WO2018054711A1 - Composés de pyridine pour lutter contre des champignons nocifs phytopathogènes - Google Patents

Composés de pyridine pour lutter contre des champignons nocifs phytopathogènes Download PDF

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WO2018054711A1
WO2018054711A1 PCT/EP2017/072765 EP2017072765W WO2018054711A1 WO 2018054711 A1 WO2018054711 A1 WO 2018054711A1 EP 2017072765 W EP2017072765 W EP 2017072765W WO 2018054711 A1 WO2018054711 A1 WO 2018054711A1
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alkyl
compounds
halogen
alkoxy
cycloalkyl
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PCT/EP2017/072765
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Bernd Mueller
Erica CAMBEIS
Jan Klaas Lohmann
Ana Escribano Cuesta
Antje Wolf
Marcus Fehr
Nadine RIEDIGER
Christian Winter
Wassilios Grammenos
Violeta TERTERYAN-SEISER
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Basf Se
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings

Definitions

  • the present invention relates to pyridine compounds and the N-oxides and the salts thereof for combating phytopathogenic fungi, and to the use and methods for combating phytopathogenic fungi and to seeds coated with at least one such compound.
  • the invention also relates to processes for preparing these compounds, intermediates, processes for preparing such intermediates, and to compositions comprising at least one compound I.
  • the fungicidal activity of the known fungi- cidal compounds is unsatisfactory. Based on this, it was an object of the present invention to provide compounds having improved activity and/or a broader activity spectrum against phytopathogenic harmful fungi.
  • the present invention relates to the com ounds of formula I
  • R 1 is in each case independently selected from H, halogen, OH, CN, NO2, SH, NH2, NH(Ci- C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, Ci-C 6 - alkoxy, C3-C6-cycloalkyl, five- or six-membered heteroaryl and aryl; wherein the het- eroaryl contains one, two or three heteroatoms selected from N, O and S; wherein
  • R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted with substituents R x1 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy;
  • R 1 wherein the acyclic moieties of R 1 are unsubstituted or substituted by groups R 1a which independently of one another are selected from:
  • R 1a halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 - halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R 11a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogen- alkoxy;
  • R 1 wherein the carbocyclic, heteroaryl and aryl moieties of R 1 are unsubstituted or substituted by groups R 1b which independently of one another are selected from:
  • R 1b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 -halogenalkoxy and Ci-C6-alkylthio;
  • R 2 is in each case independently selected from H, halogen, OH, CN, NO2, SH, NH2, NH(Ci- C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, Ci-C 6 - alkoxy, C3-C6-cycloalkyl, five- or six-membered heteroaryl and aryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; wherein
  • R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted with substituents R x1 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy;
  • R 2 wherein the acyclic moieties of R 2 are unsubstituted or substituted by groups R 2a which independently of one another are selected from:
  • R 2a halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 - halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsub- stituted or substituted by substituents R 22a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogen- alkoxy;
  • R 2b which independently of one another are selected from: R 2b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl,
  • R 3 is in each case independently selected from CH 3 , CH 2 F, CHF 2 and CF 3 ;
  • R 4 wherein the acyclic moieties of R 4 are independently not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 4a , which independently of one another are selected from:
  • R x is as defined above;
  • n 0, 1 , 2 or
  • R 3 , R 4 together with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle; wherein the heterocycle contains one, two, three or four heteroatoms selected from N , O and S, wherein the heteroatom N may carry one substituent selected from Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl and S0 2 Ph, wherein Ph is unsubstituted phenyl or phenyl that is substituted by one, two or three substituents selected from CN , Ci-C 4 -al- kyl, halogen, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy; and wherein the heteroatom S may be in the form of its oxide SO or S0 2 , and wherein the carbocycle or heterocycle is unsubstituted or
  • R 5 is H
  • R 6 is H
  • A is selected from below group:
  • Y is H
  • o 0, 1 , 2 or 3;
  • R 78a halogen, OH , CN , Ci-C 6 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkenyl, C 3 -C 6 - halogencycloalkyl, C3-C6-halogencycloalkenyl, Ci-C4-halogenalkoxy, Ci-C6-al- kylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the heteroaryl, phenyl and phenoxy group is unsubstituted or substituted by R 78aa selected from the group consisting of halogen, OH , Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy;
  • R 78 wherein the carbocyclic, heterocyclic, phenyl and heteroaryl moieties of R 78 are unsubstituted or substituted by R 78b which independently of one another are selected from:
  • R 78b halogen, OH , CN , Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-halogenalkoxy, and Ci-C6-alkylthio;
  • R x is as defined above;
  • R Y is Ci-C6-alkyl, Ci-C6-halogenalkyl, C 2 -C6-alkenyl, C 2 -C6-halogenalkenyl, C 2 -C6- alkynyl, C 2 -C6-halogenalkynyl, C 3 -C6-cycloalkyl, and C 3 -C6-halogencycloalkyl; wherein the acyclic moieties of R 9 are unsubstituted or substituted by groups R 9a which independently of one another are selected from:
  • R 9a halogen, OH , CN , d-Ce-alkoxy, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl, C1-C4- halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R 91a selected from the group consisting of halogen, OH , Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogen- alkoxy;
  • groups R 9b which independently of one another are selected from:
  • R 9b halogen, OH , CN , C C 4 -alkyl, C C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C 3 -C6-halogencycloalkyl, Ci-C4-halogenalkoxy and Ci-C6-alkylthio;
  • R 10 is in each case independently selected from the substituents as defined for R 9 , wherein the possible substituents for R 10 are R 10a and R 10b , respectively, which correspond to R 9a and R 9b , respectively;
  • R 11 is in each case independently selected from halogen, OH, CN, NO2, SH, NH 2 , NH(Ci-C4- alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , d-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, Ci-C 6 - alkoxy, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- and heterocycle, five- or six-membered heteroaryl and aryl;
  • R x is as defined above;
  • R 11 wherein the acyclic moieties of R 11 are unsubstituted or substituted with identical or different groups R 11a which independently of one another are selected from:
  • R 11a halogen, OH, CN, Ci-C 6 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogencycloalkyl, C1-C4- halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 111a selected from the group consisting of halogen, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy, Ci-C4-halogenalkoxy, CN, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-alkylthio;
  • R 11b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-halogenalkoxy, and Ci-C6-alkylthio; with the provisio that f A is phenyl,
  • R 1 is H
  • R 4 can not be unsubstituted Ci-C6-alkyl
  • R 10 can not be H
  • the reaction is performed at a temperature from -40°C to 200°C, in particular from -10°C to 120°C, more specifically from 0°C to 100°C, even more specifically from room or ambient temperature (about 23°C) to 80°C.
  • Nitriles of type II I are either commercially available or can be prepared by a skilled person from the corresponding halides following literature precedures (see, for example Journal of Organic Chemistry, 76(2), 665-668; 201 1 ; Angewandte Chemie, International Edition, 52(38), 10035- 10039; 2013; WO2004/013094).
  • Alcohols of type I I can be prepared as described below. A skilled person will realize that compounds of type l llb can be reacted with organometallic reagents, preferably alkyl Grignard or al- kyl-Lithium reagents, in ethereal solvents, preferably THF at low temperatures and under inert conditions to furnish compounds of type I I.
  • organometallic reagents preferably alkyl Grignard or al- kyl-Lithium reagents
  • alcohols of type I I can be prepared from epoxydes I l ia and compounds VI (see below):
  • the metallation reaction may preferably be carried out using Lithium-organic compounds, such as for example n-butyl lithium, sec-butyl lithium or tert-butyl lithium to result in an exchange of halogen by lithium. Also suitable is the reaction with magnesium resulting in the formation of the respective Grignard reagents. A further possibility is the use of other Grignard reagents such as isopropyl-magnesium-bromide instead of Mg.
  • a typical preparation of compounds of type l llb can be achieved by reacting compounds of type IV with organometallic reagents, preferably alkyl Grignard or alkyl-Lithium reagents, in ethereal solvents, preferably THF at low temperatures and under inert conditions to furnish compounds of type III as previously reported (see for example WO2012051036; WO201 1042918).
  • organometallic reagents preferably alkyl Grignard or alkyl-Lithium reagents
  • an organic solvent preferably THF or dichloromethane.
  • the reaction is performed in a range between 0 °C and ambient temperature in the presence of an organic base, preferably N(C2Hs)3 or pyridine (see e.g. US 20130324506; Tetrahedron: Asymmetry, 17(4), 508-51 1 ; 2006).
  • an activating reagent preferably a carbodiimide
  • an activating reagent preferably a carbodiimide
  • compounds of type V can be prepared from the corresponding aryl halides of type VI (Hal is halogen, preferably Br or I). As described (Tetrahedron, 68(9), 21 13-2120; 2012; Chemical Communications (Cambridge, United Kingdom), 49(60). 6767-6769; 2013), aryl halides will react with compounds of type VII in the presence of a transition metal catalyst, preferably a cop- per(l) salt, in an organic solvent, preferably DMF or DMSO, at elevated temperatures. Typically a base, preferably potassium phosphate, is added.
  • compounds of type II can be prepared as follows.
  • a known or commercially available compound of type VIII can be reacted with an organometallic reagent of type IX, preferably a Grignard or an organolithium reagent, readily prepared by a skilled person.
  • the reaction is performed in a temperature range from -78 °C to room temperature under inert conditions in an ethereal solvent.
  • Alternatively compounds I can be prepared via intramolecular reaction of amide X when A is an electron-rich carbon- or heterocycle.
  • the intramolecular cyclization will take place in the presence of a dehydrating agent in an organic solvent (WO 2008143263, Synthetic Communications 2007, 37, 1331 -1338.).
  • a dehydrating agent in an organic solvent
  • POCI 3 phosphoryl chloride
  • POCI3/P2O5, H3PO4/P2O5, SnCU or BF3 are used as dehydrating agent.
  • suitable solvents are hydrocarbons, prefera- bly benzene, toluene or acetonitrile.
  • halogenated solvents can be used, for example dichloromethane, chloroform or chlorobenzene.
  • the reaction is performed at temperature from - 40°c to 200 °C, in particular from -10°C to 120°C, more specifically from 0°C to 100°C, even more specifically from room temperature to 100°C.
  • an activating agent preferably a carbodiimide or acid chloride
  • compounds of type XII can be synthesized from the correspond nitriles.
  • nitriles will react with or- ganometallic agents, preferably Grignard or Lithium reagent, in ethereal solvents, preferably THF at low temperature and under inert conditions to furnish compounds of type XII.
  • the synthesis of compounds of type XII can take place in two steps or one pot.
  • the N-oxides may be prepared from the inventive compounds according to conventional oxidation 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(1 1 ), 1892-903, 1995); or with inorganic oxidizing 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.
  • the intermediate compounds of formula X are novel. Consequently, one aspect of the present invention relates to compounds of formula X:
  • the intermediate compounds of formula X are novel. Consequently, one aspect of the present invention relates to compounds of formula X:
  • the compounds of formula X have fungicidal activity and the details below referring to the pounds I also apply to compounds X.
  • C n -C m indicates the number of carbon atoms possible in each case in the substituent or substituent moiety in question.
  • halogen refers to fluorine, chlorine, bromine and iodine.
  • 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 -dimethylethyl, pentyl, 1 -methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dime- thylpropyl, 1-ethylpropyl, 1 ,1-dimethylpropyl, 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-dimethylbut
  • 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).
  • CrC 6 -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-
  • Ci-C6-hydroxyalkyl 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 OH groups.
  • CrC4-alkoxy-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 Ci-C4-alkoxy group (as defined above).
  • Ci-C4-alkoxy-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 Ci-C6-alkoxy group (as defined above).
  • 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.
  • 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-
  • Ci-C6-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.
  • Ci-C6-halogenalkoxy refers to a Ci-C6-alkoxy radical 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-C4-halogenalkoxy” groups, such as OCH2F, OCHF2, OCF3, OCH2CI, OCHCI2, OCCI3, 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,
  • 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.
  • 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.
  • 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".
  • C3-C6-cycloalkenyl refers to a monocyclic partially unsaturated 3-, 4- 5- or 6-mem- bered carbocycle having 3 to 6 carbon ring members and at least one double bond, such as cy- clopentenyl, cyclopentadienyl, cyclohexadienyl. Accordingly, a partially unsaturated three-, four- , five-, six-, seven-, eight-, nine or ten-membered carbocyclyl or carbocycle is a "C3-Cio-cycloal- kenyl".
  • 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).
  • Ci-Ce-alkylthio refers to straight-chain or branched alkyl groups having 1 to 6 carbon atoms (as defined above) bonded via a sulfur atom. Accordingly, the term “Ci- C6-halogenalkylthio” as used herein refers to straight-chain or branched halogenalkyi group hav- ing 1 to 6 carbon atoms (as defined above) bonded through a sulfur atom, at any position in the halogenalkyi group.
  • the number of valence of carbon is 4, that of nitrogen is 3.
  • 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.
  • 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
  • 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, azet- idine, 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-isox- azolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazoli- dinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazoli- dinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imi
  • a 7-membered saturated or partially unsaturated heterocycle such as tetra- and hexahydroaze- pinyl, such as 2,3,4,5-tetrahydro[1 H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, 3,4,5,6-tetrahy- dro[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[
  • substituted refers to substitued with 1 , 2, 3 or up to the maximum possible number of substituents.
  • 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
  • a 6-membered heteroaryl such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyri- dazin-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.
  • Agriculturally acceptable salts of the inventive compounds 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 said compounds.
  • 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 manganese, copper, zinc and iron, and also the ammonium ion which, if desired, may carry one to four Ci-C4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammo- nium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, and sulfox
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of Ci-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting such inventive compound with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
  • the inventive compounds can be present in atropisomers arising from restricted rotation about a single bond of asymmetric groups. They also form part of the subject matter of the present invention.
  • the compounds of formula I and their N-oxides may have one or more centers of chirality, in which case they are present as pure enantiomers or pure di- astereomers or as enantiomer or diastereomer mixtures. Both, the pure enantiomers or dia- stereomers and their mixtures are subject matter of the present invention.
