Herbicidal Malonamide

Abstract

The present invention relates to a malonamide compound of formula (I), wherein the variables are as defined in the claims and the specification, and to compositions comprising this compound. The present invention also relates to the use of said malonamide compound or the corresponding composition for controlling unwanted vegetation, and to a method of application of the malonamide compound or the corresponding composition. [Formula 1] TIFF2024531447000072.tif38170

Description

[Technical Field]

[0001] The present invention relates to specific malonamide compounds and compositions containing them. The present invention also relates to the use of the malonamide compounds or corresponding compositions for controlling unwanted vegetation. Furthermore, the present invention relates to a method for applying the malonamide compounds or corresponding compositions. [Background technology]

[0002] There is a continuing need for new herbicides that are highly active and selective, yet substantially non-toxic to humans and animals, particularly for the purpose of controlling unwanted vegetation in crops.

[0003] WO 2012 / 130798, WO 2014 / 004882, WO 2014 / 048882, WO 2018 / 228985, WO 2018 / 228986, WO 2019 / 034602, WO 2019 / 145245 describe 3-phenylisoxazoline-5-carboxamides and their use as herbicides.

[0004] WO 87 / 05898 describes the use of malonic acid derivatives to retard plant growth.

[0005] Malonic acid derivatives are also described as plant growth regulators in US Pat. No. 3,072,473.

[0006] Prior art compounds often have poor herbicidal activity, especially at low application rates, and / or poor selectivity resulting in poor compatibility with crop plants. Summary of the Invention [Problem to be solved by the invention]

[0007] Therefore, the object of the present invention is to provide further malonamide compounds which have strong herbicidal activity, especially at low application rates, sufficiently low toxicity to humans and animals, and / or high compatibility with crop plants. The malonamide compounds should also exhibit a broad spectrum of activity against many different unwanted plants. [Means for solving the problem]

[0008] These and further objects are achieved by compounds of formula (I) as defined below, including agriculturally acceptable salts, stereoisomers, and tautomers thereof.

[0009] Thus, the present invention provides a compound of formula (I) [ka] wherein the substituents have the following meanings: R 1 is hydrogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C3-C4)-cycloalkyl, (C2-C3)-alkenyl, (C2-C3)-haloalkenyl, (C2-C3)-alkynyl, (C2-C3)-haloalkynyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy or (C1-C3)-alkoxy-(C1-C3)-alkoxy; R 2 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 3is hydrogen, halogen, nitro, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, hydroxy-(C1-C3)-alkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, hydroxy-(C3-C5)-cycloalkyl, (C2-C3)-alkenyl, (C2-C3)-haloalkenyl, (C2-C3)-alkynyl, (C2-C3)-haloalkynyl (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C1-C3)-alkoxycarbonyl, (C1-C3)-haloalkoxycarbonyl, (C1-C3)-alkylthio, (C1-C3)-haloalkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-haloalkylsulfinyl, (C1-C3)-alkylsulfonyl, or (C1-C3)-haloalkylsulfonyl; R 4 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C3-C4)-cycloalkyl, (C3-C4)-halocycloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C2-C3)-alkenyl, (C2-C3)-haloalkenyl, (C2-C3)-alkynyl, (C2-C3)-haloalkynyl, or (C1-C3)-alkylthio; R 5 is hydrogen, halogen, nitro, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, hydroxy-(C1-C3)-alkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, hydroxy-(C3-C5)-cycloalkyl, (C2-C3)-alkenyl, (C2-C3)-haloalkenyl, (C2-C3)-alkynyl, (C2-C3)-haloalkynyl (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C1-C3)-alkoxycarbonyl, (C1-C3)-haloalkoxycarbonyl, (C1-C3)-alkylthio, (C1-C3)-haloalkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-haloalkylsulfinyl, (C1-C3)-alkylsulfonyl, or (C1-C3)-haloalkylsulfonyl; R 6 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, or (C2-C6)-alkynyl, in which the last four aliphatic and cycloaliphatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano; R 9 is hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C4)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy or (C1-C3)-alkoxy-(C1-C3)-alkoxy; X is a bond (X 0 ) or (X 1 ), (X 2 ), (X 3 ), (X 4 ), (X 5 ), and (X 6 ): [ka] a divalent entity selected from the group consisting of: R 10 , and R 11 are, independently of one another and independently of each other occurrence, hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, COR e ,CONR b R d , N.R. b CO2R e , R a , (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, in which the last four aliphatic and cycloaliphatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl and cyano; (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy, (C2-C6)-alkynyloxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, or (C1-C3)-alkylsulfonyl, in which the aliphatic and cycloaliphatic parts of the last seven radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, and (C1-C2)-alkoxy; R 12 ~R 15 are, independently of one another and independently of each other occurrence, hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, COR e ,CONR b R d , N.R. b CO2R e , R a , (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, phenyl, imidazolyl (wherein the last six aliphatic, cycloaliphatic, aromatic and heteroaromatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl and cyano); (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy, (C2-C6)-alkynyloxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, or (C1-C3)-alkylsulfonyl, in which the aliphatic or cycloaliphatic moiety of the last seven radicals is each substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, and (C1-C2)-alkoxy; Is Y Z? or (C1~C 12 )-alkyl, (C3-C8)-cycloalkyl, (C2-C 12 )-alkenyl, or (C 12 )-alkynyl, where the last four aliphatic and cycloaliphatic radicals are R b , R c , R e , and R f and is substituted with m radicals selected from the group consisting of COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b , CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NRb2 R b3 , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e is further substituted with p radicals selected from the group consisting of: Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl, which is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and R b , R c , R e , and R f m radicals selected from the group consisting of: e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R b3 , OCONR b R e , OCSNR b R e , POR f R f , and C(Rb )=NOR e and the sulfur ring atom and the carbon ring atom bear n oxo groups; Each R a are independently (C1-C6)-alkyl, (C2-C4)-alkynyl, or (C3-C6)-cycloalkyl, each of which is substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C1-C3)-alkoxy; R b , R b1 , and R b2 are, independently of each other and independently of each occurrence, hydrogen or R a has one of the meanings given for Each R b3 are independently d has one of the meanings given for R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 3-, 4-, 5-, 6-, or 7-membered N-linked heterocyclic ring which may contain one additional heteroatom or heteroatom group selected from the group consisting of N, O, S, S(O), and S(O)2 as a ring member; Each R c are independently fluorine, chlorine, bromine, iodine, cyano, hydroxyl, S(O) n R a or (C1-C6)-alkoxy, (C2-C6)-alkenyloxy, or (C2-C6)-alkynyloxy, in which the aliphatic or cycloaliphatic part of the last three radicals is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, and (C1-C2)-alkoxy; Each R dare independently hydrogen or (C1-C6)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C3)-alkyl, phenyl-(C1-C3)-alkyl, or furanyl-(C1-C3)-alkyl, where each of the last seven radicals is fluorine, chlorine, bromine, cyano, COR a ,CONR b R h , substituted with m radicals selected from the group consisting of (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; Each R e are independently d has one of the meanings given for; Each R f is independently (C1-C3)-alkyl or (C1-C3)-alkoxy; Each R h are independently hydrogen or (C1-C6)-alkyl, (C1-C2)-alkoxy, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl or (C2-C4)-alkynyl, where each of the last six radicals is fluorine, chlorine, bromine, cyano, COR a and (C1-C2)-alkoxy; each m is independently 0, 1, 2, 3, 4, or 5; each n is independently 0, 1, or 2; each p is independently 1, 2, or 3; r is 1, 2, 3, 4, 5, or 6) and agriculturally acceptable salts, stereoisomers, and tautomers thereof.

[0010] The present invention also relates to compositions comprising at least one compound of formula (I) and at least one adjuvant customarily used in the formulation of crop protection compounds.

[0011] The present invention also provides a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C).

[0012] The present invention further relates to the use of a compound of formula (I) or said composition for controlling unwanted vegetation, as well as to a method for controlling unwanted vegetation, which method comprises applying a herbicidally effective amount of at least one compound of formula (I) or said composition to the plant, its seeds, and / or its habitat. DETAILED DESCRIPTION OF THE INVENTION

[0013] Definition: Depending on the type of substituents, compounds of formula (I) may have one or more chiral centers. In such cases, the compounds may exist as mixtures of enantiomers or diastereomers, but also in the form of pure enantiomers or pure diastereomers. The present invention provides both single enantiomers or pure diastereomers of compounds of formula I and mixtures thereof, as well as the use of pure enantiomers or pure diastereomers of compounds of formula I or mixtures thereof according to the present invention. Suitable compounds of formula I also include all possible geometric stereoisomers (cis / trans isomers) and mixtures thereof, as well as specific forms of diastereomers and mixtures thereof. Cis / trans isomers may exist with respect to alkenes, carbon-nitrogen double bonds, nitrogen-sulfur double bonds, amide groups, or cyclic non-aromatic moieties. The term "stereoisomer" encompasses both optical isomers, such as enantiomers or diastereomers, that exist due to multiple asymmetric centers within a molecule, and geometric isomers (cis / trans isomers). By way of example only, the chiral center may be X 1 ~X 6 R in 10 and R 11is the C atom to which R is bonded. 10 and R 11 Another example of an asymmetric center is R 7 and R 8 The bonded C atom, but of course, R 7 and R 8 are different from each other.

[0014] If the above-mentioned herbicidal compounds B and / or antidotes C have one or more chiral centers, they may also exist as enantiomers or diastereomers, and it is also possible to use both pure enantiomers and diastereomers or mixtures thereof.

[0015] When the compounds of formula (I), herbicidal compound B, and / or antidote C described herein have an ionizable functional group, they can also be used in the form of their agriculturally acceptable salts. Preferred are generally salts of those cations and acid addition salts of those acids whose cations and anions, respectively, do not adversely affect the activity of the active compound.

[0016] Preferred cations are ions of alkali metals (preferably lithium, sodium and potassium), ions of alkaline earth metals (preferably calcium and magnesium), and ions of transition metals (preferably manganese, copper, zinc and iron), as well as ammonium and substituted ammonium in which 1 to 4 hydrogen atoms are replaced by C1-C4-alkyl, hydroxy-C1-C4-alkyl, C1-C4-alkoxy-C1-C4-alkyl, hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or benzyl (preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diethylammonium, diisopropylammonium, trimethylammonium, triethylammonium, tris(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine salt), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salt)), further phosphonium ions, sulfonium ions (preferably tri(C1-C4-alkyl)sulfonium, for example trimethylsulfonium), and sulfoxonium ions (preferably tri(C1-C4-alkyl)sulfoxonium), and finally salts of polybasic amines such as N,N-bis-(3-aminopropyl)methylamine and diethylenetriamine.

[0017] Useful anions of acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogen sulfate, methyl sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, nitrate, bicarbonate, carboxylate, hexafluorosilicate, hexafluorophosphate, benzoate, but also anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate, and butyrate.

[0018] Compound (I) can exist in various tautomeric forms. For example, when ring Z is a lactam, i.e., contains an amide group (= an unsubstituted secondary nitrogen ring atom adjacent to a carbon ring atom bearing an oxo group) as a ring member, this ring moiety -N(H)-C(=O)- can be in equilibrium with its tautomer -N=C(OH)-. The same applies to the two obligatory amide groups of the malonamide moiety: R 1 and R 9 If one or both of R are hydrogen, then -N(R 1 )-C(=O)-C(R 7 )(R 8 )-C(=O)-N(R 9 )- and R 1 is hydrogen, the malonamide moiety -N(H)-C(=O)-C(R 7 )(R 8 )-C(=O)-N(R 9 )-, or -N=C(OH)-C(R 7 )(R 8 )-C(=O)-N(R 9 )-, or a mixture of these two forms; R 9 is hydrogen, the malonamide moiety -N(R 1 )-C(=O)-C(R 7 )(R 8 )-C(=O)-N(H)-, or -N(R 1 )-C(=O)-C(R 7 )(R 8 )—C(OH)═N—, or a mixture of these two forms; R 1 and R9 are hydrogen, the malonamide moiety is -N(H)-C(=O)-C(R 7 )(R 8 )-C(=O)-N(H)-, or -N=C(OH)-C(R 7 )(R 8 )-C(=O)-N(H)-, or -N(H)-C(=O)-C(R 7 )(R 8 )-C(OH)=N-, or -N=C(OH)-C(R 7 )(R 8 )—C(OH)═N—, or a mixture of two, three or all four of the above forms.

[0019] The amount of one or the other tautomer present depends on the complete molecular structure and is further strongly dependent on the ambient conditions (presence or absence of solvent, type of solvent, pH, temperature, etc.).

[0020] The term "undesirable vegetation" ("weeds") is understood to include any vegetation growing on non-crop land or at the crop plant site or location of sown crops and other desired crops. Vegetation is any vegetation other than the sown crop or desired crop, including their germinated seeds, emerged seedlings, and established vegetation (if present). Weeds are broadly defined as plants that are considered undesirable in a particular location.

[0021] The organic moieties mentioned in the definitions of the variables above, like the term halogen, are generic to the individual lists of members of that group. n ~C m indicates in each case the possible number of carbon atoms in the group.

[0022] The term "halogen" denotes in each case fluorine, bromine, chlorine or iodine, in particular fluorine, chlorine or bromine.

[0023] The term "partially or fully halogenated" means that one or more (e.g., 1, 2, 3, 4, or 5, or all) of the hydrogen atoms of a given radical have been replaced with halogen atoms (especially fluorine or chlorine). Partially or fully halogenated radicals are also referred to below as "halo-radicals." For example, partially or fully halogenated alkyls are also referred to as haloalkyls.

