WO2021063736A1 - Bicyclic pyridine derivatives - Google Patents
Bicyclic pyridine derivatives Download PDFInfo
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- WO2021063736A1 WO2021063736A1 PCT/EP2020/076364 EP2020076364W WO2021063736A1 WO 2021063736 A1 WO2021063736 A1 WO 2021063736A1 EP 2020076364 W EP2020076364 W EP 2020076364W WO 2021063736 A1 WO2021063736 A1 WO 2021063736A1
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- 0 *c(nc1)ccc1Cl Chemical compound *c(nc1)ccc1Cl 0.000 description 2
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Abstract
The present invention relates to the use of compounds of formula (I) wherein the variables are defined as given in the description and claims. The invention further relates to the compounds I and composition for compounds of formula (I).
Description
BICYCLIC PYRIDINE DERIVATIVES
The present invention relates to the use of pyridine compounds and the N-oxides and the salts thereof as fungicides as well to new pyridine compounds. The invention also relates to the com position comprising at least one compound I, to the method for combating phytopathogenic fungi and to the seed coated with at least one compound of the formula I.
The present invention relates to the use of the compound of the formula I
wherein
X is O or S;
Z is CR2 or N;
Q is O or S;
R1 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-Ci- C6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moi eties of R1 are unsubstituted or substituted by one to six groups R1a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R1a are unsubstituted or substituted by one to six halogen or CN;
R2 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moieties of R2 are unsubstituted or substituted by one to six groups R2a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R2a are unsubstituted or substituted by one to six halogen or CN;
R3 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moieties of R3 are unsubstituted or substituted by one to six groups R3a which inde pendently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R3a are unsubstituted or substituted by one to six halogen or CN; R4 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and
cyclic moieties of R4 are unsubstituted or substituted by one to six groups R4a which inde pendently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R4a are unsubstituted or substituted by one to six halogen or CN;
Y is in each case independently selected from single bond, C(R9R10), C(R9R10)-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, CrC6-halogenalkyl, C2-C6-halogenalkenyl, C2-C6-halogen- alkinyl, O-CrCe-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, NR5, N(R5)-CrC6-alkyl, N(R5)C2- C6-alkenyl, N(R5) C2-C6-alkynyl; the acyclic and cyclic moieties of Y are unsubstituted or substituted by one to eight groups Ya
Ya is in each case independently selected from halogen, CN, OH, CrCs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Ce-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); two substituents Ya bound to the same carbon atom may form a carbonyl group (C=0), a group
C(=NOR') or a spiro C3-C6-cycloalkylring, two substituents Ya bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of Ya are unsubstituted or substituted by one to six groups Yb
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, O-Cs-Cs-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, CN, CrC6-alkyl, CrC6-halogenalkyl, O-CrCs-alkyl, 0-CrC6-halogenalkyl or C(R")=N-OR';
R5 is in each case independently selected from H, CN, CrC6-alkyl, C2-C6-alkenyl, C2-C6-al- kynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, CH2-C3-C6-cyclo- alkyl, 0-C3-C6-cycloalkyl, C3-C6-cycloalkenyl,-0-C3-C6-cycloalkenyl, -CH2-C3-C6-cycloal- kenyl, C(R")=N-OR', phenyl, -CH2-phenyl, a five- or six-membered heteroaryl, or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from:
halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, O-CrCe-alkyl, 0-C2-Ce-alkenyl, 0-C2-Ce-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cyclo- alkyl, C(R")=N-OR', phenyl, phenoxy, a five- or six-membered heteroaryl or here- roaryloxy, wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); and wherein the acyclic and cyclic moieties of R5a are unsubstituted or substituted by one to six groups R5b halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-Ce-alkynyl, O-CrCe-alkyl, 0-C2-Ce-alkenyl, 0-C2-Ce-alkynyl, Cs-Ce-cycloalkyl, O-C3-C6- cycloalkyl, C(R")=N-OR'; wherein the groups R5b are unsubstituted or substituted by one to six halogen or CN;
R' is in each case independently selected from Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the acyclic moieties of R are unsubstituted or substituted by one to six groups RR independently of one another are selected from: halogen, CN, 0-CrC6-alkyl, C3-C6-cycloalkyl, 0-C3-C6-cycloalkyl, phenyl, phenoxy; wherein the acyclic and cyclic moieties of RR are unsubstituted or substituted by one to six groups selected from halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-cycloalkyl, 0-Ci-C6-alkyl, 0-Ci-C6-halogenalkyl;
R" is in each case independently selected from hydrogen, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6- alkynyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, a five- or six-mem- bered heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N,
O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R" are unsubstituted or substituted by one to six groups halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-cycloalkyl, 0-Ci-C6-0-alkyl, 0-Ci-C6-halogenalkyl;
R8 is in each case independently selected from H, cyano, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-Cio-cycloalkyl, 0-C3-Cio-cycloalkyl, C3-Cio-cycloalkenyl, 0-C3-Cio-cycloalkenyl, phe nyl, phenoxy or a five- or six-membered heteroaryl or heteroaryloxy, wherein the het eroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group in dependently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R8 are unsubstituted or substituted by one to six groups R8a which independently of one another are selected from:
R8a halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-C8-halo- genalkenyl, C2-C8-halogenalkynyl, O-CrCs-alkyl, 0-C2-C8-alkenyl, 0-C2-C8-alkynyl, Cs-Ce- cycloalkyl, 0-C3-C6-cycloalkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloal- kenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or Chh-heteroaryl; wherein the heteroaryl con tains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S);
two substituents R8a bound to the same carbon atom may form a carbonyl group (C=0), a group C(=NOR') or a spiro C3-C6-cycloalkylring, two substituents R8a bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of R8a are unsubstituted or substituted by one to six groups
R8b
R8b is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Cs-cycloalkyl, O-Cs-Cs-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -Chh-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R8b are unsubstituted or substituted by one to six groups halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C3-C6-cycloalkyl, 0-CrC6-0-alkyl, O-C1-C6- halogenalkyl or C(R")=N-OR'
R9 is in each case independently selected from halogen, CN, OH, C3-Cs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Cs-cycloalkyl, O-Cs-Cs-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Cs-cycloalkyl, O-Cs-Cs-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR'
R10 is in each case independently selected from hydrogen, halogen, CN, OH, CrCs-alkyl, C2- Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogen- alkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Cs-cycloalkyl, O-Cs-Cs-cyclo- alkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloal- kenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms se lected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S);
R9 and R10 may form a carbonyl group (C=0), a group C(=NOR'), a spiro cycloalkylring or a spiro cycloalkenylring one Chh-group in the spiro cycloalkylring or spiro cycloalkenylring may be replaced by oxygen or a carbonyl group;
R9 and Ya may form a cycloalkylring or cycloalkenylring, one Chh-group in the cycloalkylring or cycloalkenylring may be replaced by oxygen or a carbonyl group; the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb Yb is in each case independently selected from halogen, CN, CrCe-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -Chh-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR'; and the N-oxides and the agriculturally acceptable salts thereof as fungicides.
In many cases, in particular at low application rates, the fungicidal activity of known compounds is unsatisfactory. Based on this, it was an objective of the present invention to provide com pounds having improved activity and/or a broader activity spectrum against phytopathogenic fungi. Another object of the present invention is to provide fungicides with improved toxicological properties or with improved environmental fate properties. These and further objects are achieved by the use of pyridine carboxamides of formula (I), as defined below, and by their agri culturally suitable salts as well by the new pyridine carboxamides of formula (I).
Accordingly, the present invention relates to use of the compounds of formula I
The N-oxides may be prepared from the inventive compounds according to conventional oxida tion methods, e. g. by treating compounds I with an organic peracid such as metachloroper- benzoic acid (cf. WO 03/64572 or J. Med. Chem. 38(11), 1892-903, 1995); or with inorganic oxi dizing agents such as hydrogen peroxide (cf. J. Heterocyc. Chem. 18(7), 1305-8, 1981) or ox- one (cf. J. Am. Chem. Soc. 123(25), 5962-5973, 2001). The oxidation may lead to pure mono- N-oxides or to a mixture of different N-oxides, which can be separated by conventional methods such as chromatography.
Agriculturally acceptable salts of the compounds of the formula I encompass especially the salts of those cations or the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the fungicidal action of the compounds I. Suitable cations are thus in particular the ions of the alkali metals, preferably sodium and potassium, of the alkaline earth metals, preferably calcium, magnesium and barium, of the transition metals, preferably manga nese, copper, zinc and iron, and also the ammonium ion which, if desired, may be substituted with one to four CrC4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, and sulfoxo- nium ions, preferably tri(Ci-C4-alkyl)sulfoxonium.
Anions of acceptable acid addition salts are primarily chloride, bromide, fluoride, hydrogensul- fate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, car bonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of CrC4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting a compound I with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobro- mic acid, sulfuric acid, phosphoric acid or nitric acid.
Compounds of the formula I can exist as one or more stereoisomers. The various stereoisomers include enantiomers, diastereomers, atropisomers arising from restricted rotation about a single bond of asymmetric groups and geometric isomers. They also form part of the subject matter of the present invention. One skilled in the art will appreciate that one stereoisomer may be more active and/or may exhibit beneficial effects when enriched relative to the other stereoisomer(s) or when separated from the other stereoisomer(s). Additionally, the skilled artisan knows how to separate, enrich, and/or to selectively prepare said stereoisomers. The compounds of the invention may be present as a mixture of stereoisomers, e.g. a racemate, individual stereoisomers, or as an optically active form.
Compounds of the formula I can be present in different crystal modifications whose biological activity may differ. They also form part of the subject matter of the present invention.
In respect of the variables, the embodiments of the intermediates obtained during preparation of compounds I correspond to the embodiments of the compounds of formula I. The term “com pounds I” refers to compounds of the formula I.
In the following, the intermediate compounds are further described. A skilled person will readily understand that the preferences for the substituents, also in particular the ones given in the ta bles below for the respective substituents, given herein in connection with compounds I apply for the intermediates accordingly. Thereby, the substituents in each case have independently of each other or more preferably in combination the meanings as defined herein.
If the synthesis yields mixtures of isomers, a separation is generally not necessarily required since in some cases the individual isomers can be interconverted during work-up for use or dur ing application (e. g. under the action of light, acids or bases). Such conversions may also take place after use, e. g. in the treatment of plants in the treated plant, or in the harmful fungus to be controlled.
In the definitions of the variables given above, collective terms are used which are generally representative for the substituents in question. The term "Cn-Cm" indicates the number of carbon atoms possible in each case in the substituent or substituent moiety in question.
The term "halogen" refers to fluorine, chlorine, bromine and iodine.
The term "Ci-C6-alkyl" refers to a straight-chained or branched saturated hydrocarbon group having 1 to 6 carbon atoms, e.g. methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2- methylpropyl, 1 , 1 -di methylethyl , pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dime- thylpropyl, 1-ethylpropyl, 1,1 -dimethyl propyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2- methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethyl- butyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1 ,1,2-tri- methylpropyl, 1,2,2-trimethylpropyl, 1 -ethyl-1 -methylpropyl and 1-ethyl-2-methylpropyl. Likewise, the term "C2-C4-alkyl" refers to a straight-chained or branched alkyl group having 2 to 4 carbon atoms, such as ethyl, propyl (n-propyl), 1-methylethyl (iso-propoyl), butyl, 1-methylpropyl (sec.- butyl), 2-methylpropyl (iso-butyl), 1 , 1 -dimethylethyl (tert.-butyl).
The term "Ci-C6-halogenalkyl" refers to an alkyl group having 1 or 6 carbon atoms as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen
atoms as mentioned above. Examples are "Ci-C2-halogenalkyl" groups such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlor- ofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoro- ethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-
2.2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl.
The term "CrC6-alkoxy" refers to a straight-chain or branched alkyl group having 1 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkyl group. Examples are "C1-C4- alkoxy" groups, such as methoxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methyhprop- oxy, 2-methylpropoxy or 1,1-dimethylethoxy.
The term "Ci-C6-halogenalkoxy" refers to a CrC6-alkoxy radical as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as men tioned above. Examples are "Ci-C4-halogenalkoxy" groups, such as OCH2F, OCHF2, OCF3, OCH2CI, OCHCI2, OCC , chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chlorothoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoro- ethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2- trichloroethoxy, OC2F5, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy,
2.3-difluoro ,propoxy, 2 chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy,
3 bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH2-C2F5, OCF2-C2F5, 1-fluo- romethyl-2-fluoroethoxy, 1 -chloromethyl-2-chloroethoxy, 1 -bromomethyl-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy.
The term "C2-C6-alkenyl" refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and a double bond in any position. Examples are "C2-C4-alkenyl" groups, such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1 -methyl-1 -propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl.
The term "C2-C6-halogenalkenyl" refers to an alkyl group having 2 or 6 carbon atoms as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above.
The term "C2-C6-alkenyloxy" refers to a straight-chain or branched alkenyl group having 2 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkenyl group. Examples are "C2-C4-alkenyloxy" groups.
The term "C2-C6-alkynyl" refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and containing at least one triple bond. Examples are "C2-C4-al- kynyl" groups, such as ethynyl, prop-1-ynyl, prop-2-ynyl (propargyl), but-1-ynyl, but-2-ynyl, but- 3-ynyl, 1-methyl-prop-2-ynyl.
The term "C2-C6-halogenalkynyl" refers to an alkyl group having 2 or 6 carbon atoms as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above.
The term "C2-C6-alkynyloxy" refers to a straight-chain or branched alkynyl group having 2 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkynyl group. Examples are "C2-C4-alkynyloxy" groups.
The term "C3-C6-cycloalkyl" refers to monocyclic saturated hydrocarbon radicals having 3 to 6 carbon ring members, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl. Accordingly, a saturated three-, four-, five-, six-, seven-, eight-, nine or ten-membered carbocyclyl or carbo- cycle is a "C3-Cio-cycloalkyl".
The term "C3-C6-cycloalkenyl" refers to a monocyclic partially unsaturated 3-, 4- 5- or 6- membered carbocycle having 3 to 6 carbon ring members and at least one double bond, such as cyclopentenyl, cyclopentadienyl, cyclohexadienyl. Accordingly, a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine or ten-membered carbocyclyl or carbocycle is a "C3-C10- cycloalkenyl".
The term "C3-C8-cycloalkyl-Ci-C4-alkyl" refers to alkyl having 1 to 4 carbon atoms (as defined above), whereAccording to one hydrogen atom of the alkyl radical is replaced by a cycloalkyl radical having 3 to 8 carbon atoms (as defined above).
The term “saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine or ten- membered heterocyclyl or heterocycle, wherein the heterocyclyl or heterocycle contains 1 , 2, 3 or 4 heteroatoms selected from N, O and S” is to be understood as meaning both saturated and partially unsaturated heterocycles, wherein the ring member atoms of the heterocycle include besides carbon atoms 1 , 2, 3 or 4 heteroatoms independently selected from the group of O, N and S. For example: a 3- or 4-membered saturated heterocycle which contains 1 or 2 heteroatoms from the group consisting of O, N and S as ring members such as oxirane, aziridine, thiirane, oxetane, azetidine, thiethane, [1,2]dioxetane, [1 ,2]dithietane, [1,2]diazetidine; and a 5- or 6-membered saturated or partially unsaturated heterocycle which contains 1, 2 or 3 heteroatoms from the group consisting of O, N and S as ring members such as 2- tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3- pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl,
4-isothiazolidinyl, 5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2- oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl,
2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl, 1,2,4- thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4- thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2,4-dihydrofur-2- yl, 2,4-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl, 2,4- dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl,
3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl, 4- isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl, 4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3- isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl, 2,3- dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1- yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol- 2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2- yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2- yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3- dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3- hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl,
5-hexahydropyrimidinyl, 2-piperazinyl, 1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3- yl and also the corresponding -ylidene radicals; and a 7-membered saturated or partially unsaturated heterocycle such as tetra- and hexahydroazepinyl, such as 2,3,4,5-tetrahydro[1 H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, 3, 4, 5, 6- tetrahydro[2H]azepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,4,7-tetrahydro[1 H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,6,7-tetrahydro[1 H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, hexahydroazepin-1-,-2-,-3- or-
4-yl, tetra- and hexahydrooxepinyl such as 2,3,4,5-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,4,7-tetrahydro[1 H]oxepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,6,7-tetrahydro[1 H]oxepin-2-, -3-, -4-, -5-
,-6- or-7-yl, hexahydroazepin-1-,-2-,-3- or-4-yl, tetra- and hexahydro-1,3-diazepinyl, tetra- and hexahydro-1,4-diazepinyl, tetra- and hexahydro-1,3-oxazepinyl, tetra- and hexahydro-1 ,4- oxazepinyl, tetra- and hexahydro-1, 3-dioxepinyl, tetra- and hexahydro-1, 4-dioxepinyl and the corresponding -ylidene radicals.
The term “substituted” refers to substitued with 1, 2, 3 or up to the maximum possible number of substituents.
The term “5-or 6-membered heteroaryl” or “5-or 6-membered heteroaromatic” refers to aromatic ring systems incuding besides carbon atoms, 1, 2, 3 or 4 heteroatoms independently selected from the group consisting of N, O and S, for example, a 5-membered heteroaryl such as pyrrol-1 -yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan- 2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl,
1.2.4-triazolyl-1-yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl; or a 6-membered heteroaryl, such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and
1.2.4-triazin-3-yl.
In the following, particular embodiments of the inventive compounds are described. Therein, specific meanings of the respective substituents are further detained, wherein the meanings are in each case on their own but also in any combination with one another, particular embodiments of the present invention.
Furthermore, in respect of the variables, generally, the embodiments of the compounds I also apply to the intermediates.
According to one embodiment of formula I, R1 is H, halogen, CrC6-alkyl or CrC6-halogenalkyl, in particular H, F, Cl, CH3, C2H5, CF3 more specifically H, CH3, F or Cl most preferred H, F or Cl, especially R1 is hydrogen.
Particularly preferred embodiments of R1 according to the invention are in Table P1 below, wherein each line of lines P1-1 to P1-13 corresponds to one particular embodiment of the invention. Thereby, for every R1 that is present in the inventive compounds, these specific embodiments and preferences apply independently of the meaning of any other R1 that may be present in the ring:
Table P1 :
According to one embodiment of formula I, R2 is selected from the group consisting of H, halogen, CrC6-alkyl, CrC6-halogenalkyl, -0-CrC6-alkyl, 0-CrC6-halogenalkyl, in particular H, F, Cl, CHs, C2H5, CFs, CH2F, CHF2, OCH3, OC2H5, OCHF2 more specifically H, CH3, CH2F,
CF2H, CF3, OCH3, more preferred H, CH3, CHF2, OCH3, most preferred H.
According to still another embodiment of formula I, R2 is halogen, in particular F, Cl, Br or I, more specifically F, Cl or Br, in particular F or Cl.
According to still another embodiment of formula I, R2 is H.
According to still another embodiment of formula I, R2 is F.
According to still another embodiment of formula I, R2 is Cl.
According to still another embodiment of formula I, R2 is Br.
According to still another embodiment of formula I, R2 is CrC6-alkyl, in particular CrC4-alkyl, such as CH3. or C2H5, in particular CH3 or CH2CH3.
According to still another embodiment of formula I, R2 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CCI3, FCH2, CICH2, F2CH, CI2CH, CF3CH2, CCI3CH2 or CF2CHF2.
According to still a further embodiment of formula I, R2 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as CH=CH2, C(CH3)=CH2, CH2CH=CH2.
According to a further specific embodiment of formula I, R2 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF, CH=CHCI,
CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R2 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CH2CECH, CECCI, CH2CECCI, or CC CECCI.
According to a further specific embodiment of formula I, R2 is 0-CrC6-alkyl, in particular C1-C4- alkyl, more specifically Ci-C2-alkoxy. R2 is such as OCH3 or OCH2CH3.
According to a further specific embodiment of formula I, R2 is 0-C2-C6-alkenyl in particular C2- C4-alkenyl, more specifically C2-C3-alkenyl. R2 is such as OCH=CH2, OCH2CH=CH2.
According to a further specific embodiment of formula I, R2 is 0-C2-C6-alkynyl, in particular C2- C6-alkynyl, in particular C2-C4-alkynyl, more specifically C2-C3-alkynyl. R2 is such as 0-CH2- CECH.
According to a further specific embodiment of formula I, R2 is 0-CrC6-halogenalkyl, in particular OCF3, OCCI3, OFCH2, OCICH2, OF2CH, OC CH, OCF3CH2, OCCI3CH2 or OCF2CHF2, more specifically OCF3, OF2CH, OFCH2.
According to still another embodiment of formula I, R2 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R2 is C3-C6-halogencycloalkyl. In a special embodiment R2a is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-CI2-cyclopropyl .
Particularly preferred embodiments of R2 according to the invention are in Table P2 below, wherein each line of lines P2-1 to P2-24 corresponds to one particular embodiment of the invention, wherein P2-1 to P2-24 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R2 is
bound is marked with “#” in the drawings.
Table P2:
According to one embodiment of formula I, R3 is selected from the group consisting of H, halogen, CrC6-alkyl, CrC6-halogenalkyl, in particular H, F, Cl, CH3, C2H5, CF3, CH2F, CHF2, OCH3, more specifically H, CH3, CH2F, CF2H, CF3, most preferred H.
According to still another embodiment of formula I, R3 is halogen, in particular F, Cl, Br or I, more specifically F, Cl or Br, in particular F or Cl.
According to still another embodiment of formula I, R3 is H.
According to still another embodiment of formula I, R3 is F.
According to still another embodiment of formula I, R3 is Cl.
According to still another embodiment of formula I, R3 is Br.
According to still another embodiment of formula I, R3 is CrC6-alkyl, in particular CrC4-alkyl, such as CH3 or C2H5, in particular CH3 or CH2CH3.
According to still another embodiment of formula I, R3 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CCI3, FCH2, CICH2, F2CH, CI2CH, CF3CH2, CCI3CH2 or CF2CHF2.
According to still a further embodiment of formula I, R3 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as CH=CH2, C(CH3)=CH2, CH2CH=CH2.
According to a further specific embodiment of formula I, R3 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF, CH=CHCI,
CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R3 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CH2CECH, CECCI, CH2CECCI, or CC CECCI.
According to still another embodiment of formula I, R3 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R3 is C3-C6-halogencycloalkyl. In a special embodiment R3a is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-CI2-cyclopropyl .
Particularly preferred embodiments of R3 according to the invention are in Table P3 below, wherein each line of lines P3-1 to P3-24 corresponds to one particular embodiment of the invention, wherein P3-1 to P3-24 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R3 is bound is marked with “#” in the drawings.
Table P3:
According to one embodiment of formula I, R4 is selected from the group consisting of H, halogen, CrC6-alkyl, CrC6-halogenalkyl, in particular H, F, Cl, CH3, C2Hs, CF3, CH2F, CHF2, OCH3, more specifically H, CH3, CH2F, CF2H, CF3, most preferred H.
According to still another embodiment of formula I, R4 is halogen, in particular F, Cl, Br or I, more specifically F, Cl or Br, in particular F or Cl.
According to still another embodiment of formula I, R4 is H.
According to still another embodiment of formula I, R4 is F.
According to still another embodiment of formula I, R4 is Cl.
According to still another embodiment of formula I, R4 is Br.
According to still another embodiment of formula I, R4 is CrC6-alkyl, in particular CrC4-alkyl, such as CH3 or C2H5, in particular CH3 or CH2CH3.
According to still another embodiment of formula I, R4 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CCI3, FCH2, CICH2, F2CH, CI2CH, CF3CH2, CCI3CH2 or CF2CHF2.
According to still a further embodiment of formula I, R4 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as CH=CH2, C(CH3)=CH2, CH2CH=CH2.
According to a further specific embodiment of formula I, R4 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF, CH=CHCI,
CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R4 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CFhCECH, CECCI, CH2CECCI, or CC CECCI.
According to still another embodiment of formula I, R4 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R4 is C3-C6-halogencycloalkyl. In a special embodiment R4a is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-Cl2-cyclopropyl .
Particularly preferred embodiments of R4 according to the invention are in Table P4 below, wherein each line of lines P4-1 to P4-26 corresponds to one particular embodiment of the invention, wherein P4-1 to P4-26 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R4 is bound is marked with “#” in the drawings.
Table P4:
Y is in each case independently selected from single bond, C(R9R10), C(R9R10)-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, CrC6-halogenalkyl, C2-C6-halogenalkenyl, C2-C6-halogenalkinyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, NR5, N(R5)-Ci-C6-alkyl, N(R5)C2-C6-alkenyl, N(R5)-C2-C6-alkynyl.
Preferred, Y is in each case independently selected from single bond, C(R9R10), C(R9R10)-Ci- C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, CrC6-halogenalkyl, C2-C6-halogenalkenyl, NR5, N(R5)- CrCe-alkyl, N(R5)C2-C6-alkenyl, N(R5)-C2-C6-alkynyl.
According to still another embodiment of formula I, Y is in each case independently selected from single bond, C(R9R10), C(R9R10)-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6- halogenalkyl.
According to one embodiment the acyclic and cyclic moieties of Y are unsubstituted or substituted by one to eight groups Ya
Ya is in each case independently selected from halogen, CN, OH, CrCe-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-
OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S);
two substituents Ya bound to the same carbon atom may form a carbonyl group (C=0) or a group C(=NOR'), two substituents Ya bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of Ya are unsubstituted or substituted by one to six groups Yb
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, O-CrCs-alkyl, 0-CrC6-halogenalkyl or C(R")=N- OR'.
According to one embodiment the acyclic and cyclic moieties of Y are unsubstituted or substituted by one to eight groups Ya
Ya is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, Ci- Cs-halogenalkyl, C2-Cs-halogenalkenyl, phenyl; the acyclic and cyclic moieties of Ya are unsubstituted or substituted by one to six groups Yb
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
R5 is in each case independently selected from H, CN, CrC6-alkyl, C2-C6-alkenyl, C2-C6- alkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, CH2-C3-C6- cycloalkyl, 0-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, -Chh-phenyl, a five- or six-membered heteroaryl, or Chh-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, O-C3-C6- cycloalkyl, C(R")=N-OR', phenyl, phenoxy, a five- or six-membered heteroaryl or hereroaryloxy, wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); and wherein the acyclic and cyclic moieties of R5a are unsubstituted or substituted by one to six groups R5b halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl,
C2-Ce-alkynyl, O-CrCe-alkyl, 0-C2-Ce-alkenyl, 0-C2-Ce-alkynyl, C3-Ce-cycloalkyl, O-C3-C6- cycloalkyl, C(R")=N-OR'; wherein the groups R5b are unsubstituted or substituted by one to six halogen or CN;
R' is in each case independently selected from hydrogen, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6- alkynyl, wherein the acyclic moieties of R are unsubstituted or substituted by one to six groups RR independently of one another are selected from: halogen, CN, 0-Ci-C6-alkyl, C3-C6-cycloalkyl, 0-C3-C6-cycloalkyl, phenyl, phenoxy; wherein the acyclic and cyclic moieties of RR are unsubstituted or substituted by one to six groups selected from halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-cycloalkyl, 0-Ci-C6-alkyl, 0-Ci-C6-halogenalkyl;
R" is in each case independently selected from hydrogen, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6- alkynyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, a five- or six- membered heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R" are unsubstituted or substituted by one to six groups halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C3-C6-cycloalkyl, 0-Ci-C6-0-alkyl, O-C1- C6-halogenalkyl.
According to one embodiment of formula I, R5 is H, CN, Ci-C6-alkyl, C3-C6-cycloalkyl, CH2-C3- C6-cycloalkyl, C(R")=N-OR', phenyl, Chh-phenyl, wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen, C(R")=N-OR', phenyl; and wherein the acyclic and cyclic moieties of R5a are unsubstituted or substituted by one to six groups R5b halogen, Ci-C6-alkyl, Ci-C6-halogenalkyl, 0-Ci-C6-alkyl, C(R")=N-OR'; wherein the groups R5b are unsubstituted or substituted by one to six halogen or CN.
According to one further preferred embodiment of formula I, R5 is H, Ci-C6-alkyl, phenyl, CH2- phenyl, wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen, phenyl; and wherein the phenyl is unsubstituted or substituted by one to six halogen.
According to one further preferred embodiment of formula I, R5 is H, CH3, C2H5, phenyl, CH2- phenyl, wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen, phenyl; and wherein the phenyl is unsubstituted or substituted by one to six halogen.
According to one further preferred embodiment of formula I, R5 is H, CH3, C2H5, phenyl, CH2- phenyl, wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen.
According to one embodiment of formula I, R5 is H. According to one embodiment of formula I, R5 is CN. According to still another embodiment of formula I, R5 is Ci-C6-alkyl, such as CH3,
C2H5, n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl or i-pentyl. Most preferably is i-propyl, i-butyl, tert-butyl.
According to still another embodiment of formula I, R5 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CC , FCH2, CICH2, F2CH, CI2CH, CF3CH2, CHF2CH2, CCI3CH2 or CF2CHF2.
According to still another embodiment of formula I R5 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R5 is C3-C6-halogencycloalkyl. In a special embodiment R5 is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-CI2-cyclopropyl .
According to still a further embodiment of formula I, R5 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as C(CH3)=CH2, CH2CH=CH2, CH2-CH2-CH=CH2.
According to a further specific embodiment of formula I, R5 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF, CH=CHCI,
CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R5 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CH2CECH, CECCI, CH2CECCI, or CC CECCI.
According to a further specific embodiment of formula I, R5 is 0-CrC6-alkanyl in particular C2- C4-alkanyl, more specifically Ci-C2-alkanyl. R5 is such as OCH3, OC2H5.
According to a further specific embodiment of formula I, R5 is 0-C2-C6-alkenyl in particular C2- C4-alkenyl, more specifically C2-C3-alkenyl. R3 is such as OCH=CH2, OCH2CH=CH2.
According to a further specific embodiment of formula I, R5is 0-C2-C6-alkynyl, in particular C2- C6-alkynyl, in particular C2-C4-alkynyl, more specifically C2-C3-alkynyl. R3 is such as 0CH2CECH,
According to still another embodiment of formula I, R5 is C3-C6-cycloalkyl, in particular cyclopropyl, cyclopentyl and cyclohexyl.
According to still another embodiment of formula I, R5 is CH2-C3-C6-cycloalkyl, in particular CH2- cyclopropyl, CH2-cyclopentyl and CH2-cyclohexyl.
According to still another embodiment of formula I, R5 is C3-C6-halogencycloalkyl. In a special embodiment R5 is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-CI2-cyclopropyl .
According to a further specific embodiment of formula I, R5 is CR”=NOR’ such as C(CH3)=NOCH3, C(CH3)=NO-CH2CH3 , C(CH3)=NO-CH2CF3 , C(CH3)=NO-CH2-CH=CH2 , C(CH3)=NO-CH2-CCH , C(CH3)=NO-CH2-C6H5;
C(CH2CH3)=NOCH3, C(CH2CH3)=NO-CH2CH3 , C(CH2CH3)=NO-CH2CF3 , C(CH2CH3)=NO- CH2-CH=CH2 , C(CH2CH3)=NO-CH2-CCH , C(CH2CH3)=NO-CH2-C6H5;
C(CF3)=NOCH3, C(CF3)=NO-CH2CH3 , C(CF3)=NO-CH2CF3 , C(CF3)=NO-CH2-CH=CH2 , C(CF3)=NO-CH2-CCH , C(CF3)=NO-CH2-C6H5;
C(C3H5)=NOCH3, C(C3H5)=NO-CH2CH3 , C(C3H5)=NO-CH2CF3 , C(C3H5)=NO-CH2-CH=CH2 , C(C3H5)=NO-CH2-CCH , C(C3H5)=NO-CH2-C6H5;
C(C6H5)=NOCH3, C(C6H5)=NO-CH2CH3 , C(C6H5)=NO-CH2CF3 , C(C6H5)=NO- CH2CH=CH2 , C(C6H5)=NO-CH2-CCH , C(C6H5)=NO-CH2-C6H5.
According to still another embodiment of formula I, R5 is phenyl or CH2-phenyl, wherein phenyl in each case is unsubstituted or substituted by identical or different groups R5a which independently of one another are selected from halogen, CrC2-alkyl, CR”=NOR’.
According to still another embodiment of formula I, R5 is a 5-membered heteroaryl such as pyrrol-1 -yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl, 1,2,4- triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl,
1.2.4-thiadiazol-5-yl, preferred are pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl,
1.2.4-triazolyl-1-yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R5a which independently of one another are selected from halogen, CN, Ci-C2- halogenalkyl, CrC2-alkoxy, 0-CrC6-halogenalkyl, CrC2-alkyl, CR”=NOR’.
According to still another embodiment of formula I, R5 is a 6-membered heteroaryl such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl, preferred are pyridin-2-yl, pyridin-3-yl, pyridin-4-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R5a which independently of one another are selected from halogen, CN, CrC2-halogenalkyl, CrC2-alkoxy, 0-CrC6-halogenalkyl, Ci-C2-alkyl, CR”=NOR’.
Particularly preferred embodiments of R5 according to the invention are in Table P5 below, wherein each line of lines P5-1 to P5-107 corresponds to one particular embodiment of the invention, wherein P5-1 to P5-107 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R5 is bound is marked with “#” in the drawings.
Table P5:
R8 is in each case independently selected H, cyano, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-Cio-cycloalkyl, 0-C3-Cio-cycloalkyl, C3-Cio-cycloalkenyl, 0-C3-Cio-cycloalkenyl, phenyl, phenoxy or a five- or six-membered heteroaryl or heteroaryloxy, wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R8 are unsubstituted or substituted by one to six groups R8a which independently of one another are selected from:
R8a halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-C8- halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Ce-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6-cycloalkyl, C3-Ce-cycloalkenyl, O-C3-C6- cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -Chh-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or Chh-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); two substituents R8a bound to the same carbon atom may form a carbonyl group (C=0), a group C(=NOR') or a spiro C3-C6-cycloalkylring, two substituents R8a bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of R8a are unsubstituted or substituted by one to six groups
R8b
R8b is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R8b are unsubstituted or substituted by one to six groups halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C3-C6-cycloalkyl, 0-CrC6-0-alkyl, O-C1-C6- halogenalkyl or C(R")=N-OR'.
According to one embodiment of formula I, R8 is phenyl, O-phenyl, cyclopentyl or cyclohexyl. According to one embodiment of formula I, R8 is CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl. According to still another embodiment of formula I, R8 is H.
According to still another embodiment of formula I, R8 is CrC6-alkyl, in particular CrC4-alkyl, such as CH3. or C2H5, in particular CH3 or CH2CH3.
According to still a further embodiment of formula I, R8 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as CH=CH2, C(CH3)=CH2, CH2CH=CH2.
According to still a further embodiment of formula I, R8 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, ChhCECH, CECCI, CH2CECCI, or CC CECCI.
According to still another embodiment of formula I, R8 is C3-Cio-cycloalkyl, in particular cyclopropyl, cyclopentyl and cyclohexyl.
According to still another embodiment of formula I, R8 is C3-C6-halogencycloalkyl. In a special embodiment R8 is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-Cl2-cyclopropyl.
According to still another embodiment of formula I, R8 is phenyl, wherein phenyl in each case is unsubstituted or substituted by identical or different groups R8a which independently of one another are selected from halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, 0-CrC6-alkyl, O-Oi-Ob- halogenalkyl, CR”=NOR’, phenyl, O-phenyl.
According to still another embodiment of formula I, R8 is a 5-membered heteroaryl such as pyrrol-1 -yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl, 1,2,4- triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl,
1.2.4-thiadiazol-5-yl, preferred are pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl,
1.2.4-triazolyl-1-yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R8a which independently of one another are selected from halogen, CN, CrC6-alkyl, Ci- C6-halogenalkyl, 0-CrC6-alkyl, 0-CrC6-halogenalkyl, CR”=NOR’, phenyl, O-phenyl.
According to still another embodiment of formula I, R8 is a 6-membered heteroaryl such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and 1,2,4-triazin-3-yl, preferred are pyridin-2-yl, pyridin-3-yl, pyridin-4-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R8a which independently of one another are selected from halogen, CN, CrC6-alkyl, Ci-C6-halogenalkyl, 0-Ci-C6-alkyl, 0-Ci-C6-halogenalkyl, CR”=NOR’, phenyl, O-phenyl.
Particularly preferred embodiments of R8 according to the invention are in Table P8 below, wherein each line of lines P8-1 to P8-94 corresponds to one particular embodiment of the invention, wherein P8-1 to P8-94 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R8 is bound is marked with “#” in the drawings.
Table P8:
R9 is in each case independently selected from halogen, CN, OH, C3-Cs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-
OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O
and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halogen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR'
According to one embodiment of formula I, R9 is CN, C3-C6-alkyl, C3-C6-cycloalkyl, C(R")=N- OR', phenyl, CFh-phenyl, wherein the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one further preferred embodiment of formula I, R9 is C3-C6-alkyl, CrCs- halogenalkyl, phenyl, CFh-phenyl, wherein the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one further preferred embodiment of formula I, R9 is C3H7, phenyl, CFh-phenyl, wherein the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one embodiment of formula I, R9 is CN.
According to still another embodiment of formula I, R9 is C3-C6-alkyl, such as n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl, CH2-C(CH3)3 or i-pentyl. Most preferably is i- propyl, i-butyl, tert-butyl, CH2-C(CH3)3 or i-pentyl.
According to still another embodiment of formula I, R9 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CCI3, FCH2, CICH2, F2CH, CI2CH, CF3CH2, CHF2CH2, CCI3CH2 or CF2CHF2.
According to still another embodiment of formula I R9 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R9 is C3-C6-halogencycloalkyl. In a special embodiment R9 is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-Cl2-cyclopropyl .
According to still a further embodiment of formula I, R9 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as C(CH3)=CH2, CH2CH=CH2, CH2-CH2-CH=CH2.
According to a further specific embodiment of formula I, R9 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF, CH=CHCI,
CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R9 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CFhCECH, CECCI, CH2CECCI, or CC CECCI.
According to a further specific embodiment of formula I, R9 is 0-Ci-C6-alkanyl in particular C2- C4-alkanyl, more specifically Ci-C2-alkanyl. R9 is such as OCH3, OC2H5.
According to a further specific embodiment of formula I, R9 is 0-C2-C6-alkenyl in particular C2- C4-alkenyl, more specifically C2-C3-alkenyl. R3 is such as OCH=CH2, OCH2CH=CH2.
According to a further specific embodiment of formula I, R9is 0-C2-C6-alkynyl, in particular C2- C6-alkynyl, in particular C2-C4-alkynyl, more specifically C2-C3-alkynyl. R3 is such as OCH2CºCH,
According to still another embodiment of formula I, R9 is C3-C6-cycloalkyl, in particular cyclopropyl, cyclopentyl and cyclohexyl.
According to still another embodiment of formula I, R9 is CH2-C3-C6-cycloalkyl, in particular CH2- cyclopropyl, CFh-cyclopentyl and CFh-cyclohexyl.
According to a further specific embodiment of formula I, R9 is CR”=NOR’ such as C(CH3)=NOCH3, C(CH3)=NO-CH2CH3 , C(CH3)=NO-CH2CF3 , C(CH3)=NO-CH2-CH=CH2 , C(CH3)=NO-CH2-CCH , C(CH3)=NO-CH2-C6H5;
C(CH2CH3)=NOCH3, C(CH2CH3)=NO-CH2CH3 , C(CH2CH3)=NO-CH2CF3 , C(CH2CH3)=NO- CH2-CH=CH2 , C(CH2CH3)=NO-CH2-CCH , C(CH2CH3)=NO-CH2-C6H5;
C(CF3)=NOCH3, C(CF3)=NO-CH2CH3 , C(CF3)=NO-CH2CF3 , C(CF3)=NO-CH2-CH=CH2 , C(CF3)=NO-CH2-CCH , C(CF3)=NO-CH2-C6H5;
C(C3H5)=NOCH3, C(C3H5)=NO-CH2CH3 , C(C3H5)=NO-CH2CF3 , C(C3H5)=N0-CH2-CH=CH2 , C(C3H5)=NO-CH2-CCH , C(C3H5)=NO-CH2-C6H5;
C(C6H5)=NOCH3, C(C6H5)=NO-CH2CH3 , C(C6H5)=NO-CH2CF3 , C(C6H5)=NO- CH2CH=CH2 , C(C6H5)=NO-CH2-CCH , C(C6H5)=NO-CH2-C6H5.
According to still another embodiment of formula I, R9 is phenyl or CFh-phenyl, wherein phenyl in each case is unsubstituted or substituted by identical or different groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to still another embodiment of formula I, R9 is a 5-membered heteroaryl such as pyrrol-1 -yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1 ,2,4-triazolyl-1 -yl, 1,2,4- triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl,
1.2.4-thiadiazol-5-yl, preferred are pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl,
1.2.4-triazolyl-1 -yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R9a which independently of one another are selected from halogen, CrC2-alkyl, CN, Ci- C2-halogenalkyl, CrC2-alkoxy, 0-Ci-C6-halogenalkyl,CR”=NOR’.
According to still another embodiment of formula I, R9 is a 6-membered heteroaryl such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and 1,2,4-triazin-3-yl, preferred are pyridin-2-yl, pyridin-3-yl, pyridin-4-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R9a which independently of one another are selected from halogen, CrC2-alkyl, CN, CrC2-halogenalkyl, CrC2-alkoxy, O-C1-C6- halogenalkyl,CR”=NOR’.
Particularly preferred embodiments of R9 according to the invention are in Table P5 below, wherein each line of lines P9-1 to P9-106 corresponds to one particular embodiment of the
invention, wherein P9-1 to P9-106 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R9 is bound is marked with “#” in the drawings.
Table P9:
R10 is in each case independently selected from hydrogen, halogen, CN, OH, CrCs-alkyl, C2- Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-C8- halogenalkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-C6-cycloalkyl, O-C3- C6-cycloalkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6- cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S);
R9 and R10 may form a carbonyl group (C=0), a group C(=NOR'), a monocyclic or bicyclic spiro cycloalkylring or a monocyclic or bicyclic spiro cycloalkenylring one CH2-group in the monocyclic or bicyclic spiro cycloalkylring or monocyclic or bicyclic spiro cycloalkenylring may be replaced by oxygen or a carbonyl group;
R9 and Ya may form a cycloalkylring or cycloalkenylring, one CH2-group in the cycloalkylring or cycloalkenylring may be replaced by oxygen or a carbonyl group; the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halogen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR';
According to one embodiment of formula I, R10 is H, CN, CrC6-alkyl, C3-C6-cycloalkyl, C(R")=N-OR', phenyl, CH2-phenyl, wherein the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one further preferred embodiment of formula I, R10 is H, CrC6-alkyl, phenyl, CH2- phenyl, wherein the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one further preferred embodiment of formula I, R10 is H, CH3, C3H7, phenyl, CH2- phenyl, wherein the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to one embodiment of formula I, R10 is H.
According to one embodiment of formula I, R10 is CN.
According to still another embodiment of formula I, R10 is CrC6-alkyl, such as mehtyl, ethyl, n- propyl, i-propyl, n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl or i-pentyl. Most preferably is methyl, ethyl, n-propyl, i-propyl, i-butyl, tert-butyl.
According to still another embodiment of formula I, R10 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF3, CC , FCH2, CICH2, F2CH, CI2CH, CF3CH2, CHF2CH2, CCI3CH2 or CF2CHF2.
According to still another embodiment of formula I R10 is C3-C6-cycloalkyl, in particular cyclopropyl.
According to still another embodiment of formula I, R10 is C3-C6-halogencycloalkyl. In a special embodiment R10 is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1-CI- cyclopropyl, 2,2-F2-cyclopropyl, 2,2-CI2-cyclopropyl .
According to still a further embodiment of formula I, R10 is C2-C6-alkenyl, in particular C2-C4-alk- enyl, such as C(CH3)=CH2, CH2CH=CH2, CH2-CH2-CH=CH2.
According to a further specific embodiment of formula I, R10 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more specifically C2-C3-halogenalkenyl such as CH=CHF,
CH=CHCI, CH=CF2, CH=CCI2, CH2CH=CHF, CH2CH=CHCI, CH2CH=CF2, CH2CH=CCI2, CF2CH=CF2, CCI2CH=CCI2, CF2CF=CF2, CCI2CCI=CCI2.
According to still a further embodiment of formula I, R10 is C2-C6-alkynyl or C2-C6- halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as CECH, CH2CECH, CECCI, CH2CECCI, or CCI2CºCCI.
According to a further specific embodiment of formula I, R10 is 0-CrC6-alkanyl in particular C2- C4-alkanyl, more specifically Ci-C2-alkanyl. R10 is such as OCH3, OC2Hs.
According to a further specific embodiment of formula I, R10 is 0-C2-C6-alkenyl in particular C2- C4-alkenyl, more specifically C2-C3-alkenyl. R3 is such as OCH=CH2, OCH2CH=CH2.
According to a further specific embodiment of formula I, R10is 0-C2-C6-alkynyl, in particular C2- C6-alkynyl, in particular C2-C4-alkynyl, more specifically C2-C3-alkynyl. R3 is such as 0CH2CECH,
According to still another embodiment of formula I, R10 is C3-C6-cycloalkyl, in particular cyclopropyl, cyclopentyl and cyclohexyl.
According to still another embodiment of formula I, R10 is CH2-C3-C6-cycloalkyl, in particular CH2-cyclopropyl, CH2-cyclopentyl and CH2-cyclohexyl.
According to a further specific embodiment of formula I, R10 is CR”=NOR’ such as C(CH3)=NOCH3, C(CH3)=NO-CH2CH3 , C(CH3)=NO-CH2CF3 , C(CH3)=NO-CH2-CH=CH2 , C(CH3)=NO-CH2-CCH , C(CH3)=NO-CH2-C6H5;
C(CH2CH3)=NOCH3, C(CH2CH3)=NO-CH2CH3 , C(CH2CH3)=NO-CH2CF3 , C(CH2CH3)=NO- CH2-CH=CH2 , C(CH2CH3)=NO-CH2-CCH , C(CH2CH3)=NO-CH2-C6H5;
C(CF3)=NOCH3, C(CF3)=NO-CH2CH3 , C(CF3)=NO-CH2CF3 , C(CF3)=NO-CH2-CH=CH2 , C(CF3)=NO-CH2-CCH , C(CF3)=NO-CH2-C6H5;
C(C3H5)=NOCH3, C(C3H5)=NO-CH2CH3 , C(C3H5)=NO-CH2CF3 , C(C3H5)=NO-CH2-CH=CH2 , C(C3H5)=NO-CH2-CCH , C(C3H5)=NO-CH2-C6H5;
C(C6H5)=NOCH3, C(C6H5)=NO-CH2CH3 , C(C6H5)=NO-CH2CF3 , C(C6H5)=NO- CH2CH=CH2 , C(C6H5)=NO-CH2-CCH , C(C6H5)=NO-CH2-C6H5.
According to still another embodiment of formula I, R10 is phenyl or CH2-phenyl, wherein phenyl in each case is unsubstituted or substituted by identical or different groups Yb which independently of one another are selected from:
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, CrCs-halogenalkyl, phenyl.
According to still another embodiment of formula I, R10 is a 5-membered heteroaryl such as pyrrol-1 -yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl, 1,2,4- triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl,
1.2.4-thiadiazol-5-yl, preferred are pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl,
1.2.4-triazolyl-1-yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R10a which independently of one another are selected from halogen, CN, Ci-C2- halogenalkyl, CrC2-alkoxy, 0-CrC6-halogenalkyl, Ci-C2-alkyl, CR”=NOR’.
According to still another embodiment of formula I, R10 is a 6-membered heteroaryl such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl, preferred are pyridin-2-yl, pyridin-3-yl, pyridin-4-yl. The 5-membered heteroaryl in each case is unsubstituted or substituted by identical or different groups R10a which independently of one another are selected from halogen, CN, CrC2-halogenalkyl, CrC2-alkoxy, 0-CrC6-halogenalkyl, CrC2-alkyl, CR”=NOR’.
Particularly preferred embodiments of R10 according to the invention are in Table P5 below, wherein each line of lines P10-1 to P10-109 corresponds to one particular embodiment of the invention, wherein P10-1 to P10-109 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R10 is bound is marked with “#” in the drawings.
Table P10:
R9 and R10 may form a carbonyl group (C=0), a group C(=NOR'), a monocyclic or bicyclic spiro cycloalkylring or a monocyclic or bicyclic spiro cycloalkenylring one CH2-group in the monocyclic or bicyclic spiro cycloalkylring or monocyclic or bicyclic spiro cycloalkenylring may be replaced by oxygen or a carbonyl group;
R9 and Ya may form a cycloalkylring or cycloalkenylring, one CH2-group in the cycloalkylring or cycloalkenylring may be replaced by oxygen or a carbonyl group.
Preferred embodiments of the present invention are the following compounds I.A-1, I.A-2, I.A-3, I.A-4; compounds I.B-1, I.B-2, I.B-3, I.B-4. In these formulae, the substituents Ya and Yb are independently as defined above or preferably defined herein:
I.B-4
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the compounds I.A-1 , I.A-2, I.A-3, I.A-4; compounds I.B-1 , I.B-2, I.B-3, I.B-4, that are compiled in the Tables 1a to 15 a. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.
Table 1a Compounds of the formula I.A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I.B-4 in which A is a.1 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.1a.B-1 to I.A-1.1a.B-386, I.A-2.1a.B-1 to I.A-2.1a.B-386, I.A-3.1a.B-1 to I.A-3.1a.B-386, I.A-4.1a.B-1 to I.A-4.1a.B-386; B-1.1a.B-1 to I.B-
1.1a.B-386, I.B-2.1a.B-1 to I.B-2.1a.B-386, I.B-3.1a.B-1 to I.B-3.1a.B-386, I.B-4.1a.B-1 to I.B- 4.1a.B-386).).
Table 2a Compounds of the formula I.A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I.B-4 in which A
is a.2 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.2a.B-1 to I.A-1.2a.B-386, I.A-2.2a.B-1 to I.A-2.2a.B-386, I.A-3.2a.B-1 to I.A-3.2a.B-386, I.A-4.2a.B-1 to I.A-4.2a.B-386; B-1.2a.B-1 to I.B- 1.2a.B-386, I.B-2.2a.B-1 to I.B-2.2a.B-386, I.B-3.2a.B-1 to I.B-3.2a.B-386, I.B-4.2a.B-1 to I.B- 4.2a.B-386).