  • R 1 is in each case independently selected from hydrogen, halogen, OH, CN, N0 2 , SH, NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C6-alkynyl, Ci-C6-alkoxy, C3-C6-cycloalkyl, five- or six-membered heteroaryl and aryl;
  • heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein
  • R x is Ci-C4-alkyl, Ci-C4-halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from Ci-C4-alkyl, halogen, OH, CN, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy;
  • R 1 wherein the acyclic moieties of R 1 are unsubstituted or substituted with identical or different groups R 1a which independently of one another are selected from:
  • R 1a halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalky, Ci-C4-halogen- alkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 11a selected from the group consisting of halogen, OH, Ci-C4-alkyl, C1-C4- halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy;
  • R 1 wherein the carbocyclic, heteroaryl and aryl moieties of R 1 are unsubstituted or substituted with identical or different groups R 1b which independently of one another are selected from:
  • R 1b halogen, OH, CN, C C 4 -alkyl, C C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - halogencycloalkyl, Ci-C4-halogenalkoxy and Ci-C6-alkylthio.
  • R 1 that is present in the inventive compounds, the following embodiments and preferences apply independently of the meaning of any other R 1 that may be present in the ring.
  • R 1 is H, halogen or Ci-C6-alkyl, in particular H, CH3, Et, F, CI, more specifically H, CH3, F or CI most preferred H, F or CI.
  • R 1 is hydrogen
  • R 1 is halogen, in particular Br, F or CI, more specifically F or CI.
  • R 1 is F
  • R 1 is CI
  • R 1 is Br.
  • R 1 is OH
  • R 1 is CN
  • R 1 is NO2.
  • R 1 is SH.
  • R 1 is NH 2 , NH(CrC4-alkyl), N(CrC4-alkyl) 2 or NH-S02-R X , wherein R x is Ci-C4-alkyl, Ci-C4-halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from Ci-C4-alkyl, halogen, OH, CN, Ci-C4-halogenalkyl, Ci-C4-alkoxy, or Ci-C4-halogenalkoxy.
  • R 1 is Ci-C6-alkyl, in particular Ci-C4-alkyl,
  • R 1 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF 3 , CHF 2 , CH 2 F, CCI 3 , CHCI 2 , CH 2 CI, CF 3 CH 2 , CCI 3 CH 2 or CF 2 CHF 2 .
  • R 1 is C 2 -C6-alkynyl or C 2 -C6-halogenalkynyl, in particular C 2 -C 4 -alkynyl or C 2 -C 4 -halogenalkynyl, such as C ⁇ CH, C ⁇ CCI, C ⁇ CF. CH 2 C ⁇ CH, CH 2 C ⁇ CCI, or CH 2 C ⁇ CF.
  • R 1 is Ci-C6-alkoxy, in particular Ci-C4-alkoxy, more specifically Ci-C 2 -alkoxy such as OCH 3 or OCH 2 CH 3 .
  • R 1 is Ci-C6-halogenalkoxy, in particular Ci- C4-halogenalkoxy, more specifically Ci-C 2 -halogenalkoxy such as OCF 3 , OCHF 2 , OCH 2 F, OCCI 3 , OCHCI 2 or OCH 2 CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 1 is C3-C6-cycloalkyl, in particular cyclopro- pyl.
  • R 1 is C3-C6-cycloalkyl, for example cyclopro- pyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 1b as defined and preferably herein.
  • R 1 is C3-C6-halogencycloalkyl.
  • R 1 is fully or partially halogenated cyclopropyl.
  • R 1 is unsubstituted aryl or aryl that is substituted by one, two, three or four R 1b , as defined herein.
  • R 1 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 1b , as defined herein.
  • R 1 is unsubstituted 5- or 6-membered heteroaryl. According to still a further embodiment, R 1 is 5- or 6-membered heteroaryl that is substituted by one, two or three R 1b , as defined herein.
  • R 1 is in each case independently selected from hydrogen, halogen, OH, CN, N0 2 , SH, NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C6-alkyl, C 2 -C6-alkenyl, C 2 -C6-alkynyl, Ci-C6-alkoxy and C3-C6-cycloalkyl; wherein the acyclic moieties of R 1 are not further substituted or carry one, two, three, four or five identical or different groups R 1a as defined below and wherein the carbocyclic, heteroaryl and aryl moieties of R 1 are not further substituted or carry one, two, three, four or five identical or different groups R 1b as defined below.
  • R 1 is independently selected from hydrogen, halogen, OH, Ci-C6-alkyl, Ci-C6-halogenalkyl, Ci-C6-alkoxy and Ci-C6-halogenalkoxy, in particular independently selected from F, CI, Br, CN, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and CrC 4 -halogenalkoxy.
  • R 1a are the possible substituents for the acyclic moieties of R 1 .
  • R 1a is independently selected from halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 -halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 11a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci- C 4 -halogenalkoxy, in particular selected from halogen, Ci-C 2 -alkyl, Ci-C 2 -halogenalkyl, Ci-C 2 - alkoxy and Ci-C 2 -halogenalkoxy, more specifically selected from halogen, such as F, CI and Br.
  • halogen such as F, CI and Br.
  • R 1a is independently selected from halogen, OH, CN, Ci-C 2 -alkoxy, C 3 - C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C 2 -halogenalkoxy. Specifically, R 1a is
  • R 1a is independently selected from halogen, such as F, CI, Br and I, more specifically F, CI and Br.
  • R 1a is independently selected from OH, C3- C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C 2 -halogenalkoxy. Specifically, R 1a is
  • R 1b are the possible substituents for the carbocyclic, heteroaryl and aryl moieties of R 1 .
  • R 1b according to the invention is independently selected from halogen, OH, CN, Ci-C 4 -alkyl, Ci- C4-alkoxy, Ci-C4-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C4-halogen- alkoxy.
  • R 1b is independently selected from halogen, CN, C1-C2- alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalky and Ci-C2-hal- ogenalkoxy.
  • R 1b is independently selected from F, CI, OH, CN, CH3, OCH3, cyclopropyl, 1-F-cyclopropyl, 1-CI-cyclopropyl, 1 ,1-F 2 -cyclopropyl, 1 ,1-Cl2-cyclopropyl and halogenmethoxy.
  • R 1b is independently selected from halogen, C-i- C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and C1-C2- halogenalkoxy.
  • R 1b is independently selected from halogen, CN, OH, CH3, CHF2, OCHF2, OCF3, OCH3, cyclopropyl, 1-F-cyclopropyl, 1 -CI-cyclopropyl, 1 ,1-F 2 -cyclopropyl, 1 ,1 -C - cyclopropyl and halogenmethoxy, more specifically independently selected from F, CI, OH, CH3, OCH3, CHF 2 , OCH3, cyclopropyl, 1 -F-cyclopropyl, 1 -CI-cyclopropyl, 1 ,1-F 2 -cyclopropyl, 1 ,1 -C - cyclopropyl, OCHF 2 and OCF 3 .
  • R x in the substituent NH-S02-R X is in each case independently selected from Ci-C4-alkyl, C1-C4- halogenalkyl, unsubstituted aryl and aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from Ci-C4-alkyl, halogen, OH, CN, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy.
  • R x is in each case independently selected from Ci-C4-alkyl, halogen, OH, CN and phenyl that is substituted by one, two or three R x1 independently selected from Ci-C2-alkyl, more specifically R x is in each case independently selected from Ci-C4-alkyl and phenyl that is substituted by one CH3., more specifically S02-R x is the tosyl group ("Ts").
  • R 1 Particularly preferred embodiments of R 1 according to the invention are in Table P1 below, wherein each line of lines P1 -1 to P1-16 corresponds to one particular embodiment of the inven- tion. Thereby, for every R 1 that is present in the inventive compounds, these specific
  • Ts stands for the tosylgroup S02-(p-CH3)phenyl.
  • R 2 is in each case independently selected from hydrogen, halogen, OH, CN, NO2, SH, NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C6-alkynyl, Ci-C6-alkoxy, C3-C6-cycloalkyl, five- or six-membered heteroaryl and aryl;
  • heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein
  • R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x2 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy;
  • R 2 wherein the acyclic moieties of R 2 are unsubstituted or substituted with identical or different groups R 2a which independently of one another are selected from:
  • R 2a halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalky, Ci-C 4 -halogen- alkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 22a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 - halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy;
  • R 2 wherein the carbocyclic, heteroaryl and aryl moieties of R 2 are unsubstituted or substituted with identical or different groups R 2b which independently of one another are selected from:
  • R 2b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - halogencycloalky, Ci-C 4 -halogenalkoxy and Ci-C6-alkylthio.
  • R 2 is H, halogen or Ci-C6-alkyl, in particular H, CH3, Et, F, CI, more specifically H, CH 3 , F or CI most preferred H, F or CI.
  • R 2 is halogen, in particular Br, F or CI, more specifically F or CI.
  • R 2 is F
  • R 2 is CI
  • R 2 is Br
  • R 2 is hydrogen
  • R 2 is OH
  • R 2 is CN
  • R 2 is N0 2 .
  • R 2 is SH.
  • R 2 is NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 or NH-S0 2 -R x , wherein R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x2 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy, or Ci-C 4 -halogenalkoxy.
  • R 2 is Ci-C6-alkyl, in particular Ci-C4-alkyl, such as CH 3 or CH 2 CH 3 .
  • R 2 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF 3 , CHF 2 , CH 2 F, CCI 3 , CHCI2, CH2CI, CF3CH2, CCI3CH2 or CF 2 CHF 2 .
  • R 2 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C 2 -C 4 -alkynyl or C 2 -C 4 -halogenalkynyl, such as C ⁇ CH, C ⁇ CCI, C ⁇ CF. CH 2 C ⁇ CH, CH 2 C ⁇ CCI, or CH 2 C ⁇ CF.
  • R 2 is Ci-C6-alkoxy, in particular Ci-C4-alkoxy, more specifically Ci-C2-alkoxy such as OCH3 or OCH2CH3.
  • R 2 is Ci-C6-halogenalkoxy, in particular Ci- C4-halogenalkoxy, more specifically Ci-C2-halogenalkoxy such as OCF 3 , OCHF 2 , OCH 2 F, OCCI3, OCHC or OCH2CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 2 is C3-C6-cycloalkyl, in particular cyclopropyl.
  • R 2 is C3-C6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 2b as de- fined and preferably herein.
  • R 2 is C3-C6-halogencycloalkyl.
  • R 2 is fully or partially halogenated cyclopropyl.
  • R 2 is unsubstituted aryl or aryl that is substituted by one, two, three or four R 2b , as defined herein.
  • R 2 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 2b , as defined herein.
  • R 2 is unsubstituted 5- or 6-membered heteroaryl. According to still a further embodiment, R 2 is 5- or 6-membered heteroaryl that is substituted by one, two or three R 2b , as defined herein.
  • R 2 is in each case independently selected from hydrogen, halogen, OH, CN, N0 2 , SH, NH 2 , NH(C C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, Ci-C6-alkoxy and C3-C6-cycloalkyl; wherein the acyclic moieties of R 2 are not further substituted or carry one, two, three, four or five identical or different groups R 2a as defined below and wherein the cycloalkyl moieties of R 2 are not further substituted or carry one, two, three, four or five identical or different groups R 2b as defined below.
  • R 2 is independently selected from hydrogen, halogen, OH, Ci-C6-alkyl, Ci-C6-halogenalkyl, Ci-C6-alkoxy and Ci-C6-halogenalkoxy, in particular independently selected from F, CI, Br, CN, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy.
  • R 2a are the possible substituents for the acyclic moieties of R 2 .
  • R 2a according to the invention is independently selected from halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalky, Ci-C4-halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 22a selected from the group consisting of halogen, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci- C4-halogenalkoxy, in particular selected from halogen, Ci-C2-alkyl, Ci-C2-halogenalkyl, C1-C2- alkoxy and Ci-C2-halogenalkoxy, more specifically selected from halogen, such as F, CI and Br.
  • R 2a is independently selected from halogen, OH, CN, C1-C2- alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalky and Ci-C2-halogenalkoxy.
  • R 2a is independently selected from F, CI, OH, CN, Ci-C2-alkoxy, cyclopropyl, 1-F-cyclopropyl, 1 -CI- cyclopropyl, 1 ,1 -F2-cyclopropyl, 1 ,1-Cl2-cyclopropyl and Ci-C2-halogenalkoxy.
  • R 2a is independently selected from halogen, such as F, CI, Br and I, more specifically F, CI and Br.
  • R 2a is independently selected from OH, C3- C6-cycloalkyl, C3-C6-halogencycloalky and Ci-C2-halogenalkoxy. Specifically, R 2a is
  • R 2b are the possible substituents for the carbocyclic, heteroaryl and aryl moieties of R 2 .
  • R 2b according to the invention is independently selected from halogen, OH, CN, Ci-C4-alkyl, Ci- C4-alkoxy, Ci-C4-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalky and Ci-C4-halogen- alkoxy.
  • R 2b is independently selected from halogen, CN, C1-C2- alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and C1-C2- halogenalkoxy.
  • R 2b is independently selected from F, CI, OH, CN, CH 3 , OCH 3 , cyclopropyl, 1-F-cyclopropyl, 1-CI-cyclopropyl and halogenmethoxy.
  • R 2b is independently selected from halogen, C-i- C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and C1-C2- halogenalkoxy.
  • R 2b is independently selected from halogen, OH, CH3, OCH3, CN, CHF2, OCHF2, OCF3, OCH3 cyclopropyl, 1 -F-cyclopropyl, 1-CI-cyclopropyl, 1 ,1-F2-cyclopropyl, 1 ,1-Cl2-cyclopropyl and halogenmethoxy, more specifically independently selected from F, CI, OH, CH3, OCH3, CHF2, OCH3, cyclopropyl, 1-F-cyclopropyl, 1 -CI-cyclopropyl, 1 ,1-F2-cyclopropyl, 1 ,1-CI 2 -cyclopropyl, OCHF 2 and OCF 3 .
