, N- Methyl-1-aminocyclopropyl-1-carboxylic acid, 1-aminocyclopropyl-1-carboxamide, substituted 1-aminocyclopropyl-1-carboxylic acid derivatives as described in DE3335514, EP30287,
DE2906507 oder US5123951 beschrieben werden, 1 -Aminocyclopropyl-1 - hydroxamsäure, 1 -Methylcyclopropen, 3-Methylcyclopropen, 1 -Ethylcyclopropen, 1 - n-Propylcyclopropen, 1 -Cyclopropenyl-Methanol, Carvon, Eugenol, DE2906507 or US5123951, 1-aminocyclopropyl-1-hydroxamic acid, 1-methylcyclopropene, 3-methylcyclopropene, 1-ethylcyclopropene, 1-n-propylcyclopropene, 1-cyclopropanyl-methanol, carvone, eugenol,
Natriumcycloprop-1 -en-1 -ylacetat, Natriumcycloprop-2-en-1 -ylacetat, Natrium-3- (cycloprop-2-en-1 -yl)propanoat, Natrium-3-(cycloprop-1 -en-1 -yl)propanoat, Sodium cycloprop-1 -en-1-ylacetate, sodium cycloprop-2-en-1-ylacetate, sodium 3- (cycloprop-2-en-1-yl) propanoate, sodium 3- (cycloprop-1-ene-1 - yl) propanoate,
Jasmonsäure, Jasmonsäuremethylester, Jasmonsäureethylester. Jasmonic acid, methyl jasmonate, jasmonate.
Pflanzengesundheit und Keimung beeinflussende Stoffe: Als Kombinationspartner für die Verbindungen der allgemeinen Formel (I) in Plant health and germination affecting substances: As a combination partner for the compounds of general formula (I) in
Mischungsformulierungen oder im Tank-Mix sind beispielsweise bekannte Mixture formulations or in the tank mix are known, for example
Wirkstoffe, die die Pflanzengesundheit beeinflussen, einsetzbar (die Verbindungen sind entweder mit dem "common name" nach der International Organization for Standardization (ISO) oder mit dem chemischen Namen oder mit der Codenummer bezeichnet und umfassen stets sämtliche Anwendungsformen wie Säuren, Salze, Ester und Isomere wie Stereoisomere und optische Isomere): Sarcosin, Ingredients that affect the plant health used (the compounds are either with the "common name" according to the International Organization for Standardization (ISO) or the chemical name or with the code number and always include all forms of application such as acids, salts, esters and Isomers such as stereoisomers and optical isomers): sarcosine,
Phenylalanin, Tryptophan, N'-Methyl-1 -phenyl-1 -N,N- diethylaminomethanesulfonamid, Apio-galacturonane wie sie in WO2010017956 beschrieben werden, 4-Oxo-4-[(2-phenylethyl)amino]butansäure, 4-{[2-(1 H-lndol-3- yl)ethyl]amino}-4-oxobutansäure, 4-[(3-Methylpyridin-2-yl)amino]-4-oxobutansäure, Allantoin, 5-Aminolevulinsäure, (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H- chromen-3,5,7-triol und strukturell verwandte Catechine wie sie in WO2010122956 beschrieben werden, 2-Hydroxy-4-(methylsulfanyl)butansäure, (3E,3aR,8ßS)-3-Phenylalanine, tryptophan, N'-methyl-1-phenyl-1-N, N-diethylaminomethanesulfonamide, apio-galacturonans as described in WO2010017956, 4-oxo-4 - [(2-phenylethyl) amino] butanoic acid, 4- { [2- (1H-indol-3-yl) ethyl] amino} -4-oxobutanoic acid, 4 - [(3-methylpyridin-2-yl) amino] -4-oxobutanoic acid, allantoin, 5-aminolevulinic acid, (2S, 3R) -2- (3,4-Dihydroxyphenyl) -3,4-dihydro-2H-chromen-3,5,7-triol and structurally related catechins as described in WO2010122956, 2-hydroxy-4- (methylsulfanyl) butanoic acid, (3E, 3aR, 8ßS) -3-
({[(2R)-4-Methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylen)-3,3a,4,8ß-tetrahydro-2H- indeno[1 ,2-b]furan-2-on und analoge Lactone wie sie in EP2248421 beschrieben werden, Abscisinsäure, (2Z,4E)-5-[(1 R,6R)-6-Ethinyl-1 -hydroxy-2,6-dimethyl-4- oxocyclohex-2-en-1 -yl]-3-methylpenta-2,4-diensäure, Methyl-(2Z,4E)-5-[(1 R,6R)-6- ethinyl-1 -hydroxy-2,6-dimethyl-4-oxocyclohex-2-en-1 -yl]-3-methylpenta-2,4-dienoat, 4-Phenylbuttersäure, Natrium-4-phenylbutanoat, Kalium-4-phenylbutanoat. ({[(2R) -4-Methyl-5-oxo-2,5-dihydrofuran-2-yl] oxy} methylene) -3,3a, 4,8β-tetrahydro-2H-indeno [1, 2-b] furan-2-one and analogous lactones as described in EP2248421, abscisic acid, (2Z, 4E) -5 - [(1R, 6R) -6-ethynyl-1-hydroxy-2,6-dimethyl-4-oxocyclohex -2-en-1-yl] -3-methylpenta-2,4-dienoic acid, methyl (2Z, 4E) -5 - [(1R, 6R) -6-ethynyl-1-hydroxy-2,6- dimethyl 4-oxocyclohex-2-en-1-yl] -3-methylpentane-2,4-dienoate, 4-phenylbutyric acid, sodium 4-phenylbutanoate, potassium 4-phenylbutanoate.
Herbizide oder Pflanzenwachstumsregulatoren: Als Kombinationspartner für die Verbindungen der allgemeinen Formel (I) in Herbicides or plant growth regulators: As combination partner for the compounds of the general formula (I) in
Mischungsformulierungen oder im Tank-Mix sind beispielsweise bekannte Mixture formulations or in the tank mix are known, for example
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. aus Weed Research 26 (1986) 441 -445 oder "The Pesticide Manual", 14th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2006 und dort zitierter Literatur beschrieben sind. Active substances 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 based, can be used, as for example from Weed Research 26 (1986) 441 -445 or "The Pesticide Manual", 14th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2006 and cited therein.
Als bekannte Herbizide oder Pflanzenwachstumsregulatoren, die mit Verbindungen der allgemeinen Formel (I) kombiniert werden können, sind z.B. folgende Wirkstoffe zu nennen (die Verbindungen sind entweder mit dem "common name" nach der International Organization for Standardization (ISO) oder mit dem chemischen Namen oder mit der Codenummer bezeichnet) und umfassen stets sämtliche Anwendungsformen wie Säuren, Salze, Ester und Isomere wie Stereoisomere und optische Isomere. Dabei sind beispielhaft eine und zum Teil auch mehrere As known herbicides or plant growth regulators which can be combined with compounds of general formula (I), e.g. the following active ingredients (the compounds are denoted either by the "common name" according to the International Organization for Standardization (ISO) or the chemical name or with the code number) and always include all forms of use such as acids, salts, esters and isomers such as stereoisomers and optical isomers. Here are one example and some also several
Anwendungsformen genannt: Application forms called:
Acetochlor, Acibenzolar, Acibenzolar-S-methyl, Acifluorfen, Acifluorfen-sodium, Aclonifen, Alachlor, Allidochlor, Alloxydim, Alloxydim-sodium, Ametryn, Acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn,
Amicarbazone, Amidochlor, Amidosulfuron, Aminocyclopyrachlor, Aminopyralid, Amitrole, Ammoniumsulfamat, Ancymidol, Anilofos, Asulam, Atrazine, Azafenidin, Azimsulfuron, Aziprotryn, Beflubutamid, Benazolin, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, Bensulfuron, Bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclon, Benzofenap, Benzofluor, Benzoylprop, Amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, aminopyralid, amitrole, ammonium sulfamate, ancymidol, anilofos, asulam, atrazines, azafenidine, azimsulfuron, aziprotryn, beflubutamide, benazoline, benazolin-ethyl, bencarbazone, benfluralin, benfuresate, bensulide, bensulfuron, bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclone, Benzofenap, Benzofluor, Benzoylprop,
Bicyclopyrone, Bifenox, Bilanafos, Bilanafos-natrium, Bispyribac, Bispyribac-natrium, Bromacil, Bromobutide, Bromofenoxim, Bromoxynil, Bromuron, Buminafos, Bicyclopyrone, Bifenox, Bilanafos, Bilanafos Sodium, Bispyribac, Bispyribac Sodium, Bromacil, Bromobutide, Bromofenoxime, Bromoxynil, Bromuron, Buminafos,
Busoxinone, Butachlor, Butafenacil, Butamifos, Butenachlor, Butralin, Butroxydim, Butylate, Cafenstrole, Carbetamide, Carfentrazone, Carfentrazone-ethyl, Busoxinone, butachlor, butafenacil, butamifos, butenachlor, butraline, butroxydim, butylates, cafenstroles, carbetamides, carfentrazone, carfentrazone-ethyl,
Chlomethoxyfen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorbromuron, Chlorbufam, Chlorfenac, Chlorfenac-natrium, Chlorfenprop, Chlorflurenol, Chlomethoxyfen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorobromuron, Chlorbufam, Chlorfenac, Chlorfenac-Sodium, Chlorfenprop, Chlorflurenol,
Chlorflurenol-methyl, Chloridazon, Chlorimuron, Chlorimuron-ethyl, Chlormequat- chlorid, Chlornitrofen, Chlorophthalim, Chlorthal-dimethyl, Chlorotoluron,  Chlorofluorol-methyl, Chloridazon, Chlorimuron, Chlorimuron-ethyl, Chlormequat-chloride, Chloronitrofen, Chlorophthalim, Chlorthal-dimethyl, Chlorotoluron,
Chlorsulfuron, Cinidon, Cinidon-ethyl, Cinmethylin, Cinosulfuron, Clethodim, Chlorsulfuron, cinidone, cinidon-ethyl, cinmethylin, cinosulfuron, clethodim,
Clodinafop, Clodinafop-propargyl, Clofencet, Clomazone, Clomeprop, Cloprop, Clopyralid, Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cyclanilide, Cycloate, Cyclosulfamuron, Cycloxydim, Cycluron, Cyhalofop, Clodinafop, Clodinafop-propargyl, Clofenacet, Clomazone, Clomeprop, Cloprop, Clopyralid, Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cyclanilide, Cycloate, Cyclosulfamuron, Cycloxydim, Cycluron, Cyhalofop,
Cyhalofop-butyl, Cyperquat, Cyprazine, Cyprazole, 2,4-D, 2,4-DB, Daimuron/Dymron, Dalapon, Daminozid, Dazomet, n-Decanol, Desmedipham, Desmetryn, Detosyl-Pyrazolate (DTP), Diallate, Dicamba, Dichlobenil, Dichlorprop, Dichlorprop-P, Diclofop, Diclofop-methyl, Diclofop-P-methyl, Diclosulam, Diethatyl, Diethatyl-ethyl, Difenoxuron, Difenzoquat, Diflufenican, Diflufenzopyr, Diflufenzopyr- natrium, Dimefuron, Dikegulac-sodium, Dimefuron, Dimepiperate, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimethipin, Dimetrasulfuron, Dinitramine, Dinoseb, Dinoterb, Diphenamid, Dipropetryn, Diquat, Diquat-dibromide, Dithiopyr, Diuron, DNOC, Eglinazine-ethyl, Endothal, EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron, Ethametsulfuron-methyl, Ethephon, Ethidimuron, Ethiozin, Cyhalofop-butyl, Cyperquat, Cyprazine, Cyprazole, 2,4-D, 2,4-DB, Daimurone / dymron, dalapon, daminozide, dazomet, n-decanol, desmedipham, desmetryne, detosyl pyrazolates (DTP), dialkylates, dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam , Diethatyl, Diethyl ethyl, Difenoxuron, Difenzoquat, Diflufenican, Diflufenzopyr, Diflufenzopyr- sodium, Dimefuron, Dikegulac-sodium, Dimefuron, Dimepiperate, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimethipin, Dimetrasulfuron, Dinitramine, Dinoseb, Dinoterb, Diphenamid , Dipropetryn, Diquat, Diquat-dibromide, Dithiopyr, Diuron, DNOC, Eglinazine-ethyl, Endothal, EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron, Ethametsulfuron-methyl, Ethephon, Ethidimuron, Ethiozine,
Ethofumesate, Ethoxyfen, Ethoxyfen-ethyl, Ethoxysulfuron, Etobenzanid, F-5331 , d.h. N-[2-Chlor-4-fluor-5-[4-(3-fluorpropyl)-4,5-dihydro-5-oxo-1 H-tetrazol-1 -yl]- phenyl]-ethansulfonamid, F-7967, d. h. 3-[7-Chlor-5-fluor-2-(trifluormethyl)-1 H- benzimidazol-4-yl]-1 -methyl-6-(trifluormethyl)pyrimidin-2,4(1 H,3H)-dion, Fenoprop, Fenoxaprop, Fenoxaprop-P, Fenoxaprop-ethyl, Fenoxaprop-P-ethyl, Fenoxasulfone, Fentrazamide, Fenuron, Flamprop, Flamprop-M-isopropyl, Flamprop-M-methyl,Ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanide, F-5331, i. N- [2-Chloro-4-fluoro-5- [4- (3-fluoro-propyl) -4,5-dihydro-5-oxo-1H-tetrazol-1-yl] -phenyl] -ethanesulfonamide, F-7967 , d. H. 3- [7-chloro-5-fluoro-2- (trifluoromethyl) -1H-benzimidazol-4-yl] -1-methyl-6- (trifluoromethyl) pyrimidine-2,4 (1H, 3H) -dione, Fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfones, fentrazamide, fenuron, flamprop, flamprop-M-isopropyl, flamprop-M-methyl,
Flazasulfuron, Florasulam, Fluazifop, Fluazifop-P, Fluazifop-butyl, Fluazifop-P-butyl, Fluazolate, Flucarbazone, Flucarbazone-sodium, Flucetosulfuron, Fluchloralin, Flufenacet (Thiafluamide), Flufenpyr, Flufenpyr-ethyl, Flumetralin, Flumetsulam, Flumiclorac, Flumiclorac-pentyl, Flumioxazin, Flumipropyn, Fluometuron, Flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-p-butyl, fluazolates, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet (thiafluamide), flufenpyr, flufenpyr-ethyl, flumetralin, flumetsulam, flumiclorac, flumiclorac pentyl, flumioxazine, flumipropyne, fluometuron,
Fluorodifen, Fluoroglycofen, Fluoroglycofen-ethyl, Flupoxam, Flupropacil, Fluorodifene, fluoroglycofen, fluoroglycofen-ethyl, flupoxam, flupropacil,
Flupropanate, Flupyrsulfuron, Flupyrsulfuron-methyl-sodium, Flurenol, Flurenol-butyl, Fluridone, Flurochloridone, Fluroxypyr, Fluroxypyr-meptyl, Flurprimidol, Flurtamone, Fluthiacet, Fluthiacet-methyl, Fluthiamide, Fomesafen, Foramsulfuron,  Flupropanate, Flupyrsulfuron, Flupyrsulfuron-methyl-sodium, Flurenol, Flurenol-butyl, Fluridone, Flurochloridone, Fluroxypyr, Fluroxypyr-meptyl, Flurprimidol, Flurtamone, Fluthiacet, Fluthiacet-methyl, Fluthiamide, Fomesafen, Foramsulfuron,
Forchlorfenuron, Fosamine, Furyloxyfen, Gibberellinsäure, Glufosinate, Glufosinate- ammonium, Glufosinate-P, Glufosinate-P-ammonium, Glufosinate-P-natrium, Glyphosate, Glyphosate-isopropylammonium, H-9201 , d. h. O-(2,4-Dimethyl-6- nitrophenyl)-O-ethyl-isopropylphosphoramidothioat, Halosafen, Halosulfuron, Forchlorfenuron, fosamine, furyloxyfen, gibberellic acid, glufosinate, glufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate-isopropylammonium, H-9201, d. H. O- (2,4-dimethyl-6-nitrophenyl) -O-ethyl-isopropylphosphoramidothioate, halosafen, halosulfuron,
Halosulfuron-methyl, Haloxyfop, Haloxyfop-P, Haloxyfop-ethoxyethyl, Haloxyfop-P- ethoxyethyl, Haloxyfop-methyl, Haloxyfop-P-methyl, Hexazinone, HW-02, d. h. 1 - (Dimethoxyphosphoryl)-ethyl(2,4-dichlorphenoxy)acetat, Imazamethabenz, Halosulfuron-methyl, Haloxyfop, Haloxyfop-P, Haloxyfopethoxyethyl, Haloxyfop-P-ethoxyethyl, Haloxyfop-methyl, Haloxyfop-P-methyl, Hexazinone, HW-02, d. H. 1 - (Dimethoxyphosphoryl) ethyl (2,4-dichlorophenoxy) acetate, imazamethabenz,
Imazamethabenz-methyl, Imazamox, Imazamox-ammonium, Imazapic, Imazapyr, Imazapyr-isopropylammonium, Imazaquin, Imazaquin-ammonium, Imazethapyr, Imazethapyr-ammonium, Imazosulfuron, Inabenfide, Indanofan, Indaziflam, Imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, Imazethapyr-ammonium, imazosulfuron, inabenfide, indanofan, indaziflam,
Indolessigsäure (IAA), 4-lndol-3-ylbuttersäure (IBA), lodosulfuron, lodosulfuron- methyl-natrium, loxynil, Ipfencarbazone, Isocarbamid, Isopropalin, Isoproturon, Isouron, Isoxaben, Isoxachlortole, Isoxaflutole, Isoxapyrifop, KUH-043, d. h. 3-({[5- (Difluormethyl)-I -methyl-3-(trifluormethyl)-1 H-pyrazol-4-yl]methyl}sulfonyl)-5,5- dimethyl-4,5-dihydro-1 ,2-oxazol, Karbutilate, Ketospiradox, Lactofen, Lenacil, Linuron, Maleinsäurehydrazid, MCPA, MCPB, MCPB-methyl, -ethyl und -natrium, Mecoprop, Mecoprop-natrium, Mecoprop-butotyl, Mecoprop-P-butotyl, Mecoprop-P- dimethylammonium, Mecoprop-P-2-ethylhexyl, Mecoprop-P-kalium, Mefenacet, Mefluidide, Mepiquat-chlorid, Mesosulfuron, Mesosulfuron-methyl, Mesotrione,Indoleacetic acid (IAA), 4-indol-3-yl-butyric acid (IBA), iodosulfuron, iodosulfuron-methyl-sodium, loxynil, isoparbazone, isocarbamide, isopropalin, isoproturon, isourone, isoxaben, isoxachlorotole, isoxaflutole, isoxapyrifop, KUH-043, d. H. 3 - ({[5- (Difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazol-4-yl] methyl} sulfonyl) -5,5-dimethyl-4,5-dihydro-1,2 -oxazole, carbutilates, ketospiradox, lactofen, lenacil, linuron, maleic hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop-sodium, mecoprop-butotyl, mecoprop-p-butotyl, mecoprop-P-dimethylammonium , Mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidides, mepiquat chloride, mesosulfuron, mesosulfuron-methyl, mesotrione,
Methabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor, Metazasulfuron, Methazole, Methiopyrsulfuron, Methiozolin, Methoxyphenone, Methyldymron, 1 - Methylcyclopropen, Methylisothiocyanat, Metobenzuron, Metobromuron, Methabenzthiazuron, metam, metamifop, metamitron, metazachlor, metazasulfuron, methazole, methiopyrsulfuron, methiozoline, methoxyphenones, methyldymron, 1-methylcyclopropene, methylisothiocyanate, metobenzuron, metobromuron,
Metolachlor, S-Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron, Metsulfuron-methyl, Molinate, Monalide, Monocarbamide, Monocarbamide- dihydrogensulfat, Monolinuron, Monosulfuron, Monosulfuron-ester, Monuron, MT- 128, d. h. 6-Chlor-N-[(2E)-3-chlorprop-2-en-1 -yl]-5-methyl-N-phenylpyridazin-3-amin, MT-5950, d. h. N-[3-Chlor-4-(1 -methylethyl)-phenyl]-2-methylpentanamid, NGGC- 01 1 , Naproanilide, Napropamide, Naptalam, NC-310, d.h. 4-(2,4-Dichlorobenzoyl)-1 - methyl-5-benzyloxypyrazole, Neburon, Nicosulfuron, Nipyraclofen, Nitralin, Nitrofen, Nitrophenolat-natrium (Isomerengemisch), Nitrofluorfen, Nonansäure, Norflurazon, Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paclobutrazol, Paraquat, Paraquat-dichlorid, Metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinates, monalides, monocarbamides, monocarbamides dihydrogen sulfate, monolinuron, monosulfuron, monosulfuron ester, monuron, MT-128, d. H. 6-Chloro-N - [(2E) -3-chloroprop-2-en-1-yl] -5-methyl-N-phenylpyridazine-3-amine, MT-5950, d. H. N- [3-chloro-4- (1-methylethyl) phenyl] -2-methylpentanamide, NGGC-01 1, naproanilides, napropamide, naptalam, NC-310, i. 4- (2,4-Dichlorobenzoyl) -1-methyl-5-benzyloxypyrazoles, neburon, nicosulfuron, nipyraclofen, nitralin, nitrofen, nitrophenolate sodium (isomeric mixture), nitrofluoropropene, nonanoic acid, norflurazon, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon , Oxasulfuron, oxaziclomefones, oxyfluorfen, paclobutrazole, paraquat, paraquat dichloride,
Pelargonsäure (Nonansäure), Pendimethalin, Pendralin, Penoxsulam, Pentanochlor, Pentoxazone, Perfluidone, Pethoxamid, Phenisopham, Phenmedipham, Pelargonic acid (nonanoic acid), pendimethalin, pendralin, penoxsulam, pentanochlor, pentoxazone, perfluidone, pethoxamide, phenisopham, phenmedipham,
Phenmedipham-ethyl, Picloram, Picolinafen, Pinoxaden, Piperophos, Pirifenop, Pirifenop-butyl, Pretilachlor, Primisulfuron, Primisulfuron-methyl, Probenazole, Profluazol, Procyazine, Prodiamine, Prifluraline, Profoxydim, Prohexadione,  Phenmedipham-ethyl, picloram, picolinafen, pinoxaden, piperophos, pirifenop, pirifenop-butyl, pretilachlor, primisulfuron, primisulfuron-methyl, probenazoles, profluazole, procyazene, pro-diamines, prifluralins, profoxydim, prohexadione,
Prohexadione-calcium, Prohydrojasmone, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone,Prohexadione-calcium, Prohydrojasmone, Prometon, Prometry, Propachlor, Propanil, Propaquizafop, Propazine, Prophet, Propisochlor, Propoxycarbazone,
Propoxycarbazone-natrium, Propyrisulfuron, Propyzamide, Prosulfalin, Prosulfocarb, Prosulfuron, Prynachlor, Pyraclonil, Pyraflufen, Pyraflufen-ethyl, Pyrasulfotole, Pyrazolynate (Pyrazolate), Pyrazosulfuron, Pyrazosulfuron-ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-isopropyl, Pyribambenz-propyl, Pyribenzoxim, Propoxycarbazone Sodium, Propyrisulfuron, Propyzamide, Prosulfine, Prosulfocarb, Prosulfuron, Prynachlor, Pyraclonil, Pyraflufen, Pyraflufen-ethyl, Pyrasulfotole, Pyrazolynates (pyrazolates), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxime,
Pyributicarb, Pyridafol, Pyridate, Pyriftalid, Pyriminobac, Pyriminobac-methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac-natrium, Pyroxasulfone, Pyroxsulam, Pyributicarb, Pyridafol, Pyridate, Pyriftalid, Pyriminobac, Pyriminobac-methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac Sodium, Pyroxasulfones, Pyroxsulam,
Quinclorac, Quinmerac, Quinoclamine, Quizalofop, Quizalofop-ethyl, Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron, Saflufenacil, Secbumeton, Sethoxydim, Siduron, Simazine, Simetryn, SN-106279, d. h. Methyl-(2R)-2-({7-[2- chlor-4-(trifluormethyl)phenoxy]-2-naphthyl}oxy)-propanoat, Sulcotrione, Sulfallate (CDEC), Sulfentrazone, Sulfometuron, Sulfometuron-methyl, Sulfosate (Glyphosate- trimesium), Sulfosulfuron, SYN-523, SYP-249, d. h. 1 -Ethoxy-3-methyl-1 -oxobut-3- en-2-yl-5-[2-chlor-4-(trifluormethyl)phenoxy]-2-nitrobenzoat, SYP-300, d. h. 1 -[7- Fluor-3-oxo-4-(prop-2-in-1 -yl)-3,4-dihydro-2H-1 ,4-benzoxazin-6-yl]-3-propyl-2- thioxoimidazolidin-4,5-dion, Tebutam, Tebuthiuron, Tecnazene, Tefuryltrione, Tembotrione, Tepraloxydim, Terbacil, Terbucarb, Terbuchlor, Terbumeton, Quinclorac, Quinmerac, Quinoclamine, Quizalofop, Quizalofop-ethyl, Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron, Saflufenacil, Secbumeton, Sethoxydim, Siduron, Simazine, Simetryn, SN-106279, d. H. Methyl (2R) -2 - ({7- [2-chloro-4- (trifluoromethyl) phenoxy] -2-naphthyl} oxy) -propanoate, Sulcotrione, Sulphates (CDEC), Sulfentrazone, Sulfometuron, Sulfometuron-methyl, Sulfosate (Glyphosate trimesium), sulfosulfuron, SYN-523, SYP-249, d. H. 1-ethoxy-3-methyl-1-oxobut-3-en-2-yl-5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzoate, SYP-300, d. H. 1 - [7-fluoro-3-oxo-4- (prop-2-yn-1-yl) -3,4-dihydro-2H-1,4-benzoxazin-6-yl] -3-propyl-2- thioxoimidazolidine-4,5-dione, tebutam, tebuthiuron, tecnazene, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb, terbuchlor, terbumeton,
Terbuthylazine, Terbutryn, Thenylchlor, Thiafluamide, Thiazafluron, Thiazopyr,Terbuthylazine, terbutryn, thenylchlor, thiafluamide, thiazafluron, thiazopyr,
Thidiazimin, Thidiazuron, Thiencarbazone, Thiencarbazone-methyl, Thifensulfuron, Thifensulfuron-methyl, Thiobencarb, Tiocarbazil, Topramezone, Tralkoxydim, Triallate, Triasulfuron, Triaziflam, Triazofenamide, Tribenuron, Tribenuron-methyl, Trichloressigsäure (TCA), Triclopyr, Tridiphane, Trietazine, Trifloxysulfuron, Thidiazimine, thidiazuron, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiocarbazil, toramezone, tralkoxydim, triallate, triasulfuron, triaziflam, triazofenamide, tribenuron, tribenuron-methyl, trichloroacetic acid (TCA), triclopyr, tridiphane, trietazine, trifloxysulfuron .
Trifloxysulfuron-natrium, Trifluralin, Triflusulfuron, Triflusulfuron-methyl, Trimeturon, Trinexapac, Trinexapac-ethyl, Tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Vernolate, ZJ-0862, d. h. 3,4-Dichlor-N-{2-[(4,6-dimethoxypyrimidin-2- yl)oxy]benzyl}anilin, sowie die folgenden Verbindungen: Trifloxysulfuron sodium, trifluralin, triflusulfuron, triflusulfuron-methyl, trimeturon, trinexapac, trinexapac-ethyl, tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Vernolate, ZJ-0862, ie 3,4-dichloro-N- {2 - [( 4,6-dimethoxypyrimidin-2-yl) oxy] benzyl} aniline, and the following compounds:
Die Erfindung soll durch die nachfolgenden biologischen Beispiele veranschaulicht werden, ohne sie jedoch darauf einzuschränken. The invention will be illustrated by the following biological examples without, however, limiting them thereto.