Table 3a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.3 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.3a.B-1 to I.A-1.3a.B-386, I.A-2.3a. B-1 to I.A-2.3a. B-386, I.A-3.3a.B-1 to I.A-3.3a.B-386, I.A-4.3a.B-1 to I.A-4.3a.B-386; B-1 3a. B-1 to I.B- 1.3a.B-386, I.B-2.3a.B-1 to I.B-2.3a.B-386, I.B-3.3a.B-1 to I.B-3.3a.B-386, I.B-4.3a.B-1 to I.B- 4.3a. B-386).
Table 4a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.4 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.4a. B-1 to I. A-1.4a. B-386, I.A-2.4a. B-1 to I.A-2.4a. B-386, I.A-3.4a.B-1 to I.A-3.4a.B-386, I.A-4.4a.B-1 to I.A-4.4a.B-386; B-1.4a.B-1 to I.B- 1.4a. B-386, I.B-2.4a.B-1 to I.B-2.4a.B-386, I.B-3.4a.B-1 to I.B-3.4a.B-386, I.B-4.4a.B-1 to I.B- 4.4a. B-386).
Table 5a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.5 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.5a. B-1 to I. A-1.5a. B-386, I.A-2.5a. B-1 to I.A-2.5a. B-386, I.A-3.5a.B-1 to I.A-3.5a.B-386, I.A-4.5a.B-1 to I.A-5.4a.B-386; B-1 5a. B-1 to I.B- 1.5a. B-386, I.B-2.5a.B-1 to I.B-2.5a.B-386, I.B-3.5a.B-1 to I.B-3.5a.B-386, I.B-4.5a.B-1 to I.B- 4.5a. B-386).
Table 6a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I.B-4in which A is a.6 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.6a. B-1 to I. A-1.6a. B-386, I.A-2.6a. B-1 to I.A-2.6a. B-386, I.A-3.6a.B-1 to I.A-3.6a.B-386, I.A-4.6a.B-1 to I.A-4.6a.B-386; B-1 6a. B-1 to I.B- 1.6a. B-386, I.B-2.6a.B-1 to I.B-2.6a.B-386, I.B-3.6a.B-1 to I.B-3.6a.B-386, I.B-4.6a.B-1 to I.B- 4.6a. B-386).
Table 7a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.7 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.7a. B-1 to I. A-1.7a. B-386, I.A-2.7a. B-1 to I.A-2.7a. B-386, I.A-3.7a.B-1 to I.A-3.7a.B-386, I.A-4.7a.B-1 to I.A-4.7a.B-386; B-1 7a. B-1 to I.B- 1.7a. B-386, I.B-2.7a.B-1 to I.B-2.7a.B-386, I.B-3.7a.B-1 to I.B-3.7a.B-386, I.B-4.7a.B-1 to I.B- 4.7a. B-386,).
Table 8a Compounds of the formula I. A-1 , I.A-2, I.A-3, I.A-4; I.B-1 , I.B-2, I.B-3, I. B-4, in which A is a.8 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.8a. B-1 to I. A-1.8a. B-386, I.A- 2.8a. B-1 to I.A-2.8a. B-386, I.A-3.8a.B-1 to I.A-3.8a.B-386, I.A-4.8a.B-1 to I.A-4.8a.B-386; B- 1.8a. B-1 to I. B-1.8a. B-386, I.B-2.8a.B-1 to I.B-2.8a.B-386, I.B-3.8a.B-1 to I.B-3.8a.B-386, I.B- 4.8a. B-1 to I. B-4.8a. B-386).
Table 9a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.9 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.9a. B-1 to I. A-1.9a. B-386, I.A-2.9a. B-1 to I.A-2.9a. B-386, I.A-3.9a.B-1 to I.A-3.9a.B-386, I.A-4.9a.B-1 to I.A-4.9a.B-386; B-1 9a. B-1 to I.B- 1.9a. B-386, I.B-2.9a.B-1 to I.B-2.9a.B-386, I.B-3.9a.B-1 to I.B-3.9a.B-386, I.B-4.9a.B-1 to I.B-
4.9a.B-386).
Table 10a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.10 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.10a.B-1 to I.A-1.10a.B-386, I.A-2.10a.B-1 to I.A-2.10a.B-386, I.A-3.10a.B-1 to I.A-3.10a.B-386, I.A-4.10a.B-1 to I.A-4.10a.B- 386; B-1.10a.B-1 to I.B-1.10a.B-386, I.B-2.10a.B-1 to I.B-2.10a.B-386, I.B-3.10a.B-1 to I.B- 3.10a.B-386, I.B-4.10a.B-1 to I.B-4.10a.B-386).
Table 11a Compounds of the formula I. A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.11 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.11 a.B-1 to I.A-1.11a.B-386, I.A-2.11a.B-1 to I.A-2.11a.B-386, I.A-3.11 a.B-1 to I.A-3.11a.B-386, I.A-4.11 a.B-1 to I.A-4.11 a. B- 386; B-1.11a.B-1 to I.B-1.11a.B-386, I.B-2.11a.B-1 to I.B-2.11a.B-386, I.B-3.11a.B-1 to I.B- 3.11a.B-386, I.B-4.11a.B-1 to I.B-4.11a.B-386).
Table 12a Compounds of the formula I.A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.12 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.12a.B-1 to I.A-1.12a.B-386, I.A-2.12a.B-1 to I.A-2.12a. B-386, I.A-3.12a.B-1 to I.A-3.12a.B-386, I.A-4.12a.B-1 to I.A-4.12a.B- 386; B-1.12a.B-1 to I.B-1.12a. B-386, I.B-2.12a.B-1 to I.B-2.12a. B-386, I.B-3.12a.B-1 to I.B- 3.12a. B-386, I.B-4.12a.B-1 to I.B-4.12a.B-386).
Table 13a Compounds of the formula I.A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.13 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I.A-1.13a.B-1 to I. A-1.13a. B-386, I.A-2.13a. B-1 to I.A-2.13a. B-386, I.A-3.13a.B-1 to I.A-3.13a. B-386, I.A-4.13a. B-1 to I.A-4.13a.B- 386; B-1.13a.B-1 to I. B-1.13a. B-386, I.B-2.13a.B-1 to I.B-2.13a. B-386, I.B-3.13a.B-1 to I.B- 3.13a. B-386, I.B-4.13a.B-1 to I. B-4.13a. B-386).
Table 14a Compounds of the formula I.A-1, I.A-2, I.A-3, I.A-4; I.B-1, I.B-2, I.B-3, I. B-4 in which A is a.14 and the meaning for the combination of Ya and Yb for each individual compound corresponds in each case to one line of Table B (compounds I. A-1.14a. B-1 to I. A-1.14a. B-386, I.A-2.14a. B-1 to I.A-2.14a. B-386, I.A-3.14a.B-1 to I.A-3.14a. B-386, I.A-4.14a.B-1 to I.A-4.14a.B- 386; B-1.14a.B-1 to I. B-1.14a. B-386, I.B-2.14a.B-1 to I.B-2.14a. B-386, I.B-3.14a.B-1 to I.B- 3.14a. B-386, I.B-4.14a.B-1 to I. B-4.14a. B-386).
# means C bearing =S or =0
Table B
Preferred embodiments of the present invention are the following compounds I.C-1, I.C-2, I.C-3, I.C-4; compounds I.D-1, I.D-2, I.D-3, I.D-4. In these formulae, the substituents Y and R8 are independently as defined above or preferably defined herein:
I.C-4
I.D-4
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the compounds I.C-1 , I.C-2, I.C-3, I.C-4; compounds I.D-1 , I.D-2, I.D-3, I.D-4, that are compiled in the Tables 1b to 49b. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.
Table 1b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4 in which Y is C(R9R10), R8 is cyclo-CsHs and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1.1 b.X-1 to I.C-1.1b.X- 293, I.C-2.1b.X-1 to I.C-2.1b.X- 293, I.C-3.1b.X-1 to I.C-3.1b.X- 293, I.C-4.1b.X-1 to I.C-4.1b.X- 293; I.D-1.1b.X-1 to I.D-1.1b.X- 293, I.D-2.1b.X-1 to I.D-2.1b.X- 293, I.D-3.1b.X-1 to I.D-3.1b.X- 293, I.D-4.1b.X-1 to I.D-4.1b.X- 293).
Table 2b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclo-C^and the meaning for the combination of R9 and R10for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.2b.X-1 to I.C-1 2b.X- 293, I.C-2.2b.X-1 to I.C-2.2b.X- 293, I.C-3.2b.X-1 to I.C-3.2b.X- 293, I.C-
4.2b.X-1 to I.C-4.2b. X- 293; I.D-1 2b.X-1 to I.D-1.2b.X- 293, I.D-2.2b.X-1 to I.D-2.2b.X- 293, I.D-
3.2b.X-1 to I.D-3.2b. X- 293, I.D-4.2b.X-1 to I.D-4.2b.X- 293).
Table 3b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclo-CsHgand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.3b.X-1 to I.C-1 3b.X- 293, I.C-2.3b.X-1 to I.C-2.3b.X- 293, I.C-3.3b.X-1 to I.C-3.3b.X- 293, I.C-
4.3b.X-1 to I.C-4.3b. X- 293; I.D-1 3b.X-1 to I.D-1.3b.X- 293, I.D-2.3b.X-1 to I.D-2.3b.X- 293, I.D-
3.3b.X-1 to I.D-3.3b. X- 293, I.D-4.3b.X-1 to I.D-4.3b.X- 293).
Table 4b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclo-CeHn and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.4b.X-1 to I.C-1 4b.X- 293, I.C-2.4b.X-1 to I.C-2.4b.X- 293, I.C-3.4b.X-1 to I.C-3.4b.X- 293, I.C-
4.4b.X-1 to I.C-4.4b. X- 293; I.D-1 4b.X-1 to I.D-1.4b.X- 293, I.D-2.4b.X-1 to I.D-2.4b.X- 293, I.D-
3.4b.X-1 to I.D-3.4b. X- 293, I.D-4.4b.X-1 to I.D-4.4b.X- 293).
Table 5b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is
and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.5b.X-1 to I.C-1 5b.X- 293, I.C-2.5b.X-1 to I.C-2.5b.X- 293, I.C-3.5b.X-1 to I.C-3.5b.X- 293, I.C- 4.5b.X-1 to I.C-4.5b. X- 293; I.D-1 5b.X-1 to I.D-1.5b.X- 293, I.D-2.5b.X-1 to I.D-2.5b.X- 293, I.D- 3.5b.X-1 to I.D-3.5b. X- 293, I.D-4.5b.X-1 to I.D-4.5b.X- 293).
Table 6b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is CeF and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1 6b.X-1 to I.C-1.6b. X- 293, I.C-2.6b.X-1 to I.C-2.6b.X- 293, I.C-3.6b.X-1 to I.C-3.6b.X- 293, I.C-4.6b.X-1 to I.C-4.6b. X- 293; I.D-1 6b.X-1 to I.D-1.6b.X- 293, I.D-2.6b.X-1 to I.D-2.6b.X- 293, I.D-3.6b.X-1 to I.D-3.6b. X- 293, I.D-4.6b.X-1 to I.D-4.6b.X- 293).
Table 7b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-F-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1 39b. X- 1 to I.C-1 39b.X- 293, I.C-2.39b.X-1 to I.C-2.39b.X- 293, I.C-3.39b.X-1 to I.C-3.39b.X- 293, I.C- 4.39b.X-1 to I.C-4.39b. X- 293; I.D-1 39b.X-1 to I.D-1.39b.X- 293, I.D-2.39b.X-1 to I.D-2.39b.X- 293, I.D-3.39b. X-1 to I.D-3.39b.X- 293, I.D-4.39b.X-1 to I.D-4.39b.X- 293).
Table 8b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3-F-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1 8b. X-1 to I.C-1 8b.X- 293, I.C-2.8b.X-1 to I.C-2.8b.X- 293, I.C-3.8b.X-1 to I.C-3.8b.X- 293, I.C-4.8b.X-1 to I.C-4.8b. X- 293; I.D-1 8b.X-1 to I.D-1.8b.X- 293, I.D-2.8b.X-1 to I.D-2.8b.X- 293, I.D-3.8b.X-1 to I.D-3.8b. X- 293, I.D-4.8b.X-1 to I.D-4.8b.X- 293).
Table 9b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 4-F-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1 8b. X-1 to I.C-1 8b.X- 293, I.C-2.8b.X-1 to I.C-2.8b.X- 293, I.C-3.8b.X-1 to I.C-3.8b.X- 293, I.C-4.8b.X-1 to I.C-4.8b. X- 293; I.D-1 8b.X-1 to I.D-1.8b.X- 293, I.D-2.8b.X-1 to I.D-2.8b.X- 293, I.D-3.8b.X-1 to I.D-3.8b. X- 293, I.D-4.8b.X-1 to I.D-4.8b.X- 293).
Table 10b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-CI-C6H4and the meaning for the combination of R9 and R10 each individual compound corresponds in each case to one line of Table X (compounds I.C-1.10b. X- 1 to I.C-1.10b. X- 293, I.C-2.10b.X-1 to I.C-2.10b.X- 293, I.C-3.10b.X-1 to I.C-3.10b.X- 293, I.C- 4.10b. X-1 to I.C-4.10b.X- 293; I.D-1.10b.X-1 to I.D-1.10b.X- 293, I.D-2.10b.X-1 to I.D-2.10b.X- 293, I.D-3.10b. X-1 to I.D-3.10b.X- 293, I.D-4.10b.X-1 to I.D-4.10b.X- 293).
Table 11b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is S-CI-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1.11 b.X- 1 to I.C-1.11 b.X- 293, I.C-2.11b.X-1 to I.C-2.11b.X- 293, I.C-3.11b.X-1 to I.C-3.11b.X- 293, I.C- 4.11b. X-1 to I.C-4.11 b.X- 293; I.D-1.11b.X-1 to I.D-1.11 b.X- 293, I.D-2.11b.X-1 to I.D-2.11b.X- 293, I.D-3.11b.X-1 to I.D-3.11 b.X- 293, I.D-4.11b.X-1 to I.D-4.11 b.X- 293).
Table 12b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 4-CI-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C-1.12b. X-
1 to I.C-1.12b.X- 293, I.C-2.12b.X-1 to I.C-2.12b.X- 293, I.C-3.12b.X-1 to I.C-3.12b.X- 293, I.C- 4.12b.X-1 to I.C-4.12b.X- 293; I.D-1.12b.X-1 to I.D-1.12b.X- 293, I.D-2.12b.X-1 to I.D-2.12b.X- 293, I.D-3.12b.X-1 to I.D-3.12b.X- 293, I.D-4.12b.X-1 to I.D-4.12b.X- 293).
Table 13b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-OCH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.13b.X-1 to I.C-1.13b. X- 293, I.C-2.13b.X-1 to I.C-2.13b.X- 293, I.C-3.13b.X-1 to I.C-3.13b.X- 293, I.C-4.13b. X-1 to I.C-4.13b.X- 293; I.D-1.13b.X-1 to I.D-1.13b.X- 293, I.D-2.13b.X-1 to I.D- 2.13b.X- 293, I.D-3.13b.X-1 to I.D-3.13b.X- 293, I.D-4.13b.X-1 to I.D-4.13b.X- 293).
Table 14b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3-OCH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.14b. X-1 to I.C-1.14b. X- 293, I.C-2.14b.X-1 to I.C-2.14b.X- 293, I.C-3.14b.X-1 to I.C-3.14b.X- 293, I.C-4.14b. X-1 to I.C-4.14b.X- 293; I.D-1.14b.X-1 to I.D-1.14b.X- 293, I.D-2.14b.X-1 to I.D- 2.14b.X- 293, I.D-3.14b.X-1 to I.D-3.14b.X- 293, I.D-4.14b.X-1 to I.D-4.14b.X- 293).
Table 15b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 4-OCH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.15b. X-1 to I.C-1.15b. X- 293, I.C-2.15b.X-1 to I.C-2.15b.X- 293, I.C-3.15b.X-1 to I.C-3.15b.X- 293, I.C-4.15b. X-1 to I.C-4.15b.X- 293; I.D-1.15b.X-1 to I.D-1.15b.X- 293, I.D-2.15b.X-1 to I.D- 2.15b.X- 293, I.D-3.15b.X-1 to I.D-3.15b.X- 293, I.D-4.15b.X-1 to I.D-4.15b.X- 293).
Table 16b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-OCHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.16b. X-1 to I.C-1.16b. X- 293, I.C-2.16b.X-1 to I.C-2.16b.X- 293, I.C-3.16b.X-1 to I.C-3.16b.X- 293, I.C-4.16b. X-1 to I.C-4.16b.X- 293; I.D-1.16b.X-1 to I.D-1.16b.X- 293, I.D-2.16b.X-1 to I.D- 2.16b.X- 293, I.D-3.16b.X-1 to I.D-3.16b.X- 293, I.D-4.16b.X-1 to I.D-4.16b.X- 293).
Table 17b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3-OCHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.17b. X-1 to I.C-1.17b. X- 293, I.C-2.17b.X-1 to I.C-2.17b.X- 293, I.C-3.17b.X-1 to I.C-3.17b.X- 293, I.C-4.17b. X-1 to I.C-4.17b.X- 293; I.D-1.17b.X-1 to I.D-1.17b.X- 293, I.D-2.17b.X-1 to I.D- 2.17b.X- 293, I.D-3.17b.X-1 to I.D-3.17b.X- 293, I.D-4.17b.X-1 to I.D-4.17b.X- 293).
Table 18b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10),R8 is 4-OCHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.18b. X-1 to I.C-1.18b. X- 293, I.C-2.18b.X-1 to I.C-2.18b.X- 293, I.C-3.18b.X-1 to I.C-3.18b.X- 293, I.C-4.18b. X-1 to I.C-4.18b.X- 293; I.D-1.18b.X-1 to I.D-1.18b.X- 293, I.D-2.18b.X-1 to I.D- 2.18b.X- 293, I.D-3.18b.X-1 to I.D-3.18b.X- 293, I.D-4.18b.X-1 to I.D-4.18b.X- 293).).
Table 19b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.19b. X-1 to I.C-1.19b. X- 293, I.C-2.19b.X-1 to I.C-2.19b.X- 293, I.C-3.19b.X-1 to I.C-3.19b.X- 293, I.C-4.19b. X-1 to I.C-4.19b.X- 293; I.D-1.19b.X-1 to I.D-1.19b.X- 293, I.D-2.19b.X-1 to I.D- 2.19b.X- 293, I.D-3.19b.X-1 to I.D-3.19b.X- 293, I.D-4.19b.X-1 to I.D-4.19b.X- 293).
Table 20b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in
which Y is C(R9R10), R8 is 3-CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.20b.X-1 to I.C-1.20b.X- 293, I.C-2.20b.X-1 to I.C-2.20b.X- 293, I.C-3.20b.X-1 to I.C-3.20b.X- 293, I.C-4.20b.X-1 to I.C-4.20b.X- 293; I.D-1.20b.X-1 to I.D-1.20b.X- 293, I.D-2.20b.X-1 to I.D- 2.20b.X- 293, I.D-3.20b.X-1 to I.D-3.20b.X- 293, I.D-4.20b.X-1 to I.D-4.20b.X- 293).
Table 21b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 4-CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.21b.X-1 to I.C-1.21b. X- 293, I.C-2.21b.X-1 to I.C-2.21b.X- 293, I.C-3.21b.X-1 to I.C-3.21b.X- 293, I.C-4.21b.X-1 to I.C-4.21b.X- 293; I.D-1.21b.X-1 to I.D-1.21 b.X- 293, I.D-2.21b.X-1 to I.D- 2.21 b.X- 293, I.D-3.21b.X-1 to I.D-3.21b.X- 293, I.D-4.21b.X-1 to I.D-4.21b.X- 293).
Table 22b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2-CF3-CeH4and the meaning for the combination of R9 and R10for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.22b.X-1 to I.C-1.22b. X- 293, I.C-2.22b.X-1 to I.C-2.22b.X- 293, I.C-3.22b.X-1 to I.C-3.22b.X- 293, I.C-4.22b. X-1 to I.C-4.22b.X- 293; I.D-1.22b.X-1 to I.D-1 22b.X- 293, I.D-2.22b.X-1 to I.D- 2.22b.X- 293, I.D-3.22b.X-1 to I.D-3.22b.X- 293, I.D-4.22b.X-1 to I.D-4.22b.X- 293).
Table 23b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3-CF3-CeH4and the meaning for the combination of R9 and R10for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.23b. X-1 to I.C-1.23b. X- 293, I.C-2.23b.X-1 to I.C-2.23b.X- 293, I.C-3.23b.X-1 to I.C-3.23b.X- 293, I.C-4.23b. X-1 to I.C-4.23b.X- 293; I.D-1.23b.X-1 to I.D-1 23b.X- 293, I.D-2.23b.X-1 to I.D- 2.23b.X- 293, I.D-3.23b.X-1 to I.D-3.23b.X- 293, I.D-4.23b.X-1 to I.D-4.23b.X- 293).
Table 24b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 4-CF3-CeH4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.24b. X-1 to I.C-1.24b. X- 293, I.C-2.24b.X-1 to I.C-2.24b.X- 293, I.C-3.24b.X-1 to I.C-3.24b.X- 293, I.C-4.24b. X-1 to I.C-4.24b.X- 293; I.D-1.24b.X-1 to I.D-1 24b.X- 293, I.D-2.24b.X-1 to I.D- 2.24b.X- 293, I.D-3.24b.X-1 to I.D-3.24b.X- 293, I.D-4.24b.X-1 to I.D-4.24b.X- 293).
Table 25b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,3-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.25b. X-1 to I.C-1.25b. X- 293, I.C-2.25b.X-1 to I.C-2.25b.X- 293, I.C-3.25b.X-1 to I.C-3.25b.X- 293, I.C-4.25b. X-1 to I.C-4.25b.X- 293; I.D-1.25b.X-1 to I.D-1 25b.X- 293, I.D-2.25b.X-1 to I.D- 2.25b.X- 293, I.D-3.25b.X-1 to I.D-3.25b.X- 293, I.D-4.25b.X-1 to I.D-4.25b.X- 293).
Table 26b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,4-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.26b. X-1 to I.C-1.26b. X- 293, I.C-2.26b.X-1 to I.C-2.26b.X- 293, I.C-3.26b.X-1 to I.C-3.26b.X- 293, I.C-4.26b. X-1 to I.C-4.26b.X- 293; I.D-1.26b.X-1 to I.D-1 26b.X- 293, I.D-2.26b.X-1 to I.D- 2.26b.X- 293, I.D-3.26b.X-1 to I.D-3.26b.X- 293, I.D-4.26b.X-1 to I.D-4.26b.X- 293).
Table 27b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,5-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.27b. X-1 to I.C-1.27b. X- 293, I.C-2.27b.X-1 to I.C-2.27b.X- 293, I.C-3.27b.X-1 to I.C-3.27b.X- 293, I.C-4.27b. X-1 to I.C-4.27b.X- 293; I.D-1 27b.X-1 to I.D-1 27b.X- 293, I.D-2.27b.X-1 to I.D- 2.27b.X- 293, I.D-3.27b.X-1 to I.D-3.27b.X- 293, I.D-4.27b.X-1 to I.D-4.27b.X- 293).
Table 28b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,6-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.28b.X-1 to I.C-1.28b. X- 293, I.C-2.28b.X-1 to I.C-2.28b.X- 293, I.C-3.28b.X-1 to I.C-3.28b.X- 293, I.C-4.28b. X-1 to I.C-4.28b.X- 293; I.D-1.28b.X-1 to I.D-1 28b.X- 293, I.D-2.28b.X-1 to I.D- 2.28b.X- 293, I.D-3.28b.X-1 to I.D-3.28b.X- 293, I.D-4.28b.X-1 to I.D-4.28b.X- 293).
Table 29b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,4-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.29b. X-1 to I.C-1.29b. X- 293, I.C-2.29b.X-1 to I.C-2.29b.X- 293, I.C-3.29b.X-1 to I.C-3.29b.X- 293, I.C-4.29b. X-1 to I.C-4.29b.X- 293; I.D-1.29b.X-1 to I.D-1 29b.X- 293, I.D-2.29b.X-1 to I.D- 2.29b.X- 293, I.D-3.29b.X-1 to I.D-3.29b.X- 293, I.D-4.29b.X-1 to I.D-4.29b.X- 293).
Table 30b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,5-F2-CeH3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.30b. X-1 to I.C-1.30b. X- 293, I.C-2.30b.X-1 to I.C-2.30b.X- 293, I.C-3.30b.X-1 to I.C-3.30b.X- 293, I.C-4.30b. X-1 to I.C-4.30b.X- 293; I.D-1.30b.X-1 to I.D-1.30b.X- 293, I.D-2.30b.X-1 to I.D- 2.30b.X- 293, I.D-3.30b.X-1 to I.D-3.30b.X- 293, I.D-4.30b.X-1 to I.D-4.30b.X- 293).
Table 31b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,3-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.31b. X-1 to I.C-1.31b. X- 293, I.C-2.31b.X-1 to I.C-2.31b.X- 293, I.C-3.31b.X-1 to I.C-3.31b.X- 293, I.C-4.31b. X-1 to I.C-4.31b.X- 293; I.D-1.31b.X-1 to I.D-1.31 b.X- 293, I.D-2.31b.X-1 to I.D- 2.31 b.X- 293, I.D-3.31b.X-1 to I.D-3.31b.X- 293, I.D-4.31b.X-1 to I.D-4.31b.X- 293).
Table 32b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,4-Cl 2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.32b. X-1 to I.C-1.32b. X- 293, I.C-2.32b.X-1 to I.C-2.32b.X- 293, I.C-3.32b.X-1 to I.C-3.32b.X- 293, I.C-4.32b. X-1 to I.C-4.32b.X- 293; I.D-1.32b.X-1 to I.D-1 32b.X- 293, I.D-2.32b.X-1 to I.D- 2.32b.X- 293, I.D-3.32b.X-1 to I.D-3.32b.X- 293, I.D-4.32b.X-1 to I.D-4.32b.X- 293).
Table 33b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,5-Cl2-C6H3 and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.33b. X-1 to I.C-1.33b. X- 293, I.C-2.33b.X-1 to I.C-2.33b.X- 293, I.C-3.33b.X-1 to I.C-3.33b.X- 293, I.C-4.33b. X-1 to I.C-4.33b.X- 293; I.D-1.33b.X-1 to I.D-1 33b.X- 293, I.D-2.33b.X-1 to I.D- 2.33b.X- 293, I.D-3.33b.X-1 to I.D-3.33b.X- 293, I.D-4.33b.X-1 to I.D-4.33b.X- 293).
Table 34b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,6-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table (compounds I.C- 1.34b. X-1 to I.C-1.34b.X- 293, I.C-2.34b.X-1 to I.C-2.34b.X- 293, I.C-3.34b.X-1 to I.C-3.34b.X- 293, I.C-4.34b. X-1 to I.C-4.34b.X- 293; I.D-1.34b.X-1 to I.D-1 34b.X- 293, I.D-2.34b.X-1 to I.D- 2.34b.X- 293, I.D-3.34b.X-1 to I.D-3.34b.X- 293, I.D-4.34b.X-1 to I.D-4.34b.X- 293).
Table 35b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,4-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.35b. X-1 to I.C-1.35b. X- 293, I.C-2.35b.X-1 to I.C-2.35b.X- 293, I.C-3.35b.X-1 to I.C-3.35b.X- 293, I.C-4.35b. X-1 to I.C-4.35b.X- 293; I.D-1.35b.X-1 to I.D-1 35b.X- 293, I.D-2.35b.X-1 to I.D-
2.35b.X- 293, I.D-3.35b.X-1 to I.D-3.35b.X- 293, I.D-4.35b.X-1 to I.D-4.35b.X- 293).
Table 36b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,5-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X ((compounds I.C- 1.36b.X-1 to I.C-1.36b.X- 293, I.C-2.36b.X-1 to I.C-2.36b.X- 293, I.C-3.36b.X-1 to I.C-3.36b.X- 293, I.C-4.36b. X-1 to I.C-4.36b.X- 293; I.D-1.36b.X-1 to I.D-1 36b.X- 293, I.D-2.36b.X-1 to I.D- 2.36b.X- 293, I.D-3.36b.X-1 to I.D-3.36b.X- 293, I.D-4.36b.X-1 to I.D-4.36b.X- 293).
Table 37b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,3-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.37b. X-1 to I.C-1.37b. X- 293, I.C-2.37b.X-1 to I.C-2.37b.X- 293, I.C-3.37b.X-1 to I.C-3.37b.X- 293, I.C-4.37b. X-1 to I.C-4.37b.X- 293; I.D-1.37b.X-1 to I.D-1 37b.X- 293, I.D-2.37b.X-1 to I.D- 2.37b.X- 293, I.D-3.37b.X-1 to I.D-3.37b.X- 293, I.D-4.37b.X-1 to I.D-4.37b.X- 293).
Table 38b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,4-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.39b. X-1 to I.C-1.39b. X- 293, I.C-2.39b.X-1 to I.C-2.39b.X- 293, I.C-3.39b.X-1 to I.C-3.39b.X- 293, I.C-4.39b. X-1 to I.C-4.39b.X- 293; I.D-1.39b.X-1 to I.D-1 39b.X- 293, I.D-2.39b.X-1 to I.D- 2.39b.X- 293, I.D-3.39b.X-1 to I.D-3.39b.X- 293, I.D-4.39b.X-1 to I.D-4.39b.X- 293).
Table 39b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,5-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.39b. X-1 to I.C-1.39b. X- 293, I.C-2.39b.X-1 to I.C-2.39b.X- 293, I.C-3.39b.X-1 to I.C-3.39b.X- 293, I.C-4.39b. X-1 to I.C-4.39b.X- 293; I.D-1.39b.X-1 to I.D-1 39b.X- 293, I.D-2.39b.X-1 to I.D- 2.39b.X- 293, I.D-3.39b.X-1 to I.D-3.39b.X- 293, I.D-4.39b.X-1 to I.D-4.39b.X- 293).
Table 40b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 2,6-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.40b. X-1 to I.C-1.40b. X- 293, I.C-2.40b.X-1 to I.C-2.40b.X- 293, I.C-3.40b.X-1 to I.C-3.40b.X- 293, I.C-4.40b. X-1 to I.C-4.40b.X- 293; I.D-1.40b.X-1 to I.D-1.40b.X- 293, I.D-2.40b.X-1 to I.D- 2.40b.X- 293, I.D-3.40b.X-1 to I.D-3.40b.X- 293, I.D-4.40b.X-1 to I.D-4.40b.X- 293).
Table 41b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,4-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.41b. X-1 to I.C-1.41b. X- 293, I.C-2.41b.X-1 to I.C-2.41b.X- 293, I.C-3.41b.X-1 to I.C-3.41b.X- 293, I.C-4.41b. X-1 to I.C-4.41b.X- 293; I.D-1.41b.X-1 to I.D-1.41b.X- 293, I.D-2.41b.X-1 to I.D- 2.41 b.X- 293, I.D-3.41b.X-1 to I.D-3.41b.X- 293, I.D-4.41b.X-1 to I.D-4.41b.X- 293).
Table 42b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is 3,5-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.42b. X-1 to I.C-1.42b. X- 293, I.C-2.42b.X-1 to I.C-2.42b.X- 293, I.C-3.42b.X-1 to I.C-3.42b.X- 293, I.C-4.42b. X-1 to I.C-4.42b.X- 293; I.D-1.42b.X-1 to I.D-1 42b.X- 293, I.D-2.42b.X-1 to I.D- 2.42b.X- 293, I.D-3.42b.X-1 to I.D-3.42b.X- 293, I.D-4.42b.X-1 to I.D-4.42b.X- 293).
Table 43b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in
which Y is C(R9R10), R8 is and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.43b.X-1 to I.C-1.43b.X- 293, I.C-2.43b.X-1 to I.C-2.43b.X- 293, I.C-3.43b.X-1 to I.C-3.43b.X- 293, I.C-4.43b.X-1 to I.C-4.43b.X- 293; I.D-1.43b.X-1 to I.D-1 43b.X- 293, I.D-2.43b.X-1 to I.D- 2.43b.X- 293, I.D-3.43b.X-1 to I.D-3.43b.X- 293, I.D-4.43b.X-1 to I.D-4.43b.X- 293).
Table 44b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclo-pent-(1)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.44b.X-1 to I.C-1.44b. X- 293, I.C-2.44b.X-1 to I.C-2.44b.X- 293, I.C-3.44b.X-1 to I.C-3.44b.X- 293, I.C-4.44b. X-1 to I.C-4.44b.X- 293; I.D-1.44b.X-1 to I.D-1 44b.X- 293, I.D-2.44b.X-1 to I.D- 2.44b.X- 293, I.D-3.44b.X-1 to I.D-3.44b.X- 293, I.D-4.44b.X-1 to I.D-4.44b.X- 293).
Table 45b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclopent-(2)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.45b. X-1 to I.C-1.45b. X- 293, I.C-2.45b.X-1 to I.C-2.45b.X- 293, I.C-3.45b.X-1 to I.C-3.45b.X- 293, I.C-4.45b. X-1 to I.C-4.45b.X- 293; I.D-1.45b.X-1 to I.D-1 45b.X- 293, I.D-2.45b.X-1 to I.D- 2.45b.X- 293, I.D-3.45b.X-1 to I.D-3.45b.X- 293, I.D-4.45b.X-1 to I.D-4.45b.X- 293).
Table 46b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclo-pent-(3)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.46b. X-1 to I.C-1.46b. X- 293, I.C-2.46b.X-1 to I.C-2.46b.X- 293, I.C-3.46b.X-1 to I.C-3.46b.X- 293, I.C-4.46b. X-1 to I.C-4.46b.X- 293; I.D-1.46b.X-1 to I.D-1 46b.X- 293, I.D-2.46b.X-1 to I.D- 2.46b.X- 293, I.D-3.46b.X-1 to I.D-3.46b.X- 293, I.D-4.46b.X-1 to I.D-4.46b.X- 293).
Table 47b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclohex-(1)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.47b. X-1 to I.C-1.47b. X- 293, I.C-2.47b.X-1 to I.C-2.47b.X- 293, I.C-3.47b.X-1 to I.C-3.47b.X- 293, I.C-4.47b. X-1 to I.C-4.47b.X- 293; I.D-1.47b.X-1 to I.D-1 47b.X- 293, I.D-2.47b.X-1 to I.D- 2.47b.X- 293, I.D-3.47b.X-1 to I.D-3.47b.X- 293, I.D-4.47b.X-1 to I.D-4.47b.X- 293).
Table 48b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclohex-(2)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.48b. X-1 to I.C-1.48b. X- 293, I.C-2.48b.X-1 to I.C-2.48b.X- 293, I.C-3.48b.X-1 to I.C-3.48b.X- 293, I.C-4.48b. X-1 to I.C-4.48b.X- 293; I.D-1.48b.X-1 to I.D-1 48b.X- 293, I.D-2.48b.X-1 to I.D- 2.48b.X- 293, I.D-3.48b.X-1 to I.D-3.48b.X- 293, I.D-4.48b.X-1 to I.D-4.48b.X- 293).
Table 49b Compounds of the formula I.C-1 , I.C-2, I.C-3, I.C-4; I.D-1 , I.D-2, I.D-3, I.D-4, in which Y is C(R9R10), R8 is cyclohex-(3)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table X (compounds I.C- 1.49b. X-1 to I.C-1.49b. X- 293, I.C-2.49b.X-1 to I.C-2.49b.X- 293, I.C-3.49b.X-1 to I.C-3.49b.X- 293, I.C-4.49b. X-1 to I.C-4.49b.X- 293; I.D-1.49b.X-1 to I.D-1 49b.X- 293, I.D-2.49b.X-1 to I.D- 2.49b.X- 293, I.D-3.49b.X-1 to I.D-3.49b.X- 293, I.D-4.49b.X-1 to I.D-4.49b.X- 293).
Table X
Preferred embodiments of the present invention are the following compounds I.E-1 , I.E-2, I.E-3, I.E-4; compounds I.F-1 , I.F-2, I.F-3, I.F-4. In these formulae, the substituents R8 and Y are independently as defined above or preferably defined herein:
I.F-4
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the compounds I.E-1 , I.E-2, I.E-3, I.E-4; compounds I.F-1 , I.F-2, I.F-3, I.F-4, that are compiled in the Tables 1c to 49c. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.
Table 1c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4 in which
Y NR5, R8 is cyclo-C3H5 and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.1c.Y-1 to I.E-1.1c.Y-12, I.E-2.1c.Y-1 to I.E- 2.1C.Y-12, I.E-3.1C.Y-1 to I.E-3.1C.Y-12, I.E-4.1C.Y-1 to I.E-4.1C.Y-12; I.F-1.1c. Y-1 to LF-1.1c.Y- 12, I.F-2.1C.Y-1 to I.F-2.1c. Y-12, I.F-3.1C.Y-1 to LF-3.1c.Y-12, LF-4.1c.Y-1 to I.F-4.1c. Y-12).
Table 2c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclo-C4H7and the meaning for R5for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.2c.Y-1 to I.E-1.2c.Y-12, I.E-2.2c.Y-1 to I.E- 2.2c. Y-12, LE-3.2c.Y-1 to LE-3.2c.Y-12, LE-4.2c.Y-1 to LE-4.2c.Y-12; I.F-1.2c. Y-1 to LF-1.2c.Y- 12, LF-2.2c.Y-1 to LF-2.2c.Y-12, LF-3.2c.Y-1 to LF-3.2c.Y-12, LF-4.2c.Y-1 to LF-4.2c.Y-12).
Table 3c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclo-CsHgand the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.3c.Y-1 to I.E-1.3c.Y-12, I.E-2.3c.Y-1 to I.E- 2.3c. Y-12, LE-3.3c.Y-1 to LE-3.3c.Y-12, LE-4.3c.Y-1 to LE-4.3c.Y-12; I.F-1.3c. Y-1 to LF-1.3c.Y- 12, LF-2.3c.Y-1 to LF-2.3c.Y-12, LF-3.3c.Y-1 to LF-3.3c.Y-12, LF-4.3c.Y-1 to LF-4.3c.Y-12).
Table 4c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclo-C6Hii and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.4c.Y-1 to I.E-1.4c.Y-12, I.E-2.4c.Y-1 to I.E- 2.4c. Y-12, LE-3.4c.Y-1 to LE-3.4c.Y-12, LE-4.4c.Y-1 to LE-4.4c.Y-12; I.F-1.4c. Y-1 to LF-1.4c.Y- 12, LF-2.4c.Y-1 to LF-2.4c.Y-12, LF-3.4c.Y-1 to LF-3.4c.Y-12, LF-4.4c.Y-1 to LF-4.4c.Y-12).
Table 5c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is
and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.5c.Y-1 to I.E-1.5c.Y-12, I.E-2.5c.Y-1 to I.E- 2.5c. Y-12, LE-3.5c.Y-1 to LE-3.5c.Y-12, LE-4.5c.Y-1 to LE-4.5c.Y-12; I.F-1.5c. Y-1 to LF-1.5c.Y- 12, LF-2.5c.Y-1 to LF-2.5c.Y-12, LF-3.5c.Y-1 to LF-3.5c.Y-12, LF-4.5c.Y-1 to LF-4.5c.Y-12).
Table 6c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is C6H5 and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.6c.Y-1 to I.E- 1.6c. Y-12, LE-2.6c.Y-1 to LE-2.6c.Y-12, LE-3.6c.Y-1 to LE-3.6c.Y-12, LE-4.6c.Y-1 to LE-4.6c.Y- 12; I.F-1.6c. Y-1 to I.F-1.6c. Y-12, LF-2.6c.Y-1 to LF-2.6c.Y-12, LF-3.6c.Y-1 to LF-3.6c.Y-12, I.F- 4.6c. Y-1 to LF-4.6c.Y-12).
Table 7c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-F-CeH4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.39c.Y-1 to LE-1.39c.Y-12, I.E-2.39c.Y-1 to LE-2.39c.Y-12, LE-3.39c.Y-1 to LE-3.39c.Y-12, LE-4.39c.Y-1 to LE-4.39c.Y-12; I.F-1 39c. Y-1 to I.F-1.39c. Y-12, LF-2.39c.Y-1 to LF-2.39c.Y-12, LF-3.39c.Y-1 to LF-3.39c.Y-12, LF-4.39c.Y-1 to LF-4.39c.Y-12).
Table 8c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-F-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.8c.Y-1 to I.E-1.8c.Y-12, I.E-2.8c.Y-1 to I.E- 2.8c. Y-12, I.E-3.8C.Y-1 to I.E-3.8C.Y-12, I.E-4.8C.Y-1 to I.E-4.8C.Y-12; I.F-1.8c. Y-1 to I.F-1.8c. Y- 12, I.F-2.8C.Y-1 to I.F-2.8C.Y-12, I.F-3.8C.Y-1 to I.F-3.8C.Y-12, I.F-4.8C.Y-1 to I.F-4.8C.Y-12).
Table 9c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1, I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 4-F-CeH4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.8c.Y-1 to I.E-1.8c.Y-12, I.E-2.8c.Y-1 to I.E- 2.8c. Y-12, I.E-3.8C.Y-1 to I.E-3.8C.Y-12, I.E-4.8C.Y-1 to I.E-4.8C.Y-12; I.F-1.8c. Y-1 to I.F-1.8c. Y- 12, I.F-2.8C.Y-1 to I.F-2.8C.Y-12, I.F-3.8C.Y-1 to I.F-3.8C.Y-12, I.F-4.8C.Y-1 to I.F-4.8C.Y-12).
Table 10c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-CI-C6H4and the meaning for R5 each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.10c.Y-1 to I.E-1.10c.Y-12, I.E-2.10c.Y-1 to I.E-
2.10c. Y-12, I.E-3.10C.Y-1 to I.E-3.10C.Y-12, I.E-4.10C.Y-1 to I.E-4.10C.Y-12; I.F-1 10c. Y-1 to I.F- 1.10c. Y-12, I.F-2.10c. Y-1 to I.F-2.10c. Y-12, I.F-3.10C.Y-1 to I.F-3.10c. Y-12, I.F-4.10C.Y-1 to I.F- 4.10c. Y-12).
Table 11c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-CI-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.11c.Y-1 to I . E-1.11 c. Y-12, I.E-2.11c.Y-1 to I.E-2.11c. Y-12, I.E-3.1 lc.Y-1 to I.E-3.11c. Y-12, I.E-4.11c. Y-1 to I.E-4.11c. Y-12; I.F-1.11c. Y-1 to I.F-1.1 lc.Y-12, I.F-2.11c. Y-1 to I.F-2.11c. Y-12, I.F-3.11c. Y-1 to I.F-3.11c. Y-12, I.F-4.11c. Y-1 to I.F-4.1 lc.Y-12).
Table 12c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 4-CI-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.12c.Y-1 to I.E-1.12c.Y-12, I.E-2.12c.Y-1 to I.E-2.12c. Y-12, I.E-3.12C.Y-1 to I.E-3.12C.Y-12, I.E-4.12C.Y-1 to I.E-4.12c. Y-12; I.F-1 12c. Y-1 to I.F-1.12c. Y-12, I.F-2.12c. Y-1 to I.F-2.12C.Y-12, I.F-3.12C.Y-1 to I.F-3.12c. Y-12, I.F-4.12C.Y-1 to I.F-4.12C.Y-12).
Table 13c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-OCH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.13c.Y-1 to I.E-1.13c.Y-12, I.E-2.13c.Y-1 to I.E-2.13c. Y-12, I.E-3.13C.Y-1 to I.E-3.13C.Y-12, I.E-4.13C.Y-1 to I.E-4.13c. Y-12; I.F-1 13c. Y-1 to I.F-1.13c. Y-12, I.F-2.13c. Y-1 to I.F-2.13c. Y-12, I.F-3.13C.Y-1 to I.F-3.13c. Y-12, I.F-4.13C.Y-1 to I.F-4.13C.Y-12).
Table 14c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-OCH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.14c.Y-1 to I.E-1.14c.Y-12, I.E-2.14c.Y-1 to I.E-2.14c. Y-12, I.E-3.14C.Y-1 to I.E-3.14C.Y-12, I.E-4.14C.Y-1 to I.E-4.14c. Y-12; I.F-1 14c. Y-1 to I.F-1.14c. Y-12, I.F-2.14c. Y-1 to I.F-2.14C.Y-12, I.F-3.14C.Y-1 to I.F-3.14c. Y-12, I.F-4.14C.Y-1 to I.F-4.14C.Y-12).
Table 15c Compounds of the formula I. E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 4-OCH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.15c.Y-1 to I.E-1.15c.Y-12, I.E-2.15c.Y-1 to I.E-2.15c. Y-12, I.E-3.15C.Y-1 to I.E-3.15C.Y-12, I.E-4.15C.Y-1 to I.E-4.15c. Y-12; I.F-1 15c. Y-1 to I.F-1.15c. Y-12, I.F-2.15c. Y-1 to I.F-2.15c. Y-12, I.F-3.15C.Y-1 to I.F-3.15c. Y-12, I.F-4.15C.Y-1 to I.F-4.15C.Y-12).
Table 16c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-OCHF2-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.16c.Y-1 to I.E-1.16c.Y-12, I.E-2.16c.Y-1 to I.E-2.16C.Y-12, I.E-3.16C.Y-1 to I.E-3.16C.Y-12, I.E-4.16C.Y-1 to I.E-4.16C.Y-12; I.F-1 16c. Y-1 to I.F-1.16c. Y-12, I.F-2.16c. Y-1 to I.F-2.16C.Y-12, I.F-3.16C.Y-1 to I.F-3.16c. Y-12, I.F-4.16C.Y-1 to I.F-4.16C.Y-12).
Table 17c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-OCHF2-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.17c.Y-1 to I.E-1.17c.Y-12, I.E-2.17c.Y-1 to I.E-2.17c. Y-12, I.E-3.17C.Y-1 to I.E-3.17C.Y-12, I.E-4.17C.Y-1 to I.E-4.17c. Y-12; I.F-1 17c. Y-1 to I.F-1.17c. Y-12, I.F-2.17c. Y-1 to I.F-2.17c. Y-12, I.F-3.17C.Y-1 to I.F-3.17c. Y-12, I.F-4.17C.Y-1 to I.F-4.17C.Y-12).
Table 18c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5,R8 is 4-OCHF2-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.18c.Y-1 to I.E-1.18c.Y-12, I.E-2.18c.Y-1 to I.E-2.18c. Y-12, I.E-3.18C.Y-1 to I.E-3.18C.Y-12, I.E-4.18C.Y-1 to I.E-4.18c. Y-12; I.F-1 18c. Y-1 to I.F-1.18c. Y-12, I.F-2.18c. Y-1 to I.F-2.18c. Y-12, I.F-3.18C.Y-1 to I.F-3.18c. Y-12, I.F-4.18C.Y-1 to I.F-4.18C.Y-12).).
Table 19c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-CH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.19c.Y-1 to I.E-1.19c.Y-12, I.E-2.19c.Y-1 to I.E-2.19c. Y-12, I.E-3.19C.Y-1 to I.E-3.19C.Y-12, I.E-4.19C.Y-1 to I.E-4.19c. Y-12; I.F-1 19c. Y-1 to I.F-1.19c. Y-12, I.F-2.19c. Y-1 to I.F-2.19c. Y-12, I.F-3.19C.Y-1 to I.F-3.19c. Y-12, I.F-4.19C.Y-1 to I.F-4.19C.Y-12).
Table 20c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-CH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 20c.Y-1 to I.E-1 20c.Y-12, I.E-2.20c.Y-1 to I.E-2.20C.Y-12, I.E-3.20C.Y-1 to I.E-3.20C.Y-12, I.E-4.20C.Y-1 to I.E-4.20C.Y-12; I.F-1 20c. Y-1 to I.F-1.20c. Y-12, I.F-2.20C.Y-1 to I.F-2.20C.Y-12, I.F-3.20C.Y-1 to I.F-3.20C.Y-12, I.F-4.20C.Y-1 to I.F-4.20C.Y-12).
Table 21c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 4-CH3-C6H4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.21c.Y-1 to I.E-1.21c.Y-12, I.E-2.21c.Y-1 to I.E-2.21C.Y-12, I.E-3.21C.Y-1 to I.E-3.21C.Y-12, I.E-4.21C.Y-1 to I.E-4.21C.Y-12; I.F-1 21c. Y-1 to I.F-1.21c. Y-12, I.F-2.21C.Y-1 to I.F-2.21C.Y-12, I.F-3.21C.Y-1 to I.F-3.21C.Y-12, I.F-4.21C.Y-1 to I.F-4.21C.Y-12).
Table 22c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2-CF3-CeH4and the meaning for R5for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 22c.Y-1 to I.E-1 22c.Y-12, I.E-2.22c.Y-1 to I.E-2.22C.Y-12, I.E-3.22C.Y-1 to I.E-3.22C.Y-12, I.E-4.22C.Y-1 to I.E-4.22C.Y-12; I.F-1 22c. Y-1 to I.F-1.22c. Y-12, I.F-2.22C.Y-1 to I.F-2.22C.Y-12, I.F-3.22C.Y-1 to I.F-3.22C.Y-12, I.F-4.22C.Y-1 to I.F-4.22C.Y-12).
Table 23c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3-CF3-CeH4and the meaning for R5for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 23c.Y-1 to I.E-1 23c.Y-12, I.E-2.23c.Y-1 to I.E-2.23C.Y-12, I.E-3.23C.Y-1 to I.E-3.23C.Y-12, I.E-4.23C.Y-1 to I.E-4.23C.Y-12; I.F-1 23c. Y-1 to I.F-1.23c. Y-12, I.F-2.23C.Y-1 to I.F-2.23C.Y-12, I.F-3.23C.Y-1 to I.F-3.23C.Y-12, I.F-4.23C.Y-1 to
LF-4.23c.Y-12).
Table 24c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 4-CF3-CeH4and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 24c.Y-1 to I.E-1 24c.Y-12, I.E-2.24c.Y-1 to I.E-2.24C.Y-12, I.E-3.24C.Y-1 to I.E-3.24C.Y-12, I.E-4.24C.Y-1 to I.E-4.24C.Y-12; I.F-1 24c. Y-1 to I.F-1.24c. Y-12, I.F-2.24C.Y-1 to I.F-2.24C.Y-12, I.F-3.24C.Y-1 to I.F-3.24C.Y-12, I.F-4.24C.Y-1 to I.F-4.24C.Y-12).