  • R 2 according to the invention are in Table P2 below, wherein each line of lines P2-1 to P2-16 corresponds to one particular embodiment of the invention. Thereby, for every R 2 that is present in the inventive compounds, these specific
  • Ts in the table stands for the tosylgroup S02-(p-CH 3 )phenyl.
  • R 3 is in each case independently selected from CH3, CH2F, CHF2 and CF3.
  • R 3 is CH3.
  • R 3 is CH 2 F.
  • R 3 is CHF 2 .
  • R 3 is CF3.
  • R 4 wherein the carbo-, heterocyclic, heteroaryl and aryl moieties of R 4 are independently unsubstituted or substituted with identical or different groups R 4b , which independently of one another are selected from:
  • n 0, 1 , 2.
  • carbo-, heterocyclic, aryl and phenyl groups are independently unsubstituted or carry one, two, three, four or five substituents selected from the group consisting of halogen,
  • R 4 wherein the carbo-, heterocyclic, heteroaryl and aryl moieties of R 4 are independently unsubsti- tuted or substituted with identical or different groups R 4b , which independently of one another are selected from:
  • n 0, 1 , 2.
  • R 4 is selected from Ci-C6-alkyl which is substituted, Ci-C6-halogenalkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbo- and heterocycle, wherein the carbo- and heterocycle is unsubstituted or is substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted.
  • R 4 is selected from Ci-C6-halogenalkyl, phenyl-Ch , halogenphenyl-Chb, phenyl, halogenphenyl and three-, four-, five- or six-membered carbo- and heterocycle, wherein the carbo- and heterocycle is unsubstituted or is substituted by substituents R 4b as defined below.
  • R 4 is selected from Ci-C6-alkyl which is substituted, Ci-C6-halogenalkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbo- and heterocycle, wherein the carbo- and heterocycle is unsubstituted or substituted bysubstituents R 4b as defined below. According to one embodiment thereof, the carbo- and heterocycle is unsubstituted.
  • R 4 is selected from substituted Ci-C6-hal- ogenalkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbo- and heterocycle, wherein the carbo- and heterocycle is unsubstituted or substituted bysubstituents R 4b as de- fined below.
  • R 4 is selected from C2-C6-alkenyl, C2-C6-halo- genalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci- C6-alkylaryl, six-membered heteroaryl or aryl which is unsubstituted or substituted by halogen or Ci-C6-halogenalkyl, and wherein the acyclic moieties of R 4 are unsubstituted or substituted with identical or different groups R 4a as defined below and wherein wherein the carbocycle, heterocycle and heteroaryl and aryl moieties are unsubstituted or substituted by substituents R 4b as defined below.
  • R 4 is selected from CN, C2-C6-alkenyl, C2-C6- halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C6-alkylaryl, phenyl, pyridine, pyrimidine, thiophene, imidazole, triazol, oxadiazol wherein the acyclic moieties of R 4 are unsubstituted or substituted with identical or different groups R 4a as defined below and wherein wherein the carbocycle, heterocycle and heteroaryl and aryl moieties are unsubstituted or substituted by substituents R 4b as defined below.
  • R 4 is CN
  • R 4 is Ci-C6-alkylthio, such as SCH3, SC2H5, Sn-propyl, Si-propyl, Sn-butyl, Si-butyl, Stert-butyl, Sn-pentyl, Si-pentyl, CH2SCH3 or
  • R 4 is Ci-C6-halogenalkylthio, such as SCF 3 , According to still another embodiment of formula I, R 4 is Ci-C6-alkyl such as CH3, C2H5, n-pro- pyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl.
  • R 4 is Ci-C6-alkyl such as CH3. According to still another embodiment of formula I, R 4 is Ci-C6-alkyl such as C2H5. According to still another embodiment of formula I, R 4 is Ci-C6-alkyl such as CH3, C2H5, n-pro- pyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl which is substituted by at least one group R 4a , which independently of one another are selected from:
  • N(C( 0)Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkylthio, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 - alkoxy, Ci-C 4 -halogenalkoxy, and S(0)n-Ci-C6-alkyl.
  • R 4 is CH3 is substituted by at least one group R 4a , which independently of one another are selected from:
  • N(C( 0)Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , C C 6 -alkylthio, Ci-C 4 -alkyl, C C 4 -halogenalkyl, Ci-C 4 - alkoxy, Ci-C 4 -halogenalkoxy, and S(0)n-Ci-C6-alkyl.
  • R 4 is C 2 Hs is substituted by at least one group R 4a , which independently of one another are selected from:
  • N(C( 0)Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkylthio, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, C1-C4- alkoxy, Ci-C 4 -halogenalkoxy, and S(0)n-Ci-C6-alkyl.
  • R 4 is CH 2 CN.
  • R 4 is CH 2 OH.
  • R 4 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, more specifically Ci-C 2 -halogenalkyl, such as CF3, CCI3, FCH 2 , CICH 2 , F 2 CH, CI 2 CH, CF 3 CH 2 , CCI 3 CH 2 or CF 2 CHF 2 .
  • R 4 is C 2 -C6-alkynyl or C 2 -C6-halogenalkynyl, in particular C 2 -C 4 -alkynyl or C 2 -C 4 -halogenalkynyl, such as C CH, C C-CI, CH 2 - C ⁇ CH, CH 2 -C ⁇ CCI or CH 2 - C ⁇ C-CH 3 .
  • R 4 is C 2 -C6-cycloalkynyl in particular C 2 -C 4 - cycloalkynyl, such as C C-cPr.
  • R 4 is Ci-C6-alkoxy, in particular C1-C4- alkoxy, more specifically Ci-C 2 -alkoxy such as OCH3, CH 2 CH3 or CH 2 OCH3.
  • R 4 is Ci-C6-alkyl-Ci-C6-alkoxy, in particular Ci-C 4 -alkyl-Ci-C 4 -alkoxy, more specifically Ci-C 2 -alkyl-Ci-C 2 -alkoxy, such as
  • R 4 is Ci-C6-halogenalkoxy, in particular Ci-C 4 -halogenalkoxy, more specifically Ci-C 2 -halogenalkoxy such as OCF3, OCHF 2 , OCH 2 F, OCCI3, OCHCI 2 or OCH 2 CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 4 is Ci-C6-alkyl-Ci-C6-halogenalkoxy, in particular Ci-C 4 -alkyl-Ci-C 4 -halogenalkoxy, more specifically Ci-C 2 -alkyl-Ci-C 2 -halogenalkoxy such as CH 2 OCF 3 , CH 2 OCHF 2 , CH 2 OCH 2 F, CH 2 OCCI 3 , CH 2 OCHCI 2 or CH 2 OCH 2 CI, in particular CH 2 OCF 3 , CH 2 OCHF 2 , CH 2 OCCI 3 or CH 2 OCHCI 2 .
  • R 4 is Ci-C6-alkyl-NH(Ci-C 4 -alkyl) or Ci- C6-alkyl-N(Ci-C 4 -alkyl) 2 , wherein alkyl is CH 3 , C 2 H5, n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl.
  • R 4 is Ci-C6-alkyl-S(0) n -CrC 6 -alkyl, wherein alkyl is CH 3 , C 2 H 5 , n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl and n is 1 , 2 or 3.
  • R 4 is Ci-C6-alkyl-S(0) n -Ci-C6- halogenalkyl, wherein halogenalkyl is CF 3 or CHF 2 and n is 1 , 2 or 3.
  • R 4 is Ci-C6-alkyl-S(0) n -aryl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 4b which independently of one another are selected from halogen, Ci-C 2 -alkyl, Ci-C 2 -alkoxy, Ci-C 2 -halogenalkyl, Ci-C 2 -halogenalkoxy and S(0) n -Ci-C6-alkyl, in particular F, CI, Br, CH 3 , OCH 3 , CF 3 , CHF 2 , OCHF 2 , OCF 3 .
  • R 4 is unsubstituted phenyl.
  • R 4 is phenyl, that is substituted by one, two or three, in par- ticular one, halogen, in particular selected from F, CI and Br, more specifically selected from F and CI.
  • R 4 is Ci-C6-alkyl-NH-S0 2 -R x wherein R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x2 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, CrC 4 -halogenalkyl, Ci-C 4 -alkoxy, or CrC 4 -halogenalkoxy, such as CH 2 NHS0 2 CF 3 or
  • R 4 is selected from Ci-C6-alkyl which is substituted, a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or sub- stituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted.
  • R 4 is selected from Ci-C6-alkyl, especially CH 2 which is substituted by a 3-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b . According to one embodiment, R 4 is selected from Ci-C6-alkyl, especially Chb which is substituted by a 4-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I , it is substituted by R 4b .
  • R 4 is selected from Ci-C6-alkyl, especially with R optionally substituted CH 2 which is substituted by a 5-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I , it is substituted by R 4b .
  • R 4 is selected from Ci-C6-alkyl, especially Chb which is substi- tuted by a 6-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I , it is substituted by R 4b .
  • R 4 is Ci-C6-alkyl, especially Chb substituted by a 4-membered saturated heterocycle which contains 1 or 2 heteroatoms, in par- ticular 1 heteroatom, from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroatom.
  • the formed heterocycle is oxetane.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • it is substituted by R 4b .
  • R 4 is Ci-C6-alkyl, especially Chb substituted by a 5-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroatom.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • it is substituted by R 4b .
  • R 4 is Ci-C6-alkyl, especially Chb subsitited by a 6-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S as ring members.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • said 6-membered saturated heterocycle contains 1 or 2, in particular 1 , heteroatom(s) O.
  • the respective 6-membered heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • it is substituted by R 4b .
  • R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted.
  • R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 4b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted.
  • R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 4b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted.
  • R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-mem- bered, wherein the carbocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted.
  • R 4 is a 3-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 4 is a 3-membered saturated carbocycle, which is
  • R 4 is a 3-membered saturated carbocycle, which is substituted by halogen, more specifically by F, such as C3H3F2.
  • R 4 is a 3-membered saturated carbocycle, which is substituted by halogen. More specifically by CI, such as C3H3CI2.
  • R 4 is a 4-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 4 is a 5-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 4 is a 6-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted.
  • R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-mem- bered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted.
  • the heterocycle contains preferably one, two or three, more specifically one or two heteroatoms selected from N, O and S. More specifically, the hetereocycle contains one heteroatom selected from N, O and S. In particular, the heterocycle contains one or two, in particular one O.
  • R 4 is a 4-membered saturated heterocycle which contains 1 or 2 heteroatoms, in particular 1 heteroatom, from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroatom.
  • the formed heterocycle is oxetane.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 4 is a 5-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroatom.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • it is substituted by R 4 .
  • R 4 is a 6-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S as ring members.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • said 6-membered saturated heterocycle contains 1 or 2, in particular 1 , heteroatom(s) O.
  • the respective 6-membered heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • it is substituted by R 4b .
  • R 4 is phenyl-Ci-C6-alkyl, such as phenyl- CH 2 , wherein the phenyl moiety in each case is unsubstituted or substituted by one, two or three identical or different groups R 4b which independently of one another are selected from CN, halogen, Ci-C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, Ci-C2-halogenalkoxy and S(0) n -Ci-C6-alkyl, in particular from CN, F, CI, Br, CH 3 , OCH 3 , CF 3 , CHF 2 , OCHF 2 , OCF 3 and S(0) 2 CH 3 .
  • R 4 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 4b which independently of one another are selected from from CN, halogen, Ci-C2-alkyl, C1-C2- alkoxy, Ci-C2-halogenalkyl, Ci-C2-halogenalkoxy and S(0) n -Ci-C6-alkyl, in particular from CN, F, CI, Br, CH 3 , OCH 3 , CF 3 , CHF 2 , OCHF 2 , OCF 3 .
  • R 4 is unsubstituted phenyl.
  • R 4 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, CI and Br, more specifically selected from F and CI.
  • R 4 is a 5-membered heteroaryl such as pyr- rol-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-4-yl, iso
  • R 4 is a 6-membered heteroaryl, such as pyri- din-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, py- rimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl.
  • R 4 Particularly preferred embodiments of R 4 according to the invention are in Table P4 below, wherein each line of lines P4-1 to P4-129 corresponds to one particular embodiment of the invention, wherein P4-1 to P4-129 are also in any combination with one another a preferred embodiment of the present invention.
  • the connection point to the carbon atom, to which R 4 is bound is marked with "#" in the drawings.
  • R 3 , R 4 together with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- or heterocycle; wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, wherein the heteroatom N may carry one substituent selected from Ci-C4-alkyl, Ci-C4-halogenalkyl and S02Ph, wherein Ph is unsubstituted phenyl or phenyl that is substituted by one, two or three substituents selected from CN, Ci-C4-alkyl, halogen, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy; and wherein the heteroatom S may be in the form of its oxide SO or SO2, and wherein the carbocycle or heterocycle is unsubstituted or carries one, two
  • R 3 and R 4 form a 3-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b . According to one embodiment, R 3 and R 4 form a 4-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b . According to still another embodiment of formula I, it is substituted by R 4b .
  • R 3 and R 4 form a 5-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 6-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 7-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 3-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 4-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 5-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 6-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4b it is substituted by R 4b .
  • R 3 and R 4 form a 7-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b .
  • R 4 is substituted by R 4 .
  • R 4a is in each case independently selected from C1-C6- alkylthio, Ci-C 6 -halogenalkylthio, S(0) n -Ci-C 6 -alkyl, S(0) n -aryl, such as SCH 3 , S0 2 CH 3 , S0 2 Ph.
  • R 4a is in each case independently selected from NH(CrC 4 -alkyl), N(C C 4 -alkyl) 2 , NH-S0 2 -R*, such as NH(CH 3 ), N(CH 3 ) 2 or NHS0 2 CH 3 , NHS0 2 CF 3 .
  • R 4a is in each case independently selected from C 3 -C6- cycloalkyl, C 3 -C6-halogencycloalkyl, such as cyclopropyl or fully or partially halogenated cyclo- propyl.
  • R 4a is in each case independently selected from C1-C6- alkoxy, Ci-C 6 -halogenalkoxy, such as OCF 3 , OCHF 2 , OCH 2 F, OCCI 3 , OCHCI 2 or OCH 2 CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 4a is in each case independently selected from aryl, wherein the aryl is substituted by halogen selected from the group consisting of F, CI, Br, CH 3 , CHF 2 , OCH 3 , OCHFs, CN or S0 2 CH 3 .