Biologische Beispiele: Biological examples:
Samen von mono- bzw. dikotylen Kulturpflanzen wurden in Holzfasertöpfen in sandigem Lehmboden ausgelegt, mit Erde abgedeckt und im Gewächshaus unter guten Wachstumsbedingungen angezogen. Die Behandlung der Versuchspflanzen erfolgte im frühen Laubblattstadium (BBCH10 - BBCH13). Zur Gewährleistung einer uniformen Wasserversorgung vor Stressbeginn wurden die bepflanzten Töpfe unmittelbar zuvor durch Anstaubewässerung maximal mit Wasser versorgt und nach Applikation in Plastikeinsätze transferiert, um anschließendes, zu schnelles Seeds of monocotyledonous or dicotyledonous crops were placed in sandy loam soil in wood fiber pots, covered with soil and grown in the greenhouse under good growth conditions. The treatment of the test plants took place in the early leaf foliage stage (BBCH10 - BBCH13). To ensure a uniform supply of water before the onset of stress, the planted pots were immediately supplied with water by means of dewatering and, after application, transferred to plastic inserts in order to be followed by too fast
Abtrocknen zu verhindern. Die in Form von benetzbaren Pulvern (WP), benetzbaren Granulaten (WG), Suspensionskonzentraten (SC) oder Emulsionskonzentraten (EC) formulierten erfindungsgemäßen Verbindungen wurden als wässrige Suspension mit einer Wasseraufwandmenge von umgerechnet 600 l/ha unter Zusatz von 0,2% Netzmittel (Agrotin) auf die grünen Pflanzenteile gesprüht. Unmittelbar nach Prevent drying. The compounds according to the invention formulated in the form of wettable powders (WP), wettable granules (WG), suspension concentrates (SC) or emulsion concentrates (EC) were prepared as aqueous suspension with a water application rate of 600 l / ha with addition of 0.2% wetting agent ( Agrotin) sprayed on the green parts of the plant. Immediately after
Substanzapplikation erfolgt die Stressbehandlung der Pflanzen (Kälte- oder Substance application is the stress treatment of plants (cold or
Trockenstress). Zur Kältestressbehandlung wurden die Pflanzen unter folgenden kontrollierten Bedingungen gehalten:  Drought stress). For cold stress treatment, the plants were kept under the following controlled conditions:
„Tag": 12 Stunden beleuchtet bei 8°C "Day": 12 hours lit at 8 ° C
„Nacht": 12 Stunden ohne Beleuchtung bei 1 °C. Der Trockenstreß wurde durch langsames Abtrocknen unter folgenden Bedingungen induziert: "Night": 12 hours without lighting at 1 ° C. The dry stress was induced by slow drying under the following conditions:
„Tag": 14 Stunden beleuchtet bei 26°C  "Day": 14 hours lit at 26 ° C
„Nacht": 10 Stunden ohne Beleuchtung bei 18°C. "Night": 10 hours without lighting at 18 ° C.
Die Dauer der jeweiligen Streßphasen richtete sich hauptsächlich nach dem Zustand der unbehandelten, gestressten Kontrollpflanzen und variierte somit von Kultur zu Kultur. Sie wurde (durch Wiederbewässerung bzw. Transfer in Gewächshaus mit guten Wachstumsbedingungen) beendet, sobald irreversible Schäden an den unbehandelten, gestressten Kontrollpflanzen zu beobachten waren. Bei dikotylen Kulturen wie beispielsweise Raps und Soja variierte die Dauer der The duration of the respective stress phases was mainly dependent on the condition of the untreated, stressed control plants and thus varied from culture to culture. It was terminated (by irrigation or transfer to a greenhouse with good growth conditions) as soon as irreversible damage to the untreated, stressed control plants was observed. For dicotyledonous crops such as oilseed rape and soybean, the duration of the diet varied
Trockenstreßphase zwischen 3 und 5 Tagen, bei monokotylen Kulturen wie beispielweise Weizen, Gerste oder Mais zwischen 6 und 10 Tagen. Die Dauer der Kältestreßphase variierte zwischen 12 und 14 Tagen.  Dry stress phase between 3 and 5 days, in monocotyledonous crops such as wheat, barley or corn between 6 and 10 days. The duration of the cold stress phase varied between 12 and 14 days.
Nach Beendigung der Stressphase folgte eine ca. 5-7 tägige Erholungsphase, während der die Pflanzen abermals unter guten Wachstumsbedingungen im  After completion of the stress phase followed by a 5-7 day recovery period during which the plants again under good growth conditions in
Gewächshaus gehalten wurden. Um auszuschließen, daß die beobachteten Effekte von der ggf. fungiziden Wirkung der Testverbindungen beeinflußt werden, wurde zudem darauf geachtet, daß die Versuche ohne Pilzinfektion bzw. ohne  Greenhouse were kept. To rule out that the observed effects are influenced by the possibly fungicidal action of the test compounds, it was also ensured that the experiments without fungal infection or without
Infektionsdruck ablaufen. Expire infection pressure.
Nach Beendigung der Erholungsphase wurden die Schadintensitäten visuell im Vergleich zu unbehandelten, ungestressten Kontrollen gleichen Alters (bei At the end of the recovery period, the damage intensities were visually compared to untreated, unstressed controls of the same age (at
Trockenstreß) bzw. gleichen Wuchsstadiums (bei Kältestreß) bonitiert. Die Dry stress) or the same growth stage (at cold stress). The
Erfassung der Schadintensität erfolgte zunächst prozentual (100% = Pflanzen sind abgestorben, 0 % = wie Kontrollpflanzen). Aus diesen Werten wurde sodann der Wirkungsgrad der Testverbindungen (= prozentuale Reduktion der Schadintensität durch Substanzapplikation) nach folgender Formel ermittelt: Detection of the damage intensity was initially percentage (100% = plants are dead, 0% = as control plants). From these values, the efficiency of the test compounds (= percentage reduction of the damage intensity by substance application) was then determined according to the following formula:
SW,  SW,
WG: Wirkungsgrad (%) WG: Efficiency (%)
SWug: Schadwert der unbehandelten, gestressten Kontrolle SWbg: Schadwert der mit Testverbindung behandelten Pflanzen SW ug : Damage value of the untreated, stressed control SWbg: Damage of test compound treated plants
In untenstehenden Tabellen sind jeweils Mittelwerte aus drei Ergebniswerten des gleichen Versuches aufgeführt. The tables below each show mean values from three results of the same experiment.
Wirkungen ausgewählter Verbindungen der allgemeinenFormel (I) Effects of Selected Compounds of General Formula (I)
unter Trockenstress: under drought stress:
Tabelle A-1 : Table A-1:
WG WG
No. Substanz Dosierung Einheit  No. Substance dosage unit
(BRSNS) (BRSNS)
1 1.1 -14 25 g/ha > 51 1.1 -14 25 g / ha> 5
2 1.1 -28 2.5 g/ha > 52 1.1 -28 2.5 g / ha> 5
3 1.1 -29 250 g/ha > 53 1.1 -29 250 g / ha> 5
4 1.1 -33 25 g/ha > 54 1.1 -33 25 g / ha> 5
5 1.1 -35 2.5 g/ha > 55 1.1 -35 2.5 g / ha> 5
6 1.1 -63 250 g/ha > 56 1.1 -63 250 g / ha> 5
7 1.1 -77 250 g/ha > 57 1.1-77 250 g / ha> 5
8 1.1 -84 2.5 g/ha > 58 1.1 -84 2.5 g / ha> 5
9 1.1 -103 250 g/ha > 59 1.1 -103 250 g / ha> 5
10 1.2-71 250 g/ha > 510 1.2-71 250 g / ha> 5
1 1 I.2-74 250 g/ha > 51 1 I.2-74 250 g / ha> 5
12 I.2-75 25 g/ha > 512 I.2-75 25 g / ha> 5
13 I.2-77 2.5 g/ha > 513 I.2-77 2.5 g / ha> 5
14 I.2-86 250 g/ha > 514 I.2-86 250 g / ha> 5
15 I.3-24 250 g/ha > 515 I.3-24 250 g / ha> 5
16 I.3-28 250 g/ha > 516 I.3-28 250 g / ha> 5
17 I.3-70 2.5 g/ha > 517 I.3-70 2.5 g / ha> 5
18 I.3-75 250 g/ha > 518 I.3-75 250 g / ha> 5
19 I.3-90 25 g/ha > 519 I.3-90 25 g / ha> 5
20 1.3-103 25 g/ha > 520 1.3-103 25 g / ha> 5
21 1.3-106 25 g/ha > 521 1.3-106 25 g / ha> 5
22 1.37-28 250 g/ha > 522 1.37-28 250 g / ha> 5
23 1.37-73 25 g/ha > 523 1.37-73 25 g / ha> 5
24 1.37-75 250 g/ha > 524 1.37-75 250 g / ha> 5
25 1.37-82 250 g/ha > 525 1.37-82 250 g / ha> 5
26 1.37-84 25 g/ha > 526 1.37-84 25 g / ha> 5
27 1.37-90 250 g/ha > 5 WG27 1.37-90 250 g / ha> 5 WG
No. Substanz Dosierung Einheit No. Substance dosage unit
(BRSNS) (BRSNS)
28 1.37-91 250 g/ha > 528 1.37-91 250 g / ha> 5
29 1.52-28 25 g/ha > 529 1.52-28 25 g / ha> 5
30 1.92-24 250 g/ha > 5 30 1.92-24 250 g / ha> 5
Tabelle A-2: Table A-2:
WG WG
No. Substanz Dosierung Einheit  No. Substance dosage unit
(ZEAMX) (ZEAMX)
1 1.1 -14 250 g/ha > 51 1.1 -14 250 g / ha> 5
2 1.1 -29 250 g/ha > 52 1.1 -29 250 g / ha> 5
3 I.2-62 25 g/ha > 53 I.2-62 25 g / ha> 5
4 I.2-75 250 g/ha > 54 I.2-75 250 g / ha> 5
5 1.37-79 250 g/ha > 55 1.37-79 250 g / ha> 5
6 1.37-84 250 g/ha > 56 1.37-84 250 g / ha> 5
7 1.37-86 250 g/ha > 57 1.37-86 250 g / ha> 5
8 1.37-90 25 g/ha > 58 1.37-90 25 g / ha> 5
9 1.37-91 25 g/ha > 59 1.37-91 25 g / ha> 5
10 1.88-24 250 g/ha > 5 10 1.88-24 250 g / ha> 5
Tabelle A-3: Table A-3:
In den zuvor genannten Tabellen bedeuten: In the aforementioned tables mean:
BRSNS = Brassica napus BRSNS = Brassica napus
TRZAS = Triticum aestivum ZEAMX = Zea mays Ähnliche Ergebnisse konnten auch noch mit weiteren Verbindungen der allgemeinen Formel (I) auch bei Applikation auf andere Pflanzenarten erzielt werden. TRZAS = Triticum aestivum ZEAMX = Zea mays Similar results could also be achieved with other compounds of general formula (I) even when applied to other plant species.

Claims

Patentansprüche claims
Verwendung von offenkettigen Aryl-, Heteroaryl- und Use of open-chain aryl, heteroaryl and
Benzylsulfonamidocarbonsäuren, -carbonsäureestern, -carbonsäureamiden und -carbonitrilen der allgemeinen Formel (I) oder deren Salze  Benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles of the general formula (I) or salts thereof
zur Toleranzerhöhung gegenüber abiotischem Stress in Pflanzen, worin Q für die Gruppierungen to increase tolerance to abiotic stress in plants, where Q is the grouping
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8, und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; Q-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom the S0 2 group stands;
A1, A2, A3 gleich oder verschieden sind und unabhängig voneinander für N (Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C-W jeweils gleiche oder verschiedene Bedeutungen gemäß der nachstehenden Definition hat, jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, A 1 , A 2 , A 3 are the same or different and are independently N (nitrogen) or the group CW, but in no case more than two N atoms are adjacent, and wherein W in the Each CW has the same or different meanings as defined below, in each case for hydrogen, nitro, amino, cyano, thiocyanato,
Isothiocyanato, Halogen, (Ci-C8)-Alkyl, (C3-C8)-Cycloalkyl, (C2-C8)- Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-C8)-alkyl, Aryl-(Ci-C6)-alkoxy, Heteroaryl, (Ci-C6)-Alkoxy-(Ci-C8)-alkyl, (Ci-Cs)-Haloalkyl, (C3-C8)- Halocycloalkyl, (Ci-Cs)-Alkoxy, (Ci-Cs)-Haloalkoxy, Aryloxy, Isothiocyanato, halogen, (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, aryl, aryl- C 8 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy, heteroaryl, (C 1 -C 6 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkyl, (C 3 -C 8 ) - Halocycloalkyl, (C 1 -C 8 ) -alkoxy, (C 1 -C 8) -haloalkoxy, aryloxy,
Heteroaryloxy, (C3-C8)-Cycloalkyloxy, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxy, (Ci-Cs)-Alkoxycarbonyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-Cs)-Alkylaminocarbonyl, (C3-C8)- Cycloalkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (C2-C8)- Alkenylaminocarbonyl, (C2-C8)-Alkinylaminocarbonyl, (Ci-C8)- Alkylamino, (Ci-Cs)-Alkylthio, (Ci-Cs)-Haloalkylthio, Bis-(Ci-Cs)- alkylamino, (C3-C8)-Cycloalkylamino, (Ci-Cs)-Alkylcarbonylamino, (C3-C8)-Cycloalkylcarbonylamino, Formylamino, (Ci-C8)- Haloalkylcarbonylamino, (Ci-Cs)-Alkoxycarbonylamino, (Ci-C8)- Alkylaminocarbonylamino, Bis-[(Ci-C8)-Alkyl]-aminocarbonyl-amino, (Ci-C8)-Alkylsulfonylamino, (C3-C8)-Cycloalkylsulfonylamino, Heteroaryloxy, (C3-C8) cycloalkyloxy, (C3-C8) -cycloalkyl- (Ci-C8) - alkoxy, (Ci-Cs) -alkoxycarbonyl, (Ci-C6) alkoxycarbonyl (Ci-C6) alkyl, hydroxycarbonyl, aminocarbonyl, (Ci-Cs) -alkylaminocarbonyl, (C3-C8) - cycloalkylaminocarbonyl, cyano (Ci-C 8) alkylaminocarbonyl, (C 2 -C 8) - alkenylaminocarbonyl, (C2-C8 ) -Alkinylaminocarbonyl, (Ci-C8) - alkylamino, (Ci-Cs) -alkylthio, (Ci-Cs) haloalkylthio, bis (Ci-Cs) - alkylamino, (C3-C8) cycloalkylamino, (C -Cs) alkylcarbonylamino, (C3-C8) -Cycloalkylcarbonylamino, formylamino, (Ci-C 8) - Haloalkylcarbonylamino, (Ci-Cs) alkoxycarbonylamino, (Ci-C 8) - alkylaminocarbonylamino, bis - [(Ci-C 8 ) -alkyl] -aminocarbonylamino, (C 1 -C 8 ) -alkylsulfonylamino, (C 3 -C 8 ) -cycloalkylsulfonylamino,
Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl-(Ci-Cs)- haloalkylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (Ci-Cs)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-Cs)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, Arylsulfonylamino, Hetarylsulfonylamino, sulfonyl (Ci-Cs) - haloalkylamino, amino (Ci-C8) alkylsulfonyl, amino (Ci-C 8) - haloalkylsulfonyl, (Ci-Cs) alkylsulfonyl, (C3-C8) cycloalkylsulfonyl, arylsulfonyl, (Ci-Cs) alkylsulfinyl, (C 3 -C 8) cycloalkylsulfinyl, arylsulfinyl, N, S-di- (Ci-C 8) -alkylsulfonimidoyl, S- (Ci-C8) -Alkylsulfonimidoyl .
(Ci-C8)-Alkylsulfonylaminocarbonyl, (C3-C8)- Cycloalkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylaminosulfonyl, Aryl-(Ci-C8)-alkylcarbonylamino, (C3-C8)-Cycloalkyl-(Ci-C8)- alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C8)-Alkoxy-(Ci-C8)- alkylcarbonylamino, Hydroxy-(Ci-C8)-alkylcarbonylamino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-Cs)-Alkyl, (C3-C8)-Cycloalkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-C8)-alkyl, Heteroaryl, (Ci-Ce)-Alkoxy-(Ci-Ce)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Halocycloalkyl, (Ci-Ce)-Alkoxy, (Ci-C8)-Haloalkoxy, (Ci-Ce)-Alkylthio, (Ci-C8)- Haloalkylthio, (Ci-Cs)-Alkoxycarbonyl, Hydroxycarbonyl, (Ci-C 8) -Alkylsulfonylaminocarbonyl, (C3-C8) - Cycloalkylsulfonylaminocarbonyl, (C3-C8) -Cycloalkylaminosulfonyl, aryl (Ci-C8) alkylcarbonylamino, (C 3 -C 8) -cycloalkyl- (C -C 8) - alkylcarbonylamino, heteroarylcarbonylamino, (Ci-C 8) alkoxy (Ci-C 8) - alkylcarbonylamino, hydroxy (Ci-C8) alkylcarbonylamino, represents H, nitro, amino, cyano, halogen, (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, aryl, aryl- (C 1 -C 8 ) -alkyl , Heteroaryl, (Ci-Ce) alkoxy- (Ci-Ce) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) halocycloalkyl, (Ci-Ce) alkoxy, (Ci-C 8) - Haloalkoxy, (C 1 -C 6) -alkylthio, (C 1 -C 8 ) -haloalkylthio, (C 1 -C 5) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C8)-Alkylaminocarbonyl, (Ci-Cs)-Alkylamino, Bis- (Ci-C8)-alkylamino, (C3-C8)-Cycloalkylamino, (Ci-C8)- Alkylcarbonylamino, (C3-C8)-Cycloalkylcarbonylamino, Formylamino, (Ci-C8)-Haloalkylcarbonylamino, (Ci-C8)-Alkoxycarbonylamino, Aminocarbonyl, (C 1 -C 8 ) -alkylaminocarbonyl, (C 1 -C 8 ) -alkylamino, bis (C 1 -C 8 ) -alkylamino, (C 3 -C 8 ) -cycloalkylamino, (C 1 -C 8 ) -alkylcarbonylamino, (C3 -C 8) -Cycloalkylcarbonylamino, formylamino, (Ci-C 8) -Haloalkylcarbonylamino, (Ci-C8) alkoxycarbonylamino,
[(Ci-C8)-Alkyl-]aminocarbonyl-amino, Sulfonylamino, (Ci-C8)- Alkylsulfonylamino, (Ci-C8)-Haloalkylsulfonylamino, (C3-C8)- Cycloalkylsulfonylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (Ci-Cs)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-Cs)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, [(Ci-C 8) alkyl] aminocarbonyl-amino, sulfonylamino, (Ci-C 8) - alkylsulfonylamino, (Ci-C 8) -Haloalkylsulfonylamino, (C3-C8) - cycloalkylsulfonylamino, amino (Ci-C 8) alkylsulfonyl, amino (Ci-C 8) - haloalkylsulfonyl, (Ci-Cs) alkylsulfonyl, (C3-C8) cycloalkylsulfonyl, arylsulfonyl, (Ci-Cs) alkylsulfinyl, (C 3 -C 8) Cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 8 ) -alkylsulfonimidoyl, S- (C 1 -C 8 ) -alkylsulfonimidoyl,
(Ci-C8)-Alkylsulfonylaminocarbonyl, (C3-C8)- Cycloalkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylaminosulfonyl, Amino-(Ci-C8)-alkyl, Amino-(C2-C8)-alkenyl, (C2-C8)-Alkenylamino, (C2- C8)-Alkenylimino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-Cs)-Alkyl, (C3-C8)-Cycloalkyl, (C2-C8)-Alkenyl, (C2-C8)-Alkinyl, Aryl, Aryl-(Ci-C8)-alkyl, Heteroaryl,(Ci-C 8) -Alkylsulfonylaminocarbonyl, (C3-C8) - Cycloalkylsulfonylaminocarbonyl, (C3-C8) -Cycloalkylaminosulfonyl, amino (Ci-C 8) alkyl, amino (C2-C8) alkenyl, ( C2-C8) -alkenylamino, (C2-C8) -Alkenylimino, represents H, nitro, amino, cyano, halogen, (Ci-Cs) alkyl, (C 3 -C 8) -cycloalkyl, (C 2 -C 8 ) -alkenyl, (C 2 -C 8 ) -alkynyl, aryl, aryl- (C 1 -C 8 ) -alkyl, heteroaryl,
(Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-Cs)-Haloalkyl, (C3-C8)-Halocycloalkyl, (Ci-Cs)-Alkoxy, (Ci-C8)-Haloalkoxy, (Ci-Cs)-Alkylthio, (Ci-C8)- Haloalkylthio, (Ci-Cs)-Alkoxycarbonyl, Hydroxycarbonyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl, (Ci-Cs) -haloalkyl, (C 3 -C 8) halocycloalkyl, (Ci-Cs) alkoxy, (Ci-C 8) Haloalkoxy, (C 1 -C 8 ) -alkylthio, (C 1 -C 8 ) -haloalkylthio, (C 1 -C 8 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-Cs)-Alkylaminocarbonyl, (Ci-Cs)-Alkylamino, Bis- (Ci-Cs)-alkylamino, (C3-C8)-Cycloalkylamino, (Ci-C8)-Aminocarbonyl, (C 1 -C 8 ) -alkylaminocarbonyl, (C 1 -C 8 ) -alkylamino, bis (C 1 -C 5 ) -alkylamino, (C 3 -C 8 ) -cycloalkylamino, (C 1 -C 8 ) -
Alkylcarbonylamino, (C3-C8)-Cycloalkylcarbonylamino, Formylamino, (Ci-C8)-Haloalkylcarbonylamino, (Ci-Cs)-Alkoxycarbonylamino, Alkylcarbonylamino, (C 3 -C 8 ) -cycloalkylcarbonylamino, formylamino, (C 1 -C 8 ) -haloalkylcarbonylamino, (C 1 -C 8 ) -alkoxycarbonylamino,
[(Ci-C8)-Alkyl-]-aminocarbonyl-amino, Sulfonylamino, (Ci-C8)- Alkylsulfonylamino, (Ci-Cs)-Haloalkylsulfonylamino, (C3-C8)- Cycloalkylsulfonylamino, Amino-(Ci-C8)-alkylsulfonyl, Amino-(Ci-C8)- haloalkylsulfonyl, (Ci-Cs)-Alkylsulfonyl, (C3-C8)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-Cs)-Alkylsulfinyl, (C3-C8)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C8)-alkylsulfonimidoyl, S-(Ci-C8)-Alkylsulfonimidoyl, [(Ci-C 8) -alkyl -] - aminocarbonyl-amino, sulfonylamino, (Ci-C 8) - alkylsulfonylamino, (Ci-Cs) -Haloalkylsulfonylamino, (C3-C8) - cycloalkylsulfonylamino, amino (Ci-C 8) alkylsulfonyl, amino (Ci-C 8) - haloalkylsulfonyl, (Ci-Cs) alkylsulfonyl, (C3-C8) cycloalkylsulfonyl, arylsulfonyl, (Ci-Cs) alkylsulfinyl, (C 3 -C 8) Cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 8 ) -alkylsulfonimidoyl, S- (C 1 -C 8 ) -alkylsulfonimidoyl,
(Ci -C8)-Alkylsulfonylaminocarbonyl, (C3-C8)- Cycloalkylsulfonylaminocarbonyl, (C3-C8)-Cycloalkylaminosulfonyl, Amino-(Ci -C8)-alkyl, Amino-(C2-C8)-alkenyl, (C2-C8)-Alkenylamino, (C2- C8)-Alkenylimino steht,  (C 1 -C 8) -alkylsulfonylaminocarbonyl, (C 3 -C 8) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 8) -cycloalkylaminosulfonyl, amino- (C 1 -C 8) -alkyl, amino- (C 2 -C 8) -alkenyl, (C 2 -C 8) - Alkenylamino, (C 2 -C 8) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig R 1 and R 2 with the atoms to which they are attached, a complete
gesättigten, teilgesättigten oder vollständig ungesättigten,  saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome unterbrochenen und  optionally interrupted by heteroatoms and
gegebenenfalls weiter durch W substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q-23 einen  optionally further substituted by W substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 a
entsprechenden Ring bilden müssen.  must form corresponding ring.