Table 25c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,3-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 25c.Y-1 to I.E-1 25c.Y-12, I.E-2.25c.Y-1 to I.E-2.25C.Y-12, I.E-3.25C.Y-1 to I.E-3.25C.Y-12, I.E-4.25C.Y-1 to I.E-4.25C.Y-12; I.F-1 25c. Y-1 to I.F-1.25c. Y-12, I.F-2.25C.Y-1 to I.F-2.25C.Y-12, I.F-3.25C.Y-1 to I.F-3.25C.Y-12, I.F-4.25C.Y-1 to I.F-4.25C.Y-12).
Table 26c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,4-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 26c.Y-1 to I.E-1 26c.Y-12, I.E-2.26c.Y-1 to I.E-2.26C.Y-12, I.E-3.26C.Y-1 to I.E-3.26C.Y-12, I.E-4.26C.Y-1 to I.E-4.26C.Y-12; I.F-1 26c. Y-1 to I.F-1.26c. Y-12, I.F-2.26C.Y-1 to I.F-2.26C.Y-12, I.F-3.26C.Y-1 to I.F-3.26C.Y-12, I.F-4.26C.Y-1 to I.F-4.26C.Y-12).
Table 27c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,5-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 27c.Y-1 to I.E-1 27c.Y-12, I.E-2.27c.Y-1 to I.E-2.27C.Y-12, I.E-3.27C.Y-1 to I.E-3.27C.Y-12, I.E-4.27C.Y-1 to I.E-4.27C.Y-12; I.F-1 27c. Y-1 to I.F-1.27c. Y-12, I.F-2.27C.Y-1 to I.F-2.27C.Y-12, I.F-3.27C.Y-1 to I.F-3.27C.Y-12, I.F-4.27C.Y-1 to I.F-4.27C.Y-12).
Table 28c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,6-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 28c.Y-1 to I.E-1 28c.Y-12, I.E-2.28c.Y-1 to I.E-2.28C.Y-12, I.E-3.28C.Y-1 to I.E-3.28C.Y-12, I.E-4.28C.Y-1 to I.E-4.28C.Y-12; I.F-1 28c. Y-1 to I.F-1.28c. Y-12, I.F-2.28C.Y-1 to I.F-2.28C.Y-12, I.F-3.28C.Y-1 to I.F-3.28C.Y-12, I.F-4.28C.Y-1 to I.F-4.28C.Y-12).
Table 29c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,4-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 29c.Y-1 to I.E-1 29c.Y-12, I.E-2.29c.Y-1 to I.E-2.29C.Y-12, I.E-3.29C.Y-1 to I.E-3.29C.Y-12, I.E-4.29C.Y-1 to I.E-4.29C.Y-12; I.F-1 29c. Y-1 to I.F-1.29c. Y-12, I.F-2.29C.Y-1 to I.F-2.29C.Y-12, I.F-3.29C.Y-1 to I.F-3.29C.Y-12, I.F-4.29C.Y-1 to I.F-4.29C.Y-12).
Table 30c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,5-F2-CeH3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 30c.Y-1 to I.E-1 30c.Y-12, I.E-2.30c.Y-1 to I.E-2.30C.Y-12, I.E-3.30C.Y-1 to I.E-3.30C.Y-12, I.E-4.30C.Y-1 to I.E-4.30C.Y-12; I.F-1 30c. Y-1 to I.F-1.30c. Y-12, I.F-2.30C.Y-1 to I.F-2.30C.Y-12, I.F-3.30C.Y-1 to I.F-3.30C.Y-12, I.F-4.30C.Y-1 to I.F-4.30C.Y-12).
Table 31c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,3-Cl2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.31c.Y-1 to I.E-1.31c.Y-12, I.E-2.31c.Y-1 to
LE-2.31c.Y-12, LE-3.31c.Y-1 to LE-3.31c.Y-12, LE-4.31c.Y-1 to LE-4.31c.Y-12; LF-1.31c.Y-1 to LF-1.31c.Y-12, LF-2.31c.Y-1 to LF-2.31c.Y-12, LF-3.31c.Y-1 to LF-3.31c.Y-12, LF-4.31c.Y-1 to LF-4.31c.Y-12).
Table 32c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,4-Cl 2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.32c.Y-1 to LE-1.32c.Y-12, I.E-2.32c.Y-1 to LE-2.32c.Y-12, LE-3.32c.Y-1 to LE-3.32c.Y-12, LE-4.32c.Y-1 to LE-4.32c.Y-12; I.F-1 32c. Y-1 to I.F-1.32c. Y-12, LF-2.32c.Y-1 to LF-2.32c.Y-12, LF-3.32c.Y-1 to LF-3.32c.Y-12, LF-4.32c.Y-1 to LF-4.32c.Y-12).
Table 33c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,5-Cl2-C6H3 and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 33c.Y-1 to I.E- 1.33c. Y-12, LE-2.33c.Y-1 to LE-2.33c.Y-12, LE-3.33c.Y-1 to LE-3.33c.Y-12, LE-4.33c.Y-1 to LE-4.33c.Y-12; I.F-1.33c. Y-1 to I.F-1 33c. Y-12, I.F-2.33c. Y-1 to LF-2.33c.Y-12, LF-3.33c.Y-1 to LF-3.33c.Y-12, LF-4.33c.Y-1 to I.F-4.33c. Y-12).
Table 34c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,6-Cl2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table (compounds I.E-1.34c.Y-1 to I.E-1 34c.Y-12, LE-2.34c.Y-1 to I.E- 2.34c. Y-12, LE-3.34c.Y-1 to LE-3.34c.Y-12, LE-4.34c.Y-1 to LE-4.34c.Y-12; I.F-1 34c. Y-1 to I.F- 1.34c. Y-12, LF-2.34c.Y-1 to LF-2.34c.Y-12, LF-3.34c.Y-1 to LF-3.34c.Y-12, LF-4.34c.Y-1 to I.F- 4.34c. Y-12).
Table 35c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,4-Cl2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 35c.Y-1 to I.E-1 35c.Y-12, LE-2.35c.Y-1 to LE-2.35c.Y-12, LE-3.35c.Y-1 to LE-3.35c.Y-12, LE-4.35c.Y-1 to LE-4.35c.Y-12; I.F-1 35c. Y-1 to I.F-1.35c. Y-12, LF-2.35c.Y-1 to LF-2.35c.Y-12, LF-3.35c.Y-1 to LF-3.35c.Y-12, LF-4.35c.Y-1 to LF-4.35c.Y-12).
Table 36c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,5-Cl2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y ((compounds I.E-1 36c.Y-1 to I.E-1 36c.Y-12, LE-2.36c.Y-1 to LE-2.36c.Y-12, LE-3.36c.Y-1 to LE-3.36c.Y-12, LE-4.36c.Y-1 to LE-4.36c.Y-12; I.F-1 36c. Y-1 to I.F-1.36c. Y-12, LF-2.36c.Y-1 to LF-2.36c.Y-12, LF-3.36c.Y-1 to LF-3.36c.Y-12, LF-4.36c.Y-1 to LF-4.36c.Y-12).
Table 37c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,3-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 37c.Y-1 to I.E-1 37c.Y-12, LE-2.37c.Y-1 to LE-2.37c.Y-12, LE-3.37c.Y-1 to LE-3.37c.Y-12, LE-4.37c.Y-1 to LE-4.37c.Y-12; I.F-1 37c. Y-1 to I.F-1.37c. Y-12, LF-2.37c.Y-1 to LF-2.37c.Y-12, LF-3.37c.Y-1 to LF-3.37c.Y-12, LF-4.37c.Y-1 to LF-4.37c.Y-12).
Table 38c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,4-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 39c.Y-1 to I.E-1 39c.Y-12, LE-2.39c.Y-1 to LE-2.39c.Y-12, LE-3.39c.Y-1 to LE-3.39c.Y-12, LE-4.39c.Y-1 to LE-4.39c.Y-12; I.F-1 39c. Y-1 to I.F-1.39c. Y-12, LF-2.39c.Y-1 to LF-2.39c.Y-12, LF-3.39c.Y-1 to LF-3.39c.Y-12, LF-4.39c.Y-1 to LF-4.39c.Y-12).
Table 39c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,5-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 39c.Y-1 to I.E-1 39c.Y-12, I.E-2.39c.Y-1 to I.E-2.39C.Y-12, I.E-3.39C.Y-1 to I.E-3.39C.Y-12, I.E-4.39C.Y-1 to I.E-4.39C.Y-12; I.F-1 39c. Y-1 to I.F-1.39c. Y-12, I.F-2.39C.Y-1 to I.F-2.39C.Y-12, I.F-3.39C.Y-1 to I.F-3.39C.Y-12, I.F-4.39C.Y-1 to I.F-4.39C.Y-12).
Table 40c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 2,6-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 40c.Y-1 to I.E-1 40c.Y-12, I.E-2.40c.Y-1 to I.E-2.40C.Y-12, I.E-3.40C.Y-1 to I.E-3.40C.Y-12, I.E-4.40C.Y-1 to I.E-4.40C.Y-12; I.F-1 40c. Y-1 to I.F-1.40c. Y-12, I.F-2.40C.Y-1 to I.F-2.40C.Y-12, I.F-3.40C.Y-1 to I.F-3.40C.Y-12, I.F-4.40C.Y-1 to I.F-4.40C.Y-12).
Table 41c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,4-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.41c.Y-1 to I.E-1 41c.Y-12, I.E-2.41c.Y-1 to I.E-2.41C.Y-12, I.E-3.41C.Y-1 to I.E-3.41C.Y-12, I.E-4.41C.Y-1 to I.E-4.41C.Y-12; I.F-1 41c. Y-1 to I.F-1.41c. Y-12, I.F-2.41C.Y-1 to I.F-2.41C.Y-12, I.F-3.41C.Y-1 to I.F-3.41C.Y-12, I.F-4.41C.Y-1 to I.F-4.41C.Y-12).
Table 42c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is 3,5-(CH3)2-C6H3and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 42c.Y-1 to I.E-1 42c.Y-12, I.E-2.42c.Y-1 to I.E-2.42C.Y-12, I.E-3.42C.Y-1 to I.E-3.42C.Y-12, I.E-4.42C.Y-1 to I.E-4.42C.Y-12; I.F-1 42c. Y-1 to I.F-1.42c. Y-12, I.F-2.42C.Y-1 to I.F-2.42C.Y-12, I.F-3.42C.Y-1 to I.F-3.42C.Y-12, I.F-4.42C.Y-1 to I.F-4.42C.Y-12).
Table 43c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is
and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 43c.Y-1 to I.E-1 43c.Y-12, I.E-2.43c.Y-1 to I.E-2.43C.Y-12, I.E-3.43C.Y-1 to I.E-3.43C.Y-12, I.E-4.43C.Y-1 to I.E-4.43C.Y-12; I.F-1 43c. Y-1 to I.F-1.43c. Y-12, I.F-2.43C.Y-1 to I.F-2.43C.Y-12, I.F-3.43C.Y-1 to I.F-3.43C.Y-12, I.F-4.43C.Y-1 to I.F-4.43C.Y-12).
Table 44c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclo-pent-(1)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.44c.Y-1 to I.E-1.44c.Y-12, I.E-2.44c. Y-1 to I.E-2.44C.Y-12, I.E-3.44C.Y-1 to I.E-3.44C.Y-12, I.E-4.44C.Y-1 to I.E-4.44C.Y-12; I.F-1.44c. Y-1 to I.F-1.44c. Y-12, I.F-2.44C.Y-1 to I.F-2.44C.Y-12, I.F-3.44C.Y-1 to I.F-3.44C.Y-12, I.F-4.44c.Y-1 to I.F-4.44C.Y-12).
Table 45c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclopent-(2)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 45c.Y-1 to I.E-1 45c.Y-12, I.E-2.45c.Y-1 to I.E-2.45C.Y-12, I.E-3.45C.Y-1 to I.E-3.45C.Y-12, I.E-4.45C.Y-1 to I.E-4.45C.Y-12; I.F-1 45c. Y-1 to I.F-1.45c. Y-12, I.F-2.45C.Y-1 to I.F-2.45C.Y-12, I.F-3.45C.Y-1 to I.F-3.45C.Y-12, I.F-4.45C.Y-1 to I.F-4.45C.Y-12).
Table 46c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclo-pent-(3)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1.46c.Y-1 to I.E-1.46c.Y-12, I.E-2.46c. Y-1 to I.E-2.46C.Y-12, I.E-3.46C.Y-1 to I.E-3.46C.Y-12, I.E-4.46C.Y-1 to I.E-4.46C.Y-12;
I.F-1 46c.Y-1 to I.F-1.46C.Y-12, I.F-2.46C.Y-1 to I.F-2.46C.Y-12, I.F-3.46c.Y-1 to I.F-3.46C.Y-12, I.F-4.46C.Y-1 to I.F-4.46C.Y-12).
Table 47c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclohex-(1)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 47c.Y-1 to I.E-1 47c.Y-12, I.E-2.47c.Y-1 to I.E-2.47C.Y-12, I.E-3.47C.Y-1 to I.E-3.47C.Y-12, I.E-4.47C.Y-1 to I.E-4.47C.Y-12; I.F-1 47c. Y-1 to I.F-1.47c. Y-12, I.F-2.47C.Y-1 to I.F-2.47C.Y-12, I.F-3.47C.Y-1 to I.F-3.47C.Y-12, I.F-4.47C.Y-1 to I.F-4.47C.Y-12).
Table 48c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclohex-(2)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 48c.Y-1 to I.E-1 48c.Y-12, I.E-2.48c.Y-1 to I.E-2.48C.Y-12, I.E-3.48C.Y-1 to I.E-3.48C.Y-12, I.E-4.48C.Y-1 to I.E-4.48C.Y-12; I.F-1 48c. Y-1 to I.F-1.48c. Y-12, I.F-2.48C.Y-1 to I.F-2.48C.Y-12, I.F-3.48C.Y-1 to I.F-3.48C.Y-12, I.F-4.48C.Y-1 to I.F-4.48C.Y-12).
Table 49c Compounds of the formula I.E-1, I.E-2, I.E-3, I.E-4; I.F-1 , I.F-2, I.F-3, I.F-4, in which
Y NR5, R8 is cyclohex-(3)-en and the meaning for R5 for each individual compound corresponds in each case to one line of Table Y (compounds I.E-1 49c.Y-1 to I.E-1 49c.Y-12, I.E-2.49c.Y-1 to I.E-2.49C.Y-12, I.E-3.49C.Y-1 to I.E-3.49C.Y-12, I.E-4.49C.Y-1 to I.E-4.49C.Y-12; I.F-1 49c. Y-1 to I.F-1.49c. Y-12, I.F-2.49C.Y-1 to I.F-2.49C.Y-12, I.F-3.49C.Y-1 to I.F-3.49C.Y-12, I.F-4.49C.Y-1 to I.F-4.49C.Y-12).
Table Y
Preferred embodiments of the present invention are the following compounds I.G-1 , I.G-2, I.G-3, I.G-4; compounds I.H-1 , I.H-2, I.H-3, I.H-4. In these formulae, the substituents Y and R8 are independently as defined above or preferably defined herein:
Table 1d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4 in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-CsHs and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.1d.Z-1 to I.G-1.1d.Z-1504, I.G-2.1d.Z-1 to I.G-2.1d.Z-1504, I.G-3.1d.Z-1 to I.G-3.1d.Z-1504, I.G-4.1d.Z-1 to I.G-4.1d.Z-1504; I.H-1.1d.Z-1 to I . H-1.1 d.Z-1504, I.H-2.1d.Z-1 to I.H-2.1d.Z-1504, I.H-3.1d.Z-1 to I.H-3.1d.Z-1504, I.H-4.1d.Z-1 to I.H-4.1d.Z-1504).
Table 2d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-C^and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.2d.Z-1 to I.G-1 2d.Z-1504, I.G-2.2d.Z-1 to I.G-2.2d.Z-1504, I.G-3.2d.Z-1 to I.G-3.2d. Z-1504, I.G-4.2d.Z-1 to I.G-4.2d.Z-1504; I.H-1.2d.Z-1 to I.H-1.2d.Z-1504, I.H-2.2d.Z-1 to I.H-2.2d. Z-1504, I.H-3.2d.Z-1 to I.H-3.2d.Z-1504, I.H-4.2d.Z-1 to I.H-4.2d.Z-1504).
Table 3d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-CsHgand the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X
(compounds I.G-1.3d.Z-1 to I.G-1.3d.Z-1504, I.G-2.3d.Z-1 to I.G-2.3d.Z-1504, I.G-3.3d.Z-1 to I.G-3.3d. Z-1504, I.G-4.3d.Z-1 to I.G-4.3d.Z-1504; I.H-1.3d.Z-1 to I.H-1.3d.Z-1504, I.H-2.3d.Z-1 to I.H-2.3d. Z-1504, I.H-3.3d.Z-1 to I.H-3.3d.Z-1504, I.H-4.3d.Z-1 to I.H-4.3d.Z-1504).
Table 4d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-CeHn and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.4d.Z-1 to I.G-1 4d.Z-1504, I.G-2.4d.Z-1 to I.G-2.4d.Z-1504, I.G-3.4d.Z-1 to I. G-3.4d. Z-1504, I.G-4.4d.Z-1 to I.G-4.4d.Z-1504; I.H-1.4d.Z-1 to I.H-1.4d.Z-1504, I.H-2.4d.Z-1 to I. H-2.4d. Z-1504, I.H-3.4d.Z-1 to I.H-3.4d.Z-1504, I.H-4.4d.Z-1 to I.H-4.4d.Z-1504).
Table 5d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
and the meaning for the combination R9, R10,
YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.5d.Z-1 to I.G-1.5d.Z-1504, I.G-2.5d.Z-1 to I.G-2.5d.Z-1504, I.G-3.5d.Z-1 to I.G-3.5d.Z-1504, I.G-4.5d.Z-1 to I.G-4.5d.Z-1504; I.H-1.5d.Z-1 to I.H-1.5d.Z-1504, I.H-2.5d.Z-1 to I.H-2.5d.Z-1504, I.H-3.5d.Z-1 to I.H-3.5d.Z-1504, I.H-4.5d.Z-1 to I.H-4.5d.Z-1504).
Table 6d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is CeHsand the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.G- 1.6d.Z-1 to I.G-1 6d.Z-1504, I.G-2.6d.Z-1 to I.G-2.6d.Z-1504, I.G-3.6d.Z-1 to I.G-3.6d.Z-1504, I.G-4.6d.Z-1 to I.G-4.6d.Z-1504; I.H-1.6d.Z-1 to I.H-1.6d.Z-1504, I.H-2.6d.Z-1 to I.H-2.6d.Z- 1504, I.H-3.6d.Z-1 to I.H-3.6d.Z-1504, I.H-4.6d.Z-1 to I.H-4.6d.Z-1504).
Table 7d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-F-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.39d.Z-1 to I.G-1.39d.Z-1504, I.G-2.39d.Z-1 to I.G-2.39d.Z-1504, I.G-3.39d.Z- 1 to I.G-3.39d.Z-1504, I.G-4.39d.Z-1 to I.G-4.39d.Z-1504; I.H-1.39d.Z-1 to I.H-1.39d.Z-1504, I.H-2.39d.Z-1 to I.H-2.39d.Z-1504, I.H-3.39d.Z-1 to I.H-3.39d.Z-1504, I.H-4.39d.Z-1 to I.H- 4.39d.Z-1504).
Table 8d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-F-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.8d.Z-1 to I.G-1.8d.Z-1504, I.G-2.8d.Z-1 to I.G-2.8d.Z-1504, I.G-3.8d.Z-1 to I.G-3.8d.Z-1504, I.G-4.8d.Z-1 to I.G-4.8d.Z-1504; I.H-1.8d.Z-1 to I.H-1.8d.Z-1504, I.H-2.8d.Z-1 to I.H-2.8d.Z-1504, I.H-3.8d.Z-1 to I.H-3.8d.Z-1504, I.H-4.8d.Z-1 to I.H-4.8d.Z-1504).
Table 9d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 4-F-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.8d.Z-1 to I.G-1.8d.Z-1504, I.G-2.8d.Z-1 to I.G-2.8d.Z-1504, I.G-3.8d.Z-1 to I.G-3.8d.Z-1504, I.G-4.8d.Z-1 to I.G-4.8d.Z-1504; I.H-1.8d.Z-1 to I.H-1.8d.Z-1504, I.H-2.8d.Z-1 to I.H-2.8d.Z-1504, I.H-3.8d.Z-1 to I.H-3.8d.Z-1504, I.H-4.8d.Z-1 to I.H-4.8d.Z-1504).
Table 10d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-CI-CeH4and the meaning for the combination of 9R9 and 10R10 each individual compound corresponds in each case to one line of Table X (compounds I.G-1.10d.Z-1 to I.G-1.10d.Z-1504, I.G-2.10d.Z-1 to I.G-2.10d.Z-1504, I.G-3.10d.Z-1 to I.G- 3.10d.Z-1504, I.G-4.10d.Z-1 to I.G-4.10d.Z-1504; I.H-1.10d.Z-1 to I.H-1.10d.Z-1504, I.H-
2.10d.Z-1 to I.H-2.10d.Z-1504, I.H-3.10d.Z-1 to I.H-3.10d.Z-1504, I.H-4.10d.Z-1 to I.H-4.10d.Z- 1504).
Table 11d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-CI-C6H4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.11 d.Z-1 to I .G-1.11 d.Z-1504, I.G-2.11d.Z-1 to I.G-2.11d.Z-1504, I.G-3.11d.Z- 1 to I.G-3.11d.Z-1504, I.G-4.11d.Z-1 to I.G-4.11d.Z-1504; I.H-1.11d.Z-1 to I.H-1.11d.Z-1504,
I . H-2.11 d.Z-1 to I.H-2.11d.Z-1504, I . H-3.11 d.Z-1 to I.H-3.11d.Z-1504, I . H-4.11 d.Z-1 to I.H- 4.11d.Z-1504).
Table 12d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 4-CI-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.12d.Z-1 to I.G-1.12d.Z-1504, I.G-2.12d.Z-1 to I.G-2.12d.Z-1504, I.G-3.12d.Z- 1 to I.G-3.12d.Z-1504, I.G-4.12d.Z-1 to I.G-4.12d.Z-1504; I.H-1.12d.Z-1 to I.H-1.12d.Z-1504, I.H-2.12d.Z-1 to I.H-2.12d.Z-1504, I.H-3.12d.Z-1 to I.H-3.12d.Z-1504, I.H-4.12d.Z-1 to I.H- 4.12d.Z-1504).
Table 13d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-OCH3-CeH4 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.13d.Z-1 to I.G-1.13d.Z-1504, I.G-2.13d.Z-1 to I.G-2.13d.Z-1504, I.G-3.13d.Z- 1 to I.G-3.13d. Z-1504, I.G-4.13d.Z-1 to I.G-4.13d.Z-1504; I.H-1.13d.Z-1 to I.H-1.13d.Z-1504, I.H-2.13d.Z-1 to I. H-2.13d. Z-1504, I.H-3.13d.Z-1 to I.H-3.13d.Z-1504, I.H-4.13d.Z-1 to I.H- 4.13d. Z-1504).
Table 14d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-OCH3-CeH4 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.14d.Z-1 to I.G-1.14d.Z-1504, I.G-2.14d.Z-1 to I.G-2.14d.Z-1504, I.G-3.14d.Z- 1 to I. G-3.14d. Z-1504, I.G-4.14d.Z-1 to I.G-4.14d.Z-1504; I.H-1.14d.Z-1 to I.H-1.14d.Z-1504, I.H-2.14d.Z-1 to I. H-2.14d. Z-1504, I.H-3.14d.Z-1 to I.H-3.14d.Z-1504, I.H-4.14d.Z-1 to I.H- 4.14d. Z-1504).
Table 15d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 4-OCH3-CeH4 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.15d.Z-1 to I.G-1.15d.Z-1504, I.G-2.15d.Z-1 to I.G-2.15d.Z-1504, I.G-3.15d.Z- 1 to I. G-3.15d. Z-1504, I.G-4.15d.Z-1 to I.G-4.15d.Z-1504; I.H-1.15d.Z-1 to I.H-1.15d.Z-1504, I.H-2.15d.Z-1 to I. H-2.15d. Z-1504, I.H-3.15d.Z-1 to I.H-3.15d.Z-1504, I.H-4.15d.Z-1 to I.H- 4.15d. Z-1504).
Table 16d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-OCHF2-CeH4and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.16d.Z-1 to I.G-1.16d.Z-1504, I.G-2.16d.Z-1 to I.G-2.16d.Z-1504, I.G-3.16d.Z- 1 to I. G-3.16d. Z-1504, I.G-4.16d.Z-1 to I.G-4.16d.Z-1504; I.H-1.16d.Z-1 to I.H-1.16d.Z-1504, I.H-2.16d.Z-1 to I. H-2.16d. Z-1504, I.H-3.16d.Z-1 to I.H-3.16d.Z-1504, I.H-4.16d.Z-1 to I.H- 4.16d. Z-1504).
Table 17d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-OCHF2-CeH4and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X
(compounds I.G-1.17d.Z-1 to I.G-1.17d.Z-1504, I.G-2.17d.Z-1 to I.G-2.17d.Z-1504, I.G-3.17d.Z- 1 to I.G-3.17d.Z-1504, I.G-4.17d.Z-1 to I.G-4.17d.Z-1504; I . H-1.17d.Z-1 to I.H-1.17d.Z-1504, I.H-2.17d.Z-1 to I.H-2.17d.Z-1504, I.H-3.17d.Z-1 to I.H-3.17d.Z-1504, I.H-4.17d.Z-1 to I.H- 4.17d.Z-1504).
Table 18d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4),R8 is 4-OCHF2-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.18d.Z-1 to I.G-1.18d.Z-1504, I.G-2.18d.Z-1 to I.G-2.18d.Z-1504, I.G-3.18d.Z- 1 to I.G-3.18d.Z-1504, I.G-4.18d.Z-1 to I.G-4.18d.Z-1504; I . H-1.18d.Z-1 to I.H-1.18d.Z-1504, I.H-2.18d.Z-1 to I.H-2.18d.Z-1504, I.H-3.18d.Z-1 to I.H-3.18d.Z-1504, I.H-4.18d.Z-1 to I.H- 4.18d.Z-1504).).
Table 19d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.19d.Z-1 to I.G-1.19d.Z-1504, I.G-2.19d.Z-1 to I.G-2.19d.Z-1504, I.G-3.19d.Z- 1 to I.G-3.19d.Z-1504, I.G-4.19d.Z-1 to I.G-4.19d.Z-1504; I . H-1.19d.Z-1 to I.H-1.19d.Z-1504, I.H-2.19d.Z-1 to I.H-2.19d.Z-1504, I.H-3.19d.Z-1 to I.H-3.19d.Z-1504, I.H-4.19d.Z-1 to I.H- 4.19d.Z-1504).
Table 20d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.20d.Z-1 to I.G-1.20d.Z-1504, I.G-2.20d.Z-1 to I.G-2.20d.Z-1504, I.G-3.20d.Z- 1 to I.G-3.20d.Z-1504, I.G-4.20d.Z-1 to I.G-4.20d.Z-1504; I.H-1.20d.Z-1 to I.H-1.20d.Z-1504, I.H-2.20d.Z-1 to I.H-2.20d.Z-1504, I.H-3.20d.Z-1 to I.H-3.20d.Z-1504, I.H-4.20d.Z-1 to I.H- 4.20d.Z-1504).
Table 21d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 4-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.21d.Z-1 to I.G-1.21d.Z-1504, I.G-2.21d.Z-1 to I.G-2.21d.Z-1504, I.G-3.21d.Z- 1 to I.G-3.21d.Z-1504, I.G-4.21d.Z-1 to I.G-4.21d.Z-1504; I.H-1.21d.Z-1 to I.H-1.21d.Z-1504, I.H-2.21d.Z-1 to I.H-2.21d.Z-1504, I.H-3.21d.Z-1 to I.H-3.21d.Z-1504, I.H-4.21d.Z-1 to I.H- 4.21d.Z-1504).
Table 22d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2-CF3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.22d.Z-1 to I.G-1.22d.Z-1504, I.G-2.22d.Z-1 to I.G-2.22d.Z-1504, I.G-3.22d.Z- 1 to I.G-3.22d.Z-1504, I.G-4.22d.Z-1 to I.G-4.22d.Z-1504; I.H-1.22d.Z-1 to I.H-1.22d.Z-1504, I.H-2.22d.Z-1 to I.H-2.22d.Z-1504, I.H-3.22d.Z-1 to I.H-3.22d.Z-1504, I.H-4.22d.Z-1 to I.H- 4.22d.Z-1504).
Table 23d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3-CF3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.23d.Z-1 to I.G-1.23d.Z-1504, I.G-2.23d.Z-1 to I.G-2.23d.Z-1504, I.G-3.23d.Z- 1 to I.G-3.23d. Z-1504, I.G-4.23d.Z-1 to I.G-4.23d.Z-1504; I.H-1.23d.Z-1 to I.H-1.23d.Z-1504, I.H-2.23d. Z-1 to I.H-2.23d.Z-1504, I.H-3.23d.Z-1 to I.H-3.23d.Z-1504, I.H-4.23d.Z-1 to I.H- 4.23d. Z-1504).
Table 24d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(YA3YA4), R8 is 4-CF3-C6H4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.24d.Z-1 to I.G-1.24d.Z-1504, I.G-2.24d.Z-1 to I.G-2.24d.Z-1504, I.G-3.24d.Z- 1 to I.G-3.24d.Z-1504, I.G-4.24d.Z-1 to I.G-4.24d.Z-1504; I.H-1.24d.Z-1 to I.H-1.24d.Z-1504, I.H-2.24d.Z-1 to I.H-2.24d.Z-1504, I.H-3.24d.Z-1 to I.H-3.24d.Z-1504, I.H-4.24d.Z-1 to I.H- 4.24d.Z-1504).
Table 25d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,3-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.25d.Z-1 to I.G-1.25d.Z-1504, I.G-2.25d.Z-1 to I.G-2.25d.Z-1504, I.G-3.25d.Z- 1 to I.G-3.25d.Z-1504, I.G-4.25d.Z-1 to I.G-4.25d.Z-1504; I.H-1.25d.Z-1 to I.H-1.25d.Z-1504, I.H-2.25d.Z-1 to I.H-2.25d.Z-1504, I.H-3.25d.Z-1 to I.H-3.25d.Z-1504, I.H-4.25d.Z-1 to I.H- 4.25d.Z-1504).
Table 26d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,4-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.26d.Z-1 to I.G-1.26d.Z-1504, I.G-2.26d.Z-1 to I.G-2.26d.Z-1504, I.G-3.26d.Z- 1 to I.G-3.26d.Z-1504, I.G-4.26d.Z-1 to I.G-4.26d.Z-1504; I.H-1.26d.Z-1 to I.H-1.26d.Z-1504, I.H-2.26d.Z-1 to I.H-2.26d.Z-1504, I.H-3.26d.Z-1 to I.H-3.26d.Z-1504, I.H-4.26d.Z-1 to I.H- 4.26d.Z-1504).
Table 27d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,5-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.27d.Z-1 to I.G-1.27d.Z-1504, I.G-2.27d.Z-1 to I.G-2.27d.Z-1504, I.G-3.27d.Z- 1 to I.G-3.27d.Z-1504, I.G-4.27d.Z-1 to I.G-4.27d.Z-1504; I.H-1.27d.Z-1 to I.H-1.27d.Z-1504, I.H-2.27d.Z-1 to I.H-2.27d.Z-1504, I.H-3.27d.Z-1 to I.H-3.27d.Z-1504, I.H-4.27d.Z-1 to I.H- 4.27d.Z-1504).
Table 28d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,6-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.28d.Z-1 to I.G-1.28d.Z-1504, I.G-2.28d.Z-1 to I.G-2.28d.Z-1504, I.G-3.28d.Z- 1 to I.G-3.28d.Z-1504, I.G-4.28d.Z-1 to I.G-4.28d.Z-1504; I.H-1.28d.Z-1 to I.H-1.28d.Z-1504, I.H-2.28d.Z-1 to I.H-2.28d.Z-1504, I.H-3.28d.Z-1 to I.H-3.28d.Z-1504, I.H-4.28d.Z-1 to I.H- 4.28d.Z-1504).
Table 29d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,4-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.29d.Z-1 to I.G-1.29d.Z-1504, I.G-2.29d.Z-1 to I.G-2.29d.Z-1504, I.G-3.29d.Z- 1 to I.G-3.29d.Z-1504, I.G-4.29d.Z-1 to I.G-4.29d.Z-1504; I.H-1.29d.Z-1 to I.H-1.29d.Z-1504, I.H-2.29d.Z-1 to I.H-2.29d.Z-1504, I.H-3.29d.Z-1 to I.H-3.29d.Z-1504, I.H-4.29d.Z-1 to I.H- 4.29d.Z-1504).
Table 30d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,5-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.30d.Z-1 to I.G-1.30d.Z-1504, I.G-2.30d.Z-1 to I.G-2.30d.Z-1504, I.G-3.30d.Z- 1 to I.G-3.30d.Z-1504, I.G-4.30d.Z-1 to I.G-4.30d.Z-1504; I.H-1.30d.Z-1 to I.H-1.30d.Z-1504, I.H-2.30d.Z-1 to I.H-2.30d.Z-1504, I.H-3.30d.Z-1 to I.H-3.30d.Z-1504, I.H-4.30d.Z-1 to I.H-
4.30d.Z-1504).
Table 31d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,3-Cl2-C6H3 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.31d.Z-1 to I.G-1.31d.Z-1504, I.G-2.31d.Z-1 to I.G-2.31d.Z-1504, I.G-3.31d.Z- 1 to I.G-3.31d.Z-1504, I.G-4.31d.Z-1 to I.G-4.31d.Z-1504; I.H-1.31d.Z-1 to I.H-1.31d.Z-1504, I.H-2.31d.Z-1 to I.H-2.31d.Z-1504, I.H-3.31d.Z-1 to I.H-3.31d.Z-1504, I.H-4.31d.Z-1 to I.H- 4.31 d.Z-1504).
Table 32d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,4-Cl 2-CeH3 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.32d.Z-1 to I.G-1.32d.Z-1504, I.G-2.32d.Z-1 to I.G-2.32d.Z-1504, I.G-3.32d.Z- 1 to I.G-3.32d.Z-1504, I.G-4.32d.Z-1 to I.G-4.32d.Z-1504; I.H-1.32d.Z-1 to I.H-1.32d.Z-1504, I.H-2.32d.Z-1 to I.H-2.32d.Z-1504, I.H-3.32d.Z-1 to I.H-3.32d.Z-1504, I.H-4.32d.Z-1 to I.H- 4.32d.Z-1504).
Table 33d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,5-Cl2-CeH3 and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.33d.Z-1 to I.G-1.33d.Z-1504, I.G-2.33d.Z-1 to I.G-2.33d.Z-1504, I.G-3.33d.Z- 1 to I.G-3.33d. Z-1504, I.G-4.33d.Z-1 to I.G-4.33d.Z-1504; I.H-1.33d.Z-1 to I.H-1.33d.Z-1504, I.H-2.33d. Z-1 to I.H-2.33d.Z-1504, I.H-3.33d.Z-1 to I.H-3.33d.Z-1504, I.H-4.33d.Z-1 to I.H- 4.33d. Z-1504).
Table 34d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,6-Cl2-CeH3 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table (compounds I.G-1.34d.Z-1 to I.G-1.34d.Z-1504, I.G-2.34d.Z-1 to I.G-2.34d.Z-1504, I.G-3.34d.Z- 1 to I. G-3.34d. Z-1504, I.G-4.34d.Z-1 to I.G-4.34d.Z-1504; I.H-1.34d.Z-1 to I.H-1.34d.Z-1504, I.H-2.34d.Z-1 to I.H-2.34d.Z-1504, I.H-3.34d.Z-1 to I.H-3.34d.Z-1504, I.H-4.34d.Z-1 to I.H- 4.34d.Z-1504).
Table 35d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,4-Cl2-CeH3 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.35d.Z-1 to I.G-1.35d.Z-1504, I.G-2.35d.Z-1 to I.G-2.35d.Z-1504, I.G-3.35d.Z- 1 to I. G-3.35d. Z-1504, I.G-4.35d.Z-1 to I.G-4.35d.Z-1504; I.H-1.35d.Z-1 to I.H-1.35d.Z-1504, I.H-2.35d.Z-1 to I.H-2.35d.Z-1504, I.H-3.35d.Z-1 to I.H-3.35d.Z-1504, I.H-4.35d.Z-1 to I.H- 4.35d.Z-1504).
Table 36d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,5-Cl2-CeH3 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X ((compounds I.G-1.36d.Z-1 to I.G-1.36d.Z-1504, I.G-2.36d.Z-1 to I.G-2.36d.Z-1504, I.G- 3.36d.Z-1 to I. G-3.36d. Z-1504, I.G-4.36d.Z-1 to I.G-4.36d.Z-1504; I.H-1.36d.Z-1 to I.H-1.36d.Z- 1504, I.H-2.36d.Z-1 to I.H-2.36d.Z-1504, I.H-3.36d.Z-1 to I.H-3.36d.Z-1504, I.H-4.36d.Z-1 to I.H- 4.36d.Z-1504).
Table 37d Compounds of the formula I.G-1 , I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,3-(CH3)2-CeH3and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.37d.Z-1 to I.G-1.37d.Z-1504, I.G-2.37d.Z-1 to I.G-2.37d.Z-1504, I.G-3.37d.Z-
1 to I.G-3.37d.Z-1504, I.G-4.37d.Z-1 to I.G-4.37d.Z-1504; I.H-1.37d.Z-1 to I.H-1.37d.Z-1504, I.H-2.37d.Z-1 to I.H-2.37d.Z-1504, I.H-3.37d.Z-1 to I.H-3.37d.Z-1504, I.H-4.37d.Z-1 to I.H- 4.37d.Z-1504).
Table 38d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,4-(CH3)2-C6H3and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.39d.Z-1 to I.G-1.39d.Z-1504, I.G-2.39d.Z-1 to I.G-2.39d.Z-1504, I.G-3.39d.Z- 1 to I.G-3.39d.Z-1504, I.G-4.39d.Z-1 to I.G-4.39d.Z-1504; I.H-1.39d.Z-1 to I.H-1.39d.Z-1504, I.H-2.39d.Z-1 to I.H-2.39d.Z-1504, I.H-3.39d.Z-1 to I.H-3.39d.Z-1504, I.H-4.39d.Z-1 to I.H- 4.39d.Z-1504).
Table 39d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,5-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.39d.Z-1 to I.G-1.39d.Z-1504, I.G-2.39d.Z-1 to I.G-2.39d.Z-1504, I.G-3.39d.Z- 1 to I.G-3.39d.Z-1504, I.G-4.39d.Z-1 to I.G-4.39d.Z-1504; I.H-1.39d.Z-1 to I.H-1.39d.Z-1504, I.H-2.39d.Z-1 to I.H-2.39d.Z-1504, I.H-3.39d.Z-1 to I.H-3.39d.Z-1504, I.H-4.39d.Z-1 to I.H- 4.39d.Z-1504).
Table 40d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 2,6-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.40d.Z-1 to I.G-1.40d.Z-1504, I.G-2.40d.Z-1 to I.G-2.40d.Z-1504, I.G-3.40d.Z- 1 to I.G-3.40d.Z-1504, I.G-4.40d.Z-1 to I.G-4.40d.Z-1504; I.H-1.40d.Z-1 to I.H-1.40d.Z-1504, I.H-2.40d.Z-1 to I.H-2.40d.Z-1504, I.H-3.40d.Z-1 to I.H-3.40d.Z-1504, I.H-4.40d.Z-1 to I.H- 4.40d.Z-1504).
Table 41d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,4-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.41d.Z-1 to I.G-1.41d.Z-1504, I.G-2.41d.Z-1 to I.G-2.41d.Z-1504, I.G-3.41d.Z- 1 to I.G-3.41d.Z-1504, I.G-4.41d.Z-1 to I.G-4.41d.Z-1504; I.H-1.41d.Z-1 to I.H-1.41d.Z-1504, I.H-2.41d.Z-1 to I.H-2.41d.Z-1504, I.H-3.41d.Z-1 to I.H-3.41d.Z-1504, I.H-4.41d.Z-1 to I.H- 4.41 d.Z-1504).
Table 42d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 3,5-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.42d.Z-1 to I.G-1.42d.Z-1504, I.G-2.42d.Z-1 to I.G-2.42d.Z-1504, I.G-3.42d.Z- 1 to I.G-3.42d.Z-1504, I.G-4.42d.Z-1 to I.G-4.42d.Z-1504; I.H-1.42d.Z-1 to I.H-1.42d.Z-1504, I.H-2.42d.Z-1 to I.H-2.42d.Z-1504, I.H-3.42d.Z-1 to I.H-3.42d.Z-1504, I.H-4.42d.Z-1 to I.H- 4.42d.Z-1504).
Table 43d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
and the meaning for the combination R9, R10,
YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.43d.Z-1 to I.G-1.43d.Z-1504, I.G-2.43d.Z-1 to I.G-2.43d.Z-1504, I.G-3.43d.Z- 1 to I.G-3.43d. Z-1504, I.G-4.43d.Z-1 to I.G-4.43d.Z-1504; I.H-1.43d.Z-1 to I.H-1.43d.Z-1504, I.H-2.43d. Z-1 to I.H-2.43d.Z-1504, I.H-3.43d.Z-1 to I.H-3.43d.Z-1504, I.H-4.43d.Z-1 to I.H- 4.43d. Z-1504).
Table 44d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-pent-(1)-en and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.44d.Z-1 to I.G-1.44d.Z-1504, I.G-2.44d.Z-1 to I.G-2.44d.Z-1504, I.G-3.44d.Z- 1 to I.G-3.44d.Z-1504, I.G-4.44d.Z-1 to I.G-4.44d.Z-1504; I.H-1.44d.Z-1 to I.H-1.44d.Z-1504, I.H-2.44d.Z-1 to I.H-2.44d.Z-1504, I.H-3.44d.Z-1 to I.H-3.44d.Z-1504, I.H-4.44d.Z-1 to I.H- 4.44d.Z-1504).
Table 45d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclopent-(2)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.45d.Z-1 to I.G-1.45d.Z-1504, I.G-2.45d.Z-1 to I.G-2.45d.Z-1504, I.G-3.45d.Z- 1 to I.G-3.45d.Z-1504, I.G-4.45d.Z-1 to I.G-4.45d.Z-1504; I.H-1.45d.Z-1 to I.H-1.45d.Z-1504, I.H-2.45d.Z-1 to I.H-2.45d.Z-1504, I.H-3.45d.Z-1 to I.H-3.45d.Z-1504, I.H-4.45d.Z-1 to I.H- 4.45d.Z-1504).
Table 46d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclo-pent-(3)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.46d.Z-1 to I.G-1.46d.Z-1504, I.G-2.46d.Z-1 to I.G-2.46d.Z-1504, I.G-3.46d.Z- 1 to I.G-3.46d.Z-1504, I.G-4.46d.Z-1 to I.G-4.46d.Z-1504; I.H-1.46d.Z-1 to I.H-1.46d.Z-1504, I.H-2.46d.Z-1 to I.H-2.46d.Z-1504, I.H-3.46d.Z-1 to I.H-3.46d.Z-1504, I.H-4.46d.Z-1 to I.H- 4.46d.Z-1504).
Table 47d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclohex-(1)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.47d.Z-1 to I.G-1.47d.Z-1504, I.G-2.47d.Z-1 to I.G-2.47d.Z-1504, I.G-3.47d.Z- 1 to I.G-3.47d.Z-1504, I.G-4.47d.Z-1 to I.G-4.47d.Z-1504; I.H-1.47d.Z-1 to I.H-1.47d.Z-1504, I.H-2.47d.Z-1 to I.H-2.47d.Z-1504, I.H-3.47d.Z-1 to I.H-3.47d.Z-1504, I.H-4.47d.Z-1 to I.H- 4.47d.Z-1504).
Table 48d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclohex-(2)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.48d.Z-1 to I.G-1.48d.Z-1504, I.G-2.48d.Z-1 to I.G-2.48d.Z-1504, I.G-3.48d.Z- 1 to I.G-3.48d.Z-1504, I.G-4.48d.Z-1 to I.G-4.48d.Z-1504; I.H-1.48d.Z-1 to I.H-1.48d.Z-1504, I.H-2.48d.Z-1 to I.H-2.48d.Z-1504, I.H-3.48d.Z-1 to I.H-3.48d.Z-1504, I.H-4.48d.Z-1 to I.H- 4.48d.Z-1504).
Table 49d Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is cyclohex-(3)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.49d.Z-1 to I.G-1.49d.Z-1504, I.G-2.49d.Z-1 to I.G-2.49d.Z-1504, I.G-3.49d.Z- 1 to I.G-3.49d.Z-1504, I.G-4.49d.Z-1 to I.G-4.49d.Z-1504; I.H-1.49d.Z-1 to I.H-1.49d.Z-1504, I.H-2.49d.Z-1 to I.H-2.49d.Z-1504, I.H-3.49d.Z-1 to I.H-3.49d.Z-1504, I.H-4.49d.Z-1 to I.H- 4.49d.Z-1504).
Table 1d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4 in which Y is C(R9R10)-C(YA3YA4), R8 is O-cyclo-CsHs and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.1 d'.Z-1 to I.G-1.1d'.Z-1504, I.G-2.1d'.Z-1 to I.G-2.1d'.Z-1504, I.G-3.1d'.Z-1
to LG-3.1cT.Z-1504, I.G-4.1d'.Z-1 to I.G-4.1d'.Z-1504; I.H-1.1d'.Z-1 to I . H-1.1 d'.Z-1504, I.H- 2.1d'.Z-1 to I.H-2.1d'.Z-1504, I.H-3.1d'.Z-1 to I.H-3.1d'.Z-1504, I.H-4.1d'.Z-1 to I.H-4.1d'.Z- 1504).
Table 2d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclo-C4H7and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.2d'.Z-1 to I.G-1.2d'.Z-1504, I.G-2.2d'.Z-1 to I.G-2.2d'.Z-1504, I.G-3.2d'.Z-1 to I.G-3.2d'. Z-1504, I.G-4.2d'.Z-1 to I.G-4.2d'.Z-1504; I.H-1.2d'.Z-1 to I.H-1.2d'.Z-1504, I.H- 2.2d'.Z-1 to I.H-2.2d'. Z-1504, I.H-3.2d'.Z-1 to I.H-3.2d'.Z-1504, I.H-4.2d'.Z-1 to I.H-4.2d'.Z- 1504).
Table 3d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is O-cyclo-CsHgand the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.3d'.Z-1 to I.G-1.3d'.Z-1504, I.G-2.3d'.Z-1 to I.G-2.3d'.Z-1504, I.G-3.3d'.Z-1 to I.G-3.3d'. Z-1504, I.G-4.3d'.Z-1 to I.G-4.3d'.Z-1504; I.H-1.3d'.Z-1 to I.H-1.3d'.Z-1504, I.H- 2.3d'.Z-1 to I.H-2.3d'. Z-1504, I.H-3.3d'.Z-1 to I.H-3.3d'.Z-1504, I.H-4.3d'.Z-1 to I.H-4.3d'.Z- 1504).
Table 4d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is O-cyclo-CeHn and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.4d'.Z-1 to I.G-1.4d'.Z-1504, I.G-2.4d'.Z-1 to I.G-2.4d'.Z-1504, I.G-3.4d'.Z-1 to I. G-3.4d'. Z-1504, I.G-4.4d'.Z-1 to I.G-4.4d'.Z-1504; I.H-1.4d'.Z-1 to I.H-1.4d'.Z-1504, I.H- 2.4d'.Z-1 to I. H-2.4d'. Z-1504, I.H-3.4d'.Z-1 to I.H-3.4d'.Z-1504, I.H-4.4d'.Z-1 to I.H-4.4d'.Z- 1504).
Table 5d' Compounds of the formula 3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in
the meaning for the combination R9, R10,
YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.5d'.Z-1 to I.G-1.5d'.Z-1504, I.G-2.5d'.Z-1 to I.G-2.5d'.Z-1504, I.G-3.5d'.Z-1 to I. G-3.5d'. Z-1504, I.G-4.5d'.Z-1 to I.G-4.5d'.Z-1504; I.H-1.5d'.Z-1 to I.H-1.5d'.Z-1504, I.H- 2.5d'.Z-1 to I. H-2.5d'. Z-1504, I.H-3.5d'.Z-1 to I.H-3.5d'.Z-1504, I.H-4.5d'.Z-1 to I.H-4.5d'.Z- 1504).
Table 6d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is O-CeHsand the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.G- 1.6d'.Z-1 to I.G-1 6d'.Z-1504, I.G-2.6d'.Z-1 to I.G-2.6d'.Z-1504, I.G-3.6d'.Z-1 to I.G-3.6d'.Z- 1504, I.G-4.6d'.Z-1 to I.G-4.6d'.Z-1504; I.H-1.6d'.Z-1 to I.H-1.6d'.Z-1504, I.H-2.6d'.Z-1 to I.H- 2.6d'. Z-1504, I.H-3.6d'.Z-1 to I.H-3.6d'.Z-1504, I.H-4.6d'.Z-1 to I.H-4.6d'.Z-1504).
Table 7d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2-F-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.39d'.Z-1 to I.G-1.39d'.Z-1504, I.G-2.39d'.Z-1 to I.G-2.39d'.Z-1504, I.G- 3.39d'.Z-1 to I. G-3.39d'. Z-1504, I.G-4.39d'.Z-1 to I.G-4.39d'.Z-1504; I.H-1.39d'.Z-1 to I.H- 1 39d'. Z-1504, I.H-2.39d'.Z-1 to I.H-2.39d'.Z-1504, I.H-3.39d'.Z-1 to I.H-3.39d'.Z-1504, I.H- 4.39d'.Z-1 to I. H-4.39d'. Z-1504).