[0024] The term "alkyl," as used herein (as well as in the alkyl portion of other groups that contain an alkyl group, such as alkoxy, alkylamino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylthio, alkylsulfonyl, and alkoxyalkyl) generally has, in each instance, 1 to 12 carbon atoms (=C1 to C2). 12-alkyl), frequently having 1 to 6 carbon atoms (=C1-C6-alkyl), in particular having 1 to 4 carbon atoms (=C1-C4-alkyl), in particular having 1 to 3 carbon atoms (=C1-C3-alkyl), or having 1 or 2 carbon atoms (=C1-C2-alkyl). C1-C2-alkyl is methyl or ethyl. C1-C3-alkyl is methyl, ethyl, n-propyl or isopropyl. Examples of C1-C4-alkyl are methyl, ethyl, n-propyl, isopropyl, n-butyl, 2-butyl (=sec-butyl), isobutyl and tert-butyl. Examples of C1-C6-alkyl, in addition to those mentioned for C1-C4-alkyl, are n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. Examples of C1-C8-alkyl, in addition to those mentioned for C1-C6-alkyl, are n-heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, n-octyl, 1-methylheptyl, 2-methylheptyl, 1-ethylhexyl, 2-ethylhexyl, 1,2-dimethylhexyl, 1-propylpentyl, and 2-propylpentyl. 12 Examples of -alkyl, in addition to those mentioned for C1-C8-alkyl, are nonyl, decyl, 2-propylheptyl, 3-propylheptyl, undecyl, dodecyl and positional isomers thereof.

[0025] The term "haloalkyl," as used herein (as well as in the haloalkyl moiety of other groups containing haloalkyl groups, such as haloalkoxy, haloalkylthio, haloalkylcarbonyl, haloalkylsulfonyl, and haloalkylsulfinyl), is also expressed as "partially or fully halogenated alkyl," and in each case refers to a straight-chain or branched alkyl group, as defined above, typically having 1 to 6 carbon atoms (=C1-C6-haloalkyl), or more frequently having 1 to 3 carbon atoms (=C1-C3-haloalkyl), in which the hydrogen atoms of the group are partially or fully replaced by halogen atoms. Preferred haloalkyl moieties are selected from C1-C3-haloalkyl, specifically C1-C2-haloalkyl, and especially fluorinated C1-C2-alkyl. Examples of C1-C2-haloalkyl are fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, bromomethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, 1-chloroethyl, 2-chloroethyl, 2,2-dichloroethyl, 2,2,2-trichloroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 1-bromoethyl, and the like. Examples of C1-C3-haloalkyl, in addition to those mentioned for C1-C2-haloalkyl, are 1-fluoropropyl, 2-fluoropropyl, 3-fluoropropyl, 3,3-difluoropropyl, 3,3,3-trifluoropropyl, heptafluoropropyl, 1,1,1-trifluoroprop-2-yl, 3-chloropropyl, and the like.

[0026] The term "hydroxyalkyl" refers to a straight-chain or branched alkyl group, in each case as defined above, usually having 1 to 6 carbon atoms (=C1-C6-hydroxyalkyl), more often having 1 to 3 carbon atoms (=C1-C3-hydroxyalkyl), in which one hydrogen atom is replaced by a hydroxyl group. Examples are hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-2-propyl, and the like.

[0027] The term "alkenyl" as used herein typically has 2 to 12 carbon atoms (=C2 to C4) in each instance. 12-alkenyl), preferably having 2 to 6 carbon atoms (=C2-C6-alkenyl), for example having 3 to 6 carbon atoms (=C3-C6-alkenyl), in particular having 2 or 3 carbon atoms (=C2-C3-alkenyl), and a monounsaturated, straight-chain or branched hydrocarbon radical having a double bond in any position, for example C2-C3-alkenyl, for example ethenyl, 1-propenyl, 2-propenyl or 1-methylethyl; C2-C6-alkenyl, for example ethenyl, 1-propenyl, 2-propenyl, 1- Methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl , 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl, and 1-ethyl-2-methyl-2-propenyl, and the like; or C2-C, 12 -Alkenyl means, for example, the radicals mentioned for C2-C6-alkenyl, as well as 1-heptenyl, 2-heptenyl, 3-heptenyl, 1-octenyl, 2-octenyl, 3-octenyl, 4-octenyl, nonenyl, decenyl, undecenyl, dodecenyl, and positional isomers thereof.

[0028] Examples of C3-C6-alkenyl are those given above for C2-C6-alkenyl, except for ethenyl.

[0029] The term "haloalkenyl," as used herein, may also be expressed as "alkenyl substituted with halogen," and the haloalkenyl portion of haloalkenyloxy and the like refers to an unsaturated, straight- or branched-chain hydrocarbon radical having 2 to 6 carbon atoms (=C2-C6-haloalkenyl) or 2 to 3 carbon atoms (=C2-C3-haloalkenyl) and having a double bond at any position, in which some or all of the hydrogen atoms have been replaced by the above-mentioned halogen atoms (particularly fluorine, chlorine, and bromine) (e.g., chlorovinyl, chloroallyl, and the like).

[0030] The term "alkynyl" as used herein typically has 2 to 12 carbon atoms (=C2-C 12-alkynyl), frequently having 2 to 6 carbon atoms (=C2-C6-alkynyl), preferably having 2 to 4 carbon atoms (=C2-C4-alkynyl) or having 2 to 3 carbon atoms (=C2-C3-alkynyl), and having a triple bond in any position, for example C2-C3-alkynyl, such as ethynyl, 1-propynyl or 2-propynyl. C2-C4-alkynyl, for example, ethynyl, 1-propynyl, or 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, and the like; C2-C6-alkynyl, for example, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-propynyl, -butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl "Dimethyl-1-butynyl" means 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl, and the like.

[0031] The term "haloalkynyl", as used herein, may also be expressed as "alkynyl substituted with halogen", and refers to an unsaturated, straight- or branched-chain hydrocarbon radical usually having 2 to 6 carbon atoms (=C2-C6-haloalkynyl), preferably having 2 or 3 carbon atoms (=C2-C3-haloalkynyl), and having a triple bond at any position (as defined above), in which some or all of the hydrogen atoms have been replaced by halogen atoms (particularly fluorine, chlorine, and bromine) as defined above.

[0032] The term "cycloalkyl," as used herein (and in the cycloalkyl portion of other groups containing a cycloalkyl group, such as cycloalkoxy and cycloalkylalkyl), refers in each case to a monocyclic or bicyclic saturated cycloaliphatic radical, typically having 3 to 8 carbon atoms (=C-C-cycloalkyl), preferably 3 to 6 carbon atoms (=C-C-cycloalkyl), 3 to 5 carbon atoms (=C-C-cycloalkyl), or 3 to 4 carbon atoms (=C-C-cycloalkyl) as the (only) ring member. Examples of monocyclic saturated cycloaliphatic radicals having 3 or 4 carbon atoms include cyclopropyl and cyclobutyl. Examples of monocyclic saturated cycloaliphatic radicals having 3 to 5 carbon atoms include cyclopropyl, cyclobutyl, and cyclopentyl. Examples of monocyclic saturated cycloaliphatic radicals having 3 to 6 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Examples of monocyclic saturated cycloaliphatic radicals having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. C5-C6-cycloalkyl is cyclopentyl or cyclohexyl. Examples of bicyclic radicals having 6 to 8 carbon atoms include bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[3.1.1]heptyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, and bicyclo[3.2.1]octyl.

[0033] The term "halocycloalkyl", as used herein (and in the halocycloalkyl moiety of other groups that contain a halocycloalkyl group), means, in each case, a mono- or bicyclic cycloaliphatic radical typically having 3 to 8 carbon atoms ("C3-C8-halocycloalkyl"), preferably 3 to 5 carbon atoms ("C3-C5-halocycloalkyl"), in which at least one (e.g., 1, 2, 3, 4, or 5) of the hydrogen atoms has been replaced by halogen (especially fluorine or chlorine). Examples are 1- and 2-fluorocyclopropyl, 1,2-, 2,2-, and 2,3-difluorocyclopropyl, 1,2,2-trifluorocyclopropyl, 2,2,3,3-tetrafluorocyclpropyl, 1- and 2-chlorocyclopropyl, 1,2-, 2,2-, and 2,3-dichlorocyclopropyl, 1,2,2-trichlorocyclopropyl, 2,2,3,3-tetrachlorocyclpropyl, 1-, 2-, and 3-fluorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-difluorocyclopentyl, 1-, 2-, and 3-chlorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-dichlorocyclopentyl, and the like.

[0034] The term "hydroxycycloalkyl" refers to a monocyclic or bicyclic cycloaliphatic radical, in each case typically having 3 to 6 carbon atoms ("hydroxy-(C3-C6)-cycloalkyl"), preferably 3 to 5 carbon atoms ("hydroxy-(C3-C5)-cycloalkyl"), in which at least one (e.g., 1, 2, 3, 4, or 5) of the hydrogen atoms has been replaced by a hydroxyl group. Examples are 1-hydroxycyclopropyl, 2-hydroxycyclopropyl, 1,2-dihydroxycyclopropyl, 2,3-dihydroxycyclopropyl, 1-hydroxycyclobutyl, 2-hydroxycyclobutyl, 3-hydroxycyclobutyl, 1,2-dihydroxycyclobutyl, 1,3-dihydroxycyclobutyl, 2,3-dihydroxycyclobutyl, 1-hydroxycyclopentyl, 2-hydroxycyclopentyl, 3-hydroxycyclopentyl, 1,2-dihydroxycyclopentyl, 1,3-dihydroxycyclopentyl, 2,3-dihydroxycyclopentyl, and the like.

[0035] The term "alkoxy" as used herein denotes in each case a straight-chain or branched alkyl radical, usually having 1 to 6 carbon atoms (=C1-C6-alkoxy), preferably having 1 to 3 carbon atoms (=C1-C3-alkoxy), in particular having 1 or 2 carbon atoms (=C1-C2-alkoxy), which is attached to the remainder of the molecule via an oxygen atom. C1-C2-alkoxy is methoxy or ethoxy. C1-C3-alkoxy is additionally, for example, n-propoxy or 1-methylethoxy (isopropoxy). C1-C6-alkoxy additionally includes, for example, butoxy, 1-methylpropoxy (sec-butoxy), 2-methylpropoxy (isobutoxy) or 1,1-dimethylethoxy (tert-butoxy), pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methoxybutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2 1,1-dimethylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy, or 1-ethyl-2-methylpropoxy.

[0036] The term "haloalkoxy" as used herein denotes in each case a straight-chain or branched alkoxy group as defined above having 1 to 6 carbon atoms (=C1-C6-haloalkoxy), preferably having 1 to 3 carbon atoms (=C1-C3-haloalkoxy), in particular having 1 or 2 carbon atoms (=C1-C2-haloalkoxy), in which some or all of the hydrogen atoms of the group have been replaced by halogen atoms, in particular fluorine atoms (in which case the radical is also referred to as fluorinated alkoxy). C1-C2-Haloalkoxy is, for example, OCH2F, OCHF2, OCF3, OCH2Cl, OCHCl2, OCCl3, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy or OC2F5. C1-C3-Haloalkoxy is additionally, for example, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH2-C2F5, OCF2-C2F5, 1-(CH2F)-2-fluoroethoxy, 1-(CH2Cl)-2-chloroethoxy or 1-(CH2Br)-2-bromoethoxy. C1-C6-Haloalkoxy is additionally, for example, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy, 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy or dodecafluorohexoxy.

[0037] The term "alkenyloxy" means an alkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C2-C6-alkenyloxy is a C2-C6-alkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C3-C6-alkenyloxy is a C3-C6-alkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom.

[0038] The term "haloalkenyloxy" means a haloalkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C2-C6-haloalkenyloxy is a C2-C6-haloalkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C3-C6-haloalkenyloxy is a C3-C6-haloalkenyl group as defined above which is bonded to the rest of the molecule via an oxygen atom.

[0039] The term "alkynyloxy" means an alkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C2-C6-alkynyloxy is a C2-C6-alkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C3-C6-alkynyloxy is a C3-C6-alkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom.

[0040] The term "haloalkynyloxy" means a haloalkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C2-C6-haloalkynyloxy is a C2-C6-haloalkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom. C3-C6-haloalkynyloxy is a C3-C6-haloalkynyl group as defined above which is bonded to the rest of the molecule via an oxygen atom.

[0041] The term "cycloalkoxy" denotes a cycloalkyl group as defined above, which is bonded to the rest of the molecule via an oxygen atom. C3-C6-cycloalkoxy is a C3-C6-cycloalkyl group as defined above, which is bonded to the rest of the molecule via an oxygen atom. Examples of C3-C6-cycloalkoxy include cyclopropoxy, cyclobutoxy, cyclopentoxy, and cyclohexoxy.

[0042] The term "alkoxy-alkoxy", as used herein, refers to an alkoxy group as defined above, in which one hydrogen atom is replaced by another alkoxy group as defined above. The term "C1-C3-alkoxy-C1-C3-alkoxy", as used herein, refers to an alkoxy group having 1 to 3 carbon atoms, as defined above, in which one hydrogen atom is replaced by a C1-C3-alkoxy group as defined above. Examples are methoxymethoxy, ethoxymethoxy, propoxymethoxy, isopropoxymethoxy, 1-methoxyethoxy, 1-ethoxyethoxy, 1-propoxyethoxy, 1-isopropoxyethoxy, 2-methoxyethoxy, 2-ethoxyethoxy, 2-propoxyethoxy, 2-isopropoxyethoxy, 1-methoxypropoxy, 1-ethoxypropoxy, 1-propoxypropoxy, 1-isopropoxypropoxy, 2-methoxypropoxy, 2-ethoxypropoxy, 2-propoxypropoxy, 2-isopropoxypropoxy, 3-methoxypropoxy, 3-ethoxypropoxy, 3-propoxypropoxy, 3-isopropoxypropoxy, and the like.