  • R 4a is in each case independently selected from halogen, OH, CN, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl and heterocycle, wherein the heretocyclocycle is a satureated and contains one N as a ring member.
  • R 4a is in each case independently selected from halogen, OH, CN, Ci-C6-alkoxy, Ci-C6-halogenalkoxy, phenyl and aryl, wherein the aryl is substituted by halogen selected from the group consisting of F, CI, Br, CH 3 , CHF 2 , OCH 3 , OCHF 3 , CN or S0 2 CH 3 .
  • R 4a is in each case independently selected from halogen, phenyl and halogenphenyl, wherein the halogenphenyl is substituted by halogen selected from the group consisting of F, CI and Br, in particular selected from F and CI.
  • R 4a is in each case independently selected from halogen, CN, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl, Ci-C6-alkoxy, Ci-C 4 -halogenalkoxy, Ci- C6-alkylthio, Ci-C6-halogenalkylthio, phenyl, wherein the phenyl is substituted by halogen selected from the group consisting of F, CI and Br or by Ci-C4-alkyl, Ci-C4-halogenalkyl, C1-C4- alkoxy and Ci-C4-halogenalkoxy.
  • R 4a is in each case independently selected from halogen and phenyl wherein the phenyl is substituted by hal- ogen selected from the group consisting of F, CI and Br, in particular selected from F and CI.
  • R 4b is in each case independently selected from halo- gen, OH, CN, SH, Ci-C 6 -alkyl, Ci-C 6 -halogenalkyl, CrC 6 -alkoxy, CrC 6 -halogenalkoxy, CrC 6 - alkylthio and S(0) n -Ci-C6-alkyl.
  • R 4b is in each case independently selected from halogen, Ci-C6-alkoxy, Ci-C6-halogenalkyl, Ci-C6-halogen- alkoxy and S(0) n -Ci-C6-alkyl.
  • R 4b is in each case independently selected from Ci-C6-alkyl, such as methyl and ethyl. According to one fur- ther particular embodiment, R 4b is in each case independently selected from halogen, such as F, CI and Br. According to one further particular embodiment, R 4b is in each case independently selected from Ci-C6-alkoxy, such as OCH 3 . According to one further particular embodiment, R 4b is in each case independently selected from Ci-C4-halogenalkoxy, such as OCHF 2 and OCF 3 . According to one further particular embodiment, R 4b is in each case independently selected from S(0) n -Ci-C 6 -alkyl. such as S0 2 CH 3 .
  • R 5 is H.
  • R 6 is H.
  • A is selected from below group:
  • A is a
  • A is a
  • A is a
  • Y is H.
  • halogen OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C3-C6- halogencycloalkyl, C3-C6-halogencycloalkenyl, Ci-C4-halogenalkoxy, Ci-C6-al- kylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the het- eroaryl, phenyl and phenoxy group is unsubstituted or substituted by R 78aa selected from the group consisting of halogen, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci-C4-halogenalkoxy;
  • R 78 wherein the carbocyclic, heterocyclic, phenyl and heteroaryl moieties of R 78 are unsubstituted or substituted by R 78b which independently of one another are selected from:
  • R 78b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - halogencycloalkyl, Ci-C4-halogenalkoxy, and Ci-C6-alkylthio.
  • o is 1.
  • o is 2 or 3. According to one specific embodiment thereof, o is 2. According to still another embodiment of formula I, o is 3.
  • R 78 is selected from the group consisting of halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6- halogenalkynyl, Ci-C6-alkoxy, Ci-C6-halogenalkoxy.
  • R 78 is halogen, in particular F, CI, Br or I, more specifically F, CI or Br, in particular F or CI.
  • R 78 is F.
  • R 78 is CI.
  • R 78 is Br.
  • R 78 is OH .
  • R 78 is CN.
  • R 78 is NO2.
  • R 78 is SH.
  • R 78 is NH2.
  • R 78 is , NH(Ci-C4-alkyl), in particular
  • R 78 is , N(Ci-C4-alkyl)2, in particular
  • R 78 is NH-S02-R X such as NH-SO2-CH3, NH-SO2-CH2-CH3, NH-SO2-CF3 or NH-SOz-Ts.
  • R 78 is Ci-C6-alkyl, in particular Ci-C4-alkyl, such as CH 3 . or C2H5, in particular CH 3 .
  • R 78 is CH 2 CH 3 .
  • R 78 is CrC6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF 3 , CCI 3 , FCH 2 , CICH2, F 2 CH, CI2CH, CF 3 CH 2 , CCI 3 CH 2 or CF 2 CHF 2 .
  • R 78 is C 2 -C6-alkynyl or C 2 -C6-halogen- alkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as C CH, CH2- C CH, C ⁇ CCI, CH 2 - C ⁇ CCI, or CCI2- C ⁇ CCI.
  • R 78 is Ci-C6-alkoxy, in particular C1-C4- alkoxy, more specifically Ci-C2-alkoxy such as OCH 3 or OCH2CH 3 .
  • R 78 is Ci-C6-halogenalkoxy, in particular Ci-C4-halogenalkoxy, more specifically Ci-C2-halogenalkoxy such as OCF 3 , OCHF2, OCH2F, OCCIs, OCHCI2 or OCH2CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 78 is C2-C6-alkynyloxy, in particular C2- C4-alkynyloxy, more specifically Ci-C2-alkynyloxy such as OC CH, OChbC CH.
  • R 78 is C 3 -C6-cycloalkyl, in particular cyclopro- pyl.
  • R 78 is C 3 -C6-halogencycloalkyl.
  • R 1 is fully or partially halogenated cyclopropyl.
  • R 78 is C3-C6-cycloalkyl, such as a 4-membered saturated carbo- cycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 78b .
  • it is substituted by
  • R 78 is C3-C6-cycloalkyl, such as a 5-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 78b .
  • it is substituted by
  • R 78 is a C3-C6-cycloalkyl, such as 6-membered saturated carbo- cycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 78b . According to still another embodiment of formula I, it is substituted by
  • R 78 is C3-C6-cycloalkenyl, in particular cyclo- propenyl.
  • R 78 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 78b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted.
  • R 78 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 78b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted.
  • the heterocycle contains preferably one, two or three, more specifically one or two heteroatoms selected from N, O and S. More specifically, the hetereocycle contains one heteroatom selected from N, O and S. In particular, the heterocycle contains one or two, in particular one O.
  • R 78 is a 4-membered saturated heterocycle which contains 1 or 2 heteroatoms, in particular 1 heteroatom, from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroatom.
  • the formed heterocycle is oxetane.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 78b . According to still another embodiment of formula I, it is substituted by R 78b .
  • R 78 is a 5-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S, as ring members.
  • the heterocycle contains one O as heteroa- torn.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 78b .
  • it is substituted by R 78b.
  • R 78 is a 6-membered saturated heterocycle which contains 1 , 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S as ring members.
  • the heterocycle is unsubstituted, i.e. it does not carry any substituent R 78b .
  • it is substituted by R 78b .
  • said 6-membered saturated heterocycle contains 1 or 2, in particular 1 , heteroatom(s) O.
  • the respective 6-membered heterocycle is unsubstituted, i.e. it does not carry any substituent R 78b .
  • R 78 is phenyl-Ci-C6-alkyl, such as phenyl- CH2, wherein the phenyl moiety in each case is unsubstituted or substituted by one, two or three identical or different groups R 78b which independently of one another are selected from halogen, OH, Ci-C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl and Ci-C2-halogenalkoxy, in particular F, CI, Br, CH3, OCH3, CHF2, CF 3 OCHF 2 , and OCF 3 .
  • R 78 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R78b which independently of one another are selected from halogen, Ci-C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl and Ci-C2-halogenalkoxy, in particular CN, F, CI, Br, CH3, CHF2, OCH3, OCHF2, CF3 and OCF3.
  • R 78 is unsubstituted phenyl.
  • R 78 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, CI and Br, more specifically selected from F and CI.
  • R 78 is a 5-membered heteroaryl such as pyr- rol-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, isox
  • R 78 is a 6-membered heteroaryl, such as pyr- idin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, py- rimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl.
  • R 78 is in each case independently selected from halogen, CN, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, Ci-C6-alkoxy, C3-C6-alkenyloxy, C3- C6-alkynyloxy, C3-C6-cycloalkyl, three-, four-, five- or six-membered saturated or partially un- saturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the carbo- and heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the acyclic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the heterocyclic, alicyclic, phenyl and heteroaryl moieties of R 78 are unsubstituted or substituted with identical
  • R 78 is in each case independently selected from halogen, CN, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, Ci-C6-alkoxy, Ci-C6-halogenalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl, three-, four-, five- or six-membered saturated or partially unsaturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the acyclic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the carbocyclic, heterocyclic, phenyl and heteroaryl moieties of R 78 are unsubstit
  • the acyclic and cyclic moieties of R 78 are unsubstituted, according to another embodiment, the acyclic moieties of R 78 substituted with identical or different groups R 78a as defined and preferably defined herein.
  • R 78 is in each case independently selected from halogen, CN, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, Ci-C6-alkoxy, C3-C6-alkenyloxy, C3- C6-alkynyloxy and C3-C6-cycloalkyl, wherein the acyclic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the cycloalkyl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b as defined and preferably defined herein.
  • R 78 is in each case independently selected from halogen, Ci-C6-alkyl and Ci-C6-alkoxy, wherein the acyclic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a defined and preferably defined herein.
  • R 78 is in each case independently selected from halogen, Ci-C6-alkyl, Ci-C6-alkoxy and Ci-C6-halogenalkoxy, wherein the acyclic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a defined and preferably defined herein.
  • the acyclic and cyclic moieties of R 78 are not further substituted, according to another embodiment, the acyclic moieties of R 78 carry one, two, three or four identical or different groups R 78a as defined and preferably defined herein.
  • R 78a are the possible substituents for the acyclic moieties of R 78 .
  • R 78a is independently selected from halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C3-C6- halogencycloalkyl, C3-C6-halogencycloalkenyl, Ci-C4-halogengenalkoxy, Ci-C6-alkylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the heteroaryl, phenyl and phenoxy group is unsubstituted or unsubstituted or substituted with R 78a selected from the group consisting of halogen, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and C1-C4- halogenalkoxy.
  • R 78a is in each case independently selected from Ci- Ce-alkoxy, Ci-C 6 -halogenalkoxy, such as OCF 3 , OCHF 2 , OCH 2 F, OCCI 3 , OCHC or OCH 2 CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 78a is in each case independently selected from C3- C6-cycloalkyl, C 3 -C6-halogencycloalkyl, such as cyclopropyl or fully or partially halogenated cy- clopropyl.
  • R 78a 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, pyra- zol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxa- zol-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,
  • R 78a 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.
  • R 78a is in each case independently selected from aryl, wherein the aryl is substituted by halogen selected from the group consisting of F, CI, Br, CH3, CHF 2 , OCH3, OCHF3, CN or SO2CH3.
  • R 78a is independently selected from halogen, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C4-halogenalkoxy.
  • R 78a is independently selected from CN, F, CI, Br, I, Ci-C2-alkoxy, cyclopropyl, 1-F-cyclopropyl, 1 -CI- cyclopropyl , 1 ,1 -F 2 -cyclopropyl, 1 ,1 -Cl2-cyclopropyl and Ci-C2-halogenalkoxy.
  • R 78a is independently halogen, in particular selected from F, CI, Br and I, more specifically F, CI and Br.
  • R 78b are the possible substituents for the C3-C6-cycloalkyl, heterocyclyl, heteroaryl and phenyl moieties of R 78 .
  • R 78b according to the invention is independently selected from halogen, OH, CN, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, C1-C4- halogenalkoxy and Ci-C6-alkylthio.
  • R 78b is independently selected from halogen, CN, C1-C4- alkyl, Ci-C4-alkoxy, Ci-C4-halogenalkyl and Ci-C4-halogenalkoxy, in particular halogen, C1-C4- alkyl and Ci-C4-alkoxy.
  • R 78b is independently selected from F, CI, CN, CH 3 , OCH 3 and halogenmethoxy.
  • Particularly preferred embodiments of the A ring, optionally substituted by (R 78 ) 0 , according to the invention are in Table P78 below, wherein each line of lines P78-1 to P78-40corresponds to one particular embodiment of the invention, wherein P78-1 to P78-40 are also in any combination with one another a preferred embodiment of the present invention.
  • the positions of the pheny marked with "#" represents the connection points (carbon atoms 5" and 6" in formula I) with the remaining skeleton of the compounds of formula I:
  • P78-13 r-ocFs P78-40 3 ' -CN R 9 is in each case independently selected from H , halogen, OH , CN , NO2, SH , N H2, N H(Ci- C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , N H (C 2 -C 4 -alkenyl), N(C 2 -C 4 -alkenyl) 2 , N H(C 2 -C 4 -alkynyl), N(C 2 -C 4 -al- kynyl) 2 , N H(C 3 -C 6 -cycloalkyl), N(C 3 -C 6 -cycloalkyl) 2 , N(C2-C 4 -alkyl)(C 2 -C 4 -alkenyl), N(C 2 -C 4 -al- kyl)(C 2 -C 4 -alkynyl), N(C2-C 4 -
  • heteroaryl contains one, two or three heteroatoms selected from N , O and S;
  • R x is as defined above;
  • R Y is CrC 6 -alkyl, CrC 6 -halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6- alkynyl, C2-C6-halogenalkynyl, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl;
  • R 9 wherein the acyclic moieties of R 9 are unsubstituted or substituted by groups R 9a which independently of one another are selected from:
  • R 9a halogen, OH , CN , Ci-Ce-alkoxy, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl, Ci- C 4 -halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is un- substituted or substituted by substituents R 91 a selected from the group consisting of halogen, OH , Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halo- genalkoxy;
  • R 9b which independently of one another are selected from: R 9b halogen, OH , CN , Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cyclo- alkyl, C 3 -C6-halogencycloalkyl, Ci-C 4 -halogenalkoxy and Ci-C6-alkylthio;
  • R 9 is selected from the group consisting of H , halogen, CN , Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, Ci-C6-alkoxy, Ci-C6-halogenalkoxy, C 3 -C6-cycloalkyl, C 3 -C6-halogency- cloalkyl, and OR Y .