Table 8d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I. H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(YA3YA4), R8 is O-S-F-CeHUand the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.8d'.Z-1 to I.G-1.8d'.Z-1504, I.G-2.8d'.Z-1 to I.G-2.8d'.Z-1504, I.G-3.8d'.Z-1 to I.G-3.8d'.Z-1504, I.G-4.8d'.Z-1 to I.G-4.8d'.Z-1504; I.H-1.8d'.Z-1 to I.H-1.8d'.Z-1504, I.H- 2.8d'.Z-1 to I.H-2.8d'.Z-1504, I.H-3.8d'.Z-1 to I.H-3.8d'.Z-1504, I.H-4.8d'.Z-1 to I.H-4.8d'.Z- 1504).
Table 9d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-4-F-C6H4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.8d'.Z-1 to I.G-1.8d'.Z-1504, I.G-2.8d'.Z-1 to I.G-2.8d'.Z-1504, I.G-3.8d'.Z-1 to I.G-3.8d'.Z-1504, I.G-4.8d'.Z-1 to I.G-4.8d'.Z-1504; I.H-1.8d'.Z-1 to I.H-1.8d'.Z-1504, I.H- 2.8d'.Z-1 to I.H-2.8d'.Z-1504, I.H-3.8d'.Z-1 to I.H-3.8d'.Z-1504, I.H-4.8d'.Z-1 to I.H-4.8d'.Z- 1504).
Table 10d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is O-2-CI-C6H4 and the meaning for the combination of 9R9 and 10R10 each individual compound corresponds in each case to one line of Table X (compounds I.G-1.10d'.Z-1 to I.G-1.10d'.Z-1504, I.G-2.10d'.Z-1 to I.G-2.10d'.Z-1504, I.G- 3.10d'.Z-1 to I.G-3.10d'.Z-1504, I.G-4.10d'.Z-1 to I.G-4.10d'.Z-1504; I.H-1.10d'.Z-1 to I.H- 1.10d'.Z-1504, I.H-2.10d'.Z-1 to I.H-2.10d'.Z-1504, I.H-3.10d'.Z-1 to I.H-3.10d'.Z-1504, I.H- 4.10d'.Z-1 to I.H-4.10d'.Z-1504).
Table 11d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3-CI-CeH4 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.11d'.Z-1 to I.G-1.11d'.Z-1504, I.G-2.11d'.Z-1 to I.G-2.11d'.Z-1504, I.G- 3.11d'.Z-1 to I.G-3.11d'.Z-1504, I.G-4.11d'.Z-1 to I.G-4.11d'.Z-1504; I.H-1.11d'.Z-1 to I.H- 1.11 d '.Z-1504, I.H-2.11d'.Z-1 to I.H-2.11d'.Z-1504, I.H-3.11d'.Z-1 to I.H-3.11d'.Z-1504, I.H- 4.11d'.Z-1 to I.H-4.11d'.Z-1504).
Table 12d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is O-4-CI-C6H4 and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.12d'.Z-1 to I.G-1.12d'.Z-1504, I.G-2.12d'.Z-1 to I.G-2.12d'.Z-1504, I.G- 3.12d'.Z-1 to I.G-3.12d'.Z-1504, I.G-4.12d'.Z-1 to I.G-4.12d'.Z-1504; I.H-1.12d'.Z-1 to I.H- 1.12d'.Z-1504, I.H-2.12d'.Z-1 to I.H-2.12d'.Z-1504, I.H-3.12d'.Z-1 to I.H-3.12d'.Z-1504, I.H- 4.12d'.Z-1 to I.H-4.12d'.Z-1504).
Table 13d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2-0CH3-CeH4and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.13d'.Z-1 to I.G-1.13d'.Z-1504, I.G-2.13d'.Z-1 to I.G-2.13d'.Z-1504, I.G- 3.13d'. Z-1 to I.G-3.13d'. Z-1504, I.G-4.13d'.Z-1 to I.G-4.13d'.Z-1504; I.H-1.13d'.Z-1 to I.H- 1.13d'.Z-1504, I.H-2.13d'. Z-1 to I.H-2.13d'.Z-1504, I.H-3.13d'.Z-1 to I.H-3.13d'.Z-1504, I.H- 4.13d'. Z-1 to I.H-4.13d'. Z-1504).
Table 14d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3-0CH3-CeH4and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.14d'.Z-1 to I.G-1.14d'.Z-1504, I.G-2.14d'.Z-1 to I.G-2.14d'.Z-1504, I.G- 3.14d'.Z-1 to I. G-3.14d'. Z-1504, I.G-4.14d'.Z-1 to I.G-4.14d'.Z-1504; I.H-1.14d'.Z-1 to I.H- 1 14d'. Z-1504, I.H-2.14d'.Z-1 to I.H-2.14d'.Z-1504, I.H-3.14d'.Z-1 to I.H-3.14d'.Z-1504, I.H-
4.14d'.Z-1 to I.H-4.14d'.Z-1504).
Table 15d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-4-0CH3-C6H4and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.15d'.Z-1 to I.G-1.15d'.Z-1504, I.G-2.15d'.Z-1 to I.G-2.15d'.Z-1504, I.G- 3.15d'.Z-1 to I.G-3.15d'.Z-1504, I.G-4.15d'.Z-1 to I.G-4.15d'.Z-1504; I.H-1.15d'.Z-1 to I.H- 1 15d'.Z-1504, I.H-2.15d'.Z-1 to I.H-2.15d'.Z-1504, I.H-3.15d'.Z-1 to I.H-3.15d'.Z-1504, I.H- 4.15d'.Z-1 to I.H-4.15d'.Z-1504).
Table 16d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2-0CHF2-CeH4and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.16d'.Z-1 to I.G-1.16d'.Z-1504, I.G-2.16d'.Z-1 to I.G-2.16d'.Z-1504, I.G- 3.16d'.Z-1 to I.G-3.16d'.Z-1504, I.G-4.16d'.Z-1 to I.G-4.16d'.Z-1504; I.H-1.16d'.Z-1 to I.H- 1.16d'.Z-1504, I.H-2.16d'.Z-1 to I.H-2.16d'.Z-1504, I.H-3.16d'.Z-1 to I.H-3.16d'.Z-1504, I.H- 4.16d'.Z-1 to I.H-4.16d'.Z-1504).
Table 17d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3-0CHF2-CeH4and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.17d'.Z-1 to I.G-1.17d'.Z-1504, I.G-2.17d'.Z-1 to I.G-2.17d'.Z-1504, I.G- 3.17d'.Z-1 to I.G-3.17d'.Z-1504, I.G-4.17d'.Z-1 to I.G-4.17d'.Z-1504; I.H-1.17d'.Z-1 to I.H- 1.17d'.Z-1504, I.H-2.17d'.Z-1 to I.H-2.17d'.Z-1504, I.H-3.17d'.Z-1 to I.H-3.17d'.Z-1504, I.H- 4.17d'.Z-1 to I.H-4.17d'.Z-1504).
Table 18d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4),R8 is 0-4-0CHF2-CeH4and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.18d'.Z-1 to I.G-1.18d'.Z-1504, I.G-2.18d'.Z-1 to I.G-2.18d'.Z-1504, I.G- 3.18d'.Z-1 to I.G-3.18d'.Z-1504, I.G-4.18d'.Z-1 to I.G-4.18d'.Z-1504; I.H-1.18d'.Z-1 to I.H- 1.18d'.Z-1504, I.H-2.18d'.Z-1 to I.H-2.18d'.Z-1504, I.H-3.18d'.Z-1 to I.H-3.18d'.Z-1504, I.H- 4.18d'.Z-1 to I.H-4.18d'.Z-1504).).
Table 19d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.19d'.Z-1 to I.G-1.19d'.Z-1504, I.G-2.19d'.Z-1 to I.G-2.19d'.Z-1504, I.G- 3.19d'.Z-1 to I.G-3.19d'.Z-1504, I.G-4.19d'.Z-1 to I.G-4.19d'.Z-1504; I.H-1.19d'.Z-1 to I.H- 1.19d'.Z-1504, I.H-2.19d'.Z-1 to I.H-2.19d'.Z-1504, I.H-3.19d'.Z-1 to I.H-3.19d'.Z-1504, I.H- 4.19d'.Z-1 to I.H-4.19d'.Z-1504).
Table 20d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.20d'.Z-1 to I.G-1.20d'.Z-1504, I.G-2.20d'.Z-1 to I.G-2.20d'.Z-1504, I.G- 3.20d'.Z-1 to I.G-3.20d'.Z-1504, I.G-4.20d'.Z-1 to I.G-4.20d'.Z-1504; I.H-1.20d'.Z-1 to I.H- 1 20d'.Z-1504, I.H-2.20d'.Z-1 to I.H-2.20d'.Z-1504, I.H-3.20d'.Z-1 to I.H-3.20d'.Z-1504, I.H- 4.20d'.Z-1 to I.H-4.20d'.Z-1504).
Table 21d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-4-CH3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.21d'.Z-1 to I.G-1.21d'.Z-1504, I.G-2.21d'.Z-1 to I.G-2.21d'.Z-1504, I.G-
3.21d'.Z-1 to I.G-3.21d'.Z-1504, I.G-4.21d'.Z-1 to I.G-4.21d'.Z-1504; I.H-1.21d'.Z-1 to I.H- 1 21d'.Z-1504, I.H-2.21d'.Z-1 to I.H-2.21d'.Z-1504, I.H-3.21d'.Z-1 to I.H-3.21d'.Z-1504, I.H- 4.21d'.Z-1 to I.H-4.21d'.Z-1504).
Table 22d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2-CF3-C6H4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.22d'.Z-1 to I.G-1.22d'.Z-1504, I.G-2.22d'.Z-1 to I.G-2.22d'.Z-1504, I.G- 3.22d'.Z-1 to I.G-3.22d'.Z-1504, I.G-4.22d'.Z-1 to I.G-4.22d'.Z-1504; I.H-1.22d'.Z-1 to I.H- 1 22d'.Z-1504, I.H-2.22d'.Z-1 to I.H-2.22d'.Z-1504, I.H-3.22d'.Z-1 to I.H-3.22d'.Z-1504, I.H- 4.22d'.Z-1 to I.H-4.22d'.Z-1504).
Table 23d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3-CF3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.23d'.Z-1 to I.G-1.23d'.Z-1504, I.G-2.23d'.Z-1 to I.G-2.23d'.Z-1504, I.G- 3.23d'.Z-1 to I.G-3.23d'. Z-1504, I.G-4.23d'.Z-1 to I.G-4.23d'.Z-1504; I.H-1.23d'.Z-1 to I.H- 1.23d'.Z-1504, I.H-2.23d'.Z-1 to I.H-2.23d'.Z-1504, I.H-3.23d'.Z-1 to I.H-3.23d'.Z-1504, I.H- 4.23d'.Z-1 to I.H-4.23d'. Z-1504).
Table 24d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-4-CF3-CeH4and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.24d'.Z-1 to I.G-1.24d'.Z-1504, I.G-2.24d'.Z-1 to I.G-2.24d'.Z-1504, I.G- 3.24d'.Z-1 to I. G-3.24d'. Z-1504, I.G-4.24d'.Z-1 to I.G-4.24d'.Z-1504; I.H-1.24d'.Z-1 to I.H- 1 24d'. Z-1504, I.H-2.24d'.Z-1 to I.H-2.24d'.Z-1504, I.H-3.24d'.Z-1 to I.H-3.24d'.Z-1504, I.H- 4.24d'.Z-1 to I. H-4.24d'. Z-1504).
Table 25d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,3-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.25d'.Z-1 to I.G-1.25d'.Z-1504, I.G-2.25d'.Z-1 to I.G-2.25d'.Z-1504, I.G- 3.25d'.Z-1 to I. G-3.25d'. Z-1504, I.G-4.25d'.Z-1 to I.G-4.25d'.Z-1504; I.H-1.25d'.Z-1 to I.H- 1 25d'. Z-1504, I.H-2.25d'.Z-1 to I.H-2.25d'.Z-1504, I.H-3.25d'.Z-1 to I.H-3.25d'.Z-1504, I.H- 4.25d'.Z-1 to I. H-4.25d'. Z-1504).
Table 26d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,4-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.26d'.Z-1 to I.G-1.26d'.Z-1504, I.G-2.26d'.Z-1 to I.G-2.26d'.Z-1504, I.G- 3.26d'.Z-1 to I. G-3.26d'. Z-1504, I.G-4.26d'.Z-1 to I.G-4.26d'.Z-1504; I.H-1.26d'.Z-1 to I.H- 1 26d'. Z-1504, I.H-2.26d'.Z-1 to I.H-2.26d'.Z-1504, I.H-3.26d'.Z-1 to I.H-3.26d'.Z-1504, I.H- 4.26d'.Z-1 to I. H-4.26d'. Z-1504).
Table 27d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,5-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.27d'.Z-1 to I.G-1.27d'.Z-1504, I.G-2.27d'.Z-1 to I.G-2.27d'.Z-1504, I.G- 3.27d'.Z-1 to I. G-3.27d'. Z-1504, I.G-4.27d'.Z-1 to I.G-4.27d'.Z-1504; I.H-1.27d'.Z-1 to I.H- 1 27d'. Z-1504, I.H-2.27d'.Z-1 to I.H-2.27d'.Z-1504, I.H-3.27d'.Z-1 to I.H-3.27d'.Z-1504, I.H- 4.27d'.Z-1 to I. H-4.27d'. Z-1504).
Table 28d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,6-F2-CeH3and the meaning for the combination R9, R10,
YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.28d'.Z-1 to I.G-1.28d'.Z-1504, I.G-2.28d'.Z-1 to I.G-2.28d'.Z-1504, I.G- 3.28d'.Z-1 to I.G-3.28d'.Z-1504, I.G-4.28d'.Z-1 to I.G-4.28d'.Z-1504; I.H-1.28d'.Z-1 to I.H- 1 28d'.Z-1504, I.H-2.28d'.Z-1 to I.H-2.28d'.Z-1504, I.H-3.28d'.Z-1 to I.H-3.28d'.Z-1504, I.H- 4.28d'.Z-1 to I.H-4.28d'.Z-1504).
Table 29d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,4-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.29d'.Z-1 to I.G-1.29d'.Z-1504, I.G-2.29d'.Z-1 to I.G-2.29d'.Z-1504, I.G- 3.29d'.Z-1 to I.G-3.29d'.Z-1504, I.G-4.29d'.Z-1 to I.G-4.29d'.Z-1504; I.H-1.29d'.Z-1 to I.H- 1 29d'.Z-1504, I.H-2.29d'.Z-1 to I.H-2.29d'.Z-1504, I.H-3.29d'.Z-1 to I.H-3.29d'.Z-1504, I.H- 4.29d'.Z-1 to I.H-4.29d'.Z-1504).
Table 30d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,5-F2-CeH3and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.30d'.Z-1 to I.G-1.30d'.Z-1504, I.G-2.30d'.Z-1 to I.G-2.30d'.Z-1504, I.G- 3.30d'.Z-1 to I.G-3.30d'.Z-1504, I.G-4.30d'.Z-1 to I.G-4.30d'.Z-1504; I.H-1.30d'.Z-1 to I.H- 1.30d'.Z-1504, I.H-2.30d'.Z-1 to I.H-2.30d'.Z-1504, I.H-3.30d'.Z-1 to I.H-3.30d'.Z-1504, I.H- 4.30d'.Z-1 to I.H-4.30d'.Z-1504).
Table 31d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,3-Cl2-CeH3and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.31d'.Z-1 to I.G-1.31d'.Z-1504, I.G-2.31d'.Z-1 to I.G-2.31d'.Z-1504, I.G- 3.31d'.Z-1 to I.G-3.31d'.Z-1504, I.G-4.31d'.Z-1 to I.G-4.31d'.Z-1504; I.H-1.31d'.Z-1 to I.H- 1.31d'.Z-1504, I.H-2.31d'.Z-1 to I.H-2.31d'.Z-1504, I.H-3.31d'.Z-1 to I.H-3.31d'.Z-1504, I.H- 4.31d'.Z-1 to I.H-4.31d'.Z-1504).
Table 32d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,4-Cl 2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.32d'.Z-1 to I.G-1.32d'.Z-1504, I.G-2.32d'.Z-1 to I.G-2.32d'.Z-1504, I.G- 3.32d'.Z-1 to I.G-3.32d'.Z-1504, I.G-4.32d'.Z-1 to I.G-4.32d'.Z-1504; I.H-1.32d'.Z-1 to I.H- 1.32d'.Z-1504, I.H-2.32d'.Z-1 to I.H-2.32d'.Z-1504, I.H-3.32d'.Z-1 to I.H-3.32d'.Z-1504, I.H- 4.32d'.Z-1 to I.H-4.32d'.Z-1504).
Table 33d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,5-Cl2-CeH3and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.33d'.Z-1 to I.G-1.33d'.Z-1504, I.G-2.33d'.Z-1 to I.G-2.33d'.Z-1504, I.G- 3.33d'.Z-1 to I.G-3.33d'. Z-1504, I.G-4.33d'.Z-1 to I.G-4.33d'.Z-1504; I.H-1.33d'.Z-1 to I.H- 1.33d'.Z-1504, I.H-2.33d'.Z-1 to I.H-2.33d'.Z-1504, I.H-3.33d'.Z-1 to I.H-3.33d'.Z-1504, I.H- 4.33d'.Z-1 to I.H-4.33d'. Z-1504).
Table 34d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,6-Cl2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table (compounds I.G-1.34d'.Z-1 to I.G-1.34d'.Z-1504, I.G-2.34d'.Z-1 to I.G-2.34d'.Z-1504, I.G- 3.34d'.Z-1 to I. G-3.34d'. Z-1504, I.G-4.34d'.Z-1 to I.G-4.34d'.Z-1504; I.H-1.34d'.Z-1 to I.H- 1 34d'. Z-1504, I.H-2.34d'.Z-1 to I.H-2.34d'.Z-1504, I.H-3.34d'.Z-1 to I.H-3.34d'.Z-1504, I.H- 4.34d'.Z-1 to I. H-4.34d'. Z-1504).
Table 35d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,4-Cl2-C6H3and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.35d'.Z-1 to I.G-1.35d'.Z-1504, I.G-2.35d'.Z-1 to I.G-2.35d'.Z-1504, I.G- 3.35d'.Z-1 to I.G-3.35d'.Z-1504, I.G-4.35d'.Z-1 to I.G-4.35d'.Z-1504; I.H-1.35d'.Z-1 to I.H- 1 35d'.Z-1504, I.H-2.35d'.Z-1 to I.H-2.35d'.Z-1504, I.H-3.35d'.Z-1 to I.H-3.35d'.Z-1504, I.H- 4.35d'.Z-1 to I.H-4.35d'.Z-1504).
Table 36d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,5-Cl2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X ((compounds I.G-1.36d'.Z-1 to I.G-1.36d'.Z-1504, I.G-2.36d'.Z-1 to I.G-2.36d'.Z-1504, I.G- 3.36d'.Z-1 to I.G-3.36d'.Z-1504, I.G-4.36d'.Z-1 to I.G-4.36d'.Z-1504; I.H-1.36d'.Z-1 to I.H- 1.36d'.Z-1504, I.H-2.36d'.Z-1 to I.H-2.36d'.Z-1504, I.H-3.36d'.Z-1 to I.H-3.36d'.Z-1504, I.H- 4.36d'.Z-1 to I.H-4.36d'.Z-1504).
Table 37d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,3-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.37d'.Z-1 to I.G-1.37d'.Z-1504, I.G-2.37d'.Z-1 to I.G-2.37d'.Z-1504, I.G- 3.37d'.Z-1 to I.G-3.37d'.Z-1504, I.G-4.37d'.Z-1 to I.G-4.37d'.Z-1504; I.H-1.37d'.Z-1 to I.H- 1.37d'.Z-1504, I.H-2.37d'.Z-1 to I.H-2.37d'.Z-1504, I.H-3.37d'.Z-1 to I.H-3.37d'.Z-1504, I.H- 4.37d'.Z-1 to I.H-4.37d'.Z-1504).
Table 38d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,4-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.39d'.Z-1 to I.G-1.39d'.Z-1504, I.G-2.39d'.Z-1 to I.G-2.39d'.Z-1504, I.G- 3.39d'.Z-1 to I.G-3.39d'.Z-1504, I.G-4.39d'.Z-1 to I.G-4.39d'.Z-1504; I.H-1.39d'.Z-1 to I.H- 1.39d'.Z-1504, I.H-2.39d'.Z-1 to I.H-2.39d'.Z-1504, I.H-3.39d'.Z-1 to I.H-3.39d'.Z-1504, I.H- 4.39d'.Z-1 to I.H-4.39d'.Z-1504).
Table 39d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,5-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.39d'.Z-1 to I.G-1.39d'.Z-1504, I.G-2.39d'.Z-1 to I.G-2.39d'.Z-1504, I.G- 3.39d'.Z-1 to I.G-3.39d'.Z-1504, I.G-4.39d'.Z-1 to I.G-4.39d'.Z-1504; I.H-1.39d'.Z-1 to I.H- 1 39d'.Z-1504, I.H-2.39d'.Z-1 to I.H-2.39d'.Z-1504, I.H-3.39d'.Z-1 to I.H-3.39d'.Z-1504, I.H- 4.39d'.Z-1 to I.H-4.39d'.Z-1504).
Table 40d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-2,6-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.40d'.Z-1 to I.G-1.40d'.Z-1504, I.G-2.40d'.Z-1 to I.G-2.40d'.Z-1504, I.G- 3.40d'.Z-1 to I.G-3.40d'.Z-1504, I.G-4.40d'.Z-1 to I.G-4.40d'.Z-1504; I.H-1.40d'.Z-1 to I.H- 1 40d'.Z-1504, I.H-2.40d'.Z-1 to I.H-2.40d'.Z-1504, I.H-3.40d'.Z-1 to I.H-3.40d'.Z-1504, I.H- 4.40d'.Z-1 to I.H-4.40d'.Z-1504).
Table 41d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,4-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.41d'.Z-1 to I.G-1.41d'.Z-1504, I.G-2.41d'.Z-1 to I.G-2.41d'.Z-1504, I.G- 3.41d'.Z-1 to I.G-3.41d'.Z-1504, I.G-4.41d'.Z-1 to I.G-4.41d'.Z-1504; I.H-1.41d'.Z-1 to I.H-
1.41d'.Z-1504, I.H-2.41d'.Z-1 to I.H-2.41d'.Z-1504, I.H-3.41d'.Z-1 to I.H-3.41d'.Z-1504, I.H- 4.41d'.Z-1 to I.H-4.41d'.Z-1504).
Table 42d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-3,5-(CH3)2-CeH3and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.42d'.Z-1 to I.G-1.42d'.Z-1504, I.G-2.42d'.Z-1 to I.G-2.42d'.Z-1504, I.G- 3.42d'.Z-1 to I.G-3.42d'.Z-1504, I.G-4.42d'.Z-1 to I.G-4.42d'.Z-1504; I.H-1.42d'.Z-1 to I.H- 1.42d'.Z-1504, I.H-2.42d'.Z-1 to I.H-2.42d'.Z-1504, I.H-3.42d'.Z-1 to I.H-3.42d'.Z-1504, I.H- 4.42d'.Z-1 to I.H-4.42d'.Z-1504).
Table 43d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
and the meaning for the combination R9,
RI° gA3 anc| gA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.43d'.Z-1 to I.G-1.43d'.Z-1504, I.G-2.43d'.Z-1 to I.G-2.43d'.Z-1504, I.G- 3.43d'.Z-1 to I.G-3.43d'.Z-1504, I.G-4.43d'.Z-1 to I.G-4.43d'.Z-1504; I.H-1.43d'.Z-1 to I.H- 1 43d'.Z-1504, I.H-2.43d'.Z-1 to I.H-2.43d'.Z-1504, I.H-3.43d'.Z-1 to I.H-3.43d'.Z-1504, I.H- 4.43d'.Z-1 to I.H-4.43d'.Z-1504).
Table 44d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclo-pent-(1)-en and the meaning for the combination R9, Rio gA3 and gA4 or eac|-| individual compound corresponds in each case to one line of Table X (compounds I.G-1.44d'.Z-1 to I.G-1.44d'.Z-1504, I.G-2.44d'.Z-1 to I.G-2.44d'.Z-1504, I.G- 3.44d'.Z-1 to I.G-3.44d'.Z-1504, I.G-4.44d'.Z-1 to I.G-4.44d'.Z-1504; I.H-1.44d'.Z-1 to I.H- 1 44d'.Z-1504, I.H-2.44d'.Z-1 to I.H-2.44d'.Z-1504, I.H-3.44d'.Z-1 to I.H-3.44d'.Z-1504, I.H- 4.44d'.Z-1 to I.H-4.44d'.Z-1504).
Table 45d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclopent-(2)-en and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.45d'.Z-1 to I.G-1.45d'.Z-1504, I.G-2.45d'.Z-1 to I.G-2.45d'.Z-1504, I.G- 3.45d'.Z-1 to I.G-3.45d'.Z-1504, I.G-4.45d'.Z-1 to I.G-4.45d'.Z-1504; I.H-1.45d'.Z-1 to I.H- 1 45d'.Z-1504, I.H-2.45d'.Z-1 to I.H-2.45d'.Z-1504, I.H-3.45d'.Z-1 to I.H-3.45d'.Z-1504, I.H- 4.45d'.Z-1 to I.H-4.45d'.Z-1504).
Table 46d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclo-pent-(3)-en and the meaning for the combination R9, R10, YA3 and YM for each individual compound corresponds in each case to one line of Table X (compounds I.G-1.46d'.Z-1 to I.G-1.46d'.Z-1504, I.G-2.46d'.Z-1 to I.G-2.46d'.Z-1504, I.G- 3.46d'.Z-1 to I.G-3.46d'.Z-1504, I.G-4.46d'.Z-1 to I.G-4.46d'.Z-1504; I.H-1.46d'.Z-1 to I.H- 1.46d'.Z-1504, I.H-2.46d'.Z-1 to I.H-2.46d'.Z-1504, I.H-3.46d'.Z-1 to I.H-3.46d'.Z-1504, I.H- 4.46d'.Z-1 to I.H-4.46d'.Z-1504).
Table 47d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclohex-(1)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for gggj-, individual compound corresponds in each case to one line of Table X (compounds I.G-1.47d'.Z-1 to I.G-1.47d'.Z-1504, I.G-2.47d'.Z-1 to I.G-2.47d'.Z-1504, I.G- 3.47d'.Z-1 to I.G-3.47d'.Z-1504, I.G-4.47d'.Z-1 to I.G-4.47d'.Z-1504; I.H-1.47d'.Z-1 to I.H- 1.47d'.Z-1504, I.H-2.47d'.Z-1 to I.H-2.47d'.Z-1504, I.H-3.47d'.Z-1 to I.H-3.47d'.Z-1504, I.H- 4.47d'.Z-1 to I.H-4.47d'.Z-1504).
Table 48d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclohex-(2)-en and the meaning for the combination R9, RI° yA3 anc| yA4 for gg^ individual compound corresponds in each case to one line of Table X (compounds I.G-1.48d'.Z-1 to I.G-1.48d'.Z-1504, I.G-2.48d'.Z-1 to I.G-2.48d'.Z-1504, I.G- 3.48d'.Z-1 to I.G-3.48d'.Z-1504, I.G-4.48d'.Z-1 to I.G-4.48d'.Z-1504; I.H-1.48d'.Z-1 to I.H- 1 48d'.Z-1504, I.H-2.48d'.Z-1 to I.H-2.48d'.Z-1504, I.H-3.48d'.Z-1 to I.H-3.48d'.Z-1504, I.H- 4.48d'.Z-1 to I.H-4.48d'.Z-1504).
Table 49d' Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(YA3YA4), R8 is 0-cyclohex-(3)-en and the meaning for the combination R9, RI° gA3 anc| gA4 for eac|-| in ividual compound corresponds in each case to one line of Table X (compounds I.G-1.49d'.Z-1 to I.G-1.49d'.Z-1504, I.G-2.49d'.Z-1 to I.G-2.49d'.Z-1504, I.G- 3.49d'.Z-1 to I.G-3.49d'.Z-1504, I.G-4.49d'.Z-1 to I.G-4.49d'.Z-1504; I.H-1.49d'.Z-1 to I.H- 1 49d'.Z-1504, I.H-2.49d'.Z-1 to I.H-2.49d'.Z-1504, I.H-3.49d'.Z-1 to I.H-3.49d'.Z-1504, I.H- 4.49d'.Z-1 to I.H-4.49d'.Z-1504).
Table 1d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.1d".Z-1 to I.G-1.1d". Z-1504, I.G-2.1d". Z-1 to I.G-2.1d".Z-1504, I.G- 3.1d".Z-1 to I. G-3.1d". Z-1504, I.G-4.1d".Z-1 to I.G-5.1d".Z-1504; I.H-1d".Z-1 to I.H-1.1d".Z- 1504, I.H-2.1d".Z-1 to I.H-2.1d".Z-1504, I.H-3.1d".Z-1 to I.H-3.1d".Z-1504, I.H-4.1d".Z-1 to I. H-4.1d". Z-1504).
Table 2d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.2d".Z-1 to I.G-1.2d".Z-1504, I.G-2.2d".Z-1 to I.G-2.2d".Z-1504, I.G- 3.2d". Z-1 to I.G-3.2d". Z-1504, I.G-4.2d".Z-1 to I.G-4.2d".Z-1504; I.H-2d".Z-1 to I.H-1.2d".Z- 1504, I.H-2.2d". Z-1 to I.H-2.2d".Z-1504, I.H-3.2d".Z-1 to I.H-3.2d".Z-1504, I.H-4.2d".Z-1 to I.H-4.2d". Z-1504).
Table 3d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.3d".Z-1 to I.G-1.3d".Z-1504, I.G-2.3d".Z-1 to I.G-2.3d".Z-1504, I.G- 3.3d". Z-1 to I.G-3.3d". Z-1504, I.G-4.3d".Z-1 to I.G-4.3d".Z-1504; I.H-3d".Z-1 to I.H-1.3d".Z- 1504, I.H-2.3d". Z-1 to I.H-2.3d".Z-1504, I.H-3.3d".Z-1 to I.H-3.3d".Z-1504, I.H-4.3d".Z-1 to I.H-4.3d". Z-1504).
Table 4d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.4d".Z-1 to I.G-1.4d".Z-1504, I.G-2.4d".Z-1 to I.G-2.4d".Z-1504, I.G- 3.4d".Z-1 to I. G-3.4d". Z-1504, I.G-4.4d".Z-1 to I.G-4.4d".Z-1504; I.H-4d”.Z-1 to I.H-1.4d".Z- 1504, I.H-2.4d".Z-1 to I.H-2.4d".Z-1504, I.H-3.4d".Z-1 to I.H-3.4d".Z-1504, I.H-4.4d".Z-1 to I. H-4.4d". Z-1504).
Table 5d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
#-Oi which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.5d".Z-1 to I.G-1.5d".Z-1504, I.G-2.5d".Z-1 to I.G-2.5d".Z-1504, I.G- 3.5d".Z-1 to I. G-3.5d". Z-1504, I.G-4.5d".Z-1 to I.G-4.5d; I.H-5d".Z-1 to I.H-1.5d".Z-1504, I.H- 2.5d".Z-1 to I. H-2.5d". Z-1504, I.H-3.5d".Z-1 to I.H-3.5d”.Z-1504, I.H-4.5d".Z-1 to I.H-4.5d".Z- 1504).
Table 6d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and and the meaning for the combination of R9
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds -1 to I.G-1.6d". Z-1504, I.G-2.6d". Z-1 to I.G-2.6d".Z-1504, I.G- 3.6d".Z-1 to -1504, I.G-4.6d".Z-1 to I.G-4.6d".Z-1504; I.H-6d”.Z-1 to I.H-1.6d".Z- 1504, I.H-2.6 H-2.6d". Z-1504, I.H-3.6d".Z-1 to I.H-3.6d".Z-1504, I.H-4.6d". Z-1 to I. H-4.6d". Z-
Table 7d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.7d". Z-1 to I. G-1.7d". Z-1504, I.G-2.7d". Z-1 to I. G-2.7d". Z-1504, I.G- 3.7d".Z-1 to I. G-3.7d". Z-1504, I.G-4.7d".Z-1 to I.G-4.7d".Z-1504; I.H-7d”.Z-1 to I.H-1.7d".Z- 1504, I.H-2.7d".Z-1 to I. H-2.7d". Z-1504, I.H-3.7d".Z-1 to I.H-3.7d".Z-1504, I.H-4.7d".Z-1 to I. H-4.7d". Z-1504).
Table 8d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.8d".Z-1 to I.G-1.8d".Z-1504, I.G-2.8d".Z-1 to I.G-2.8d".Z-1504, I.G-
3.8d".Z-1 to I.G-3.8d".Z-1504, I.G-4.8d".Z-1 to I.G-4.8d".Z-1504; I.H-8d”.Z-1 to I.H-1.8d".Z- 1504, I.H-2.8d".Z-1 to I.H-2.8d". Z-1504, I.H-3.8d".Z-1 to I.H-3.8d".Z-1504, I.H-4.8d". Z-1 to I.H-4.8d".Z-1504).
Table 9d" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.9d".Z-1 to I.G-1.9d".Z-1504, I.G-2.9d".Z-1 to I.G-2.9d".Z-1504, I.G- 3.9d".Z-1 to I. G-3.9d". Z-1504, I.G-4.9d".Z-1 to I.G-4.9d".Z-1504; I.H-1504d".Z-1 to I.H- 1 9d". Z-1504, I.H-2.9d".Z-1 to I.H-2.9d".Z-1504, I.H-3.9d".Z-1 to I.H-3.9d".Z-1504, I.H- 4.9d".Z-1 to I. H-4.9d". Z-1504).
Table 10d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and and the meaning for the combination of R9 RI° ya3 anc| ya4 for individual compound corresponds in each case to one line of Table Z (compounds I.G-1.10d".Z-1 to I.G-1.10d”.Z-1504, I.G-2.10d”.Z-1 to I.G-2.10d".Z-1504, I.G- 3.10d".Z-1 to I. G-3.10d". Z-1504, I.G-4.10d".Z-1 to I.G-4.10d".Z-1504; I.H-10d".Z-1 to I.H- 1 10d”. Z-1504, I.H-2.10d".Z-1 to I.H-2.10d".Z-1504, I.H-3.10d".Z-1 to I.H-3.10d".Z-1504, I.H- 4.10d”.Z-1 to I. H-4.10d". Z-1504).
Table 11d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.11d".Z-1504, I.G-2.11d”.Z-1 to I.G-2.11d".Z-1504, I.G- 3.11d". Z-1 t
". Z-1504, I.G-4.11d".Z-1 to I.G-4.11d".Z-1504; I.H-11d".Z-1 to I.H- 1.11d”. Z-1504, I.H-2.11d".Z-1 to I.H-2.11d".Z-1504, I.H-3.11d".Z-1 to I.H-3.11d".Z-1504, I.H- 4.11d". Z-1 to I. H-4.11d". Z-1504).
Table 12d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.12d”.Z-1504, I.G-2.12d”.Z-1 to I.G-2.12d".Z-1504, I.G- 3.12d".Z-1 t
". Z-1504, I.G-4.12d".Z-1 to I.G-4.12d".Z-1504; I.H-12d".Z-1 to I.H- 1 12d”. Z-1504, I.H-2.12d".Z-1 to I.H-2.12d".Z-1504, I.H-3.12d".Z-1 to I.H-3.12d".Z-1504, I.H- 4.12d".Z-1 to I. H-4.12d". Z-1504).
Table 13d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.13d".Z-1 to I.G-1.13d".Z-1504, I.G-2.13d".Z-1 to I.G-2.13d".Z-1504, I.G- 3.13d".Z-1 to I.G-3.13d". Z-1504, I.G-4.13d".Z-1 to I.G-4.13d".Z-1504; I.H-13d".Z-1 to I.H- 1.13d".Z-1504, I.H-2.13d". Z-1 to I.H-2.13d".Z-1504, I.H-3.13d".Z-1 to I.H-3.13d".Z-1504, I.H- 4.13d".Z-1 to I.H-4.13d". Z-1504).
Table 14d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.14d".Z-1 to I.G-1.14d".Z-1504, I.G-2.14d".Z-1 to I.G-2.14d".Z-1504, I.G- 3.14d".Z-1 to I. G-3.14d". Z-1504, I.G-4.14d".Z-1 to I.G-4.14d".Z-1504; I.H-14d".Z-1 to I.H- 1 14d". Z-1504, I.H-2.14d".Z-1 to I.H-2.14d".Z-1504, I.H-3.14d".Z-1 to I.H-3.14d".Z-1504, I.H- 4.14d".Z-1 to I. H-4.14d". Z-1504).
Table 15d"Co pounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.15d".Z-1 to I.G-1.15d".Z-1504, I.G-2.15d".Z-1 to I.G-2.15d".Z-1504, I.G- 3.15d".Z-1 to I. G-3.15d". Z-1504, I.G-4.15d".Z-1 to I.G-4.15d".Z-1504; I.H-15d".Z-1 to I.H- 1 15d". Z-1504, I.H-2.15d".Z-1 to I.H-2.15d".Z-1504, I.H-3.15d".Z-1 to I.H-3.15d".Z-1504, I.H- 4.15d".Z-1 to I. H-4.15d". Z-1504).
Table 16d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in ^ // which Y is C(R9R10)-C(Ya3Ya4), R8 is # and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.16d".Z-1 to I.G-1.16d".Z-1504, I.G-2.16d".Z-1 to I.G-2.16d".Z-1504, I.G- 3.16d".Z-1 to I.G-3.16d".Z-1504, I.G-4.16d".Z-1 to I.G-4.16d".Z-1504; I.H-16d".Z-1 to I.H- 1.16d".Z-1504, I.H-2.16d".Z-1 to I.H-2.16d".Z-1504, I.H-3.16d".Z-1 to I.H-3.16d".Z-1504, I.H- 4.16d".Z-1 to I.H-4.16d".Z-1504).
Table 17d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.17d".Z-1 to I.G-1.17d”.Z-1504, I.G-2.17d”.Z-1 to I.G-2.17d".Z-1504, I.G- 3.17d".Z-1 to I.G-3.17d".Z-1504, I.G-4.17d".Z-1 to I.G-4.17d".Z-1504; I.H-17d".Z-1 to I.H- 1.17d”.Z-1504, I.H-2.17d".Z-1 to I.H-2.17d".Z-1504, I.H-3.17d".Z-1 to I.H-3.17d".Z-1504, I.H- 4.17d".Z-1 to I.H-4.17d".Z-1504).
Table 18d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4),R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.18d".Z-1 to I.G-1.18d”.Z-1504, I.G-2.18d”.Z-1 to I.G-2.18d".Z-1504, I.G- 3.18d”.Z-1 to I.G-3.18d".Z-1504, I.G-4.18d".Z-1 to I.G-4.18d".Z-1504; I.H-18d".Z-1 to I.H- 1.18d”.Z-1504, I.H-2.18d".Z-1 to I.H-2.18d".Z-1504, I.H-3.18d".Z-1 to I.H-3.18d".Z-1504, I.H- 4.18d”.Z-1 to I.H-4.18d".Z-1504).
Table 19d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.19d".Z-1 to I.G-1.19d”.Z-1504, I.G-2.19d”.Z-1 to I.G-2.19d".Z-1504, I.G- 3.19d".Z-1 to I.G-3.19d".Z-1504, I.G-4.19d".Z-1 to I.G-4.19d".Z-1504; I.H-19d".Z-1 to I.H- 1.19d”.Z-1504, I.H-2.19d".Z-1 to I.H-2.19d".Z-1504, I.H-3.19d".Z-1 to I.H-3.19d".Z-1504, I.H- 4.19d".Z-1 to I.H-4.19d".Z-1504).
Table 20d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.20d".Z-1 to I.G-1.20d”.Z-1504, I.G-2.20d”.Z-1 to I.G-2.20d".Z-1504, I.G- 3.20d".Z-1 to I.G-3.20d".Z-1504, I.G-4.20d".Z-1 to I.G-4.20d".Z-1504; I.H-20d".Z-1 to I.H- 1.20d”.Z-1504, I.H-2.20d".Z-1 to I.H-2.20d".Z-1504, I.H-3.20d".Z-1 to I.H-3.20d".Z-1504, I.H- 4.20d".Z-1 to I.H-4.20d".Z-1504).
Table 21 d'Oompounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.21d". Z-1 to I.G-1 21d”.Z-1504, I.G-2.21d”.Z-1 to I.G-2.21d". Z-1504, I.G- 3.21d”.Z-1 to I. G-3.21d". Z-1504, I.G-4.21d".Z-1 to I.G-4.21d".Z-1504; I.H-21d".Z-1 to I.H- 1 21d”. Z-1504, I.H-2.21d".Z-1 to I. H-2.21d". Z-1504, I.H-3.21d".Z-1 to I.H-3.21d".Z-1504, I.H- 4.21d”.Z-1 to I. H-4.21d". Z-1504).
Table 22d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.22d".Z-1 to I.G-1 22d”.Z-1504, I.G-2.22d”.Z-1 to I.G-2.22d".Z-1504, I.G- 3.22d”.Z-1 to I. G-3.22d". Z-1504, I.G-4.22d".Z-1 to I.G-4.22d".Z-1504; I.H-22d".Z-1 to I.H- 1 22d”. Z-1504, I.H-2.22d".Z-1 to I.H-2.22d".Z-1504, I.H-3.22d".Z-1 to I.H-3.22d".Z-1504, I.H- 4.22d”.Z-1 to I. H-4.22d". Z-1504).
Table 23d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.23d".Z-1 to I.G-1 23d”.Z-1504, I.G-2.23d”.Z-1 to I.G-2.23d".Z-1504, I.G- 3.23d”. Z-1 to I.G-3.23d". Z-1504, I.G-4.23d".Z-1 to I.G-4.23d".Z-1504; I.H-23d".Z-1 to I.H- 1 23d”. Z-1504, I.H-2.23d".Z-1 to I.H-2.23d".Z-1504, I.H-3.23d".Z-1 to I.H-3.23d".Z-1504, I.H- 4.23d”. Z-1 to I.H-4.23d". Z-1504).
Table 24d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.24d".Z-1 to I.G-1 24d”.Z-1504, I.G-2.24d”.Z-1 to I.G-2.24d".Z-1504, I.G- 3.24d”.Z-1 to I. G-3.24d". Z-1504, I.G-4.24d".Z-1 to I.G-4.24d".Z-1504; I.H-24d".Z-1 to I.H- 1.24d”.Z-1504, I.H-2.24d".Z-1 to I.H-2.24d".Z-1504, I.H-3.24d".Z-1 to I.H-3.24d".Z-1504, I.H- 4.24d”.Z-1 to I. H-4.24d". Z-1504).
Table 25d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R!
RI° ya3 anc| ya4 for eac|-| individual compound corresponds in each case to one line of Table Z
(compounds I.G-1.25d". Z-1 to I.G-1 25d”.Z-1504, I.G-2.25d".Z-1 to I.G-2.25d". Z-1504, I.G- 3.25d”.Z-1 to I. G-3.25d". Z-1504, I.G-4.25d". Z-1 to I.G-4.25d".Z-1504; I.H-25d".Z-1 to I.H- 1 25d”. Z-1504, I.H-2.25d".Z-1 to I. H-2.25d". Z-1504, I.H-3.25d".Z-1 to I.H-3.25d".Z-1504, I.H- 4.25d”.Z-1 to I. H-4.25d". Z-1504).
Table 26d"Co pounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.26d". Z-1 to I.G-1 26d”.Z-1504, I.G-2.26d”.Z-1 to I.G-2.26d".Z-1504, I.G- 3.26d”.Z-1 to I. G-3.26d". Z-1504, I.G-4.26d".Z-1 to I.G-4.26d".Z-1504; I.H-26d".Z-1 to I.H- 1.26d”.Z-1504, I.H-2.26d".Z-1 to I.H-2.26d".Z-1504, I.H-3.26d".Z-1 to I.H-3.26d".Z-1504, I.H- 4.26d”.Z-1 to I. H-4.26d". Z-1504).
Table 27d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1 27d”.Z-1504, I.G-2.27d”.Z-1 to I.G-2.27d".Z-1504, I.G- 3.27d”.Z-1 t
". Z-1504, I.G-4.27d".Z-1 to I.G-4.27d".Z-1504; I.H-27d".Z-1 to I.H- 1 27d”. Z-1504, I.H-2.27d".Z-1 to I.H-2.27d".Z-1504, I.H-3.27d".Z-1 to I.H-3.27d".Z-1504, I.H- 4.27d”.Z-1 to I. H-4.27d". Z-1504).
Table 28d"Compounds of the formula I -3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
F3 which Y is C a3Ya4), R8 is
the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1 28d”.Z-1504, I.G-2.28d”.Z-1 to I.G-2.28d".Z-1504, I.G- 3.28d”.Z-1 t
". Z-1504, I.G-4.28d".Z-1 to I.G-4.28d".Z-1504; I.H-28d".Z-1 to I.H- 1 28d”. Z-1504, I.H-2.28d".Z-1 to I.H-2.28d".Z-1504, I.H-3.28d".Z-1 to I.H-3.28d".Z-1504, I.H- 4.28d”.Z-1 to I. H-4.28d". Z-1504).
Table 29d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.29d".Z-1 to I.G-1 29d”.Z-1504, I.G-2.29d”.Z-1 to I.G-2.29d".Z-1504, I.G- 3.29d”.Z-1 to I. G-3.29d". Z-1504, I.G-4.29d".Z-1 to I.G-4.29d".Z-1504; I.H-29d".Z-1 to I.H- 1 29d”. Z-1504, I.H-2.29d".Z-1 to I.H-2.29d".Z-1504, I.H-3.29d".Z-1 to I.H-3.29d".Z-1504, I.H- 4.29d”.Z-1 to I. H-4.29d". Z-1504).
Table 30d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.30d".Z-1504, I.G-2.30d".Z-1 to I.G-2.30d".Z-1504, I.G- 3.30d".Z-1 t
".Z-1504, I.G-4.30d".Z-1 to I.G-4.30d".Z-1504; I.H-30d".Z-1 to I.H- 1.30d".Z-1504, I.H-2.30d".Z-1 to I.H-2.30d".Z-1504, I.H-3.30d".Z-1 to I.H-3.30d".Z-1504, I.H- 4.30d".Z-1 to I.H-4.30d".Z-1504).
Table 31 cTCompounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 RI° ya3 anc| ya4 for gggj., individual compound corresponds in each case to one line of Table Z (compounds I.G-1.31d".Z-1 to I.G-1.31d".Z-1504, I.G-2.31d".Z-1 to I.G-2.31d".Z-1504, I.G- 3.31d".Z-1 to I. G-3.31d". Z-1504, I.G-4.31d".Z-1 to I.G-4.31d".Z-1504; I.H-31d".Z-1 to I.H- 1 31d". Z-1504, I.H-2.31d".Z-1 to I.H-2.31d".Z-1504, I.H-3.31d".Z-1 to I.H-3.31d".Z-1504, I.H- 4.31d".Z-1 to I. H-4.31d". Z-1504).
Table 32d"Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.32d".Z-1504, I.G-2.32d".Z-1 to I.G-2.32d".Z-1504, I.G- 3.32d".Z-1 t
".Z-1504, I.G-4.32d".Z-1 to I.G-4.32d".Z-1504; I.H-32d".Z-1 to I.H- 1.32d".Z-1504, I.H-2.32d".Z-1 to I.H-2.32d".Z-1504, I.H-3.32d".Z-1 to I.H-3.32d".Z-1504, I.H- 4.32d".Z-1 to I.H-4.32d".Z-1504).
Table 33d"Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.33d".Z-1 to I.G-1.33d".Z-1504, I.G-2.33d".Z-1 to I.G-2.33d".Z-1504, I.G- 3.33d".Z-1 to I.G-3.33d". Z-1504, I.G-4.33d".Z-1 to I.G-4.33d".Z-1504; I.H-33d".Z-1 to I.H- 1.33d".Z-1504, I.H-2.33d".Z-1 to I.H-2.33d".Z-1504, I.H-3.33d".Z-1 to I.H-3.33d".Z-1504, I.H- 4.33d".Z-1 to I.H-4.33d". Z-1504).
Table 34d"Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is
and the meaning for the combination of R9
RI° ya3 anc| ya4 for eac|-| individual compound corresponds in each case to one line of Table Z (compounds I.G-1.34d".Z-1 to I.G-1.34d".Z-1504, I.G-2.34d".Z-1 to I.G-2.34d".Z-1504, I.G- 3.34d".Z-1 to I. G-3.34d". Z-1504, I.G-4.34d".Z-1 to I.G-4.34d".Z-1504; I.H-34d".Z-1 to I.H- 1 34d". Z-1504, I.H-2.34d".Z-1 to I.H-2.34d".Z-1504, I.H-3.34d".Z-1 to I.H-3.34d".Z-1504, I.H- 4.34d".Z-1 to I. H-4.34d". Z-1504).
Table 35d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.35d".Z-1 to I.G-1 35d”.Z-1504, I.G-2.35d”.Z-1 to I.G-2.35d".Z-1504, I.G- 3.35d”.Z-1 to I. G-3.35d". Z-1504, I.G-4.35d".Z-1 to I.G-4.35d".Z-1504; I.H-35d".Z-1 to I.H- 1 35d”. Z-1504, I.H-2.35d".Z-1 to I.H-2.35d".Z-1504, I.H-3.35d".Z-1 to I.H-3.35d".Z-1504, I.H- 4.35d”.Z-1 to I. H-4.35d". Z-1504).
Table 36d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.36d".Z-1 to I.G-1 36d”.Z-1504, I.G-2.36d”.Z-1 to I.G-2.36d".Z-1504, I.G- 3.36d”.Z-1 to I. G-3.36d". Z-1504, I.G-4.36d".Z-1 to I.G-4.36d".Z-1504; I.H-36d".Z-1 to I.H- 1.36d”.Z-1504, I.H-2.36d".Z-1 to I.H-2.36d".Z-1504, I.H-3.36d".Z-1 to I.H-3.36d".Z-1504, I.H- 4.36d”.Z-1 to I. H-4.36d". Z-1504).
Table 37d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
-h which Y is C a3Ya4), R8 is
and the meaning for the combination of R9
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.37d".Z-1504, I.G-2.37d".Z-1 to I.G-2.37d".Z-1504, I.G- 3.37d”.Z-1 t
".Z-1504, I.G-4.37d".Z-1 to I.G-4.37d". Z-1504; I.H-37d".Z-1 to I.H- 1.37d”.Z-1504, I.H-2.37d".Z-1 to I.H-2.37d".Z-1504, I.H-3.37d".Z-1 to I. H-3.37d". Z-1504, I.H- 4.37d”.Z-1 to I. H-4.37d". Z-1504).