[0043] The term "alkylthio" (also alkylsulfanyl or "alkyl-S") as used herein means in each case a saturated, straight-chain or branched alkyl group as defined above, usually having 1 to 6 carbon atoms (=C1-C6-alkylthio), preferably having 1 to 3 carbon atoms (=C1-C3-alkylthio), which is bonded via a sulfur atom at any position in the alkyl group. C1-C2-Alkylthio is methylthio or ethylthio. C1-C3-Alkylthio is additionally, for example, n-propylthio or 1-methylethylthio (isopropylthio). C1-C6-Alkylthio is additionally, for example, butylthio, 1-methylpropylthio (sec-butylthio), 2-methylpropylthio (isobutylthio), 1,1-dimethylethylthio (tert-butylthio), pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 2,2dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio, or 1-ethyl-2-methylpropylthio.

[0044] The term "haloalkylthio" as used herein refers to an alkylthio group as defined above in which some or all of the hydrogen atoms are replaced by fluorine, chlorine, bromine, and / or iodine. C1-C2-haloalkylthio is, for example, SCH2F, SCHF2, SCF3, SCH2Cl, SCHCl2, SCCl3, chlorofluoromethylthio, dichlorofluoromethylthio, chlorodifluoromethylthio, 2-fluoroethylthio, 2-chloroethylthio, 2-bromoethylthio, 2-iodoethylthio, 2,2-difluoroethylthio, 2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio, or SC2F5. C1-C4-Haloalkylthio is additionally, for example, 2-fluoropropylthio, 3-fluoropropylthio, 2,2-difluoropropylthio, 2,3-difluoropropylthio, 2-chloropropylthio, 3-chloropropylthio, 2,3-dichloropropylthio, 2-bromopropylthio, 3-bromopropylthio, 3,3,3-trifluoropropylthio, 3,3,3-trichloropropylthio, SCH2-C2F5, SCF2-C2F5, 1-(CH2F)-2-fluoroethylthio, 1-(CH2Cl)-2-chloroethylthio, 1-(CH2Br)-2-bromoethylthio, 4-fluorobutylthio, 4-chlorobutylthio, 4-bromobutylthio, or nonafluorobutylthio. C1-C6-Haloalkylthio is additionally, for example, 5-fluoropentylthio, 5-chloropentylthio, 5-bromopentylthio, 5-iodopentylthio, undecafluoropentylthio, 6-fluorohexylthio, 6-chlorohexylthio, 6-bromohexylthio, 6-iodohexylthio, or dodecafluorohexylthio.

[0045] The term "alkylsulfinyl" refers to an alkyl group as defined above bonded via a sulfinyl [S(O)] group. For example, the term "C1-C2-alkylsulfinyl" refers to a C1-C2-alkyl group as defined above bonded via a sulfinyl [S(O)] group. The term "C1-C3-alkylsulfinyl" refers to a C1-C3-alkyl group as defined above bonded via a sulfinyl [S(O)] group. The term "C1-C6-alkylsulfinyl" refers to a C1-C6-alkyl group as defined above bonded via a sulfinyl [S(O)] group. C1-C2-alkylsulfinyl is methylsulfinyl or ethylsulfinyl. C1-C3-alkylsulfinyl is additionally, for example, n-propylsulfinyl or 1-methylethylsulfinyl (isopropylsulfinyl). In addition, C1-C6-alkylsulfinyl includes, for example, butylsulfinyl, 1-methylpropylsulfinyl (sec-butylsulfinyl), 2-methylpropylsulfinyl (isobutylsulfinyl), 1,1-dimethylethylsulfinyl (tert-butylsulfinyl), pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfinyl, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, and the like. phenyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl, 1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl, or 1-ethyl-2-methylpropylsulfinyl.

[0046] The term "haloalkylsulfinyl" refers to a haloalkyl group, as defined above, attached to the remainder of the molecule via a sulfinyl [S(O)] group. C-C-haloalkylsulfinyl is, for example, S(O)CHF, S(O)CHF, S(O)CF, S(O)CHCl, S(O)CHCl, S(O)CCl, chlorofluoromethylsulfinyl, dichlorofluoromethylsulfinyl, chlorodifluoromethylsulfinyl, 2-fluoroethylsulfinyl, 2-chloroethylsulfinyl, 2-bromoethylsulfinyl, 2-iodoethylsulfinyl, 2,2-difluoroethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, 2-chloro-2-fluoroethylsulfinyl, 2-chloro-2,2-difluoroethylsulfinyl, 2,2-dichloro-2-fluoroethylsulfinyl, 2,2,2-trichloroethylsulfinyl, or S(O)CF. C1-C3-haloalkylsulfinyl is, in addition to this, for example, 2-fluoropropylsulfinyl, 3-fluoropropylsulfinyl, 2,2-difluoropropylsulfinyl, 2,3-difluoropropylsulfinyl, 2-chloropropylsulfinyl, 3-chloropropylsulfinyl, 2,3-dichloropropylsulfinyl, 2-bromopropylsulfinyl, 3-bromopropylsulfinyl, 3,3,3-trifluoropropylsulfinyl, 3,3,3-trichloropropylsulfinyl, S(O)CH2-C2F5, S(O)CF2-C2F5, 1-(CH2F)-2-fluoroethylsulfinyl, 1-(CH2Cl)-2-chloroethylsulfinyl, or 1-(CH2Br)-2-bromoethylsulfinyl. C1-C4-Haloalkylsulfinyl is additionally, for example, 4-fluorobutylsulfinyl, 4-chlorobutylsulfinyl, 4-bromobutylsulfinyl, or nonafluorobutylsulfinyl.C1-C6-haloalkylsulfinyl is, in addition, for example, 5-fluoropentylsulfinyl, 5-chloropentylsulfinyl, 5-bromopentylsulfinyl, 5-iodopentylsulfinyl, undecafluoropentylsulfinyl, 6-fluorohexylsulfinyl, 6-chlorohexylsulfinyl, 6-bromohexylsulfinyl, 6-iodohexylsulfinyl, or dodecafluorohexylsulfinyl.

[0047] The term "alkylsulfonyl" refers to an alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C2-alkylsulfonyl" refers to a C1-C2-alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C3-alkylsulfonyl" refers to a C1-C3-alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C6-alkylsulfonyl" refers to a C1-C6-alkyl group as defined above bonded via a sulfonyl [S(O)2] group. C1-C2-alkylsulfonyl is methylsulfonyl or ethylsulfonyl. C1-C3-alkylsulfonyl is additionally, for example, n-propylsulfonyl or 1-methylethylsulfonyl (isopropylsulfonyl). In addition, C1-C6-alkylsulfonyl includes, for example, butylsulfonyl, 1-methylpropylsulfonyl (sec-butylsulfonyl), 2-methylpropylsulfonyl (isobutylsulfonyl), 1,1-dimethylethylsulfonyl (tert-butylsulfonyl), pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, and the like. phenyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl, or 1-ethyl-2-methylpropylsulfonyl.

[0048] The term "haloalkylsulfonyl" refers to a haloalkyl group, as defined above, attached to the remainder of the molecule via a sulfonyl [S(O)2] group. C1-C2-haloalkylsulfonyl is, for example, S(O)2CH2F, S(O)2CHF2, S(O)2CF3, S(O)2CH2Cl, S(O)2CHCl2, S(O)2CCl3, chlorofluoromethylsulfonyl, dichlorofluoromethylsulfonyl, chlorodifluoromethylsulfonyl, 2-fluoroethylsulfonyl, 2-chloroethylsulfonyl, 2-bromoethylsulfonyl, 2-iodoethylsulfonyl, 2,2-difluoroethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 2-chloro-2-fluoroethylsulfonyl, 2-chloro-2,2-difluoroethylsulfonyl, 2,2-dichloro-2-fluoroethylsulfonyl, 2,2,2-trichloroethylsulfonyl, or S(O)2C2F5. C1-C3-haloalkylsulfonyl is, in addition, for example, 2-fluoropropylsulfonyl, 3-fluoropropylsulfonyl, 2,2-difluoropropylsulfonyl, 2,3-difluoropropylsulfonyl, 2-chloropropylsulfonyl, 3-chloropropylsulfonyl, 2,3-dichloropropylsulfonyl, 2-bromopropylsulfonyl, 3-bromopropylsulfonyl, 3,3,3-trifluoropropylsulfonyl, 3,3,3-trichloropropylsulfonyl, S(O)2CH2-C2F5, S(O)2CF2-C2F5, 1-(CH2F)-2-fluoroethylsulfonyl, 1-(CH2Cl)-2-chloroethylsulfonyl, or 1-(CH2Br)-2-bromoethylsulfonyl. C1-C4-haloalkylsulfonyl is, in addition, for example, 4-fluorobutylsulfonyl, 4-chlorobutylsulfonyl, 4-bromobutylsulfonyl, or nonafluorobutylsulfonyl.C1-C6-haloalkylsulfonyl is, in addition to this, for example, 5-fluoropentylsulfonyl, 5-chloropentylsulfonyl, 5-bromopentylsulfonyl, 5-iodopentylsulfonyl, undecafluoropentylsulfonyl, 6-fluorohexylsulfonyl, 6-chlorohexylsulfonyl, 6-bromohexylsulfonyl, 6-iodohexylsulfonyl, or dodecafluorohexylsulfonyl.

[0049] The substituent "oxo" replaces a CH2 group with a C(=O) group.

[0050] The radical suffix "-carbonyl" means in each case that the radical is attached to the remainder of the molecule via a carbonyl C=O group, e.g., alkylcarbonyl, haloalkylcarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxycarbonyl, haloalkoxycarbonyl.

[0051] The term "alkoxycarbonyl" means an alkoxy group as defined above which is bonded to the rest of the molecule via a carbonyl [C(=O)] group. C1-C3-alkoxycarbonyl is a C1-C3-alkoxy group as defined above which is bonded to the rest of the molecule via a carbonyl [C(=O)] group. Examples of C1-C3-alkoxycarbonyl are methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, and isopropoxycarbonyl. C1-C6-alkoxycarbonyl is a C1-C6-alkoxy group as defined above which is bonded to the rest of the molecule via a carbonyl [C(=O)] group. Examples of C1-C6-alkoxycarbonyl, in addition to those listed for C1-C3-alkoxycarbonyl, are n-butoxycarbonyl, sec-butoxycarbonyl, isobutoxycarbonyl, tert-butoxycarbonyl, pentoxycarbonyl, and hexoxycarbonyl.

[0052] The term "haloalkoxycarbonyl" means a haloalkoxy group as defined above that is attached to the rest of the molecule via a carbonyl [C(=O)] group. C1-C3-haloalkoxycarbonyl is a C1-C3-haloalkoxy group as defined above that is attached to the rest of the molecule via a carbonyl [C(=O)] group. Examples of C1-C3-haloalkoxycarbonyl are -C(O)OCH2F, -C(O)OCHF2, -C(O)OCF3, -C(O)OCH2Cl, -C(O)OCHCl2, -C(O)OCCl3, chlorofluoromethoxycarbonyl, dichlorofluoromethoxycarbonyl, chlorodifluoromethoxycarbonyl, 2-fluoroethoxycarbonyl, 2-chloroethoxycarbonyl, 2-bromoethoxycarbonyl, 2-iodoethoxycarbonyl, 2,2-difluoroethoxycarbonyl, 2,2,2-trifluoroethoxycarbonyl, 2-chloro-2-fluoroethoxycarbonyl, 2-chloro-2,2-difluoroethoxycarbonyl, 2,2-dichloro-2-fluoroethoxycarbonyl, 2,2,2-trichloroethoxycarbonyl, dicarbonyl, -C(O)OCF, 2-fluoropropoxycarbonyl, 3-fluoropropoxycarbonyl, 2,2-difluoropropoxycarbonyl, 2,3-difluoropropoxycarbonyl, 2-chloropropoxycarbonyl, 3-chloropropoxycarbonyl, 2,3-dichloropropoxycarbonyl, 2-bromopropoxycarbonyl, 3-bromopropoxycarbonyl, 3,3,3-trifluoropropoxycarbonyl, 3,3,3-trichloropropoxycarbonyl, -C(O)OCH-CF, -C(O)OCF-CF, 1-(CHF)-2-fluoroethoxycarbonyl, 1-(CHCl)-2-chloroethoxycarbonyl, or 1-(CHBr)-2-bromoethoxycarbonyl.

[0053] The term "alkoxycarbonyl-alkyl" means an alkyl group as defined above, in which one hydrogen atom is replaced by an alkoxycarbonyl group as defined above. C1-C6-alkoxycarbonyl-C1-C6-alkyl is a C1-C6-alkyl group as defined above, in which one hydrogen atom is replaced by a C1-C6-alkoxycarbonyl group as defined above.

[0054] Phenyl-(C1-C3-alkyl) is a C1-C3-alkyl group as defined above in which one hydrogen atom is replaced by a phenyl ring (i.e. the bond to the rest of the molecule is via the alkyl group). Examples are benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl or 2-phenyl-2-propyl.