R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie R 1 and A 3 , when A 3 is a group CW, with the atoms to which they
gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7- gliedrigen Ring bilden,  form a fully saturated, partially saturated or completely unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder X stands for a direct bond or for a grouping (CHR 3 ) n , and where R 3 in the grouping (CHR 3 ) n in each case the same or
verschiedene Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht,  has different meanings as defined below, n is 0, 1,
R3 für H, (Ci -Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci -Ce)-alkyl, (Ci-C8)-Haloalkyl, R 3 is H, (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenyl (C 1 -C 6) -alkyl, (C 1 -C 8 ) -haloalkyl,
(C3-C8)-Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Haloalkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)- Haloalkylthio-(Ci-C8)-alkyl steht, für H, (Ci-Ce)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (C 3 -C 8) -cycloalkyl, (C3-C8) -cycloalkyl- (Ci-C 8) alkyl, aryl (Ci-C 8) alkyl, heteroaryl (Ci-C 8) alkyl, (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 1 -C 8 ) -haloalkylthio (C 1 -C 8 ) -alkyl, is H, (Ci-Ce) alkyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) alkynyl,
(Ci-C8)-Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(C-i-Cs)- alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl- (Ci-Ce)-alkoxycarbonyl, (Ci-Ce)-Alkylsulfonyl, (C3-C8)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)-Alkylaminothiocarbonyl, (C 1 -C 8) -alkylcarbonyl, (C 3 -C 8) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 8) -alkoxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 - C 8 ) -cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl, (C 1 -C 6 ) -alkylsulfonyl, (C 3 -C 8 ) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 8 ) -alkoxycarbonylcarbonyl, aryl- (C 1 -C 8 ) -cycloalkylsulfonyl alkoxycarbonylcarbonyl, (C 1 -C 8) -alkylaminothiocarbonyl,
(Ci-Ce)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)- Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl steht, für Halogen, (C2-C8)-Alkyl, (Ci-C8)-Alkoxy, (Ci-C8)-Alkoxycarbonyloxy, (C2-C8)-Alkenyl, (C2-C8)-Haloalkenyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, Bisaryl- (Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxyaryl-(Ci-C8)-alkyl, Aryloxyaryl-(Ci-Cs)- alkyl, (Ci-C8)-Alkoxyaryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkyl, (Ci-Ce) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-C 8) haloalkyl, (C 3 -C 8) cycloalkyl, (C 3 -C 8) - cycloalkyl, (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl, (Ci- C 8) - haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C8) alkyl, aminocarbonyl (Ci-C8) alkyl, (Ci-C8) - alkylaminocarbonyl (Ci-C8) alkyl, bis (Ci-C8) alkylaminocarbonyl (Ci-C8) -alkyl, halogen , (C2-C8) alkyl, (Ci-C 8) alkoxy, (Ci-C8) -alkoxycarbonyloxy, (C 2 -C 8) alkenyl, (C 2 -C 8) -haloalkenyl, (C 2 -C 8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) -alkynyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, aryl (C -C 8) alkyl, bisaryl (Ci-C 8) alkyl, aryl (Ci-C 8) -alkoxyaryl- (Ci-C 8) alkyl, Aryloxyaryl- (Ci-Cs) - alkyl, (C -C 8) -Alkoxyaryl- (Ci-C 8) alkyl, heteroaryl (Ci-C 8) alkyl,
Heterocyclyl-(Ci-C8)-alkyl, N-(Ci-C8)-Alkylheterocyclyl-(Ci-C8)-alkyl, N- [(Ci-C8)-Alkoxycarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-(Aryl-(Ci-C8)- alkoxycarbonyl)heterocyclyl-(Ci-C8)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C8)-alkyl, N-[(Ci-C8)-Alkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, N- [(C3-C8)-Cycloalkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, Cyano-(Ci-Cs)- alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Halocycloalkyl, (C4-C8)-Cycloalkenyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkenyl-(Ci-C8)-alkyl, Hydroxy-(Ci-C8)-alkyl, (Ci-Cs)-Alkoxy- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryloxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkoxy-(Ci-C8)- alkyl, (C3-C8)-Cycloalkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, Arylcarbonyloxy-(Ci-C8)-alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C8)- alkyl, (Ci-C8)-Alkylsulfonyloxy-(Ci-C8)-alkyl, Hydrothio-(Ci-C8)-alkyl, (Ci-C8)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl, Aryl- (Ci-Cs)-alkylthio-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylthio-(Ci-C8)-alkyl, Arylthio-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylsulfonyl-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylsulfinyl-(Ci-C8)-alkyl, Heterocyclyl (C 1 -C 8 ) -alkyl, N- (C 1 -C 8 ) -alkylheterocyclyl- (C 1 -C 8 ) -alkyl, N- [(C 1 -C 8 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 8 ) alkyl, N- (aryl (Ci-C8) - alkoxycarbonyl) heterocyclyl- (Ci-C8) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-C 8) -alkyl, N - [(Ci- C 8 ) -alkylcarbonyl] heterocyclyl- (C 1 -C 8 ) -alkyl, N- [(C 3 -C 8 ) -cycloalkylcarbonyl] -heterocyclyl- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkyl, (Ci -C 8 ) -haloalkyl, (C 3 -C 8 ) -cycloalkyl, (C 3 -C 8 ) -halocycloalkyl, (C 4 -C 8 ) -cycloalkenyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -cycloalkyl C 8) alkyl, (C 3 -C 8) - cycloalkenyl, (Ci-C 8) alkyl, hydroxy (Ci-C 8) alkyl, (Ci-Cs) alkoxy (Ci-Cs) - alkyl, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, aryloxy (Ci-C8) alkyl, aryl (Ci-C 8) alkoxy (Ci-C 8) -alkyl , heteroaryl (Ci-C 8) alkoxy (Ci-C 8) - alkyl, (C 3 -C 8) cycloalkoxy (Ci-C 8) alkyl, (C 3 -C 8) cycloalkyl (C 1 -C 8 ) -alkoxy- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonyloxy- (C 1 -C 8 ) -alkyl, Arylcarbonyloxy- (C 1 -C 8) -alkyl, heteroarylcarbonyloxy- (C 1 -C 8) -alkyl, (C 3 -C 8) -cycloalkylcarbonyloxy- (C 1 -C 8) -alkyl, arylsulfonyloxy- (C 1 -C 8) -alkyl, (Ci-C 8 ) -alkylsulfonyloxy- (C 1 -C 8 ) -alkyl, hydrothio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) - Haloalkylthio- (Ci-C 8) alkyl, aryl (Ci-Cs) -alkylthio (Ci-C 8) alkyl, (C 3 -C 8) cycloalkylthio (Ci-C 8) alkyl, arylthio (Ci-C 8) alkyl, (Ci-C8) alkylsulfinyl (Ci-C 8) alkyl, (Ci-C 8) - alkylsulfonyl (Ci-C 8) alkyl, (Ci-C 8 ) -Haloalkylsulfinyl- (C 1 -C 8 ) -alkyl,
(Ci-C8)-Haloalkylsulfonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfinyl- (Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylsulfinyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonyl-(Ci-C8)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C8)-Alkyl]heterocyclyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-Cs)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C8)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C8)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C8)-Alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryl- (Ci-C8)-alkoxycarbonyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl, (Ci-Cs)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, Bis- (Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkylaminocarbonyl-(Ci-C8)-alkyl, Heteroarylaminocarbonyl-(Ci-C8)- alkyl, Cyano-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-Cs)- Haloalkylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-Cs)- Alkylamino-(Ci-C8)-alkyl, (C2-C8)-Alkenylamino-(Ci-C8)-alkyl, (C 1 -C 8 ) -haloalkylsulfonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkylsulfonyl- Ci-C 8) alkyl, (C 3 -C 8) - Cycloalkylsulfinyl- (Ci-C 8) alkyl, (C3-C8) -Cycloalkylsulfonyl- (Ci-C 8) alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 8 ) -alkyl] heterocyclyl, N - [(C 1 -C 8 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (C 1 -C 8 ) -alkoxycarbonyl] -heterocyclyl, N- (arylcarbonyl) -heterocyclyl, N - [(C 1 -C 8) -alkylcarbonyl] heterocyclyl, N - [(C 1 -C 8) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) - Cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, heteroaryl- (C 1 -C 8) -alkoxycarbonyl, (C 1 -C 8) -alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 8) -alkylaminocarbonyl, (C3-C8) -cycloalkylaminocarbonyl, aryl- (Ci-C8) -alkylaminocarbonyl, heteroarylaminocarbonyl, cyano- (Ci-C8) -alkylaminocarbonyl, (Ci-Cs) - haloalkylaminocarbonyl, (C2-C8) -alkynyl- (Ci-C8 ) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 8) -alkyl, (C 1 -C 8) -alkoxy ycarbonyl- (Ci-C8) alkyl, (C3-C8) -Cycloalkoxycarbonyl- (Ci-C 8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkoxycarbonyl (Ci-C8 ) -alkyl, aryl- (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkyl, heteroaryl- (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkyl, (C 1 -C 8) -alkylaminocarbonyl- (Ci C8) alkyl, aminocarbonyl (Ci-C8) alkyl, bis (Ci-C8) alkylaminocarbonyl (Ci-C8) alkyl, (C 3 -C 8) - cycloalkylaminocarbonyl (Ci-C8 ) -alkyl, aryl- (C 1 -C 5) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, heteroarylaminocarbonyl- (C 1 -C 8) -alkyl, cyano- (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkyl, (Ci-Cs) - Haloalkylaminocarbonyl- (Ci-C 8) alkyl, (C2-C8) alkynyl (Ci-C8) - alkylaminocarbonyl (Ci-C8) alkyl, amino (Ci-C8) -alkyl, (Ci-Cs) - Alkylamino- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenylamino- (C 1 -C 8 ) -alkyl,
Arylamino-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, Bis- (C3-C8)-cycloalkylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylamino-(Ci-C8)- alkyl, Tris-Aryl-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylamino- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Cycloalkylcarbonylamino- (Ci-C8)-alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, Arylamino (Ci-C 8) alkyl, bis (Ci-C 8) alkylamino (Ci-C8) alkyl, bis (C 3 -C 8) cycloalkylamino- (Ci-C8) - alkyl, aryl (Ci-C 8) alkylamino (Ci-C8) - alkyl, Tris-aryl (Ci-C 8) alkylamino (Ci-C8) alkyl, (C 3 -C 8 ) - cycloalkylamino- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylamino- (Ci -C 8) alkyl, (Ci-C 8) - alkylcarbonylamino (Ci-C 8) alkyl, (Ci-C 8) -Cycloalkylcarbonylamino- (Ci-C 8) alkyl, arylcarbonylamino (Ci-C 8 ) alkyl,
Heteroarylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonylamino- (Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonylamino-(Ci-C8)-alkyl, Aryl- (Ci-C8)-alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(C-i-Cs)- alkoxycarbonyl[N-(Ci-C8)-alkyl]amino-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cs)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonylamino- (Ci-C8)-alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Arylsulfonylamino- (Ci-C8)-alkyl, Heteroarylsulfonylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylsulfonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonylamino- (Ci-C8)-alkyl, Aminoiminoamino-(Ci-C8)-alkyl, Heteroarylcarbonylamino (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylamino (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- ( C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl [N- (C 1 -C 8 ) -alkyl] -amino- (C 1 -C 8 ) -alkyl, heteroaryl - (Ci-Cs) - alkoxycarbonylamino (Ci-C 8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkoxycarbonylamino (Ci-C 8) alkyl, (C3-C 8 ) -Cycloalkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aminocarbonylamino- (C 1 -C 8 ) -alkyl, arylsulfonylamino- (C 1 -C 8 ) -alkyl, heteroarylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkyl 8 ) -alkylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkylsulfonylamino- (C 1 -C 8 ) -alkyl, amino-imino-amino- (C 1 -C 8 ) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminoiminoamino-(Ci-C8)-alkyl steht, für Wasserstoff, Halogen, (Ci-Cs)-Alkyl, (Ci-Cs)-Alkoxy, (Ci-C8)- Alkoxycarbonyloxy, (C2-C8)-Alkenyl, (C2-C8)-Haloalkenyl, (C2-C8)- Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl- (Ci-Cs)-alkyl, Bisaryl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxyaryl-(Ci-C8)- alkyl, Aryloxyaryl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxyaryl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkyl, Heterocyclyl-(Ci-C8)-alkyl, N-(Ci-C8)- Alkylheterocyclyl-(Ci-C8)-alkyl, N-[(Ci-C8)-Alkoxycarbonyl]heterocyclyl- (Ci-Cs)-alkyl, N-(Aryl-(Ci-C8)-alkoxycarbonyl)heterocyclyl-(Ci-C8)-alkyl, N-(Arylcarbonyl)heterocyclyl-(Ci-C8)-alkyl, N-[(Ci-C8)-Arylsulfonylaminoiminoamino- (Ci-C 8 ) alkyl, (Ci-C 8 ) - Alkylaminoiminoamino- (Ci-C 8 ) alkyl, represents hydrogen, halogen, (Ci-Cs) alkyl, (Ci-Cs) alkoxy , (Ci-C 8) - alkoxycarbonyloxy, (C 2 -C 8) alkenyl, (C 2 -C 8) -haloalkenyl, (C 2 -C 8) - alkenyl, (Ci-C 8) alkyl, ( C 2 -C 8) -alkynyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, aryl (Ci-Cs) alkyl, bisaryl (Ci-C 8) alkyl, aryl - (Ci-C 8) -alkoxyaryl- (Ci-C 8) - alkyl, Aryloxyaryl- (Ci-C 8) alkyl, (Ci-C 8) -Alkoxyaryl- (Ci-C 8) alkyl, heteroaryl (C 1 -C 8 ) -alkyl, heterocyclyl- (C 1 -C 8 ) -alkyl, N- (C 1 -C 8 ) -alkylheterocyclyl- (C 1 -C 8 ) -alkyl, N - [(C 1 -C 8 ) - alkoxycarbonyl] heterocyclyl (Ci-Cs) alkyl, N- (aryl (Ci-C8) alkoxycarbonyl) heterocyclyl- (Ci-C 8) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-C 8) -alkyl, N - [(Ci-C 8 ) -
Alkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, N-[(C3-C8)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-Ce)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)-Halocycloalkyl, (C4-C8)- Cycloalkenyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkenyl- (Ci-Cs)-alkyl, Hydroxy-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, Alkylcarbonyl] heterocyclyl- (Ci-C 8) -alkyl, N - [(C 3 -C 8) - cycloalkyl carbonyl] heterocyclyl (Ci-C8) alkyl, cyano (Ci-C 8) alkyl, (Ci-Ce) -haloalkyl, (C 3 -C 8) -cycloalkyl, (C 3 -C 8) halocycloalkyl, (C 4 -C 8) - cycloalkenyl, (C 3 -C 8) -cycloalkyl- (Ci- C 8) alkyl, (C 3 -C 8) cycloalkenyl (Ci-Cs) alkyl, hydroxy (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl,
(Ci-C8)-Haloalkoxy-(Ci-C8)-alkyl, Aryloxy-(Ci-C8)-alkyl, Aryl-(Ci-C8)- alkoxy-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkoxy-(Ci-C8)-alkyl, (C3-C8)- Cycloalkoxy-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxy-(Ci-C8)- alkyl, (Ci-C8)-Alkylcarbonyloxy-(Ci-C8)-alkyl, Arylcarbonyloxy-(Ci-C8)- alkyl, Heteroarylcarbonyloxy-(Ci-C8)-alkyl, -(C3-C8)- Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C8)-alkyl, (Ci-C8)-Alkylsulfonyloxy-(Ci-C8)-alkyl, Hydrothio-(Ci-C8)-alkyl, (Ci-C8)- Alkylthio-(Ci-C8)-alkyl, (Ci-C8)-Haloalkylthio-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkylthio-(Ci-C8)-alkyl, -(C3-C8)-Cycloalkylthio-(Ci-C8)-alkyl, Arylthio- (Ci-Cs)-alkyl, (Ci-C8)-Alkylsulfinyl-(Ci-C8)-alkyl, (Ci-Cs)-Alkylsulfonyl- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkylsulfinyl-(Ci-C8)-alkyl, (Ci-C8)- Haloalkylsulfonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylsulfonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfinyl- (Ci-Cs)-alkyl, (C3-C8)-Cycloalkylsulfonyl-(Ci-C8)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C8)-Alkyl]heterocyclyl, N-[(Ci-C8)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C8)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C8)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C8)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-Cs)-Alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryl- (Ci-C8)-alkoxycarbonyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl, (Ci-C8)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-C8)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, Bis- (Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(C-i-Cs)- alkylaminocarbonyl-(Ci-C8)-alkyl, Heteroarylaminocarbonyl-(Ci-C8)- alkyl, Cyano-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Haloalkylaminocarbonyl-(Ci-C8)-alkyl, -(C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-C8)- Alkylamino-(Ci-C8)-alkyl, (C2-C8)-Alkenylamino-(Ci-C8)-alkyl, (Ci-C8) haloalkoxy (Ci-C 8) alkyl, aryloxy (Ci-C8) alkyl, aryl (Ci-C8) - alkoxy- (Ci-C 8) alkyl, heteroaryl - (Ci-C 8 ) -alkoxy- (Ci-C 8 ) -alkyl, (C 3 -C 8 ) - cycloalkoxy- (Ci-C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (Ci -C 8) alkoxy (Ci-C 8) - alkyl, (Ci-C8) alkylcarbonyloxy (Ci-C8) alkyl, arylcarbonyloxy (Ci-C 8) - alkyl, Heteroarylcarbonyloxy- (Ci- C 8) alkyl, - (C 3 -C 8) - Cycloalkylcarbonyloxy- (Ci-C 8) alkyl, arylsulfonyloxy (Ci-C 8) alkyl, (Ci-C 8) alkylsulfonyloxy (Ci-C 8) -alkyl, Hydrothio- (Ci-C 8) alkyl, (Ci-C 8) - alkylthio (Ci-C8) alkyl, (Ci-C 8) -Haloalkylthio- (Ci-C8) - alkyl, aryl (Ci-Cs) - alkylthio- (Ci-C 8) -alkyl, - (C 3 -C 8) cycloalkylthio (Ci-C 8) alkyl, arylthio (Ci-Cs) alkyl , (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 5 ) -alkylsulfonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylsulfinyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylsulfonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkylsulfinyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) - alkylsulfonyl (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkylsulf ynyl (Ci-Cs) alkyl, (C 3 -C 8) -Cycloalkylsulfonyl- (Ci-C 8) alkyl, aryl, heteroaryl, heterocyclyl, N - [(Ci-C 8) -alkyl] heterocyclyl, N - [(C 1 -C 8 ) -alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 8 ) -alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 8 ) -alkylcarbonyl] -heterocyclyl, N - [(Ci-C 8) cycloalkyl-carbonyl] heterocyclyl, hydroxycarbonyl, (Ci-Cs) -alkoxycarbonyl, (C 3 -C 8) - cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (Ci-C 8) alkoxycarbonyl, aryl (Ci-C8) alkoxycarbonyl, heteroaryl- (Ci-C8) alkoxycarbonyl, (Ci-C8) - alkylaminocarbonyl, aminocarbonyl, bis (Ci-C 8) alkylaminocarbonyl, (C 3 -C 8) cycloalkylaminocarbonyl, aryl (Ci-C 8) alkylaminocarbonyl, heteroarylaminocarbonyl, cyano (Ci-C 8) alkylaminocarbonyl, (Ci-C 8) - Haloalkylaminocarbonyl, (C2-C8) alkynyl ( Ci-C 8) alkylaminocarbonyl, hydroxycarbonyl (Ci-C 8) alkyl, (Ci-C8) alkoxycarbonyl (Ci-C 8) alkyl, (C 3 -C 8) -Cycloalkoxycarbonyl- (Ci- C 8) alkyl, (C 3 -C 8) -cycloalkyl- (Ci-C8) - alkoxycarb onyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl , (Ci-C 8 ) - Alkylaminocarbonyl (Ci-C8) alkyl, aminocarbonyl (Ci-C8) alkyl, bis (Ci-C8) alkylaminocarbonyl (Ci-C8) alkyl, (C 3 -C 8) - cycloalkylaminocarbonyl (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 5) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 4) -alkyl C8) alkyl, (Ci-C 8) - Haloalkylaminocarbonyl- (Ci-C 8) alkyl, - (C2-C8) alkynyl (Ci-C8) - alkylaminocarbonyl (Ci-C8) alkyl , amino (Ci-C 8) alkyl, (Ci-C8) - alkylamino (Ci-C8) alkyl, (C2-C8) -Alkenylamino- (Ci-C 8) alkyl,
Arylamino-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, Bis- (C3-C8)-cycloalkylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkylamino-(Ci-C8)- alkyl, Tris-Aryl-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylamino- (Ci-Cs)-alkyl, (Ci-C8)-Haloalkylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Cycloalkylcarbonylamino- (Ci-C8)-alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, Arylamino (Ci-C 8) alkyl, bis (Ci-C 8) alkylamino (Ci-C8) alkyl, bis (C 3 -C 8) cycloalkylamino- (Ci-C8) - alkyl, aryl (Ci-C 8) alkylamino (Ci-C8) - alkyl, Tris-aryl (Ci-C 8) alkylamino (Ci-C8) alkyl, (C 3 -C 8 ) - cycloalkylamino- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylamino- (Ci -C 8) alkyl, (Ci-C 8) - alkylcarbonylamino (Ci-C 8) alkyl, (Ci-C 8) -Cycloalkylcarbonylamino- (Ci-C 8) alkyl, arylcarbonylamino (Ci-C 8 ) alkyl,
Heteroarylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxycarbonylamino- (Ci-C8)-alkyl, (C2-C8)-Alkenyloxycarbonylamino-(Ci-C8)-alkyl, Aryl- (Ci-C8)-alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkoxycarbonyl[N-(Ci-C8)-alkyl]amino-(Ci-C8)-alkyl, Heteroaryl-(Ci-Cs)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)- alkoxycarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonylamino- (Ci-C8)-alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Arylsulfonylamino- (Ci-C8)-alkyl, Heteroarylsulfonylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylsulfonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylsulfonylamino- (Ci-C8)-alkyl, Aminoiminoamino-(Ci-C8)-alkyl, Heteroarylcarbonylamino (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylamino (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- ( C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonyl [N- (C 1 -C 8 ) -alkyl] -amino- (C 1 -C 8 ) -alkyl, heteroaryl - (Ci-Cs) - alkoxycarbonylamino (Ci-C 8) alkyl, (C3-C8) -cycloalkyl- (Ci-C8) - alkoxycarbonylamino (Ci-C 8) alkyl, (C3-C 8 ) -Cycloalkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aminocarbonylamino- (C 1 -C 8 ) -alkyl, arylsulfonylamino- (C 1 -C 8 ) -alkyl, heteroarylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkyl 8 ) -alkylsulfonylamino- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkylsulfonylamino- (C 1 -C 8 ) -alkyl, amino-imino-amino- (C 1 -C 8 ) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminoiminoamino-(Ci-C8)-alkyl steht, 8 unabhängig voneinander für H, (Ci-Cs)-Alkyl, (C2-C8)-Alkenyl- (Ci-Cs)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkyl, (C3-C8)-Arylsulfonylaminoiminoamino- (Ci-C 8) alkyl, (Ci-C 8) - Alkylaminoiminoamino- (Ci-C 8) -alkyl, 8 independently of one another H, (Ci-Cs) alkyl, (C2-C8) alkenyl (Ci-Cs) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, aryl (Ci-C8) alkyl, (C 3 -C 8) -
Cycloalkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkyl, Heterocyclyl, Heterocyclyl- (Ci-Cs)-alkyl, Amino-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-Ce)-Alkylthio-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (Ci-C8)-Alkylamino- (Ci-Ce)-alkyl, Bis-(Ci-C8)-alkylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkylcarbonylamino-(Ci-C8)-alkyl, (C3-C8)-Cycloalkylcarbonylamino- (Ci-Cs)-alkyl, Arylcarbonylamino-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonylamino-(Ci-C8)-alkyl, Aryl-(Ci-C8)-alkoxycarbonylamino- (Ci-Cs)-alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonylamino-(Ci-C8)- alkyl, Aminocarbonylamino-(Ci-C8)-alkyl, Aminoiminoamino-(Ci-C8)- alkyl, Arylsulfonylaminoiminoamino-(Ci-C8)-alkyl, (Ci-Cs)- Alkylaminoiminoamino-(Ci-C8)-alkyl stehen, für H, (Ci-C8)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, Cycloalkyl, (C 3 -C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 8 ) -alkyl, amino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) - alkoxy (Ci-C 8) alkyl, (C 1 -C 6) -alkylthio (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkyl, (C 1 -C 8 ) -alkylamino- (C 1 -C 6) -alkyl, bis (C 1 -C 8 ) -alkylamino- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylcarbonylamino- (C 1 -C 8 ) -alkyl, (C 3 -C 8 ) -cycloalkylcarbonylamino- (C 1 -C 8 ) -alkyl, arylcarbonylamino (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, (C 3 - C 8 ) -cycloalkyl- (C 1 -C 8 ) -alkoxycarbonylamino- (C 1 -C 8 ) -alkyl, aminocarbonylamino- (C 1 -C 8 ) -alkyl, amino-imino-amino- (C 1 -C 8 ) -alkyl, arylsulfonylaminoimino-amino- (C 1 -C 8 ) - alkyl, (C 1 -C 8 ) -alkylaminoiminoamino (C 1 -C 8 ) -alkyl, for H, (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyl- (C 1 -C 8 ) -alkyl, ( C 2 -C 8 ) alkynyl,
(Ci-C8)-Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-Cs)- alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkoxycarbonyl, (Ci-C8)-Alkylsulfonyl, (C3-C8)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)-Alkylaminothiocarbonyl, (C 1 -C 8) -alkylcarbonyl, (C 3 -C 8) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 8) -alkoxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) ) -cycloalkyl- (Ci-C8) alkoxycarbonyl, (Ci-C8) alkylsulfonyl, (C 3 -C 8) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C8) -Alkoxycarbonylcarbonyl, aryl (Ci-C8) - alkoxycarbonylcarbonyl, (C 1 -C 8) -alkylaminothiocarbonyl,
(Ci-C8)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)- Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl steht, (Ci-C 8) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-C8) -haloalkyl , (C 3 -C 8) -cycloalkyl, (C 3 -C 8) - cycloalkyl, (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) alkyl, (C -C 8) - haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C8) alkyl , Aminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 5) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, bis (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht für (C2-C8)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)-Alkinyl, (Ci-C8)- Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, in the case of the group Q-21 exclusively for H or methyl is (C 2 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) Alkynyl, (C 1 -C 8 ) -alkylcarbonyl, (C 3 -C 8 ) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-Cs)- alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-Heteroarylcarbonyl, (C 1 -C 8) -alkoxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl-
(Ci-C8)-alkoxycarbonyl, (Ci-C8)-Alkylsulfonyl, (C3-C8)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)-Alkylaminothiocarbonyl, (Ci-Ce)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)- Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(C-i-C8)-alkyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl steht, (Ci-C8) alkoxycarbonyl, (Ci-C8) alkylsulfonyl, (C 3 -C 8) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C8) -Alkoxycarbonylcarbonyl, aryl (C 1 -C 8 ) alkoxycarbonylcarbonyl, (C 1 -C 8 ) -alkylaminothiocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 8 ) -alkyl, hetaroaryl- (C 1 -C 8 ) -alkyl, cyano- (Ci -C 8) alkyl, (Ci-C8) -haloalkyl, (C 3 -C 8) -cycloalkyl, (C 3 -C 8) - cycloalkyl, (Ci-C 8) alkyl, (Ci-C 8 ) alkoxy (Ci-C 8) alkyl, (Ci-C 8) - haloalkoxy (Ci-C 8) alkyl, (C 2 -C 8) alkynyl (Ci-C 8) alkyl, ( C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, bis (C 1 -C 8 ) -alkyl alkylaminocarbonyl- (C 1 -C 8 ) -alkyl,
R43 für H oder Methyl steht, R 43 is H or methyl,
R44 für Wasserstoff, (Ci-C8)-Alkyl, (C2-C8)-Alkenyl-(Ci-C8)-alkyl, (C2-C8)- Alkinyl, (Ci-C8)-Alkylcarbonyl, (C3-C8)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C8)-Alkoxycarbonyl, Aryl-(Ci-Cs)- alkoxycarbonyl, (C3-C8)-Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkoxycarbonyl, (Ci-C8)-Alkylsulfonyl, (C3-C8)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C8)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C8)-alkoxycarbonylcarbonyl, (Ci-C8)-Alkylaminothiocarbonyl, (Ci-C8)-Alkylaminocarbonyl, Aryl-(Ci-C8)-alkyl, Hetaroaryl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkyl, (Ci-C8)-Haloalkyl, (C3-C8)-Cycloalkyl, (C3-C8)- Cycloalkyl-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy-(Ci-C8)-alkyl, (Ci-C8)- Haloalkoxy-(Ci-C8)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, (Ci-Cs)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Bis-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl steht, R 44 is hydrogen, (Ci-C 8) -alkyl, (C2-C8) alkenyl (Ci-C 8) alkyl, (C 2 -C 8) - alkynyl, (Ci-C8) alkylcarbonyl, (C 3 -C 8) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 8) -alkoxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- C 8) -alkoxycarbonyl, (Ci-C8) alkylsulfonyl, (C 3 -C 8) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C8) -Alkoxycarbonylcarbonyl, aryl (Ci-C8) -alkoxycarbonylcarbonyl, (Ci-C8) -Alkylaminothiocarbonyl, (Ci-C 8) alkylaminocarbonyl, aryl (Ci-C 8) alkyl, Hetaroaryl- (Ci-C 8) alkyl, cyano (Ci-C 8) alkyl, (Ci-C 8 ) -haloalkyl, (C 3 -C 8) -cycloalkyl, (C 3 -C 8) - cycloalkyl, (Ci-C 8) alkyl, (Ci-C 8) alkoxy (Ci-C 8) -alkyl , (Ci-C 8) - haloalkoxy (Ci-C 8) alkyl, (C2-C8) alkynyl (Ci-C 8) alkyl, (Ci-C8) - alkoxycarbonyl, (Ci-C8 ) -alkyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 5) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, bis (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl,
R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R 51 and R 71 independently of one another represent hydrogen and methyl,
R53 für Methyl steht, R 53 is methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, für H, Methyl steht R 61 and R 81 independently of one another represent hydrogen and methyl, is H, methyl
R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, für Hydroxycarbonyl, (Ci-C8)-Alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, Aminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkyl[(Ci-C8)-Alkoxy]aminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroaryl-(Ci-C8)- alkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, (Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C8)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C8)- alkylaminocarbonyl, (Ci-C8)-Alkylaminocarbonyl-(Ci-C8)- alkylaminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)- alkylaminocarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylaminocarbonyl steht, für O, 1 , 2, 3, 4, 5 steht, für 1 , 2, 3, 4 steht, für Cyano, Cyano-(Ci-C8)-alkyl, Hydroxy-(Ci-C8)-alkyl, (Ci-C8)-Alkoxy- (Ci-C8)-alkyl, Hydroxycarbonyl, (Ci-C8)-Alkoxycarbonyl, (C3-C8)- Cycloalkoxycarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C8)-alkoxycarbonyl, Aminocarbonyl, (Ci-Cs)- Alkylaminocarbonyl, Bis-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Alkyl[(Ci-C8)-Alkoxy]aminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl, Aryl-(Ci-C8)-alkylaminocarbonyl, Heteroaryl-(Ci-C8)- alkylaminocarbonyl, Cyano-(Ci-C8)-alkylaminocarbonyl, (Ci-Cs)- Haloalkylaminocarbonyl, (C2-C8)-Alkinyl-(Ci-C8)-alkylaminocarbonyl, (Ci-C8)-Alkoxycarbonylaminocarbonyl, Aryl-(Ci-Cs)- alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C8)-alkyl, (Ci-Cs)- Alkoxycarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkoxycarbonyl-(Ci-C8)- alkyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkoxycarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkylaminocarbonyl-(Ci-C8)-alkyl, Aminocarbonyl-(Ci-C8)-alkyl, Bis- (Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)- Cycloalkylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkylaminocarbonyl-(Ci-C8)-alkyl, Heteroaryl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Cyano-(Ci-C8)-alkylaminocarbonyl- (Ci-C8)-alkyl, (Ci-C8)-Haloalkylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)- Alkinyl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C3-C8)-Cycloalkyl- (Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (Ci-C8)- Alkoxycarbonylaminocarbonyl-(Ci-C8)-alkyl, Aryl-(Ci-Cs)- alkoxycarbonylaminocarbonyl-(Ci-C8)-alkyl, R 64 , R 74 , R 84 are independently of one another hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl, for hydroxycarbonyl, (C 1 -C 8) -alkoxycarbonyl, (C3 -C8) - cycloalkoxycarbonyl, (C3-C8) -cycloalkyl- (Ci-C8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (Ci-C8) -alkoxycarbonyl, aminocarbonyl, (Ci-Cs) - alkylaminocarbonyl, bis (Ci-C8 ) -alkylaminocarbonyl, (C 1 -C 8) -alkyl [(C 1 -C 8) -alkoxy] -aminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, aryl- (C 1 -C 8) -alkylaminocarbonyl, heteroaryl- (C 1 -C 8) -alkylaminocarbonyl, Cyano- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -haloalkylaminocarbonyl, (C 2 -C 8) -alkynyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, Hydroxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl- (C 1 -C 8) - alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl, stands for O, 1, 2, 3, 4, 5 t, is 1, 2, 3, 4, cyano, cyano (Ci-C 8 ) alkyl, hydroxy (Ci-C 8 ) alkyl, (Ci-C 8 ) alkoxy (Ci-C8 ) -alkyl, hydroxycarbonyl, (C 1 -C 8) -alkoxycarbonyl, (C 3 -C 8) -cycloalkoxycarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 8) -alkoxycarbonyl, Aminocarbonyl, (Ci-Cs) - alkylaminocarbonyl, bis (Ci-C8) -alkylaminocarbonyl, (Ci-Cs) - alkyl [(Ci-C8) -alkoxy] aminocarbonyl, (C3-C8) -cycloalkylaminocarbonyl, aryl- (Ci -C8) -alkylaminocarbonyl, heteroaryl- (Ci-C8) - alkylaminocarbonyl, cyano- (Ci-C8) -alkylaminocarbonyl, (Ci-Cs) - haloalkylaminocarbonyl, (C2-C8) -alkynyl- (Ci-C8) -alkylaminocarbonyl, (Ci-C8) -alkoxycarbonylaminocarbonyl, aryl- (Ci-Cs ) - alkoxycarbonylaminocarbonyl, hydroxycarbonyl- (Ci-C8) -alkyl, (Ci-Cs) - alkoxycarbonyl- (Ci-C8) -alkyl, (C3-C8) -cycloalkoxycarbonyl- (Ci-C8) - alkyl, (C3-C8 ) -Cycloalkyl- (C 1 -C 8 ) -alkoxycarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, aminocarbonyl- (C 1 -C 8 ) -alkyl, bis- (Ci-C8) alkylaminocarbonyl (Ci-C8) alkyl, (C 3 -C 8) - cycloalkylaminocarbonyl (Ci-C8) alkyl, aryl (Ci-Cs) - alkylaminocarbonyl (Ci-C8 ) -alkyl, heteroaryl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, cyano- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -haloalkylaminocarbonyl- (Ci-C 8) alkyl, (C 2 -C 8) - alkynyl, (Ci-C8) alkylaminocarbonyl (Ci-C8) alkyl, (C 3 -C 8) -cycloalkyl- (Ci-C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 1 -C 8 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 8 ) -alkyl, aryl- (C 1 -C 8 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 8 -alkyl) 8) -alkyl,
(Ci-C8)-Alkoxycarbonyl-(Ci-C8)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C8)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C8)- alkylaminocarbonyl, (Ci-C8)-Alkylaminocarbonyl-(C-i-C8)- alkylaminocarbonyl, (C3-C8)-Cycloalkylaminocarbonyl-(Ci-C8)- alkylaminocarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylaminocarbonyl, (C3-C8)-Cycloalkyl-(Ci-C8)-alkylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)- Alkenyloxycarbonyl, (C2-C8)-Alkenyloxycarbonyl-(Ci-C8)-alkyl, (C2-C8)- Alkenylaminocarbonyl, (C2-C8)-Alkenyl-(Ci-C8)-alkylaminocarbonyl, (C2-C8)-Alkenylaminocarbonyl-(Ci-C8)-alkyl, (C2-C8)-Alkenyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl steht. (C 1 -C 8) -alkoxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 8) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8) - alkylaminocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl, (C 3 -C 8) -cycloalkyl- (C 1 -C 8) -alkylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyloxycarbonyl, (C 2 -C 8 ) -alkenyloxycarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenylaminocarbonyl, (C 2 -C 8 ) -alkenyl - (C 1 -C 8 ) -alkylaminocarbonyl, (C 2 -C 8 ) -alkenylaminocarbonyl- (C 1 -C 8 ) -alkyl, (C 2 -C 8 ) -alkenyl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) - alkyl.