Table 38d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9 R10
Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.38d". Z-1 to I.G-1 38d”.Z-1504, I.G-2.38d”.Z-1 to I.G-2.38d".Z-1504, I.G- 3.38d”.Z-1 to I. G-3.38d". Z-1504, I.G-4.38d".Z-1 to I.G-4.38d".Z-1504; I.H-38d".Z-1 to I.H- 1 38d”. Z-1504, I.H-2.38d".Z-1 to I.H-2.38d".Z-1504, I.H-3.38d".Z-1 to I.H-3.38d".Z-1504, I.H- 4.38d”.Z-1 to I. H-4.38d". Z-1504).
Table 39d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R9
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1 39d”.Z-1504, I.G-2.39d”.Z-1 to I.G-2.39d".Z-1504, I.G- 3.39d”.Z-1 t
". Z-1504, I.G-4.39d".Z-1 to I.G-4.39d".Z-1504; I.H-39d".Z-1 to I.H- 1 39d”. Z-1504, I.H-2.39d".Z-1 to I.H-2.39d".Z-1504, I.H-3.39d".Z-1 to I.H-3.39d".Z-1504, I.H- 4.39d”.Z-1 to I. H-4.39d". Z-1504).
Table 40d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C a3Ya4), R8 is and the meaning for the combination of R!
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.40d”.Z-1504, I.G-2.40d”.Z-1 to I.G-2.40d".Z-1504, I.G- 3.40d”.Z-1 t
". Z-1504, I.G-4.40d".Z-1 to I.G-4.40d".Z-1504; I.H-40d". Z-1 to I.H- 1 40d”.Z-1504, I.H-2.40d". Z-1 to I.H-2.40d".Z-1504, I.H-3.40d".Z-1 to I. H-3.40d". Z-1504, I.H- 4.40d”.Z-1 to I. H-4.40d". Z-1504).
Table 41 d'Oompounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in
, 1.44d”.Z-1504, I.H-2.44d".Z-1 to I.H-2.44d".Z-1504, I.H-3.44d".Z-1 to I.H-3.44d".Z-1504, I.H- 4.44d”.Z-1 to I. H-4.44d". Z-1504).
Table 45d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9
RI° ya3 anc| ya4 for eac|-1 individual compound corresponds in each case to one line of Table Z (compounds I.G-1.45d". Z-1 to I.G-1 45d".Z-1504, I.G-2.45d".Z-1 to I.G-2.45d".Z-1504, I.G- 3.45d".Z-1 to I.G-3.45d".Z-1504, I.G-4.45d".Z-1 to I.G-4.45d".Z-1504; I.H-43d".Z-1 to I.H- 1 45d".Z-1504, I.H-2.45d".Z-1 to I.H-2.45d".Z-1504, I.H-3.45d".Z-1 to I.H-3.45d". Z-1504, I.H- 4.45d".Z-1 to I. H-4.45d". Z-1504).
Table 46d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in which Y is C a3Ya4), R8 is
and the meaning for the combination of R9
RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1 46d".Z-1504, I.G-2.46d".Z-1 to I.G-2.46d".Z-1504, I.G- 3.46d".Z-1 t
".Z-1504, I.G-4.46d".Z-1 to I.G-4.46d".Z-1504; I.H-43d".Z-1 to I.H- 1.46d".Z-1504, I.H-2.46d".Z-1 to I.H-2.46d".Z-1504, I.H-3.46d".Z-1 to I.H-3.46d".Z-1504, I.H- 4.46d".Z-1 to I. H-4.46d". Z-1504).
Table 47d"Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in
which Y is C(R9R10)-C(Ya3Ya4), R8 is and the meaning for the combination of R9
RI° ya3 anc| ya4 for eac|-| individual compound corresponds in each case to one line of Table Z (compounds I.G-1.47d".Z-1 to I.G-1 47d".Z-1504, I.G-2.47d".Z-1 to I.G-2.47d".Z-1504, I.G- 3.47d".Z-1 to I. G-3.47d". Z-1504, I.G-4.47d".Z-1 to I.G-4.47d".Z-1504; I.H-43d".Z-1 to I.H- 1 47d". Z-1504, I.H-2.47d".Z-1 to I.H-2.47d".Z-1504, I.H-3.47d".Z-1 to I.H-3.47d".Z-1504, I.H- 4.47d".Z-1 to I. H-4.47d". Z-1504).
Table 1d'" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is H and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.1 d .Z-1 to I.G-1.1d'". Z-1504, I.G-2.1d'".Z-1 to I.G-2.1d'".Z-1504, I.G-3.1d'".Z-1 to I.G- 3.1d"'. Z-1504, I.G-4.1d'".Z-1 to I.G-4.1d'".Z-1504; I.H-1d'".Z-1 to I . H-1.1 d"'.Z-1504, I.H- 2.1d'".Z-1 to I. H-2.1d'". Z-1504, I.H-3.1d'".Z-1 to I.H-3.1d'".Z-1504, I.H-4.1d'".Z-1 to I.H- 4.1d'". Z-1504).
Table 2d'" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is CH3 and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.2d'". Z-1 to I.G-1 2d'".Z-1504, I.G-2.2d'".Z-1 to I.G-2.2d'".Z-1504, I.G-3.2d'".Z-1 to I.G- 3.2d'". Z-1504, I.G-4.2d'". Z-1 to I.G-4.2d'".Z-1504; I.H-2d'".Z-1 to I.H-1.2d'".Z-1504, I.H- 2.2d'". Z-1 to I.H-2.2d'". Z-1504, I.H-3.2d'".Z-1 to I.H-3.2d'".Z-1504, I.H-4.2d'".Z-1 to I.H- 4.2d'". Z-1504).
Table 3d'" Compounds of the formula I.G-1, I.G-2, I.G-3, I.G-4; I.H-1, I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is CF3 and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.3d'". Z-1 to I.G-1 3d'".Z-1504, I.G-2.3d'".Z-1 to I.G-2.3d'".Z-1504, I.G-3.3d'".Z-1 to I.G- 3.3d'". Z-1504, I.G-4.3d'". Z-1 to I.G-4.3d'".Z-1504; I.H-3d'".Z-1 to I.H-1.3d'".Z-1504, I.H-
2.3d'".Z-1 to I.H-2.3cT" Z-1504, I.H-3.3d"'.Z-1 to I.H-3.3d'". Z-1504, I.H-4.3d'".Z-1 to I.H- 4.3d'".Z-1504).
Table 4d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is CH2CF3 and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.4d"'.Z-1 to I.G-1.4d'". Z-1504, I.G-2.4d'".Z-1 to I. G-2.4d'". Z-1504, I.G- 3.4d'".Z-1 to I. G-3.4d'". Z-1504, I.G-4.4d"'.Z-1 to I.G-4.4d"'.Z-1504; I.H-4d"'.Z-1 to I.H- 1 4d'". Z-1504, I.H-2.4d"'.Z-1 to I.H-2.4d"'.Z-1504, I.H-3.4d'".Z-1 to I.H-3.4d"'.Z-1504, I.H- 4.4d'".Z-1 to I. H-4.4d'". Z-1504).
Table 5d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is CH(CHs)2 and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.5d"'.Z-1 to I.G-1.5d'".Z-1504, I.G-2.5d'".Z-1 to I.G-2.5d'".Z-1504, I.G- 3.5d'".Z-1 to I. G-3.5d'". Z-1504, I.G-4.5d"'.Z-1 to I.G-4.5d"'.Z-1504; I.H-5d"'.Z-1 to I.H- 1 5d'". Z-1504, I.H-2.5d"'.Z-1 to I.H-2.5d"'.Z-1504, I.H-3.5d'".Z-1 to I.H-3.5d'".Z-1504, I.H- 4.5d'".Z-1 to I. H-4.5d'". Z-1504).
Table 6d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is (CH2)3-CH3and and the meaning for the combination of R9 RI° ya3 anc| ya4 for eac|-| individual compound corresponds in each case to one line of Table Z (compounds I.G-1.6d"'.Z-1 to I.G-1.6d'".Z-1504, I.G-2.6d'".Z-1 to I.G-2.6d'".Z-1504, I.G- 3.6d'".Z-1 to I. G-3.6d'". Z-1504, I.G-4.6d"'.Z-1 to I.G-4.6d"'.Z-1504; I.H-6d"'.Z-1 to I.H- 1 6d'". Z-1504, I.H-2.6d"'.Z-1 to I.H-2.6d"'.Z-1504, I.H-3.6d'".Z-1 to I.H-3.6d'".Z-1504, I.H- 4.6d'".Z-1 to I. H-4.6d'". Z-1504).
Table 7d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is CH(CH3)-CH2-CH3and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.7d'".Z-1 to I.G-1.7d'".Z-1504, I.G-2.7d'".Z-1 to I.G-2.7d'".Z-1504, I.G- 3.7d'".Z-1 to I. G-3.7d'". Z-1504, I.G-4.7d"'.Z-1 to I.G-4.7d"'.Z-1504; I.H-7d"'.Z-1 to I.H- 1 7d'". Z-1504, I.H-2.7d"'.Z-1 to I.H-2.7d"'.Z-1504, I.H-3.7d'".Z-1 to I.H-3.7d'".Z-1504, I.H- 4.7d'".Z-1 to I. H-4.7d'". Z-1504).
Table 8d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C a3Ya4), R8 is CH2-CH(CH3)2and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds Z-1 to I.G-1.8d'".Z-1504, I.G-2.8d'".Z-1 to I.G-2.8d'".Z-1504, I.G- 3.8d'".Z-1 t
. Z-1504, I.G-4.8d"'.Z-1 to I.G-4.8d"'.Z-1504; I.H-8d"'.Z-1 to I.H- 1 8d'". Z-1504, I.H-2.8d"'.Z-1 to I.H-2.8d"'.Z-1504, I.H-3.8d'".Z-1 to I.H-3.8d'".Z-1504, I.H- 4.8d'".Z-1 to I. H-4.8d'". Z-1504).
Table 9d"' Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(CH3)3and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.9d"'.Z-1 to I.G-1.9d'".Z-1504, I.G-2.9d'".Z-1 to I.G-2.9d'".Z-1504, I.G- 3.9d'".Z-1 to I. G-3.9d'". Z-1504, I.G-4.9d"'.Z-1 to I.G-4.9d"'.Z-1504; I.H-1504d"'.Z-1 to I.H- 1 9d'". Z-1504, I.H-2.9d"'.Z-1 to I.H-2.9d"'.Z-1504, I.H-3.9d'".Z-1 to I.H-3.9d'".Z-1504, I.H- 4.9d'".Z-1 to I. H-4.9d'". Z-1504).
Table 10d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(H)=CH2 and and the meaning for the combination of R9 R10 Ya3 and Ya4 for individual compound corresponds in each case to one line of Table Z
(compounds I.G-1.10d'".Z-1 to I.G-1.10d'".Z-1504, I.G-2.10d'".Z-1 to I.G-2.10d'".Z-1504, I.G- 3.10d'".Z-1 to I. G-3.10d"'. Z-1504, I.G-4.10d'".Z-1 to I.G-4.10d'".Z-1504; I.H-10d'".Z-1 to I.H- 1 10d"'. Z-1504, I.H-2.10d"'.Z-1 to I. H-2.10d"'. Z-1504, I.H-3.10d'".Z-1 to I.H-3.10d'".Z-1504, I.H-4.10d"'.Z-1 to I. H-4.10d"'. Z-1504).
Table 11d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is (Ya3Ya4), R8 is C(CH3)=CH2and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds .Z-1 to I.G-1.11d"'. Z-1504, I.G-2.11d'".Z-1 to I.G-2.11d"'. Z-1504, I.G- 3.11d"'.Z-1
"'. Z-1504, I.G-4.11d'".Z-1 to I.G-4.11d'".Z-1504; I.H-11d'".Z-1 to I.H- 1.11 d .Z-1504, I.H-2.11d"'.Z-1 to I.H-2.11d'".Z-1504, I.H-3.11d'".Z-1 to I.H-3.11d'".Z-1504, I.H-4.11d"'.Z-1 to I. H-4.11d"'. Z-1504).
Table 12d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(CI)=CH2 and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.12d'".Z-1 to I.G-1.12d'".Z-1504, I.G-2.12d'".Z-1 to I.G-2.12d'".Z-1504, I.G- 3.12d"'.Z-1 to I. G-3.12d"'. Z-1504, I.G-4.12d'".Z-1 to I.G-4.12d'".Z-1504; I.H-12d'".Z-1 to I.H- 1 12d"'. Z-1504, I.H-2.12d"'.Z-1 to I.H-2.12d'".Z-1504, I.H-3.12d'".Z-1 to I.H-3.12d'".Z-1504, I.H-4.12d"'.Z-1 to I. H-4.12d"'. Z-1504).
Table 13d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(F)=CH2and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.13d'".Z-1 to I.G-1.13d'".Z-1504, I.G-2.13d'".Z-1 to I.G-2.13d'".Z-1504, I.G- 3.13d'".Z-1 to I. G-3.13d'". Z-1504, I.G-4.13d'".Z-1 to I.G-4.13d'".Z-1504; I.H-13d'".Z-1 to I.H- 1 13d'". Z-1504, I.H-2.13d'". Z-1 to I.H-2.13d'".Z-1504, I.H-3.13d'".Z-1 to I.H-3.13d'".Z-1504, I.H-4.13d'".Z-1 to I. H-4.13d'". Z-1504).
Table 14d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(CH3)=CH(CH3) and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.14d'".Z-1 to I.G-1.14d'".Z-1504, I.G-2.14d'".Z-1 to I.G-2.14d'".Z-1504, I.G-3.14d'". Z-1 to I. G-3.14d'". Z-1504, I.G-4.14d'".Z-1 to I.G-4.14d'".Z-1504; I.H-14d'".Z-1 to I. H-1.14d'". Z-1504, I.H-2.14d'".Z-1 to I.H-2.14d'".Z-1504, I.H-3.14d'".Z-1 to I.H-3.14d'".Z- 1504, I.H-4.14d'".Z-1 to I.H-4.14d'".Z-1504).
Table 15d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is C(R9R10)-C(Ya3Ya4), R8 is C(CH3)=C(CH3)2and the meaning for the combination of R9 R10 Ya3 and Ya4 for each individual compound corresponds in each case to one line of Table Z (compounds I.G-1.15d'".Z-1 to I.G-1.15d'".Z-1504, I.G-2.15d'".Z-1 to I.G-2.15d'".Z-1504, I.G-3.15d'".Z-1 to I. G-3.15d'". Z-1504, I.G-4.15d'".Z-1 to I.G-4.15d'".Z-1504; I.H-15d'".Z-1 to I. H-1.15d'". Z-1504, I.H-2.15d'".Z-1 to I.H-2.15d'".Z-1504, I.H-3.15d'".Z-1 to I.H-3.15d'".Z- 1504, I.H-4.15d'".Z-1 to I.H-4.15d'".Z-1504).
Table 16d'" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4, in which Y is (Ya3Ya4), R8 is C(F)=C(CH3)2and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds .Z-1 to I.G-1.16d'".Z-1504, I.G-2.16d'".Z-1 to I.G-2.16d'".Z-1504, I.G- 3.16d'".Z-1
'". Z-1504, I.G-4.16d'".Z-1 to I.G-4.16d'".Z-1504; I.H-16d'".Z-1 to I.H- 1 16d'". Z-1504, I.H-2.16d'".Z-1 to I.H-2.16d'".Z-1504, I.H-3.16d'".Z-1 to I.H-3.16d'".Z-1504, I.H-4.16d'".Z-1 to I. H-4.16d'". Z-1504).
Table 17cT" Compounds of the formula I. G-1, I.G-2, I.G-3, I.G-4; I.H-1 , I.H-2, I.H-3, I.H-4,
in which Y is (Ya3Ya4), R8 is C(H)=C(CH3)2and the meaning for the combination of R9 RI° ya3 anc| individual compound corresponds in each case to one line of Table Z (compounds '.Z-1 to I. G-1.17d'". Z-1504, I.G-2.17d"'.Z-1 to I. G-2.17d'". Z-1504, I.G- 3.17d"'.Z-1 "'. Z-1504, I.G-4.17d"'.Z-1 to I. G-4.17d'". Z-1504; I.H-17d"'.Z-1 to I.H- 1 17d"'. Z-1504, I.H-2.17d"'.Z-1 to I.H-2.17d"'.Z-1504, I.H-3.17d"'.Z-1 to I. H-3.17d"'. Z-1504,
I.H-4.17d"'.Z-1 to I. H-4.17d"'. Z-1504).
Table Z
Preferred embodiments of the present invention are the following compounds 1.1-1 , 1.1-2, 1.1-3, l.l- 4; compounds I.J-1 , I.J-2, I.J-3, I.J-4. In these formulae, the substituents R8 and Y are independently as defined above or preferably defined herein:
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the compounds 1.1-1, I.I-2, 1.1-3, 1.1-4; compounds I.J-1 , I.J-2, I.J-3, I.J-4, that are compiled in the Tables 1e to 49e. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question. Table 1e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4 in which Y is N(R5)-C(YA3YM), R8 is cyclo-C3H5 and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds U-1.1e.AB-
1 to 1.1-1.1 e.AB-528, I . I-2.1 e.AB-1 to l.l-2.1e.AB-528, I . I-3.1 e.AB-1 to l.l-3.1e.AB-528, l.l- 4.1e.AB-1 to l.l-4.1e.AB-528; I.J-1.1e.AB-1 to I.J-1.1e.AB-528, I.J-2.1e.AB-1 to I.J-2.1e.AB-528, I.J-3.1e.AB-1 to I.J-3.1e.AB-528, I.J-4.1e.AB-1 to I.J-4.1e.AB-528).
Table 2e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclo-C H and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 2e.AB- 1 to l.l-1.2e.AB-528, l.l-2.2e.AB-1 to l.l-2.2e.AB-528, l.l-3.2e.AB-1 to l.l-3.2e.AB-528, l.l- 4.2e.AB-1 to l.l-4.2e.AB-528; I.J-1 2e.AB-1 to I.J-1 2e.AB-528, I.J-2.2e.AB-1 to I.J-2.2e.AB-528, I.J-3.2e.AB-1 to I.J-3.2e.AB-528, I.J-4.2e.AB-1 to I.J-4.2e.AB-528).
Table 3e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclo-CsHgand the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 3e.AB- 1 to l.l-1.3e.AB-528, l.l-2.3e.AB-1 to l.l-2.3e.AB-528, l.l-3.3e.AB-1 to l.l-3.3e.AB-528, l.l- 4.3e.AB-1 to l.l-4.3e.AB-528; I.J-1 3e.AB-1 to I.J-1 3e.AB-528, I.J-2.3e.AB-1 to I.J-2.3e.AB-528, I.J-3.3e.AB-1 to I.J-3.3e.AB-528, I.J-4.3e.AB-1 to I.J-4.3e.AB-528).
Table 4e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclo-C6Hii and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 4e.AB- 1 to l.l-1.4e.AB-528, l.l-2.4e.AB-1 to l.l-2.4e.AB-528, l.l-3.4e.AB-1 to l.l-3.4e.AB-528, l.l- 4.4e.AB-1 to l.l-4.4e.AB-528; I.J-1 4e.AB-1 to I.J-1 4e.AB-528, I.J-2.4e.AB-1 to I.J-2.4e.AB-528, I.J-3.4e.AB-1 to I.J-3.4e.AB-528, I.J-4.4e.AB-1 to I.J-4.4e.AB-528).
Table 5e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is
N(R5)-C(YA3YM), R8 is
and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 5e.AB- 1 to l.l-1.5e.AB-528, l.l-2.5e.AB-1 to l.l-2.5e.AB-528, l.l-3.5e.AB-1 to l.l-3.5e.AB-528, l.l- 4.5e.AB-1 to l.l-4.5e.AB-528; I.J-1 5e.AB-1 to I.J-1 5e.AB-528, I.J-2.5e.AB-1 to I.J-2.5e.AB-528, I.J-3.5e.AB-1 to I.J-3.5e.AB-528, I.J-4.5e.AB-1 to I.J-4.5e.AB-528).
Table 6e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is CeHsand the meaning for the combination of R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 6e.AB- 1 to l.l-1.6e.AB-528, l.l-2.6e.AB-1 to l.l-2.6e.AB-528, l.l-3.6e.AB-1 to l.l-3.6e.AB-528, l.l- 4.6e.AB-1 to l.l-4.6e.AB-528; I.J-1 6e.AB-1 to I.J-1 6e.AB-528, I.J-2.6e.AB-1 to I.J-2.6e.AB-528, I.J-3.6e.AB-1 to I.J-3.6e.AB-528, I.J-4.6e.AB-1 to I.J-4.6e.AB-528).
Table 7e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-F-CeH4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.39e.AB-1 to l.l-1.39e.AB-528, l.l-2.39e.AB-1 to l.l-2.39e.AB-528, l.l-3.39e.AB-1 to l.l- 3.39e.AB-528, l.l-4.39e.AB-1 to l.l-4.39e.AB-528; I.J-1.39e.AB-1 to I.J-1.39e.AB-528, I.J- 2.39e.AB-1 to I.J-2.39e.AB-528, I.J-3.39e.AB-1 to I.J-3.39e.AB-528, I.J-4.39e.AB-1 to I.J- 4.39e.AB-528).
Table 8e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-F-CeH4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 8e.AB- 1 to l.l-1.8e.AB-528, l.l-2.8e.AB-1 to l.l-2.8e.AB-528, l.l-3.8e.AB-1 to l.l-3.8e.AB-528, l.l- 4.8e.AB-1 to l.l-4.8e.AB-528; I.J-1 8e.AB-1 to I.J-1 8e.AB-528, I.J-2.8e.AB-1 to I.J-2.8e.AB-528,
I.J-3.8e.AB-1 to I.J-3.8e.AB-528, I.J-4.8e.AB-1 to I.J-4.8e.AB-528).
Table 9e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 4-F-CeH4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds 1.1-1 8e.AB- 1 to l.l-1.8e.AB-528, l.l-2.8e.AB-1 to l.l-2.8e.AB-528, l.l-3.8e.AB-1 to l.l-3.8e.AB-528, l.l- 4.8e.AB-1 to l.l-4.8e.AB-528; I.J-1 8e.AB-1 to I.J-1 8e.AB-528, I.J-2.8e.AB-1 to I.J-2.8e.AB-528, I.J-3.8e.AB-1 to I.J-3.8e.AB-528, I.J-4.8e.AB-1 to I.J-4.8e.AB-528).
Table 10e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-CI-C6H4and the meaning for the combination of R5, YA3 and YM each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.10e.AB-1 to l.l-1.10e.AB-528, l.l-2.10e.AB-1 to l.l-2.10e.AB-528, l.l-3.10e.AB-1 to l.l- 3.10e.AB-528, l.l-4.10e.AB-1 to l.l-4.10e.AB-528; I.J-1.10e.AB-1 to I.J-1.10e.AB-528, I.J- 2.10e.AB-1 to I.J-2.10e.AB-528, I.J-3.10e.AB-1 to I.J-3.10e.AB-528, I.J-4.10e.AB-1 to I.J- 4.10e.AB-528).
Table 11e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-CI-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.11e.AB-1 to 1.1-1.11e.AB-528, U-2.11e.AB-1 to 1.1-2.11e.AB-528, 1.1-3.11e.AB-1 to l.l- 3.11e.AB-528, 1.1-4.11e.AB-1 to 1.1-4.11e.AB-528; I.J-1.11e.AB-1 to I.J-1.11e.AB-528, I.J- 2.11e.AB-1 to I.J-2.11e.AB-528, I.J-3.11e.AB-1 to I.J-3.11e.AB-528, I.J-4.11e.AB-1 to I.J- 4.11e.AB-528).
Table 12e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 4-CI-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.12e.AB-1 to l.l-1.12e.AB-528, l.l-2.12e.AB-1 to l.l-2.12e.AB-528, l.l-3.12e.AB-1 to l.l- 3.12e.AB-528, l.l-4.12e.AB-1 to l.l-4.12e.AB-528; I.J-1.12e.AB-1 to I.J-1.12e.AB-528, I.J- 2.12e.AB-1 to I.J-2.12e.AB-528, I.J-3.12e.AB-1 to I.J-3.12e.AB-528, I.J-4.12e.AB-1 to I.J- 4.12e.AB-528).
Table 13e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-OCH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.13e.AB-1 to l.l-1.13e.AB-528, l.l-2.13e.AB-1 to l.l-2.13e.AB-528, l.l-3.13e.AB-1 to l.l- 3.13e.AB-528, l.l-4.13e.AB-1 to l.l-4.13e.AB-528; I.J-1.13e.AB-1 to I.J-1.13e.AB-528, I.J- 2.13e.AB-1 to I.J-2.13e.AB-528, I.J-3.13e.AB-1 to I.J-3.13e.AB-528, I.J-4.13e.AB-1 to I.J- 4.13e.AB-528).
Table 14e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-OCH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.14e.AB-1 to l.l-1.14e.AB-528, l.l-2.14e.AB-1 to l.l-2.14e.AB-528, l.l-3.14e.AB-1 to l.l- 3.14e.AB-528, l.l-4.14e.AB-1 to l.l-4.14e.AB-528; I.J-1.14e.AB-1 to I.J-1.14e.AB-528, I.J- 2.14e.AB-1 to I.J-2.14e.AB-528, I.J-3.14e.AB-1 to I.J-3.14e.AB-528, I.J-4.14e.AB-1 to I.J- 4.14e.AB-528).
Table 15e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 4-OCH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.15e.AB-1 to l.l-1.15e.AB-528, l.l-2.15e.AB-1 to l.l-2.15e.AB-528, l.l-3.15e.AB-1 to l.l- 3.15e.AB-528, l.l-4.15e.AB-1 to l.l-4.15e.AB-528; I.J-1.15e.AB-1 to I.J-1.15e.AB-528, I.J-
2.15e.AB-1 to I.J-2.15e.AB-528, IJ-3.15e.AB-1 to I.J-3.15e.AB-528, I.J-4.15e.AB-1 to I.J- 4.15e.AB-528).
Table 16e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-OCHF2-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.16e.AB-1 to l.l-1.16e.AB-528, l.l-2.16e.AB-1 to l.l-2.16e.AB-528, l.l-3.16e.AB-1 to l.l- 3.16e.AB-528, l.l-4.16e.AB-1 to l.l-4.16e.AB-528; I.J-1.16e.AB-1 to I.J-1.16e.AB-528, I.J- 2.16e.AB-1 to I.J-2.16e.AB-528, I.J-3.16e.AB-1 to I.J-3.16e.AB-528, I.J-4.16e.AB-1 to I.J- 4.16e.AB-528).
Table 17e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-OCHF2-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.17e.AB-1 to l.l-1.17e.AB-528, l.l-2.17e.AB-1 to l.l-2.17e.AB-528, l.l-3.17e.AB-1 to l.l- 3.17e.AB-528, l.l-4.17e.AB-1 to l.l-4.17e.AB-528; I.J-1.17e.AB-1 to I.J-1.17e.AB-528, I.J- 2.17e.AB-1 to I.J-2.17e.AB-528, I.J-3.17e.AB-1 to I.J-3.17e.AB-528, I.J-4.17e.AB-1 to I.J- 4.17e.AB-528).
Table 18e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YA4),R8 is 4-OCHF2-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.18e.AB-1 to l.l-1.18e.AB-528, l.l-2.18e.AB-1 to l.l-2.18e.AB-528, l.l-3.18e.AB-1 to l.l- 3.18e.AB-528, l.l-4.18e.AB-1 to l.l-4.18e.AB-528; I.J-1.18e.AB-1 to I.J-1.18e.AB-528, I.J- 2.18e.AB-1 to I.J-2.18e.AB-528, I.J-3.18e.AB-1 to I.J-3.18e.AB-528, I.J-4.18e.AB-1 to I.J- 4.18e.AB-528).).
Table 19e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-CH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.19e.AB-1 to l.l-1.19e.AB-528, l.l-2.19e.AB-1 to l.l-2.19e.AB-528, l.l-3.19e.AB-1 to l.l- 3.19e.AB-528, l.l-4.19e.AB-1 to l.l-4.19e.AB-528; I.J-1.19e.AB-1 to I.J-1.19e.AB-528, I.J- 2.19e.AB-1 to I.J-2.19e.AB-528, I.J-3.19e.AB-1 to I.J-3.19e.AB-528, I.J-4.19e.AB-1 to I.J- 4.19e.AB-528).
Table 20e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-CH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.20e.AB-1 to l.l-1.20e.AB-528, l.l-2.20e.AB-1 to l.l-2.20e.AB-528, l.l-3.20e.AB-1 to l.l- 3.20e.AB-528, l.l-4.20e.AB-1 to l.l-4.20e.AB-528; I.J-1.20e.AB-1 to I.J-1.20e.AB-528, I.J- 2.20e.AB-1 to I.J-2.20e.AB-528, I.J-3.20e.AB-1 to I.J-3.20e.AB-528, I.J-4.20e.AB-1 to I.J- 4.20e.AB-528).
Table 21e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 4-CH3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.21e.AB-1 to l.l-1.21e.AB-528, l.l-2.21e.AB-1 to l.l-2.21e.AB-528, l.l-3.21e.AB-1 to l.l- 3.21e.AB-528, l.l-4.21e.AB-1 to l.l-4.21e.AB-528; I.J-1.21e.AB-1 to I.J-1.21e.AB-528, I.J- 2.21e.AB-1 to I.J-2.21e.AB-528, I.J-3.21e.AB-1 to I.J-3.21e.AB-528, I.J-4.21e.AB-1 to I.J- 4.21e.AB-528).
Table 22e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2-CF3-C6H4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l-
1.22e.AB-1 to l.l-1.22e.AB-528, U-2.22e.AB-1 to l.l-2.22e.AB-528, l.l-3.22e.AB-1 to l.l- 3.22e.AB-528, l.l-4.22e.AB-1 to l.l-4.22e.AB-528; I.J-1.22e.AB-1 to I.J-1.22e.AB-528, I.J- 2.22e.AB-1 to I.J-2.22e.AB-528, I.J-3.22e.AB-1 to I.J-3.22e.AB-528, I.J-4.22e.AB-1 to I.J- 4.22e.AB-528).
Table 23e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3-CF3-CeH4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.23e.AB-1 to l.l-1.23e.AB-528, l.l-2.23e.AB-1 to l.l-2.23e.AB-528, l.l-3.23e.AB-1 to l.l- 3.23e.AB-528, l.l-4.23e.AB-1 to l.l-4.23e.AB-528; I.J-1.23e.AB-1 to I.J-1.23e.AB-528, I.J- 2.23e.AB-1 to I.J-2.23e.AB-528, I.J-3.23e.AB-1 to I.J-3.23e.AB-528, I.J-4.23e.AB-1 to I.J- 4.23e.AB-528).
Table 24e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 4-CF3-CeH4and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.24e.AB-1 to l.l-1.24e.AB-528, l.l-2.24e.AB-1 to l.l-2.24e.AB-528, l.l-3.24e.AB-1 to l.l- 3.24e.AB-528, l.l-4.24e.AB-1 to l.l-4.24e.AB-528; I.J-1.24e.AB-1 to I.J-1.24e.AB-528, I.J- 2.24e.AB-1 to I.J-2.24e.AB-528, I.J-3.24e.AB-1 to I.J-3.24e.AB-528, I.J-4.24e.AB-1 to I.J- 4.24e.AB-528).
Table 25e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,3-F2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.25e.AB-1 to l.l-1.25e.AB-528, l.l-2.25e.AB-1 to l.l-2.25e.AB-528, l.l-3.25e.AB-1 to l.l- 3.25e.AB-528, l.l-4.25e.AB-1 to l.l-4.25e.AB-528; I.J-1.25e.AB-1 to I.J-1.25e.AB-528, I.J- 2.25e.AB-1 to I.J-2.25e.AB-528, I.J-3.25e.AB-1 to I.J-3.25e.AB-528, I.J-4.25e.AB-1 to I.J- 4.25e.AB-528).
Table 26e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,4-F2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.26e.AB-1 to l.l-1.26e.AB-528, l.l-2.26e.AB-1 to l.l-2.26e.AB-528, l.l-3.26e.AB-1 to l.l- 3.26e.AB-528, l.l-4.26e.AB-1 to l.l-4.26e.AB-528; I.J-1.26e.AB-1 to I.J-1.26e.AB-528, I.J- 2.26e.AB-1 to I.J-2.26e.AB-528, I.J-3.26e.AB-1 to I.J-3.26e.AB-528, I.J-4.26e.AB-1 to I.J- 4.26e.AB-528).
Table 27e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,5-F2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.27e.AB-1 to l.l-1.27e.AB-528, l.l-2.27e.AB-1 to l.l-2.27e.AB-528, l.l-3.27e.AB-1 to l.l- 3.27e.AB-528, l.l-4.27e.AB-1 to l.l-4.27e.AB-528; I.J-1.27e.AB-1 to I.J-1.27e.AB-528, I.J- 2.27e.AB-1 to I.J-2.27e.AB-528, I.J-3.27e.AB-1 to I.J-3.27e.AB-528, I.J-4.27e.AB-1 to I.J- 4.27e.AB-528).
Table 28e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,6-F2-CeH3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.28e.AB-1 to l.l-1.28e.AB-528, l.l-2.28e.AB-1 to l.l-2.28e.AB-528, l.l-3.28e.AB-1 to l.l- 3.28e.AB-528, l.l-4.28e.AB-1 to l.l-4.28e.AB-528; I.J-1.28e.AB-1 to I.J-1.28e.AB-528, I.J- 2.28e.AB-1 to I.J-2.28e.AB-528, I.J-3.28e.AB-1 to I.J-3.28e.AB-528, I.J-4.28e.AB-1 to I.J- 4.28e.AB-528).
Table 29e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is
N(R5)-C(YA3YM), R8 is 3,4-F2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.29e.AB-1 to l.l-1.29e.AB-528, U-2.29e.AB-1 to l.l-2.29e.AB-528, l.l-3.29e.AB-1 to l.l- 3.29e.AB-528, l.l-4.29e.AB-1 to l.l-4.29e.AB-528; I.J-1.29e.AB-1 to I.J-1.29e.AB-528, I.J- 2.29e.AB-1 to I.J-2.29e.AB-528, I.J-3.29e.AB-1 to I.J-3.29e.AB-528, I.J-4.29e.AB-1 to I.J- 4.29e.AB-528).
Table 30e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3,5-F2-CeH3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.30e.AB-1 to l.l-1.30e.AB-528, l.l-2.30e.AB-1 to l.l-2.30e.AB-528, l.l-3.30e.AB-1 to l.l- 3.30e.AB-528, l.l-4.30e.AB-1 to l.l-4.30e.AB-528; I.J-1.30e.AB-1 to I.J-1.30e.AB-528, I.J- 2.30e.AB-1 to I.J-2.30e.AB-528, I.J-3.30e.AB-1 to I.J-3.30e.AB-528, I.J-4.30e.AB-1 to I.J- 4.30e.AB-528).
Table 31e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,3-Cl2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.31e.AB-1 to l.l-1.31e.AB-528, l.l-2.31e.AB-1 to l.l-2.31e.AB-528, l.l-3.31e.AB-1 to l.l- 3.31e.AB-528, l.l-4.31e.AB-1 to l.l-4.31e.AB-528; I.J-1.31e.AB-1 to I.J-1.31e.AB-528, I.J- 2.31e.AB-1 to I.J-2.31e.AB-528, I.J-3.31e.AB-1 to I.J-3.31e.AB-528, I.J-4.31e.AB-1 to I.J- 4.31e.AB-528).
Table 32e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,4-Cl 2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.32e.AB-1 to l.l-1.32e.AB-528, l.l-2.32e.AB-1 to l.l-2.32e.AB-528, l.l-3.32e.AB-1 to l.l- 3.32e.AB-528, l.l-4.32e.AB-1 to l.l-4.32e.AB-528; I.J-1.32e.AB-1 to I.J-1.32e.AB-528, I.J- 2.32e.AB-1 to I.J-2.32e.AB-528, I.J-3.32e.AB-1 to I.J-3.32e.AB-528, I.J-4.32e.AB-1 to I.J- 4.32e.AB-528).
Table 33e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,5-Cl2-C6H3and the meaning for the combination of R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.33e.AB-1 to l.l-1.33e.AB-528, l.l-2.33e.AB-1 to l.l-2.33e.AB-528, l.l-3.33e.AB-1 to l.l- 3.33e.AB-528, l.l-4.33e.AB-1 to l.l-4.33e.AB-528; I.J-1.33e.AB-1 to I.J-1.33e.AB-528, I.J- 2.33e.AB-1 to I.J-2.33e.AB-528, I.J-3.33e.AB-1 to I.J-3.33e.AB-528, I.J-4.33e.AB-1 to I.J- 4.33e.AB-528).
Table 34e Compounds of the formula 1.1-1, 1.1-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,6-Cl2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table (compounds l.l- 1.34e.AB-1 to l.l-1.34e.AB-528, l.l-2.34e.AB-1 to l.l-2.34e.AB-528, l.l-3.34e.AB-1 to l.l- 3.34e.AB-528, l.l-4.34e.AB-1 to l.l-4.34e.AB-528; I.J-1.34e.AB-1 to I.J-1.34e.AB-528, I.J- 2.34e.AB-1 to I.J-2.34e.AB-528, I.J-3.34e.AB-1 to I.J-3.34e.AB-528, I.J-4.34e.AB-1 to I.J- 4.34e.AB-528).
Table 35e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3,4-Cl2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.35e.AB-1 to l.l-1.35e.AB-528, l.l-2.35e.AB-1 to l.l-2.35e.AB-528, l.l-3.35e.AB-1 to l.l- 3.35e.AB-528, l.l-4.35e.AB-1 to l.l-4.35e.AB-528; I.J-1.35e.AB-1 to I.J-1.35e.AB-528, I.J- 2.35e.AB-1 to I.J-2.35e.AB-528, I.J-3.35e.AB-1 to I.J-3.35e.AB-528, I.J-4.35e.AB-1 to I.J-
4.35e.AB-528).
Table 36e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3,5-Cl2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB ((compounds l.l- 1.36e.AB-1 to l.l-1.36e.AB-528, l.l-2.36e.AB-1 to l.l-2.36e.AB-528, l.l-3.36e.AB-1 to l.l- 3.36e.AB-528, l.l-4.36e.AB-1 to l.l-4.36e.AB-528; I.J-1.36e.AB-1 to I.J-1.36e.AB-528, I.J- 2.36e.AB-1 to I.J-2.36e.AB-528, I.J-3.36e.AB-1 to I.J-3.36e.AB-528, I.J-4.36e.AB-1 to I.J- 4.36e.AB-528).
Table 37e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,3-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.37e.AB-1 to l.l-1.37e.AB-528, l.l-2.37e.AB-1 to l.l-2.37e.AB-528, l.l-3.37e.AB-1 to l.l- 3.37e.AB-528, l.l-4.37e.AB-1 to l.l-4.37e.AB-528; I.J-1.37e.AB-1 to I.J-1.37e.AB-528, I.J- 2.37e.AB-1 to I.J-2.37e.AB-528, I.J-3.37e.AB-1 to I.J-3.37e.AB-528, I.J-4.37e.AB-1 to I.J- 4.37e.AB-528).
Table 38e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,4-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.39e.AB-1 to l.l-1.39e.AB-528, l.l-2.39e.AB-1 to l.l-2.39e.AB-528, l.l-3.39e.AB-1 to l.l- 3.39e.AB-528, l.l-4.39e.AB-1 to l.l-4.39e.AB-528; I.J-1.39e.AB-1 to I.J-1.39e.AB-528, I.J- 2.39e.AB-1 to I.J-2.39e.AB-528, I.J-3.39e.AB-1 to I.J-3.39e.AB-528, I.J-4.39e.AB-1 to I.J- 4.39e.AB-528).
Table 39e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,5-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.39e.AB-1 to l.l-1.39e.AB-528, l.l-2.39e.AB-1 to l.l-2.39e.AB-528, l.l-3.39e.AB-1 to l.l- 3.39e.AB-528, l.l-4.39e.AB-1 to l.l-4.39e.AB-528; I.J-1.39e.AB-1 to I.J-1.39e.AB-528, I.J- 2.39e.AB-1 to I.J-2.39e.AB-528, I.J-3.39e.AB-1 to I.J-3.39e.AB-528, I.J-4.39e.AB-1 to I.J- 4.39e.AB-528).
Table 40e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 2,6-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.40e.AB-1 to l.l-1.40e.AB-528, l.l-2.40e.AB-1 to l.l-2.40e.AB-528, l.l-3.40e.AB-1 to l.l- 3.40e.AB-528, l.l-4.40e.AB-1 to l.l-4.40e.AB-528; I.J-1.40e.AB-1 to I.J-1.40e.AB-528, I.J- 2.40e.AB-1 to I.J-2.40e.AB-528, I.J-3.40e.AB-1 to I.J-3.40e.AB-528, I.J-4.40e.AB-1 to I.J- 4.40e.AB-528).
Table 41e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3,4-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.41e.AB-1 to l.l-1.41e.AB-528, l.l-2.41e.AB-1 to l.l-2.41e.AB-528, l.l-3.41e.AB-1 to l.l- 3.41e.AB-528, l.l-4.41e.AB-1 to l.l-4.41e.AB-528; I.J-1.41e.AB-1 to I.J-1.41e.AB-528, I.J- 2.41e.AB-1 to I.J-2.41e.AB-528, I.J-3.41e.AB-1 to I.J-3.41e.AB-528, I.J-4.41e.AB-1 to I.J- 4.41e.AB-528).
Table 42e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is 3,5-(CH3)2-C6H3and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.42e.AB-1 to l.l-1.42e.AB-528, l.l-2.42e.AB-1 to l.l-2.42e.AB-528, l.l-3.42e.AB-1 to 1.1-
3.42e.AB-528, l.l-4.42e.AB-1 to l.l-4.42e.AB-528; IJ-1.42e.AB-1 to I.J-1.42e.AB-528, I.J- 2.42e.AB-1 to I.J-2.42e.AB-528, I.J-3.42e.AB-1 to I.J-3.42e.AB-528, I.J-4.42e.AB-1 to I.J- 4.42e.AB-528).
Table 43e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is
N(R5)-C(YA3YM), R8 is
and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.43e.AB-1 to l.l-1.43e.AB-528, l.l-2.43e.AB-1 to l.l-2.43e.AB-528, l.l-3.43e.AB-1 to l.l- 3.43e.AB-528, l.l-4.43e.AB-1 to l.l-4.43e.AB-528; I.J-1.43e.AB-1 to I.J-1.43e.AB-528, I.J- 2.43e.AB-1 to I.J-2.43e.AB-528, I.J-3.43e.AB-1 to I.J-3.43e.AB-528, I.J-4.43e.AB-1 to I.J- 4.43e.AB-528).
Table 44e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclo-pent-(1)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.44e.AB-1 to l.l-1.44e.AB-528, l.l-2.44e.AB-1 to l.l-2.44e.AB-528, l.l-3.44e.AB-1 to l.l- 3.44e.AB-528, l.l-4.44e.AB-1 to l.l-4.44e.AB-528; I.J-1.44e.AB-1 to I.J-1.44e.AB-528, I.J- 2.44e.AB-1 to I.J-2.44e.AB-528, I.J-3.44e.AB-1 to I.J-3.44e.AB-528, I.J-4.44e.AB-1 to I.J- 4.44e.AB-528).
Table 45e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclopent-(2)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.45e.AB-1 to l.l-1.45e.AB-528, l.l-2.45e.AB-1 to l.l-2.45e.AB-528, l.l-3.45e.AB-1 to l.l- 3.45e.AB-528, l.l-4.45e.AB-1 to l.l-4.45e.AB-528; I.J-1.45e.AB-1 to I.J-1.45e.AB-528, I.J- 2.45e.AB-1 to I.J-2.45e.AB-528, I.J-3.45e.AB-1 to I.J-3.45e.AB-528, I.J-4.45e.AB-1 to I.J- 4.45e.AB-528).
Table 46e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclo-pent-(3)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.46e.AB-1 to l.l-1.46e.AB-528, l.l-2.46e.AB-1 to l.l-2.46e.AB-528, l.l-3.46e.AB-1 to l.l- 3.46e.AB-528, l.l-4.46e.AB-1 to l.l-4.46e.AB-528; I.J-1.46e.AB-1 to I.J-1.46e.AB-528, I.J- 2.46e.AB-1 to I.J-2.46e.AB-528, I.J-3.46e.AB-1 to I.J-3.46e.AB-528, I.J-4.46e.AB-1 to I.J- 4.46e.AB-528).
Table 47e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclohex-(1)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.47e.AB-1 to l.l-1.47e.AB-528, l.l-2.47e.AB-1 to l.l-2.47e.AB-528, l.l-3.47e.AB-1 to l.l- 3.47e.AB-528, l.l-4.47e.AB-1 to l.l-4.47e.AB-528; I.J-1.47e.AB-1 to I.J-1.47e.AB-528, I.J- 2.47e.AB-1 to I.J-2.47e.AB-528, I.J-3.47e.AB-1 to I.J-3.47e.AB-528, I.J-4.47e.AB-1 to I.J- 4.47e.AB-528).
Table 48e Compounds of the formula 1.1-1, 1.1-2, 1.1-3, 1.1-4; I.J-1 , I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclohex-(2)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.48e.AB-1 to l.l-1.48e.AB-528, l.l-2.48e.AB-1 to l.l-2.48e.AB-528, l.l-3.48e.AB-1 to l.l- 3.48e.AB-528, l.l-4.48e.AB-1 to l.l-4.48e.AB-528; I.J-1.48e.AB-1 to I.J-1.48e.AB-528, I.J- 2.48e.AB-1 to I.J-2.48e.AB-528, I.J-3.48e.AB-1 to I.J-3.48e.AB-528, I.J-4.48e.AB-1 to I.J- 4.48e.AB-528).
Table 49e Compounds of the formula 1.1-1, I.I-2, 1.1-3, 1.1-4; I.J-1, I.J-2, I.J-3, I.J-4, in which Y is N(R5)-C(YA3YM), R8 is cyclohex-(3)-en and the meaning for the combination R5, YA3 and YM for each individual compound corresponds in each case to one line of Table AB (compounds l.l- 1.49e.AB-1 to l.l-1.49e.AB-528, l.l-2.49e.AB-1 to l.l-2.49e.AB-528, l.l-3.49e.AB-1 to l.l- 3.49e.AB-528, l.l-4.49e.AB-1 to l.l-4.49e.AB-528; I.J-1.49e.AB-1 to I.J-1.49e.AB-528, I.J-
2.49e.AB-1 to I.J-2.49e.AB-528, I.J-3.49e.AB-1 to I.J-3.49e.AB-528, I.J-4.49e.AB-1 to I.J- 4.49e.AB-528).
Table AB
Preferred embodiments of the present invention are the following compounds I.K-1 , I.K-2, I.K-3, I.K-4; compounds I.L-1, I.L-2, I.L-3, I.L-4. In these formulae, the substituents R8 and Y are independently as defined above or preferably defined herein:
I.K-4
I.L-4
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the compounds I.K-1 , I.K-2, I.K-3, I.K-4; compounds I.L-1 , I.L-2, I.L-3, I.L-4, that are compiled in the Tables 1 f to 49f. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.
Table 1f Compounds of the formula I.K-1 , I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4 in which Y is C(R9R10), R8 is O-cyclo-CsHs and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.1f.X-1 to I.K-1.1f.CD-33, I.K-2.1f.X-1 to I.K-2.1f.CD-33, I.K-3.1f.X-1 to I.K-3.1f.CD-33, I.K-4.1f.X-1 to I.K-4.1f.CD-33; I.L-1.1f.X-1 to I.L-1 1f.CD-33, I.L-2.1f.X-1 to I.L-2.1f.CD-33, I.L-3.1f.X-1 to I.L- 3.1f.CD-33, I . L-4.1 f.X-1 to I.L-4.1f.CD-33).
Table 2f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is (D-cyclo-C^and the meaning for the combination of R9 and R10for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.2f.X-1 to I.K-1.2f.CD-33, I.K-2.2f.X-1 to I.K-2.2f.CD-33, I.K-3.2f.X-1 to I.K-3.2f.CD-33, I.K-4.2f.X-1 to I.K-4.2f.CD-33; I.L-1.2f.X-1 to I.L-1.2LCD-33, I.L-2.2f.X-1 to I.L-2.2f.CD-33, I.L-3.2f.X-1 to I.L- 3.2f.CD-33, I.L-4.2f.X-1 to I.L-4.2f.CD-33).
Table 3f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-cyclo-CsHgand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.3f.X-1 to I.K-1.3f.CD-33, I.K-2.3f.X-1 to I.K-2.3f.CD-33, I.K-3.3f.X-1 to I.K-3.3f.CD-33, I.K-4.3f.X-1 to I.K-4.3f.CD-33; I.L-1.3f.X-1 to I.L-1.3LCD-33, I.L-2.3f.X-1 to I. L-2.3f. CD-33, I.L-3.3f.X-1 to I.L- 3.3f.CD-33, I.L-4.3f.X-1 to I. L-4.3f. CD-33).
Table 4f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-cyclo-CeHn and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.4f.X-1 to I.K-1.4f.CD-33, I.K-2.4f.X-1 to I.K-2.4f.CD-33, I.K-3.4f.X-1 to I.K-3.4f.CD-33, I.K-4.4f.X-1 to I.K-4.4f.CD-33; I.L-1.4f.X-1 to I.L-1.4LCD-33, I.L-2.4f.X-1 to I.L-2.4f.CD-33, I.L-3.4f.X-1 to I.L- 3.4f.CD-33, I.L-4.4f.X-1 to I.L-4.4f.CD-33).
Table 5f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O- and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.5f.X-1 to I.K-1.5f.CD-33, I.K-2.5f.X-1 to I.K-2.5f.CD-33, I.K-3.5f.X-1 to I.K-3.5f.CD-33, I.K-4.5f.X-1 to I.K-4.5f.CD-33; I.L-1.5f.X-1 to I.L-1 5f.CD-33, I.L-2.5f.X-1 to I. L-2.5f. CD-33, I.L-3.5f.X-1 to I.L- 3.5f.CD-33, I.L-4.5f.X-1 to I.L-4.5f.CD-33).