[0055] Furanyl-(C1-C3-alkyl) is a C1-C3-alkyl group as defined above in which one hydrogen atom is replaced by a 2- or 3-furanyl ring (i.e., the bond to the rest of the molecule is via the alkyl group). Examples are furan-2-yl-methyl, furan-3-yl-methyl, 1-(furan-2-yl)-ethyl, 1-(furan-3-yl)-ethyl, 2-(furan-2-yl)-ethyl, 2-(furan-3-yl)-ethyl, and the like.

[0056] Phenylthio is a phenyl ring attached to the rest of the molecule via an S atom.

[0057] Phenylsulfinyl is a phenyl ring attached to the rest of the molecule via an S(O) group.

[0058] Phenylsulfonyl is a phenyl ring attached to the rest of the molecule via an S(O)2 group.

[0059] Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl, formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms. Thus, the ring can be carbocyclic (i.e., containing only carbon atoms as ring members; in this case, r is 3-6 and n is 0) or heterocyclic (i.e., also containing at least one N, O, and / or S as a ring member; in this case, r is 1-5 and at least one n is 1).

[0060] An unsaturated carbocycle contains at least one CC double bond. An unsaturated heterocycle contains at least one CC and / or CN and / or NN double bond. A partially unsaturated carbocycle contains fewer CC double bonds than the maximum allowed by the ring size. A partially unsaturated heterocycle contains fewer CC and / or CN and / or NN double bonds than the maximum allowed by the ring size. A fully (or maximally) unsaturated carbocycle contains as many conjugated CC double bonds as the ring size allows, with the exception that phenyl is not included in the definition of Z. A fully (or maximally) unsaturated heterocycle contains as many conjugated CC and / or CN and / or NN double bonds as the ring size allows. Maximally unsaturated 5- or 6-membered heteromonocycles are generally aromatic. Exceptions are maximally unsaturated 6-membered rings (e.g., pyran and thiopyran) that contain O, S, SO, and / or SO as ring members, which are not aromatic.

[0061] Examples of 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic carbocyclic rings Z are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloprop-1-enyl, cycloprop-2-enyl, cyclobut-1-enyl, cyclobut-2-enyl, cyclobutadienyl, cyclopent-1-enyl, cyclopent-2-enyl, cyclopent-3-enyl, cyclopent ... penta-1,3-dienyl, cyclopenta-1,4-dienyl, cyclopenta-2,4-dienyl, cyclohex-1-enyl, cyclohex-2-enyl, cyclohex-3-enyl, cyclohexa-1,3-dienyl, cyclohexa-1,4-dienyl, cyclohexa-1,5-dienyl, cyclohexa-2,4-dienyl, cyclohexa-2,5-dienyl, and the like.

[0062] Examples of 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic carbocyclic rings Z are: 3-, 4-, 5-, or 6-membered monocyclic saturated heterocycles: for example, oxiran-2-yl, thiiran-2-yl, aziridin-1-yl, aziridin-2-yl, oxetan-2-yl, oxetan-3-yl, thietan-2-yl, thietan-3-yl, 1-oxothietan-2-yl, 1-oxothietan-3-yl, 1,1-dioxothietan-2-yl, 1,1-dioxothietan-3-yl, azetidin-1-yl, azetidin-2-yl, azetidin-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, tetrahydrothiene -2-yl, tetrahydrothien-3-yl, 1-oxotetrahydrothien-2-yl, 1,1-dioxotetrahydrothien-2-yl, 1-oxotetrahydrothien-3-yl, 1,1-dioxotetrahydrothien-3-yl, 1,3-dioxolan-2-yl, 1,3-dioxolan-4-yl, 1,3-ditolan-2-yl, 1,3-ditolan-4-yl, 1,3-oxathiolan-2-yl, 1,3-oxathiolan-4-yl, 1,3-oxathiolan-5-yl, pyrrolidin-1-yl, pyrrolidin-2-yl, pyrrolidin-3-yl yl, pyrazolidin-1-yl, pyrazolidin-3-yl, pyrazolidin-4-yl, pyrazolidin-5-yl, imidazolidin-1-yl, imidazolidin-2-yl, imidazolidin-4-yl, oxazolidin-2-yl, oxazolidin-3-yl, oxazolidin-4-yl, oxazolidin-5-yl, isoxazolidin-2-yl, isoxazolidin-3-yl, isoxazolidin-4-yl, isoxazolidin-5-yl, thiazolidin-2-yl, thiazolidin-3-yl, thiazolidin-4-yl, thiazolidin-5-yl, isoxazolidin- Thiazolidin-2-yl, isothiazolidin-3-yl, isothiazolidin-4-yl, isothiazolidin-5-yl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 2-tetrahydropyranyl, 3-tetrahydropyranyl, 4-tetrahydropyranyl, 1,3-dioxan-2-yl, 1,3-dioxan-4-yl, 1,3-Dioxan-5-yl, 1,4-dioxan-2-yl, piperidin-1-yl, piperidin-2-yl, piperidin-3-yl, piperidin-4-yl, hexahydropyridazin-1-yl, hexahydropyridazin-3-yl, hexahydropyridazin-4-yl, hexahydropyrimidin-1-yl, hexahydropyrimidin-2-yl, hexahydropyrimidin-4-yl, hexahydropyrimidin-5-yl, piperazin-1-yl, piperazin thiomorpholin-2-yl, morpholin-2-yl, morpholin-3-yl, morpholin-4-yl, thiomorpholin-2-yl, thiomorpholin-3-yl, thiomorpholin-4-yl, 1-oxothiomorpholin-2-yl, 1-oxothiomorpholin-3-yl, 1-oxothiomorpholin-4-yl, 1,1-dioxothiomorpholin-2-yl, 1,1-dioxothiomorpholin-3-yl, 1,1-dioxothiomorpholin-4-yl, and the like; 5- or 6-membered monocyclic partially unsaturated heterocycles: for example, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2,5-dihydrofur-2-yl, 2,5-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,5-dihydrothien-2-yl, 2,5-dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl, 4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl, 4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazole -1-yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazo 2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,6-dihydro-2H-pyran-2-, -3-, -4-, -5- or 6-yl, 3,4-dihydro-2H-pyran-2-, -3-, -4-, -5-, or 6-yl, 3,6-dihydro-2H-thiopyran-2-, -3-, -4-, -5-, or 6-yl, 3,4-dihydro-2H-thiopyran-2-, -3-, -4-, -5-, or 6-yl, 2-, 3-, 4-, 5-, or 6-di- or tetrahydropyridinyl, 3-di- or tetrahydropyridazinyl, 4-di- or tetrahydropyridazinyl, 2-di- or tetrahydropyrimidinyl, 4-di- or tetrahydropyrimidinyl, 5-di- or tetrahydropyrimidinyl, di- or tetrahydropyrazinyl; 5- or 6-membered monocyclic fully unsaturated (including aromatic) heterocycles: for example, 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 1-pyrazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 1-imidazolyl, 2-imidazolyl, 4-imidazolyl, 5-imidazolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, and 2-pyrazinyl.

[0063] Specifically, Z is a 5- or 6-membered partially unsaturated carbocyclic ring. Examples of this are cyclopent-1-en-1-yl, cyclopent-2-en-1-yl, cyclopent-3-en-1-yl, cyclopenta-1,3-dien-1-yl, cyclopenta-1,4-dien-1-yl, cyclopenta-2,4-dien-1-yl, cyclohex-1-en-1-yl, cyclohex-2-en-1-yl, cyclohex-3-en-1-yl, cyclohexa-1,3-dien-1-yl, cyclohexa-1,4-dien-1-yl, cyclohexa-1,5-dien-1-yl, cyclohexa-2,4-dien-1-yl, and cyclohexa-2,5-dien-1-yl.

[0064] The same nitrogen atom (e.g., R b2 and R b3), together with the nitrogen atom to which they are attached, form a 3-, 4-, 5-, 6-, or 7-membered saturated N-linked heterocycle which may contain further heteroatoms or heteroatom groups as ring members selected from the group consisting of N, O, S, S(O), and S(O)2, this is, for example, aziridin-1-yl, azetidin-1-yl, pyrrolidin-1-yl, pyrazolidin-1-yl, imidazolidin-1-yl, oxazolidin-3-yl, thiazolidin-3-yl, isoxazolidin-2-yl, isothiazolidin-2-yl, piperazin-1-yl, piperazin-1-yl, morpholin-1-yl, thiomorpholin-1-yl, 1-oxothiomorpholin-1-yl, 1,1-dioxothiomorpholin-1-yl, azepan-1-yl, or 1,4-diazepan-1-yl.

[0065] The same nitrogen atom (e.g., R b2 and R b3 ) together with the nitrogen atom to which they are attached form a 5- or 6-membered saturated N-linked heterocycle, this is pyrrolidin-1-yl or piperidin-1-yl.

[0066] The preferred embodiments of the variables (substituents) of the compounds of formula I mentioned below are not only valid on their own but also preferably in combination with one another, and in combination with their stereoisomers or salts. The preferred embodiments of the variables mentioned below are furthermore not only valid on their own but also preferably, where applicable, in combination with one another for the compounds of formula I, and in combination with one another for the uses and methods according to the invention and the compositions according to the invention.

[0067] Preferably, R 1 is hydrogen or (C1-C3)-alkyl, more preferably hydrogen.

[0068] Preferably, R 9 is hydrogen or (C1-C3)-alkyl, more preferably hydrogen.

[0069] Preferably, R 1 and R 9 are both hydrogen.

[0070] Preferably, R 2 is hydrogen, halogen, or (C1-C3)-alkyl. More preferably, R 2 is hydrogen or halogen. Specifically, R 2 is hydrogen.

[0071] Preferably, R 6 is hydrogen, halogen, or (C1-C3)-alkyl. More preferably, R 6 is hydrogen.

[0072] Preferably, R 2 and R 6 are each independently hydrogen, halogen, or (C1-C3)-alkyl. More preferably, R 2 is hydrogen or halogen, and R 6 is hydrogen. Specifically, R 2 is hydrogen and R 6 is hydrogen.

[0073] Preferably, R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy. More preferably, R 3 is hydrogen, halogen, (C1-C2)-alkyl, (C1-C2)-haloalkyl, (C1-C2)-alkoxy, or (C1-C2)-haloalkoxy. Even more preferably, R 3 is halogen, (C1-C2)-alkyl, (C1-C2)-haloalkyl, (C1-C2)-alkoxy, or (C1-C2)-haloalkoxy. Specifically, R 3 is halogen, (C1-C2)-alkyl, or (C1-C2)-haloalkoxy. In particular, R 3 is hydrogen or halogen.

[0074] Preferably, R 5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy. More preferably, R 5 is hydrogen, halogen, or (C1-C2)-alkyl. 5 is hydrogen or halogen.

[0075] Preferably, R 3 and R 5 are each independently hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy. More preferably, R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy, and R 5 is hydrogen, halogen, or (C1-C2)-alkyl. Even more preferably, R 3 is halogen, (C1-C3)-alkyl, or (C1-C3)-haloalkoxy, and R 5 is hydrogen or halogen. Specifically, R 3 and R 5 are each independently hydrogen or halogen.

[0076] Preferably, R 4 is hydrogen or halogen. Specifically, R 4 is hydrogen.

[0077] Preferably, R 7 and R 8are, independently of one another, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, or (C2-C6)-alkynyl, each of which is substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano. Preferably, m is 0, 1, or 2, more preferably 0 or 1, and in particular 0. Therefore, more preferably, R 7 and R 8 are, independently of one another, (in each case unsubstituted) (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl, or (C2-C6)-alkynyl. Even more preferably, R 7 and R 8 are each independently (C1-C6)-alkyl, (C3-C6)-cycloalkyl, or (C2-C6)-alkenyl. 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; more particularly (C1-C6)-alkyl; even more particularly (C1-C4)-alkyl, in particular methyl or ethyl, more particularly both methyl.

[0078] Divalent radical (X 1 )~(X 6 ), the orientation within the molecule is as depicted, with the left arrow representing the bond to the adjacent nitrogen atom and the right arrow representing the bond to Y.

[0079] X is a bond ("X 0 "), compound (I) can also be expressed as follows: [ka]

[0080] X is the formula (X 1 ), compound (I) may also be represented as follows: [ka]

[0081] X is the formula (X 2 ), compound (I) may also be represented as follows: [ka]

[0082] X is the formula (X 3 ), compound (I) may also be represented as follows: [ka]

[0083] X is the formula (X 4 ), compound (I) may also be represented as follows: [ka]

[0084] X is the formula (X 5 ), compound (I) may also be represented as follows: [ka]

[0085] X is the formula (X 6 ), compound (I) may also be represented as follows: [ka]

[0086] Divalent radical (X 1 )~(X 6 ) in R 10 ~R 15are, independently of one another and independently of each other occurrence, preferably hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, COR e ,CONR b R d (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl (wherein the last three aliphatic and cycloaliphatic radicals are each independently substituted with m fluorine atoms); (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy, (C2-C6)-alkynyloxy, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, and (C1-C3)-alkylthio (wherein the aliphatic and cycloaliphatic moieties in the last seven radicals are each independently substituted with m fluorine atoms).

[0087] More preferably, R 10 ~R 15 are, independently of one another and independently of each other occurrence, hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, COR e ,CONR b R d (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl (wherein the last three aliphatic and cycloaliphatic radicals are each independently substituted with m fluorine atoms); (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy, or (C2-C6)-alkynyloxy (wherein the aliphatic and cycloaliphatic moieties in the last four radicals are each independently substituted with m fluorine atoms).