Verwendung von Verbindungen der allgemeinen Formel (I) oder deren Salze gemäß Anspruch 1 , wobei Use of compounds of general formula (I) or salts thereof according to claim 1, wherein
Q für die Gruppierungen Q for the groupings
Q-1 Q-20 Q-21  Q-1 Q-20 Q-21
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8 , und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; A1 , A2, A3 gleich oder verschieden sind und unabhängig voneinander für NQ-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom the S0 2 group stands; A 1 , A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C-W jeweils gleiche oder verschiedene Bedeutungen gemäß der nachstehenden Definition hat, (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C-W each have the same or different meanings as defined below,
W jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, W is in each case hydrogen, nitro, amino, cyano, thiocyanato,
Isothiocyanato, Halogen, (Ci-Ce)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C6)- Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy, Heteroaryl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)- Halocycloalkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Haloalkoxy, Aryloxy, Isothiocyanato, halogen, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -alkynyl, aryl, aryl- (Ci-C 6) alkyl, aryl (Ci-C 6) alkoxy, heteroaryl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6 ) -halocycloalkyl, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -haloalkoxy, aryloxy,
Heteroaryloxy, (C3-C6)-Cycloalkyloxy, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxy, (Ci-C6)-Alkoxycarbonyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C6)-Alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C2-C6)- Alkenylaminocarbonyl, (C2-C6)-Alkinylaminocarbonyl, (C1-C6)- Heteroaryloxy, (C 3 -C 6) -cycloalkyloxy, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxy, (C 1 -C 6) -alkoxycarbonyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, Hydroxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 2 -C 6) -alkenylaminocarbonyl, (C 2 -C 6) -alkynylaminocarbonyl, (C 1 -C 6 ) -
Alkylamino, (Ci-C6)-Alkylthio, (Ci-C6)-Haloalkylthio, Bis-(Ci-Ce)- alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C6)-Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (C1-C6)- Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino, (C1-C6)- Alkylaminocarbonylamino, Bis-[(Ci-C6)-Alkyl]-aminocarbonyl-amino, (Ci-C6)-Alkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Alkylamino, (C 1 -C 6 ) -alkylthio, (C 1 -C 6 ) -haloalkylthio, bis (C 1 -C 6 ) -alkylamino, (C 3 -C 6 ) -cycloalkylamino, (C 1 -C 6 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (C 1 -C 6) -alkoxycarbonylamino, (C 1 -C 6) -alkylaminocarbonylamino, bis - [(C 1 -C 6) -alkyl] -aminocarbonyl-amino, (C 1 -C 6) -alkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino,
Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl-(Ci-Ce)- haloalkylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, Arylsulfonylamino, hetarylsulfonylamino, sulfonyl- (C 1 -C 6) -haloalkylamino, amino- (C 1 -C 6) -alkylsulfonyl, amino- (C 1 -C 6) -haloalkylsulfonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, Arylsulfonyl, (C 1 -C 6 ) -alkylsulfinyl, (C 3 -C 6 ) -cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 6 ) -alkylsulfonimidoyl, S- (C 1 -C 6 ) -alkylsulfonimidoyl,
(Ci-C6)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Aryl-(Ci-C6)-alkylcarbonylamino, (C3-C6)-Cycloalkyl-(Ci-C6)- alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C6)-Alkoxy-(Ci-C6)- alkylcarbonylamino, Hydroxy-(Ci-C6)-alkylcarbonylamino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C6)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Haloalkoxy, (Ci-C6)-Alkylthio, (Ci-C6)- Haloalkylthio, (Ci-C6)-Alkoxycarbonyl, Hydroxycarbonyl, (C 1 -C 6) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, aryl- (C 1 -C 6) -alkylcarbonylamino, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylcarbonylamino, Heteroarylcarbonylamino, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkylcarbonylamino, hydroxy- (C 1 -C 6 ) -alkylcarbonylamino, for H, nitro, amino, cyano, halogen, (C 1 -C 6 ) -alkyl, ( C 3 -C 6) -cycloalkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) alkynyl, aryl, aryl (Ci-C 6) alkyl, heteroaryl, (Ci-C 6) alkoxy (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 6) alkoxy, (Ci-C 6) -haloalkoxy, ( C 1 -C 6 ) -alkylthio, (C 1 -C 6 ) -haloalkylthio, (C 1 -C 6 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C6)-Alkylaminocarbonyl, (Ci-C6)-Alkylamino, Bis- (Ci-C6)-alkylamino, (C3-C6)-Cycloalkylamino, (C1-C6)- Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (Ci-C6)-Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino, Aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkylamino, bis (C 1 -C 6) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 6) -alkylcarbonylamino, (C 3 -C 6) - Cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (C 1 -C 6) -alkoxycarbonylamino,
[(Ci-C6)-Alkyl-]aminocarbonyl-amino, Sulfonylamino, (C1-C6)- Alkylsulfonylamino, (Ci-C6)-Haloalkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, [(C 1 -C 6) -alkyl] aminocarbonylamino, sulfonylamino, (C 1 -C 6) -alkylsulfonylamino, (C 1 -C 6) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 6) -alkylsulfonyl, Amino- (C 1 -C 6) -haloalkylsulfonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6) -alkylsulfinyl, (C 3 -C 6) -cycloalkylsulfinyl, arylsulfinyl, N, S- Di- (C 1 -C 6 ) -alkylsulfonimidoyl, S- (C 1 -C 6 ) -alkylsulfonimidoyl,
(Ci-C6)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Amino-(Ci-C6)-alkyl, Amino-(C2-C6)-alkenyl, (C2-C6)-Alkenylamino, (C2- C6)-Alkenylimino steht, (C 1 -C 6) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, Amino (C 1 -C 6) -alkyl, amino (C 2 -C 6) -alkenyl, (C 2 -C 6) -alkenylamino, (C 2 -C 6) -alkenylimino,
R2 für H, Nitro, Amino, Cyano, Halogen, (Ci-Ce)-Alkyl, (C3-C6)-Cycloalkyl, R 2 is H, nitro, amino, cyano, halogen, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl,
(C2-C6)-Alkenyl, (C2-C6)-Alkinyl, Aryl, Aryl-(Ci-C6)-alkyl, Heteroaryl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Haloalkoxy, (Ci-C6)-Alkylthio, (Ci-C6)- Haloalkylthio, (Ci-C6)-Alkoxycarbonyl, Hydroxycarbonyl, (C 2 -C 6) alkenyl, (C 2 -C 6) alkynyl, aryl, aryl (Ci-C 6) alkyl, heteroaryl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) halocycloalkyl, (Ci-C 6) alkoxy, (Ci-C 6) -haloalkoxy, (Ci-C 6) alkylthio, ( C 1 -C 6 ) - haloalkylthio, (C 1 -C 6 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C6)-Alkylaminocarbonyl, (Ci-C6)-Alkylamino, Bis- (Ci-C6)-alkylamino, (C3-C6)-Cycloalkylamino, (C1-C6)- Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (Ci-C6)-Haloalkylcarbonylamino, (Ci-C6)-Alkoxycarbonylamino,  Aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkylamino, bis (C 1 -C 6) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 6) -alkylcarbonylamino, (C 3 -C 6) - Cycloalkylcarbonylamino, formylamino, (C 1 -C 6) -haloalkylcarbonylamino, (C 1 -C 6) -alkoxycarbonylamino,
[(Ci-C6)-Alkyl-]-aminocarbonyl-amino, Sulfonylamino, (C1-C6)- Alkylsulfonylamino, (Ci-C6)-Haloalkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Amino-(Ci-C6)-alkylsulfonyl, Amino-(Ci-C6)- haloalkylsulfonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C6)-alkylsulfonimidoyl, S-(Ci-C6)-Alkylsulfonimidoyl, [(C 1 -C 6) -alkyl] -aminocarbonylamino, sulfonylamino, (C 1 -C 6) -alkylsulfonylamino, (C 1 -C 6) -haloalkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino, amino- (C 1 -C 6) -alkylsulfonyl , Amino- (C 1 -C 6) -haloalkylsulfonyl, (C 1 -C 6) -alkylsulfonyl, (C 3 -C 6) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6) -alkylsulfinyl, (C 3 -C 6) -cycloalkylsulfinyl, arylsulfinyl, N, S Di- (C 1 -C 6 ) -alkylsulfonimidoyl, S- (C 1 -C 6 ) -alkylsulfonimidoyl,
(Ci-C6)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Amino-(Ci-C6)-alkyl, Amino-(C2-C6)-alkenyl, (C2-C6)-Alkenylamino, (C2- C6)-Alkenylimino steht,  (C 1 -C 6) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 6) -alkyl, amino- (C 2 -C 6) -alkenyl, (C 2 -C 6) - Alkenylamino, (C 2 -C 6) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig R 1 and R 2 with the atoms to which they are attached, a complete
gesättigten, teilgesättigten oder vollständig ungesättigten,  saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome unterbrochenen und  optionally interrupted by heteroatoms and
gegebenenfalls weiter durch W substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q-23 einen  optionally further substituted by W substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 a
entsprechenden Ring bilden müssen. R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7- gliedrigen Ring bilden, must form corresponding ring. R 1 and A 3 , when A 3 is a group CW, with the atoms to which they are attached form a fully saturated, partially saturated or fully unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder X stands for a direct bond or for a grouping (CHR 3 ) n , and where R 3 in the grouping (CHR 3 ) n in each case the same or
verschiedene Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht für H, (Ci-Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci-Ce)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)- Haloalkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)- Haloalkylthio-(Ci-C6)-alkyl steht, für H, (Ci-C6)-Alkyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl, has different meanings as defined below, n is 0, 1 is H, (C 1 -C 6) -alkyl, (C 2 -C 6) -alkenyl- (C 1 -C 6) -alkyl, (C 1 -C 6 ) -haloalkyl , (C 3 -C 6) -cycloalkyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, aryl (Ci-C 6) alkyl, heteroaryl (Ci-C 6) alkyl , (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylthio (C 1 -C 4 -alkyl) 6 ) -alkyl, (Ci-C 6 ) - haloalkylthio (Ci-C 6 ) -alkyl, for H, (Ci-C 6 ) -alkyl, (C 2 -C 6 ) -alkenyl- (Ci-C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl,
(Ci-C6)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-Ce)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C6)-alkoxycarbonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C6)-alkoxycarbonylcarbonyl, (Ci-C6)-Alkylaminothiocarbonyl, (C 1 -C 6) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) ) -cycloalkyl- (Ci-C 6) -alkoxycarbonyl, (Ci-C 6) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C6) -Alkoxycarbonylcarbonyl, aryl (Ci-C6) - alkoxycarbonylcarbonyl, (C 1 -C 6) -alkylaminothiocarbonyl,
(Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)- Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl steht, für Halogen, (C2-C6)-Alkyl, (Ci-C6)-Alkoxy, (Ci-C6)-Alkoxycarbonyloxy, (C2-C6)-Alkenyl, (C2-C6)-Haloalkenyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkyl, Bisaryl- (Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxyaryl-(Ci-C6)-alkyl, Aryloxyaryl-(Ci-C6)- alkyl, (Ci-C6)-Alkoxyaryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C 6 Haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aminocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, for halogen, (C 2 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -alkoxycarbonyloxy, (C 2 -C 6 ) -alkenyl, (C 2 -C 6 ) -haloalkenyl, (C 2 -C 6 ) -alkenoyl, C 6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) -alkynyl, (C2-C6) alkynyl (Ci-C 6) alkyl, aryl (Ci-C 6 ) alkyl, bisaryl (Ci-C 6) alkyl, aryl (Ci-C 6) -alkoxyaryl- (Ci-C 6) alkyl, Aryloxyaryl- (Ci-C 6) - alkyl, (Ci-C 6 ) -alkoxyaryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl,
Heterocyclyl-(Ci-C6)-alkyl, N-(Ci-C6)-Alkylheterocyclyl-(Ci-C6)-alkyl, N- [(Ci-C6)-Alkoxycarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-(Aryl-(Ci-C6)- alkoxycarbonyl)heterocyclyl-(Ci-C6)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C6)-alkyl, N-[(Ci-C6)-Alkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, N- [(C3-C6)-Cycloalkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)- alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkenyl-(Ci-C6)-alkyl, Hydroxy-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy- (Ci-C6)-alkyl, (Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryloxy-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkoxy-(Ci-C6)- alkyl, (C3-C6)-Cycloalkoxy-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylcarbonyloxy-(Ci-C6)-alkyl, Heterocyclyl (Ci-C 6) alkyl, N- (Ci-C 6) -Alkylheterocyclyl- (Ci-C 6) alkyl, N [(Ci-C 6) alkoxycarbonyl] heterocyclyl- (Ci-C 6 ) alkyl, N- (aryl (Ci-C6) - alkoxycarbonyl) heterocyclyl- (Ci-C6) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-C 6) alkyl, N - [(Ci- C 6 ) -alkylcarbonyl] heterocyclyl- (C 1 -C 6 ) -alkyl, N- [(C 3 -C 6 ) -cycloalkylcarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (Ci -C 6) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) halocycloalkyl, (C 4 -C 6) -cycloalkenyl, (C3-C6) cycloalkyl (Ci-C 6 ) alkyl, (C 3 -C 6) - cycloalkenyl, (Ci-C 6) alkyl, hydroxy (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) - alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryloxy- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl , heteroaryl (Ci-C6) alkoxy (Ci-C 6) - alkyl, (C3-C6) cycloalkoxy (Ci-C 6) alkyl, (C3-C6) cycloalkyl (Ci -C6) - alkoxy- (Ci-C 6) alkyl, (Ci-C 6) alkylcarbonyloxy (Ci-C 6) alkyl,
Arylcarbonyloxy-(Ci-C6)-alkyl, Heteroarylcarbonyloxy-(C-i-C6)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(Ci-C6)-alkyl, Arylsulfonyloxy-(Ci-C6)- alkyl, (Ci-C6)-Alkylsulfonyloxy-(Ci-C6)-alkyl, Hydrothio-(Ci-C6)-alkyl, (Ci-C6)-Alkylthio-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, Aryl- (Ci-C6)-alkylthio-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C6)-alkyl, Arylthio-(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkylsulfonyl-(Ci-C8)-alkyl, (Ci-C6)-Haloalkylsulfinyl-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylsulfonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylsulfinyl- (Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylsulfonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylsulfinyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C6)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C6)-Alkyl]heterocyclyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C6)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C6)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C6)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C6)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryl- (Ci-C6)-alkoxycarbonyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl, (C1-C6)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-Ce)-Cycloalkox carbonyl-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxycarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, Bis- (Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkylaminocarbonyl-(Ci-C6)-alkyl, Heteroarylaminocarbonyl-(Ci-C6)- alkyl, Cyano-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (Ci-Ce)- Haloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C8)-Alkinyl-(Ci-C8)- alkylaminocarbonyl-(Ci-C8)-alkyl, Amino-(Ci-C6)-alkyl, (Ci-Ce)- Alkylamino-(Ci-C6)-alkyl, (C2-C6)-Alkenylamino-(Ci-C6)-alkyl, Arylcarbonyloxy- (C 1 -C 6) -alkyl, heteroarylcarbonyloxy- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 6) -alkyl, arylsulfonyloxy- (C 1 -C 6) -alkyl, (Ci-C 6 ) -alkylsulfonyloxy- (C 1 -C 6 ) -alkyl, hydrothio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) - Haloalkylthio (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylthio (C 1 -C 6 ) -alkyl, arylthio - (Ci-C 6) alkyl, (Ci-C 6) alkylsulfinyl (Ci-C 6) alkyl, (Ci-C 6) - alkylsulfonyl (Ci-C 8) alkyl, (Ci-C 6 ) -haloalkylsulfinyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylsulfonyl- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkylsulfinyl- (C 1 -C 6 ) - alkyl, aryl (Ci-C 6) alkylsulfonyl (Ci-C 6) alkyl, (C 3 -C 6) - Cycloalkylsulfinyl- (Ci-C 6) alkyl, (C3-C6) -Cycloalkylsulfonyl- ( C 1 -C 6 ) -alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 6 ) -alkyl] -heterocyclyl, N - [(C 1 -C 6 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl- (ci C6) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(Ci-C6) -alkylcarbonyl] heterocyclyl, N - [(Ci-C6) -C ycloalkylcarbonyl] heterocyclyl, Hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, heteroaryl- (C 1 -C 6 ) -alkoxycarbonyl, (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) -alkylaminocarbonyl, heteroarylaminocarbonyl, cyano- (C 1 -C 6 ) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) ) -alkyl, (C 3 -C 6 ) -cycloalkoxcarbonyl (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aryl- ( C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl (C 1 -C 6) -alkyl, bis (C 1 -C 6) -alkylaminocarbonyl (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 4) alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroarylaminocarbonyl- (C 1 -C 6) -alkyl, cyano- (C 1 -C 6) -alkylamines nocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 8 ) -alkynyl- (C 1 -C 8 ) -alkylaminocarbonyl- (C 1 -C 8 ) alkyl, amino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenylamino- (C 1 -C 6 ) -alkyl,
Arylamino-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylamino-(Ci-C6)-alkyl, Bis- (C3-C6)-cycloalkylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylamino-(Ci-C6)- alkyl, Tris-Aryl-(Ci-Ce)-alkylamino-(Ci-Ce)-alkyl, (C3-C6)- Cycloalkylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkylamino- (Ci-Ce)-alkyl, (Ci-C6)-Haloalkylamino-(Ci-C6)-alkyl, (Ci-C6)- Alkylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Cycloalkylcarbonylamino- (Ci-C6)-alkyl, Arylcarbonylamino-(Ci-C6)-alkyl, Arylamino (C 1 -C 6) alkyl, bis (C 1 -C 6) alkylamino (C 1 -C 6) alkyl, bis (C 3 -C 6) cycloalkylamino (C 1 -C 6) alkyl, aryl (Ci -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, tris-aryl- (C 1 -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylamino- (C 1 -C 6 ) -cycloalkylamino- (C 1 -C 6 ) -alkyl) alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) Alkylcarbonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -cycloalkylcarbonylamino- (C 1 -C 6) -alkyl, arylcarbonylamino- (C 1 -C 6) -alkyl,
Heteroarylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonylamino- (Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonylamino-(Ci-C6)-alkyl, Aryl- (Ci-C6)-alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkoxycarbonyl[N-(Ci-C6)-alkyl]amino-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C6)-alkyl, Aminocarbonylamino-(Ci-C6)-alkyl, Arylsulfonylamino- (Ci-C6)-alkyl, Heteroarylsulfonylamino-(Ci-C6)-alkyl, (C1-C6)- Alkylsulfonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylsulfonylamino- (Ci-C6)-alkyl, Aminoiminoamino-(Ci-C6)-alkyl, Heteroarylcarbonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 2 -C 6 -alkenyloxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -cyclo) alkoxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonyl [N- (C 1 -C 6) -alkyl] amino- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonylamino (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino (C 1 -C 6) -alkyl, aminocarbonylamino- (C 1 -C 6) -alkyl, arylsulfonylamino- (C 1 -C 6) -alkyl, heteroarylsulfonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylsulfonylamino- (C 1 -C 6) -alkyl) ) -alkyl, (C 3 -C 6) -cycloalkylsulfonylamino- (C 1 -C 6) -alkyl, amino-imino-amino- (C 1 -C 6) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (C1-C6)-Arylsulfonylaminoiminoamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -
Alkylaminoiminoamino-(Ci-C6)-alkyl steht, für Wasserstoff, Halogen, (Ci-Ce)-Alkyl, (Ci-C6)-Alkoxy, (Ci-C6)- Alkoxycarbonyloxy, (C2-C6)-Alkenyl, (C2-C6)-Haloalkenyl, (C2-C6)- Alkenyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, Aryl-Alkylaminoiminoamino- (C 1 -C 6 ) -alkyl, represents hydrogen, halogen, (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 ) -alkoxycarbonyloxy, (C 2 -C 6 ) -alkenyl, (C2-C6) haloalkenyl, (C2-C6) - alkenyl, (Ci-C 6) alkyl, (C 2 -C 6) -alkynyl, (C2-C6) alkynyl (Ci-C 6) alkyl, aryl
(Ci-Ce)-alkyl, Bisaryl-(Ci -Ce)-alkyl , Aryl-(Ci-C6)-alkoxyaryl-(Ci-C6)- alkyl, Aryloxyaryl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxyaryl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkyl, Heterocyclyl-(Ci-C6)-alkyl, N-(Ci-C6)- Alkylheterocyclyl-(Ci-C6)-alkyl, N-[(Ci-C6)-Alkoxycarbonyl]heterocyclyl- (Ci-C6)-alkyl, N-(Aryl-(Ci-C6)-alkoxycarbonyl)heterocyclyl-(Ci-C6)-alkyl,(Ci-Ce) alkyl, bisaryl (Ci -Ce) alkyl, aryl (Ci-C 6) -alkoxyaryl- (Ci-C 6) - alkyl, Aryloxyaryl- (Ci-C 6) alkyl, ( C 1 -C 6 -alkoxyaryl- (C 1 -C 6 ) -alkyl, heteroaryl- (C 1 -C 6 ) -alkyl, heterocyclyl- (C 1 -C 6 ) -alkyl, N- (C 1 -C 6 ) -alkylheterocyclyl- (C 1 -C 6 ) -alkyl, N - [(C 1 -C 6 ) -alkoxycarbonyl] -heterocyclyl- (C 1 -C 6 ) -alkyl, N- (aryl- (C 1 -C 6 ) -alkoxycarbonyl) -heterocyclyl- (C 1 -C 4 -alkyl) 6 ) -alkyl,
N-(Arylcarbonyl)heterocyclyl-(Ci-C6)-alkyl, N-[(Ci-C6)- Alkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)- Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkenyl-N- (arylcarbonyl) heterocyclyl- (Ci-C 6) alkyl, N - [(Ci-C 6) - alkylcarbonyl] heterocyclyl- (Ci-C 6) alkyl, N - [(C 3 -C 6) - cycloalkylcarbonyl] heterocyclyl (Ci-C6) alkyl, cyano (Ci-C6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) halocycloalkyl , (C 4 -C 6) - cycloalkenyl, (C3-C6) cycloalkyl (Ci-C 6) alkyl, (C 3 -C 6) cycloalkenyl
(Ci-C6)-alkyl, Hydroxy-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (C 1 -C 6 ) -alkyl, hydroxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl,
(Ci-C6)-Haloalkoxy-(Ci-C6)-alkyl, Aryloxy-(Ci-C6)-alkyl, Aryl-(Ci-C6)- alkoxy-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkoxy-(Ci-C6)-alkyl, (C3-C6)- Cycloalkoxy-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxy-(Ci-C6)- alkyl, (Ci-C6)-Alkylcarbonyloxy-(Ci-C6)-alkyl, Arylcarbonyloxy-(Ci-C6)- alkyl, Heteroarylcarbonyloxy-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C8)-alkyl, Arylsulfonyloxy-(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfonyloxy-(Ci-C6)-alkyl, Hydrothio-(Ci-C6)-alkyl, (Ci-C6)- Alkylthio-(Ci-C6)-alkyl, (Ci-C6)-Haloalkylthio-(Ci-C6)-alkyl, Aryl-(Ci-C6)- alkylthio-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C6)-alkyl, Arylthio-(C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, aryloxy- (C 1 -C 6 ) -alkyl, aryl- (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, heteroaryl - (Ci-C 6 ) -alkoxy- (Ci-C 6 ) -alkyl, (C 3 -C 6 ) - cycloalkoxy- (Ci-C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (Ci -C 6) alkoxy- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylcarbonyloxy- (C 1 -C 6) -alkyl, arylcarbonyloxy- (C 1 -C 6 ) -alkyl, heteroarylcarbonyloxy- (C 1 -C 6) -alkyl , (C 3 -C 6) -cycloalkylcarbonyloxy- (C 1 -C 8) -alkyl, arylsulfonyloxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylsulfonyloxy- (C 1 -C 6 ) -alkyl, hydrothio- (Ci -C 6) alkyl, (Ci-C 6) - alkylthio, (Ci-C 6) alkyl, (Ci-C 6) -Haloalkylthio- (Ci-C 6) alkyl, aryl (Ci-C 6 ) - alkylthio (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylthio (C 1 -C 6 ) -alkyl, arylthio
(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfinyl-(Ci-C6)-alkyl, (Ci-C6)-Alkylsulfonyl- (Ci-C6)-alkyl, (Ci-C6)-Haloalkylsulfinyl-(Ci-C6)-alkyl, (Ci-C6)- Haloalkylsulfonyl-(Ci-C6)-alkyl, Aryl-(Ci-Ce)-alkylsulfinyl-(Ci-Ce)-alkyl, Aryl-(Ci-Ce)-alkylsulfonyl-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkylsulfinyl- (Ci-Ce)-alkyl, (C3-Ce)-Cycloalkylsulfonyl-(Ci-Ce)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C6)-Alkyl]heterocyclyl, N-[(Ci-C6)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C6)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C6)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C6)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C6)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryl- (Ci-C6)-alkoxycarbonyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl, (C1-C6)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-Ce)-Cycloalkox carbonyl-(Ci-Ce)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxycarbonyl-(Ci-C-6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)-alkoxycarbonyl-(Ci-C6)-alkyl, (C-i-Ce)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, Bis- (Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C-6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkylaminocarbonyl-(Ci-C6)-alkyl, Heteroarylaminocarbonyl-(Ci-C6)- alkyl, Cyano-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Haloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)- alkylaminocarbonyl-(Ci-C6)-alkyl, Amino-(Ci-C6)-alkyl, (C-i-Ce)- Alkylamino-(Ci-C6)-alkyl, (C2-Ce)-Alkenylamino-(Ci-Ce)-alkyl, (Ci-C 6) alkyl, (Ci-C 6) alkylsulfinyl (Ci-C 6) alkyl, (Ci-C 6) alkylsulfonyl (Ci-C 6) alkyl, (Ci-C 6 ) -Haloalkylsulfinyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) - Haloalkylsulfonyl- (Ci-C 6 ) -alkyl, aryl- (Ci-Ce) -alkylsulfinyl- (Ci-Ce) -alkyl, aryl- (Ci-Ce) -alkylsulfonyl- (Ci-Ce) -alkyl, (C 3 -C 6 ) -cycloalkylsulfinyl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkylsulfonyl- (C 1 -C 6 ) -alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 6 ) -alkyl] -heterocyclyl , N - [(C 1 -C 6 ) -alkoxycarbonyl] heterocyclyl, N- [aryl- (C 1 -C 6 ) -alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 6 ) -alkylcarbonyl] -heterocyclyl, N - [(C 1 -C 6) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryl- C 1 -C 6) -alkoxycarbonyl, heteroaryl- (C 1 -C 6) -alkoxycarbonyl, (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- C 6) -alkylaminocarbonyl, heteroarylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkyl , (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl , (C 3 -C 6 ) -Cycloalkoxcarbonyl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6) -alkyl, aryl- (Ci -C 6) alkoxycarbonyl- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, aminocarbonyl- (C 1 -C 6) -alkyl, bis- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C -col ) - alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroarylaminocarbonyl- (C 1 -C 6) -alkyl, cyano- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -haloalkylaminocarbonyl- (Ci -C6) alkyl, (C2-C6) alkynyl (Ci-C6) - alkylaminocarbonyl (Ci-C6) alkyl, amino (Ci-C6) -alkyl, (Ci-Ce) - alkylamino (Ci -C 6) alkyl, (C2-Ce) -Alkenylamino- (Ci-Ce) alkyl,