Table 6f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-CeHsand the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.6f.X-1 to I.K-1.6f.CD-33, I.K-2.6f.X-1 to I.K-2.6f.CD-33, I.K-3.6f.X-1 to I.K-3.6f.CD-33, I.K-4.6f.X-1 to I.K-4.6f.CD-33; I.L-1.6f.X-1 to I.L-1 6f.CD-33, I.L-2.6f.X-1 to I.L-2.6f.CD-33, I.L-3.6f.X-1 to I.L- 3.6f.CD-33, I.L-4.6f.X-1 to I.L-4.6f.CD-33).
Table 7f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-2-F-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.39f.X- 1 to I.K-1 39f.CD-33, I.K-2.39f.X-1 to I. K-2.39f. CD-33, I.K-3.39f.X-1 to I.K-3.39f.CD-33, I.K- 4.39LX-1 to I.K-4.39f.CD-33; I.L-1 39f.X-1 to I.L-1.39LCD-33, I.L-2.39f.X-1 to I. L-2.39L CD-33, I.L-3.39f.X-1 to I.L-3.39f.CD-33, I.L-4.39f.X-1 to I.L-4.39f.CD-33).
Table 8f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-3-F-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.8f.X-1 to I.K-1.8f.CD-33, I.K-2.8f.X-1 to I.K-2.8f.CD-33, I.K-3.8f.X-1 to I.K-3.8f.CD-33, I.K-4.8f.X-1 to I.K-4.8f.CD-33; I.L-1.8f.X-1 to I.L-1 8f.CD-33, I.L-2.8f.X-1 to I. L-2.8f. CD-33, I.L-3.8f.X-1 to I.L- 3.8f.CD-33, I.L-4.8f.X-1 to I.L-4.8f.CD-33).
Table 9f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is C -F-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.8f.X-1 to I.K-1.8f.CD-33, I.K-2.8f.X-1 to I.K-2.8f.CD-33, I.K-3.8f.X-1 to I.K-3.8f.CD-33, I.K-4.8f.X-1 to I.K-4.8f.CD-33; I.L-1.8f.X-1 to I.L-1 8f.CD-33, I.L-2.8f.X-1 to I. L-2.8f. CD-33, I.L-3.8f.X-1 to I.L- 3.8f.CD-33, I.L-4.8f.X-1 to I.L-4.8f.CD-33).
Table 10f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2-CI-C6H4and the meaning for the combination of R9 and R10 each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.10f.X- 1 to I.K-1 10f.CD-33, I.K-2.10f.X-1 to I.K-2.10f.CD-33, I.K-3.10f.X-1 to I.K-3.10f.CD-33, I.K- 4.10f.X-1 to I.K-4.10f.CD-33; I.L-1 10f.X-1 to I.L-1 10f.CD-33, I . L-2.10f.X-1 to I.L-2.10f.CD-33,
I . L-3.10f.X-1 to I.L-3.10f.CD-33, I . L-4.10f.X-1 to I.L-4.10f.CD-33).
Table 11 f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-S-CI-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.11f.X- 1 to I.K-1.11f.CD-33, I.K-2.11f.X-1 to I.K-2.11f.CD-33, I.K-3.11f.X-1 to I.K-3.11f.CD-33, I.K-
4.11f.X-1 to I.K-4.11f.CD-33; I.L-1.11f.X-1 to I.L-1.11f.CD-33, I.L-2.11f.X-1 to I.L-2.11f.CD-33,
I . L-3.11 f.X-1 to I.L-3.1 lf.CD-33, I.L-4.11f.X-1 to I.L-4.11f.CD-33).
Table 12f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is C -CI-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.12f.X- 1 to I.K-1 12f.CD-33, I.K-2.12f.X-1 to I.K-2.12f.CD-33, I.K-3.12f.X-1 to I.K-3.12f.CD-33, I.K-
4.12f.X-1 to I.K-4.12f.CD-33; I.L-1 12f.X-1 to I.L-1.12LCD-33, -33,
I . L-3.12f.X-1 to I.L-3.12f.CD-33, I . L-4.12f.X-1 to I.L-4.12f.CD-
Table 13f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-2-0CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.13f.X- 1 to I.K-1 13f.CD-33, I.K-2.13f.X-1 to I.K-2.13f.CD-33, I.K-3.13f.X-1 to I.K-3.13f.CD-33, I.K- 4.13LX-1 to I.K-4.13f.CD-33; I.L-1 13f.X-1 to I.L-1.13LCD-33, I . L-2.13f.X-1 to I.L-2.13f.CD-33,
I . L-3.13f.X-1 to I.L-3.13f.CD-33, I . L-4.13f.X-1 to I. L-4.13f. CD-33).
Table 14f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-3-0CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.14f.X- 1 to I.K-1 14f.CD-33, I.K-2.14f.X-1 to I.K-2.14f.CD-33, I.K-3.14f.X-1 to I.K-3.14f.CD-33, I.K- 4.14LX-1 to I.K-4.14f.CD-33; I.L-1 14f.X-1 to I.L-1.14LCD-33, I . L-2.14f.X-1 to I.L-2.14f.CD-33,
I . L-3.14f.X-1 to I.L-3.14f.CD-33, I . L-4.14f.X-1 to I. L-4.14f. CD-33).
Table 15f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is C -OCHs-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.15f.X- 1 to I.K-1 15f.CD-33, I.K-2.15f.X-1 to I.K-2.15f.CD-33, I.K-3.15f.X-1 to I.K-3.15f.CD-33, I.K- 4.15f.X-1 to I.K-4.15f.CD-33; I.L-1 15f.X-1 to I.L-1 15f.CD-33, I . L-2.15f.X-1 to I.L-2.15f.CD-33,
I . L-3.15f.X-1 to I.L-3.15f.CD-33, I . L-4.15f.X-1 to I. L-4.15f. CD-33).
Table 16f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-2-0CHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.16f.X-1 to I.K-1 16f.CD-33, I.K-2.16f.X-1 to I.K-2.16f.CD-33, I.K-3.16f.X-1 to I.K-3.16f.CD-33, I.K-4.16f.X-1 to I.K-4.16f.CD-33; I.L-1 16f.X-1 to I.L-1 16f.CD-33, I . L-2.16f.X-1 to I.L-2.16f.CD- 33, I . L-3.16f.X-1 to I.L-3.16f.CD-33, I. L-4.16f.X-1 to I. L-4.16f. CD-33).
Table 17f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-3-0CHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.17f.X-1 to I.K-1 17f.CD-33, I.K-2.17f.X-1 to I.K-2.17f.CD-33, I.K-3.17f.X-1 to I.K-3.17f.CD-33, I.K-4.17f.X-1 to I.K-4.17f.CD-33; I.L-1 17f.X-1 to I.L-1 17f.CD-33, I . L-2.17f.X-1 to I.L-2.17f.CD- 33, I . L-3.17f.X-1 to I.L-3.17f.CD-33, I. L-4.17f.X-1 to I. L-4.17f. CD-33).
Table 18f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10),R8 is 0-4-0CHF2-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.18f.X-1 to I.K-1 18f.CD-33, I.K-2.18f.X-1 to I.K-2.18f.CD-33, I.K-3.18f.X-1 to I.K-3.18f.CD-33, I.K-4.18f.X-1 to I.K-4.18f.CD-33; I.L-1 18f.X-1 to I.L-1 18f.CD-33, I . L-2.18f.X-1 to I.L-2.18f.CD- 33, I . L-3.18f.X-1 to I.L-3.18f.CD-33, I. L-4.18f.X-1 to I.L-4.18f.CD-33).).
Table 19f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-2-CH3-C6H4and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.19f.X- 1 to I.K-1 19f.CD-33, I.K-2.19f.X-1 to I.K-2.19f.CD-33, I.K-3.19f.X-1 to I.K-3.19f.CD-33, I.K- 4.19LX-1 to I.K-4.19f.CD-33; I.L-1 19f.X-1 to I.L-1.19LCD-33, I . L-2.19f.X-1 to I.L-2.19f.CD-33,
I . L-3.19f.X-1 to I.L-3.19f.CD-33, I . L-4.19f.X-1 to I. L-4.19f. CD-33).
Table 20f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I. L-2, I. L-3, I. L-4, in which
Y is C(R9R10), R8 is 0-3-CH3-C6H4and the meaning for the combination of R9 and R10 for each
individual compound corresponds in each case to one line of Table CD (compounds I.K-1.20f.X- 1 to I.K-1 20f.CD-33, I.K-2.20f.X-1 to I.K-2.20f.CD-33, I.K-3.20f.X-1 to I.K-3.20f.CD-33, I.K- 4.20f.X-1 to I.K-4.20f.CD-33; I.L-1 20f.X-1 to I.L-1 20f.CD-33, I.L-2.20f.X-1 to I.L-2.20f.CD-33, I.L-3.20f.X-1 to I.L-3.20f.CD-33, I.L-4.20f.X-1 to I.L-4.20f.CD-33).
Table 21 f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is C -CFL-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.21f.X- 1 to I.K-1 21f.CD-33, I.K-2.21f.X-1 to I.K-2.21f.CD-33, I.K-3.21f.X-1 to I.K-3.21f.CD-33, I.K- 4.21f.X-1 to I.K-4.21 f.CD-33; I.L-1 21f.X-1 to I.L-1 21f.CD-33, I . L-2.21 f.X-1 to I.L-2.21f.CD-33, I.L-3.21 f.X-1 to I.L-3.21f.CD-33, I . L-4.21 f.X-1 to I.L-4.21f.CD-33).
Table 22f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-2-CF3-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.22f.X- 1 to I.K-1 22f.CD-33, I.K-2.22f.X-1 to I.K-2.22f.CD-33, I.K-3.22f.X-1 to I.K-3.22f.CD-33, I.K- 4.22LX-1 to I.K-4.22f.CD-33; I.L-1 22f.X-1 to I.L-1.22LCD-33, I.L-2.22f.X-1 to I.L-2.22f.CD-33, I.L-3.22f.X-1 to I.L-3.22f.CD-33, I.L-4.22f.X-1 to I.L-4.22f.CD-33).
Table 23f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O-3-CF3-C6H4 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.23f.X- 1 to I.K-1 23f.CD-33, I.K-2.23f.X-1 to I.K-2.23f.CD-33, I.K-3.23f.X-1 to I.K-3.23f.CD-33, I.K- 4.23LX-1 to I.K-4.23f.CD-33; I.L-1 23f.X-1 to I.L-1.23LCD-33, I.L-2.23f.X-1 to I.L-2.23f.CD-33, I.L-3.23f.X-1 to I.L-3.23f.CD-33, I.L-4.23f.X-1 to I.L-4.23f.CD-33).
Table 24f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is C -CFs-CeFUand the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.24f.X- 1 to I.K-1 24f.CD-33, I.K-2.24f.X-1 to I.K-2.24f.CD-33, I.K-3.24f.X-1 to I.K-3.24f.CD-33, I.K- 4.24LX-1 to I.K-4.24f.CD-33; I.L-1.24f.X-1 to I.L-1.24LCD-33, I.L-2.24f.X-1 to I.L-2.24f.CD-33, I.L-3.24f.X-1 to I.L-3.24f.CD-33, I.L-4.24f.X-1 to I.L-4.24f.CD-33).
Table 25f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,3-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.25f.X- 1 to I.K-1 25f.CD-33, I.K-2.25f.X-1 to I.K-2.25f.CD-33, I.K-3.25f.X-1 to I.K-3.25f.CD-33, I.K- 4.25f.X-1 to I.K-4.25f.CD-33; I.L-1 25f.X-1 to I.L-1 25f.CD-33, I.L-2.25f.X-1 to I.L-2.25f.CD-33, I.L-3.25f.X-1 to I.L-3.25f.CD-33, I.L-4.25f.X-1 to I.L-4.25f.CD-33).
Table 26f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,4-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.26f.X- 1 to I.K-1 26f.CD-33, I.K-2.26f.X-1 to I.K-2.26f.CD-33, I.K-3.26f.X-1 to I.K-3.26f.CD-33, I.K- 4.26f.X-1 to I.K-4.26f.CD-33; I.L-1 26f.X-1 to I.L-1 26f.CD-33, I.L-2.26f.X-1 to I.L-2.26f.CD-33, I.L-3.26f.X-1 to I.L-3.26f.CD-33, I.L-4.26f.X-1 to I.L-4.26f.CD-33).
Table 27f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,5-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.27f.X- 1 to I.K-1 27f.CD-33, I.K-2.27f.X-1 to I.K-2.27f.CD-33, I.K-3.27f.X-1 to I.K-3.27f.CD-33, I.K- 4.27LX-1 to I.K-4.27f.CD-33; I.L-1 27f.X-1 to I.L-1.27LCD-33, I.L-2.27f.X-1 to I.L-2.27f.CD-33, I.L-3.27f.X-1 to I.L-3.27f.CD-33, I.L-4.27f.X-1 to I.L-4.27f.CD-33).
Table 28f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,6-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.28f.X- 1 to I. K-1 28f.CD-33, I.K-2.28f.X-1 to I.K-2.28f.CD-33, I.K-3.28f.X-1 to I.K-3.28f.CD-33, I.K- 4.28f.X-1 to I.K-4.28f.CD-33; I.L-1 28f.X-1 to I.L-1 28f.CD-33, I.L-2.28f.X-1 to I.L-2.28f.CD-33, I.L-3.28f.X-1 to I.L-3.28f.CD-33, I.L-4.28f.X-1 to I.L-4.28f.CD-33).
Table 29f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,4-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.29f.X- 1 to I. K-1 29f.CD-33, I.K-2.29LX-1 to I.K-2.29f.CD-33, I.K-3.29f.X-1 to I.K-3.29f.CD-33, I.K- 4.29LX-1 to I.K-4.29f.CD-33; I.L-1 29f.X-1 to I.L-1.29LCD-33, I.L-2.29f.X-1 to I.L-2.29f.CD-33, I.L-3.29f.X-1 to I.L-3.29f.CD-33, I.L-4.29f.X-1 to I.L-4.29f.CD-33).
Table 30f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,5-F2-CeH3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.30f.X- 1 to I. K-1 30f.CD-33, I.K-2.30f.X-1 to I. K-2.30L CD-33, I.K-3.30f.X-1 to I.K-3.30f.CD-33, I.K- 4.30f.X-1 to I.K-4.30f.CD-33; I.L-1 30f.X-1 to I.L-1 30f.CD-33, I.L-2.30f.X-1 to I. L-2.30L CD-33, I.L-3.30f.X-1 to I.L-3.30f.CD-33, I.L-4.30f.X-1 to I.L-4.30f.CD-33).
Table 31 f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,3-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.31f.X- 1 to I. K-1 31f.CD-33, I.K-2.31f.X-1 to I.K-2.31f.CD-33, I.K-3.31f.X-1 to I.K-3.31f.CD-33, I.K- 4.31LX-1 to I.K-4.31 f.CD-33; I.L-1 31f.X-1 to I.L-1.31LCD-33, I .L-2.31f.X-1 to I.L-2.31f.CD-33, I.L-3.31 f.X-1 to I.L-3.31f.CD-33, I. L-4.31f.X-1 to I.L-4.31f.CD-33).
Table 32f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,4-CI 2-C6H3 and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.32f.X- 1 to I. K-1 32f.CD-33, I.K-2.32f.X-1 to I. K-2.32L CD-33, I.K-3.32f.X-1 to I.K-3.32f.CD-33, I.K- 4.32LX-1 to I.K-4.32f.CD-33; I.L-1 32f.X-1 to I.L-1.32LCD-33, I.L-2.32f.X-1 to I. L-2.32L CD-33, I.L-3.32f.X-1 to I.L-3.32f.CD-33, I.L-4.32f.X-1 to I.L-4.32f.CD-33).
Table 33f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,5-Cl2-C6H3and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.33f.X- 1 to I. K-1 33f.CD-33, I.K-2.33f.X-1 to I. K-2.33L CD-33, I.K-3.33f.X-1 to I.K-3.33f.CD-33, I.K- 4.33f.X-1 to I.K-4.33f.CD-33; I.L-1 33f.X-1 to I.L-1 33f.CD-33, I.L-2.33f.X-1 to I. L-2.33L CD-33, I.L-3.33f.X-1 to I.L-3.33f.CD-33, I.L-4.33f.X-1 to I.L-4.33f.CD-33).
Table 34f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,6-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table (compounds I.K-1.34f.X-1 to I. K-1 34f.CD-33, I.K-2.34f.X-1 to I. K-2.34L CD-33, I.K-3.34f.X-1 to I.K-3.34f.CD-33, I.K-4.34f.X-1 to I.K-4.34f.CD-33; I.L-1 34f.X-1 to I.L-1.34LCD-33, I.L-2.34f.X-1 to I. L-2.34L CD-33, I.L-3.34f.X- 1 to I. L-3.34f. CD-33, I.L-4.34f.X-1 to I.L-4.34f.CD-33).
Table 35f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,4-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.35f.X- 1 to I. K-1 35f.CD-33, I.K-2.35f.X-1 to I. K-2.35L CD-33, I.K-3.35f.X-1 to I.K-3.35f.CD-33, I.K- 4.35f.X-1 to I.K-4.35f.CD-33; I.L-1 35f.X-1 to I.L-1 35f.CD-33, I.L-2.35f.X-1 to I. L-2.35L CD-33,
I.L-3.35f.X-1 to I.L-3.35f.CD-33, I.L-4.35f.X-1 to I.L-4.35f.CD-33).
Table 36f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,5-Cl2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD ((compounds I.K-
1 36f.X-1 to I. K-1 36f.CD-33, I.K-2.36f.X-1 to I.K-2.36f.CD-33, I.K-3.36f.X-1 to I. K-3.36f. CD-33, I.K-4.36f.X-1 to I.K-4.36f.CD-33; I.L-1 36f.X-1 to I.L-1 36f.CD-33, I.L-2.36f.X-1 to I.L-2.36f.CD- 33, I.L-3.36f.X-1 to I.L-3.36f.CD-33, I.L-4.36f.X-1 to I.L-4.36f.CD-33).
Table 37f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,3-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.37LX-1 to I. K-1 37f.CD-33, I.K-2.37f.X-1 to I.K-2.37f.CD-33, I.K-3.37f.X-1 to I. K-3.37L CD-33, I.K-4.37f.X-1 to I.K-4.37f.CD-33; I.L-1 37f.X-1 to I.L-1.37LCD-33, I.L-2.37f.X-1 to I.L-2.37f.CD- 33, I.L-3.37f.X-1 to I.L-3.37f.CD-33, I.L-4.37f.X-1 to I.L-4.37f.CD-33).
Table 38f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,4-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.39LX-1 to I. K-1 39f.CD-33, I.K-2.39f.X-1 to I.K-2.39f.CD-33, I.K-3.39f.X-1 to I. K-3.39L CD-33, I.K-4.39f.X-1 to I.K-4.39f.CD-33; I.L-1 39f.X-1 to I.L-1.39LCD-33, I.L-2.39f.X-1 to I.L-2.39f.CD- 33, I.L-3.39f.X-1 to I.L-3.39f.CD-33, I.L-4.39f.X-1 to I.L-4.39f.CD-33).
Table 39f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,5-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.39LX-1 to I. K-1 39f.CD-33, I.K-2.39f.X-1 to I.K-2.39f.CD-33, I.K-3.39f.X-1 to I. K-3.39L CD-33, I.K-4.39f.X-1 to I.K-4.39f.CD-33; I.L-1 39f.X-1 to I.L-1.39LCD-33, I.L-2.39f.X-1 to I.L-2.39f.CD- 33, I.L-3.39f.X-1 to I.L-3.39f.CD-33, I.L-4.39f.X-1 to I.L-4.39f.CD-33).
Table 40f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-2,6-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.40f.X-1 to I. K-1 40f.CD-33, I.K-2.40f.X-1 to I.K-2.40f.CD-33, I.K-3.40f.X-1 to I.K-3.40f.CD-33, I.K-4.40f.X-1 to I.K-4.40f.CD-33; I.L-1 40f.X-1 to I.L-1 40f.CD-33, I.L-2.40f.X-1 to I.L-2.40f.CD- 33, I.L-3.40f.X-1 to I.L-3.40f.CD-33, I.L-4.40f.X-1 to I.L-4.40f.CD-33).
Table 41 f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,4-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.41LX-1 to I. K-1 41f.CD-33, I.K-2.41f.X-1 to I.K-2.41f.CD-33, I.K-3.41f.X-1 to I.K-3.41f.CD-33, I.K-4.41f.X-1 to I.K-4.41f.CD-33; I.L-1 41f.X-1 to I.L-1.41LCD-33, I .L-2.41f.X-1 to I.L-2.41f.CD- 33, I .L-3.41f.X-1 to I.L-3.41f.CD-33, I . L-4.41 f.X-1 to I.L-4.41f.CD-33).
Table 42f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-3,5-(CH3)2-C6H3and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.33LX-1 to I. K-1 33f.CD-33, I.K-2.33f.X-1 to I.K-2.33f.CD-33, I.K-3.33f.X-1 to I. K-3.33L CD-33, I.K-4.33f.X-1 to I.K-4.33f.CD-33; I.L-1 33f.X-1 to I.L-1 33f.CD-33, I.L-2.33f.X-1 to I.L-2.33f.CD- 33, I.L-3.33f.X-1 to I.L-3.33f.CD-33, I.L-4.33f.X-1 to I.L-4.33f.CD-33).
Table 43f Compounds of the formula I. K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is O- and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K-1.43f.X- 1 to I.K-1 43f.CD-33, I.K-2.43f.X-1 to I.K-2.43f.CD-33, I.K-3.43f.X-1 to I.K-3.43f.CD-33, I.K- 4.43f.X-1 to I.K-4.43f.CD-33; I.L-1 43f.X-1 to I.L-1.43LCD-33, I.L-2.43f.X-1 to I.L-2.43f.CD-33, I.L-3.43f.X-1 to I.L-3.43f.CD-33, I.L-4.43f.X-1 to I.L-4.43f.CD-33).
Table 44f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclo-pent-(1)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.44f.X-1 to I.K-1 44f.CD-33, I.K-2.44f.X-1 to I.K-2.44f.CD-33, I.K-3.44f.X-1 to I.K-3.44f.CD-33, I.K-4.44f.X-1 to I.K-4.44f.CD-33; I.L-1 44f.X-1 to I.L-1 44f.CD-33, I.L-2.44f.X-1 to I.L-2.44f.CD- 33, I.L-3.44f.X-1 to I.L-3.44f.CD-33, I.L-4.44f.X-1 to I.L-4.44f.CD-33).
Table 45f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclopent-(2)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.45f.X-1 to I.K-1 45f.CD-33, I.K-2.45f.X-1 to I.K-2.45f.CD-33, I.K-3.45f.X-1 to I.K-3.45f.CD-33, I.K-4.45f.X-1 to I.K-4.45f.CD-33; I.L-1 45f.X-1 to I.L-1 45f.CD-33, I.L-2.45f.X-1 to I.L-2.45f.CD- 33, I.L-3.45f.X-1 to I.L-3.45f.CD-33, I.L-4.45f.X-1 to I.L-4.45f.CD-33).
Table 46f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclo-pent-(3)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.46LX-1 to I.K-1 46f.CD-33, I.K-2.46f.X-1 to I.K-2.46f.CD-33, I.K-3.46f.X-1 to I.K-3.46f.CD-33, I.K-4.46f.X-1 to I.K-4.46f.CD-33; I.L-1 46f.X-1 to I.L-1 46f.CD-33, I.L-2.46f.X-1 to I.L-2.46f.CD- 33, I.L-3.46f.X-1 to I.L-3.46f.CD-33, I.L-4.46f.X-1 to I.L-4.46f.CD-33).
Table 47f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclohex-(1)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.47LX-1 to I.K-1.47LCD-33, I.K-2.47f.X-1 to I.K-2.47f.CD-33, I.K-3.47f.X-1 to I.K-3.47f.CD-33, I.K-4.47f.X-1 to I.K-4.47f.CD-33; I.L-1 47f.X-1 to I.L-1.47LCD-33, I.L-2.47f.X-1 to I.L-2.47f.CD- 33, I.L-3.47f.X-1 to I.L-3.47f.CD-33, I.L-4.47f.X-1 to I.L-4.47f.CD-33).
Table 48f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclohex-(2)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.48f.X-1 to I.K-1 48f.CD-33, I.K-2.48f.X-1 to I.K-2.48f.CD-33, I.K-3.48f.X-1 to I.K-3.48f.CD-33, I.K-4.48f.X-1 to I.K-4.48f.CD-33; I.L-1 48f.X-1 to I.L-1 48f.CD-33, I.L-2.48f.X-1 to I.L-2.48f.CD- 33, I.L-3.48f.X-1 to I.L-3.48f.CD-33, I.L-4.48f.X-1 to I.L-4.48f.CD-33).
Table 49f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(R9R10), R8 is 0-cyclohex-(3)-en and the meaning for the combination of R9 and R10 for each individual compound corresponds in each case to one line of Table CD (compounds I.K- 1.49LX-1 to I.K-1.49LCD-33, I.K-2.49f.X-1 to I.K-2.49f.CD-33, I.K-3.49f.X-1 to I.K-3.49f.CD-33, I.K-4.49f.X-1 to I.K-4.49f.CD-33; I.L-1 49f.X-1 to I.L-1.49LCD-33, I.L-2.49f.X-1 to I.L-2.49f.CD- 33, I.L-3.49f.X-1 to I.L-3.49f.CD-33, I.L-4.49f.X-1 to I.L-4.49f.CD-33).
Table CD
Table 1G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1, I.L-2, I.L-3, I.L-4 in which Y is C(Ya1Ya2)-CEC, R8 is cyclo-C3H5 and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.1G.C- 1 to I.K-1 1f.EF-42, I.K-2.1G.C-1 to I.K-2.1G .EF-42, I.K-3.1G.C-1 to I.K-3.1G .EF-42, I.K-4.1G.C-1 to I.K-4.1f'.EF-42; I.L-1.1G.C-1 to I.L-1 1f. EF-42, I.L-2.1f'.X-1 to I . L-2.1 f EF-42, I.L-3.1f.X-1 to I . L-3.1 f'. EF-42, I.L-4.1f'.X-1 to I.L-4.1f .EF-42). Table 2G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1, I.L-2, I.L-3, I.L-4, in which Y is C(Ya1Ya2)-CEC, R8 is cyclo-C4H7and the meaning for the combination of Ya1 and Ya2for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.2G.C-1 to I.K-1 2f .EF-42, I.K-2.2G.C-1 to I.K-2.2G .EF-42, I.K-3.2G.C-1 to I.K-3.2G .EF-42, I.K-
4.2G.C-1 to I.K-4.2G .EF-42; I.L-1.2G.C-1 to I. L-1.2f .EF-42, I.L-2.2f'.X-1 to I.L-2.2f .EF-42, I.L- 3.2G.C-1 to I.L-3.2f .EF-42, I.L-4.2f.X-1 to I.L-4.2f .EF-42).
Table 3f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclo-CsHgand the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.3G.C-1 to I.K-1 3f .EF-42, I.K-2.3G.C-1 to I.K-2.3G .EF-42, I.K-3.3G.C-1 to I.K-3.3G .EF-42, I.K- 4.3G.C-1 to I.K-4.3f'.EF-42; I.L-1.3G.C-1 to I.L-1.3f .EF-42, I.L-2.3f'.X-1 to I.L-2.3f .EF-42, I.L- 3.3G.C-1 to I.L-3.3f'.EF-42, I.L-4.3f.X-1 to I.L-4.3f .EF-42).
Table 4f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclo-CeHn and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.4G.C-1 to I.K-1 4f .EF-42, I.K-2.4G.C-1 to I.K-2.4G .EF-42, I.K-3.4G.C-1 to I.K-3.4G .EF-42, I.K- 4.4G.C-1 to I.K-4.4f'.EF-42; I.L-1.4G.C-1 to I.L-1.4f .EF-42, I.L-2.4f'.X-1 to I.L-2.4f .EF-42, I.L- 3.4G.C-1 to I.L-3.4f'.EF-42, |.L-4.4f.X-1 to I.L-4.4f .EF-42).
Table 5f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-C-C, R8 is
and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.5G.C-1 to I.K-1 5f .EF-42, I.K-2.5G.C-1 to I.K-2.5G .EF-42, I.K-3.5G.C-1 to I.K-3.5G .EF-42, I.K- 4.5G.C-1 to I.K-4.5G .EF-42; I.L-1.5G.C-1 to I . L-1.5f . EF-42, I.L-2.5f'.X-1 to I.L-2.5f .EF-42, I.L- 3.5G.C-1 to I.L-3.5f .EF-42, I.L-4.5f.X-1 to I.L-4.5f'.EF-42).
Table 6f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is CeHsand the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.6G.C- 1 to I.K-1 6f .EF-42, I.K-2.6G.C-1 to I.K-2.6G .EF-42, I.K-3.6G.C-1 to I.K-3.6G .EF-42, I.K-4.6G.C-1 to I.K-4.6f'.EF-42; I.L-1.6G.C-1 to I.L-1 6f. EF-42, I.L-2.6f'.X-1 to I.L-2.6f .EF-42, I.L-3.6f.X-1 to I.L-3.6f'.EF-42, I.L-4.6f'.X-1 to I.L-4.6f .EF-42).
Table 7f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-F-CeH4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.39G.C-1 to I.K-1.39G .EF-42, I.K-2.39G.C-1 to I.K-2.39G .EF-42, I.K-3.39G.C-1 to I. K-3.39G. EF- 42, I.K-4.39G.C-1 to I.K-4.39G .EF-42; I.L-1.39G.C-1 to I. L-1.39G. EF-42, I.L-2.39f .X-1 to I.L- 2.39f'.EF-42, I.L-3.39f .X-1 to I.L-3.39f .EF-42, I.L-4.39f .X-1 to I.L-4.39f .EF-42).
Table 8f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3-F-C6H4 and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.8G.C- 1 to I.K-1 8f .EF-42, I.K-2.8G.C-1 to I.K-2.8G .EF-42, I.K-3.8G.C-1 to I.K-3.8G .EF-42, I.K-4.8G.C-1 to I.K-4.8f'.EF-42; I.L-1.8G.C-1 to I.L-1.8G. EF-42, I.L-2.8f'.X-1 to I.L-2.8f .EF-42, I.L-3.8f.X-1 to I.L-3.8f'.EF-42, I.L-4.8f'.X-1 to I.L-4.8f .EF-42).
Table 9f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 4-F-C6H4 and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.8G.C- 1 to I.K-1 8f .EF-42, I.K-2.8G.C-1 to I.K-2.8G .EF-42, I.K-3.8G.C-1 to I.K-3.8G .EF-42, I.K-4.8G.C-1 to I.K-4.8G .EF-42; I.L-1.8G.C-1 to I.L-1.8G. EF-42, I.L-2.8f'.X-1 to I.L-2.8f .EF-42, I.L-3.8f'.X-1 to I.L-3.8f .EF-42, I.L-4.8f'.X-1 to I.L-4.8f'.EF-42).
Table 10f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-CI-C6H4and the meaning for the combination of Ya1 and Ya2 each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.10G.C-1 to I.K-1.10G .EF-42, I.K-2.10G.C-1 to I.K-2.1 Of .EF-42, I.K-3.10G.C-1 to I.K-3.10G .EF- 42, I.K-4.10G.C-1 to I.K-4.10G .EF-42; I.L-1.10G.C-1 to I . L-1.10f . EF-42, I.L-2.10f .X-1 to I.L- 2.10f'.EF-42, I.L-3.10f'.X-1 to I.L-3.10f .EF-42, I . L-4.10f '.X-1 to I. L-4.10f .EF-42).
Table 11f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is S-CI-CeFUand the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.11G.C-1 to I.K-1.11f .EF-42, I.K-2.11G.C-1 to I.K-2.11f.EF-42, I.K-3.11G.C-1 to I . K-3.11 f . EF- 42, I.K-4.11f'.X-1 to I.K-4.11f'.EF-42; I.L-1.11G.C-1 to I . L-1.11 f . EF-42, I.L-2.11G.C-1 to I.L-
2.11f'. EF-42, I.L-3.11f'.X-1 to I.L-3.11f. EF-42, I.L-4.11G.C-1 to I . L-4.11 f . EF-42).
Table 12f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1 Ya2)-CEC, R8 is 4-CI-C6H4 and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.12G.C-1 to I.K-1.12G .EF-42, I.K-2.12G.C-1 to I.K-2.12G .EF-42, I.K-3.12G.C-1 to I.K-3.12f'.EF- 42, I.K-4.12G.C-1 to I.K-4.12G .EF-42; I.L-1.12G.C-1 to I. L-1.12G. EF-42, I . L-2.12f'.X-1 to I.L- 2.12f'.EF-42, I. L-3.12f'.X-1 to I.L-3.12f .EF-42, I . L-4.12f '.X-1 to I. L-4.12G. EF-42).
Table 13f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-OCH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.13G.C-1 to I.K-1.13G .EF-42, I.K-2.13G .X-1 to I.K-2.13f .EF-42, I.K-3.13G.C-1 to I.K-3.13f'.EF- 42, I.K-4.13G.C-1 to I.K-4.13G .EF-42; I.L-1.13G.C-1 to I. L-1.13G. EF-42, I . L-2.13f'.X-1 to I.L- 2.13f'.EF-42, I. L-3.13f'.X-1 to I. L-3.13G. EF-42, I . L-4.13f '.X-1 to I. L-4.13G. EF-42).
Table 14f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3-OCH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.14G.C-1 to I.K-1.14G .EF-42, I.K-2.14G .X-1 to I.K-2.14G .EF-42, I.K-3.14G.C-1 to I. K-3.14G. EF- 42, I.K-4.14G.C-1 to I.K-4.14G .EF-42; I.L-1.14G.C-1 to I . L-1.14f . EF-42, I . L-2.14f'.X-1 to I.L- 2.14f'.EF-42, I. L-3.14f'.X-1 to I. L-3.14G. EF-42, I . L-4.14f '.X-1 to I. L-4.14G. EF-42).
Table 15f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 4-OCH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.15G.C-1 to I.K-1.15f'.EF-42, I.K-2.15G .X-1 to I.K-2.15G .EF-42, I.K-3.15G .X-1 to I. K-3.15G. EF- 42, I.K-4.15G.C-1 to I.K-4.15G .EF-42; I.L-1.15G.C-1 to I. L-1.15G. EF-42, I . L-2.15f'.X-1 to I.L- 2.15f'.EF-42, I. L-3.15f'.X-1 to I. L-3.15G. EF-42, I . L-4.15f '.X-1 to I. L-4.15G. EF-42).
Table 16f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-OCHF2-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.16G.C-1 to I.K-1.16G .EF-42, I.K-2.16G .X-1 to I.K-2.16G .EF-42, I.K-3.16G.C-1 to I. K-3.16G. EF- 42, I.K-4.16G.C-1 to I.K-4.16G .EF-42; I.L-1.16G.C-1 to I. L-1.16G. EF-42, I . L-2.16f'.X-1 to I.L- 2.16f'.EF-42, I. L-3.16f'.X-1 to I. L-3.16G. EF-42, I . L-4.16f '.X-1 to I. L-4.16G. EF-42).
Table 17f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3-OCHF2-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.17G.C-1 to I.K-1.17f'.EF-42, I.K-2.17G .X-1 to I.K-2.17G .EF-42, I.K-3.17G .X-1 to I. K-3.17G. EF- 42, I.K-4.17G.C-1 to I.K-4.17G .EF-42; I.L-1.17G.C-1 to I. L-1.17G. EF-42, I . L-2.17f'.X-1 to I.L-
2.17G .EF-42, I. L-3.17f'.X-1 to I.L-3.17f .EF-42, I.L-4.17f .X-1 to I. L-4.17f .EF-42).
Table 18f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2),R8 is 4-OCHF2-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.18G.C-1 to I.K-1.18G .EF-42, I.K-2.18G.C-1 to I.K-2.18G .EF-42, I.K-3.18G.C-1 to I.K-3.18G .EF- 42, I.K-4.18G.C-1 to I.K-4.18G .EF-42; I.L-1.18G.C-1 to I.L-1.18G. EF-42, I.L-2.18f .X-1 to I.L- 2.18f'.EF-42, I. L-3.18f'.X-1 to I. L-3.18G. EF-42, I . L-4.18f '.X-1 to I. L-4.18f .EF-42).).
Table 19f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-CH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.19G.C-1 to I.K-1.19G .EF-42, I.K-2.19G.C-1 to I.K-2.19G .EF-42, I.K-3.19G.C-1 to I.K-3.19G .EF- 42, I.K-4.19G .X-1 to I.K-4.19G .EF-42; I.L-1.19G.C-1 to I . L-1.19f . EF-42, I.L-2.19f .X-1 to I.L- 2.19f'.EF-42, I. L-3.19f'.X-1 to I. L-3.19G. EF-42, I . L-4.19f '.X-1 to I. L-4.19G. EF-42).
Table 20f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3-CH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.20G.C-1 to I.K-1.20G .EF-42, I.K-2.20G.C-1 to I.K-2.20G .EF-42, I.K-3.20G.C-1 to I.K-3.20G .EF- 42, I.K-4.20G.C-1 to I.K-4.20G .EF-42; I.L-1.20G.C-1 to I. L-1.20f. EF-42, I.L-2.20f .X-1 to I.L- 2.20f'.EF-42, I.L-3.20f'.X-1 to I.L-3.20f .EF-42, I.L-4.20f .X-1 to I.L-4.20f .EF-42).
Table 21f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 4-CH3-C6H4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.21G.C-1 to I.K-1 21f .EF-42, I.K-2.21G.C-1 to I.K-2.21G .EF-42, I.K-3.21G .X-1 to I.K-3.21G .EF- 42, I.K-4.21G.C-1 to I.K-4.21G .EF-42; I.L-1.21G.C-1 to I . L-1.21 f . EF-42, I.L-2.21f .X-1 to I.L- 2.21f'.EF-42, I.L-3.21f'.X-1 to I.L-3.21f .EF-42, I . L-4.21 f '.X-1 to I.L-4.21f .EF-42).
Table 22G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2-CF3-CeH4and the meaning for the combination of Ya1 and Ya2for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.22G.C-1 to I.K-1.22G .EF-42, I.K-2.22G.C-1 to I.K-2.22G .EF-42, I.K-3.22G.C-1 to I.K-3.22G .EF- 42, I.K-4.22G.C-1 to I.K-4.22G .EF-42; I.L-1.22G.C-1 to I. L-1.22G. EF-42, I.L-2.22f .X-1 to I.L- 2.22f'.EF-42, I.L-3.22f .X-1 to I.L-3.22f .EF-42, I.L-4.22f .X-1 to I.L-4.22f .EF-42).
Table 23G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3-CF3-CeH4and the meaning for the combination of Ya1 and Ya2for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.23G.C-1 to I.K-1.23G .EF-42, I.K-2.23G.C-1 to I.K-2.23G .EF-42, I.K-3.23G.C-1 to I.K-3.23G .EF- 42, I.K-4.23G.C-1 to I.K-4.23G .EF-42; I.L-1.23G.C-1 to I. L-1.23G. EF-42, I.L-2.23f .X-1 to I.L- 2.23f'.EF-42, I.L-3.23f .X-1 to I.L-3.23f .EF-42, I.L-4.23f .X-1 to I.L-4.23f .EF-42).
Table 24f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 4-CF3-CeH4and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.24G.C-1 to I.K-1.24G .EF-42, I.K-2.24G.C-1 to I.K-2.24G .EF-42, I.K-3.24G.C-1 to I.K-3.24G .EF- 42, I.K-4.24G.C-1 to I.K-4.24G .EF-42; I.L-1.24G.C-1 to I. L-1.24G. EF-42, I.L-2.24f .X-1 to I.L- 2.24f'.EF-42, I.L-3.24f .X-1 to I.L-3.24f .EF-42, I.L-4.24f .X-1 to I.L-4.24f .EF-42).
Table 25G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I. L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,3-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-
1.25G.C-1 to I.K-1.25G .EF-42, I.K-2.25G.C-1 to I.K-2.25G .EF-42, I.K-3.25G.C-1 to I.K-3.25G .EF- 42, I.K-4.25G.C-1 to I.K-4.25G .EF-42; I.L-1.25G.C-1 to I. L-1.25f .EF-42, I.L-2.25f .X-1 to I.L- 2.25f'.EF-42, I.L-3.25f .X-1 to I.L-3.25f .EF-42, I.L-4.25f .X-1 to I.L-4.25f .EF-42).
Table 26G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,4-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.26G.C-1 to I.K-1.26G .EF-42, I.K-2.26G.C-1 to I.K-2.26G .EF-42, I.K-3.26G.C-1 to I.K-3.26G .EF- 42, I.K-4.26G.C-1 to I.K-4.26G .EF-42; I.L-1.26G.C-1 to I.L-1.26f .EF-42, I.L-2.26f .X-1 to I.L- 2.26f'.EF-42, I.L-3.26f .X-1 to I.L-3.26f .EF-42, I.L-4.26f .X-1 to I.L-4.26f .EF-42).
Table 27G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,5-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.27G.C-1 to I.K-1.27G .EF-42, I.K-2.27G.C-1 to I.K-2.27G .EF-42, I.K-3.27G.C-1 to I.K-3.27G .EF- 42, I.K-4.27G.C-1 to I.K-4.27G .EF-42; I.L-1.27G.C-1 to I.L-1.27f .EF-42, I.L-2.27f .X-1 to I.L- 2.27G. EF-42, I.L-3.27f .X-1 to I.L-3.27f .EF-42, I.L-4.27f .X-1 to I.L-4.27f .EF-42).
Table 28G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,6-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.28G.C-1 to I.K-1.28G .EF-42, I.K-2.28G.C-1 to I.K-2.28G .EF-42, I.K-3.28G.C-1 to I.K-3.28G .EF- 42, I.K-4.28G.C-1 to I.K-4.28G .EF-42; I.L-1.28G.C-1 to I.L-1.28f .EF-42, I.L-2.28f .X-1 to I.L- 2.28G. EF-42, I.L-3.28f .X-1 to I.L-3.28f .EF-42, I.L-4.28f .X-1 to I.L-4.28f .EF-42).
Table 29G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,4-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.29G.C-1 to I.K-1.29G .EF-42, I.K-2.29G.C-1 to I.K-2.29G .EF-42, I.K-3.29G.C-1 to I. K-3.29G. EF- 42, I.K-4.29G.C-1 to I.K-4.29f'.EF-42; I.L-1.29G.C-1 to I.L-1.29f .EF-42, I.L-2.29f .X-1 to I.L- 2.29f'.EF-42, I.L-3.29f .X-1 to I.L-3.29f .EF-42, I.L-4.29f .X-1 to I.L-4.29f .EF-42).
Table 30G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,5-F2-CeH3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.30G.C-1 to I.K-1.30G .EF-42, I.K-2.30G.C-1 to I.K-2.30G .EF-42, I.K-3.30G.C-1 to I. K-3.30G. EF- 42, I.K-4.30G.C-1 to I.K-4.30f'.EF-42; I.L-1.30G.C-1 to I.L-1.30f .EF-42, I.L-2.30f .X-1 to I.L- 2.30f'.EF-42, I.L-3.30f'.X-1 to I.L-3.30f .EF-42, I.L-4.30f .X-1 to I.L-4.30f .EF-42).
Table 31f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,3-Cl2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.31G.C-1 to I.K-1.31G .EF-42, I.K-2.31G .X-1 to I.K-2.31G .EF-42, I.K-3.31G.C-1 to I. K-3.31G. EF- 42, I.K-4.31G.C-1 to I.K-4.31f'.EF-42; I.L-1.31G.C-1 to I . L-1.31 f . EF-42, I.L-2.31f .X-1 to I.L- 2.31f'.EF-42, I.L-3.31f'.X-1 to I.L-3.31f .EF-42, I . L-4.31 f '.X-1 to I.L-4.31f .EF-42).
Table 32G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1 Ya2)-CEC, R8 is 2,4-CI 2-C6H3 and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.32G.C-1 to I.K-1.32G .EF-42, I.K-2.32G.C-1 to I.K-2.32G .EF-42, I.K-3.32G.C-1 to I.K-3.32G .EF- 42, I.K-4.32G.C-1 to I.K-4.32G .EF-42; I.L-1.32G.C-1 to I. L-1.32G. EF-42, I.L-2.32f .X-1 to I.L- 2.32G. EF-42, I.L-3.32f'.X-1 to I.L-3.32f'.EF-42, I.L-4.32f'.X-1 to I.L-4.32f'.EF-42).
Table 33G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-C-C, R8 is 2,5-Cl2-C6H3and the meaning for the combination of R5 and R9 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.33G.C-1 to I.K-1.33G .EF-42, I.K-2.33G.C-1 to I.K-2.33G .EF-42, I.K-3.33G.C-1 to I.K-3.33G .EF- 42, I.K-4.33G.C-1 to I.K-4.33G .EF-42; I.L-1.33G.C-1 to I.L-1 33f. EF-42, I.L-2.33f .X-1 to I.L- 2.33f'.EF-42, I.L-3.33f .X-1 to I.L-3.33f .EF-42, I.L-4.33f .X-1 to I.L-4.33f .EF-42).
Table 34f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,6-Cl2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table (compounds I.K- 1.34G.C-1 to I.K-1.34G .EF-42, I.K-2.34G.C-1 to I.K-2.34G .EF-42, I.K-3.34G.C-1 to I.K-3.34G .EF- 42, I.K-4.34G.C-1 to I.K-4.34G .EF-42; I.L-1.34G.C-1 to I.L-1.34f .EF-42, I.L-2.34f .X-1 to I.L- 2.34f'.EF-42, I.L-3.34f .X-1 to I.L-3.34f .EF-42, I.L-4.34f .X-1 to I.L-4.34f .EF-42).
Table 35G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,4-Cl2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.35G.C-1 to I.K-1.35G .EF-42, I.K-2.35G.C-1 to I.K-2.35G .EF-42, I.K-3.35G.C-1 to I.K-3.35G .EF- 42, I.K-4.35G.C-1 to I.K-4.35G .EF-42; I.L-1.35G.C-1 to I.L-1.35f .EF-42, I.L-2.35f .X-1 to I.L- 2.35f'.EF-42, I.L-3.35f .X-1 to I.L-3.35f .EF-42, I.L-4.35f .X-1 to I.L-4.35f .EF-42).
Table 36G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,5-Cl2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF ((compounds I.K- 1.36G.C-1 to I.K-1.36G .EF-42, I.K-2.36G.C-1 to I.K-2.36G .EF-42, I.K-3.36G.C-1 to I.K-3.36G .EF- 42, I.K-4.36G.C-1 to I.K-4.36G .EF-42; I.L-1.36G.C-1 to I.L-1.36f .EF-42, I.L-2.36f .X-1 to I.L- 2.36f'.EF-42, I.L-3.36f .X-1 to I.L-3.36f .EF-42, I.L-4.36f .X-1 to I.L-4.36f .EF-42).
Table 37G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,3-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.37G.C-1 to I.K-1.37G .EF-42, I.K-2.37G.C-1 to I.K-2.37G .EF-42, I.K-3.37G.C-1 to I.K- 3.37f'.EF-42, I.K-4.37G.C-1 to I.K-4.37G .EF-42; I.L-1.37G.C-1 to I.L-1.37G. EF-42, I.L-2.37f .X-1 to I.L-2.37T .EF-42, I.L-3.37f .X-1 to I.L-3.37f .EF-42, I.L-4.37f .X-1 to I.L-4.37f .EF-42).
Table 38G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,4-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.39G.C-1 to I.K-1.39G .EF-42, I.K-2.39G.C-1 to I.K-2.39G .EF-42, I.K-3.39G.C-1 to I.K- 3.39G. EF-42, I.K-4.39G.C-1 to I.K-4.39G .EF-42; I.L-1.39G.C-1 to I.L-1.39f .EF-42, I.L-2.39f .X-1 to I.L-2.39f'.EF-42, I.L-3.39f .X-1 to I.L-3.39f .EF-42, I.L-4.39f .X-1 to I.L-4.39f .EF-42).
Table 39G Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,5-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.39G.C-1 to I.K-1.39G .EF-42, I.K-2.39G.C-1 to I.K-2.39G .EF-42, I.K-3.39G.C-1 to I.K- 3.39f'.EF-42, I.K-4.39G.C-1 to I.K-4.39G .EF-42; I.L-1.39G.C-1 to I.L-1.39f .EF-42, I.L-2.39f .X-1 to I.L-2.39f'.EF-42, I.L-3.39f .X-1 to I.L-3.39f .EF-42, I.L-4.39f .X-1 to I.L-4.39f .EF-42).
Table 40f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 2,6-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1 40f .X-1 to I.K-1.40G .EF-42, I.K-2.40G.C-1 to I.K-2.40G .EF-42, I.K-3.40G.C-1 to I.K- 3.40f'.EF-42, I.K-4.40G.C-1 to I.K-4.40G .EF-42; I.L-1.40G.C-1 to I.L-1.40f .EF-42, I.L-2.40f .X-1 to I.L-2.40f'.EF-42, I.L-3.40f .X-1 to I.L-3.40f .EF-42, I.L-4.40f'.X-1 to I.L-4.40f'.EF-42).
Table 41f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,4-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.41G.C-1 to I.K-1.41G .EF-42, I.K-2.41G.C-1 to I.K-2.41G .EF-42, I.K-3.41G.C-1 to I.K- 3.41f'.EF-42, I.K-4.41G.C-1 to I.K-4.41G .EF-42; I.L-1.41G.C-1 to I . L-1.41 f . EF-42, I.L-2.41f .X-1 to I.L-2.41f'.EF-42, I.L-3.41f .X-1 to I.L-3.41f .EF-42, |.L-4.41f .X-1 to I.L-4.41f .EF-42).
Table 42f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is 3,5-(CH3)2-C6H3and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.42G.C-1 to I.K-1.42G .EF-42, I.K-2.42G.C-1 to I.K-2.42G .EF-42, I.K-3.42G.C-1 to I.K- 3.42f'.EF-42, I.K-4.42G.C-1 to I.K-4.42G .EF-42; I.L-1.42G.C-1 to I. L-1.42G. EF-42, I.L-2.42f .X-1 to I.L-2.42f'.EF-42, I.L-3.42f .X-1 to I.L-3.42f .EF-42, I.L-4.42f .X-1 to I.L-4.42f .EF-42).