[0088] Specifically, R 10 ~R 15 are, independently of each other and independently of each occurrence, hydrogen, fluorine, chlorine, CO2R e ,CONR b R d, (C1-C6)-alkyl substituted with m fluorine atoms, or (C1-C6)-alkoxy substituted with m fluorine atoms.

[0089] Specifically, R 10 ~R 15 are, independently of one another and independently at each occurrence, hydrogen, halogen, (C1-C6)-alkyl, (C1-C3)-alkoxy, and COR e More specifically, R 10 ~R 15 are, independently of one another and independently at each occurrence, hydrogen or (C1-C6)-alkyl, in particular hydrogen or methyl.

[0090] A suitable divalent radical (X 1 )~(X 6 Illustrative examples of ) are CH, CHCH, CH(CH), CHCHCH, CH(CHCH), CH(CHCH), CH(CH)CH, C(CH), C(CH)CH, C(iPr)CH, CH(CHiPr)CH, CHCH=CH, C(CH)C≡C, CH(CF)CH, CH(CH)CHO, CHCHO, CH(cPr)CHO, CH(CHOCH), CH(CHCHSCH), CH(COOH), CH(COOCH), CH(COOH)CH, CH(COOCH)CH, CHC(OH)(CF), CH(CONHCH), CH(CONHCH)CH, and CHCHCONHCH. cPr is cyclopropyl; iPr is isopropyl.

[0091] In a preferred embodiment, X is a bond or a divalent unit (X 1 ) In the latter case, preferably, R 10 and R 11 are each independently hydrogen or (C1-C6)-alkyl, more preferably hydrogen or methyl. 10 and R 11 One of the groups is hydrogen and the other is methyl, so that X 1Specifically, it is CH(CH).

[0092] In a preferred embodiment, Y is Z.

[0093] Z is preferably a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated carbocyclic ring, excluding phenyl, which carbocyclic ring is COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e and more preferably, C0R e ,CONR b R h , and CONR e S(O)R awherein the carbon ring atoms bear n oxo groups. p in this context is preferably 1 or 2, more preferably 1. n in this context is preferably 0 or 1, in particular 0. More preferably, Z is COR e ,CONR b R h , and CONR e S(O)R a is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with p radicals selected from the group consisting of: Specifically, Z is a radical COR e R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is in this context preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is in this context preferably 1 or 2, more preferably 1. Therefore, more particularly, Z is a group consisting of p radicals COR e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is 1 or 2, preferably 1. Even more particularly, Z is selected from p radicals COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is 1 or 2, preferably 1. In particular, Z is selected from the group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with eis hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is 1 or 2, preferably 1.

[0094] Examples of 5- or 6-membered saturated or partially unsaturated carbocyclic rings are listed above. Among these, preference is given to cyclopentyl, cyclopent-1-en-1-yl, cyclopent-2-en-1-yl, cyclopent-3-en-1-yl, and cyclohexyl. A specific example is cyclopent-2-en-1-yl. In the latter ring, when p is 1, the mandatory substituent (COR e etc.) is preferably attached at the 4-position.

[0095] In an alternative preferred embodiment, Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring containing one or two oxygen atoms as ring members, and the ring is COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONRb R e , OCSNR b R e , POR f R f , and C(R b )=NOR e and wherein the carbon ring atoms bear n oxo groups. p is in this context preferably 1 or 2, more preferably 1. n is in this context preferably 0 or 1, in particular 0. More preferably, Z is a saturated or partially unsaturated 5- or 6-membered heterocycle containing one oxygen atom as a ring member, which ring is substituted with p radicals COR e It is replaced by R e is in this context preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is in this context preferably 1 or 2, more preferably 1. Thus, more particularly, Z is a saturated or partially unsaturated 5- or 6-membered heterocycle containing one oxygen atom as a ring member, which ring is formed by p radicals CO2R e where R e is hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. Even more particularly, Z is a saturated or partially unsaturated 5-membered heterocycle containing one oxygen atom as a ring member, which ring is formed by p radicals CO2R e where R e is hydrogen or (C1-C6)-alkyl, p in this context is preferably 1 or 2, more preferably 1. In particular, Z is a saturated or partially unsaturated 5-membered heterocycle containing one oxygen atom as a ring member, which ring is bounded by one radical COR e where R e is hydrogen or (C1-C6)-alkyl.

[0096] Examples of 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated heterocyclic rings containing one or two oxygen atoms as ring members are oxiran-2-yl, oxetan-2-yl, oxetan-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, 1,3-dioxolan-2-yl, 1,3-dioxolan-4-yl, tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl, 1,3-dioxan-2-yl, 1,3-dioxan-4-yl, 1,3-dioxan-5-yl, 1,4-dioxan-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dioxan-4-yl, 2,3-dioxan-5-yl, 2,3-dihydrofuran-2-yl, 2,3-dioxan-5-yl, 2,3-dioxan-5-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dioxan-5 ...oxan-5-yl, 2,3-dioxan-5-yl, 2,3-dioxan-5-yl, 2,3-dioxan-5-yl 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-3-yl, 3,6-dihydro-2H-pyran-2-yl, 3,6-dihydro-2H-pyran-3-yl, 3,6-dihydro-2H-pyran-4-yl, 3,6-dihydro-2H-pyran-5-yl, 3,6-dihydro-2H-pyran-6-yl, 3,4-dihydro-2H-pyran-2-yl, 3,4-dihydro-2H-pyran-3-yl, 3,4-dihydro-2H-pyran-4-yl, 3,4-dihydro-2H-pyran-5-yl, or 3,4-dihydro-2H-pyran-6-yl.

[0097] Examples of saturated or partially unsaturated 5- or 6-membered heterocycles containing one oxygen atom as a ring member are tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-3-yl, 3,6-dihydro-2H-pyran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-3-yl, 3,6-dihydro-2H-pyran-2-yl, 2,3-dihydro-3-pyran-2-yl, 2,5-dihydro-3-pyran-2 ...2,5-dihydro-3-pyran-2-yl, 3,6-dihydro-2H-pyran-2-yl, 2,3-dihydro-3-pyran-2-yl, 2,3-dihydro-3-pyran-2-yl, 2,5-dihydro-3-pyran-2-yl, 2,5-dihydro-3-pyran-2-yl, 2,5 -yl, 3,6-dihydro-2H-pyran-3-yl, 3,6-dihydro-2H-pyran-4-yl, 3,6-dihydro-2H-pyran-5-yl, 3,6-dihydro-2H-pyran-6-yl, 3,4-dihydro-2H-pyran-2-yl, 3,4-dihydro-2H-pyran-3-yl, 3,4-dihydro-2H-pyran-4-yl, 3,4-dihydro-2H-pyran-5-yl, or 3,4-dihydro-2H-pyran-6-yl.

[0098] Examples of saturated or partially unsaturated 5-membered heterocycles containing one oxygen atom as a ring member are tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, or 2,5-dihydrofuran-3-yl.

[0099] Preferably, however, ring Z is a carbocyclic ring.

[0100] In another preferred embodiment, Y is COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e p is in this context preferably 1 or 2, more preferably 1.

[0101] More preferably, Y is COR e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: a , R b , R b1 , R b2 , R b3 , R e , and R h is as defined above, however, specifically: CO2R e R in e is hydrogen, (C1-C6)-alkyl which may bear a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably (C1-C6)-alkyl or (C3-C6)-cycloalkyl, in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, and even more in particular hydrogen or methyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2Ra R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1.

[0102] In a preferred embodiment, X is a bond and Y is Z, where Z has one of the general or preferred meanings given above.

[0103] Preferably, Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated carbocyclic ring, excluding phenyl, which carbocyclic ring is COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e wherein the carbon ring atoms carry n oxo groups. p in this context is preferably 1 or 2, more preferably 1. n in this context is preferably 0 or 1, in particular 0.

[0104] More preferably, Z is COR e ,CONR b R h , and CONR e S(O)R a Specifically, Z is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with p radicals selected from the group consisting of: e R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is in this context preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl: in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is in this context preferably 1 or 2, more preferably 1. Thus, in particular, Z is a group consisting of p radicals COR eis a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is 1 or 2, preferably 1. More specifically, Z is a group consisting of p radicals COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, more in particular hydrogen or (C1-C4)-alkyl, even more in particular hydrogen or methyl, and p is 1 or 2, preferably 1. In particular, Z is a group selected from p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl, in particular hydrogen or (C1-C4)-alkyl, more in particular hydrogen or methyl; p is 1 or 2, preferably 1.

[0105] In an alternative preferred embodiment, Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring containing one or two oxygen atoms as ring members, and the ring is COR e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R.b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e wherein the carbon ring atoms carry n oxo groups. p in this context is preferably 1 or 2, more preferably 1. n in this context is preferably 0 or 1, in particular 0.

[0106] More preferably, Z is a saturated or partially unsaturated 5- or 6-membered heterocyclic ring containing one oxygen atom as a ring member, which ring is e It is replaced by R e is in this context preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is in this context preferably 1 or 2, more preferably 1. Thus, in particular, Z is a saturated or partially unsaturated 5- or 6-membered heterocycle containing one oxygen atom as a ring member, which ring is formed by the addition of p radicals CO2R e where R e is hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. More specifically, Z is a saturated or partially unsaturated 5-membered heterocycle containing one oxygen atom as a ring member, which ring is formed by p radicals CO2R e where R e is hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1.

[0107] Preferably, however, ring Z is a carbocyclic ring.

[0108] In another preferred embodiment, X is a divalent unit (X 1 ), where R 10 and R 11 are as defined above, specifically, independently hydrogen or (C1-C6)-alkyl; Y is CO2R e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e is a (C1-C8)-alkyl substituted with p radicals selected from the group consisting of:

[0109] In an alternative preferred embodiment, X is a bond; Y is CO2R e ,CONR b R h , S(O) n R a , SO2NR b R d , SO2NR b COR e , C.O.R. b ,CONR e S(O)R a ,CONR e SO2R a ,CONR b1 SO2NR b2 R b3 , N.R. b R e , N.R. b COR e , N.R. b CONR e R e , N.R. b CO2R e , N.R. b SO2R e , N.R. b1 SO2NR b2 R e , OCONR b R e , OCSNR b R e , POR f R f , and C(R b )=NOR e is a (C1-C8)-alkyl substituted with p radicals selected from the group consisting of:

[0110] More preferably, X is a divalent unit (X 1 ), where R 10 and R 11 are independently hydrogen or methyl; Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONRb1 SO2NR b2 R b3 (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: a , R b , R b1 , R b2 , R b3 , R e , and R h has one of the general or preferred meanings given above.

[0111] In this context, Y preferably represents p radicals COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C4)-alkyl, for example hydrogen or methyl; in particular (C1-C4)-alkyl, for example methyl.

[0112] In an alternative more preferred embodiment, X is a bond; Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C6)-alkyl substituted with p radicals selected from the group consisting of: a , R b , R b1 , R b2 , R b3 , R e , and R h has one of the general or preferred meanings given above.

[0113] In this latter alternative, more preferred embodiment, the (C1-C6)-alkyl in Y is preferably COR e ,CONR b R h ,CONRe S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 -C(R 101 )(R 111 )-C1-C4-alkyl group, where R a , R b , R b1 , R b2 , R b3 , R e , and R h has one of the general or preferred meanings given above, and R 101 and R 111 are independently hydrogen or methyl, however preferably R 101 and R 111 One of them is hydrogen and the other is methyl.

[0114] In this context, Y preferably represents p radicals COR e -C(R 101 )(R 111 )-C1-C4-alkyl group, where R e is hydrogen or (C1-C4)-alkyl, for example hydrogen or methyl, in particular (C1-C4)-alkyl, for example methyl, and R 101 and R 111 are independently hydrogen or methyl, however, preferably R 101 and R 111 One of the groups is hydrogen and the other is methyl.

[0115] Even more preferably, X is a divalent unit (X 1 ), where R 10 and R 11 are independently hydrogen or methyl; Y is CO2R e ,CONR b R h ,CONRe S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl which may have a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl, or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; more preferably hydrogen or (C1-C6)-alkyl (e.g., hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl), in particular (C1-C6)-alkyl (e.g., (C1-C4)-alkyl; in particular methyl); CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NRb2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 form together with the nitrogen atom to which they are attached a saturated 5- or 6-membered N-linked heterocyclic ring, p is 1 or 2, preferably 1.

[0116] In this context, Y preferably represents p radicals COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C4)-alkyl (for example, hydrogen or methyl), specifically (C1-C4)-alkyl (for example, methyl).

[0117] In an alternative even more preferred embodiment, X is a bond; Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C6)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in eis hydrogen, (C1-C6)-alkyl which may have a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl, or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; more preferably hydrogen or (C1-C6)-alkyl (e.g., hydrogen or (C1-C4)-alkyl; in particular, hydrogen or methyl), in particular (C1-C6)-alkyl (e.g., (C1-C4)-alkyl; in particular, methyl); CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NRb2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 form together with the nitrogen atom to which they are attached a saturated 5- or 6-membered N-linked heterocyclic ring, p is 1 or 2, preferably 1.

[0118] In an even more preferred embodiment of this latter alternative, (C1-C6)-alkyl in Y is preferably COR e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 -C(R 101 )(R 111 )-C1-C4-alkyl group, where R a , R b , R b1 , R b2 , R b3 , R e , and R h has one of the general or preferred meanings given above, and R 101 and R 111 are independently hydrogen or methyl, however, preferably R 101 and R 111 One of them is hydrogen and the other is methyl.