Arylamino-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylamino-(Ci-C6)-alkyl, Bis- (C3-C6)-cycloalkylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkylamino-(Ci-C6)- alkyl, Tris-Aryl-(Ci-Ce)-alkylamino-(Ci-Ce)-alk l, (C3-C6)- Cycloalkylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkylamino- (Ci-Ce)-alkyl, (Ci-C6)-Haloalkylamino-(Ci-C6)-alkyl, (Ci-C6)- Alkylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Cycloalkylcarbonylamino- (Ci-C6)-alkyl, Arylcarbonylamino-(C-i-C6)-alkyl, Arylamino (C 1 -C 6) alkyl, bis (C 1 -C 6) alkylamino (C 1 -C 6) alkyl, bis (C 3 -C 6) cycloalkylamino (C 1 -C 6) alkyl, aryl (Ci -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, tris-aryl- (C 1 -C 6 ) -alkylamino- (C 1 -C 4 ) -alk1, (C 3 -C 6 ) -cycloalkylamino- (C 1 -C 6 ) alkyl, (C3-C6) cycloalkyl (Ci-C6) alkylamino (Ci-Ce) alkyl, (Ci-C 6) -Haloalkylamino- (Ci-C 6) alkyl, (Ci-C 6 ) - alkylcarbonylamino (Ci-C6) -alkyl, (Ci-C6) -cycloalkylcarbonylamino (C 1 -C 6) -alkyl, arylcarbonylamino (C 1 -C 6) -alkyl,
Heteroarylcarbonylamino-(Ci-C6)-alkyl, (Ci-C6)-Alkoxycarbonylamino- (Ci-C6)-alkyl, (C2-C6)-Alkenyloxycarbonylamino-(Ci-C6)-alkyl, Aryl- (Ci-C6)-alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkoxycarbonyl[N-(Ci-C6)-alkyl]amino-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)- alkoxycarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C6)-alkyl, Aminocarbonylamino-(Ci-C6)-alkyl, Arylsulfonylamino- (Ci-C6)-alkyl, Heteroarylsulfonylamino-(Ci-C6)-alkyl, (C1-C6)- Alkylsulfonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylsulfonylamino- (Ci-C6)-alkyl, Aminoiminoamino-(Ci-C6)-alkyl,  Heteroarylcarbonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 2 -C 6 -alkenyloxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -cyclo) alkoxycarbonylamino- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonyl [N- (C 1 -C 6) -alkyl] amino- (C 1 -C 6) -alkyl, heteroaryl- (C 1 -C 6) -alkoxycarbonylamino (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 6) -alkyl, aminocarbonylamino (C 1 -C 6) -alkyl, arylsulfonylamino- (C 1 -C 6) -alkyl, heteroarylsulfonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylsulfonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) - Cycloalkylsulfonylamino- (C 1 -C 6) -alkyl, amino-imino-amino- (C 1 -C 6) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (C1-C6)- Alkylaminoiminoamino-(Ci-C6)-alkyl steht, R6 und R8 unabhängig voneinander für H, (C-i-CeJ-Alkyl, (C2-Ce)-Alkenyl-Arylsulfonylaminoiminoamino- (C 1 -C 6) -alkyl, (C 1 -C 6 ) -alkylaminoiminoamino- (C 1 -C 6 ) -alkyl, R 6 and R 8 independently of one another represent H, (C 1 -C 6 -alkyl, (C 2 -C 6) - alkenyl
(Ci-Ce)-alkyl, (C2-Ce)-Alkinyl-(Ci-Ce)-alkyl, Aryl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkyl, Heterocyclyl, Heterocyclyl- (Ci-Ce)-alkyl, Amino-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-Ce) alkyl, (C2 -Ce) alkynyl (Ci-Ce) alkyl, aryl (Ci-C 6) alkyl, (C 3 -C 6) - cycloalkyl, (C3-C6 ) -Cycloalkyl- (C 1 -C 6 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 6 ) -alkyl, amino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) alkyl,
(Ci-Ce)-Alkylthio-(Ci-Ce)-alkyl, (Ci-C6)-Haloalkyl, (Ci-C6)-Alkylamino- (Ci-Ce)-alkyl, Bis-(Ci-C6)-alkylamino-(Ci-C6)-alkyl, (Ci-C6)-(C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 1 -C 6 ) -alkylamino (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) -alkylamino- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -
Alkylcarbonylamino-(Ci-C6)-alkyl, (C3-C6)-Cycloalkylcarbonylamino- (Ci-C6)-alkyl, Arylcarbonylamino-(Ci-C6)-alkyl, (C1-C6)- Alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-C6)-alkoxycarbonylamino- (Ci-C6)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonylamino-(Ci-C6)- alkyl, Aminocarbonylamino-(Ci-C6)-alkyl, Aminoiminoamino-(Ci-C6)- alkyl, Arylsulfonylaminoiminoamino-(Ci-C6)-alkyl, (C1-C6)- Alkylaminoiminoamino-(Ci-C6)-alkyl stehen, Alkylcarbonylamino- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylcarbonylamino- (C 1 -C 6) -alkyl, arylcarbonylamino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonylamino- (C 1 -C 6) - alkyl, aryl- (Ci-C6) -alkoxycarbonylamino- (Ci-C6) -alkyl, (C3-C6) -cycloalkyl- (Ci-C6) -alkoxycarbonylamino- (Ci-C6) - alkyl, aminocarbonylamino- (Ci-C6 ) -alkyl, aminoiminoamino- (C 1 -C 6) -alkyl, arylsulfonylaminoimino-amino- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkylaminoimino-amino- (C 1 -C 6) -alkyl,
R41 für H, (Ci-Ce)-Alkyl, (C2-Ce)-Alkenyl-(Ci-Ce)-alkyl, (C2-C6)-Alkinyl, R 41 is H, (Ci-Ce) alkyl, (C2 -Ce) alkenyl (Ci-Ce) alkyl, (C 2 -C 6) alkynyl,
(Ci-C6)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, (C 1 -C 6) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-Ce)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-Ce)-alkoxycarbonyl, (Ci-Ce)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C6)-alkoxycarbonylcarbonyl, (Ci-C6)-Alkylaminothiocarbonyl, Heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl, (C 1 -C 6 ) -alkylsulfonyl, (C 3 -C 6 ) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6 ) -alkoxycarbonylcarbonyl, aryl- (C 1 -C 6 ) -alkoxycarbonylcarbonyl, (C 1 -C 6 ) ) -Alkylaminothiocarbonyl,
(Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)- Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl steht, (C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C 6 Haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aminocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht, für (C2-C6)-Alkyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)-Alkinyl, (Ci-C6)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, in the case of the group Q-21 is available exclusively for H or methyl, (C 2 -C 6) alkyl, (C2-C6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) Alkynyl, (C 1 -C 6 ) -alkylcarbonyl, (C 3 -C 6 ) -cycloalkylcarbonyl, arylcarbonyl,
Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-Ce)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C6)-alkoxycarbonyl, (Ci-C6)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C6)-alkoxycarbonylcarbonyl, (Ci-C6)-Alkylaminothiocarbonyl, Heteroarylcarbonyl, (C 1 -C 6 ) -alkoxycarbonyl, aryl- (C 1 -C 6 ) -alkoxycarbonyl, (C 3 -C 6 ) -cycloalkoxycarbonyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkoxycarbonyl, (Ci-C 6 ) -alkylsulfonyl, (C 3 -C 6 ) -cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 6 ) -alkoxycarbonylcarbonyl, aryl- (C 1 -C 6 ) -alkoxycarbonylcarbonyl, (C 1 -C 6 ) -alkylaminothiocarbonyl,
(Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)- Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl steht, für H oder Methyl steht, für Wasserstoff, (Ci-C6)-Alkyl, (C2-C6)-Alkenyl-(Ci-C6)-alkyl, (C2-C6)-(C 1 -C 6 ) -alkylaminocarbonyl, aryl- (C 1 -C 6 ) -alkyl, hetaroaryl- (C 1 -C 6 ) -alkyl, cyano- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 6) alkyl, (Ci-C6) alkoxy (Ci-C 6) alkyl, (Ci-C 6 Haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aminocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, bis (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, represents H or methyl, is hydrogen, (Ci-C 6) -alkyl, (C2-C6) alkenyl (Ci-C 6) alkyl, (C 2 -C 6) -
Alkinyl, (Ci-C6)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C6)-Alkoxycarbonyl, Aryl-(Ci-Ce)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-Ce)-alkoxycarbonyl, (Ci-Ce)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C6)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C6)-alkoxycarbonylcarbonyl, (Ci-C6)-Alkylaminothiocarbonyl, (Ci-C6)-Alkylaminocarbonyl, Aryl-(Ci-C6)-alkyl, Hetaroaryl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkyl, (Ci-C6)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy-(Ci-C6)-alkyl, (Ci-C6)- Haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-Alkinyl-(Ci-C6)-alkyl, (Ci-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Bis-(Ci-C6)-alkylaminocarbonyl- (Ci-C6)-alkyl steht, Alkynyl, (C 1 -C 6) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 6) -alkoxycarbonyl, aryl- (C 1 -C 6) - alkoxycarbonyl, (C3-C6) cycloalkoxycarbonyl, (C3-C6) cycloalkyl- (Ci-Ce) alkoxycarbonyl, (Ci-Ce) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C6 ) Alkoxycarbonylcarbonyl, aryl- (C 1 -C 6) alkoxycarbonylcarbonyl, (C 1 -C 6) -alkylaminothiocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, aryl- (C 1 -C 6) -alkyl, hetaroaryl- (C 1 -C 6) -alkyl, cyano (Ci-C 6) alkyl, (Ci-C 6) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 6) alkyl, ( C 1 -C 6 -alkoxy- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -haloalkoxy- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxycarbonyl- (C 1 -C 6 ) -alkyl, aminocarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, bis (Ci -C 6) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl,
R51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R 51 and R 71 independently of one another represent hydrogen and methyl,
R53 für Methyl steht, R 53 is methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R63 für H, Methyl steht, R 61 and R 81 independently of one another are hydrogen and methyl, R 63 is H, methyl,
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl,
wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
V für Hydroxycarbonyl, (Ci-C6)-Alkoxycarbonyl, (C3-C6)-V for hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -
Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C6)-alkoxycarbonyl, Aminocarbonyl, (C1-C6)- Alkylaminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Alkyl[(Ci-C6)-Alkoxy]aminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, Heteroaryl-(Ci-C6)- alkylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, (Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C6)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkylaminocarbonyl steht, für 0, 1 , 2, 3, 4, 5 steht, für 1 , 2, 3, 4 steht, für Cyano, Cyano-(Ci-C6)-alkyl, Hydroxy-(Ci-C6)-alkyl, (Ci-C6)-Alkoxy- (Ci-C6)-alkyl, Hydroxycarbonyl, (Ci-C6)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C6)-alkoxycarbonyl, Aminocarbonyl, (C1-C6)- Alkylaminocarbonyl, Bis-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Alkyl[(Ci-C6)-Alkoxy]aminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C6)-alkylaminocarbonyl, Heteroaryl-(Ci-C6)- alkylaminocarbonyl, Cyano-(Ci-C6)-alkylaminocarbonyl, (C1-C6)- Haloalkylaminocarbonyl, (C2-C6)-Alkinyl-(Ci-C6)-alkylaminocarbonyl, (Ci-C6)-Alkoxycarbonylaminocarbonyl, Aryl-(Ci-Ce)- alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkoxycarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkoxycarbonyl-(Ci-C6)- alkyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)-alkox carbonyl-(Ci-Ce)-alkyl, (Ci-C6)- Alkylaminocarbonyl-(Ci-C6)-alkyl, Aminocarbonyl-(Ci-C6)-alkyl, Bis- (Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-Ce)- alkylaminocarbonyl-(Ci-C6)-alkyl, Heteroaryl-(Ci-C6)- alkylaminocarbonyl-(Ci-C6)-alkyl, Cyano-(Ci-C6)-alkylaminocarbonyl- (Ci-Ce)-alkyl, (Ci-C6)-Haloalkylaminocarbonyl-(Ci-C6)-alkyl, (C2-C6)- Alkinyl-(Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C3-C6)-Cycloalkyl- (Ci-C6)-alkylaminocarbonyl-(Ci-C6)-alkyl, (C1-C6)- Alkoxycarbonylaminocarbonyl-(Ci-C6)-alkyl, Aryl-(Ci-C6)- alkoxycarbonylaminocarbonyl-(Ci-C6)-alkyl, Cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, bis (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy] aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) -alkylaminocarbonyl, heteroaryl- (C 1 -C 6) -alkylaminocarbonyl, cyano- (Ci -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) - alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl, is 0, 1, 2, 3, 4, 5, for 1, 2, 3, 4, is cyano, cyano- (C 1 -C 6) -alkyl, hydroxy (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxy- (C 1 -C 6) -alkyl, hydroxycarbonyl, (C 1 -C 6) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 6) -alkoxycarbonyl, aminocarbonyl, (C 1 -C 6 ) - alkylaminocarbonyl, bis- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkyl [(C 1 -C 6) -alkoxy] -aminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 6) -alkylaminocarbonyl, Heteroaryl- (C 1 -C 6) -alkylaminocarbonyl, cyano- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -haloalkylaminocarbonyl, (C 2 -C 6) -alkynyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) - Alkoxycarbonylaminocarbonyl, aryl- (Ci-Ce) - a loxycarbonylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkyl, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) - Cycloalkyl- (C 1 -C 6 ) -alkoxcarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, aminocarbonyl- (C 1 -C 6 ) -alkyl, bis (C -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) -alkyl, heteroaryl- (Ci-C6) - alkylaminocarbonyl (Ci-C6) alkyl, cyano (Ci-C6) alkylaminocarbonyl (Ci-Ce) alkyl, (Ci-C 6) -Haloalkylaminocarbonyl- (Ci-C 6) - alkyl, (C 2 -C 6 ) -alkynyl- (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 6 ) -alkylaminocarbonyl- (C 1 -C 6 ) - alkyl, (C1-C6) - Alkoxycarbonylaminocarbonyl- (C 1 -C 6) -alkyl, aryl- (C 1 -C 6) -alkoxycarbonylaminocarbonyl- (C 1 -C 6) -alkyl,
(Ci-C6)-Alkoxycarbonyl-(Ci-C6)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C6)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (Ci-C6)-Alkylaminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C6)- alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C6)-alkylaminocarbonyl, (C3-Ce)-Cycloalkyl-(Ci-Ce)-alkylaminocarbonyl-(Ci-Ce)-alkyl, (C2-C6)- Alkenyloxycarbonyl, (C2-C6)-Alkenyloxycarbonyl-(Ci-C6)-alkyl, (C2-C6)- Alkenylaminocarbonyl, (C2-C6)-Alkenyl-(Ci-C6)-alkylaminocarbonyl, (C2-Ce)-Alkenylaminocarbonyl-(Ci-Ce)-alkyl, (C2-C6)-Alkenyl-(Ci-C6)- alkylaminocarbonyl-(Ci-C6)-alkyl steht. (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 6) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6) - alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 6) -alkylaminocarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenyloxycarbonyl, (C 2 -C 6 ) -alkenyloxycarbonyl- (C 1 -C 6 ) -alkyl, (C 2 -C 6 ) -alkenylaminocarbonyl, (C 2 -C 6 ) -alkenyl (Ci-C6) alkylaminocarbonyl, (C2-Ce) -Alkenylaminocarbonyl- (Ci-Ce) alkyl, (C2-C6) alkenyl (Ci-C6) - alkylaminocarbonyl (Ci-C6) alkyl ,
Verwendung von Verbindungen der allgemeinen Formel (I) oder deren Salze gemäß Anspruch 1 , wobei Use of compounds of general formula (I) or salts thereof according to claim 1, wherein
Q für die Gruppierungen Q for the groupings
Q-1 Q-20 Q-21  Q-1 Q-20 Q-21
Q-22 Q-23 Q-24 steht, und wobei die Reste R4 bis R8 , und R41 bis R84 sowie Y und m und p jeweils die Bedeutung gemäß der nachstehenden Definitionen haben und wobei der Pfeil für eine Bindung zum Schwefelatom der S02-Gruppe steht; A1, A2, A3 gleich oder verschieden sind und unabhängig voneinander für NQ-22 Q-23 Q-24, and wherein the radicals R 4 to R 8 , and R 41 to R 84 and Y and m and p each have the meaning according to the definitions below and wherein the arrow for a bond to the sulfur atom the S0 2 group stands; A 1 , A 2 , A 3 are the same or different and are independently N
(Stickstoff) oder die Gruppierung C-W stehen, wobei jedoch in keinem Fall mehr als zwei N-Atome benachbart sind, und wobei W in der Gruppierung C-W jeweils gleiche oder verschiedene Bedeutungen gemäß der nachstehenden Definition hat, (Nitrogen) or the grouping C-W, but in no case more than two N atoms are adjacent, and wherein W in the grouping C-W each have the same or different meanings as defined below,
W jeweils für Wasserstoff, Nitro, Amino, Cyano, Thiocyanato, W is in each case hydrogen, nitro, amino, cyano, thiocyanato,
Isothiocyanato, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C4)- Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C5)- Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, Aryloxy, Isothiocyanato, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkynyl, aryl, aryl- C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxy, heteroaryl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 3 -C 5) Halocycloalkyl, (C 1 -C 4 ) -alkoxy, (C 1 -C 4 ) -haloalkoxy, aryloxy,
Heteroaryloxy, (C3-C6)-Cycloalkyloxy, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxy, (Ci-C4)-Alkoxycarbonyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, Hydroxycarbonyl, Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (C3-C6)- Cycloalkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (C2-C4)- Alkenylaminocarbonyl, (C2-C4)-Alkinylaminocarbonyl, (Ci-C4)- Alkylamino, (Ci-C4)-Alkylthio, (Ci-C4)-Haloalkylthio, Bis-(Ci-C4)- alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)-Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (Ci-C4)- Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, (Ci-C4)- Alkylaminocarbonylamino, Bis-[(Ci-C4)-Alkyl]-aminocarbonyl-amino, (Ci-C4)-Alkylsulfonylamino, (C3-C6)-Cycloalkylsulfonylamino, Heteroaryloxy, (C3-C6) cycloalkyloxy, (C3-C6) cycloalkyl (Ci-C 4) - alkoxy, (Ci-C 4) alkoxycarbonyl, (Ci-C 4) alkoxycarbonyl (Ci-C 4 ) -alkyl, hydroxycarbonyl, aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 2 -C 4 ) -alkenylaminocarbonyl, (C 2 -C 4 ) -Alkinylaminocarbonyl, (Ci-C4) - alkylamino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, bis (Ci-C4) - alkylamino, (C3-C6) cycloalkylamino, (Ci-C4) alkylcarbonylamino, (C3-C6) -Cycloalkylcarbonylamino, formylamino, (Ci-C 4) - Haloalkylcarbonylamino, (Ci-C 4) alkoxycarbonylamino, (Ci-C 4) - alkylaminocarbonylamino, bis - [( C 1 -C 4 ) -alkyl] -aminocarbonylamino, (C 1 -C 4 ) -alkylsulfonylamino, (C 3 -C 6) -cycloalkylsulfonylamino,
Arylsulfonylamino, Hetarylsulfonylamino, Sulfonyl-(Ci-C4)- haloalkylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, Arylsulfonylamino, Hetarylsulfonylamino, sulfonyl (Ci-C 4) - haloalkylamino, amino (Ci-C 4) alkylsulfonyl, amino (Ci-C4) - haloalkylsulfonyl, (Ci-C 4) alkylsulfonyl, (C3-C6 ) -Cycloalkylsulfonyl, arylsulfonyl, (C 1 -C 4 ) -alkylsulfinyl, (C 3 -C 6) -cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 4 ) -alkylsulfonimidoyl, S- (C 1 -C 4 ) -alkylsulfonimidoyl .
(Ci-C4)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Aryl-(Ci-C4)-alkylcarbonylamino, (C3-C6)-Cycloalkyl-(Ci-C4)- alkylcarbonylamino, Heteroarylcarbonylamino, (Ci-C4)-Alkoxy-(Ci-C4)- alkylcarbonylamino, Hydroxy-(Ci-C4)-alkylcarbonylamino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (Ci-C4)- Haloalkylthio, (Ci-C4)-Alkoxycarbonyl, Hydroxycarbonyl, (C 1 -C 4 ) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, aryl- (C 1 -C 4 ) -alkylcarbonylamino, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) alkylcarbonylamino, heteroarylcarbonylamino, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkylcarbonylamino, hydroxy- (C 1 -C 4 ) -alkylcarbonylamino, for H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkynyl, aryl, aryl (Ci-C 4) alkyl, heteroaryl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) - halocycloalkyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) - haloalkylthio, (Ci-C 4) alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis- (Ci-C4)-alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)- Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, Aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkylamino, bis (C 1 -C 4 ) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino,
[(Ci-C4)-Alkyl-]aminocarbonyl-amino, Sulfonylamino, (Ci-C4)- Alkylsulfonylamino, (Ci-C4)-Haloalkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, [(Ci-C 4) -alkyl] aminocarbonyl-amino, sulfonylamino, (Ci-C4) - alkylsulfonylamino, (Ci-C 4) -Haloalkylsulfonylamino, (C3-C6) - cycloalkylsulfonylamino, amino (Ci-C 4 ) alkylsulfonyl, amino (Ci-C4) - haloalkylsulfonyl, (Ci-C 4) alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) alkylsulfinyl, (C3-C6) cycloalkylsulfinyl , Arylsulfinyl, N, S-di- (C 1 -C 4 ) -alkylsulfonimidoyl, S- (C 1 -C 4 ) -alkylsulfonimidoyl,
(Ci-C4)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Amino-(Ci-C4)-alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)-Alkenylamino, (C2- C4)-Alkenylimino steht, für H, Nitro, Amino, Cyano, Halogen, (Ci-C4)-Alkyl, (C3-C6)-Cycloalkyl, (C2-C4)-Alkenyl, (C2-C4)-Alkinyl, Aryl, Aryl-(Ci-C4)-alkyl, Heteroaryl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Halocycloalkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Haloalkoxy, (Ci-C4)-Alkylthio, (Ci-C4)- Haloalkylthio, (Ci-C4)-Alkoxycarbonyl, Hydroxycarbonyl, (C 1 -C 4 ) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 4 ) -alkyl, amino- (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkyl, C 4 ) alkenylamino, (C 2 -C 4 ) -alkenylimino, represents H, nitro, amino, cyano, halogen, (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 2 -) C 4) alkenyl, (C 2 -C 4) -alkynyl, aryl, aryl- (Ci-C 4) alkyl, heteroaryl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, ( Ci-C 4 ) -haloalkyl, (C 3 -C 6 ) -halocycloalkyl, (Ci-C 4 ) -alkoxy, (Ci-C 4 ) -haloalkoxy, (Ci-C 4 ) -alkylthio, (Ci-C 4 Haloalkylthio, (C 1 -C 4 ) -alkoxycarbonyl, hydroxycarbonyl,
Aminocarbonyl, (Ci-C4)-Alkylaminocarbonyl, (Ci-C4)-Alkylamino, Bis- (Ci-C4)-alkylamino, (C3-C6)-Cycloalkylamino, (Ci-C4)- Alkylcarbonylamino, (C3-C6)-Cycloalkylcarbonylamino, Formylamino, (Ci-C4)-Haloalkylcarbonylamino, (Ci-C4)-Alkoxycarbonylamino, Aminocarbonyl, (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkylamino, bis (C 1 -C 4 ) -alkylamino, (C 3 -C 6) -cycloalkylamino, (C 1 -C 4 ) -alkylcarbonylamino, (C3 -C 6) -cycloalkylcarbonylamino, formylamino, (C 1 -C 4 ) -haloalkylcarbonylamino, (C 1 -C 4 ) -alkoxycarbonylamino,
[(Ci-C4)-Alkyl-]-aminocarbonyl-amino, Sulfonylamino, (Ci-C4)- Alkylsulfonylamino, (Ci-C4)-Haloalkylsulfonylamino, (C3-C6)- Cycloalkylsulfonylamino, Amino-(Ci-C4)-alkylsulfonyl, Amino-(Ci-C4)- haloalkylsulfonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)-Cycloalkylsulfonyl, Aryisuifonyi, (Ci-C4)-Alkylsulfinyl, (C3-C6)-Cycloalkylsulfinyl, Arylsulfinyl, N,S-Di-(Ci-C4)-alkylsulfonimidoyl, S-(Ci-C4)-Alkylsulfonimidoyl, [(Ci-C 4) -alkyl -] - aminocarbonyl-amino, sulfonylamino, (Ci-C4) - alkylsulfonylamino, (Ci-C 4) -Haloalkylsulfonylamino, (C3-C6) - Cycloalkylsulfonylamino, amino (Ci-C 4) alkylsulfonyl, amino (Ci-C4) - haloalkylsulfonyl, (Ci-C 4) alkylsulfonyl, (C3-C6) cycloalkylsulfonyl, Aryisuifonyi, (Ci-C 4) - Alkylsulfinyl, (C 3 -C 6) -cycloalkylsulfinyl, arylsulfinyl, N, S-di- (C 1 -C 4 ) -alkylsulfonimidoyl, S- (C 1 -C 4 ) -alkylsulfonimidoyl,
(Ci-C4)-Alkylsulfonylaminocarbonyl, (C3-C6)- Cycloalkylsulfonylaminocarbonyl, (C3-C6)-Cycloalkylaminosulfonyl, Amino-(Ci-C4)-alkyl, Amino-(C2-C4)-alkenyl, (C2-C4)-Alkenylamino, (C2- C4)-Alkenylimino steht, (C 1 -C 4 ) -alkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylsulfonylaminocarbonyl, (C 3 -C 6) -cycloalkylaminosulfonyl, amino- (C 1 -C 4 ) -alkyl, amino- (C 2 -C 4 ) -alkenyl, (C 2 -C 4 ) -alkyl, C 4 ) alkenylamino, (C 2 -C 4 ) -alkenylimino,
R1 und R2 mit den Atomen, an die sie gebunden sind, einen vollständig R 1 and R 2 with the atoms to which they are attached, a complete
gesättigten, teilgesättigten oder vollständig ungesättigten,  saturated, partially saturated or fully unsaturated,
gegebenenfalls durch Heteroatome unterbrochenen und  optionally interrupted by heteroatoms and
gegebenenfalls weiter durch W substituierten 5 bis 7-gliedrigen Ring bilden, und wobei sie im Falle der Verbindungen der allgemeinen Formel (I) mit den Gruppierungen Q-21 und Q-23 einen  optionally further substituted by W substituted 5 to 7-membered ring, and wherein in the case of the compounds of general formula (I) with the groupings Q-21 and Q-23 a
entsprechenden Ring bilden müssen.  must form corresponding ring.