  • R 9 is H .
  • R 9 is halogen, in particular F, CI, Br or I, more specifically F, CI or Br, in particular F or CI.
  • R 9 is F.
  • R 9 is CI.
  • R 9 is Br.
  • R 9 is OH .
  • R 9 is CN .
  • R 9 is NO2. According to still another embodiment of formula I, R 9 is SH.
  • R 9 is NH2.
  • R 9 is , NH(Ci-C4-alkyl), in particular NH(CH3), NH(C 2 H 5 ).
  • R 9 is , N(Ci-C4-alkyl)2, in particular NH(CH3)2, NH(C 2 H 5 ) 2 .
  • R 9 is , NH(C3-C6-cycloalkyl), in particular NH(C 3 H 7 ), NH(C 4 H 9 ).
  • R 9 is , N(C3-C6-cycloalkyl)2, in particular N(C 3 H 7 ) 2 , N(C 4 H 9 ) 2 .
  • R 9 is N(Ci-C4-alkyl)(C2-C4-alkynyl), in particular N(CH 3 )(C ⁇ CH), N(CH 3 )(CH 2 C ⁇ CH), N(C 2 H 5 )(C ⁇ CH), N(C 2 H 5 )(CH 2 C ⁇ CH).
  • R 9 is N(CrC4-alkyl)(C 3 -C6-cycloalkyl), in particular N(CH 3 )(C 3 H 7 ), N(CH3)(C 4 H 9 ), N(C 2 H5)(C 3 H 7 ), N(CH 3 )(C 4 H 9 ).
  • R 9 is N(C2-C4-alkynyl)(C 3 -C6-cycloalkyl), in particular N(C ⁇ CH)(C 3 H 7 ), N(CH 2 C ⁇ CH)(C 4 H 9 ), N(C ⁇ CH)(C 3 H 7 ), N(CH 2 C ⁇ CH)(C 4 H 9 ).
  • R 9 is NH-S02-R X such as NH-SO2-CH3, NH-SO2-CH2-CH3, NH-SO2-CF3, NH-SO2-TS.
  • R 9 is S(0)n-C2-C6-alkenyl such as
  • R 9 is Ci-C6-alkyl, in particular Ci-C 4 -alkyl, such as CH3. or C 2 H5, in particular CH3 or CH 2 CH3.
  • R 9 is Ci-C6-halogenalkyl, in particular Ci-C 4 - halogenalkyl, such as CF 3 , CCI 3 , FCH 2 , CICH 2 , F 2 CH, CI 2 CH, CF 3 CH 2 , CCI 3 CH 2 or CF 2 CHF 2 .
  • R 9 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, such as C CH, Ch C CH, C CCI,
  • R 9 is OR Y wherein R Y is Ci-C6-alkyl, Ci- C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, C3- C6-cycloalkyl, C3-C6-halogencycloalkyl.
  • R 9 is OR Y , wherein R Y is Ci-C6-alkyl, in particular Ci-C4-alkyl, more specifically Ci-C2-alkoxy. R 9 is such as OCH3 or OCH2CH3.
  • R 9 is OR Y , wherein R Y is Ci-C6-halogen- alkyl, in particular Ci-C4-halogenalkyl, more specifically Ci-C2-halogenalkyl.
  • R 9 is such as OCF3, OCHF2, OCH2F, OCCI3, OCHCI2 or OCH2CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 9 is OR Y wherein R Y C2-C6-alkenyl, in particular C2-C4-alkenyl, more specifically Ci-C2-alkenyl.
  • R 9 is OR Y , wherein R Y C2-C6-alkynyl, in particular C2-C6-alkynyl, in particular C2-C4-alkynyl, more specifically Ci-C2-alkynyl.
  • R 9 is such as OC ⁇ CH, OC ⁇ CCI, OCH 2 C ⁇ CCI, or OCCI 2 C ⁇ CCI.
  • R 9 is OR Y , wherein R Y is C3-C6-cycloalkyl, in particular cyclopropyl.
  • R 9 is OR Y wherein R Y is C3-C6-halogencyclo- alkyl.
  • R 1 is fully or partially halogenated cyclopropyl.
  • R 9 is is OR Y , wherein R Y C3-C6-cycloalkenyl, in particular cyclopropenyl.
  • R 9 is C3-C6-cycloalkyl, in particular cyclopropyl.
  • R 9 is C3-C6-halogencycloalkyl.
  • R 9b is fully or partially halogenated cyclopropyl, such as 1 -F-cyclopropyl, 1 -CI- cyclopropyl, 1 ,1 -F 2 -cyclopropyl, 1 , 1 -Cl2-cyclopropyl .
  • R 9 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 9b which independently of one another are selected from CN, halogen, Ci-C2-alkyl, C1-C2- alkoxy, Ci-C2-halogenalkyl and Ci-C2-halogenalkoxy, in particular CN, F, CI, Br, CH3, OCH3, CHF2, OCHF2, CF3 and OCF3. According to one embodiment, R 9 is unsubstituted phenyl.
  • R 9 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, CI and Br, more specifically selected from F and CI.
  • R 9 is a 5-membered heteroaryl such as pyr- rol-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-4-yl, iso
  • R 9 is a 6-membered heteroaryl such as pyri- din-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, py- rimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl.
  • R 9 is in each case independently selected from H, halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6- alkoxy, Ci-C6-halogenalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl and C3-C6- halogencycloalkyl, wherein the acyclic moieties of R 9 are unsubstituted or substituted with iden- tical or different groups R 9a as defined and preferably defined herein, and wherein the carbocy-rod, phenyl and heteroaryl moieties of R 9 are unsubstituted or substituted with identical or different groups R 9b as defined and preferably defined herein.
  • R 9 is in each case independently selected from H, halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6- alkoxy, Ci-C6-halogenalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl and C3-C6- halogencycloalkyl, wherein the acyclic moieties of R 9 are unsubstituted or substituted with identical or different groups R 9a as defined and preferably defined herein, and wherein the cycloalkyi moieties of R 9 are unsubstituted or substituted with identical or different groups R 9b as defined and preferably defined herein.
  • R 9a are the possible substituents for the acyclic moieties of R 9 .
  • R 9a is independently selected from halogen, OH, CN, C1-C6- alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R 91a selected from the group consisting of halogen, OH, Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci- C4-halogenalkoxy.
  • R 9a is independently selected from halogen, Ci-C6-alkoxy, C3-C6- cycloalkyl, C3-C6-halogencycloalkyl and Ci-C4-halogenalkoxy.
  • R 9a is independently selected from F, CI, Br, I, Ci-C2-alkoxy, cyclopropyl, 1 -F-cyclopropyl, 1-CI-cyclopropyl, 1 ,1 -F2- cyclopropyl, 1 ,1 -Cl2-cyclopropyl and Ci-C2-halogenalkoxy.
  • R 9a is independently halogen, in particular selected from F, CI, Br and I, more specifically F, CI and Br.
  • R 9b are the possible substituents for the cycloalkyi, heteroaryl and phenyl moieties of R 9 .
  • R 9b according to the invention is independently selected from halogen, OH, CN, Ci-C4-alkyl, C1-C4- alkoxy, Ci-C4-halogenalkyl, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl, Ci-C4-halogenalkoxy and d-Ce-alkylthio.
  • R 9b is independently selected from halogen, CN, C1-C4- alkyl, Ci-C4-alkoxy, Ci-C4-halogenalkyl and Ci-C4-halogenalkoxy, in particular halogen, C1-C4- alkyl and Ci-C4-alkoxy.
  • R 9b is independently selected from F, CI, CN , CH3, OCH3 and halogenmethoxy.
  • R 9 Particularly preferred embodiments of R 9 according to the invention are in Table P13 below, wherein each line of lines P13-1 to P3-43 corresponds to one particular embodiment of the invention, wherein P13-1 to P3-43 are also in any combination with one another a preferred embodiment of the present invention.
  • the connection point to the carbon atom, to which R 9 is bound is marked with "#" in the drawings.
  • R 10 is in each case independently selected from H , halogen, OH , CN , NO2, SH , N H 2 , N H(Ci- C 4 -alkyl), N(CrC 4 -alkyl) 2 , N H (C 2 -C 4 -alkenyl), N(C 2 -C 4 -alkenyl) 2 , N H(C 2 -C 4 -alkynyl), N(C 2 -C 4 -al- kynyl) 2 , N H(C 3 -C 6 -cycloalkyl), N(C 3 -C 6 -cycloalkyl) 2 , N(C 2 -C 4 -alkyl)(C 2 -C 4 -alkenyl), N(C 2 -C 4 -al- kyl)(C 2 -C 4 -alkynyl), N(C 2 -C 4 -alkynyl)(C 2 -C 4
  • heteroaryl contains one, two or three heteroatoms selected from N , O and S;
  • R x is as defined above;
  • R Y is Ci-C6-alkyl, Ci-C6-halogenalkyl, C 2 -C6-alkenyl, C 2 -C6-halogenalkenyl, C 2 -C6- alkynyl, C 2 -C6-halogenalkynyl, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalkyl;
  • R 10 wherein the acyclic moieties of R 10 are unsubstituted or substituted by groups R 10a which independently of one another are selected from:
  • R 10a halogen, OH , CN , Ci-C 6 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogencycloalkyl, C C 4 -halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R 101 a selected from the group consisting of halogen, OH , Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halo- genalkoxy;
  • groups R 10b which independently of one another are selected from:
  • R 10b halogen, OH , CN , Ci-C 4 -alkyl, Ci-C 4 -alkoxy, C C 4 -halogenalkyl, C 3 -C 6 -cyclo- alkyl, C 3 -C6-halogencycloalkyl, CrC 4 -halogenalkoxy and Ci-C6-alkylthio.
  • R 10 is in each case independently selected from halogen, OH , CN , N0 2 , SH , N H 2 , N H(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , N H(C 2 -C 4 -alkenyl), N(C 2 -C 4 - alkenyl) 2 , N H(C 2 -C 4 -alkynyl), N(C 2 -C 4 -alkynyl) 2 , N H(C 3 -C 6 -cycloalkyl), N(C 3 -C 6 -cycloalkyl) 2 , N(C 2 -C 4 -alkyl)(C 2 -C 4 -alkenyl), N(C 2 -C 4 -alkyl)(C 2 -C 4 -alkynyl), N(C 2 -C 4 -alkyl)(C 3 -C 3 -C 3 -
  • R x is as defined above;
  • R Y is Ci-C6-alkyl, Ci-C6-halogenalkyl, C 2 -C6-alkenyl, C 2 -C6-halogenalkenyl, C 2 -C6- alkynyl, C 2 -C6-halogenalkynyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl;
  • R 10 wherein the acyclic moieties of R 10 are unsubstituted or substituted by groups R 10a which independently of one another are selected from:
  • R 10a halogen, OH, CN, Ci-C 6 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -halogencycloalkyl, Ci-
  • groups R 10b which independently of one another are selected from:
  • R 10b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cyclo- alkyl, C 3 -C6-halogencycloalkyl, Ci-C4-halogenalkoxy and Ci-C6-alkylthio;
  • R 10 is secected from the group consisting of halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C 2 - C6-alkenyl, C 2 -C6-halogenalkenyl, C 2 -C6-alkynyl, C 2 -C6-halogenalkynyl, Ci-C6-alkoxy, Ci-C6-hal ogenalkoxy and OR Y .
  • R 10 is halogen, in particular F, CI, Br or I, more specifically F, CI or Br, in particular F or CI.
  • R 10 is F.
  • R 10 is CI.
  • R 10 is Br.
  • R 10 is OH.
  • R 10 is CN.
  • R 10 is N0 2 .
  • R 10 is SH.
  • R 10 is NH 2 .
  • R 10 is , NH(C
  • R 10 is , N(Ci-
  • R 10 is , N(C 2 -C4--alkenyl) 2 , in particular
  • R 10 is , NH(C 2 -C4-alkynyl), in particular NH(C ⁇ CH), NH(CH 2 C ⁇ CH).
  • R 10 is , NH(C 3 -C6-cycloalkyl), in particular NH(C 3 H 7 ), NH(C 4 H 9 ).
  • R 10 is , N(C 3 -C6-cycloalkyl) 2 , in particular N(C 3 H 7 ) 2 , N(C 4 H 9 ) 2 .
  • R 10 is N(Ci-C4-alkyl)(C 2 -C4-alkynyl), in particular N(CH 3 )(C ⁇ CH), N(CH 3 )(CH 2 C ⁇ CH), N(C 2 H 5 )(C ⁇ CH), N(C 2 H 5 )(CH 2 C ⁇ CH).
  • R 10 is N(Ci-C4-alkyl)(C 3 -C6-cycloalkyl), in particular N(CH 3 )(C 3 H 7 ), N(CH 3 )(C 4 H 9 ), N(C 2 H 5 )(C 3 H 7 ), N(CH 3 )(C 4 H 9 ).
  • R 10 is N(C 2 -C4-alkynyl)(C 3 -C6-cycloalkyl), in particular N(C ⁇ CH)(C 3 H 7 ), N(CH 2 C ⁇ CH)(C 4 H 9 ), N(C ⁇ CH)(C 3 H 7 ), N(CH 2 C ⁇ CH)(C 4 H 9 ).
  • R 10 is NH-S0 2 -R x such as NH-S0 2 - CH 3 , NH-S0 2 -CH 2 -CH 3 , NH-S0 2 -CF 3 , NH-S0 2 -Ts.
  • R 10 is S(0)n-C 2 -C6-alkenyl such as
  • R 10 is Ci-C6-alkyl, in particular Ci-C 4 -alkyl, such as CH3. or C 2 H5, in particular CH3 or CH 2 CH3.
  • R 10 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF 3 , CCI 3 , FCH 2 , CICH 2 , F 2 CH, CI 2 CH, CF 3 CH 2 , CCI 3 CH 2 or CF 2 CHF 2 .