[0119] In this context, Y preferably represents p radicals COR e -C(R 101 )(R 111 )-C1-C4-alkyl group, where R e is hydrogen or (C1-C4)-alkyl, in particular hydrogen or methyl, and R 101 and R 111are independently hydrogen or methyl, however, preferably R 101 and R 111 One of them is hydrogen and the other is methyl.

[0120] especially, X is CH(CH); Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in e is hydrogen or (C1- to C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in ais (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 form together with the nitrogen atom to which they are attached a saturated 5- or 6-membered N-linked heterocyclic ring, p is 1 or 2, preferably 1.

[0121] In this context, Y preferably represents p radicals COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl.

[0122] In an alternative specific embodiment, X is a bond; Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 CH(CH3)-(C1-C4)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in e is hydrogen or (C1-C6)-alkyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 form together with the nitrogen atom to which they are attached a saturated 5- or 6-membered N-linked heterocyclic ring, p is 1 or 2, preferably 1.

[0123] In this context, Y preferably represents p radicals COR e CH(CH3)-(C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C4)-alkyl.

[0124] In an alternative preferred embodiment, -X and -Y together represent the formula (XY1) or (XY2) [ka] forming a group of the formula # is NR 9 indicates the point of attachment to; R A , R B , R C , R D , R E , and R F are, independently of each other, R 10 and R 11 has one of the meanings given for R A and R C together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R C and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R A and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring.

[0125] R in the (XY1) group and the (XY2) group e is preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen or (C1-C6)-alkyl, in particular (C1-C6)-alkyl.

[0126] More preferably, In the group of formula (XY1), R A is hydrogen or methyl; R B , R C , and R D is hydrogen; and In the group of formula (XY2), R A is hydrogen or methyl; R B , R C , R D , R E , and R F is hydrogen; or R A and R E together with the carbon atoms to which they are attached form a 5- or 6-membered saturated or partially unsaturated carbocyclic ring, preferably a 5-membered partially unsaturated carbocyclic ring; R B , R C , R D , and R F is hydrogen; and R e is hydrogen or (C1-C4)-alkyl.

[0127] In an alternative preferred embodiment, -X and -Y together represent the formula (XY1) or (XY2) [ka] forming a group of the formula # is NR 9 indicates the point of attachment to R A and R C together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members; or R C and R Etogether with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members; or R A and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members.

[0128] In this regard, R e is preferably hydrogen, C1-C6-alkyl or C3-C6-cycloalkyl; more preferably hydrogen or C1-C6-alkyl, in particular C1-C6-alkyl.

[0129] More preferably, R A and R E together with the carbon atoms to which they are attached form a 5- or 6-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; even more preferably form a 5-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; R B , R C , R D , and R F is hydrogen; and R e is (C1-C4)-alkyl.

[0130] In certain embodiments, in compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen or halogen; R5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or X is a bond; and Y is Z; where Z is a 5- or 6-membered saturated or partially unsaturated heterocycle containing one oxygen atom as a ring member, where the ring is substituted with p radicals COR e where R e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or X is a divalent unit (X 1 ), where R 10 and R 11 are, independently of one another, hydrogen or (C1-C6)-alkyl; Y is COR e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: CO2Re R in e is hydrogen, (C1-C6)-alkyl which may bear a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl; in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3is (C1-C6)-alkyl; or R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1.

[0131] In a more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen or halogen; R 5 is hydrogen, halogen, (C1-C3)-alkyl, (CC1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or X is a divalent unit (X 1 ), where R 10 and R 11are, independently of one another, hydrogen or (C1-C6)-alkyl; Y is COR e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C4)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl which may bear a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl; in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1.

[0132] In an even more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl; preferably, methyl or ethyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted withe is hydrogen or (C1-C6)-alkyl (preferably water or (C1-C4)-alkyl; in particular hydrogen or methyl); or X is a bond; and Y is Z; where Z is a five-membered saturated or partially unsaturated heterocycle containing one oxygen atom as a ring member, where the ring is substituted with p radicals COR e where R e is hydrogen or (C1-C6)-alkyl; or X is a divalent unit (X 1 ), where R 10 and R 11 are, independently of one another, hydrogen or methyl; and Y is a radical COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); p is 1 or 2, preferably 1.

[0133] In specific embodiments, in compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C4)-alkyl, preferably methyl or ethyl, in particular methyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); or X is a divalent unit (X 1 ), where R 10 and R 11 are, independently of one another, hydrogen or methyl; Y is a radical COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); p is 1 or 2, preferably 1.

[0134] In more specific embodiments, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen; R 3 is halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C4)-alkyl; preferably, methyl or ethyl, in particular methyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR eis a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl (preferably water or (C1-C4)-alkyl; in particular water or methyl); or X is a divalent unit (X 1 ), where R 10 and R 11 one of which is hydrogen and the other is methyl; and Y is a group selected from p radicals COR e (C1-C4)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); p is 1.

[0135] In more specific embodiments, in compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen; R 3 is halogen, (C1-C3)-alkyl, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 is methyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C4)-alkyl (especially halogen or methyl); or X is a divalent unit (X 1 ), where R 10 and R 11one of which is hydrogen and the other is methyl; and Y is a group selected from p radicals COR e (C1-C4)-alkyl substituted with, where R e is (C1-C4)-alkyl (e.g., hydrogen or methyl); p is 1.

[0136] In an alternative particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen or halogen; R 5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; X is a bond; and Y is Z; where Z is a group consisting of p radicals COR e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with eis hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl (more preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); or Z is a 5- or 6-membered saturated or partially unsaturated heterocycle containing one oxygen atom as a ring member, where the ring is substituted with p radicals COR e where R e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C6)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl which may have a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl, or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; specifically hydrogen or (C1-C6)-alkyl (more specifically hydrogen or (C1-C4)-alkyl; for example, hydrogen or methyl); in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R ine is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b3 is (C1-C6)-alkyl; or R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1.

[0137] In an alternative more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R4 is hydrogen or halogen; R 5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with e is hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or methyl); or Y is COR e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a , and CONR b1 SO2NR b2 R b3 is (C1-C6)-alkyl substituted with p radicals selected from the group consisting of: CO2R e R in eis hydrogen, (C1-C6)-alkyl which may have a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl, or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, or (C3-C6)-cycloalkyl; specifically hydrogen or (C1-C6)-alkyl (more specifically hydrogen or (C1-C4)-alkyl; for example, hydrogen or methyl); in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen or (C1-C3)-alkyl; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen or (C1-C3)-alkyl; CONR e S(O)R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR e SO2R a R in e is hydrogen or (C1-C3)-alkyl; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R inb3 is (C1-C6)-alkyl; or R b2 and R b3 together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1.

[0138] In an even more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl; preferably methyl or ethyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl); or Z is a five-membered saturated or unsaturated heterocycle containing one oxygen atom as a ring member, where the ring is bounded by p radicals COR e where R e is hydrogen or (C1-C6)-alkyl; or Y is the radical CO2R e(C1-C6)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl), p is 1 or 2, preferably 1.

[0139] In specific embodiments, in compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of each other, methyl or ethyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl); or Y is the radical CO2R e (C1-C6)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl); p is 1 or 2, preferably 1.

[0140] In an alternative more specific embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen; R 3 is halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C4)-alkyl, preferably methyl or ethyl, in particular methyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl); or Y is the radical CO2R e (C1-C6)-alkyl substituted with, where R e is hydrogen or (C1-C6)-alkyl (preferably hydrogen or (C1-C4)-alkyl; in particular hydrogen or ethyl); p is 1.

[0141] In more specific embodiments, in compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen; R 3is halogen, (C1-C3)-alkyl, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 is methyl; R 9 is hydrogen; X is a bond; and Y is Z, where Z is a group consisting of p radicals COR e is a 5-membered partially unsaturated carbocyclic ring substituted with e is hydrogen or (C1-C4)-alkyl (particularly hydrogen or ethyl); or Y is the radical CO2R e (C1-C6)-alkyl substituted with, where R e is (C1-C4)-alkyl (e.g., hydrogen or ethyl); p is 1.

[0142] In the above particular and specific embodiments, the 5-membered partially unsaturated carbocyclic ring Z is preferably ring Z 9 (shown below), where # indicates the point of attachment to the rest of the molecule, and R x is CO2R e is.

[0143] In another particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen or halogen; R5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; -XY are both represented by the formula (XY1) or (XY2) [ka] forming a group of the formula # is NR 9 indicates the point of attachment to; R A , R B , R C , R D , R E , and R F are, independently of each other, R 10 and R 11 has one of the meanings given for R A and R C together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R C and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R A and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring.

[0144] R in the (XY1) group and the (XY2) group eis preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen or (C1-C6)-alkyl, in particular (C1-C6)-alkyl.

[0145] In another more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl; preferably, methyl or ethyl; in particular, methyl; R 9 is hydrogen; X and Y together form a group of formula (XY1) or (XY2), where: In the group of formula (XY1), R A is hydrogen or methyl; R B , R C , and R D is hydrogen; and In the group of formula (XY2), R A is hydrogen or methyl; R B , R C , R D , R E , and R F is hydrogen; or R A and R Etogether with the carbon atoms to which they are attached form a 5- or 6-membered saturated or partially unsaturated carbocyclic ring, preferably a 5-membered partially unsaturated carbocyclic ring; R B , R C , R D , and R F is hydrogen; and R e is hydrogen or (C1-C4)-alkyl (specifically, hydrogen or methyl).

[0146] In another specific embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C4)-alkyl, preferably methyl or ethyl, in particular methyl; R 9 is hydrogen; X and Y together form a group of formula (XY1) or (XY2), where: In the group of formula (XY1), R A is hydrogen or methyl; R B , R C , and R D is hydrogen; and In the group of formula (XY2), R A is hydrogen or methyl; RB , R C , R D , R E , and R F is hydrogen; or R A and R E together with the carbon atoms to which they are attached form a five-membered partially unsaturated carbocyclic ring; R B , R C , R D , and R F is hydrogen; and R e is hydrogen or (C1-C4)-alkyl (specifically, hydrogen or methyl).

[0147] In another more specific embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is halogen, (C1-C3)-alkyl, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8 is methyl; R 9 is hydrogen; X and Y together form a group of formula (XY1) or (XY2), where: In the group of formula (XY1), R A is hydrogen or methyl; R B , R C , and R D is hydrogen; and In the group of formula (XY2), R A is hydrogen or methyl; R B , R C , R D , R E , and R F is hydrogen; or R A and R E together with the carbon atoms to which they are attached form a five-membered partially unsaturated carbocyclic ring; R B , R C , R D , and R F is hydrogen; and R e is hydrogen or (C1-C4)-alkyl (specifically, hydrogen or methyl).

[0148] In yet another particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 hydrogen; R 2 is hydrogen or halogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen or halogen; R 5 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 and R 8 are, independently of one another, (C1-C6)-alkyl or (C2-C6)-alkenyl; preferably (C1-C6)-alkyl; R 9 is hydrogen; -XY are both represented by the formula (XY1) or (XY2) [ka] forming a group of the formula # is NR 9 indicates the point of attachment to; R A and R C together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members; or R C and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members; or R A and R E together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members.

[0149] In this regard, R e is preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen or (C1-C6)-alkyl, in particular (C1-C6)-alkyl.

[0150] In yet another more particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is hydrogen; R 2 is hydrogen; R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy; R 4 is hydrogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7 and R 8are, independently of one another, (C1-C6)-alkyl; preferably, methyl or ethyl; R 9 is hydrogen; X and Y together form a group of formula (XY1) or (XY2), where: R A and R E form together with the carbon atoms to which they are attached a 5- or 6-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; preferably a 5-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; R B , R C , R D , and R F is hydrogen; and R e is (C1-C4)-alkyl.

[0151] R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 However, compounds (I) having the meanings defined in the respective rows of Table A below are particularly preferred.

[0152] [Table 1]

[0153] [Table 2]

[0154] [Table 3]

[0155] [Table 4]

[0156]

Table 5

[0157]

Table 6

[0158]

Table 7

[0159]

Table 8

[0160]

Table 9

[0161]

Table 10

[0162]

Table 11

[0163]

Table 12

[0164]

Table 13

[0165]

Table 14

[0166]

Table 15

[0167] Table 16

[0168]

Table 17

[0169]

Table 18

[0170] Table 19

[0171] Table 20

[0172] Table 21

[0173] Table 22

[0174] Table 23

[0175] Table 24

[0176] [Table 25]

[0177] [Table 26]

[0178] [Table 27]

[0179] [Table 28]

[0180] [Table 29]

[0181] Et Ethyl Vin vinyl (-CH=CH2) nPr n-propyl iPr Isopropyl

[0182] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)OH.

[0183] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3, R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination XY represents —CH(CH3)—CH2—C(═O)O—CH3.

[0184] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O—CH 2 CH 3 .

[0185] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCHCH.

[0186] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CH(CH)

[0187] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O—CH 2 CH 2 CH 2 CH 3 .

[0188] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CH(CH)CHCH.

[0189] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCH(CH)

[0190] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH3)—CH2—C(═O)OC(CH3)3.

[0191] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCN.

[0192] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCHF.

[0193] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCHF.

[0194] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O—CH 2 CF 3 .

[0195] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHCH═CH.