R1 und A3, wenn A3für eine Gruppe C-W steht, mit den Atomen, an die sie R 1 and A 3 , when A 3 is a group CW, with the atoms to which they
gebunden sind, einen vollständig gesättigten, teilgesättigten oder vollständig ungesättigten, gegebenenfalls durch Heteroatome unterbrochenen und gegebenenfalls weiter substituierten 5 bis 7- gliedrigen Ring bilden,  form a fully saturated, partially saturated or completely unsaturated, optionally interrupted by heteroatoms and optionally further substituted 5 to 7-membered ring,
X für eine direkte Bindung oder für eine Gruppierung (CHR3)n steht, und wobei R3 in der Gruppierung (CHR3)n jeweils gleiche oder X stands for a direct bond or for a grouping (CHR 3 ) n , and where R 3 in the grouping (CHR 3 ) n in each case the same or
verschiedene Bedeutungen gemäß der nachstehenden Definition hat, n für 0, 1 steht  has different meanings as defined below, n is 0, 1
R3 für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, R 3 is H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl,
(C3-C6)-Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylthio-(Ci-C4)-alkyl steht, für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, aryl (Ci-C 4) alkyl, heteroaryl (Ci-C 4) -alkyl , (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) - Haloalkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylthio (C 1 -C 4 ) -alkyl, for H , (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) -alkynyl,
(Ci-C4)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxycarbonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)-Alkylaminothiocarbonyl, (C 1 -C 4 ) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, ( C 3 -C 6) -cycloalkyl- (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) -Alkoxycarbonylcarbonyl, aryl ( C 1 -C 4 ) -alkoxycarbonylcarbonyl, (C 1 -C 4 ) -alkylaminothiocarbonyl,
(Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl steht, für Halogen, (C2-C4)-Alkyl, (Ci-C4)-Alkoxy, (Ci-C4)-Alkoxycarbonyloxy, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, Bisaryl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxyaryl-(Ci-C4)-alkyl, Aryloxyaryl-(Ci-C4)- alkyl, (Ci-C4)-Alkoxyaryl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl , (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C -C 4) - haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl (Ci-C 4) - alkyl, halogen, (C2-C 4) alkyl, (Ci-C 4) alkoxy, (Ci-C4) alkoxycarbonyloxy, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) -alkynyl, (C 2 -C 4) alkynyl (Ci-C 4) -alkyl , aryl (Ci-C 4) alkyl, bisaryl (Ci-C 4) alkyl, aryl (Ci-C 4) -alkoxyaryl- (Ci-C 4) alkyl, Aryloxyaryl- (Ci-C 4 ) - alkyl, (C 1 -C 4 ) -alkoxyaryl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkyl,
Heterocyclyl-(Ci-C4)-alkyl, N-(Ci-C4)-Alkylheterocyclyl-(Ci-C4)-alkyl, N- [(Ci-C4)-Alkoxycarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-(Aryl-(Ci-C4)- alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-(Arylcarbonyl)heterocyclyl- (Ci-C4)-alkyl, N-[(Ci-C4)-Alkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, N- [(C3-C6)-Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)- alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)-Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkenyl-(Ci-C4)-alkyl, Hydroxy-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy- (Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkoxy-(Ci-C4)- alkyl, (C3-C6)-Cycloalkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylcarbonyloxy-(Ci-C4)-alkyl, Heterocyclyl (Ci-C 4) alkyl, N- (Ci-C 4) -Alkylheterocyclyl- (Ci-C 4) alkyl, N [(Ci-C 4) alkoxycarbonyl] heterocyclyl- (Ci-C 4 ) alkyl, N- (aryl (Ci-C4) - alkoxycarbonyl) heterocyclyl- (Ci-C 4) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-C4) alkyl, N - [(C -C 4) alkylcarbonyl] heterocyclyl- (Ci-C 4) alkyl, N [(C3-C6) cycloalkylcarbonyl] heterocyclyl- (Ci-C 4) alkyl, cyano (Ci-C4) - alkyl , (C 1 -C 4 ) -haloalkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -halocycloalkyl, (C 4 -C 6 ) -cycloalkenyl, (C 3 -C 6 ) -cycloalkyl-, (Ci-C 4) alkyl, (C 3 -C 6) - cycloalkenyl, (Ci-C 4) alkyl, hydroxy (Ci-C 4) alkyl, (Ci-C 4) alkoxy- (C -C 4) alkyl, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, aryloxy (Ci-C 4) alkyl, Aryl (Ci-C4) alkoxy (Ci-C 4) alkyl, heteroaryl (Ci-C 4) alkoxy (Ci-C 4) - alkyl, ((C 3 -C 6) cycloalkoxy Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkoxy- (Ci-C 4) alkyl, (Ci-C 4) alkylcarbonyloxy (Ci-C 4 ) alkyl,
Arylcarbonyloxy-(Ci-C4)-alkyl, Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylcarbonyloxy-(Ci-C4)-alkyl, Arylsulfonyloxy-(Ci-C4)- alkyl, (Ci-C4)-Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkylthio-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C4)-alkyl, Arylthio-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylsulfonyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfinyl- (Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylsulfinyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C4)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C4)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl- (Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)- alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C1-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (C1-C4)- Alkylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Arylcarbonyloxy (Ci-C4) alkyl, Heteroarylcarbonyloxy- (Ci-C 4) alkyl, (C3-C6) -Cycloalkylcarbonyloxy- (Ci-C 4) alkyl, arylsulfonyloxy (Ci-C4) - alkyl, (C 1 -C 4 ) -alkylsulfonyloxy- (C 1 -C 4 ) -alkyl, hydrothio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkyl, C 4) -Haloalkylthio- (Ci-C 4) alkyl, aryl (Ci-C 4) -alkylthio (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (C 4 ) alkyl, arylthio (Ci-C 4) alkyl, (Ci-C 4) alkylsulfinyl (Ci-C 4) alkyl, (Ci-C4) - alkylsulfonyl (Ci-C 4) -alkyl , (C 1 -C 4 ) -haloalkylsulfinyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkylsulfinyl- (Ci -C 4) alkyl, aryl (Ci-C 4) alkylsulfonyl (Ci-C 4) alkyl, (C 3 -C 6) - Cycloalkylsulfinyl- (Ci-C 4) alkyl, (C 3 - C 6 ) -cycloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 4 ) -alkyl] -heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N - [aryl- (C 1 -C 4 ) alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 4 ) -alkylcarbonyl] heterocy clyl, N - [(Ci-C 4 ) -cycloalkylcarbonyl] heterocyclyl, hydroxycarbonyl, (Ci-C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4 ) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, heteroaryl- (Ci-C4) -alkoxycarbonyl, (Ci-C4) - alkylaminocarbonyl, aminocarbonyl, bis (Ci-C4) alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl, heteroarylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- ( Ci-C4) alkylaminocarbonyl, hydroxycarbonyl (Ci-C 4) alkyl, (Ci-C4) alkoxycarbonyl (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkoxycarbonyl- (Ci- C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkoxycarbonyl- (Ci-C 4) alkyl, aryl (Ci-C 4) alkoxycarbonyl (Ci-C 4 ) alkyl, heteroaryl (Ci-C4) alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) -alkyl, bis- (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (C 3 -C 6) - cycloalkylaminocarbonyl (Ci-C 4) alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroarylaminocarbonyl- (C 1 -C 4 ) - alkyl, cyano- (C 1 -C 4) -alkylaminocarbonyl- (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkylaminocarbonyl- (C 1 -C 4) -alkyl, (C 2 -C 4) -alkynyl- (C 1 -C 4) - alkylaminocarbonyl- (C 1 -C 4) -alkyl, amino- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkylamino- (C 1 -C 4) -alkyl, (C 2 -C 4) -alkenylamino- (C 1 -C 4) - alkyl,
Arylamino-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylamino-(C-i-C4)-alkyl, Bis- (C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylamino- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (C1-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino- (Ci-C4)-alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Arylamino (C 1 -C 4) -alkyl, bis (C 1 -C 4) -alkylamino (C 1 -C 4) -alkyl, bis (C 3 -C 6) -cycloalkylamino (C 1 -C 4) -alkyl, aryl- (Ci -C4) -alkylamino- (C 1 -C 4 ) -alkyl, tris-aryl- (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkylamino- (C 1 -C 4 ) - alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4) -alkylamino- (C 1 -C 4) -alkyl, (C 1 -C 4) -haloalkylamino- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkylcarbonylamino) (C 1 -C 4) -alkyl, (C 1 -C 4) -cycloalkylcarbonylamino (C 1 -C 4) -alkyl, arylcarbonylamino (C 1 -C 4) -alkyl,
Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino- (Ci-C4)-alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (C1-C4)- Alkylsulfonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino- (Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkoxycarbonylamino- (C 1 -C 4) -alkyl, (C 2 -C 4) -alkenyloxycarbonylamino- (C 1 -C 4) -alkyl, aryl- (C 1 -C 4) - alkoxycarbonylamino- (C 1 -C 4) -alkyl, aryl- (C 1 -C 4) -alkoxycarbonyl [N- (C 1 -C 4) -alkyl] amino- (C 1 -C 4) -alkyl, heteroaryl- (C 1 -C 4) -alkoxycarbonylamino (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4) -alkoxycarbonylamino- (C 1 -C 4) -alkyl, (C 3 -C 6) -cycloalkoxycarbonylamino- (C 1 -C 4) -alkyl, aminocarbonylamino (C 1 -C 4) -alkyl, arylsulfonylamino- (C 1 -C 4) -alkyl, heteroarylsulfonylamino- (C 1 -C 4) -alkyl, (C 1 -C 4) -alkylsulfonylamino- (C 1 -C 4) -alkyl, (C 3 -C 6) - Cycloalkylsulfonylamino- (C 1 -C 4) -alkyl, amino-imino-amino- (C 1 -C 4) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (C1-C4)- Alkylaminoiminoamino-(Ci-C4)-alkyl steht, für Wasserstoff, Halogen, (Ci-C4)-Alkyl, (Ci-C4)-Alkoxy, (C1-C4)-Arylsulfonylaminoiminoamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylaminoiminoamino- (C 1 -C 4 ) -alkyl, represents hydrogen, halogen, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy, (C1-C4) -
Alkoxycarbonyloxy, (C2-C4)-Alkenyl, (C2-C4)-Haloalkenyl, (C2-C4)- Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkyl, Bisaryl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxyaryl-(Ci-C4)- alkyl, Aryloxyaryl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxyaryl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkyl, Heterocyclyl-(Ci-C4)-alkyl, N-(Ci-C4)-Alkoxycarbonyloxy, (C2-C4) alkenyl, (C2-C4) haloalkenyl, (C2-C4) - alkenyl, (Ci-C 4) alkyl, (C2-C4) -alkynyl, (C 2 -C 4) Alkynyl (C 1 -C 4 ) alkyl, aryl (C 1 -C 4 ) alkyl, bisaryl (C 1 -C 4 ) alkyl, aryl (C 1 -C 4 ) alkoxyaryl (C 1 -C 4 ) alkyl , Aryloxyaryl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxyaryl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkyl, heterocyclyl- (C 1 -C 4 ) -alkyl, N - (Ci-C 4 ) -
Alkylheterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)-Alkoxycarbonyl]heterocyclyl- (Ci-C4)-alkyl, N-(Aryl-(Ci-C4)-alkoxycarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-(Arylcarbonyl)heterocyclyl-(Ci-C4)-alkyl, N-[(Ci-C4)- Alkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, N-[(C3-C6)- Cycloalkylcarbonyl]heterocyclyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)-Halocycloalkyl, (C4-C6)- Cycloalkenyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkenyl- (Ci-C4)-alkyl, Hydroxy-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)-Haloalkoxy-(Ci-C4)-alkyl, Aryloxy-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxy-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkoxy-(Ci-C4)-alkyl, (C3-C6)- Cycloalkoxy-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxy-(Ci-C4)- alkyl, (Ci-C4)-Alkylcarbonyloxy-(Ci-C4)-alkyl, Arylcarbonyloxy-(Ci-C4)- alkyl, Heteroarylcarbonyloxy-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylcarbonyloxy-(Ci-C4)-alkyl, Arylsulfonyloxy-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyloxy-(Ci-C4)-alkyl, Hydrothio-(Ci-C4)-alkyl, (Ci-C4)- Alkylthio-(Ci-C4)-alkyl, (Ci-C4)-Haloalkylthio-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylthio-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylthio-(Ci-C4)-alkyl, Arylthio- (Ci-C4)-alkyl, (Ci-C4)-Alkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)-Alkylsulfonyl- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylsulfinyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylsulfonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylsulfonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfinyl- (Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonyl-(Ci-C4)-alkyl, Aryl, Heteroaryl, Heterocyclyl, N-[(Ci-C4)-Alkyl]heterocyclyl, N-[(Ci-C4)- Alkoxycarbonyl]heterocyclyl, N-[Aryl-(Ci-C4)- alkoxycarbonyl]heterocyclyl, N-(Arylcarbonyl)heterocyclyl, N-[(Ci-C4)- Alkylcarbonyl]heterocyclyl, N-[(Ci-C4)-Cycloalkylcarbonyl]heterocyclyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryl- (Ci-C4)-alkoxycarbonyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl, (Ci-C4)- Alkylaminocarbonyl, Aminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroarylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroarylaminocarbonyl-(Ci-C4)- alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)- Alkylamino-(Ci-C4)-alkyl, (C2-C4)-Alkenylamino-(Ci-C4)-alkyl, Alkylheterocyclyl- (Ci-C4) -alkyl, N - [(Ci-C4) -alkoxycarbonyl] heterocyclyl- (Ci-C4) -alkyl, N- (aryl- (Ci-C4) -alkoxycarbonyl) heterocyclyl- (Ci-C4 ) alkyl, N- (arylcarbonyl) heterocyclyl- (Ci-C4) alkyl, N - [(Ci-C4) - alkylcarbonyl] heterocyclyl- (Ci-C4) alkyl, N - [(C 3 -C 6) - cycloalkylcarbonyl] heterocyclyl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl, (C 3 -C 6) -cycloalkyl, (C 3 -C 6) halocycloalkyl, (C 4 -C 6) - cycloalkenyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkyl, (C 3 -C 6) cycloalkenyl (Ci-C 4) -alkyl , Hydroxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkoxy- (C 1 -C 4 ) -alkyl, aryloxy- (Ci-C 4) alkyl, aryl (Ci-C4) - alkoxy- (Ci-C 4) alkyl, heteroaryl (Ci-C 4) alkoxy (Ci-C 4) alkyl, ( C 3 -C 6) - cycloalkoxy (Ci-C 4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkoxy (Ci-C 4) - alkyl, (Ci-C 4) alkylcarbonyloxy (Ci-C4) alkyl, arylcarbonyloxy (Ci-C4) - alkyl, Heteroarylcarbonyloxy- (Ci-C 4) alkyl, (C 3 -C 6) - Cycloalkylcarbonyloxy- (Ci-C 4 ) -alkyl, arylsulfonyloxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylsulfonyloxy- (C 1 -C 4 ) -alkyl, hydrothio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) - alkylthio (Ci-C 4) alkyl, (Ci-C 4) -Haloalkylthio- (Ci-C 4) alkyl, aryl (Ci-C4) - alkylthio- (Ci-C 4) alkyl, (C 3 -C 6) cycloalkylthio (Ci-C 4) -alkyl , Arylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylsulfinyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylsulfonyl- (C 1 -C 4 ) -alkyl, (Ci -C 4) -Haloalkylsulfinyl- (Ci-C 4) alkyl, (Ci-C4) - Haloalkylsulfonyl- (Ci-C 4) alkyl, aryl (Ci-C 4) alkylsulfinyl (Ci-C 4 ) alkyl, aryl (Ci-C 4) alkylsulfonyl (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfinyl- (Ci-C 4) alkyl, (C 3 -C 6) -Cycloalkylsulfonyl- (C 1 -C 4 ) -alkyl, aryl, heteroaryl, heterocyclyl, N - [(C 1 -C 4 ) -alkyl] -heterocyclyl, N - [(C 1 -C 4 ) -alkoxycarbonyl] -heterocyclyl, N- [aryl - (C 1 -C 4 ) -alkoxycarbonyl] heterocyclyl, N- (arylcarbonyl) heterocyclyl, N - [(C 1 -C 4 ) -alkylcarbonyl] -heterocyclyl, N - [(C 1 -C 4 ) -cycloalkylcarbonyl] -heterocyclyl, hydroxycarbonyl, ( Ci-C 4) alkoxycarbonyl, (C 3 -C 6) - cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) alkoxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, heteroaryl- (Ci -C 4 ) alkoxycarbonyl, (Ci-C 4 ) - Alkylaminocarbo nyl, aminocarbonyl, bis (Ci-C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl, aryl- (Ci-C 4 ) -alkylaminocarbonyl, heteroarylaminocarbonyl, cyano (Ci-C 4 ) -alkylaminocarbonyl, (Ci -C 4) - Haloalkylaminocarbonyl, (C2-C4) alkynyl (Ci-C4) alkylaminocarbonyl, hydroxycarbonyl (Ci-C 4) alkyl, (Ci-C4) alkoxycarbonyl (Ci-C 4 ) alkyl, (C 3 -C 6) -Cycloalkoxycarbonyl- (Ci-C4) alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) - alkoxycarbonyl- (Ci-C 4) alkyl, aryl (C -C 4) alkoxycarbonyl (Ci-C 4) -alkyl, heteroaryl- (Ci-C4) alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4 ) -alkyl, aminocarbonyl- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) - alkyl, aryl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, Heteroarylaminocarbonyl- (Ci-C4) - alkyl, cyano- (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - Haloalkylaminocarbonyl- (Ci-C 4) alkyl, (C2-C4) alkynyl (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, amino (Ci-C 4) alkyl, (Ci-C4) - alkylamino (Ci-C 4) alkyl, (C2-C 4) -Alkenylamino- (Ci-C 4) alkyl,
Arylamino-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, Bis- (C3-C6)-cycloalkylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkylamino-(Ci-C4)- alkyl, Tris-Aryl-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylamino- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Cycloalkylcarbonylamino- (Ci-C4)-alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, Arylamino (Ci-C 4) alkyl, bis (Ci-C4) alkylamino (Ci-C 4) -alkyl, bis- (C3-C6) cycloalkylamino- (Ci-C4) alkyl, aryl- (Ci-C4) alkylamino (Ci-C4) - alkyl, Tris-aryl (Ci-C4) alkylamino (Ci-C 4) alkyl, (C 3 -C 6) - Cycloalkylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylamino- (C 1 -C 4 -alkyl) 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -cycloalkylcarbonylamino- (C 1 -C 4 ) -alkyl, arylcarbonylamino- (C 1 -C 4 ) - alkyl,
Heteroarylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxycarbonylamino- (Ci-C4)-alkyl, (C2-C4)-Alkenyloxycarbonylamino-(Ci-C4)-alkyl, Aryl- (Ci-C4)-alkoxycarbonylamino-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonyl[N-(Ci-C4)-alkyl]amino-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)- alkoxycarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonylamino- (Ci-C4)-alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Arylsulfonylamino- (Ci-C4)-alkyl, Heteroarylsulfonylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylsulfonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylsulfonylamino- (Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)-alkyl, Heteroarylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonylamino- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) -alkenyloxycarbonylamino- (C 1 -C 4 ) -alkyl, aryl- ( C 1 -C 4 ) -alkoxycarbonylamino (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl [N- (C 1 -C 4 ) -alkyl] amino- (C 1 -C 4 ) -alkyl, heteroaryl- (Ci-C4) - alkoxycarbonylamino (Ci-C 4) alkyl, (C3-C6) cycloalkyl (Ci-C4) - alkoxycarbonylamino (Ci-C 4) alkyl, (C3-C6 ) -Cycloalkoxycarbonylamino- (C 1 -C 4 ) -alkyl, aminocarbonylamino- (C 1 -C 4 ) -alkyl, arylsulfonylamino- (C 1 -C 4 ) -alkyl, heteroarylsulfonylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkyl 4 ) alkylsulfonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylsulfonylamino- (C 1 -C 4 ) -alkyl, aminoiminoamino- (C 1 -C 4 ) -alkyl,
Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminoiminoamino-(Ci-C4)-alkyl steht, R8 unabhängig voneinander für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl- (Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkyl, Heterocyclyl, Heterocyclyl- (Ci-C4)-alkyl, Amino-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, Arylsulfonylaminoiminoamino- (Ci-C 4) alkyl, (Ci-C4) - Alkylaminoiminoamino- (Ci-C 4) -alkyl, R 8 independently of one another H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 3 -C 6 ) -cycloalkyl- (C 1 -C 4 ) -alkyl, heterocyclyl, heterocyclyl- (C 1 -C 4 -alkyl) 4 ) -alkyl, amino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl,
(Ci-C4)-Alkylthio-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (Ci-C4)-Alkylamino- (Ci-C4)-alkyl, Bis-(Ci-C4)-alkylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylcarbonylamino-(Ci-C4)-alkyl, (C3-C6)-Cycloalkylcarbonylamino- (Ci-C4)-alkyl, Arylcarbonylamino-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonylamino-(Ci-C6)-alkyl, Aryl-(Ci-C4)-alkoxycarbonylamino- (Ci-C4)-alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonylamino-(Ci-C4)- alkyl, Aminocarbonylamino-(Ci-C4)-alkyl, Aminoiminoamino-(Ci-C4)- alkyl, Arylsulfonylaminoiminoamino-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminoiminoamino-(Ci-C4)-alkyl stehen, für H, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkyl, (C 1 -C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkyl, C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkylcarbonylamino- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylcarbonylamino- (C 1 -C 4 ) -alkyl, arylcarbonylamino (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonylamino (Ci-C6) alkyl, aryl (Ci-C 4) alkoxycarbonylamino (Ci-C 4) alkyl, (C3 -C 6) -cycloalkyl- (Ci-C4) alkoxycarbonylamino (Ci-C4) - alkyl, aminocarbonylamino (Ci-C 4) alkyl, Aminoiminoamino- (Ci-C4) - alkyl, Arylsulfonylaminoiminoamino- (C -C 4) alkyl, (Ci-C4) - Alkylaminoiminoamino- (Ci-C 4) alkyl, represents H, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (C -C 4 ) -alkyl, (C 2 -C 4 ) -alkynyl,
(Ci-C4)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxycarbonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)-Alkylaminothiocarbonyl, (C 1 -C 4 ) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, ( C3-C6) cycloalkyl (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) -Alkoxycarbonylcarbonyl, aryl (C -C 4) -alkoxycarbonylcarbonyl, (Ci-C 4) -Alkylaminothiocarbonyl,
(Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl steht, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl , (C3-C6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (Ci- C 4) - haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4) - alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl (Ci-C 4) -alkyl stands,
im Falle der Gruppierung Q-21 ausschließlich für H oder Methyl steht, für (C2-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)-Alkinyl, (Ci-C4)- Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxycarbonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)-Alkylaminothiocarbonyl, in the case of the grouping Q-21 exclusively represents H or methyl, (C 2 -C 4 ) -alkyl, (C 2 -C 4 ) -alkenyl- (C 1 -C 4 ) -alkyl, (C 2 -C 4 ) Alkynyl, (C 1 -C 4 ) -alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, Heteroarylcarbonyl, (Ci-C 4) alkoxycarbonyl, aryl (Ci-C4) - alkoxycarbonyl, (C3-C6) cycloalkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonyl, (Ci- C 4) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) -Alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (Ci-C 4) -Alkylaminothiocarbonyl,
(Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl steht, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl , (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C -C 4) - haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl (Ci-C 4) - alkyl,
R43 für H oder Methyl steht, R 43 is H or methyl,
R44 für Wasserstoff, (Ci-C4)-Alkyl, (C2-C4)-Alkenyl-(Ci-C4)-alkyl, (C2-C4)- Alkinyl, (Ci-C4)-Alkylcarbonyl, (C3-C6)-Cycloalkylcarbonyl, Arylcarbonyl, Heteroarylcarbonyl, (Ci-C4)-Alkoxycarbonyl, Aryl-(Ci-C4)- alkoxycarbonyl, (C3-C6)-Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkoxycarbonyl, (Ci-C4)-Alkylsulfonyl, (C3-C6)- Cycloalkylsulfonyl, Arylsulfonyl, (Ci-C4)-Alkoxycarbonylcarbonyl, Aryl- (Ci-C4)-alkoxycarbonylcarbonyl, (Ci-C4)-Alkylaminothiocarbonyl, R 44 is hydrogen, (Ci-C 4) -alkyl, (C 2 -C 4) alkenyl (Ci-C 4) alkyl, (C 2 -C 4) - alkynyl, (Ci-C 4) - Alkylcarbonyl, (C 3 -C 6) -cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (Ci-C 4) -alkoxycarbonyl, (Ci-C 4) alkylsulfonyl, (C 3 -C 6) - cycloalkylsulfonyl, arylsulfonyl, (Ci-C 4) -Alkoxycarbonylcarbonyl, aryl (Ci-C 4) -alkoxycarbonylcarbonyl, (C 1 -C 4 ) -alkylaminothiocarbonyl,
(Ci-C4)-Alkylaminocarbonyl, Aryl-(Ci-C4)-alkyl, Hetaroaryl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkyl, (Ci-C4)-Haloalkyl, (C3-C6)-Cycloalkyl, (C3-C6)- Cycloalkyl-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy-(Ci-C4)-alkyl, (Ci-C4)- Haloalkoxy-(Ci-C4)-alkyl, (C2-C4)-Alkinyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Bis-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl steht, 51 und R71 unabhängig voneinander für Wasserstoff und Methyl stehen, R53 für Methyl steht, (Ci-C4) alkylaminocarbonyl, aryl (Ci-C 4) alkyl, Hetaroaryl- (Ci-C 4) alkyl, cyano (Ci-C 4) alkyl, (Ci-C 4) -haloalkyl , (C 3 -C 6) -cycloalkyl, (C 3 -C 6) - cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C -C 4) - haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkynyl (Ci-C 4) alkyl, (Ci-C4) - alkoxycarbonyl, (Ci-C 4) alkyl, aminocarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4) alkyl, bis (Ci-C4) alkylaminocarbonyl (Ci-C 4) - 51 and R 71 independently of one another represent hydrogen and methyl, R 53 is methyl,
R61 und R81 unabhängig voneinander für Wasserstoff und Methyl stehen, R63 für H, Methyl steht, R 61 and R 81 independently of one another are hydrogen and methyl, R 63 is H, methyl,
R54, R64, R74, R84 unabhängig voneinander für Wasserstoff, Methyl stehen, wobei mindestens eine der Gruppen R54, R64, R74, R84 für Methyl stehen muß, R 54 , R 64 , R 74 , R 84 independently of one another represent hydrogen, methyl, where at least one of the groups R 54 , R 64 , R 74 , R 84 must be methyl,
V für Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Alkyl[(Ci-C4)-Alkoxy]aminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C4)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylaminocarbonyl steht, m für O, 1 , 2, 3, 4, 5 steht, p für 1 , 2, 3, 4 steht, V represents hydroxycarbonyl, (C 1 -C 4 ) -alkoxycarbonyl, (C 3 -C 6) -cycloalkoxycarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkoxycarbonyl, aryloxycarbonyl, aryl- (C 1 -C 4 ) -alkoxycarbonyl , aminocarbonyl, (Ci-C4) - alkylaminocarbonyl, bis (Ci-C4) alkylaminocarbonyl, (Ci-C 4) - alkyl [(Ci-C 4) -alkoxy] aminocarbonyl, (C3-C6) cycloalkylaminocarbonyl , aryl (Ci-C4) alkylaminocarbonyl, heteroaryl (Ci-C4) - alkylaminocarbonyl, cyano (Ci-C4) alkylaminocarbonyl, (Ci-C 4) - Haloalkylaminocarbonyl, (C2-C4) - Alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, hydroxycarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, aminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl , (C 1 -C 4 ) -Alkylaminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 3 -C 6) -cycloalkyl- (C 1 -C 4 ) -alkylaminocarbonyl, m is O, 1, 2, 3, 4, 5, p is 1, 2, 3, 4,
Y für Cyano, Cyano-(Ci-C4)-alkyl, Hydroxy-(Ci-C4)-alkyl, (Ci-C4)-Alkoxy- (Ci-C4)-alkyl, Hydroxycarbonyl, (Ci-C4)-Alkoxycarbonyl, (C3-C6)- Cycloalkoxycarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl, Aryloxycarbonyl, Aryl-(Ci-C4)-alkoxycarbonyl, Aminocarbonyl, (Ci-C4)- Alkylaminocarbonyl, Bis-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Alkyl[(Ci-C4)-Alkoxy]aminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl, Aryl-(Ci-C4)-alkylaminocarbonyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl, Cyano-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)- Haloalkylaminocarbonyl, (C2-C4)-Alkinyl-(Ci-C4)-alkylaminocarbonyl, (Ci-C4)-Alkoxycarbonylaminocarbonyl, Aryl-(Ci-C4)- alkoxycarbonylaminocarbonyl, Hydroxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkoxycarbonyl-(Ci-C4)- alkyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkoxycarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkylaminocarbonyl-(Ci-C4)-alkyl, Aminocarbonyl-(Ci-C4)-alkyl, Bis- (Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)- Cycloalkylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Heteroaryl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl, Cyano-(Ci-C4)-alkylaminocarbonyl- (Ci-C4)-alkyl, (Ci-C4)-Haloalkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)- Alkinyl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C3-C6)-Cycloalkyl- (Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (Ci-C4)- Alkoxycarbonylaminocarbonyl-(Ci-C4)-alkyl, Aryl-(Ci-C4)- alkoxycarbonylaminocarbonyl-(Ci-C4)-alkyl, Y represents cyano, cyano- (C 1 -C 4 ) -alkyl, hydroxy- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl, hydroxycarbonyl, (C 1 -C 4 -alkyl) 4 ) alkoxycarbonyl, (C3-C6) - Cycloalkoxycarbonyl, (C3-C6) cycloalkyl (Ci-C 4) alkoxycarbonyl, aryloxycarbonyl, aryl (Ci-C 4) alkoxycarbonyl, aminocarbonyl, (Ci-C4) - alkylaminocarbonyl, bis (C 4 ) alkylaminocarbonyl, (Ci-C 4) - alkyl [(Ci-C 4) -alkoxy] aminocarbonyl, (C3-C6) cycloalkylaminocarbonyl, aryl (Ci-C4) alkylaminocarbonyl, heteroaryl (Ci-C 4 ) alkylaminocarbonyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -haloalkylaminocarbonyl, (C 2 -C 4 ) -alkynyl- (C 1 -C 4 ) -alkylaminocarbonyl, (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl , Aryl- (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl, hydroxycarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkoxycarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkoxycarbonyl- Ci-C 4) - alkyl, (C 3 -C 6) -cycloalkyl- (Ci-C4) alkoxycarbonyl (Ci-C 4) alkyl, (Ci-C4) - alkylaminocarbonyl (Ci-C 4 ) -alkyl, aminocarbonyl- (C 1 -C 4 ) -alkyl, bis (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 3 -C 6) -cycloalkylaminocarbonyl- (C 1 -C 4 ) - alkyl, aryl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, heteroaryl- (C 1 -C 4 ) -alkyl laminocarbonyl- (C 1 -C 4 ) -alkyl, cyano- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -haloalkylaminocarbonyl- (C 1 -C 4 ) -alkyl, ( C 2 -C 4) - alkynyl, (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (C3-C6) cycloalkyl (Ci-C4) alkylaminocarbonyl (Ci-C 4) -alkyl, (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 4 ) -alkyl, aryl- (C 1 -C 4 ) -alkoxycarbonylaminocarbonyl- (C 1 -C 4 ) -alkyl,
(Ci-C4)-Alkoxycarbonyl-(Ci-C4)-alkylaminocarbonyl, Hydroxycarbonyl- (Ci-C4)-alkylaminocarbonyl, Aminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (Ci-C4)-Alkylaminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (C3-C6)-Cycloalkylaminocarbonyl-(Ci-C4)- alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylaminocarbonyl, (C3-C6)-Cycloalkyl-(Ci-C4)-alkylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)- Alkenyloxycarbonyl, (C2-C4)-Alkenyloxycarbonyl-(Ci-C4)-alkyl, (C2-C4) Alkenylaminocarbonyl, (C2-C4)-Alkenyl-(Ci-C4)-alkylaminocarbonyl, (C2-C4)-Alkenylaminocarbonyl-(Ci-C4)-alkyl, (C2-C4)-Alkenyl-(Ci-C4)- alkylaminocarbonyl-(Ci-C4)-alkyl steht. und Q weiterhin für eine der in der folgenden Tabelle spezifisch benannten Gruppierungen Q-1 .1 bis Q-24.15 steht(Ci-C 4) alkoxycarbonyl (Ci-C4) alkylaminocarbonyl, hydroxycarbonyl (Ci-C4) alkylaminocarbonyl, aminocarbonyl (Ci-C4) - alkylaminocarbonyl, (Ci-C4) -alkylaminocarbonyl- ( Ci-C4) - alkylaminocarbonyl, (C3-C6) -Cycloalkylaminocarbonyl- (Ci-C4) - alkylaminocarbonyl, (C3-C6) cycloalkyl (Ci-C4) -alkylaminocarbonyl, (C3-C6) cycloalkyl - (Ci-C4) alkylaminocarbonyl (Ci-C 4) alkyl, (C 2 -C 4) - alkenyloxycarbonyl, (C2-C 4) -Alkenyloxycarbonyl- (Ci-C 4) alkyl, (C2- C 4) alkenylaminocarbonyl, (C2-C4) alkenyl (Ci-C4) alkylaminocarbonyl, (C 2 -C 4) -Alkenylaminocarbonyl- (Ci-C 4) alkyl, (C 2 -C 4) - Alkenyl- (C 1 -C 4 ) -alkylaminocarbonyl- (C 1 -C 4 ) -alkyl. and Q further represents one of the groupings Q-1 .1 to Q-24.15 specifically named in the following table
Q-1.139 Q-1.140 Q-1.141 Q-1.142 Q-1.143 Q-1.144 Q-1,139 Q-1,140 Q-1,141 Q-1,142 Q-1,143 Q-1,144
Q-1.157 Q-1.158 Q-1.159 Q-1.160 Q-1.161 Q-1.162 Q-1,157 Q-1,158 Q-1,159 Q-1,160 Q-1,161 Q-1,162
V ^N V ^ N
H H
H H H H
Q-20.7 Q-20.8 Q-20.9 Q-20.10 Q-20.11 Q-20.12 Q-20.7 Q-20.8 Q-20.9 Q-20.10 Q-20.11 Q-20.12
-'\ /\ /OH -'\ /\ /OH - ' \ / \ / OH - ' \ / \ / OH
H I H I H i i H II \ ' N Π ' N kf 0 0 0 0 0HIHIH ii H II \ 'N Π ' N kf 0 0 0 0 0
Q-21.1 Q-21.2 Q-21.3 Q-21.4 Q-21.5 Q-21.6 Q-21.1 Q-21.2 Q-21.3 Q-21.4 Q-21.5 Q-21.6
o o o o o o  o o o o o o
OH OH
Q-22.1 Q-22.2 Q-22.3 Q-22.4 Q-22.5 Q-22.6  Q-22.1 Q-22.2 Q-22.3 Q-22.4 Q-22.5 Q-22.6
Behandlung von Pflanzen, umfassend die Applikation einer zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren wirksamen, nicht-toxischen Menge einer oder mehrere der Verbindungen der allgemeinen Formel (I), oder deren Salze gemäß einem der Ansprüche 1 bis 3. Treatment of plants comprising the application of a non-toxic amount effective to increase the resistance of plants to abiotic stress factors, one or more of the compounds of general formula (I), or salts thereof according to one of Claims 1 to 3.