  • R 10 is C 2 -C6-alkynyl or C 2 -C6-halogen- alkynyl, in particular C 2 -C 4 -alkynyl or C 2 -C 4 -halogenalkynyl, such as C CH, CH 2 C CH, C CCI, CH 2 C ⁇ CCI, or CCI 2 C ⁇ CCI.
  • R 10 is OR Y wherein R Y is Ci-C6-alkyl, Ci-C6-halogenalkyl, C 2 -C6-alkenyl, C 2 -C6-halogenalkenyl, C 2 -C6-al kynyl, C 2 -C6-halogenalkynyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl.
  • R 10 is OR Y , wherein R Y is Ci-C6-alkyl, in particular Ci-C4-alkyl, more specifically Ci-C2-alkoxy.
  • R 10 is such as OCH3 or OCH2CH3.
  • R 10 is OR Y , wherein R Y is Ci-C6-halo- genalkyl, in particular Ci-C4-halogenalkyl, more specifically Ci-C2-halogenalkyl.
  • R 10 is such as OCF3, OCHF2, OCH2F, OCCI3, OCHCI2 or OCH2CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI2.
  • R 10 is OR Y , wherein R Y C2-C6-alkenyl, in particular C2-C4-alkenyl, more specifically Ci-C2-alkenyl.
  • R 10 is OR Y , wherein R Y C2-C6-alkynyl, in particular C2-C6-alkynyl, in particular C2-C4-alkynyl, more specifically Ci-C2-alkynyl.
  • R 10 is such as OC ⁇ CH, OC ⁇ CCI, OCH 2 C ⁇ CCI, or OCCI 2 C ⁇ CCI
  • R 10 is OR Y wherein R Y is C3-C6-cycloalkyl, in particular cyclopropyl.
  • R 10 is OR Y , wherein R Y is C3-C6-halogency- cloalkyl.
  • R 1 is fully or partially halogenated cyclopropyl.
  • R 10 is is OR Y , wherein R Y C3-C6-cycloalkenyl, in particular cyclopropenyl.
  • R 10 is C3-C6-cycloalkyl, in particular cyclopropyl.
  • R 10 is C3-C6-halogencycloalkyl.
  • R 10b is fully or partially halogenated cyclopropyl, such as 1-F-cyclopropyl, 1 -CI- cyclopropyl, 1 ,1 -F2-cyclopropyl, 1 ,1-Cl2-cyclopropyl
  • R 10 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 10b which independently of one another are selected from CN, halogen, Ci-C2-alkyl, C1-C2- alkoxy, Ci-C2-halogenalkyl and Ci-C2-halogenalkoxy, in particular CN, F, CI, Br, CH3, OCH3, CHF2, OCHF2, CF 3 and OCF 3 .
  • R 10 is unsubstituted phenyl.
  • R 10 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, CI and Br, more specifically selected from F and CI.
  • R 10 is a 5-membered heteroaryl such as pyr- rol-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, isoxa
  • R 9 is a 6-membered heteroaryl such as pyri- din-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, py- rimidin-5-yl, pyrazin-2-yl and 1 ,3,5-triazin-2-yl and 1 ,2,4-triazin-3-yl.
  • R 10 is in each case independently selected from H, halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6- alkoxy, Ci-C6-halogenalkoxy,C3-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl and C3-C6- halogencycloalkyl, wherein the acyclic moieties of R 10 are unsubstituted or substituted with identical or different groups R 10a as defined and preferably defined herein, and wherein the carbocy-rod, phenyl and heteroaryl moieties of R 10 are unsubstituted or substituted with identical or dif- ferent groups R 10b as defined and preferably defined herein.
  • R 10 is in each case independently selected from H, halogen, CN, Ci-C6-alkyl, Ci-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6- alkoxy, Ci-C6-halogenalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C3-C6-cycloalkyl and C3-C6- halogencycloalkyl, wherein the acyclic moieties of R 10 are unsubstituted or substituted with iden- tical or different groups R 10a as defined and preferably defined herein, and wherein the cycloal- kyl moieties of R 10 are unsubstituted or substituted with identical or different groups R 10b as defined and preferably defined herein.
  • R 10a are the possible substituents for the acyclic moieties of R 9 .
  • R 10a is independently selected from halogen, OH, CN, C1-C6- alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R 91a selected from the group consisting of halogen, OH , Ci-C4-alkyl, Ci-C4-halogenalkyl, Ci-C4-alkoxy and Ci- C4-halogenalkoxy.
  • R 10a is independently selected from halogen, Ci-C6-alkoxy, C3- C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C4-halogenalkoxy. Specifically, R 10a is
  • R 10a is independently halogen, in particular selected from F, CI, Br and I , more specifically F, CI and Br.
  • R 10b are the possible substituents for the carbocyclic, heteroaryl and phenyl moieties of R 10 .
  • R 10b according to the invention is independently selected from halogen, OH, CN, Ci-C4-alkyl, C1-C4- alkoxy, Ci-C4-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C4-halogenalkoxy and d-Ce-alkylthio.
  • R 10b is independently selected from halogen, CN, C1-C4- alkyl, Ci-C4-alkoxy, Ci-C4-halogenalkyl and Ci-C4-halogenalkoxy, in particular halogen, C1-C4- alkyl and Ci-C4-alkoxy.
  • R 10b is independently selected from F, CI, CN, CH 3 , OCH 3 and halogenmethoxy.
  • R 10 Particularly preferred embodiments of R 10 according to the invention are in Table P14 below, wherein each line of lines P14-1 to P14-43 corresponds to one particular embodiment of the in- vention, wherein P14-1 to P14-43 are also in any combination with one another a preferred embodiment of the present invention.
  • the connection point to the carbon atom, to which R 10 is bound is marked with "#" in the drawings.
  • R N is the substituent of the heteroatom N that is contained in the heterocycle formed by R 9 and R 10 in some of the inventive compounds.
  • R N is selected from Ci-C4-alkyl, Ci-C4-halogen- alkyl and SC>2Ph, wherein Ph is unsubstituted phenyl or phenyl that is substituted by one, two or three substituents selected from Ci-C4-alkyl.
  • R N is in each case independently selected from Ci-C2-alkyl, Ci-C2-halogenalkyl and SC>2Ph, wherein Ph is unsubstituted phenyl or phenyl that is substituted by one methyl substituents.
  • R N is in each case independently selected from Ci-C2-alkyl, more particularly methyl. In one particular embodiment, R N is in each case independently selected from S02Ph, wherein Ph is unsubstituted phenyl or phenyl that is substituted by one methyl.
  • R 9 and R 10 together with the carbon atoms to which they are bound form a saturated or partially unsaturated five-, six-or seven -membered carbo- and heterocycle that is unsubstituted or substituted.
  • R 9 and R 10 form a 3-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 4-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 5-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 6-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 7-membered saturated carbocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 3-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 4-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 9 and R 10 form a 5-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • it is substituted by R 11 .
  • R 9 and R 10 form a 6-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 7-membered saturated heterocycle.
  • the carbocycle is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 5-membered saturated heteroaryl.
  • the heteroaryl is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 9 and R 10 form a 6-membered heteroaryl.
  • the heteroaryl is unsubstituted, i.e. it does not carry any substituent R 11 .
  • R 11 it is substituted by R 11 .
  • R 11 is in each case independently selected from halogen, OH, CN, N0 2 , SH, NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 - alkynyl, Ci-C6-alkoxy, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- and heterocycle, five- or six-membered heteroaryl and aryl; wherein the heterocycle and heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein
  • R x is Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x11 independently selected from Ci-C 4 -alkyl, halogen, OH, CN, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy;
  • R 11 wherein the acyclic moieties of R 11 are unsubstituted or substituted with identical or different groups R 11a which independently of one another are selected from:
  • R 11a halogen, OH, CN, d-Ce-alkoxy, Cs-Ce-cycloalkyl, Cs-Ce-halogencycloalkyl, Ci-C 4 -halo- genalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 111a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkoxy, CN, C3-C6-cycloalkyl, Cs-Ce-halogencycloalkyl, Ci-C 4 -alkylthio;
  • R 11 wherein the carbocyclic, heterocyclic, heteroaryl and aryl of R 11 are unsubstituted or substituted with identical or different groups R 11b which independently of one another are selected from:
  • R 11b halogen, OH, CN, Ci-C 4 -alkyl, Ci-C 4 -alkoxy, Ci-C 4 -halogenalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - halogencycloalkyl, Ci-C 4 -halogenalkoxy and Ci-C6-alkylthio.
  • m is 1 .
  • m is 2 or 3. According to one specific embodiment thereof, m is 2. According to still another embodiment of formula I, m is 3.
  • R 11 is halogen, Ci-C6-alkyl, Ci-C6-halogenalkyl, Ci- Ce-alkoxy or , C C 6 -halogenalkoxy, in particular CH 3 , Et, CHF 2 , OCH 3 , OCHF 2 , OCF 3 , F, CI, more specifically H, CH 3 , F or CI most preferred F or CI.
  • R 11 is halogen, in particular Br, F or CI, more specifically F or CI.
  • R 11 is OH.
  • R 11 is CN
  • R 11 is Nhb, NH(Ci-C4-alkyl), N(Ci-C4-alkyl)2 or NH-S02-R X , wherein R x is Ci-C4-alkyl, Ci-C4-halogenalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x11 independently selected from Ci-C4-al- kyl.
  • R 11 is Ci-C6-alkyl, in particular Ci-C4-alkyl, such as CH 3 .
  • R 11 is Ci-C6-halogenalkyl, in particular C1-C4- halogenalkyl, such as CF 3 , CHF 2 , CH 2 F, CCI 3 , CHCI2 or CH 2 CI.
  • R 11 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C 2 -C 4 -alkynyl or C 2 -C 4 -halogenalkynyl, such as C ⁇ CH, CH 2 C ⁇ CH, C ⁇ C-CI, C ⁇ C- CH 3 , CH 2 C ⁇ CH, CH 2 C ⁇ CCI or CH 2 C ⁇ C-CH 3 .
  • R 11 is Ci-C6-alkoxy, in particular C1-C4- alkoxy, more specifically Ci-C2-alkoxy such as OCH 3 or OCH2CH 3 .
  • R 11 is Ci-C6-halogenalkoxy, in particular Ci- C4-halogenalkoxy, more specifically Ci-C2-halogenalkoxy such as OCF 3 , OCHF 2 , OCH 2 F, OCCI 3 , OCHC or OCH2CI, in particular OCF 3 , OCHF 2 , OCCI 3 or OCHCI 2 .
  • R 11 is C3-C6-cycloalkyl, in particular cyclopro- pyl.
  • R 11 is C3-C6-cycloalkyl, for example cyclopro- pyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 11b as defined and preferably herein.
  • R 11 is C3-C6-halogencycloalkyl.
  • R 11 is fully or partially halogenated cyclopropyl.
  • R 11 is unsubstituted aryl or aryl that is substituted by one, two, three or four R 11b , as defined herein.
  • R 11 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 11 b , as defined herein.
  • R 11 is unsubstituted 5- or 6-membered heteroaryl. According to still a further embodiment, R 11 is 5- or 6-membered heteroaryl that is substituted by one, two or three R 11b , as defined herein.
  • R 11 is in each case independently selected from halogen, OH, CN, N0 2 , SH, NH 2 , NH(Ci-C 4 -alkyl), N(Ci-C 4 -alkyl) 2 , NH-S0 2 -R x , Ci-C 6 -alkyl, C 2 -C6-alkenyl, C 2 -C6-alkynyl, Ci-C6-alkoxy and C3-C6-cycloalkyl; wherein the acyclic moieties of R 11 are not further substituted or carry one, two, three, four or five identical or different groups R 11a as defined below and wherein the carbocyclic, heterocyclic and heteroaryl moieties of R 11 are not further substituted or carry one, two, three, four or five identical or different groups R 11 b as defined below.
  • R 11 is independently selected from halogen, OH, Ci-C6-alkyl, Ci-C6-halogenalkyl, Ci-C6-alkoxy and Ci-C6-halogenalkoxy, in particular independently selected from F, CI, Br, CN, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci-C 4 -halogenalkoxy.
  • R 11a are the possible substituents for the acyclic moieties of R 11 .
  • R 11a is independently selected from halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 -halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 111a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, CrC 4 -halogenalkyl, CrC 4 -alkoxy, Ci-C 4 - halogenalkoxy, CN, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 -alkylthio.
  • R 11a is independently selected from halogen, OH, CN, Ci-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl, Ci-C 4 -halogenalkoxy, Ci-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 111a selected from the group consisting of halogen, OH, Ci-C 4 -alkyl, Ci-C 4 -halogenalkyl, Ci-C 4 -alkoxy and Ci- C 4 -halogenalkoxy, in particular selected from halogen, Ci-C 2 -alkyl, Ci-C 2 -halogenalkyl, Ci-C 2 - alkoxy, Ci-C 2 -halogenalkoxy, more specifically selected from halogen, such as F, CI and Br.
  • halogen such as F, CI and Br.
  • R 11a is independently selected from halogen, OH, CN, Ci-C 2 -alkoxy, C 3 - C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C 2 -halogenalkoxy. Specifically, R 11a is
  • R 11a is independently selected from halogen, such as F, CI, Br and I, more specifically F, CI and Br.
  • R 11a is independently selected from OH, C3- C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C 2 -halogenalkoxy. Specifically, R 11a is
  • R 11b are the possible substituents for the carbocyclic, heterocyclic and heteroaryl moieties of R 11 .
  • R 11 b according to the invention is independently selected from halogen, OH, CN, Ci-C4-alkyl, Ci- C4-alkoxy, Ci-C4-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C4-halogen- alkoxy.
  • R 11 b is independently selected from halogen, CN, C1-C2- alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C 3 -C6-cycloalkyl, C 3 -C6-halogencycloalky and Ci-C2-hal- ogenalkoxy.
  • R 11 b is independently selected from F, CI, OH, CN, CH 3 , OCH 3 , cyclopropyl, 1 -F-cyclopropyl, 1 -CI-cyclopropyl, 1 , 1 -F2-cyclopropyl, 1 , 1 -Cl2-cyclopropyl and halogenmethoxy.