[0196] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination XY represents —CH(CH)—CH—C(═O)O—CHC≡CH.

[0197] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)O—CHC H (CHC H = benzyl).

[0198] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O-cyclopropyl.

[0199] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4, R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O-cyclobutyl.

[0200] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 and R8 has one of the meanings defined in the individual rows of Table A, and the combination of XY represents —CH(CH3)—CH2—C(═O)O-cyclopentyl.

[0201] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen, and R2, R3, R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 —C(═O)O-cyclohexyl.

[0202] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 CH 2 —C(═O)OH.

[0203] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH3)—CH2CH2—C(═O)O—CH3.

[0204] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCH.

[0205] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCHCH.

[0206] Particularly preferred are further compounds (I), in which, for each individual compound, R 1, R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CH(CH)

[0207] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCHCHCHCH.

[0208] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CH(CH)CHCH.

[0209] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCH(CH)

[0210] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)OC(CH)

[0211] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCN.

[0212] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCHF.

[0213] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCHF.

[0214] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCF.

[0215] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCH═CH.

[0216] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHC≡CH.

[0217] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O—CHCH (CHCH=benzyl).

[0218] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 CH 2 —C(═O)O-cyclopropyl.

[0219] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 CH 2 —C(═O)O-cyclobutyl.

[0220] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH 3 )—CH 2 CH 2 —C(═O)O-cyclopentyl.

[0221] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CHCH—C(═O)O-cyclohexyl.

[0222] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—CH.

[0223] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—CHCH.

[0224] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH3)—CH2—C(═O)NH—OCH3.

[0225] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—OCHCH.

[0226] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CH.

[0227] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCH.

[0228] Particularly preferred are further compounds (I), in which, for each individual compound, R 1, R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CF.

[0229] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.

[0230] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.

[0231] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCF.

[0232] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CH.

[0233] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCH.

[0234] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHCH.

[0235] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CH(CH)

[0236] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHCHCHCH.

[0237] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CH(CH)CHCH.

[0238] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCH(CH)

[0239] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—C(CH)

[0240] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CF.

[0241] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.

[0242] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.

[0243] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—CHCF.

[0244] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH.

[0245] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCH.

[0246] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCHCH.

[0247] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH(CH).

[0248] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCHCHCHCH.

[0249] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH(CH)CHCH.

[0250] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCH(CH)

[0251] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(H)C(CH).

[0252] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH).

[0253] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCH.

[0254] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCHCH.

[0255] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CH(CH)

[0256] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCHCHCHCH.

[0257] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CH(CH)CHCH.

[0258] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCH(CH)

[0259] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)—N(CH)C(CH).

[0260] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)-piperidin-1-yl.

[0261] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)-piperazin-1-yl.

[0262] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)-morpholin-4-yl.

[0263] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the individual rows of Table A, and the combination of X and Y represents —CH(CH)—CH—C(═O)NH—S(O)-thiomorpholin-4-yl.

[0264] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 1), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0265] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 1 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0266] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 1 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0267] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 2 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0268] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 2 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0269] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 2 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0270] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 3 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0271] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 3 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0272] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 3 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0273] Particularly preferred are further compounds (I), in which, for each individual compound, R1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 4 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0274] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 4 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0275] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 4 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0276] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 5 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0277] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 5 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0278] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 5 ), where # denotes the point of attachment to the rest of the molecule, and Rx is a further compound (I) which is -C(=O)O-CH2CH3.

[0279] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 6 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0280] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 6 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0281] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 6 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0282] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 7 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0283] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 7 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0284] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3, R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 7 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0285] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 8 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0286] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 8 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0287] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 8 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0288] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 9 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0289] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 9 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0290] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 9 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0291] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 10 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0292] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 10 ), where # denotes the point of attachment to the rest of the molecule, and R xis a further compound (I) which is -C(=O)O-CH3.

[0293] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 10 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0294] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 11 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0295] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z11 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0296] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 11 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0297] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 12 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0298] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7, and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 12 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0299] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 12 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0300] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 13 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0301] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2, R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 13 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0302] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 13 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0303] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 14 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0304] Particularly preferred are further compounds (I), in which, for each individual compound, R1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 14 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0305] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 14 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0306] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 15 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0307] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 15 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0308] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 15 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0309] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 16), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0310] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 16 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0311] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 16 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0312] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 17 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0313] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 17 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0314] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 17 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0315] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 18 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0316] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 18 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0317] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 18 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0318] Particularly preferred are further compounds (I), in which, for each individual compound, R1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 19 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0319] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 19 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0320] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 19 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0321] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 20 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0322] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 20 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0323] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 20 ), where # denotes the point of attachment to the rest of the molecule, and Rx is a further compound (I) which is -C(=O)O-CH2CH3.

[0324] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 21 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0325] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 21 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0326] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 21 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0327] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 22 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0328] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 22 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0329] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3, R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 22 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0330] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 23 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0331] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 23 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0332] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 23 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0333] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 24 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0334] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 24 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0335] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 24 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0336] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 25 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0337] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 25 ), where # denotes the point of attachment to the rest of the molecule, and R xis a further compound (I) which is -C(=O)O-CH3.

[0338] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 25 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0339] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 26 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0340] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z26 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0341] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 26 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0342] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 27 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0343] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7, and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 27 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0344] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 27 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0345] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 28 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0346] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2, R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 28 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0347] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 28 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0348] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 29 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0349] Particularly preferred are further compounds (I), in which, for each individual compound, R1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 29 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0350] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 29 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0351] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 30 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0352] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 30 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0353] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 30 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0354] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 31), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0355] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 31 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0356] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 31 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0357] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 32 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0358] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 32 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0359] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 32 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0360] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 33 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0361] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 33 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0362] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 33 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0363] Particularly preferred are further compounds (I), in which, for each individual compound, R1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 34 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0364] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 34 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0365] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 34 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3.

[0366] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 35 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0367] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 35 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0368] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 35 ), where # denotes the point of attachment to the rest of the molecule, and Rx is a further compound (I) which is -C(=O)O-CH2CH3.

[0369] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 36 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)OH.

[0370] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8 has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 36 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH3.

[0371] Particularly preferred are further compounds (I), in which, for each individual compound, R 1 , R 6 , and R 9 is hydrogen and R 2 , R 3 , R 4 , R 5 , R 7 , and R 8has one of the meanings defined in the respective rows of Table A, and the combination of X and Y is a function of the formula (Z 36 ), where # denotes the point of attachment to the rest of the molecule, and R x is a further compound (I) which is -C(=O)O-CH2CH3. [ka] [ka] [ka]

[0372] Ring Z 1 ~Z 36 Among them, Ring Z is given special priority. 9 is.

[0373] The compounds of formula (I) according to the invention can be prepared by standard processes of organic chemistry, for example by the following processes. [ka]

[0374] The compounds of formula (I) may be prepared according to methods described in the prior art, or methods analogous thereto, which synthesizes utilize commercially available starting materials or starting materials that can be prepared according to conventional procedures starting from readily available compounds.

[0375] Compounds of formula (I) can be prepared from carboxylic acids (III) and commercially available amines (II) using an organic base and a coupling reagent. Thus, compounds of formula (I) can be synthesized from the corresponding carboxylic acid (1 equivalent) using a coupling reagent (1-2 equivalents), such as T3P (propanephosphonic anhydride) or HATU (O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate), an organic base (1-3 equivalents), and an amine (II) (1-3 equivalents). This reaction is typically carried out in an organic solvent. Preferably, an aprotic organic solvent is used. Most preferably, tetrahydrofuran (THF), N,N-dimethylformamide (DMF), or acetonitrile (ACN) is used. This reaction is carried out at a temperature between 0°C and reflux. Preferably, this reaction is carried out at room temperature. Preferably, the organic base is triethylamine or N,N-diisopropylethylamine. [ka]

[0376] Carboxylic acids (III) are commercially available or can be prepared from the corresponding esters (IV) (where R P is alkyl or benzyl). P When R is alkyl, the ester (IV) can be cleaved using aqueous alkali metal hydroxide. Preferably, lithium hydroxide, sodium hydroxide, or potassium hydroxide (1-2 equivalents) is utilized. The reaction is typically carried out in a mixture of water and an organic solvent. Preferably, the organic solvent is THF, methanol, or acetonitrile. The reaction is carried out at a temperature between 0°C and 100°C. Preferably, the reaction is carried out at room temperature. When R in (IV) is p When is benzyl, the ester can be cleaved using palladium on charcoal (0.001 to 1 equivalent) as a catalyst and hydrogen gas at temperatures ranging from 0°C to reflux. Preferably, the reaction is carried out at room temperature. Typically, an organic solvent is used. Preferably, THF, methanol, or ethanol is used.

[0377] Compounds of formula (IV) are commercially available or can be prepared by known methods. For example, esters (IV) can be prepared according to the method described in Organometallics 2001, 20(22), 4675-4682. For example, esters (IV) can be prepared from carboxylic acids (VI) and commercially available amines (V) using a base and a coupling reagent. [ka]

[0378] Thus, compounds of formula (IV) can be synthesized from the corresponding carboxylic acid (1 equivalent) using a coupling reagent (1-2 equivalents), such as T3P (propanephosphonic anhydride) or HATU (O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate), an organic base (1-3 equivalents), and an amine (V) (1-3 equivalents). The reaction is typically carried out in an organic solvent. Preferably, an aprotic organic solvent is used. Most preferably, tetrahydrofuran (THF), N,N-dimethylformamide (DMF), or acetonitrile (ACN) is used. The reaction is carried out at a temperature between 0°C and reflux temperature. Preferably, the reaction is carried out at room temperature. Preferably, the organic base is triethylamine or N,N-diisopropylethylamine. [ka]

[0379] Carboxylic acids (VI) can be prepared from the corresponding diesters by selective cleavage of one ester group. qWhen is an alkyl ester, selective ester cleavage can be achieved using an aqueous base. Preferably, an alkali metal hydroxide is used. Most preferably, lithium hydroxide, sodium hydroxide, or potassium hydroxide is used. The reaction is typically carried out in a mixture of water and an organic solvent. Preferably, THF, methanol, or acetonitrile is utilized. The reaction is carried out at a temperature between 0°C and 100°C, preferably at room temperature.

[0380] Alternatively, trimethyltin hydroxide (e.g., 1 equivalent) in 1,2 dichloroethane at room temperature to reflux, preferably at reflux, can be used (as described in Angew. Chem. Int. Ed., 2005, 44:1378-1382). q When is benzyl, the ester can be cleaved using palladium on charcoal (0.001 to 1 equivalent) as a catalyst and hydrogen gas at temperatures ranging from 0°C to reflux. Preferably, the reaction is carried out at room temperature. Typically, an organic solvent is used; preferably, THF, methanol, or ethanol is used.

[0381] The diesters (VII) are either commercially available or can be prepared by standard methods of organic chemistry. [ka]

[0382] Amines of formula (XIII) can be prepared from lactams (XIII), which are commercially available or can be prepared by alkylation as described in Org. Process Res. Dev. 2018, 22, 337-343, using thionyl chloride (2 equivalents) as described in Tetrahedron Lett. 2001, 42, 1347-1350, and commercially available alcohols (XV). The reaction is typically carried out in the presence of a carboxylic alcohol (XV) as a solvent. The reaction is carried out at a temperature between 0° C. and reflux. Preferably, the reaction is carried out at room temperature.

[0383] In order to broaden the spectrum of action, the compounds of formula (I) can be mixed with many representatives of other herbicidal active ingredients or growth-regulating active ingredients, and then applied simultaneously.Suitable ingredients for combination include, for example, acetamide, amide, aryloxyphenoxypropionate, benzamide, benzofuran, benzoic acid, benzothiadiazinon, bipyridinium, carbamate, chloroacetamide, chlorocarboxylic acid, cyclohexanedione, dinitroaniline, dinitrophenol, diphenyl ether, glycine, imidazolinone, isoxazole, isoxazolidinone, nitrile, N-phenylphthalimide, oxadiazole, oxazolidinedione, oxyacetamide, phenoxycarboxylic acid, phenylcarbamate, phenylpyrazole ... The herbicides are of the following classes: zolines, phenylpyridazines, phosphinic acids, phosphoramidates, phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl (thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, and ureas.

[0384] It may be more beneficial to apply the compound of formula (I) alone, or in combination with other herbicides, or in the form of a mixture with other crop protection agents (for example, agents for controlling pests or plant pathogenic fungi or bacteria). Also of interest is the compatibility with mineral salt solutions used to treat nutrient and trace element deficiencies. Other additives, such as non-phytotoxic oils and concentrated oils, may also be added.

[0385] In one embodiment of the invention, the combination according to the invention comprises at least one compound of formula (I) (compound A or component A) and at least one further active compound selected from herbicides B (compound B), preferably herbicides B of classes b1) to b15), and antidotes C (compound C).

[0386] In another embodiment of the invention, the combination according to the invention comprises at least one compound of formula (I) and at least one further active compound B (herbicide B).