Behandlung gemäß Anspruch 4, wobei die abiotischen Streßbedingungen einer oder mehrer Bedingungen ausgewählt aus der Gruppe von Dürre, Kälte- und Trockenstress, osmotischem Streß, Staunässe, erhöhtem Treatment according to claim 4, wherein the abiotic stress conditions include one or more conditions selected from the group consisting of drought, cold and drought stress, osmotic stress, waterlogging, elevated
Bodensalzgehalt, erhöhtem Ausgesetztsein an Mineralien, Ozonbedingungen, Starklichtbedingungen, beschränkter Verfügbarkeit von Stickstoffnährstoffen, beschränkter Verfügbarkeit von Phosphornährstoffen entsprechen. Soil salt content, increased exposure to minerals, ozone conditions, high light conditions, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients.
Verwendung einer oder mehrerer der offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und -carbonitrile oder deren Salze gemäß einem der Ansprüche 1 bis 3 in der Sprühapplikation auf Pflanzen und Pflanzenteilen in Kombinationen mit einem oder mehrer Wirkstoffen ausgewählt aud der Gruppe der Insektizide, Use of one or more of the open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles or their salts according to any one of claims 1 to 3 in the spray application to plants and plant parts in combinations with one or more active substances selected from the group the insecticides,
Lockstoffe, Akarizide, Fungizide, Nematizide, Herbizide, Attractants, acaricides, fungicides, nematicides, herbicides,
wachstumsregulatorische Stoffe, Safener, die Pflanzenreife beeinflussende Stoffe und Bakterizide. growth regulators, safeners, plant maturity affecting substances and bactericides.
Verwendung einer oder mehrerer der offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und -carbonitrile oder deren Salze gemäß einem der Ansprüche 1 bis 3 in der Sprühapplikation auf Pflanzen und Pflanzenteilen in Kombinationen mit Düngemitteln Verwendung einer oder mehrerer der offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und -carbonitrile oder deren Salze gemäß einem der Ansprüche 1 bis 3 zur Applikation auf gentechnisch veränderte Sorten, deren Saatgut, oder auf Anbauflächen auf denen diese Sorten wachsen Use of one or more of the open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles or their salts according to one of claims 1 to 3 in the spray application to plants and plant parts in combinations with fertilizers Use of one or more of the open-chain aryl-, heteroaryl- and benzylsulfonamidocarboxylic acids, -carboxylic acid esters, -carboxamides and carbonitriles or their salts according to one of claims 1 to 3 for application to genetically modified varieties, their seeds, or on cultivated areas on which these varieties grow
Verwendung von Sprühlösungen, die eine oder mehrere der offenkettigen Aryl-, Heteroaryl- und Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und -carbonitrile oder deren Salze gemäß einem der Ansprüche 1 bis 3 enthalten, zur Steigerung der Widerstandsfähigkeit von Pflanzen gegenüber abiotischen Stressfaktoren. Use of spray solutions containing one or more of the open-chain aryl, heteroaryl and benzylsulfonamidocarboxylic acids, carboxylic acid esters, carboxamides and carbonitriles or their salts according to any one of claims 1 to 3 for increasing the resistance of plants to abiotic stresses.
Verfahren zur Erhöhung der Stresstoleranz bei Pflanzen ausgewählt aus der Gruppe der Nutzpflanzen, Zierpflanzen, Rasenarten, oder Bäumen, welches die Applikation einer ausreichenden, nicht-toxischen Menge einer oder mehrerer Verbindungen der offenkettigen Aryl-, Heteroaryl- und A method for increasing the stress tolerance in plants selected from the group of crops, ornamental plants, lawn species, or trees, which comprises the application of a sufficient, non-toxic amount of one or more compounds of the open-chain aryl, heteroaryl and
Benzylsulfonamidocarbonsäuren, -carbonsäureester, -carbonsäureamide und -carbonitrile oder deren Salze gemäß einem der Ansprüche 1 bis 3 auf die Fläche, wo die entsprechende Wirkung gewünscht wird, umfassend die Anwendung auf die Pflanzen, deren Saatgut oder auf die Fläche auf der die Pflanzen wachsen. Benzylsulfonamidocarboxylic acids, -carboxylic acid esters, -carboxamides and carbonitriles or their salts according to one of claims 1 to 3 on the area where the corresponding effect is desired, comprising the application to the plants, their seeds or on the surface on which the plants grow.
Verfahren gemäß Anspruch 10, wobei die Widerstandsfähigkeit der so behandelten Pflanzen gegenüber abiotischem Stress gegenüber nicht behandelten Pflanzen unter ansonsten gleichen physiologischen A method according to claim 10, wherein the resistance of the plants thus treated to abiotic stress against untreated plants is otherwise physiological
Bedingungen um mindestens 3% erhöht ist. Conditions is increased by at least 3%.
EP11808217.1A 2010-12-30 2011-12-27 Use of open-chain carboxylic acids, carbonic esters, carboxamides and carbonitriles of aryl, heteroaryl and benzylsulfonamide or the salts thereof for improving the stress tolerance in plants Withdrawn EP2658375A2 (en)

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Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015049351A1 (en) * 2013-10-04 2015-04-09 Bayer Cropscience Ag Use of substituted dihydro-oxindolyl sulfonamides, or the salts thereof, for increasing the stress tolerance of plants
PE20161025A1 (en) * 2013-12-31 2016-10-07 Adama Makhteshim Ltd SYNERGIC FUNGICIDE MIXTURES FOR FUNGAL CONTROL IN CEREALS
CN104230836B (en) * 2014-09-29 2016-08-31 中国科学院成都生物研究所 Phenyl azole compounds and the application in the medicine of preparation treatment cancer
RU2020134082A (en) 2014-10-06 2020-11-27 Вертекс Фармасьютикалз Инкорпорейтед MODULATORS OF THE TRANSMEMBRANE CONDUCTIVITY REGULATOR IN FLUISCIDOSIS
MA41140A (en) * 2014-12-12 2017-10-17 Cancer Research Tech Ltd 2,4-DIOXO-QUINAZOLINE-6-SULFONAMIDE DERIVATIVES AS PARG INHIBITORS
MA41179A (en) 2014-12-19 2017-10-24 Cancer Research Tech Ltd PARG INHIBITOR COMPOUNDS
AR103543A1 (en) * 2015-02-13 2017-05-17 Bayer Cropscience Ag 1-CICLOALQUIL-2-OXOTETRAHIDROQUINOLINA-6-ILSULFONAMIDA REPLACED OR A SALT OF THE SAME AND ITS USE TO INCREASE STRESS TOLERANCE IN PLANTS
EP3210469A1 (en) * 2016-02-23 2017-08-30 Bayer Cropscience AG Use of substituted thio-1,2,4-triazoles for increasing stress tolerance in plants
ES2946970T3 (en) 2016-03-31 2023-07-28 Vertex Pharma Transmembrane conductance regulator of cystic fibrosis modulators
HRP20211683T1 (en) 2016-09-30 2022-03-04 Vertex Pharmaceuticals Incorporated Modulator of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator
CN106565586B (en) * 2016-11-09 2019-12-20 中国农业大学 Naphthalene sulfonamide compound, preparation method thereof and application thereof in regulating plant growth activity
CN106719660B (en) * 2016-11-09 2021-06-25 中国农业大学 Application of naphthalenesulfonamide compounds in regulating plant growth activity
CN110267948B (en) 2016-12-09 2023-12-08 弗特克斯药品有限公司 Modulators of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and methods for preparing the modulators
WO2018108627A1 (en) 2016-12-12 2018-06-21 Bayer Cropscience Aktiengesellschaft Use of substituted indolinylmethyl sulfonamides, or the salts thereof for increasing the stress tolerance of plants
AU2018279646B2 (en) 2017-06-08 2023-04-06 Vertex Pharmaceuticals Incorporated Methods of treatment for cystic fibrosis
WO2019018395A1 (en) 2017-07-17 2019-01-24 Vertex Pharmaceuticals Incorporated Methods of treatment for cystic fibrosis
WO2019025153A1 (en) 2017-07-31 2019-02-07 Bayer Cropscience Aktiengesellschaft Use of substituted n-sulfonyl-n'-aryl diaminoalkanes and n-sulfonyl-n'-heteroaryl diaminoalkanes or salts thereof for increasing the stress tolerance in plants
EP3661915B1 (en) 2017-08-02 2022-03-09 Vertex Pharmaceuticals Incorporated Processes for preparing pyrrolidine compounds
EP3697774A1 (en) 2017-10-19 2020-08-26 Vertex Pharmaceuticals Incorporated Crystalline forms and compositions of cftr modulators
CA3085006A1 (en) 2017-12-08 2019-06-13 Vertex Pharmaceuticals Incorporated Processes for making modulators of cystic fibrosis transmembrane conductance regulator
TWI810243B (en) 2018-02-05 2023-08-01 美商維泰克斯製藥公司 Pharmaceutical compositions for treating cystic fibrosis
EP3774825A1 (en) 2018-04-13 2021-02-17 Vertex Pharmaceuticals Incorporated Modulators of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator
WO2020006508A1 (en) * 2018-06-28 2020-01-02 The Regents Of The University Of California Overpowered aba receptor agonists
GB202108542D0 (en) * 2021-06-15 2021-07-28 Z Factor Ltd Compounds and their use for the treatment of alpha1-antitrypsin deficiency

Family Cites Families (250)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE847006C (en) 1942-12-04 1952-08-18 Hoechst Ag Process for the production of sulfamido-alkylcarboxylic acid nitriles or sulfamidoalkylcarboxylic acids
DE1905834C3 (en) 1969-02-06 1972-11-09 Basf Ag Procedure for avoiding dust and caking of salts or fertilizers
US3821276A (en) 1972-01-07 1974-06-28 Merck & Co Inc 3-cyanobenzenesulfonamides
CA1072359A (en) 1974-10-08 1980-02-26 Hiroyuki Konishi Method for controlling the growth of plants
DE2906507A1 (en) 1979-02-20 1980-08-28 Bayer Ag Plant growth regulating compsn. - contg. alpha amino cyclo:alkanoic acid derivs., e.g. for dwarfing cereals
DE2948024A1 (en) 1979-11-29 1981-08-27 Bayer Ag, 5090 Leverkusen 1-AMINO-CYCLOPROPANCARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS PLANT GROWTH REGULATORS
ATE7787T1 (en) 1980-01-23 1984-06-15 Duphar International Research B.V SULPHONYL COMPOUNDS, PROCESSES FOR THEIR PRODUCTION AND APPLIQUID AGENTS BASED ON SUCH COMPOUNDS.
MA19709A1 (en) 1982-02-17 1983-10-01 Ciba Geigy Ag APPLICATION OF QUINOLEIN DERIVATIVES TO THE PROTECTION OF CULTIVATED PLANTS.
DE3382743D1 (en) 1982-05-07 1994-05-11 Ciba Geigy Use of quinoline derivatives to protect crops.
DE3335514A1 (en) 1983-09-30 1985-04-18 Bayer Ag, 5090 Leverkusen 1-METHYLAMINO-CYCLOPROPAN-1-CARBONIC ACID DERIVATIVES
JPS6087254A (en) 1983-10-19 1985-05-16 Japan Carlit Co Ltd:The Novel urea compound and herbicide containing the same
US5304732A (en) 1984-03-06 1994-04-19 Mgi Pharma, Inc. Herbicide resistance in plants
US4761373A (en) 1984-03-06 1988-08-02 Molecular Genetics, Inc. Herbicide resistance in plants
US5331107A (en) 1984-03-06 1994-07-19 Mgi Pharma, Inc. Herbicide resistance in plants
DE3525205A1 (en) 1984-09-11 1986-03-20 Hoechst Ag, 6230 Frankfurt PLANT PROTECTIVE AGENTS BASED ON 1,2,4-TRIAZOLE DERIVATIVES AND NEW DERIVATIVES OF 1,2,4-TRIAZOLE
CA1256116A (en) 1984-09-20 1989-06-20 Joseph E. Moore Fungicidal n-cyanoalkyl-n-haloalkylthio sulfonamides
EP0191736B1 (en) 1985-02-14 1991-07-17 Ciba-Geigy Ag Use of quinoline derivatives for the protection of crop plants
DE3534948A1 (en) 1985-10-01 1987-04-09 Bayer Ag FUNGICIDES AND GROWTH REGULATORY AGENTS
DE3765449D1 (en) 1986-03-11 1990-11-15 Plant Genetic Systems Nv PLANT CELLS RESISTED BY GENE TECHNOLOGY AND RESISTANT TO GLUTAMINE SYNTHETASE INHIBITORS.
US5123951A (en) 1986-03-31 1992-06-23 Rhone-Poulenc Nederland B.V. Synergistic plant growth regulator compositions
US5276268A (en) 1986-08-23 1994-01-04 Hoechst Aktiengesellschaft Phosphinothricin-resistance gene, and its use
US5637489A (en) 1986-08-23 1997-06-10 Hoechst Aktiengesellschaft Phosphinothricin-resistance gene, and its use
US5273894A (en) 1986-08-23 1993-12-28 Hoechst Aktiengesellschaft Phosphinothricin-resistance gene, and its use
US5378824A (en) 1986-08-26 1995-01-03 E. I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
US5605011A (en) 1986-08-26 1997-02-25 E. I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
US5013659A (en) 1987-07-27 1991-05-07 E. I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
DE3633840A1 (en) 1986-10-04 1988-04-14 Hoechst Ag PHENYLPYRAZOLIC CARBONIC ACID DERIVATIVES, THEIR PRODUCTION AND USE AS PLANT GROWTH REGULATORS AND SAFENERS
US5078780A (en) 1986-10-22 1992-01-07 Ciba-Geigy Corporation 1,5-diphenylpyrazole-3-carboxylic acid derivatives for the protection of cultivated plants
US5638637A (en) 1987-12-31 1997-06-17 Pioneer Hi-Bred International, Inc. Production of improved rapeseed exhibiting an enhanced oleic acid content
DE3808896A1 (en) 1988-03-17 1989-09-28 Hoechst Ag PLANT PROTECTION AGENTS BASED ON PYRAZOL CARBON SEA DERIVATIVES
GB8810120D0 (en) 1988-04-28 1988-06-02 Plant Genetic Systems Nv Transgenic nuclear male sterile plants
DE3817192A1 (en) 1988-05-20 1989-11-30 Hoechst Ag PLANT-PROTECTIVE AGENTS CONTAINING 1,2,4-TRIAZOLE DERIVATIVES AND NEW DERIVATIVES OF 1,2,4-TRIAZOLE
US5084082A (en) 1988-09-22 1992-01-28 E. I. Du Pont De Nemours And Company Soybean plants with dominant selectable trait for herbicide resistance
ATE84302T1 (en) 1988-10-20 1993-01-15 Ciba Geigy Ag SULFAMOYLPHENYL UREAS.
US5201931A (en) 1988-12-01 1993-04-13 Her Majesty The Queen In Right Of Canada, As Represented By The National Research Council Of Canada Abscisic acid-related plant growth regulators - germination promoters
DD277832A1 (en) 1988-12-13 1990-04-18 Forschzent Bodenfruchtbarkeit MEANS FOR INCREASING THE STRESSTOLERANCE OF CULTURAL PLANTS
DD277835A1 (en) 1988-12-13 1990-04-18 Forschzent Bodenfruchtbarkeit MEANS FOR INCREASING THE STRESSTOLERANCE OF CULTURAL PLANTS
US6013861A (en) 1989-05-26 2000-01-11 Zeneca Limited Plants and processes for obtaining them
ATE496135T1 (en) 1989-08-10 2011-02-15 Bayer Bioscience Nv PLANTS WITH MODIFIED FLOWERS
DE3939010A1 (en) 1989-11-25 1991-05-29 Hoechst Ag ISOXAZOLINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTIVE AGENT
DE3939503A1 (en) 1989-11-30 1991-06-06 Hoechst Ag NEW PYRAZOLINE FOR THE PROTECTION OF CULTURAL PLANTS AGAINST HERBICIDES
US5739082A (en) 1990-02-02 1998-04-14 Hoechst Schering Agrevo Gmbh Method of improving the yield of herbicide-resistant crop plants
US5908810A (en) 1990-02-02 1999-06-01 Hoechst Schering Agrevo Gmbh Method of improving the growth of crop plants which are resistant to glutamine synthetase inhibitors
WO1991015578A1 (en) 1990-04-04 1991-10-17 Pioneer Hi-Bred International, Inc. Production of improved rapeseed exhibiting a reduced saturated fatty acid content
US5198599A (en) 1990-06-05 1993-03-30 Idaho Resarch Foundation, Inc. Sulfonylurea herbicide resistance in plants
DE69132939T2 (en) 1990-06-25 2002-11-14 Monsanto Technology Llc GLYPHOSAT TOLERANT PLANTS
WO1992000964A1 (en) 1990-07-05 1992-01-23 Nippon Soda Co., Ltd. Amine derivative
FR2667078B1 (en) 1990-09-21 1994-09-16 Agronomique Inst Nat Rech DNA SEQUENCE GIVING MALE CYTOPLASMIC STERILITY, MITOCHONDRIAL, MITOCHONDRIA AND PLANT CONTAINING THE SAME, AND PROCESS FOR THE PREPARATION OF HYBRIDS.
DE59108636D1 (en) 1990-12-21 1997-04-30 Hoechst Schering Agrevo Gmbh New 5-chloroquinoline-8-oxyalkanecarboxylic acid derivatives, process for their preparation and their use as antidots of herbicides
DE4103253C2 (en) 1991-02-04 2000-03-23 Aua Agrar Und Umweltanalytik G Means to increase the stress tolerance of agricultural and forestry crops
DE4104782B4 (en) 1991-02-13 2006-05-11 Bayer Cropscience Gmbh Novel plasmids containing DNA sequences that cause changes in carbohydrate concentration and carbohydrate composition in plants, as well as plants and plant cells containing these plasmids
US5731180A (en) 1991-07-31 1998-03-24 American Cyanamid Company Imidazolinone resistant AHAS mutants
DE4128828A1 (en) 1991-08-30 1993-03-04 Basf Ag AMMONIUM OR UREA-CONTAINED DISPENSERS AND METHOD FOR THEIR PRODUCTION
US6270828B1 (en) 1993-11-12 2001-08-07 Cargrill Incorporated Canola variety producing a seed with reduced glucosinolates and linolenic acid yielding an oil with low sulfur, improved sensory characteristics and increased oxidative stability
TW259690B (en) 1992-08-01 1995-10-11 Hoechst Ag
DE4227061A1 (en) 1992-08-12 1994-02-17 Inst Genbiologische Forschung A polyfructane sucrase DNA sequence from Erwinia Amylovora
GB9218185D0 (en) 1992-08-26 1992-10-14 Ici Plc Novel plants and processes for obtaining them
DK0664835T3 (en) 1992-10-14 2004-09-27 Syngenta Ltd New plants and methods for obtaining them
GB9223454D0 (en) 1992-11-09 1992-12-23 Ici Plc Novel plants and processes for obtaining them
CA2157297A1 (en) 1993-03-25 1994-09-29 Gregory W. Warren Novel pesticidal proteins and strains
WO1994024849A1 (en) 1993-04-27 1994-11-10 Cargill, Incorporated Non-hydrogenated canola oil for food applications
WO1995004826A1 (en) 1993-08-09 1995-02-16 Institut Für Genbiologische Forschung Berlin Gmbh Debranching enzymes and dna sequences coding them, suitable for changing the degree of branching of amylopectin starch in plants
DE4330960C2 (en) 1993-09-09 2002-06-20 Aventis Cropscience Gmbh Combination of DNA sequences that enable the formation of highly amylose-containing starch in plant cells and plants, processes for producing these plants and the modified starch that can be obtained therefrom
DE4331448A1 (en) 1993-09-16 1995-03-23 Hoechst Schering Agrevo Gmbh Substituted isoxazolines, processes for their preparation, compositions containing them and their use as safeners
CN1066487C (en) 1993-10-01 2001-05-30 三菱商事株式会社 Gene that identifies sterile plant cytoplasm and process for preparing hybrid plant by using the same
AU692791B2 (en) 1993-10-12 1998-06-18 Agrigenetics, Inc. Brassica napus variety AG019
DK0728213T4 (en) 1993-11-09 2009-03-16 Du Pont Transgenic fructan-accumulating crops and methods for their production
WO1995026407A1 (en) 1994-03-25 1995-10-05 National Starch And Chemical Investment Holding Corporation Method for producing altered starch from potato plants
RU2201963C2 (en) 1994-05-18 2003-04-10 Плант Тек Биотехнологи Гмбх Форшунг Унд Энтвиклунг DNA SEQUENCE (VARIANTS, RECOMBINANT DNA, PROTEIN, METHOD OF PROTEIN PREPARING, METHOD OF MICROORGANISM PREPARING, METHOD OF FUNGUS CELL PREPARING, METHOD OF PREPARING LINEAR α-1,4-GLUCANES AND/OR FRUCTOSE AND METHOD OF PREPARING LINEAR α-1,4-GLUCANES AND/OR FRUCTOSE IN VITRO
US5824790A (en) 1994-06-21 1998-10-20 Zeneca Limited Modification of starch synthesis in plants
AU706849B2 (en) 1994-06-21 1999-06-24 Cerestar Usa, Inc. Novel plants and processes for obtaining them
NL1000064C1 (en) 1994-07-08 1996-01-08 Stichting Scheikundig Onderzoe Production of oligosaccharides in transgenic plants.