  • R 11 b is independently selected from Ci-C2-alkyl, Ci-C2-alkoxy, Ci-C2-halogenalkyl, C3-C6-cycloalkyl, C3-C6-halogencycloalkyl and Ci-C2-halogen- alkoxy.
  • R 11 b is independently selected from OH, CH3, OCH3, cyclopropyl, 1 -F- cyclopropyl, 1 -CI-cyclopropyl, 1 ,1 -F2-cyclopropyl, 1 ,1 -Cl2-cyclopropyl and halogenmethoxy, more specifically independently selected from OH, CH 3 , OCH 3 , cyclopropyl, 1 -F-cyclopropyl, 1 - Cl-cyclopropyl, 1 , 1 -F 2 -cyclopropyl, 1 , 1 -Cl2-cyclopropyl cyclopropyl and OCHF 2 .
  • Particular embodiments of the compounds I are the following compounds: 1-1.A, 1-1 .B, 1-1.C, I- 1.D, 1-1 . E, 1-1. F, 1-1 .G, 1-1.1; I-2.A, 1-2. B, I-2.C, 1-2. D, I-2.E, 1-2. F, I-2.G, 1-2.1; I-3.A, I-3.B, I-3.C, I- 3.D, 1-3. E, I-3.F, I-3.G, 1-3.1; I-4.A, 1-4. B, I-4.C, 1-4. D, I-4.E, 1-4. F, I-4.G, 1-4.1.
  • the substituents R 4 , R 9 and R 10 are independently as defined in claim 1 or preferably defined bel
  • Particular embodiments of the compounds I are the following compounds: 1-1.A, 1-1. B, 1-1. C, I- 1.D, 1-1 . E, 1-1 . F, 1-1. G, 1-1.1; I-2.A, I-2.B, I-2.C, I-2.D, I-2.E, I-2.F, I-2.G, 1-2.1; I-3.A, I-3.B, I-3.C, I- 3.D, I-3.E, I-3.F, I-3.G, 1-3.1; I-4.A, I-4.B, I-4.C, I-4.D, I-4.E, I-4.F, I-4.G, 1-4.1.
  • Tables 1-1 to 1 -8 that are compiled in the Tables 1-1 to 1 -8, Tables 2-1 to 2-8, Tables 3-1 to 3-8, Tables 4-1 to 4-8, Tables 5-1 to 5-8, Tables 6-1 to 6-8, Tables 7-1 to 7-8, Tables 8-1 to 8-8, Tables 9-1 to 9-8.
  • 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 1-1 Compounds of the formula 1-1. A, I-2.A, I-3.A, I-4.A in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.A.1 -1.A-1 to 1-1 .A.1 -1.A-287, compounds I-2.A.1-
  • Table 1-2 Compounds of the formula 1-1. A, I-2.A, I-3.A, I-4.A in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.A.1 -2.A-1 to 1-1 .A.1 -2.A-287, compounds I-2.A.1-
  • Table 1-4 Compounds of the formula 1-1.A, I-2.A, I-3.A, I-4.A in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .A.1 -4.A-1 to 1-1 .A.1-4.A-287, compounds I-2.A.1 -4.A-1 to I- 2.A.1-4.A-287, compounds I-3.A.1-4.A-1 to I-3.A.1 -4.A-287 compounds I-4.A.1-4.A-1 to I-4.A.1 - 4.A-287).
  • Table 1-5 Compounds of the formula 1-1.A, I-2.A, I-3.A, I-4.A in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.A.1 -5.A-1 to 1-1 .A.1 -5.A-287, compounds I-2.A.1- 5.A-1 to I-2.A.1 -5.A-287, compounds I-3.A.1-5.A-1 to I-3.A.1 -5.A-287 compounds I-4.A.1-5.A-1 to I-4.A.1-5.A-287).
  • Table 1-6 Compounds of the formula 1-1.A, I-2.A, I-3.A, I-4.A in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .A.1-6.A-1 to I-1.A.1 -6.A-287, compounds I- 2.A.1-6.A-1 to I-2.A.1-6.A-287, compounds I-3.A.1-6.A-1 to I-3.A.1-6.A-287 compounds I-4.A.1- 6.A-1 to I-4.A.1 -6.A-287).
  • Table 1-7 Compounds of the formula 1-1. A, I-2.A, I-3.A, I-4.A in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .A.1 -7.A-1 to 1-1 .A.1-7.A-287, compounds I-2.A.1 -7.A-1 to I- 2.A.1-7.A-287, compounds I-3.A.1-7.A-1 to I-3.A.1 -7.A-287 compounds I-4.A.1-7.A-1 to I-4.A.1 - 7.A-287).
  • Table 1-8 Compounds of the formula 1-1.A, I-2.A, I-3.A, I-4.A in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.A.1 -8.A-1 to 1-1 .A.1 -8.A-287, compounds I-2.A.1- 8.A-1 to I-2.A.1 -8.A-287, compounds I-3.A.1-8.A-1 to I-3.A.1 -8.A-287 compounds I-4.A.1-8.A-1 to I-4.A.1-8.A-287).
  • Table 2-1 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.B.2-1.A-1 to 1-1 .B.2-1.A-287, compounds I-2.B.2- 1.A-1 to I-2.B.2-1.A-287, compounds I-3. B.2-1.A-1 to I-3.B.2-1 .A-287 compounds I-4. B.2-1.A-1 to I-4. B.2-1. A-287).
  • Table 2-2 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.B.2-2.A-1 to 1-1 .B.2-2.A-287, compounds I-2.B.2- 2.A-1 to I-2.B.2-2.A-287, compounds I-3.B.2-2.A-1 to I-3.B.2-2.A-287 compounds I-4.B.2-2.A-1 to I-4.B.2-2.A-287).
  • Table 2-3 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.B.2-3.A-1 to 1-1 .B.2-3.A-287, compounds I-2.B.2- 3.A-1 to I-2.B.2-3.A-287, compounds I-3.B.2-3.A-1 to I-3.B.2-3.A-287 compounds I-4.B.2-3.A-1 to I-4.B.2-3.A-287).
  • Table 2-4 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .B.2-4.A-1 to 1-1 .B.2-4.A-287, compounds I-2.B.2-4.A-1 to I- 2.B.2-4.A-287, compounds I-3.B.2-4.A-1 to I-3.B.2-4.A-287 compounds I-4.B.2-4.A-1 to I-4.B.2- 4.A-287).
  • Table 2-5 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.B.2-5.A-1 to 1-1 .B.2-5.A-287, compounds I-2.B.2- 5.A-1 to I-2.B.2-5.A-287, compounds I-3.B.2-5.A-1 to I-3.B.2-5.A-287 compounds I-4.B.2-5.A-1 to I-4.B.2-5.A-287).
  • Table 2-6 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .B.2-6.A-1 to 1-1.B.2-6.A-287, compounds I- 2.B.2-6.A-1 to I-2.B.2-6.A-287, compounds I-3.B.2-6.A-1 to I-3.B.2-6.A-287 compounds I-4.B.2- 6.A-1 to I-4.B.2-6.A-287).
  • Table 2-7 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .B.2-7.A-1 to I-1 .B.2-7.A-287, compounds I-2.B.2-7.A-1 to I- 2.B.2-7.A-287, compounds I-3.B.2-7.A-1 to I-3.B.2-7.A-287 compounds I-4.B.2-7.A-1 to I-4.B.2- 7.A-287).
  • Table 2-8 Compounds of the formula 1-1.B, I-2.B, I-3.B, I-4.B in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.B.2-8.A-1 to 1-1 .B.2-8.A-287, compounds I-2.B.2- 8.A-1 to I-2.B.2-8.A-287, compounds I-3.B.2-8.A-1 to I-3.B.2-8.A-287 compounds I-4.B.2-8.A-1 to I-4.B.2-8.A-287).
  • Table 3-1 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.C.3-1 .A-1 to 1-1.C.3-1.A-287, compounds I-2.C.3-
  • Table 3-2 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.C.3-2.A-1 to 1-1.C.3-2.A-287, compounds I-2.C.3-
  • Table 3-3 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.C.3-3.A-1 to 1-1.C.3-3.A-287, compounds I-2.C.3- 3.A-1 to I-2.C.3-3.A-287, compounds I-3.C.3-3.A-1 to I-3.C.3-3.A-287 compounds I-4.C.3-3.A-1 to I-4.C.3-3.A-287).
  • Table 3-4 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .C.3-4.A-1 to I-1.C.3-4.A-287, compounds I-2.C.3-4.A-1 to I- 2.C.3-4.A-287, compounds I-3.C.3-4.A-1 to I-3.C.3-4.A-287 compounds I-4.C.3-4.A-1 to I-4.C.3- 4.A-287).
  • Table 3-5 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.C.3-5.A-1 to 1-1.C.3-5.A-287, compounds I-2.C.3- 5.A-1 to I-2.C.3-5.A-287, compounds I-3.C.3-5.A-1 to I-3.C.3-5.A-287 compounds I-4.C.3-5.A-1 to I-4.C.3-5.A-287).
  • Table 3-6 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .C.3-6.A-1 to 1-1.C.3-6.A-287, compounds I- 2.C.3-6.A-1 to I-2.C.3-6.A-287, compounds I-3.C.3-6.A-1 to I-3.C.3-6.A-287 compounds I-4.C.3-
  • Table 3-7 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .C.3-7.A-1 to I-1.C.3-7.A-287, compounds I-2.C.3-7.A-1 to I- 2.C.3-7.A-287, compounds I-3.C.3-7.A-1 to I-3.C.3-7.A-287 compounds I-4.C.3-7.A-1 to I-4.C.3-
  • Table 3-8 Compounds of the formula 1-1.C, I-2.C, I-3.C, I-4.C in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.C.3-8.A-1 to 1-1.C.3-8.A-287, compounds I-2.C.3- 8.A-1 to I-2.C.3-8.A-287, compounds I-3.C.3-8.A-1 to I-3.C.3-8.A-287 compounds I-4.C.3-8.A-1 to I-4.C.3-8.A-287).
  • Table 4-1 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.D.4-1 .A-1 to 1-1.D.4-1.A-287, compounds I-2.D.4-
  • Table 4-2 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.D.4-2.A-1 to 1-1.D.4-2.A-287, compounds I-2.D.4-
  • Table 4-3 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.D.4-3.A-1 to 1-1.D.4-3.A-287, compounds I-2.D.4- 3.A-1 to I-2.D.4-3.A-287, compounds I-3.D.4-3.A-1 to I-3.D.4-3.A-287 compounds I-4.D.4-3.A-1 to I-4.D.4-3.A-287).
  • Table 4-4 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .D.4-4.A-1 to I-1.D.4-4.A-287, compounds I-2.D.4-4.A-1 to I- 2.D.4-4.A-287, compounds I-3.D.4-4.A-1 to I-3.D.4-4.A-287 compounds I-4.D.4-4.A-1 to I-4.D.4- 4.A-287).
  • Table 4-5 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.D.4-5.A-1 to 1-1.D.4-5.A-287, compounds I-2.D.4- 5.A-1 to I-2.D.4-5.A-287, compounds I-3.D.4-5.A-1 to I-3.D.4-5.A-287 compounds I-4.D.4-5.A-1 to I-4.D.4-5.A-287).
  • Table 4-6 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .D.4-6.A-1 to 1-1.D.4-6.A-287, compounds I- 2.D.4-6.A-1 to I-2.D.4-6.A-287, compounds I-3.D.4-6.A-1 to I-3.D.4-6.A-287 compounds I-4.D.4-
  • Table 4-7 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .D.4-7.A-1 to I-1.D.4-7.A-287, compounds I-2.D.4-7.A-1 to I- 2.D.4-7.A-287, compounds I-3.D.4-7.A-1 to I-3.D.4-7.A-287 compounds I-4.D.4-7.A-1 to I-4.D.4-
  • Table 4-8 Compounds of the formula 1-1.D, I-2.D, I-3.D, I-4.D in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.D.4-8.A-1 to 1-1.D.4-8.A-287, compounds I-2.D.4- 8.A-1 to I-2.D.4-8.A-287, compounds I-3.D.4-8.A-1 to I-3.D.4-8.A-287 compounds I-4.D.4-8.A-1 to I-4.D.4-8.A-287).
  • Table 5-1 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.E.5-1.A-1 to 1-1 .E.5-1.A-287, compounds I-2.E.5-
  • Table 5-2 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.E.5-2.A-1 to 1-1 .E.5-2.A-287, compounds I-2.E.5-
  • Table 5-3 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.E.5-3.A-1 to 1-1 .E.5-3.A-287, compounds I-2.E.5- 3.A-1 to I-2.E.5-3.A-287, compounds I-3.E.5-3.A-1 to I-3.E.5-3.A-287 compounds I-4.E.5-3.A-1 to I-4.E.5-3.A-287).
  • Table 5-4 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .E.5-4.A-1 to 1-1 .E.5-4.A-287, compounds I-2.E.5-4.A-1 to I- 2.E.5-4.A-287, compounds I-3.E.5-4.A-1 to I-3.E.5-4.A-287 compounds I-4.E.5-4.A-1 to I-4.E.5- 4.A-287).
  • Table 5-5 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.E.5-5.A-1 to 1-1 .E.5-5.A-287, compounds I-2.E.5- 5.A-1 to I-2.E.5-5.A-287, compounds I-3.E.5-5.A-1 to I-3.E.5-5.A-287 compounds I-4.E.5-5.A-1 to I-4.E.5-5.A-287).