Table 43f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-C-C, R8 is
and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K- 1.43G.C-1 to I.K-1.43G .EF-42, I.K-2.43G.C-1 to I.K-2.43G .EF-42, I.K-3.43G.C-1 to I. K-3.43G. EF- 42, I.K-4.43G.C-1 to I.K-4.43G .EF-42; I.L-1.43G.C-1 to I. L-1.43G. EF-42, I.L-2.43f .X-1 to I.L- 2.43f'.EF-42, I.L-3.43f .X-1 to I.L-3.43f .EF-42, I.L-4.43f .X-1 to I.L-4.43f .EF-42).
Table 44f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclo-pent-(1)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.44G.C-1 to I.K-1.44G .EF-42, I.K-2.44G.C-1 to I.K-2.44G .EF-42, I.K-3.44G.C-1 to I.K- 3.44f'.EF-42, I.K-4.44G.C-1 to I.K-4.44G .EF-42; I.L-1.44G.C-1 to I.L-1.44G. EF-42, I.L-2.44f .X-1 to I.L-2.44f'.EF-42, I.L-3.44f .X-1 to I.L-3.44f .EF-42, |.L-4.44f .X-1 to |.L-4.44f .EF-42).
Table 45f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclopent-(2)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.45G.C-1 to I.K-1.45G .EF-42, I.K-2.45G.C-1 to I.K-2.45G .EF-42, I.K-3.45G.C-1 to I.K- 3.45f'.EF-42, I.K-4.45G.C-1 to I.K-4.45G .EF-42; I.L-1.45G.C-1 to I. L-1.45G. EF-42, I.L-2.45f .X-1 to I.L-2.45f'.EF-42, I.L-3.45f .X-1 to I.L-3.45f .EF-42, I.L-4.45f .X-1 to I.L-4.45f .EF-42).
Table 46f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclo-pent-(3)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.46G.C-1 to I.K-1.46G .EF-42, I.K-2.46G.C-1 to I.K-2.46G .EF-42, I.K-3.46G.C-1 to I.K- 3.46f'.EF-42, I.K-4.46G.C-1 to I.K-4.46G .EF-42; I.L-1.46G.C-1 to I. L-1.46G. EF-42, I.L-2.46f .X-1 to I.L-2.46f'.EF-42, I.L-3.46f .X-1 to I.L-3.46f .EF-42, I.L-4.46f .X-1 to I.L-4.46f .EF-42).
Table 47f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclohex-(1)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.47G.C-1 to I.K-1.47G .EF-42, I.K-2.47G.C-1 to I.K-2.47G .EF-42, I.K-3.47G.C-1 to I.K- 3.47G. EF-42, I.K-4.47G.C-1 to I.K-4.47G .EF-42; I.L-1.47G.C-1 to I. L-1.47G. EF-42, I.L-2.47f .X-1 to I.L-2.47f .EF-42, I.L-3.47f .X-1 to I.L-3.47f .EF-42, |.L-4.47f .X-1 to I.L-4.47f .EF-42).
Table 48f' Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which
Y is C(Ya1Ya2)-CEC, R8 is cyclohex-(2)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds
I.K-1.48G.C-1 to I.K-1.48G .EF-42, I.K-2.48G.C-1 to I.K-2.48G .EF-42, I.K-3.48G.C-1 to I.K- 3.48f'.EF-42, I.K-4.48G.C-1 to I.K-4.48G .EF-42; I.L-1.48G.C-1 to I.L-1.48f .EF-42, I.L-2.48f .X-1 to I.L-2.48f'.EF-42, I.L-3.48f .X-1 to I.L-3.48f .EF-42, I.L-4.48f .X-1 to I.L-4.48f .EF-42).
Table 49f Compounds of the formula I.K-1, I.K-2, I.K-3, I.K-4; I.L-1 , I.L-2, I.L-3, I.L-4, in which Y is C(Ya1Ya2)-CEC, R8 is cyclohex-(3)-en and the meaning for the combination of Ya1 and Ya2 for each individual compound corresponds in each case to one line of Table EF (compounds I.K-1.49G.C-1 to I.K-1.49G .EF-42, I.K-2.49G.C-1 to I.K-2.49G .EF-42, I.K-3.49G.C-1 to I.K- 3.49G. EF-42, I.K-4.49G.C-1 to I.K-4.49G .EF-42; I.L-1.49G.C-1 to I.L-1.49f .EF-42, I.L-2.49f .X-1 to I.L-2.49f'.EF-42, I.L-3.49f .X-1 to I.L-3.49f .EF-42, I.L-4.49f .X-1 to I.L-4.49f .EF-42).
Table EF
Compounds of the present invention can be made as shown in the following schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula I. The compounds of the formula I can be prepared according to methods or in analogy to methods that are described in the prior art. The synthesis takes advantage of starting materials that are commercially available or may be prepared according to conventional procedures starting from readily available compounds.
Compounds of the present invention can be made as shown in the following schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula I. The compounds of the formula I can be prepared according to methods or in analogy to methods that are described in the prior art. The synthesis takes advantage of starting materials that are commercially available or may be prepared according to conventional procedures starting from readily available compounds.
Compounds of the present invention can be made as shown in the following schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula I. The compounds of the formula I can be prepared according to methods or in analogy to methods that are described in the prior art. The synthesis takes advantage of starting materials that are commercially available or may be prepared according to conventional procedures starting from readily available compounds.
Compounds of formula I can be accessed via an amide coupling reaction of 3-carboxypyridine derivatives of type II with amines of type III. Among various reported methods for such amide coupling reactions, a robust method involves the treatment of carboxylic acids of type II with thionyl chloride or oxalyl chloride or dicyclohexylcarbodiimide in solvents like tetrahydrofurane, dimethylformamide or dichloromethane at room temperature. Subsequent addition of amines of type III in the presence of a base like triethylamine at room temperature gives the target compounds of type I (see: Chem. Soc. Rev. 2009, 606-631, or Tetrahedron 2005, 10827-10852).
Alternatively compounds of formula I , in which Y denotes for C(R9R10), C(R9R10)-Ci-C6-alkyl, C(Ya1Ya2)-C2-C5-alkenyl, C(Ya1Ya2)-C2-C5-alkinyl, C(Ya1Ya2)-C2-C5-halogenalkyl, C(Ya1Ya2)-C2-C5- halogenalkenyl, C(Ya1Ya2)-C2-C5-halogenalkinyl can be synthesized according to other reported methods by coupling nitriles of formula IV with alcohols of formula V under acidic conditons. Acids used for this reaction include sulfuric acid, hydrochloric acid, trifluoromethane sulfonic acid, trifluoro acetic acid, p-toluenesulfonic acid or AlC (US 2008/0275242, W02005/070917). Preferably, sulfuric acid or a sulfonic acid, in particular trifluoromethane sulfonic acid, are used as acid.
Additionally compounds I can be assessed by reacting esters of type VI with amines III at elevated temperatures of 50-250°C, preferably between 120 and 180°C, or in the presence of catalysts like Si02 (Tetrahedron, 71(48), 9101-9111; 2015) or AI(CH3)3 (WO 2018-172133), or in the presence of bases like NaH (Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 52B(6), 776-786; 2013) or Ethyl-Mg-Br (Khimiya Geterotsiklicheskikh Soedinenii, (11), 1515-17; 1988).
Thioamids of formula I (X=S) can be prepared from amides (X=0) by reaction with P4S10 (Synthesis 149 (1973)) or Lawesson's reagent (Bull. Soc. Chim. Beige 87, 223 (1978).
The compounds I and the compositions according to the invention are particularly important in the control of a multitude of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g. apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; leguminous plants, such as lentils,
peas, alfalfa or soybeans; oil plants, such as rape, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruits or mandarins; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants, such as avocados, cinnamon or camphor; energy and raw material plants, such as corn, soybean, rape, sugar cane or oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants or ornamental and forestry plants, such as flowers, shrubs, broad-leaved trees or evergreens, e. g. conifers; and on the plant propagation material, such as seeds, and the crop material of these plants.
Preferably, compounds I and compositions thereof, respectively are used for controlling a multitude of fungi on field crops, such as potatoes sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
The term "plant propagation material" is to be understood to denote all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and tubers (e. g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants, including seedlings and young plants, which are to be transplanted after germination or after emergence from soil.
These young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring.
Preferably, treatment of plant propagation materials with compounds I and compositions thereof, respectively, is used for controlling a multitude of fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
The term "cultivated plants" is to be understood as including plants which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.
Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis, to create mutations at a specific locus of a plant genome. Targeted mutagenesis techniques frequently use oligonucleotides or proteins like CRISPR/Cas, zinc-finger nucleases, TALENs or meganucleases to achieve the targeting effect. Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination. Typically, one or more genes are integrated into the genome of a plant to add a trait or improve a trait. These integrated genes are also referred to as transgenes in the art, while plant comprising such transgenes are referred to as transgenic plants. The process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific “event”, which is referred to by a specific event name. Traits which have been introduced in plants or have been modified include herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought.
Herbicide tolerance has been created by using mutagenesis as well as using genetic engineering. Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbicides by mutagenesis and breeding comprise plant varieties commercially available under the name Clearfield®.
Herbicide tolerance has been created via the use of transgenes to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides, like bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitors and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors, like isoxaflutole and mesotrione.
Transgenes wich have been used to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, goxv247; for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 , aad-12; for tolerance to dicamba: dmo; for tolerance to oxynil herbicies: bxn; for tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; for tolerance to ALS inhibitors: csr1-2; and for tolerance to HPPD inhibitors: hppdPF, W336, avhppd-03.
Transgenic corn events comprising herbicide tolerance genes include, but are not limited to, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-01981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3,
MS6, MZIR098, T25, TC1507 and TC6275.
Transgenic soybean events comprising herbicide tolerance genes include, but are not limited to, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHT0H2, W62, W98, FG72 and CV127.
Transgenic cotton events comprising herbicide tolerance genes include, but are not limited to, 19-51 a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN 10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40.
Transgenic canola events comprising herbicide tolerance genes are for example, but not ex cluding others, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3.
Insect resistance has mainly been created by transferring bacterial genes for insecticidal pro teins to plants: Transgenes which have most frequently been used are toxin genes of Bacillus spp. and synthetic variants thereof, like cry1A, crylAb, cry1Ab-Ac, crylAc, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), vip3Aa20. However, also genes of plant origin, such as genes coding for protease inhibitors, like CpTI and pinll, have been transferred to other plants. A further approach uses transgenes such as dvsnf7 to produce double-stranded RNA in plants.
Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA in clude, but are not limited to, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411 , MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418 and MZIR098. Transgenic soybean events comprising genes for insecticidal proteins include, but are not limited to, MON87701, MON87751 and DAS-81419. Transgenic cotton events comprising genes for insecticidal proteins include, but are not limited to, SGK321 , MON531 , MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BN LA-601 , Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281- 24-236, 3006-210-23, GHB119 and SGK321.
Increased yield has been created by using the transgene athb17, being present for example in corn event MON87403, or by using the transgene bbx32, being present for example in the soy bean event MON87712.
Cultivated plants comprising a modified oil content have been created by using the transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A and fatb1-A. Soybean events comprising at least one of these genes are: 260-05, MON87705 and MON87769.
Tolerance to abiotic conditions, such as drought, has been created by using the transgene cspB, comprised by the corn event MON87460 and by using the transgene Hahb-4, comprised by soybean event IND-00410-5.
Traits are frequently combined by combining genes in a transformation event or by combining different events during the breeding process resulting in a cultivated plant with stacked traits. Preferred combinations of traits are combinations of herbicide tolerance traits to different groups
of herbicides, combinations of insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, combinations of herbicide tolerance with one or several types of insect resistance, combinations of herbicide tolerance with increased yield as well as combinations of herbicide tolerance and tolerance to abiotic conditions.
Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art. For example, detailed information as to the mutagenized or inte grated genes and the respective events are available from websites of the organizations “Inter national Service for the Acquisition of Agri-biotech Applications (ISAAA)” (http://www.isaaa.org/gmapprovaldatabase) and the “Center for Environmental Risk Assess ment (CERA)” (http://cera-gmc.org/GMCropDatabase). Further information on specific events and methods to detect them can be found for canola events MS1, MS8, RF3, GT73,
MON88302, KK179 in W001/031042, W001/041558, W001/041558, W002/036831,
W01 1/153186, W013/003558, for cotton events MON 1445, MON 15985, MON531 (MON 15985), LLCotton25, MON88913, COT102, 281-24-236, 3006-210-23, COT67B,
GHB614, T304-40, GHB119, MON88701, 81910 in WO02/034946, W002/100163, W002/100163, WO03/013224, WO04/072235, WO04/039986, WO05/103266, WO05/103266, WO06/128573, W007/017186, W008/122406, W008/151780, WO12/134808, W013/112527; for corn events GA21, MON810, DLL25, TC1507, MON863, MIR604, LY038, MON88017, 3272, 59122, NK603, MIR162, MON89034, 98140, 32138, MON87460, 5307, 4114, MON87427, DAS40278, MON87411, 33121, MON87403, MON87419 in W098/044140, US02/102582, US03/126634, WO04/099447, WO04/011601 , W005/103301 , W005/061720, W005/059103, WO06/098952, WO06/039376, US2007/292854, WO07/142840, WO07/140256,
WO08/112019, WO09/103049, WO09/111263, W010/077816, WO11/084621, W011/062904, W01 1/022469, W013/169923, W014/116854, WO15/053998, W015/142571; for potato events E12, F10, J3, J55, V11, X17, Y9 in WO14/178910, W014/178913, W014/178941,
W01 4/179276, W016/183445, W017/062831 , W017/062825; for rice events LLRICE06, LLRICE601, LLRICE62 in WO00/026345, WO00/026356, WO00/026345; and for soybean events H7-1, MON89788, A2704-12, A5547-127, DP305423, DP356043, MON87701, MON87769, CV127, MON87705, DAS68416-4, MON87708, MON87712, SYHT0H2,
DAS81419, DAS81419 x DAS44406-6, MON87751 in WO04/074492, W006/130436,
WO06/108674, WO06/108675, WO08/054747, W008/002872, WO09/064652, WO09/102873, W0 10/080829, W010/037016, W011/066384, W011/034704, WO12/051199, WO12/082548, W01 3/016527, WO13/016516, WO14/201235.
The use of compounds I and compositions according to the invention, respectively, on culti vated plants may result in effects which are specific to a cultivated plant comprising a certain gene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abiotic stress factors. Such effects may in particular comprise enhanced yield, en hanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid pathogens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.
The compounds I and compositions thereof, respectively, are particularly suitable for control ling the following plant diseases:
Albugo spp. (white rust) on ornamentals, vegetables (e. g. A. Candida ) and sunflowers (e. g. A. tragopogonis ); Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porn), oilseed rape (A. brassicicola or brassicae), sugar beets (A. tenuis), fruits (e.g. A. grandis), rice, soybeans, potatoes and tomatoes (e. g. A. solani, A. grandis or A. alternata), tomatoes (e. g. A. solani or A. alternata) and wheat (e.g. A. triticina)·, Aphanomyces spp. on sugar beets and vege tables; Ascochyta spp. on cereals and vegetables, e. g. A. tritici (anthracnose) on wheat and A. hordei on barley; Aureobasidium zeae (syn. Kapatiella zeae) on corn; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northern leaf
blight {B. zeicola) on corn, e. g. spot blotch {B. sorokiniana) on cereals and e. g. B. oryzae on rice and turfs; Blumeria (formerly Erysiphe) graminis (powdery mildew) on cereals (e. g. on wheat or barley); Botrytis cinerea (teleomorph: Botryotinia fuckeliana grey mold) on fruits and berries (e. g. strawberries), vegetables (e. g. lettuce, carrots, celery and cabbages); B. squa mosa or B. allii on onion family), oilseed rape, ornamentals (e.g. B eliptica), vines, forestry plants and wheat; Bremia lactucae (downy mildew) on lettuce; Ceratocystis (syn. Ophiostoma) spp. (rot or wilt) on broad-leaved trees and evergreens, e. g. C. ulmi (Dutch elm disease) on elms; Cercospora spp. (Cercospora leaf spots) on corn (e. g. Gray leaf spot: C. zeae-maydis ), rice, sugar beets (e. g. C. beticola), sugar cane, vegetables, coffee, soybeans (e. g. C. sojina or C. kikuchii) and rice; Cladobotryum (syn. Dactylium) spp. (e.g. C. mycophilum (formerly Dactylium dendroides, teleomorph: Nectria albertinii, Nectria rosella syn. Hypomyces rosellus) on mushrooms; Cladosporium spp. on tomatoes (e. g. C. fulvum leaf mold) and cere als, e. g. C. herbarum (black ear) on wheat; Claviceps purpurea (ergot) on cereals; Cochliobo- lus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum ), cereals (e. g. C. sativus, anamorph: B. sorokiniana) and rice (e. g. C. miyabeanus, anamorph: H. ory zae)] Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) on cotton (e. g. C. gossypii), corn (e. g. C. graminicola: Anthracnose stalk rot), soft fruits, potatoes (e. g. C. coccodes·. black dot), beans (e. g. C. lindemuthianum), soybeans (e. g. C. truncatum or C. gloeosporioides), veg etables (e.g. C. lagenarium or C. capsici), fruits (e.g. C. acutatum), coffee (e.g. C. coffeanum or C. kahawae) and C. gloeosporioides on various crops; Corticium spp., e. g. C. sasakii (sheath blight) on rice; Corynespora cassiicola (leaf spots) on soybeans, cotton and ornamentals; Cy- cloconium spp., e. g. C. oleaginum on olive trees; Cylindrocarpon spp. (e. g. fruit tree canker or young vine decline, teleomorph: Nectria or Neonectria spp.) on fruit trees, vines (e. g. C. lirio- dendri, teleomorph: Neonectria liriodendrr. Black Foot Disease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans; Diaporthe spp., e. g. D. phaseolorum (damping off) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyr- enophora) spp. on corn, cereals, such as barley (e. g. D. teres, net blotch) and wheat (e. g. D. tritici-repentis·. tan spot), rice and turf; Esca (dieback, apoplexy) on vines, caused by Formiti- poria (syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (formerly Phae- oacremonium chlamydosporum), Phaeoacremonium aleophilum and/or Botryosphaeria obtusa] Elsinoe spp. on pome fruits (E. pyri), soft fruits (E. veneta : anthracnose) and vines (E. ampelina : anthracnose); Entyloma oryzae (leaf smut) on rice; Epicoccum spp. (black mold) on wheat; Ery siphe spp. (powdery mildew) on sugar beets (E. betae), vegetables (e. g. E. pisi), such as cu curbits (e. g. E. cichoracearum), cabbages, oilseed rape (e. g. E. cruciferarum)] Eutypa lata (Eu- typa canker or dieback, anamorph: Cytosporina lata, syn. Libertella blepharis) on fruit trees, vines and ornamental woods; Exserohilum (syn. Helminthosporium) spp. on corn (e. g. E. turci- cum)] Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) on various plants, such as E. graminearum or E. culmorum (root rot, scab or head blight) on cereals (e. g. wheat or barley), E. oxysporum on tomatoes, E. solani (f. sp. glycines now syn. E. virguliforme ) and E. tucu- maniae and E. brasiliense each causing sudden death syndrome on soybeans, and E. verticH- lioides on corn; Gaeumannomyces graminis (take-all) on cereals (e. g. wheat or barley) and corn; Gibberella spp. on cereals (e. g. G. zeae) and rice (e. g. G. fujikuror. Bakanae disease); Glomerella cingulata on vines, pome fruits and other plants and G. gossypii on cotton; Grain- staining complex on rice; Guignardia bidwellii (black rot) on vines; Gymnosporangium spp. on rosaceous plants and junipers, e. g. G. sabinae (rust) on pears; Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) on corn, cereals, potatoes and rice; Hemileia spp., e. g. H. vastatrix (coffee leaf rust) on coffee; Isariopsis clavispora (syn. Cladosporium vitis) on vines; Macrophomina phaseolina (syn. phaseoli) (root and stem rot) on soybeans and cotton; Microdo- chium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley); Microsphaera
diffusa (powdery mildew) on soybeans; Monilinia spp., e. g. M. laxa, M. fructicola and M. fructi- gena (syn. Monilia spp.: bloom and twig blight, brown rot) on stone fruits and other rosaceous plants; Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Zymoseptoria tritici formerly Septoria triticr. Septoria blotch) on wheat or M. fijiensis (syn. Pseudocercospora fijiensis·. black Sigatoka disease) and M. musicola on bana nas, M. arachidicola (syn. M. arachidis or Cercospora arachidis), M. berkeleyi on peanuts, M. pisi on peas and M. brassiciola on brassicas; Peronospora spp. (downy mildew) on cabbage (e. g. P. brassicae ), oilseed rape (e. g. P. parasitica), onions (e. g. P. destructor), tobacco (P. tabacina) and soybeans (e. g. P. manshurica)·, Phakopsora pachyrhizi and P. meibomiae (soy bean rust) on soybeans; Phialophora spp. e. g. on vines (e. g. P. tracheiphila and P. tetraspora) and soybeans (e. g. P. gregata : stem rot); Phoma lingam (syn. Leptosphaeria biglobosa and L maculans. root and stem rot) on oilseed rape and cabbage, P. betae (root rot, leaf spot and damping-off) on sugar beets and P. zeae-maydis (syn. Phyllostica zeae) on corn; Phomopsis spp. on sunflowers, vines (e. g. P. viticoia\ can and leaf spot) and soybeans (e. g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum)·, Physoderma maydis (brown spots) on corn; Phytophthora spp. (wilt, root, leaf, fruit and stem root) on various plants, such as paprika and cucurbits (e. g. P. capsici), soybeans (e. g. P. megasperma, syn. P. sojae), potatoes and toma toes (e. g. P. infestans. late blight) and broad-leaved trees (e. g. P. ramorunr. sudden oak death); Plasmodiophora brassicae (club root) on cabbage, oilseed rape, radish and other plants; Plasmopara spp., e. g. P. viticola (grapevine downy mildew) on vines and P. halstedii on sun flowers; Podosphaera spp. (powdery mildew) on rosaceous plants, hop, pome and soft fruits (e. g. P. leucotricha on apples) and curcurbits (P. xanthii ); Polymyxa spp., e. g. on cereals, such as barley and wheat (P. graminis) and sugar beets (P. betae) and thereby transmitted viral dis eases; Pseudocercosporella herpotrichoides (syn. Oculi macula yallundae, O. acuformis: eye- spot, teleomorph: Tapesia yallundae) on cereals, e. g. wheat or barley; Pseudoperonospora (downy mildew) on various plants, e. g. P. cubensis on cucurbits or P. humili on hop; Pseudo- pezicula tracheiphila (red fire disease or .rotbrenner’, anamorph: Phialophora) on vines; Puc- cinia spp. (rusts) on various plants, e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, such as e. g. wheat, barley or rye, P. kuehnii (orange rust) on sugar cane and P. asparagi on asparagus; Pyrenopeziza spp., e.g. P. brassicae on oilseed rape; Pyrenophora (anamorph: Drechslera) tritici-repentis (tan spot) on wheat or P. teres (net blotch) on barley; Pyricularia spp., e. g. P. oryzae (teleomorph: Magnaporthe grisea\ rice blast) on rice and P. grisea on turf and cereals; Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton, oilseed rape, sunflowers, soybeans, sugar beets, vegetables and various other plants (e. g. P. ultimum or P. aphanidermatum) and P. oligandrum on mushrooms; Ramularia spp., e. g. R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley, R. areola (teleomorph: Myco sphaerella areola) on cotton and R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other plants, e. g. R. solani (root and stem rot) on soybeans, R. solani (sheath blight) on rice or R. cerealis (Rhizoctonia spring blight) on wheat or barley; Rhizopus stolonifer (black mold, soft rot) on strawberries, carrots, cabbage, vines and tomatoes; Rhynchosporium secalis and R. commune (scald) on barley, rye and triticale; Sarocladium oryzae and S. attenuatum (sheath rot) on rice; Sclerotinia spp. (stem rot or white mold) on vegetables (S. minor and S. sclerotiorum) and field crops, such as oilseed rape, sunflowers (e. g. S. sclerotiorum) and soybeans, S. rolfsii (syn. Athelia rolfsii) on soybeans, peanut, vegetables, corn, cereals and ornamentals; Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora blotch) on cere als; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines; Se- tosphaeria spp. (leaf blight) on corn (e. g. S. turcicum, syn. Helminthosporium turcicum) and
turf; Sphacelotheca spp. (smut) on corn, (e. g. S. reiliana, syn. Ustilago reiliana : head smut), sorghum und sugar cane; Sphaerotheca fuliginea (syn. Podosphaera xanthir. powdery mildew) on cucurbits; Spongospora subterranea (powdery scab) on potatoes and thereby transmitted viral diseases; Stagonospora spp. on cereals, e. g. S. nodorum (Stagonospora blotch, teleo- morph: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn. Septoria nodorum ) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e. g. T. deformans (leaf curl disease) on peaches and T. pruni (plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn. Chalara elegans ); Tilletia spp. (common bunt or stinking smut) on cereals, such as e. g. T. tritici (syn. T. caries, wheat bunt) and T. controversa (dwarf bunt) on wheat; Trichoderma harzianum on mushrooms ; Typhula incarnata (grey snow mold) on barley or wheat; Urocystis spp., e. g. U. occulta (stem smut) on rye; Uromyces spp. (rust) on vegetables, such as beans (e. g. U. appen- diculatus, syn. U. phaseoli), sugar beets (e. g. U. betae or U. beticola) and on pulses (e.g. U. vignae, U. pisi, U. viciae-fabae and U. fabae)\ Ustilago spp. (loose smut) on cereals (e. g. U. nuda and U. avaenae ), corn (e. g. U. maydis\ corn smut) and sugar cane; Venturia spp. (scab) on apples (e. g. V. inaequalis ) and pears; and Verticillium spp. (wilt) on various plants, such as fruits and ornamentals, vines, soft fruits, vegetables and field crops, e. g. V. longisporum on oilseed rape, V. dahliae on strawberries, oilseed rape, potatoes and tomatoes, and V. fungicola on mushrooms; Zymoseptoria tritici on cereals.
In a preferred embodiment the compounds I, their mixtures with other active compounds as defined herein and compositions thereof, respectively, are particularly suitable for controlling the following plant diseases: Puccinia spp. (rusts) on various plants, for example, but not limited to P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, such as e. g. wheat, barley or rye, P. sorghi (common rust) on maize, P. polysora (southern rust) on maize; P. coro- nata e.g. on oats, P. sorghi und P. polysora on corn; Puccinia spp. on other crops, e.g. P. helia- thi on sunflower, P. arachidis on peanuts; Uromyces spp. on pulses and other crops crops, e.g. Uromyces viciae-fabae, Uromyces vigniae, Uromyces pisi, U. ciceris-arietini, U. betae syn U. beticola; and Phakopsoraceae spp. on various plants, in particular Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans.
Additionally, to date, no cross-resistance has been observed between the compounds I and the current fungicidal solutions used to control phytopathogenic fungi including but not limited to Zymoseptoria tritici, Phakopsora pachyrhizi, Botrytis cinerea, Blumeria graminis, Pyrenophora tritici-repentis, Pyrenophora teres, Alternaria spp., Plasmopara viticola, preferably selected from Zymospeptoria tritici and Phakopsora pachyrhizi.
Fungicide-resistant strains of the above-mentioned phytopathgenic fungi have been reported, with strains resistant to one or more fungicides from various fungicidal mode of action classes being observed including but not limited to beta-tubulin assembly inhibitors, sterol demethyla- tion-inhibitors (DMI), quinone-outside-inhibitors (Qol) and succinate dehydrogenase inhibitors (SDHI). Thus, compounds I are useful to control phytopathogenic fungi comprising at least one of the following mutations: E198A/G/K or F200Y in the beta-tubulin gene conferring resistance to beta-tubulin assembly inhibitors (Phytopathol (2008) 98: 397-404), I365N/S, V368F,
Q369H/P, N373S, T447S in the histidine kinase gene Os1 conferring resistance to MAP / histi- din kinase inhibitors (dicarboximides; ibida); G143A, G137R or F129L in the mitochondrial cyto chrome B Gene (Phytopathol (2003) 93: 891-900; Pest Manag Sci (2016) 72: 121 1-1215) re sulting in resistance to Qol; V136A, Y137F (homologous to Y144F/H e.g. in Parastagonospora nodorum or Y136F e.g. in Erysiphe hbobίoή, K147Q, A379G, 1381V, G461S or S509T in the Cyp51 gene resulting in resistance to DMI (Phytopathol (2016) 106: 1278-1284); P225T/L/F, N225I/T, R265P, T268I/A, H272R/Y/L, H277Y or N230I in the succinate dehydrogenase iron- sulfur subunit gene SdhB, K49E, R64K, N75S, G79R, T79N/I, W80S, P80H/L, N86S/A, G91R,
H134R, S135R, H146R/LK, R151S/T/M, H152R, H153R, I161S, V166M, T168R and G171D in the subunit C gene SdhC, and I50F, D124E, M114V, H134R, D145G in the subunit D gene SdhD conferring resistance to SDHI ((2002) 58: 876-88; Pest Manag Sci (2014) 70: 378-388; Environ Microbiol (2014) 16: 2253-66; Pest Manag Sci (2018) 74: 672-681; http://www.frac.info/working-group/sdhi-fungicides), and I86F in the subunit C gene SdhC ( Jour nal of Plant Diseases and Protection 125, 21-26).
The compounds I and compositions thereof, respectively, are also suitable for controlling harmful fungi in the protection of stored products or harvest and in the protection of materials.
The term "protection of materials" is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper and paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fiber or fabrics, against the infestation and de struction by harmful microorganisms, such as fungi and bacteria. As to the protection of wood and other materials, the particular attention is paid to the following harmful fungi: Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp.; Basidiomycetes such as Coni- ophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Ser- pula spp. and Tyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucor spp., and in addition in the protection of stored products and harvest the following yeast fungi are worthy of note: Candida spp. and Saccharomyces cerevisae.
The method of treatment according to the invention can also be used in the field of protecting stored products or harvest against attack of fungi and microorganisms. According to the present invention, the term "stored products" is understood to denote natural substances of plant or ani mal origin and their processed forms, which have been taken from the natural life cycle and for which long-term protection is desired. Stored products of crop plant origin, such as plants or parts thereof, for example stalks, leafs, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre-dried, moistened, comminuted, ground, pressed or roasted, which process is also known as post-harvest treatment. Also falling under the definition of stored products is timber, whether in the form of crude timber, such as construction timber, electricity pylons and barriers, or in the form of finished articles, such as fur niture or objects made from wood. Stored products of animal origin are hides, leather, furs, hairs and the like. The combinations according the present invention can prevent disadvantageous effects such as decay, discoloration or mold. Preferably "stored products" is understood to de note natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their pro cessed forms.
The compounds I and compositions thereof, respectively, may be used for improving the health of a plant. The invention also relates to a method for improving plant health by treating a plant, its propagation material and/or the locus where the plant is growing or is to grow with an effective amount of compounds I and compositions thereof, respectively.
The term "plant health" is to be understood to denote a condition of the plant and/or its prod ucts which is determined by several indicators alone or in combination with each other such as yield (e. g. increased biomass and/or increased content of valuable ingredients), plant vigor (e. g. improved plant growth and/or greener leaves (“greening effect”)), quality (e. g. improved content or composition of certain ingredients) and tolerance to abiotic and/or biotic stress. The above identified indicators for the health condition of a plant may be interdependent or may re sult from each other.
The compounds of formula I can be present in different crystal modifications whose biological activity may differ. They are likewise subject matter of the present invention.
The compounds I are employed as such or in form of compositions by treating the fungi or the
plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms to be pro tected from fungal attack with a fungicidally effective amount of the active substances. The ap plication can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms by the fungi.
Plant propagation materials may be treated with compounds I as such or a composition com prising at least one compound I prophylactically either at or before planting or transplanting.
The invention also relates to agrochemical compositions comprising an auxiliary and at least one compound I according to the invention.
An agrochemical composition comprises a fungicidally effective amount of a compound I. The term "effective amount" denotes an amount of the composition or of the compounds I, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of materials and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant or material, the climatic conditions and the specific compound I used.
The compounds I, their N-oxides and salts can be converted into customary types of agro chemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, gran ules, pressings, capsules, and mixtures thereof. Examples for composition types are suspen sions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e. g. BR, TB, DT), granules (e. g. WG, SG, GR, FG, GG, MG), insecticidal articles (e. g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e. g. GF). These and further compositions types are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6th Ed. May 2008, CropLife International.
The compositions are prepared in a known manner, such as described by Mollet and Grube- mann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, disper sants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibil- izers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil frac tions of medium to high boiling point, e. g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkyl ated naphthalenes; alcohols, e. g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; gly cols; DMSO; ketones, e. g. cyclohexanone; esters, e. g. lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e. g. N-methyl pyrrolidone, fatty acid dimethyl amides; and mixtures thereof.
Suitable solid carriers or fillers are mineral earths, e. g. silicates, silica gels, talc, kaolins, lime stone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e. g. cellulose, starch; fertilizers, e. g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e. g. ce real meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective col loid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1 : Emulsifiers & De tergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sul fates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylaryl sul fonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sul fonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkyl naphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sul fates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents. Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide. Exam ples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Ex amples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar- based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpoly- glucosides. Examples of polymeric surfactants are home- or copolymers of vinyl pyrrolidone, vi nyl alcohols, or vinyl acetate.
Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block pol ymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene ox ide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suita ble polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of poly acrylic acid or polyacid comb polymers. Examples of polybases are polyvinyl amines or polyeth ylene amines.
Suitable adjuvants are compounds, which have a negligible or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target. Ex amples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
Suitable thickeners are polysaccharides (e. g. xanthan gum, carboxymethyl cellulose), inor ganic clays (organically modified or unmodified), polycarboxylates, and silicates.
Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazoli- nones and benzisothiazolinones.
Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
Suitable colorants (e. g. in red, blue, or green) are pigments of low water solubility and water- soluble dyes. Examples are inorganic colorants (e. g. iron oxide, titan oxide, iron hexacyanofer- rate) and organic colorants (e. g. alizarin-, azo- and phthalocyanine colorants).
Suitable tackifiers or binders are polyvinyl pyrrolidones, polyvinyl acetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
Examples for composition types and their preparation are: i) Water-soluble concentrates (SL, LS)
10-60 wt% of a compound I and 5-15 wt% wetting agent (e. g. alcohol alkoxylates) are dis solved in water and/or in a water-soluble solvent (e. g. alcohols) ad 100 wt%. The active sub stance dissolves upon dilution with water. ii) Dispersible concentrates (DC)
5-25 wt% of a compound I and 1-10 wt% dispersant (e. g. polyvinyl pyrrolidone) are dissolved in organic solvent (e. g. cyclohexanone) ad 100 wt%. Dilution with water gives a dispersion. iii) Emulsifiable concentrates (EC)
15-70 wt% of a compound I and 5-10 wt% emulsifiers (e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water-insoluble organic solvent (e. g. aromatic hydro carbon) ad 100 wt%. Dilution with water gives an emulsion. iv) Emulsions (EW, EO, ES)
5-40 wt% of a compound I and 1-10 wt% emulsifiers (e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% water-insoluble organic solvent (e. g. aro matic hydrocarbon). This mixture is introduced into water ad 100 wt% by means of an emulsify ing machine and made into a homogeneous emulsion. Dilution with water gives an emulsion. v) Suspensions (SC, OD, FS)
In an agitated ball mill, 20-60 wt% of a compound I are comminuted with addition of 2-10 wt% dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate), 0.1-2 wt% thickener (e. g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e. g. polyvinyl alcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG)
50-80 wt% of a compound I are ground finely with addition of dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dis persible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active sub stance. vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)
50-80 wt% of a compound I are ground in a rotor-stator mill with addition of 1-5 wt% disper sants (e. g. sodium lignosulfonate), 1-3 wt% wetting agents (e. g. alcohol ethoxylate) and solid carrier (e. g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance. viii) Gel (GW, GF)
In an agitated ball mill, 5-25 wt% of a compound I are comminuted with addition of 3-10 wt% dispersants (e. g. sodium lignosulfonate), 1-5 wt% thickener (e. g. carboxymethyl cellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance. ix) Microemulsion (ME)
5-20 wt% of a compound I are added to 5-30 wt% organic solvent blend (e. g. fatty acid dime thyl amide and cyclohexanone), 10-25 wt% surfactant blend (e. g. alcohol ethoxylate and ar- ylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontane ously a thermodynamically stable microemulsion. x) Microcapsules (CS)
An oil phase comprising 5-50 wt% of a compound I, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e. g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e. g. polyvinyl alcohol). Radical polymerization results in the formation of poly(meth)acrylate micro capsules. Alternatively, an oil phase comprising 5-50 wt% of a compound I according to the in vention, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), and an isocya nate monomer (e. g. diphenylmethene-4,4’-diisocyanatae) are dispersed into an aqueous solu tion of a protective colloid (e. g. polyvinyl alcohol). The addition of a polyamine (e. g. hexameth- ylenediamine) results in the formation of polyurea microcapsules. The monomers amount to 1- 10 wt%. The wt% relate to the total CS composition. xi) Dustable powders (DP, DS)
1-10 wt% of a compound I are ground finely and mixed intimately with solid carrier (e. g. finely divided kaolin) ad 100 wt%. xii) Granules (GR, FG)
0.5-30 wt% of a compound I is ground finely and associated with solid carrier (e. g. silicate) ad 100 wt%. Granulation is achieved by extrusion, spray-drying or fluidized bed. xiii) Ultra-low volume liquids (UL)
1-50 wt% of a compound I are dissolved in organic solvent (e. g. aromatic hydrocarbon) ad 100 wt%.
The compositions types i) to xiii) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
The agrochemical compositions generally comprise between 0.01 and 95%, preferably be tween 0.1 and 90%, more preferably between 1 and 70%, and in particular between 10 and 60%, by weight of active substance. The active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
For the purposes of treatment of plant propagation materials, particularly seeds, solutions for seed treatment (LS), Suspoemulsions (SE), flowable concentrates (FS), powders for dry treat ment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC), and gels (GF) are usually employed. The com positions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40%, in the ready-to-use preparations. Application can be carried out before or during sowing. Methods for applying compound I and compositions thereof, respectively, onto plant propagation material, especially seeds, include dressing, coat ing, pelleting, dusting, and soaking as well as in-furrow application methods. Preferably, com pound I or the compositions thereof, respectively, are applied on to the plant propagation mate rial by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
When employed in plant protection, the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drench ing seed, amounts of active substance of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kilogram of plant propa gation material (preferably seeds) are generally required.
When used in the protection of materials or stored products, the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.
Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e. g. herbicides, insecticides, fungicides, growth regulators, safeners, biopesticides) may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix). These agents can be admixed with the compositions according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.
A pesticide is generally a chemical or biological agent (such as pestidal active ingredient, compound, composition, virus, bacterium, antimicrobial or disinfectant) that through its effect deters, incapacitates, kills or otherwise discourages pests. Target pests can include insects, plant pathogens, weeds, mollusks, birds, mammals, fish, nematodes (roundworms), and mi crobes that destroy property, cause nuisance, spread disease or are vectors for disease. The
term “pesticide” includes also plant growth regulators that alter the expected growth, flowering, or reproduction rate of plants; defoliants that cause leaves or other foliage to drop from a plant, usually to facilitate harvest; desiccants that promote drying of living tissues, such as unwanted plant tops; plant activators that activate plant physiology for defense of against certain pests; safeners that reduce unwanted herbicidal action of pesticides on crop plants; and plant growth promoters that affect plant physiology e.g. to increase plant growth, biomass, yield or any other quality parameter of the harvestable goods of a crop plant.
The user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochem ical composition is made up with water, buffer, and/or further auxiliaries to the desired applica tion concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
According to one embodiment, individual components of the composition according to the in vention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if ap propriate.
Consequently, one embodiment of the invention is a kit for preparing a usable pesticidal com position, the kit comprising a) a composition comprising component 1) as defined herein and at least one auxiliary; and b) a composition comprising component 2) as defined herein and at least one auxiliary; and optionally c) a composition comprising at least one auxiliary and option ally a further active component 3) as defined herein.
Mixing the compounds I or the compositions comprising them in the use form as fungicides with other fungicides results in many cases in an expansion of the fungicidal spectrum of activity being obtained or in a prevention of fungicide resistance development. Furthermore, in many cases, synergistic effects are obtained.