DE4441408A1 (en) 1994-11-10 1996-05-15 Inst Genbiologische Forschung DNA sequences from Solanum tuberosum encoding enzymes involved in starch synthesis, plasmids, bacteria, plant cells and transgenic plants containing these sequences
DE4447387A1 (en) 1994-12-22 1996-06-27 Inst Genbiologische Forschung Debranching enzymes from plants and DNA sequences encoding these enzymes
ATE373094T1 (en) 1995-01-06 2007-09-15 Plant Res Int Bv DNA SEQUENCES CODING FOR CARBOHYDRATE POLYMERS-FORMING ENZYMES AND METHOD FOR PRODUCING TRANSGENIC PLANTS
DE19509695A1 (en) 1995-03-08 1996-09-12 Inst Genbiologische Forschung Process for the preparation of a modified starch in plants, and the modified starch isolatable from the plants
US5853973A (en) 1995-04-20 1998-12-29 American Cyanamid Company Structure based designed herbicide resistant products
US6576455B1 (en) 1995-04-20 2003-06-10 Basf Corporation Structure-based designed herbicide resistant products
WO1996034968A2 (en) 1995-05-05 1996-11-07 National Starch And Chemical Investment Holding Corporation Improvements in or relating to plant starch composition
WO1996036595A1 (en) 1995-05-19 1996-11-21 Chiroscience Limited 3,4-disubstituted-phenylsulphonamides and their therapeutic use
FR2734842B1 (en) 1995-06-02 1998-02-27 Rhone Poulenc Agrochimie DNA SEQUENCE OF A HYDROXY-PHENYL PYRUVATE DIOXYGENASE GENE AND OBTAINING PLANTS CONTAINING A HYDROXY-PHENYL PYRUVATE DIOXYGENASE GENE, TOLERANT TO CERTAIN HERBICIDES
US5712107A (en) 1995-06-07 1998-01-27 Pioneer Hi-Bred International, Inc. Substitutes for modified starch and latexes in paper manufacture
US6284479B1 (en) 1995-06-07 2001-09-04 Pioneer Hi-Bred International, Inc. Substitutes for modified starch and latexes in paper manufacture
GB9513881D0 (en) 1995-07-07 1995-09-06 Zeneca Ltd Improved plants
FR2736926B1 (en) 1995-07-19 1997-08-22 Rhone Poulenc Agrochimie 5-ENOL PYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE MUTEE, CODING GENE FOR THIS PROTEIN AND PROCESSED PLANTS CONTAINING THIS GENE
EP1435205B1 (en) 1995-09-19 2009-11-11 Bayer BioScience GmbH Process for the production of a modified starch
GB9524938D0 (en) 1995-12-06 1996-02-07 Zeneca Ltd Modification of starch synthesis in plants
JP3529793B2 (en) 1995-12-21 2004-05-24 ナショナル リサーチ カウンシル オブ カナダ HYPERABAS: Biologically active abscisic acid analogs having an unsaturated carbon substituent at the 8'-methyl or 9'-methyl carbon atom
DE19601365A1 (en) 1996-01-16 1997-07-17 Planttec Biotechnologie Gmbh Nucleic acid molecules from plants encoding enzymes involved in starch synthesis
DE19608918A1 (en) 1996-03-07 1997-09-11 Planttec Biotechnologie Gmbh Nucleic Acid Molecules Encoding New Debranching Enzymes from Maize
US5773704A (en) 1996-04-29 1998-06-30 Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College Herbicide resistant rice
DE19618125A1 (en) 1996-05-06 1997-11-13 Planttec Biotechnologie Gmbh Nucleic acid molecules that encode new potato debranching enzymes
DE19619918A1 (en) 1996-05-17 1997-11-20 Planttec Biotechnologie Gmbh Nucleic acid molecules encoding soluble starch synthases from maize
DE19621522A1 (en) 1996-05-29 1997-12-04 Hoechst Schering Agrevo Gmbh New N-acylsulfonamides, new mixtures of herbicides and antidots and their use
ATE356211T1 (en) 1996-05-29 2007-03-15 Bayer Cropscience Gmbh NUCLEIC ACID MOLECULES THAT CODE FOR ENZYMES FROM WHEAT INVOLVED IN STARCH SYNTHESIS
EP0904454A1 (en) 1996-06-12 1999-03-31 Pioneer Hi-Bred International, Inc. Substitutes for modified starch in paper manufacture
CA2257621C (en) 1996-06-12 2003-02-04 Pioneer Hi-Bred International, Inc. Substitutes for modified starch in paper manufacture
WO1997047808A1 (en) 1996-06-12 1997-12-18 Pioneer Hi-Bred International, Inc. Substitutes for modified starch in paper manufacture
AUPO069996A0 (en) 1996-06-27 1996-07-18 Australian National University, The Manipulation of plant cellulose
US5850026A (en) 1996-07-03 1998-12-15 Cargill, Incorporated Canola oil having increased oleic acid and decreased linolenic acid content
US5773702A (en) 1996-07-17 1998-06-30 Board Of Trustees Operating Michigan State University Imidazolinone herbicide resistant sugar beet plants
DE19631764A1 (en) 1996-08-06 1998-02-12 Basf Ag Use of poly acids to treat mineral fertilisers - where the fertiliser contains nitrification inhibitor in mineral fertiliser, especially new or known pyrazole compound, to reduce volatility
AU4778097A (en) 1996-09-26 1998-04-17 Novartis Ag Herbicidal composition
GB9623095D0 (en) 1996-11-05 1997-01-08 Nat Starch Chem Invest Improvements in or relating to starch content of plants
US6232529B1 (en) 1996-11-20 2001-05-15 Pioneer Hi-Bred International, Inc. Methods of producing high-oil seed by modification of starch levels
DE19652961A1 (en) 1996-12-19 1998-06-25 Hoechst Schering Agrevo Gmbh New 2-fluoroacrylic acid derivatives, new mixtures of herbicides and antidots and their use
DE19653176A1 (en) 1996-12-19 1998-06-25 Planttec Biotechnologie Gmbh New maize nucleic acid molecules and their use to produce a modified starch
CA2193938A1 (en) 1996-12-24 1998-06-24 David G. Charne Oilseed brassica containing an improved fertility restorer gene for ogura cytoplasmic male sterility
US5981840A (en) 1997-01-24 1999-11-09 Pioneer Hi-Bred International, Inc. Methods for agrobacterium-mediated transformation
DE19708774A1 (en) 1997-03-04 1998-09-17 Max Planck Gesellschaft Enzymes encoding nucleic acid molecules which have fructosyl polymerase activity
US6071856A (en) 1997-03-04 2000-06-06 Zeneca Limited Herbicidal compositions for acetochlor in rice
DE19709775A1 (en) 1997-03-10 1998-09-17 Planttec Biotechnologie Gmbh Nucleic acid molecules encoding corn starch phosphorylase
DE19727410A1 (en) 1997-06-27 1999-01-07 Hoechst Schering Agrevo Gmbh 3- (5-tetrazolylcarbonyl) -2-quinolones and crop protection agents containing them
GB9718863D0 (en) 1997-09-06 1997-11-12 Nat Starch Chem Invest Improvements in or relating to stability of plant starches
DE19742951A1 (en) 1997-09-29 1999-04-15 Hoechst Schering Agrevo Gmbh Acylsulfamoylbenzoic acid amides, crop protection agents containing them and process for their preparation
DE19749122A1 (en) 1997-11-06 1999-06-10 Max Planck Gesellschaft Enzymes encoding nucleic acid molecules that have fructosyl transferase activity
FR2770854B1 (en) 1997-11-07 2001-11-30 Rhone Poulenc Agrochimie DNA SEQUENCE OF A GENE OF HYDROXY-PHENYL PYRUVATE DIOXYGENASE AND PRODUCTION OF PLANTS CONTAINING SUCH A GENE, HERBICIDE TOLERANT
FR2772789B1 (en) 1997-12-24 2000-11-24 Rhone Poulenc Agrochimie PROCESS FOR THE ENZYMATIC PREPARATION OF HOMOGENTISATE
WO1999053072A1 (en) 1998-04-09 1999-10-21 E.I. Du Pont De Nemours And Company Starch r1 phosphorylation protein homologs
DE19820607A1 (en) 1998-05-08 1999-11-11 Hoechst Schering Agrevo Gmbh New enzyme with starch synthase activity, useful for producing starch for foods and packaging materials
DE19820608A1 (en) 1998-05-08 1999-11-11 Hoechst Schering Agrevo Gmbh New nucleic acid encoding isoamylase from wheat and related transgenic plants producing starch with altered properties
DE59913709D1 (en) 1998-05-13 2006-09-07 Bayer Bioscience Gmbh TRANSGENIC PLANTS WITH CHANGED ACTIVITY OF A PLASTIC ADP / ATP TRANSLOCATOR
DE19821614A1 (en) 1998-05-14 1999-11-18 Hoechst Schering Agrevo Gmbh Sugar beet mutants which are tolerant to sulfonylurea herbicides
AU758890B2 (en) 1998-06-15 2003-04-03 National Starch And Chemical Investment Holding Corporation Improvements in or relating to plants and plant products
US6693185B2 (en) 1998-07-17 2004-02-17 Bayer Bioscience N.V. Methods and means to modulate programmed cell death in eukaryotic cells
WO2000005214A2 (en) 1998-07-24 2000-02-03 Pfizer Inc. Isoquinolines as urokinase inhibitors
DE19836099A1 (en) 1998-07-31 2000-02-03 Hoechst Schering Agrevo Gmbh Nucleic acid molecules coding for a β-amylase, plants which synthesize a modified starch, process for the preparation of the plants, their use and the modified starch
DE19836098A1 (en) 1998-07-31 2000-02-03 Hoechst Schering Agrevo Gmbh Plants that synthesize a modified starch, process for producing the plants, their use and the modified starch
EP1108040A2 (en) 1998-08-25 2001-06-20 Pioneer Hi-Bred International, Inc. Plant glutamine: fructose-6-phosphate amidotransferase nucleic acids
WO2000014249A1 (en) 1998-09-02 2000-03-16 Planttec Biotechnologie Gmbh Nucleic acid molecules encoding an amylosucrase
AU765131C (en) 1998-10-09 2007-03-15 Bayer Cropscience Aktiengesellschaft Nucleic acid molecules encoding a branching enzyme from bacteria of the genus neisseria as well as methods for the production of alpha-1 6-branched alpha-1 4- glucans
DE19924342A1 (en) 1999-05-27 2000-11-30 Planttec Biotechnologie Gmbh Genetically modified plant cells and plants with increased activity of an amylosucrase protein and a branching enzyme
US6624139B1 (en) 1998-11-05 2003-09-23 Eden Bioscience Corporation Hypersensitive response elicitor-induced stress resistance
EP1131452B1 (en) 1998-11-09 2014-01-22 Bayer CropScience Aktiengesellschaft Nucleic acid molecules from rice and their use for the production of modified starch
US6531648B1 (en) 1998-12-17 2003-03-11 Syngenta Participations Ag Grain processing method and transgenic plants useful therein
DE19905069A1 (en) 1999-02-08 2000-08-10 Planttec Biotechnologie Gmbh Alternansucrase encoding nucleic acid molecules
US6323392B1 (en) 1999-03-01 2001-11-27 Pioneer Hi-Bred International, Inc. Formation of brassica napus F1 hybrid seeds which exhibit a highly elevated oleic acid content and a reduced linolenic acid content in the endogenously formed oil of the seeds
CZ20013856A3 (en) 1999-04-29 2002-04-17 Syngenta Ltd. Plants resistant to herbicides
CA2365590A1 (en) 1999-04-29 2000-11-09 Zeneca Limited Herbicide resistant plants
DE19926771A1 (en) 1999-06-11 2000-12-14 Aventis Cropscience Gmbh Nucleic acid molecules from wheat, transgenic plant cells and plants and their use for the production of modified starch
DE19937348A1 (en) 1999-08-11 2001-02-22 Aventis Cropscience Gmbh Nucleic acid molecules from plants encoding enzymes involved in starch synthesis
DE19937643A1 (en) 1999-08-12 2001-02-22 Aventis Cropscience Gmbh Transgenic cells and plants with altered activity of the GBSSI and BE proteins
AU7647000A (en) 1999-08-20 2001-03-19 Basf Plant Science Gmbh Increasing the polysaccharide content in plants
US6423886B1 (en) 1999-09-02 2002-07-23 Pioneer Hi-Bred International, Inc. Starch synthase polynucleotides and their use in the production of new starches
US6472588B1 (en) 1999-09-10 2002-10-29 Texas Tech University Transgenic cotton plants with altered fiber characteristics transformed with a sucrose phosphate synthase nucleic acid
GB9921830D0 (en) 1999-09-15 1999-11-17 Nat Starch Chem Invest Plants having reduced activity in two or more starch-modifying enzymes
AR025996A1 (en) 1999-10-07 2002-12-26 Valigen Us Inc NON-TRANSGENIC PLANTS RESISTANT TO HERBICIDES.
EP1261252B1 (en) 2000-03-09 2013-04-24 E.I. Du Pont De Nemours And Company Sulfonylurea-tolerant sunflower plants
DE60111613T2 (en) 2000-03-09 2006-05-18 Monsanto Technology Llc. METHOD FOR PRODUCING GLYPHOSATE TOLERANT PLANTS
EP1325136A1 (en) 2000-09-29 2003-07-09 Syngenta Limited Herbicide resistant plants
US6734340B2 (en) 2000-10-23 2004-05-11 Bayer Cropscience Gmbh Monocotyledon plant cells and plants which synthesise modified starch
AR031027A1 (en) 2000-10-23 2003-09-03 Syngenta Participations Ag AGROCHEMICAL COMPOSITIONS
FR2815969B1 (en) 2000-10-30 2004-12-10 Aventis Cropscience Sa TOLERANT PLANTS WITH HERBICIDES BY METABOLIC BYPASS
CN101684458A (en) 2000-10-30 2010-03-31 弗迪亚股份有限公司 Novel glyphosate N-acetyltransferase (gat) genes
BR0115782A (en) 2000-12-08 2004-01-20 Commonwealh Scient And Ind Res Modification of sucrose synthase gene expression in plant tissue and uses
WO2002079410A2 (en) 2001-03-30 2002-10-10 Basf Plant Science Gmbh Glucan chain length domains
EP1402890B1 (en) 2001-06-08 2008-01-09 Institute of Medicinal Molecular Design, Inc. Sulfonamide derivatives
DE60226508D1 (en) 2001-06-12 2008-06-19 Bayer Cropscience Gmbh TRANSGENIC PLANTS MAKE THE STRENGTH OF HIGH AMYLOSE CONTENT
US20030084473A1 (en) 2001-08-09 2003-05-01 Valigen Non-transgenic herbicide resistant plants
JP2005508166A (en) 2001-10-17 2005-03-31 ビーエーエスエフ プラント サイエンス， ゲーエムベーハー Starch
DE10208132A1 (en) 2002-02-26 2003-09-11 Planttec Biotechnologie Gmbh Process for the production of maize plants with an increased leaf starch content and their use for the production of maize silage
AU2003220896A1 (en) 2002-03-28 2003-11-10 Sumitomo Pharmaceuticals Co., Ltd. Novel heteroaryl compounds
AU2003218337A1 (en) * 2002-04-09 2003-10-27 Eli Lilly And Company Growth hormone secretagogues
AU2003234328A1 (en) 2002-04-30 2003-11-17 Pioneer Hi-Bred International, Inc. Novel glyphosate-n-acetyltransferase (gat) genes
GB0213715D0 (en) 2002-06-14 2002-07-24 Syngenta Ltd Chemical compounds
GB0214117D0 (en) 2002-06-19 2002-07-31 Syngenta Participations Ag N-sulphonylaminoacetonitriles having pesticidal properties
FR2844142B1 (en) 2002-09-11 2007-08-17 Bayer Cropscience Sa TRANSFORMED PLANTS WITH ENHANCED PRENYLQUINON BIOSYNTHESIS
US20040142353A1 (en) 2002-10-29 2004-07-22 Cheung Wing Y. Compositions and methods for identifying plants having increased tolerance to imidazolinone herbicides
US20040110443A1 (en) 2002-12-05 2004-06-10 Pelham Matthew C. Abrasive webs and methods of making the same
PT1578973E (en) 2002-12-19 2008-10-16 Bayer Cropscience Ag Plant cells and plants which synthesize a starch with an increased final viscosity
WO2004078983A2 (en) 2003-03-07 2004-09-16 Basf Plant Science Gmbh Enhanced amylose production in plants
CA2520228A1 (en) 2003-03-26 2004-10-07 Bayer Cropscience Gmbh Use of aromatic compounds as safeners
CN1784495B (en) 2003-04-09 2011-01-12 拜尔生物科学公司 Methods and means for increasing the tolerance of plants to stress conditions
EP2322629A3 (en) 2003-04-29 2011-11-02 Pioneer Hi-Bred International Inc. Novel glyphosate-n-acetyltransferase (GAT) genes
TWI312272B (en) 2003-05-12 2009-07-21 Sumitomo Chemical Co Pyrimidine compound and pests controlling composition containing the same
WO2005002359A2 (en) 2003-05-22 2005-01-13 Syngenta Participations Ag Modified starch, uses, methods for production thereof
MXPA05012733A (en) 2003-05-28 2006-05-17 Basf Ag Wheat plants having increased tolerance to imidazolinone herbicides.
EP1493328A1 (en) 2003-07-04 2005-01-05 Institut National De La Recherche Agronomique Method of producing double low restorer lines of brassica napus having a good agronomic value
CN1833026A (en) 2003-07-31 2006-09-13 东洋纺织株式会社 Plant producing hyaluronic acid
DE10335726A1 (en) 2003-08-05 2005-03-03 Bayer Cropscience Gmbh Use of hydroxyaromatics as safener
DE10335725A1 (en) 2003-08-05 2005-03-03 Bayer Cropscience Gmbh Safener based on aromatic-aliphatic carboxylic acid derivatives
CN100575490C (en) 2003-08-15 2009-12-30 联邦科学与工业研究组织 Change the ways and means that produces fiber characteristics in the textile plant
MXPA06002155A (en) 2003-08-29 2007-01-25 Inst Nac De Technologia Agrope Rice plants having increased tolerance to imidazolinone herbicides.
AR046090A1 (en) 2003-09-30 2005-11-23 Bayer Cropscience Gmbh PLANTS WITH INCREASED ACTIVITY OF A CLASS 3 RAMIFICATION ENZYME
WO2005030942A1 (en) 2003-09-30 2005-04-07 Bayer Cropscience Gmbh Plants with reduced activity of a class 3 branching enzyme
UA79404C2 (en) 2003-10-02 2007-06-11 Basf Ag 2-cyanobenzenesulfonamide for controlling pests
GB0329744D0 (en) 2003-12-23 2004-01-28 Koninkl Philips Electronics Nv A beverage maker incorporating multiple beverage collection chambers
DE602005025601D1 (en) 2004-02-18 2011-02-10 Ishihara Sangyo Kaisha ANTHRANILAMIDES, METHOD FOR THE PRODUCTION THEREOF AND THESE PESTICIDES CONTAINING THEREOF
AR048024A1 (en) 2004-03-05 2006-03-22 Bayer Cropscience Gmbh PLANTS WITH INCREASED ACTIVITY OF DIFFERENT ENZYMES FOSFORILANTES DEL ALMIDON
KR101197482B1 (en) 2004-03-05 2012-11-09 닛산 가가쿠 고교 가부시키 가이샤 Isoxazoline-Substituted Benzamide Compound And Noxious Organism Control Agent
AR048026A1 (en) 2004-03-05 2006-03-22 Bayer Cropscience Gmbh PROCEDURES FOR THE IDENTIFICATION OF PROTEINS WITH ENZYMATIC ACTIVITY FOSFORILADORA DE ALMIDON
AR048025A1 (en) 2004-03-05 2006-03-22 Bayer Cropscience Gmbh PLANTS WITH INCREASED ACTIVITY OF AN ALMIDON FOSFORILING ENZYME
CA2557843C (en) 2004-03-05 2015-06-02 Bayer Cropscience Gmbh Plants with reduced activity of a starch phosphorylating enzyme
US7432082B2 (en) 2004-03-22 2008-10-07 Basf Ag Methods and compositions for analyzing AHASL genes
DE102004023332A1 (en) 2004-05-12 2006-01-19 Bayer Cropscience Gmbh Quinoxaline-2-one derivatives, crop protection agents containing them, and processes for their preparation and their use
AU2005262525A1 (en) 2004-06-16 2006-01-19 Basf Plant Science Gmbh Polynucleotides encoding mature AHASL proteins for creating imidazolinone-tolerant plants
DE102004029763A1 (en) 2004-06-21 2006-01-05 Bayer Cropscience Gmbh Plants that produce amylopectin starch with new properties
EP1776457A1 (en) 2004-07-30 2007-04-25 BASF Agrochemical Products, B.V. Herbicide-resistant sunflower plants, polynucleotides encoding herbicide-resistant acetohydroxy acid synthase large subunit proteins, and methods of use
CN101035900A (en) 2004-08-04 2007-09-12 巴斯福植物科学有限公司 Monocot AHASS sequences and methods of use
EP1786908B1 (en) 2004-08-18 2010-03-03 Bayer CropScience AG Plants with increased plastidic activity of r3 starch-phosphorylating enzyme
US8030548B2 (en) 2004-08-26 2011-10-04 Dhara Vegetable Oil And Foods Company Limited Cytoplasmic male sterility system for Brassica species and its use for hybrid seed production in indian oilseed mustard Brassica juncea
ES2327944T3 (en) 2004-09-23 2009-11-05 Bayer Cropscience Ag METHODS AND MEANS TO PRODUCE HIALURONAN.
NZ553200A (en) 2004-10-20 2009-09-25 Kumiai Chemical Industry Co 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient
ATE469124T1 (en) 2004-11-26 2010-06-15 Basf Se NEW 2-CYANO-3 (HALOGEN)ALKOXYBENZENESULFONAMIDE COMPOUNDS FOR ANIMAL PEST CONTROL
AR051690A1 (en) 2004-12-01 2007-01-31 Basf Agrochemical Products Bv MUTATION INVOLVED IN THE INCREASE OF TOLERANCE TO IMIDAZOLINONE HERBICIDES IN PLANTS
EP1672075A1 (en) 2004-12-17 2006-06-21 Bayer CropScience GmbH Transformed plant expressing a dextransucrase and synthesizing a modified starch
EP1679374A1 (en) 2005-01-10 2006-07-12 Bayer CropScience GmbH Transformed plant expressing a mutansucrase and synthesizing a modified starch
EA200701847A1 (en) 2005-03-24 2008-04-28 Басф Акциенгезельшафт SULPHONES FOR TREATING SEEDS
ATE494780T1 (en) 2005-03-24 2011-01-15 Basf Se 2-CYANOBENZENESULFONAMIDE COMPOUNDS FOR TREATING SEEDS
JP2006304779A (en) 2005-03-30 2006-11-09 Toyobo Co Ltd Plant producing hexosamine in high productivity
EP1707632A1 (en) 2005-04-01 2006-10-04 Bayer CropScience GmbH Phosphorylated waxy potato starch
EP1710315A1 (en) 2005-04-08 2006-10-11 Bayer CropScience GmbH High phosphate starch
US20060276464A1 (en) 2005-05-13 2006-12-07 Wyeth Diarylsulfone sulfonamides and use thereof
TWI388282B (en) 2005-06-01 2013-03-11 Meiji Seika Pharma Co Ltd Pest control agents
KR20080036579A (en) 2005-06-15 2008-04-28 바이엘 바이오사이언스 엔.브이. Methods for increasing the resistance of plants to hypoxic conditions
EP2314705B1 (en) 2005-06-24 2014-03-19 Bayer CropScience NV Methods for altering the reactivity of plant cell walls
AR054174A1 (en) 2005-07-22 2007-06-06 Bayer Cropscience Gmbh OVERPRINTING OF ALMIDON SYNTHEASE IN VEGETABLES
WO2007023719A1 (en) 2005-08-22 2007-03-01 Kumiai Chemical Industry Co., Ltd. Agent for reducing chemical injury and herbicide composition with reduced chemical injury
NZ568867A (en) 2005-08-24 2010-12-24 Pioneer Hi Bred Int Compositions providing tolerance to multiple herbicides and methods of use thereof
WO2007023764A1 (en) 2005-08-26 2007-03-01 Kumiai Chemical Industry Co., Ltd. Agent for reduction of harmful effect of herbicide and herbicide composition having reduced harmful effect
JP4975747B2 (en) 2005-08-31 2012-07-11 モンサント テクノロジー エルエルシー Nucleotide sequence encoding an insecticidal protein
CA2624973C (en) 2005-10-05 2016-01-19 Bayer Cropscience Ag Production of hyaluronan from plants transgenic for hyaluronan synthase, gfat and udp-glucose dehydrogenase
PL1951878T3 (en) 2005-10-05 2015-07-31 Bayer Ip Gmbh Plants with increased hyaluronan production
CN101297041A (en) 2005-10-05 2008-10-29 拜尔作物科学股份公司 Plants with an increased production of hyaluronan II
AU2006300182B2 (en) 2005-10-14 2012-01-19 Sumitomo Chemical Company, Limited Hydrazide compound and pesticidal use of the same
EP1954138A2 (en) 2005-11-21 2008-08-13 Basf Se Insecticidal methods using 3-amino-1,2-benzisothiazole derivatives
EP1956907A2 (en) 2005-11-25 2008-08-20 Basf Se Cyanobenzene compounds for combating animal pests
DE102005057250A1 (en) * 2005-11-29 2007-06-06 Bayer Cropscience Gmbh Active ingredients to increase stress control in plants against abiotic stress and methods for their discovery
TW200803740A (en) 2005-12-16 2008-01-16 Du Pont 5-aryl isoxazolines for controlling invertebrate pests
EP1984889A2 (en) 2006-02-08 2008-10-29 Imagineer Software, Inc. Secure digital content management using mutating identifiers
DE102006015470A1 (en) 2006-03-31 2007-10-04 Bayer Cropscience Ag New cyclic enamine ketone derivatives useful for controlling pests, especially insects
DE102006015467A1 (en) 2006-03-31 2007-10-04 Bayer Cropscience Ag New cyclic enamine ketone derivatives useful for controlling pests, especially insects
DE102006015468A1 (en) 2006-03-31 2007-10-04 Bayer Cropscience Ag New cyclic enamine ketone derivatives useful for controlling pests, especially insects
JP2009533480A (en) 2006-04-24 2009-09-17 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング 3- (Aminomethylidene) 2-indolinone derivatives and their use as cytostatics
TWI381811B (en) 2006-06-23 2013-01-11 Dow Agrosciences Llc A method to control insects resistant to common insecticides
JP5047588B2 (en) 2006-10-31 2012-10-10 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Quinoline derivatives and agricultural and horticultural insecticides comprising the same
EA200901143A1 (en) 2007-03-01 2010-04-30 Басф Се PESTICIDAL ACTIVE MIXTURES INCLUDING AMINOTHASOLINE CONNECTIONS
DE102007020492A1 (en) 2007-04-30 2008-11-06 Grünenthal GmbH Substituted sulfonamide derivatives
EP1987718A1 (en) 2007-04-30 2008-11-05 Bayer CropScience AG Utilisation of pyridine-2-oxy-3-carbon amides as safener
EP1987717A1 (en) 2007-04-30 2008-11-05 Bayer CropScience AG Pyridon carboxamides, agents containing these but not impacting useful plants and method for their manufacture and application
UY31299A1 (en) 2007-08-20 2009-03-31 NEW CATEPSIN INHIBITORS AND THEIR USE
GB0720126D0 (en) 2007-10-15 2007-11-28 Syngenta Participations Ag Chemical compounds
EP2065370A1 (en) 2007-10-31 2009-06-03 Bayer CropScience AG 2-cyanobenzene sulfonamides as pesticides
WO2009105774A2 (en) 2008-02-21 2009-08-27 Sequoia Pharmaceuticals, Inc. Amino acid inhibitors of cytochrome p450
TR201904655T4 (en) 2008-03-12 2019-06-21 Ube Industries Pyridylaminoacetic acid compound.
JP5268461B2 (en) 2008-07-14 2013-08-21 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 PF1364 substance, its production method, production strain, and agricultural and horticultural insecticide containing the same as an active ingredient
FR2934943B1 (en) 2008-08-12 2011-06-17 Algieplus USE OF APIOGALACTURONANES AND ITS DERIVATIVES FOR THE STIMULATION OF DEFENSE AND RESISTANCE REACTIONS OF PLANTS AGAINST BIOTIC AND ABIOTIC STRESS
US7977362B2 (en) 2009-03-20 2011-07-12 Bristol-Myers Squibb Company Alpha-(N-benzenesulfonamido)cycloalkyl derivatives
WO2010122956A1 (en) 2009-04-20 2010-10-28 花王株式会社 Composition for imparting stress tolerance to plant
EP2248421A1 (en) 2009-05-07 2010-11-10 GMI - Gregor-Mendel-Institut für Molekulare Pflanzenbiologie GmbH Accumulation of biomass in plants

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2012089722A2 *

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