  • Table 5-6 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .E.5-6.A-1 to 1-1.E.5-6.A-287, compounds I- 2.E.5-6.A-1 to I-2.E.5-6.A-287, compounds I-3.E.5-6.A-1 to I-3.E.5-6.A-287 compounds I-4.E.5-
  • Table 5-7 Compounds of the formula 1-1. E, I-2.E, I-3.E, I-4.E in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .E.5-7.A-1 to 1-1 .E.5-7.A-287, compounds I-2.E.5-7.A-1 to I- 2.E.5-7.A-287, compounds I-3.E.5-7.A-1 to I-3.E.5-7.A-287 compounds I-4.E.5-7.A-1 to I-4.E.5-
  • Table 5-8 Compounds of the formula 1-1.E, I-2.E, I-3.E, I-4.E in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.E.5-8.A-1 to 1-1 .E.5-8.A-287, compounds I-2.E.5- 8.A-1 to I-2.E.5-8.A-287, compounds I-3.E.5-8.A-1 to I-3.E.5-8.A-287 compounds I-4.E.5-8.A-1 to I-4.E.5-8.A-287).
  • Table 6-1 Compounds of the formula 1-1.F, I-2.F, I-3.F, I-4.F in which R 9 is CH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1 .F.1-1.A-1 to I-1.F.1-1.A-287, compounds I-2.F.1-1 .A-1 to I- 2.F.1 -1 .A-287, compounds I-3.F.1-1.A-1 to I-3.F.1-1 .A-287 compounds I-4.F.1 -1 .A-1 to I-4.F.1 - 1.A-287).
  • Table 6-2 Compounds of the formula 1-1.F, I-2.F, I-3.F, I-4.F in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.F.1-2.A-1 to 1-1 .F.1 -2.A-287, compounds I-2.F.1 - 2.A-1 to I-2.F.1-2.A-287, compounds I-3.F.1 -2.A-1 to I-3.F.1 -2.A-287 compounds I-4.F.1-2.A-1 to I-4.F.1 -2.A-287).
  • Table 6-3 Compounds of the formula 1-1.F, I-2.F, I-3.F, I-4.F in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.F.1-3.A-1 to 1-1 .F.1 -3.A-287, compounds I-2.F.1 - 3.A-1 to I-2.F.1-3.A-287, compounds I-3.F.1 -3.A-1 to I-3.F.1 -3.A-287 compounds I-4.F.1-3.A-1 to I-4.F.1 -3.A-287).
  • Table 6-4 Compounds of the formula 1-1. F, I-2.F, I-3.F, I-4.F in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .F.1-4.A-1 to I-1.F.1-4.A-287, compounds I-2.F.1-4.A-1 to I- 2.F.1 -4.A-287, compounds I-3.F.1-4.A-1 to I-3.F.1-4.A-287 compounds I-4.F.1 -4.A-1 to I-4.F.1 - 4.A-287).
  • Table 6-5 Compounds of the formula 1-1.F, I-2.F, I-3.F, I-4.F in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.F.1-5.A-1 to 1-1 .F.1 -5.A-287, compounds I-2.F.1 - 5.A-1 to I-2.F.1-5.A-287, compounds I-3.F.1 -5.A-1 to I-3.F.1 -5.A-287 compounds I-4.F.1-5.A-1 to I-4.F.1 -5.A-287).
  • Table 6-6 Compounds of the formula 1-1. F, I-2.F, I-3.F, I-4.F in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.F.1-6.A-1 to 1-1.F.1-6.A-287, compounds I- 2.F.1 -6.A-1 to I-2.F.1 -6.A-287, compounds I-3.F.1-6.A-1 to I-3.F.1-6.A-287 compounds I-4.F.1 - 6.A-1 to I-4.F.1-6.A-287).
  • Table 6-7 Compounds of the formula 1-1. F, I-2.F, I-3.F, I-4.F in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.F.1-7.A-1 to I-1.F.1-7.A-287, compounds I-2.F.1 -7.A-1 to I-2.F.1 - 7.A-287, compounds I-3.F.1 -7.A-1 to I-3.F.1 -7.A-287 compounds I-4.F.1-7.A-1 to I-4.F.1-7.A- 287).
  • Table 6-8 Compounds of the formula 1-1. F, I-2.F, I-3.F, I-4.F in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .F.1-8.A-1 to I-1.F.1-8.A-287, compounds I-2.F.1-8.A-1 to I- 2.F.1 -8.A-287, compounds I-3.F.1-8.A-1 to I-3.F.1-8.A-287 compounds I-4.F.1 -8.A-1 to I-4.F.1 - 8.A-287).
  • Table 7-1 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.G.7-1.A-1 to 1-1 .G.7-1.A-287, compounds I-2.G.7-
  • Table 7-2 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.G.7-2.A-1 to 1-1 .G.7-2.A-287, compounds I-2.G.7-
  • Table 7-4 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .G.7-4.A-1 to I-1.G.7-4.A-287, compounds I-2.G.7-4.A-1 to I- 2.G.7-4.A-287, compounds I-3.G.7-4.A-1 to I-3.G.7-4.A-287 compounds I-4.G.7-4.A-1 to I-
  • Table 7-5 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.G.7-5.A-1 to 1-1 .G.7-5.A-287, compounds I-2.G.7-
  • Table 7-6 Compounds of the formula 1-1. G, I-2.G, I-3.G, I-4.G in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .G.7-6.A-1 to 1-1.G.7-6.A-287, compounds I- 2.G.7-6.A-1 to I-2.G.7-6.A-287, compounds I-3.G.7-6.A-1 to I-3.G.7-6.A-287 compounds I- 4.G.7-6.A-1 to I-4.G.7-6.A-287).
  • Table 7-7 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .G.7-7.A-1 to I-1.G.7-7.A-287, compounds I-2.G.7-7.A-1 to I- 2.G.7-7.A-287, compounds I-3.G.7-7.A-1 to I-3.G.7-7.A-287 compounds I-4.G.7-7.A-1 to I- 4.G.7-7.A-287).
  • Table 7-8 Compounds of the formula 1-1.G, I-2.G, I-3.G, I-4.G in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.G.7-8.A-1 to 1-1 .G.7-8.A-287, compounds I-2.G.7- 8.A-1 to I-2.G.7-8.A-287, compounds I-3.G.7-8.A-1 to I-3.G.7-8.A-287 compounds I-4.G.7-8.A-1 to I-4.G.7-8.A-287).
  • Table 8-1 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.H.8-1 .A-1 to 1-1.H.8-1.A-287, compounds I-2.H.8-
  • Table 8-2 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.H.8-2.A-1 to 1-1.H.8-2.A-287, compounds I-2.H.8-
  • Table 8-3 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-3.A-1 to 1-1.H.8-3.A-287, compounds I-2.H.8-
  • Table 8-4 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is Br and the mean- ing for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-4.A-1 to I-1.H.8-4.A-287, compounds I-2.H.8-4.A-1 to I- 2.H.8-4.A-287, compounds I-3.H.8-4.A-1 to I-3.H.8-4.A-287 compounds I-4.H.8-4.A-1 to I-4.H.8-
  • Table 8-5 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-5.A-1 to 1-1.H.8-5.A-287, compounds I-2.H.8-
  • Table 8-6 Compounds of the formula 1-1. H, I-2.H, I-3.H, I-4.H in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-6.A-1 to 1-1.H.8-6.A-287, compounds I- 2.H.8-6.A-1 to I-2.H.8-6.A-287, compounds I-3.H.8-6.A-1 to I-3.H.8-6.A-287 compounds I-4.H.8-
  • Table 8-7 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is H and the mean- ing for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-7.A-1 to I-1.H.8-7.A-287, compounds I-2.H.8-7.A-1 to I- 2.H.8-7.A-287, compounds I-3.H.8-7.A-1 to I-3.H.8-7.A-287 compounds I-4.H.8-7.A-1 to I-4.H.8-
  • Table 8-8 Compounds of the formula 1-1.H, I-2.H, I-3.H, I-4.H in which R 9 is CF3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .H.8-8.A-1 to 1-1.H.8-8.A-287, compounds I-2.H.8-
  • Table 9-1 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is CH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.1.9-1 .A-1 to 1-1.1.9-1 .A-287, compounds 1-2.1.9-1 .A-1 to I-2.I.9- 1.A-287, compounds 1-3.1.9-1. A-1 to 1-3.1.9-1 .A-287 compounds 1-4.1.9-1.A-1 to 1-4.1.9-1 .A-287).
  • Table 9-2 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .1.9-2.A-1 to 1-1.1.9-2.A-287, compounds I-2.I.9-2.A-1 to I- 2.I.9-2.A-287, compounds I-3.I.9-2.A-1 to I -3.1.9-2. A-287 compounds I-4.I.9-2.A-1 to I-4.I.9-2.A- 287).
  • Table 9-3 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is C ⁇ CH and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .1.9-3.A-1 to 1-1.1.9-3.A-287, compounds I-2.I.9-3.A-1 to I- 2.I.9-3.A-287, compounds I-3.I.9-3.A-1 to I-3.I.9-3.A-287 compounds I-4.I.9-3.A-1 to I-4.I.9-3.A- 287).
  • Table 9-4 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.I.9-4.A-1 to I-1.I.9-4.A-287, compounds I-2.I.9-4.A-1 to I-2.I.9- 4.A-287, compounds I-3.I.9-4.A-1 to I-3.I.9-4.A-287 compounds I-4.I.9-4.A-1 to I-4.I.9-4.A-287).
  • Table 9-5 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1 .1.9-5.A-1 to I-1.I.9-5.A-287, compounds I-2.I.9-5.A-1 to I- 2.I.9-5.A-287, compounds I-3.I.9-5.A-1 to I-3.I.9-5.A-287 compounds I-4.I.9-5.A-1 to I-4.I.9-5.A- 287).
  • Table 9-6 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds 1-1.1.9-6.A-1 to 1-1 .1.9-6.A-287, compounds I-2.I.9-6.A-1 to I-2.I.9-6.A-287, compounds I-3.I.9-6.A-1 to I-3.I.9-6.A-287 compounds I-4.I.9-6.A-1 to I-4.I.9- 6.A-287).
  • Table 9-7 Compounds of the formula 1-1.1, 1-2.1, 1-3.1, 1-4.1 in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds I-1.I.9-7.A-1 to I-1.I.9-7.A-287, compounds I-2.I.9-7.A-1 to I-2.I.9-
  • compounds I-3.I.9-8.A-1 to I-3.I.9-8.A-287 compounds I-4.I.9-8.A-1 to I-4.I.9-8.A-287).
  • Particular embodiments of the compounds I are the following compounds: X-1.A, X-1.B, X-1 .C, X-1 .D, X-1.E, X-1 .F, X-1.G, X-1.1; X-2.A, X-2.B, X-2.C, X-2.D, X-2.E, X-2.F, X-2.G, X-2.I; X-3.A, X-3.B, X-3.C, X-3.D, X-3.E, X-3.F, X-3.G, X-3.I; X-4.A, X-4.B, X-4.C, X-4.D, X-4.E, X-4.F, X-4.G, X-4.I
  • Particular embodiments of the compounds I are the following compounds: X-1 .A, X-1 .B, X-1.C, X-1 .D, X-1.E, X-1.F, X-1.G, X-1.1; X-2.A, X-2.B, X-2.C, X-2.D, X-2.E, X-2.F, X-2.G, X-2.1; X-3.A, X-3.B, X-3.C, X-3.D, X-3.E, X-3.F, X-3.G, X-3.1; X-4.A, X-4.B, X-4.C, X-4.D, X-4.E, X-4.F, X-4.G, X-4.1.
  • Tables 1 -1 to 1-8 that are compiled in the Tables 1 -1 to 1-8, Tables 2-1 to 2-8, Tables 3-1 to 3-8, Tables 4-1 to 4-8, Tables 5-1 to 5-8, Tables 6-1 to 6-8, Tables 7-1 to 7-8, Tables 8-1 to 8-8, Tables 9-1 to 9- 8.
  • Tables 1 -1 to 1-8 that are compiled in the Tables 1 -1 to 1-8, Tables 2-1 to 2-8, Tables 3-1 to 3-8, Tables 4-1 to 4-8, Tables 5-1 to 5-8, Tables 6-1 to 6-8, Tables 7-1 to 7-8, Tables 8-1 to 8-8, Tables 9-1 to 9- 8.
  • 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 1-1 Compounds of the formula X-1 .A, X-2.A, X-3.A, X-4.A in which R 9 is CH 3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1 .A.1-1.A-1 to X-1.A.1 -1 .A-287, compounds X-2.A.1 -
  • Table 1-2 Compounds of the formula X-1 .A, X-2.A, X-3.A, X-4.A in which R 9 is CHF 2 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1 .A.1-2.A-1 to X-1.A.1 -2.A-287, compounds X-2.A.1 -
  • Table 1-4 Compounds of the formula X-1.A, X-2.A, X-3.A, X-4.A in which R 9 is Br and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1.A.1-4.A-1 to X-1.A.1 -4.A-287, compounds X-2.A.1-
  • Table 1-5 Compounds of the formula X-1.A, X-2.A, X-3.A, X-4.A in which R 9 is OCH3 and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1.A.1-5.A-1 to X-1.A.1-5.A-287, compounds X-2.A.1-
  • Table 1-6 Compounds of the formula X-1.A, X-2.A, X-3.A, X-4.A in which R 9 is cyclopropyl and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1.A.1-6.A-1 to X-1.A.1-6.A-287, compounds X- 2.A.1-6.A-1 to X-2.A.1-6.A-287, compounds X-3.A.1-6.A-1 to X-3.A.1-6.A-287 compounds X- 4.A.1-6.A-1 to X-4.A.1-6.A-287).
  • Table 1-7 Compounds of the formula X-1.A, X-2.A, X-3.A, X-4.A in which R 9 is H and the meaning for the combination of R 4 and R 10 for each individual compound corresponds in each case to one line of Table A (compounds X-1.A.1-7.A-1 to X-1.A.1 -7.A-287, compounds X-2.A.1-

Abstract

L'invention concerne des composés de formule I, dans laquelle les variables sont telles que définies dans la description et les revendications. L'invention concerne en outre des utilisations et une composition pour les composés de formule I.
PCT/EP2017/072765 2016-09-26 2017-09-11 Composés de pyridine pour lutter contre des champignons nocifs phytopathogènes WO2018054711A1 (fr)

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US11425910B2 (en) 2017-02-21 2022-08-30 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
US11820747B2 (en) 2021-11-02 2023-11-21 Flare Therapeutics Inc. PPARG inverse agonists and uses thereof

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