The following list of pesticides II (e. g. pesticidally-active substances and biopesticides), in conjunction with which the compounds I can be used, is intended to illustrate the possible com binations but does not limit them:
A) Respiration inhibitors
- Inhibitors of complex III at Q0 site: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), man- destrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin
(A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methox- yimino-/\/-methyl-acetamide (A.1.18), pyribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21a), methyl-/\/-[2-[(1,4-dimethyl-5-phenyl- pyrazol-3-yl)oxylmethyl]phenyl]-/\/-methoxy-carbamate (A.1.22), metyltetrapole (A.1.25), (Z,2£)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]-oxy-2-methoxyimino-/V,3-dimethyl-pent-3-en- amide (A.1.34), (Z,2£)-5-[1-(4-chlorophenyl)pyrazoi-3-yl]oxy-2-methoxyimino-/V, 3-dimethyl- pent-3-enamide (A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), 2-(ortho-((2,5-dimeth- ylphenyl-oxymethylen)phenyl)-3-methoxy-acrylic acid methylester (A.1.38);
- inhibitors of complex III at Q, site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-di- oxo-1 ,5-dioxonan-7-yl] 2-methylpropanoate (A.2.3), fenpicoxamid (A.2.4), florylpicoxamid (A.2.5);
- inhibitors of complex II: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), ox- ycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyra- ziflumid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), inpyrfluxam (A.3.22), pyrapropoyne (A.3.23), fluindapyr (A.3.28), N-p-p-chlorc -ttrifluoro-rnethyOphe- noxy]phenyl]-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide (A.3.29), methyl (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), isoflucypram (A.3.31), 2-(difluoromethyl)-/\/-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carbox- amide (A.3.32), 2-(difluoromethyl)-/\/-[(3R)-1 ,1 ,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-/\/-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide
(A.3.34), 2-(difluoromethyl)-/\/-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)-/\/-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl)-/\/-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl)-/\/-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)-/\/-[(3R)-3-isobutyl-1,1-dimethyl-indan-4-yl]pyridine-3-carbox- amide (A.3.39);
- other respiration inhibitors: diflumetorim (A.4.1); nitrophenyl derivates: binapacryl (A.4.2), di- nobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone
(A.4.7); organometal compounds: fentin salts, e. g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam (A.4.12);
B) Sterol biosynthesis inhibitors (SBI fungicides)
- C14 demethylase inhibitors: triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromucona- zole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), dinicona- zole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusi- lazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipcona- zole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobu- trazole (B.1.20), penconazole (B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), triadimefon (B.1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole (B.1.30), 2-(2,4-difluorophenyl)-1,1- difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.31), 2-(2,4-difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(trifluoromethoxy)phenyl]-2- pyridyl]propan-2-ol (B.1.32), 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl- 1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile (B.1.33), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol- 1-ylmethyl)cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), pro- chloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines, piperazines: fenarimol (B.1.49), pyrifenox (B.1.50), triforine (B.1.51), [3-(4-chloro-2-fluoro-phenyl)-5-(2,4-difluorophenyl)isox- azol-4-yl]-(3-pyridyl)methanol (B.1.52);
- Deltal 4-reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spi- roxamine (B.2.8);
- Inhibitors of 3-keto reductase: fenhexamid (B.3.1);
- Other Sterol biosynthesis inhibitors: chlorphenomizole (B.4.1);
C) Nucleic acid synthesis inhibitors
- phenylamides or acyl amino acid fungicides: benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);
- other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin- 4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-
2-(4-chlorophenylmethoxy)pyrimidin-4 amine (C.2.8);
D) Inhibitors of cell division and cytoskeleton
- tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), pyridachlometyl (D.1.6), A/-ethyl-2-[(3-ethynyl-8-methyl- 6-quinolyl)oxy]butanamide (D.1.8), A/-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methyl- sulfanyl-aceta ide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-(2-fluoroethyl)bu- tanamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-(2-fluoroethyl)-2-methoxy-acet- amide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-propyl-butanamide (D.1.12), 2-[(3- ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-/\/-propyl-acetamide (D.1.13), 2-[(3-ethynyl-8- ethyl-6-quinolyl)oxy]-2- ethylsulfanyl-/\/-propyl-acetamide (D.1.14), 2-[(3-ethynyl-8-methyl- 6-quinolyl)oxy]-/\/-(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4-fluoro- phenyl)-/\/-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16);
- other cell division inhibitors: diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxa ide (D.2.5), etrafenone (D.2.6), pyriofenone (D.2.7), phenamac- ril (D.2.8);
E) Inhibitors of amino acid and protein synthesis
- methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3);
- protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydro- chloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6);
F) Signal transduction inhibitors
- MAP / histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5);
- G protein inhibitors: quinoxyfen (F.2.1);
G) Lipid and membrane synthesis inhibitors
- Phospholipid biosynthesis inhibitors: edifenphos (G .1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4);
- lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7), zinc thiazole (G.2.8);
- phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7);
- compounds affecting cell membrane permeability and fatty acides: propamocarb (G.4.1);
- inhibitors of oxysterol binding protein: oxathiapiprolin (G.5.1), fluoxapiprolin (G.5.3), 4-[1-[2- [3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-carbox- amide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl- pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1-yl]ac- etyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3- (difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl- pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]ac- etyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-carboxamide (G.5.9), 4-[1-[2-[3,5-bis(trifluorome- thyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-carboxamide (G.5.10), (4-[1-[2- [5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/\/-tetralin-1-yl-pyridine-2-car- boxamide (G.5.11);
H) Inhibitors with Multi Site Action
- inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7);
- thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9);
- organochlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);
- guanidines and others: guanidine (H.4.1), dodine (H.4.2), dodine free base (H.4.3), guazatine (H.4.4), guazatine-acetate (H.4.5), i inoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), dithianon (H.4.9), 2,6-dimethyl-1H,5H-[1,4]di- thiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10);
I) Cell wall synthesis inhibitors
- inhibitors of glucan synthesis: validamycin (1.1.1), polyoxin B (1.1.2);
- melanin synthesis inhibitors: pyroquilon (1.2.1), tricyclazole (1.2.2), carpropamid (1.2.3), dicy- clomet (1.2.4), fenoxanil (1.2.5);
J) Plant defence inducers
- acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadi- one-calcium (J.1.5); phosphonates: fosetyl (J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid and its salts (J.1.8), calcium phosphonate (J.1.11 ) , potassium phosphonate (J.1.12), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-/\/-(2,4-dimethoxyphenyl)thiadiazole-
5-carboxamide (J.1.10);
K) Unknown mode of action
- bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), difen- zoquat-methylsulfate (K.1.10), diphenylamin (K.1.11), fenitropan (K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), metha- sulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), tolprocarb (K.1.21), oxin- copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24), tecloftalam (K.1.25), triazoxide (K.1.26), L/ -(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-/\/-ethyl-/\/-methyl formamidine (K.1.27), N -(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-/\/-eth- yl-/\/-methyl formamidine (K.1.28), A/-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]- oxy]-2,5-dimethyl-phenyl]-/\/-ethyl-/\/-methyl-formamidine (K.1.29), L/ -(5-bromo-6-indan-2- yloxy-2-methyl-3-pyridyl)-/\/-ethyl-/\/-methyl-formamidine (K.1.30), A/-[5-bromo-6-[1-(3,5-diflu- orophenyl)ethoxy]-2-methyl-3-pyridyl]-/\/-ethyl-/\/-methyl-formamidine (K.1.31), A/-[5-bromo-
6-(4-isopropylcyclohexoxy)-2-methyl-3-pyridyl]-/\/-ethyl-/\/-methyl-formamidine (K.1.32), A/-[5-bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-/\/-ethyl-/\/-methyl-formamidine (K.1.33), A/-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-/\/-ethyl-/\/-methyl forma midine (K.1.34), L/ -(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-/\/-ethyl- N- methyl formamidine (K.1.35), 2-(4-chloro-phenyl)-/\/-[4-(3,4-dimethoxy-phenyl)-isoxazol- 5-yl]-2-prop-2-ynyloxy-acetamide (K.1.36), 3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin- 3-yl]-pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3 yl]- pyridine (K.1.38), 5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1/-/-benzoimidazole (K.1.39), ethyl (Z)-3-amino-2-cyano-3-phenyl-prop-2-enoate (K.1.40), picarbutrazox (K.1.41), pentyl A/-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carba- mate (K.1.42), but-3-ynyl A/-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxyme- thyl]-2-pyridyl]carbamate (K.1.43), ipflufenoquin (K.1.44), quinofumelin (K.1.47), benziothia- zolinone (K.1.48), bromothalonil (K.1.49), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3- fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), dichlobentiazox (K.1.52),
N -(2,5-dimethyl-4-phenoxy-phenyl)-/\/-ethyl-/\/-methyl-formamidine (K.1.53), pyrifenamine (K.1.54), fluopimomide (K.1.55), N'-[5-bromo-2-methyl-6-(1 -methyl-2 propoxy-ethoxy)-3- pyridyl]-N-ethyl-N-methyl-formamidine (K.1.56);
M) Growth regulators abscisic acid (M.1.1), amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, butralin,
chlormequat, chlormequat chloride, choline chloride, cyclanilide, daminozide, dikegulac, dime- thipin, 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gib- berellic acid, inabenfide, indole-3-acetic acid , maleic hydrazide, mefluidide, mepiquat, mepiquat chloride, naphthaleneacetic acid, A/-6-benzyladenine, paclobutrazol, prohexadione, prohexadi- one-calcium, prohydrojasmon, thidiazuron, triapenthenol, tributyl phosphorotrithioate, 2,3,5-tri-iodobenzoic acid , trinexapac-ethyl, uniconazole;
N) Herbicides from classes N.1 to N.15
N.1 Lipid biosynthesis inhibitors: alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop- methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop- butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P- methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepra- loxydim, tralkoxydim, 4-(4'-chloro-4-cyclo-,propyl-2'-fluoro[1 ,T-biphenyl]-3-yl)-5-hydroxy- 2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (1312337-72-6); 4-(2',4'-dichloro-4-cyclopropyl[1,T- biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2/-/-pyran-3(6/-/)-one (1312337-45-3);
4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2/-/-pyran- 3(6H)-one (1033757-93-5); 4-(2',4'-dichloro-4-ethyl[1,T-biphenyl]-3-yl)-2,2,6,6-tetramethyl- 2/-/-pyran-3,5(4/-/,6/-/)-dione (1312340-84-3); 5-(acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'- fluoro[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one (1312337-48-6);
5-(acetyloxy)-4-(2',4'-dichloro-4-cyclopropyl- [1,T-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetra- methyl-2/-/-pyran-3-one; 5-(acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1 , 1 '-biphenyl]-3-yl)-3,6-di- hydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one (1312340-82-1); 5-(acetyloxy)-4-(2',4'-dichloro-4- ethyl[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one (1033760-55-2); 4- (4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo- 2/-/-pyran-3-yl carbonic acid methyl ester (1312337-51-1); 4-(2',4'-dichloro -4-cyclopropyl- [1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2/-/-pyran-3-yl carbonic acid me thyl ester; 4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5- oxo-2/-/-pyran-3-yl carbonic acid methyl ester (1312340-83-2); 4-(2',4'-dichloro-4-ethyh[1,1'- biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2/-/-pyran-3-yl carbonic acid methyl es ter (1033760-58-5); benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, espro- carb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thio- bencarb, tiocarbazil, triallate, vernolate;
N.2 ALS inhibitors: amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethamet- sulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron- methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfu- ron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, meta- zosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosul- furon-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfu- ron, triflusulfuron-methyl, tritosulfuron, imazamethabenz, imazamethabenz-methyl, imaza- mox, imazapic, imazapyr, imazaquin, imazethapyr; cloransulam, cloransulam-methyl, diclo- sulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan, pyroxsulam; bispyri- bac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac-methyl, pyrithio- bac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-ben- zoic acid-1 -methyhethyl ester (420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phe- nylj-'methyljaminoj-benzoic acid propyl ester (420138-40-5), A/-(4-bromophenyl)-2-[(4,6-di-
methoxy-2-pyrimidinyl)oxy]benzenemethanamine (420138-01-8); flucarbazone, flucarba- zone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone, thiencarba- zone-methyl; triafamone;
N.3 Photosynthesis inhibitors: amicarbazone; chlorotriazine; ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, pro- pazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn, trietazin; chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, sidu- ron, tebuthiuron, thiadiazuron, desmedipham, karbutilat, phenmedipham, phenmedipham- ethyl, bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, bromacil, lenacil, terbacil, bentazon, bentazon-sodium, pyridate, pyridafol, pentanochlor, pro- panil; diquat, diquat-dibromide, paraquat, paraquat-dichloride, paraquat-dimetilsulfate, 1-(6- tert-butylpyrimidin-4-yl)-2-hydroxy-4-meth-Oxy-3-methyl-2H-pyrrol-5-one (1654744-66-7), 1- (5-tert-butylisoxazol-3-yl)-2-hydroxy-4 methoxy-3-methyl-2H-pyrrol-5-one (1637455-12-9), 1- (5-tert-butylisoxazol-3-yl)-4-chloro-2 hydroxy-3-methyl-2H-pyrrol-5-one (1637453-94-1), 1-(5- tert-butyl-1-methyl-pyrazol-3-yl)-4 chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (1654057-29- 0), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (1654747-80-4), 4-hydroxy-1 methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-
2-one; (2023785-78-4), 4 hydroxy-1, 5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2- one (2023785-79-5), 5 ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazoli- din-2-one (1701416-69-4), 4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2- one (1708087-22-2), 4 hydroxy-1, 5-dimethyl-3-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]imid- azolidin-2-one (2023785-80-8), 1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-im- idazolidin-2-one (1844836-64-1);
N.4 protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, ben- carbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlor- methoxyfen, cinidon-ethyl, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pen- tyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimi- din-3-yl)phenoxy]-2-pyridyloxy]acetate (353292-31-6), A/-ethyl-3-(2,6-dichloro-4-trifluoro- methylphenoxy)-5-methyl-1/-/-pyrazole-1 -carboxamide (452098-92-9), /V-tetrahydrofurfuryl-
3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1/-/-pyrazole-1 -carboxamide (915396-43- 9), A/-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethyhphenoxy)-5-methyl-1/-/-pyrazole-1 -carbox amide (452099-05-7), A/-tetrahydro-,furfuryl-3-(2-chloro-6-fluoro-4-trifluoro-,methylphenoxy)- 5-methyl-1/-/-pyrazole-1 -carboxamide (452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-
3.4-di hydro-2/-/- be nzo[1 ,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 ,3,5]triazinan-2,4-dione (451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2/-/-benzo[1,4]oxazin-6-yl)- 4,5,6,7-tetrahydro-isoindole-1,3-dione (1300118-96-0), l-methyl-e-trifluoro-'methyl-
3-(2, 2, 7-tri-fluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2/-/-benzo[1,4]oxazin-6-yl)-1 /-/-pyrimidine-
2.4-dione (1304113-05-0), methyl (£)-4-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1/-/-methyl- pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate (948893-00-3), 3-[7-chloro-5-fluoro- 2-(trifluoromethyl)-1/-/-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1 /-/-pyrimidine-2, 4-di- one (212754-02-4);
N.5 Bleacher herbicides: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3-trifluoromethyhphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (180608-33-7); benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquintrione, isoxaflutole, mesotrione, pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone; aclonifen, amitrole, flumeturon;
N.6 EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potas- sium, glyphosate-trimesium (sulfosate);
N.7 Glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, glufosinate-ammonium; N.8 DHP synthase inhibitors: asulam;
N.9 Mitosis inhibitors: benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendi- methalin, prodiamine, trifluralin; amiprophos, amiprophos-methyl, butamiphos; chlorthal, chlorthal-dimethyl, dithiopyr, thiazopyr, propyzamide, tebutam; carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, propham;
N.10 VLCFA inhibitors: acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, dimethena- mid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, prop- isochlor, thenylchlor, flufenacet, mefenacet, diphenamid, naproanilide, napropamide, napro- pamide-M, fentrazamide, anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9
N.11 Cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam, 1-cyclohexyl-5-pentafluorphenyloxy-14-[1,2,4,6]thiatriazin-3-ylamine (175899-01- 1);
N.12 Decoupler herbicides: dinoseb, dinoterb, DNOC and its salts;
N.13 Auxinic herbicides: 2,4-D and its salts and esters, clacyfos, 2,4-DB and its salts and es ters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as amino- pyralid-dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (943832-60-8); MCPA and its salts and esters, MCPA- thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyr and its salts and esters, 4-amino-3-chloro- 6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylic acid, florpyrauxifen-ben- zyl, florpyrauxifen;
N.14 Auxin transport inhibitors: diflufenzopyr, diflufenzopyr-sodium, naptalam, naptalam- sodium;
N.15 Other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, di- fenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flu- renol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydra- zide, mefluidide, metam, methiozolin (403640-27-7), methyl azide, methyl bromide, methyl- dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, tridiphane;
O) Insecticides from classes 0.1 to 0.29
O.1 Acetylcholine esterase (AChE) inhibitors: aldicarb (0.1.1), alanycarb (0.1.2), bendiocarb
(0.1.3), benfuracarb (0.1.4), butocarboxim (0.1.5), butoxycarboxim (0.1.6), carbaryl (0.1.7), carbofuran (0.1.8), carbosulfan (0.1.9), ethiofencarb (0.1.10), fenobucarb (0.1.11), formetanate (0.1.12), furathiocarb (0.1.13), isoprocarb (0.1.14), methiocarb (0.1.15), methomyl (0.1.16), metolcarb (0.1.17), oxamyl (0.1.18), pirimicarb (0.1.19), propoxur (0.1.20), thiodicarb (0.1.21), thiofanox (0.1.22), trimethacarb (0.1.23), XMC (0.1.24), xy- lylcarb (0.1.25), triazamate (0.1.26), acephate (0.1.27), azamethiphos (0.1.28), azinphos- ethyl (0.1.29), azinphosmethyl (0.1.30), cadusafos (0.1.31), chlorethoxyfos (0.1.32), chlorfenvinphos (0.1.33), chlormephos (0.1.34), chlorpyrifos (0.1.35), chlorpyrifos-methyl (0.1.36), coumaphos (0.1.37), cyanophos (0.1.38), demeton-S-methyl (0.1.39), diazinon (0.1.40), dichlorvos/ DDVP (0.1.41), dicrotophos (0.1.42), dimethoate (0.1.43), dimethyl- vinphos (0.1.44), disulfoton (0.1.45), EPN (0.1.46), ethion (0.1.47), ethoprophos (0.1.48), famphur (0.1.49), fenamiphos (0.1.50), fenitrothion (0.1.51), fenthion (0.1.52), fosthiazate (0.1.53), heptenophos (0.1.54), imicyafos (0.1.55), isofenphos (0.1.56), isopropyl 0-(meth- oxyaminothio-phosphoryl) salicylate (0.1.57), isoxathion (0.1.58), malathion (0.1.59), me- carbam (0.1.60), methamidophos (0.1.61), methidathion (0.1.62), mevinphos (0.1.63), monocrotophos (0.1.64), naled (0.1.65), omethoate (0.1.66), oxydemeton-methyl (0.1.67), parathion (0.1.68), parathion-methyl (0.1.69), phenthoate (0.1.70), phorate (0.1.71), phosalone (0.1.72), phosmet (0.1.73), phosphamidon (0.1.74), phoxim (0.1.75), pirimi- phos- methyl (0.1.76), profenofos (0.1.77), propetamphos (0.1.78), prothiofos (0.1.79), py- raclofos (0.1.80), pyridaphenthion (0.1.81), quinalphos (0.1.82), sulfotep (0.1.83), tebupi- rimfos (0.1.84), temephos (0.1.85), terbufos (0.1.86), tetrachlorvinphos (0.1.87), thiometon (0.1.88), triazophos (0.1.89), trichlorfon (0.1.90), vamidothion (0.1.91);
0.2 GABA-gated chloride channel antagonists: endosulfan (0.2.1), chlordane (0.2.2), ethiprole (0.2.3), fipronil (0.2.4), flufiprole (0.2.5), pyrafluprole (0.2.6), pyriprole (0.2.7);
0.3 Sodium channel modulators: acrinathrin (0.3.1), allethrin (0.3.2), d-cis-trans allethrin (0.3.3), d-trans allethrin (0.3.4), bifenthrin (0.3.5), kappa-bifenthrin (0.3.6), bioallethrin (0.3.7), bioallethrin S-cylclopentenyl (0.3.8), bioresmethrin (0.3.9), cycloprothrin (0.3.10),
cyfluthrin (0.3.11), beta-cyfluthrin (0.3.12), cyhalothrin (0.3.13), lambda-cyhalothrin (0.3.14), gamma-cyhalothrin (0.3.15), cypermethrin (0.3.16), alpha-cypermethrin (0.3.17), beta-cypermethrin (0.3.18), theta-cypermethrin (0.3.19), zeta-cypermethrin (0.3.20), cyphe- nothrin (0.3.21), deltamethrin (0.3.22), empenthrin (0.3.23), esfenvalerate (0.3.24), etofenprox (0.3.25), fenpropathrin (0.3.26), fenvalerate (0.3.27), flucythrinate (0.3.28), flumethrin (0.3.29), tau-fluvalinate (0.3.30), halfenprox (0.3.31), heptafluthrin (0.3.32), imi- prothrin (0.3.33), meperfluthrin (0.3.34), metofluthrin (0.3.35), momfluorothrin (0.3.36), ep- silon-momfluorothrin (0.3.37), permethrin (0.3.38), phenothrin (0.3.39), prallethrin (0.3.40), profluthrin (0.3.41), pyrethrin (pyrethrum) (0.3.42), resmethrin (0.3.43), silafluofen (0.3.44), tefluthrin (0.3.45), kappa-tefluthrin (0.3.46), tetramethylfluthrin (0.3.47), tetramethrin (0.3.48), tralomethrin (0.3.49), transfluthrin (0.3.50), DDT (0.3.51), methoxychlor (0.3.52);
0.4 Nicotinic acetylcholine receptor agonists (nAChR): acetamiprid (0.4.1), clothianidin (0.4.2), cycloxaprid (0.4.3), dinotefuran (0.4.4), imidacloprid (0.4.5), nitenpyram (0.4.6), thiacloprid (0.4.7), thiamethoxam (0.4.8), 4,5-dihydro-/\/-nitro-1-(2-oxiranylmethyl)-1/-/-imidazol-2-amine (0.4.9), (2£)-1-[(6-chloropyridin-3-yl)methyl]-/\/-nitro-2-pentylidenehydrazinecarboximidam- ide (0.4.10), 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahy- droimidazo[1,2-a]pyridine (0.4.11), nicotine (0.4.12), sulfoxaflor (0.4.13), flupyradifurone (0.4.14), triflumezopyrim (0.4.15), (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3- dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.16), (3S)-3-(6-chloro-3-pyridyl)-8-methyl- 5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.17), (3S)-8-methyl-5- oxo-6-phenyl-3-pyrimidin-5-yl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.18), (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-[3-(trifluoromethyl)phenyl]-2,3-dihydrothia- zolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.19), (3R)-3-(2-chlorothiazol-5-yl)-6-(3,5-dichloro- phenyl)-8-methyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.20), (3R)-3-(2- chlorothiazol-5-yl)-8-ethyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate (0.4.21);
0.5 Nicotinic acetylcholine receptor allosteric activators: spinosad (0.5.1), spinetoram (0.5.2);
0.6 Chloride channel activators: abamectin (0.6.1), emamectin benzoate (0.6.2), ivermectin (0.6.3), lepimectin (0.6.4), milbemectin (0.6.5);
0.7 Juvenile hormone mimics: hydroprene (0.7.1), kinoprene (0.7.2), methoprene (0.7.3), fenoxycarb (0.7.4), pyriproxyfen (0.7.5);
0.8 miscellaneous non-specific (multi-site) inhibitors: methyl bromide (0.8.1) and other alkyl halides, chloropicrin (0.8.2), sulfuryl fluoride (0.8.3), borax (0.8.4), tartar emetic (0.8.5);
0.9 Chordotonal organ TRPV channel modulators: pymetrozine (0.9.1), pyrifluquinazon (0.9.2), flonicamid (0.9.3);
0.10 Mite growth inhibitors: clofentezine (0.10.1), hexythiazox (0.10.2), diflovidazin (0.10.3), etoxazole (0.10.4);
0.11 Microbial disruptors of insect midgut membranes: Bacillus thuringiensis, Bacillus sphaeri- cus and the insecticdal proteins they produce: Bacillus thuringiensis subsp. Israelensis (0.11.1), Bacillus sphaericus (0.11.2), Bacillus thuringiensis subsp. aizawai (0.11.3), Bacil lus thuringiensis subsp. kurstaki (0.11.4), Bacillus thuringiensis subsp. tenebrionis (0.11.5), the Bt crop proteins: CrylAb (0.11.6), CrylAc (0.11.7), CrylFa (0.11.8), Cry2Ab (0.11.9), mCry3A (0.11.10), Cry3Ab (0.11.11), Cry3Bb (0.11.12), Cry34/35Ab1 (0.11.13);
0.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron (0.12.1), azocyclotin (0.12.2), cyhexatin (0.12.3), fenbutatin oxide (0.12.4), propargite (0.12.5), tetradifon (0.12.6);
0.13 Uncouplers of oxidative phosphorylation via disruption of the proton gradient: chlorfenapyr (0.13.1), DNOC (0.13.2), sulfluramid (0.13.3);
0.14 Nicotinic acetylcholine receptor (nAChR) channel blockers: bensultap (0.14.1), cartap hy drochloride (0.14.2), thiocyclam (0.14.3), thiosultap sodium (0.14.4);
0.15 Inhibitors of the chitin biosynthesis type 0: bistrifluron (0.15.1), chlorfluazuron (0.15.2),
diflubenzuron (0.15.3), flucycloxuron (0.15.4), flufenoxuron (0.15.5), hexaflumuron (0.15.6), lufenuron (0.15.7), novaluron (0.15.8), noviflumuron (0.15.9), teflubenzuron (0.15.10), triflumuron (0.15.11);
0.16 Inhibitors of the chitin biosynthesis type 1: buprofezin (0.16.1);
0.17 Moulting disruptors: cyromazine (0.17.1);
0.18 Ecdyson receptor agonists: methoxyfenozide (0.18.1), tebufenozide (0.18.2), halofeno- zide (0.18.3), fufenozide (0.18.4), chromafenozide (0.18.5);
0.19 Octopamin receptor agonists: amitraz (0.19.1);
0.20 Mitochondrial complex III electron transport inhibitors: hydramethylnon (0.20.1), acequi- nocyl (0.20.2), fluacrypyrim (0.20.3), bifenazate (0.20.4);
0.21 Mitochondrial complex I electron transport inhibitors: fenazaquin (0.21.1), fenpyroximate (0.21.2), pyrimidifen (0.21.3), pyridaben (0.21.4), tebufenpyrad (0.21.5), tolfenpyrad (0.21.6), rotenone (0.21.7);
0.22 Voltage-dependent sodium channel blockers: indoxacarb (0.22.1), metaflumizonev (0.22.2), 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-/\/-[4-(difluorometh- oxy)phenyl]-hydrazinecarboxamide (0.22.3), A/-(3-chloro-2-methylphenyl)-2-[(4-chloro- phenyl)-[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide (0.22.4);
0.23 Inhibitors of the of acetyl CoA carboxylase: spirodiclofen (0.23.1), spiromesifen (0.23.2), spirotetramat (0.23.3), spiropidion (0.23.4);
0.24 Mitochondrial complex IV electron transport inhibitors: aluminium phosphide (0.24.1), cal cium phosphide (0.24.2), phosphine (0.24.3), zinc phosphide (0.24.4), cyanide (0.24.5);
0.25 Mitochondrial complex II electron transport inhibitors: cyenopyrafen (0.25.1), cyflumetofen (0.25.2);
0.26 Ryanodine receptor-modulators: flubendiamide (0.26.1), chlorantraniliprole (0.26.2), cy- antraniliprole (0.26.3), cyclaniliprole (0.26.4), tetraniliprole (0.26.5), (R)-3-chloro-/\/1-{2-me- thyl-4-[1 ,2,2,2 -tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-/\/2-(1-methyl-2-methyl- sulfonylethyl)phthalamide (0.26.6), (S)-3-chloro-/\/1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluo- romethyOethylJphenylJ-A^-O-methyl^-methylsulfonylethyOphthalamide (0.26.7), methyl-2- [3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1/-/-pyrazol-5-yl]carbonyl}amino)benzoyl]- 1 ,2-dimethylhydrazinecarboxylate (0.26.8), A/-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanyli- dene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.9), A/-[4-chloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3- chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.10), A/-[4-chloro-2-[(di-2- propyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluo- romethyl)pyrazole-3-carboxamide (0.26.11), A/-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sul- fanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carbox- amide (0.26.12), A/-[4,6-dibromo-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2- (3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.13), A/-[2-(5-amino- 1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1/-/-pyrazole- 5-carboxamide (0.26.14) , 3-chloro-1 -(3-chloro-2-pyridinyl)-/\/-[2,4-dichloro-6-[[(1 -cyano-1 - methylethyl)amino]carbonyl]phenyl]-1/-/-pyrazole-5-carboxamide (0.26.15), tetra- chlorantraniliprole (0.26.16), A/-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-meth- ylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1/-/-pyrazole-5-carboxamide (0.26.17), cyhalodiamide (0.26.18);
0.27: Chordotonal organ Modulators - undefined target site: flonicamid (0.27.1);
0.28. insecticidal active compounds of unknown or uncertain mode of action: afidopyropen (0.28.1), afoxolaner (0.28.2), azadirachtin (0.28.3), amidoflumet (0.28.4), benzoximate (0.28.5), broflanilide (0.28.6), bromopropylate (0.28.7), chinomethionat (0.28.8), cryolite (0.28.9), dicloromezotiaz (0.28.10), dicofol (0.28.11), flufenerim (0.28.12), flometoquin (0.28.13), fluensulfone (0.28.14), fluhexafon (0.28.15), fluopyram (0.28.16), fluralaner
(0.28.17), metoxadiazone (0.28.18), piperonyl butoxide (0.28.19), pyflubumide (0.28.20), pyridalyl (0.28.21), tioxazafen (0.28.22), 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4- dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-(4’-fluoro-2,4-dimethylbiphenyl-3-yl)-4- hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoro- ethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1 HA ,2,4-triazole-5-amine (0.28.23), Bacillus firmus 1-1582 (0.28.24), flupyrimin (0.28.25), fluazaindolizine (0.28.26), 4-[5-(3,5-dichlorophenyl)- 5-(trifluoromethyl)-4/-/-isoxazol-3-yl]-2-methyl-/\/-(1-oxothietan-3-yl)benzamide (0.28.27), fluxametamide (0.28.28), 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1/-/-py- razole (0.28.1), 4-cyano-/\/-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluorome- thyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide (0.28.29), 4-cyano-3-[(4-cyano-2- methyl-benzoyl)amino]-/\/-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)pro- pyl]phenyl]-2-fluoro-benzamide (0.28.30), A/-[5-[[2-chloro-6-cyano-4-[1 ,2,2,3,3,3-hexafluoro-
1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide (0.28.31), A/-[5-[[2-bromo-6-chloro-4-[2, 2, 2-trifluoro-1 -hydroxy-1 -(trifluoromethyl)ethyl]phe- nyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide (0.28.32), A/-[5-[[2-bromo-6- chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phe- nyl]-4-cyano-2-methyl-benzamide (0.28.33), 4-cyano-/\/-[2-cyano-5-[[2,6-dichloro-4-
[1,2, 2,3,3, 3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-ben- zamide (0.28.34), 4-cyano-/\/-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluorome- thyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide (0.28.35), A/-[5-[[2-bromo-6-chloro-
4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2- methyl-benzamide (0.28.36); 2-(1 ,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyl]-pyridine (0.28.37), 2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (0.28.38),
2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (0.28.39), A/-methylsulfonyl-6-[2-(3- pyridyl)thiazol-5-yl]pyridine-2-carboxamide (0.28.40), A/-methylsulfonyl-6-[2-(3-pyridyl)thia- zol-5-yl]pyridine-2-carboxamide (0.28.41), 1-[(6-chloro-3-pyridinyl)methyl]-1,2,3,5,6,7-hexa- hydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine (0.28.42), 1-[(6-chloropyridin-3- yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol (0.28.43), 1-iso- propyl-/\/,5-dimethyl-/\/-pyridazin-4-yl-pyrazole-4-carboxamide (0.28.44), 1-(1,2-dimethylpro- pyl)-/\/-ethyl-5-methyl-/\/-pyridazin-4-yl-pyrazole-4-carboxamide (0.28.45), /V,5-dimethyl-/V- pyridazin-4-yl-1 -(2,2,2-trifluoro-1 -methyl-ethyl)pyrazole-4-carboxamide (0.28.46) , 1 -[1 -(1 - cyanocyclopropyl)ethyl]-/\/-ethyl-5-methyl-/\/-pyridazin-4-yl-pyrazole-4-carboxamide (0.28.47), /\/-ethyl-1-(2-fluoro-1-methyl-propyl)-5-meth-yl-/\/-pyridazin-4-yl-pyrazole-4-carbox- amide (0.28.48), 1-(1,2-dimethylpropyl)-/\/,5-dimethyl-/\/-pyridazin-4-yl-pyrazole-4-carbox- amide (0.28.49), 1-[1-(1-cyanocyclopropyl)ethyl]-/\/,5-dimethyl-/\/-pyridazin-4-yl-pyrazole-4- carboxamide (0.28.50), A/-methyl-1-(2-fluoro-1-methyl-propyl]-5- ethyl-/\/-pyridazin-4-yl-py- razole-4-carboxamide (0.28.51), 1-(4,4-difluorocyclohexyl)-/\/-ethyl-5-methyl-/\/-pyridazin-4- yl-pyrazole-4-carboxamide (0.28.52), 1-(4,4-difluorocyclohexyl)-/\/,5-dimethyl-/\/-pyridazin-4- yl-pyrazole-4-carboxamide (0.28.53), A/-(1- ethylethyl)-2-(3-pyridinyl)-2/-/-indazole-4-car- boxa ide (0.28.54), A/-cyclopropyl-2-(3-pyridinyl)-2/-/-indazole-4-carboxamide (0.28.55), N- cyclohexyl-2-(3-pyridinyl)-2/-/-indazole-4-carboxamide (0.28.56), 2-(3-pyridinyl)-/V-(2,2,2-tri- fluoroethyl)-2/-/-indazole-4-carboxamide (0.28.57), 2-(3-pyridinyl)-/\/-[(tetrahydro-2- furanyl) ethyl]-2/-/-indazole-5-carboxa ide (0.28.58), methyl 2-[[2-(3-pyridinyl)-2/-/-indazol-
5-yl]carbonyl]hydrazinecarboxylate (0.28.59), A/-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridi- nyl)-2/-/-indazole-5-carboxamide (0.28.60), A/-(2,2-difluoropropyl)-2-(3-pyridinyl)-2/-/-inda- zole-5-carboxamide (0.28.61), 2-(3-pyridinyl )-/\/-(2-pyrimidinylmethyl )-2/-/-indazole-5-car- boxamide (0.28.62), A/-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2/-/-indazole-5-carbox- amide (0.28.63), tyclopyrazoflor (0.28.64), sarolaner (0.28.65), lotilaner (0.28.66), A/-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoro-
ethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (0.28.67), M. UN.22a 2-(3-ethyl- sulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.68), 2-[3-ethyl- sulfonyl-5-(trifluoromethyl)-2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.69), iscocycloseram(O.28.70), A/-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl- 5-(1 ,1 ,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide (0.28.72), N-[ 4- chloro-3-[(1 -cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1 , 1 ,2,2,2-pentafluoroethyl)-4- (trifluoromethyl)pyrazole-3-carboxamide (0.28.73), acynonapyr (0.28.74), benzpyrimoxan (0.28.75), chloro-/\/-(1-cyanocyclopropyl)-5-[1-[2-methyl-5-(1, 1,2,2, 2-pentafluoroethyl)-4-(tri- fluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide (0.28.76), oxazosulfyl (0.28.77), [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl]-/\/-[4-[1-[4-(tri- fluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate (0.28.78), [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl] N-[4-[1-[4-(trifluorometh- oxy)phenyl]-1 ,2,4-triazol-3-yl]phenyl]carbamate (0.28.79), [(2S,3R,4R,5S,6S)-3,5-di- methoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl]-/\/-[4-[1 -[4-(1 , 1 ,2,2,2-pentafluoroeth- oxy)phenyl]-1 ,2,4-triazol-3-yl]phenyl]carbamate (0.28.80), [(2S,3R,4R,5S,6S)-3,4,5-tri- methoxy-6-methyl-tetrahydropyran-2-yl]-/\/-[4-[1-[4-(1, 1,2,2, 2-pentafluoroethoxy)phenyl]- 1 ,2,4-triazol-3-yl]phenyl]carbamate (0.28.81), (2Z)-3-(2-isopropylphenyl)-2-[(£)-[4-[1-[4- (1 , 1 ,2,2,2-pentafluoroethoxy)phenyl]-1 ,2,4-triazol-3-yl]phenyl]methylenehydrazono]thiazoli- din-4-one (0.28.82), 2-(6-chloro-3-ethylsulfonyl-imidazo[1 ,2-a]pyridin-2-yl)-3-methyl-6-(tri- fluoromethyl)imidazo[4,5-b]pyridine (0.28.83), 2-(6-bromo-3-ethylsulfonyl-imidazo[1 ,2-a]pyri- din-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.84), 2-(3-ethylsulfonyl-6- iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.85), 2-[3-ethylsulfonyl-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)im- idazo[4,5-b]pyridine (0.28.86), 2-(7-chloro-3-ethylsulfonyl-imidazo[1 ,2-a]pyridin-2-yl)-3-me- thyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.87), 2-(3-ethylsulfonyl-7-iodo-imid- azo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.88), 3-ethyl- sulfonyl-6-iodo-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyri- dine-8-carbonitrile (0.28.89), 2-[3-ethylsulfonyl-8-fluoro-6-(trifluoromethyl)imidazo[1,2-a]pyri- din-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (0.28.90), 2-[3-ethylsulfonyl-7- (trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethylsulfinyl)imidazo- [4,5-b]pyridine (0.28.91), 2-[3-ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3- methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine (0.28.92), 2-(6-bromo-3-ethylsulfonyl-imid- azo[1,2-a]pyridin-2-yl)-6-(trifluoromethyl)pyrazolo[4,3-c]pyridine (0.28.93).
The active substances referred to as component 2, their preparation and their activity e. g. against harmful fungi is known (cf. : http://www.alanwood.net/pesticides/); these substances are commercially available. The compounds described by lUPAC nomenclature, their preparation and their pesticidal activity are also known (cf. Can. J. Plant Sci. 48(6), 587-94, 1968;
EP-A 141 317; EP-A 152 031; EP-A 226917; EP-A 243970; EP-A 256503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244,
JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272;
US 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404;
WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431;
WO 03/10149; WO 03/11853; WO 03/14103; WO 03/16286; WO 03/53145; WO 03/61388;
WO 03/66609; WO 03/74491; WO 04/49804; WO 04/83193; WO 05/120234; WO 05/123689;
WO 05/123690; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325;
WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271 , WO 11/028657, WO 12/168188, WO 07/006670, WO 11/77514; WO 13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/24010, WO 13/047441, WO 13/162072, WO 13/092224, WO 11/135833, CN 1907024, CN 1456054,
CN 103387541, CN 1309897, WO 12/84812, CN 1907024, WO 09094442, WO 14/60177,
WO 13/116251, WO 08/013622, WO 15/65922, WO 94/01546, EP 2865265, WO 07/129454, WO 12/165511, WO 11/081174, WO 13/47441, JP2015089883, JP2015120675,
WO2015119246, WO2011135827, WO2012084812).
The present invention furthermore relates to agrochemical compositions comprising a mixture of at least one compound I (component 1) and at least one further active substance useful for plant protection, e. g. selected from the groups A) to O) (component 2), in particular one further fungicide, e. g. one or more fungicide from the groups A) to K), as described above, and if de sired one suitable solvent or solid carrier. Those mixtures are of particular interest, since many of them at the same application rate show higher efficiencies against harmful fungi. Further more, combating harmful fungi with a mixture of compounds I and at least one fungicide from groups A) to K), as described above, is more efficient than combating those fungi with individual compounds I or individual fungicides from groups A) to K).
By applying compounds I together with at least one active substance from groups A) to O) a synergistic effect can be obtained, i.e. more than simple addition of the individual effects is ob tained (synergistic mixtures).
This can be obtained by applying the compounds I and at least one further active substance simultaneously, either jointly (e. g. as tank-mix) or seperately, or in succession, wherein the time interval between the individual applications is selected to ensure that the active substance ap plied first still occurs at the site of action in a sufficient amount at the time of application of the further active substance(s). The order of application is not essential for working of the present invention.
When applying compounds I and a pesticide II sequentially the time between both applications may vary e. g. between 2 hours to 7 days. Also, a broader range is possible ranging from 0.25 hour to 30 days, preferably from 0.5 hour to 14 days, particularly from 1 hour to 7 days or from 1.5 hours to 5 days, even more preferred from 2 hours to 1 day.
In the binary mixtures and compositions according to the invention the weight ratio of the com ponent 1) and the component 2) generally depends from the properties of the active compo nents used, usually it is in the range of from 1:10,000 to 10,000:1, often it is in the range of from 1:100 to 100:1, regularly in the range of from 1:50 to 50:1, preferably in the range of from 1:20 to 20:1, more preferably in the range of from 1:10 to 10:1, even more preferably in the range of from 1 :4 to 4: 1 and in particular in the range of from 1 :2 to 2: 1.
According to further embodiments of the binary mixtures and compositions, the weight ratio of the component 1) and the component 2) usually is in the range of from 1000:1 to 1:1, often in the range of from 100: 1 to 1:1, regularly in the range of from 50:1 to 1:1, preferably in the range of from 20:1 to 1:1, more preferably in the range of from 10:1 to 1:1, even more preferably in the range of from 4:1 to 1:1 and in particular in the range of from 2:1 to 1:1.
According to a further embodiments of the binary mixtures and compositions, the weight ratio of the component 1) and the component 2) usually is in the range of from 1:1 to 1:1000, often in the range of from 1:1 to 1:100, regularly in the range of from 1:1 to 1:50, preferably in the range of from 1:1 to 1:20, more preferably in the range of from 1:1 to 1:10, even more preferably in the range of from 1:1 to 1:4 and in particular in the range of from 1:1 to 1:2.
In the ternary mixtures, i.e. compositions according to the invention comprising the component 1) and component 2) and a compound III (component 3), the weight ratio of component 1) and component 2) depends from the properties of the active substances used, usually it is in the range of from 1:100 to 100:1, regularly in the range of from 1:50 to 50:1, preferably in the range of from 1:20 to 20:1, more preferably in the range of from 1:10 to 10:1 and in particular in the range of from 1:4 to 4:1, and the weight ratio of component 1) and component 3) usually it is in the range of from 1:100 to 100:1, regularly in the range of from 1:50 to 50:1, preferably in the
range of from 1:20 to 20:1, more preferably in the range of from 1:10 to 10:1 and in particular in the range of from 1 :4 to 4: 1.
Any further active components are, if desired, added in a ratio of from 20:1 to 1 :20 to the com ponent 1).
These ratios are also suitable for inventive mixtures applied by seed treatment.
Accordingly, the present invention furthermore relates to mixtures comprising one compound of the formula I (component 1, a group represented by the expression “(I)”) and one pesticide II (component 2), wherein pesticide II is an active ingredient selected from the groups A) to O) de fined above.
Further embodiments B-1 to B-705 listed in Table B below relate to mixtures comprising as ac tive components one of the in the present specification individualized compounds of the formula I, which is selected from the group of compounds I.A.A-1 to I.A.A-1364, I.B.A-1 to I.B.A-1364, I.C.A-1 to I.C.A-1364, I.D.A-1 to I.D.A-1364, I.E.A-1 to I.E.A-1364, I.F.A-1 to I.F.A-1364, I.G.A-1 to I.G.A-1364 and I.H.A-1 to I.H.A-1364 as defined in tables 1 to 8 (component 1, a group repre sented by the expression “(I)”), and one pesticide II selected from the groups A) to O) as de fined herein (component 2, for example, (A.1.1) or azoxystrobin, in embodiment B-1).
The mixtures of active substances can be prepared as compositions comprising besides the active ingredients at least one inert ingredient (auxiliary) by usual means, e. g. by the means given for the compositions of compounds I.
Concerning usual ingredients of such compositions reference is made to the explanations given for the compositions containing compounds I.
The mixtures of active substances according to the present invention are suitable as fungi cides, as are the compounds of formula I. They are distinguished by an outstanding effective ness against a broad spectrum of phytopathogenic fungi, especially from the classes of the As- comycetes, Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn. Oomycetes). In addition, it is referred to the explanations regarding the fungicidal activity of the compounds and the compositions containing compounds I, respectively.
I. Synthesis examples
The compounds of the formula I can be prepared according to the methods outlined below.
1-1. N-(1 -benzyl-1, 3-dimethyl-butyl)thieno[2,3-b]pyridine-5-carboxamide
0,300 g (2 mmol) 2,4-dimethyl-1-phenyl-pentan-2-amine (CAS 1129247-94-4) was added to a mixture of 0,365 g (2 mmol) thieno[2,3-b]pyridine-5-carboxylic acid (CAS 117390-38-2), 0,238 g (2 mmol) triethylamine and 0,775 g (2 mmol) HATU (CAS 148893-10-1 (1-[Bis(dimethyla- mino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate)) in 10 ml di- methylformamide upon stirring.
The reaction mixture was stirred at room temperature over night, diluted with water and the aqueous phase was extracted three times with methyl-t-butyl-ether. The combined organic lay-
ers were extracted with 10 % lithium chloride solution, dried over sodium sulfate and evapo rated. The residue was purified via column chromatography over a RP18-column eluting with acetonitrile/water mixtures to yield 0,55 g (77 % of theory) of the title compound as colorless crystals (mp = 142°C).
1H-NMR (CDCIs, d in ppm):
8,77 (s, 1H); 8,4 (s, 1 H); 7,6 (d, 1H); 7,35 (d, 1 H); 7,2 (m, 5H); 5,7 (s, broad, 1H); 3,45 (d, 1H); 2,95 (d, 1 H); 2,15 (dd, 1 H); 1,9 (m, 1 H); 1,65 (dd, 1H); 1,0 (d, 6H)
HPLC-MS: HPLC-column Kinetex XB C18 1,7m (50 x 2,1 mm); eluent: acetonitrile / water + 0.1% TFA (5 gradient from 5:95 to 100 : 0 in 1.5 min at 60°C, flow gradient from 0.8 to 1.0 ml/min in 1.5 min). MS: Quadrupol Electrospray Ionisation, 80 V (positive mode).
Green House
The compound was dissolved in a mixture of acetone and/or dimethylsulfoxide and the wetting agent/emulsifier Wettol, which is based on ethoxylated alkylphenoles, in a ratio (volume) solvent- emulsifier of 99 to 1 to give a total volume of 5 ml. Subsequently, water was added to total volume of 100 ml.
This stock solution was then diluted with the described solvent-emulsifier-water mixture to the final concentration given in the table below.
Exaple 1 - Preventative fungicidal control of Botrytis cinerea on leaves of green pepper
Young seedlings of green pepper were grown in pots to the 4 to 5 leaf stage. These plants were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or mixture mentioned in the table below. The next day the plants were inoculated with an aqueous biomalt or DOB solution (including 10% glycerine) containing the spore suspension of Botrytis cinerea. Then the plants were immediately transferred to a humid chamber. After 5 days at 22 to 24DC and a saturated relative humidity, the extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
In this test, the samples which had been treated with 250 ppm of the active substance from examples Ex-1, Ex-2, Ex-8, Ex-9, Ex-11 respectively, showed up to at most 13 % growth of the pathogen whereas the untreated plants were 80% infected.
Example 2 - Control of culm rot on pearl millet caused by Fusarium culmorum
Pot-grown pearl millet seedlings were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or their mixture as described below. The plants were allowed to air-dry. The next day the plants were inoculated with a spore suspension of Fusarium
culmorum in an aqueous biomalt or DOB solution. Then the trial plants were immediately transferred to a humid chamber. After 6 days at 23-25°C and a saturated relative humidity, the extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
In this test, the samples which had been treated with 250 ppm of the active substance from examples EX-!; Ex-2, Ex-7, Ex-11 respectively, showed up to at most 13 % growth of the pathogen whereas the untreated plants were 90% infected.
Microtest
The active compounds were formulated separately as a stock solution having a concentration of 10000 ppm in dimethyl sulfoxide.
Example 1- Activity against the grey mold Botrytis cinerea in the microtiterplate test
The stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations. A spore suspension of Botrci cinerea in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
In this test, the samples which had been treated with 31 ppm of the active substance from ex amples Ex-1, Ex-2, Ex-3, Ex-7, Ex-8, Ex-9, Ex-10, Ex-11 , Ex-12 respectively, showed up to at most 14 % growth of the pathogen.
Example 2 - Activity against Fusa um culmorum in the microtiterplate test
The stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations. A spore suspension of Fusarium culmorum in an aqueous biomalt or yeast-bactopeptone-glycerine or DOB solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an ab sorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
In this test, the samples which had been treated with 31 ppm of the active substance from ex amples Ex-1 , Ex-2, Ex-3, Ex-7, Ex-8, Ex-9, Ex-10, Ex-11 , Ex-12 respectively, showed up to at most 16 % growth of the pathogen.
Claims
1. Use of the compounds of formula I
wherein
X is O or S;
Z is CR2 or N;
Q is O or S;
R1 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-Ci- C6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moi eties of R1 are unsubstituted or substituted by one to six groups R1a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R1a are unsubstituted or substituted by one to six halogen or CN;
R2 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moieties of R2 are unsubstituted or substituted by one to six groups R2a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R2a are unsubstituted or substituted by one to six halogen or CN;
R3 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moieties of R3 are unsubstituted or substituted by one to six groups R3a which inde pendently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R3a are unsubstituted or substituted by one to six halogen or CN; R4 is in each case independently selected from hydrogen, halogen, CN, CrC6-alkyl, C1-C6- halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, C3-C6-cycloalkyl, wherein the acyclic and cyclic moieties of R4 are unsubstituted or substituted by one to six groups R4a which inde pendently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, 0-CrC6-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl; and wherein the groups R4a are unsubstituted or substituted by one to six halogen or CN;
Y is in each case independently selected from single bond, C(R9R10), C(R9R10)-Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, CrC6-halogenalkyl, C2-C6-halogenalkenyl, C2-C6-halogen- alkinyl, O-CrCe-alkyl, 0-C2-C6-alkenyl, 0-C2-C6-alkynyl, NR5, N(R5)-CrC6-alkyl, N(R5)C2- C6-alkenyl, N(R5) C2-C6-alkynyl; the acyclic and cyclic moieties of Y are unsubstituted or substituted by one to eight groups Ya
Ya is in each case independently selected from halogen, CN, OH, CrCs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); two substituents Ya bound to the same carbon atom may form a carbonyl group (C=0), a group
C(=NOR') or a spiro C3-C6-cycloalkylring, two substituents Ya bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of Ya are unsubstituted or substituted by one to six groups Yb
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, 0-C3-Ce-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, CN, CrC6-alkyl, CrC6-halogenalkyl, O-CrCs-alkyl, 0-CrC6-halogenalkyl or C(R")=N-OR';
R5 is in each case independently selected from H, CN, CrC6-alkyl, C2-C6-alkenyl, C2-C6-al- kynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, C3-Cs-cycloalkyl, CH2-C3-C6-cyclo- alkyl, 0-C3-C6-cycloalkyl, C3-C6-cycloalkenyl,-0-C3-C6-cycloalkenyl, -CH2-C3-C6-cycloal- kenyl, C(R")=N-OR', phenyl, -CH2-phenyl, a five- or six-membered heteroaryl, or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R5 are unsubstituted or substituted by one to six groups R5a which independently of one another are selected from: halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Ce-alkynyl, C3-Ce-cycloalkyl, O-Cs-Ce-cyclo-
alkyl, C(R")=N-OR', phenyl, phenoxy, a five- or six-membered heteroaryl or here- roaryloxy, wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); and wherein the acyclic and cyclic moieties of R5a are unsubstituted or substituted by one to six groups R5b halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-Ce-alkynyl, O-CrCe-alkyl, 0-C2-Ce-alkenyl, 0-C2-Ce-alkynyl, Cs-Ce-cycloalkyl, O-C3-C6- cycloalkyl, C(R")=N-OR'; wherein the groups R5b are unsubstituted or substituted by one to six halogen or CN;
R' is in each case independently selected from CrC6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, wherein the acyclic moieties of R are unsubstituted or substituted by one to six groups RR independently of one another are selected from: halogen, CN, 0-CrC6-alkyl, C3-C6-cycloalkyl, 0-C3-C6-cycloalkyl, phenyl, phenoxy; wherein the acyclic and cyclic moieties of RR are unsubstituted or substituted by one to six groups selected from halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C3-C6-cycloalkyl, 0-CrC6-alkyl, 0-CrC6-halogenalkyl;
R" is in each case independently selected from hydrogen, CrC6-alkyl, C2-C6-alkenyl, C2-C6- alkynyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, a five- or six-mem- bered heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N,
O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R" are unsubstituted or substituted by one to six groups halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C3-C6-cycloalkyl, 0-CrC6-0-alkyl, 0-CrC6-halogenalkyl;
R8 is in each case independently selected from H, C3-Cio-cycloalkyl, 0-C3-Cio-cycloalkyl, C3- Cio-cycloalkenyl, 0-C3-Cio-cycloalkenyl, phenyl, phenoxy or a five- or six-membered het eroaryl or heteroaryloxy, wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heter ocycle may be replaced by a group independently selected from C(=0) and C(=S); wherein the acyclic and cyclic moieties of R8 are unsubstituted or substituted by one to six groups R8a which independently of one another are selected from:
R8a halogen, CN, CrCe-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halo- genalkenyl, C2-Cs-halogenalkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce- cycloalkyl, 0-C3-C6-cycloalkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloal- kenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -Chh-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or Chh-heteroaryl; wherein the heteroaryl con tains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); two substituents R8a bound to the same carbon atom may form a carbonyl group (C=0), a group C(=NOR') or a spiro C3-C6-cycloalkylring,
two substituents R8a bound to different carbon atoms may form a C3-C6-cycloalkylring the acyclic and cyclic moieties of R8a are unsubstituted or substituted by one to six groups
R8b
R8b is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, Chh-Cs-Ce-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R8b are unsubstituted or substituted by one to six groups halogen, CN, CrC6-alkyl, CrC6-halogenalkyl, C3-C6-cycloalkyl, 0-CrC6-0-alkyl, O-C1-C6- halogenalkyl or C(R")=N-OR'
R9 is in each case independently selected from halogen, CN, OH, C3-Cs-alkyl, C2-Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs- alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6- cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of R9 are unsubstituted or substituted by one to six groups Yb Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-Ce-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR'
R10 is in each case independently selected from hydrogen, halogen, CN, OH, CrCs-alkyl, C2- Cs-alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogen- alkynyl, O-CrCs-alkyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Cs-cycloalkyl, O-Cs-Cs-cyclo- alkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloal- kenyl, C(R")=N-OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2-heteroaryl; wherein the heteroaryl contains 1, 2 or 3 heteroatoms se lected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S);
R9 and R10 may form a carbonyl group (C=0), a group C(=NOR'), a spiro cycloalkylring or a spiro cycloalkenylring one CH2-group in the spiro cycloalkylring or spiro cycloalkenylring may be replaced by oxygen or a carbonyl group;
R9 and Ya may form a cycloalkylring or cycloalkenylring, one Chh-group in the cycloalkylring or cycloalkenylring may be replaced by oxygen or a carbonyl group; the acyclic and cyclic moieties of R10 are unsubstituted or substituted by one to six groups Yb
Yb is in each case independently selected from halogen, CN, CrCs-alkyl, C2-Cs-alkenyl, C2- Cs-alkynyl, CrCs-halogenalkyl, C2-C8-halogenalkenyl, C2-C8-halogenalkynyl, O-CrCs-al- kyl, 0-C2-Cs-alkenyl, 0-C2-Cs-alkynyl, Cs-Ce-cycloalkyl, O-Cs-Ce-cycloalkyl, CH2-C3-C6-cy- cloalkyl, C3-C6-cycloalkenyl, 0-C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N-OR', phenyl, phenoxy, -Chh-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1 , 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(=0) and C(=S); the acyclic and cyclic moieties of Yb are unsubstituted or substituted by one to six groups halo gen, cyano, alkyl, halogenalkyl, alkoxy, halogenalkoxy or C(R")=N-OR'; and the N-oxides and the agriculturally acceptable salts thereof as fungicides.
2. The use of claim 1, wherein R1 is H.
3. The use of claims 1 or 2, wherein R4 is H.
4. The use of any one of claims 1 to 3, wherein R3 is selected from H, Ci-C6-alkyl, Ci-C6-halo- genalkyl, 0-Ci-C6-alkyl.
5. The use of any one of claims 1 to 4, wherein R5 is selected from CrC6-alkyl, CrC6-halogen- alkyl, phenyl, -Chh-phenyl.
6. The use of any one of claims 1 to 5, wherein Y is selected from single bond, C(R9R10), C(R9R10)-Ci-C8-alkyl, N(R5), C(R9R10)-C(Ya3Ya4), N(R5)-C(Ya3Ya4), C(R9R10)-C(Ya3Ya4)- C(Ya5Ya6)] 0-C(Ya3Ya4), C(Ya3Ya4)-CºC, wherein
Ya1 to Ya6 is in each case independently selected from halogen, CN, CrCs-alkyl, C2-C8- alkenyl, C2-Cs-alkynyl, CrCs-halogenalkyl, C2-Cs-halogenalkenyl, C2-Cs-halogenalkynyl, C3- C6-cycloalkyl, CH2-C3-C6-cycloalkyl, C3-C6-cycloalkenyl, CH2-C3-C6-cycloalkenyl, C(R")=N- OR', phenyl, phenoxy, -CH2-phenyl, a five- or six-membered heteroaryl, heteroaryloxy or CH2- heteroaryl; wherein the heteroaryl contains 1 , 2 or 3 heteroatoms selected from N, O and S; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be re placed by a group independently selected from C(=0) and C(=S); and
R5, R9, R10 are as defined above.
7. The use of any one of claims 1 to 6, wherein Y is selected from single bond, C(R9R10), N(R5), C ( R9 R 1 °) -C (Ya3Ya4) , C ( R9 R 1 °) -C (Ya3Ya4)-C ( Ya5Ya6) , C(Ya3Ya4)-CºC.
8. The use of any one of claims 1 to 7, wherein R8 is selected from cyano, CrC6-alkyl, C2-C6- alkenyl, C2-C6-alkynyl, phenyl, heteroaryl, C3-Cio-cyloalkyl, phenoxy.
9. Compounds of the formula I as defined in claims 1 to 8, wherein all substituents are as defined above and
R8 is not H; and following compouds are disclaimed
10. Compounds of the formula I as defined in claims 1 to 9, wherein all substituents are as defined above and
Y is CrCe-alkyl;
Ya is CrCe-alkyl; and
R8 is CrCe-alkyl.
11. A composition, comprising one compound of formula I, as defined in any of the claims 1 to 9, an N-oxide or an agriculturally acceptable salt thereof.
12. A method for combating phytopathogenic fungi, comprising treating the fungi or the mate- rials, plants, the soil or seeds to be protected against fungal attack with an effective amount of at least one compound of formula I, as defined in any of the claims 1 to 9 or with a composi tion, as defined in any of the claim 10.
13. Seed, coated with at least one compound of the formula I , as defined in any of the claims 1 to 9 or an agriculturally acceptable salt thereof or with a composition, as defined in any of the claim 10, in an amount of from 0.1 to 10 kg per 100 kg of seed.
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| WO2023112056A1 (en) | 2021-12-17 | 2023-06-22 | Pi Industries Ltd. | Novel substituted fused bicyclic pyridine carboxamide compounds for combating phytopathogenic fungi |
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