[0387] Examples of herbicides B that may be used in combination with compounds A of formula (I) according to the invention are: b1) From the group of the lipid biosynthesis inhibitors: ACC inhibitor herbicides (ACC-herbicide), such as alloxydim, alloxydim sodium, butroxydim, clethodim, clodinafop, clodinafop propargyl, cycloxydim, cyhalofop, cyhalofop butyl, diclofop, diclofop methyl, fenoxaprop, fenoxaprop ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl ... Sifolfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1033757-93-5); 4-(2',4'-Dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-2,2,6,6-tetramethyl Methyl-2H-pyran-3,5(4H,6H)-dione (CAS 1312340-84-3); 5-(acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6); 5-(acetyloxy)-4-(2',4'-dichloro-4-cyclopropyl-[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one;5-(acetyloxy)-4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312340-82-1); 5-(acetyloxy)-4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CA S1033760-55-2; 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonate methyl ester (CAS1312337-51-1); 4-(2',4'-dichloro-4-cyclopropyl-[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl -5-Oxo-2H-pyran-3-ylcarbonic acid methyl ester;4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester (CAS 1312340-83-2);4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester (CAS 1312340-83-2) tetramethyl-5-oxo-2H-pyran-3-yl carbonate methyl ester (CAS 1033760-58-5); and non-ACC inhibitor herbicides such as benfuresate, butyrate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, thiocarbazyl, triallate, and vernolate;

[0388] b2) From the group of ALS inhibitors: Sulfonylureas, for example, amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cyclosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-na Thorium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl, and tritosulfuron, Imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, and imazethapyr, triazolopyrimidine herbicides, and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxulam, pyrimisulfan, and piroxsulam, Pyrimidinylbenzoates, such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid 1-methylethyl ester (CAS 420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid propyl ester (CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), Sulfonylaminocarbonyltriazolinone herbicides, such as flucarbazone, flucarbazone sodium, propoxycarbazone, propoxycarbazone sodium, thiencarbazone, and thiencarbazone methyl; and triafamone; Among these, preferred embodiments of the present invention relate to compositions comprising at least one imidazolinone herbicide;

[0389] b3) From the group of photosynthetic inhibitors: Amicarbazones, inhibitors of photosystem II, such as 1-(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5-one (CAS 1637455-12-9), 1- (5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1-methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one; Zolidin-2-one (CAS 2023785-79-5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69-4), 4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1708087-22-2), 4-hydroxy-1,5-dimethyl-3-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]imidazolidin-2-one (CAS 2023785-80-8), 1-(5-tert-butylisoxazol-3-yl)-4-ethoxy-5-hydroxy-3-methyl-imidazolidin-2-one (CAS 1844836-64-1), chlorotriazine, triazinone, triazinedione, methylthiotriazine, pyridazinones, etc. triazine herbicides such as ametryn, atrazine, chloridazon, cyanazine, desmetryn, dimethametryn, hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and trietazin, aryl ureas such as chlorbromuron, chlorotoluron, chloroxuron, dimef thiadiazuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, nebron, siduron, tebuthiuron and thiadiazuron, phenylcarbamates such as desmedipham, karbutilat, phenmedipham, phenmedipham ethyl, nitrile herbicides such as bromofenoxime, bromoxynil and its salts and esters, ioxynil and its salts and esters, uracils such as bromacil, lenacil and terbacil, and bentazone and bentazone sodium, pyridate, pyridafol, pentanochlor and propanil and inhibitors of photosystem I such as diquat, diquat dibromide, paraquat, paraquat dichloride and paraquat dimethyl sulfate. Among these, preferred embodiments of the present invention relate to compositions containing at least one aryl urea herbicide. Among these, equally preferred embodiments of the present invention relate to compositions containing at least one triazine herbicide. Among these, equally preferred embodiments of the present invention relate to compositions containing at least one nitrile herbicide;

[0390] b4) From the group of the protoporphyrinogen-IX oxidase inhibitors: Acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlormethoxyfen, chlorphthalim, cinidon-ethyl, cyclopyranyl, fluazolate, flufurenpyr, flufurenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluroglicofen, fluroglicofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lac tofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazole, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimine, thiafenacil, trifludimoxadine, ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate (CAS 353292-31-6; S-3100), N-ethyl- 3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452098-92-9), N-tetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl Fluoryl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thioxo-[1,3,5]triazinane-2,4-dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1,3-dione (CAS 1300118-96-0), 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-1H-pyrimidine-2,4-dione (CAS 1304113-05-0), methyl(E)-4-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1H-methyl-pyrazol-3-yl]-4-furan 2-[2-chloro-5-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-4-fluorophenoxy]-2-methoxy-acetic acid methyl ester (CAS 1970221-16-9), 2-[2-[ [3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-acetic acid methyl ester (CAS 2158274-96-3), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]acetic acid ethyl ester (CAS 158274-50-9), 2-[[3-[2 -chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy] methyl ester (CAS 2271389-22-9), 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenoxy]-2-pyridyl]oxy] ethyl ester (CAS 2230679-62-4), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-Dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]acetic acid methyl ester (CAS 2158275-73-9), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]acetic acid ethyl ester (CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro -3-Methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-N-(methylsulfonyl)-acetamide (CAS 2158274-53-2), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N-(methylsulfonyl)-acetamide (CAS 2158276-22-1);,

[0391] b5) From the group of bleach herbicides: PDS inhibitors: beflubutamide, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazolinate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, whitening agents, and those with unknown site of action. target): aclonifen, amitrole, flumeturon, 2-chloro-3-methylsulfanyl-N-(1-methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), bixuzolone, and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7);

[0392] b6) From the group of the EPSP synthase inhibitors: Glyphosate, glyphosate isopropylammonium, glyphosate potassium salt, and glyphosate trimesium salt (sulfosate);

[0393] b7) From the group of the glutamine synthetase inhibitors: Viranafos (Bialaphos), Viranafos sodium, Glufosinate, Glufosinate P, and Glufosinate ammonium; b8) From the group of the DHP synthase inhibitors: Ashram;

[0394] b9) From the group of the mitotic inhibitors: Compounds of the K1 group: dinitroanilines, such as benfluralin, butralin, dinitramine, ethalfuralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates, such as amiprophos, amiprophos-methyl and butamifos, benzoic acid herbicides, such as chlorthal, chlorthal-dimethyl, pyridines, such as dithiopyr and thiazopyr, benzamides, such as propyzamide and tebutam; compounds of the K2 group: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham, of which compounds of the K1 group, in particular dinitroaniline, are preferred;

[0395] b10) From the group of VLCFA inhibitors: Chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, petoxamide, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamide, naproanilide, napropamide and napropamide-M, tetrazolinones such as fentrazamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, and isoxazoline compounds of the formulae II.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8, and II.9. [ka] Isoxazoline compounds of formula (III) are known in the art, for example from WO 2006 / 024820, WO 2006 / 037945, WO 2007 / 071900 and WO 2007 / 096576; Among the VLCFA inhibitors, chloroacetamide and oxyacetamide are preferred;

[0396] b11) From the group of the cellulose biosynthesis inhibitors: Chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam, and 1-cyclohexyl-5-pentafluorophenyloxy-1 4 -[1,2,4,6]thiatriazin-3-ylamine (CAS175899-01-1);

[0397] b12) From the group of the uncoupler herbicides: Dinoseb, dinoterb, and DNOC and its salts;

[0398] b13) From the group of the auxin herbicides: 2,4-D and its salts and esters, such as clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts, such as aminopyralid dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its ester, benazolin, benazolin ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butomethyl -butometyl), fluroxypyr-meptyl, halaxifene and its salts and esters (CAS 943832-60-8); MCPA and its salts and esters, MCPA-thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA(2,3,6) and its salts and esters, triclopyr and its salts and esters, florpilaxifene, florpilaxifene-benzyl (CAS 1390661-72-9), and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)picolinic acid (CAS 1629965-65-6);

[0399] b14) From the group of the auxin transport inhibitors: diflufenzopyr, diflufenzopyr sodium, naptalam, and naptalam sodium;

[0400] b15) From the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipine, DSMA, dymron, endothal and its salts, etobenzanide, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozoline, methyl azide, methyl bromide, methyldymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, tetflupyrolimet and tridifan.

[0401] Furthermore, it may be useful to apply the compound of formula (I) in combination with an antidote.An antidote is a compound that prevents or reduces damage to useful plants without significantly affecting the herbicidal action of the compound of formula (I) on undesirable vegetation.It can be applied before sowing (planting) useful plants (for example, seed treatment, shoot, or seedling), or either pre-emergence application or post-emergence application.An antidote, the compound of formula (I), and optional herbicide B can be applied simultaneously or sequentially.

[0402] In another embodiment of the invention, the combination according to the invention comprises at least one compound of formula (I) and at least one antidote C (component C).

[0403] Examples of antidotes are, for example, (quinoline-8-oxy)acetic acid, 1-phenyl-5-haloalkyl-1H-1,2,4-triazole-3-carboxylic acid, 1-phenyl-4,5-dihydro-5-alkyl-1H-pyrazole-3,5-dicarboxylic acid, 4,5-dihydro-5,5-diallyl-3-isoxazolecarboxylic acid, dichloroacetamide, α-oximinophenylacetonitrile, acetophenoxime, 4,6-dihalo-2-phenylpyrimidine, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2-benzoic acid amide, 1,8-naphthalene anhydride, 2-halo-4-(haloalkyl)-5-thiazolecarboxylic acid, phosphothiolate, and N-alkyl-O-phenylcarbamates, and agriculturally acceptable salts thereof, and agriculturally acceptable derivatives thereof, such as amides, esters, and thioesters, provided that they contain an acid group.

[0404] Examples of antidote compound C are benoxacor, cloquintocet, siometrinil, cyprosulfamide, dichlormid, dicyclonone, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen, and BPCMS (CAS 54091-06-4).

[0405] The active compounds B of groups b1) to b15) and the active compounds C are known herbicides and antidotes, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R.R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W.H.Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K.K. Hatzios, Herbicide Handbook, Supplement for the 7th edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine [CAS number 52836-31-4] is also known as R-29148. 4-(Dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane [CAS number 71526-07-3] is also known as AD-67 and MON4660.

[0406] The assignment of active compounds to each mechanism of action is based on current knowledge. If an active compound applies to several mechanisms of action, this substance is assigned to only one mechanism of action.

[0407] The present invention also relates to a formulation comprising at least an adjuvant and at least one compound of formula (I) according to the invention.

[0408] The formulation contains a pesticidally effective amount of a compound of formula (I). The term "effective amount" refers to an amount of a combination or compound of formula (I) that is sufficient to control undesired plants, particularly undesired vegetation in crops (i.e., cultivated plants), without causing substantial damage to the treated crop plants. Such amounts can vary within a wide range and depend on various factors, such as the undesired vegetation to be controlled, the treated crop plants or materials, climatic conditions, and the particular compound of formula (I) used.

[0409] The compounds of formula (I), their salts, amides, esters, or thioesters can be converted into conventional formulations, such as solutions, emulsions, suspensions, dusts, powders, pastes, granules, presses, capsules, and mixtures thereof. Examples of formulation types are suspensions (e.g., SC, OD, FS), emulsifiable concentrates (e.g., EC), emulsions (e.g., EW, EO, ES, ME), capsules (e.g., CS, ZC), pastes, lozenges, wettable powders or dusts (e.g., WP, SP, WS, DP, DS), presses (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticides (e.g., LN), and gel formulations (e.g., GF) for the treatment of plant seedlings, such as seeds. These and other formulation types are described in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6 th As defined in CropLife International, Ed. May 2008.

[0410] The formulations are prepared in a known manner, for example as described in Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

[0411] Suitable auxiliaries are solvents, liquid carriers, solid carriers or extenders, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, moisturizers, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze agents, antifoaming agents, colorants, tackifiers, and binders.

[0412] Suitable solvents and liquid carriers are water and organic solvents, such as medium to high boiling fractions of mineral oil, e.g., kerosene, light oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e.g., toluene, paraffin, tetrahydronaphthalene, alkylated naphthalene; alcohols, e.g., ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; glycols; DMSO; ketones, e.g., cyclohexanone; esters, e.g., lactate esters, carbonate esters, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonate esters; amines; amides, e.g., N-methylpyrrolidone, fatty acid dimethylamide; and mixtures thereof.

[0413] Suitable solid carriers or extenders are mineral earths such as silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides such as cellulose, starch; fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; products of plant origin such as grain flour, bark flour, wood flour, nut shell flour, and mixtures thereof.

[0414] Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic, and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids, or adjuvants. Examples of surfactants are listed in McCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Edition or North American Edition).

[0415] Suitable anionic surfactants are alkali salts, alkaline earth salts, or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates include alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalene and alkylnaphthalenes, sulfosuccinates, or sulfosuccinamates. Examples of sulfates include sulfates of fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols, or fatty acid esters. Examples of phosphates include phosphoric acid esters. Examples of carboxylates include alkyl carboxylates and carboxylated alcohols, or alkylphenol ethoxylates.

[0416] Suitable nonionic surfactants include alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates include compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids, or fatty acid esters, alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide, preferably ethylene oxide, may be used for the alkoxylation. Examples of N-substituted fatty acid amides include fatty acid glucamides or fatty acid alkanolamides. Examples of esters include fatty acid esters, glycerin esters, or monoglycerides. Examples of sugar-based surfactants include sorbitan, ethoxylated sorbitan, sucrose, and glucose esters, or alkyl polyglucosides. Examples of polymeric surfactants include homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol, or vinyl acetate.

[0417] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetaines and imidazolines. Suitable block polymers are AB or ABA type block polymers containing polyethylene oxide and polypropylene oxide blocks, or ABC type block polymers containing alkanol, polyethylene oxide, and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybasics. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybasics are polyvinylamine or polyethyleneamine.

[0418] Suitable adjuvants are compounds that themselves have negligible or even no pesticidal activity, but enhance the biological performance of the compound of formula (I) on the target. Examples include surfactants, mineral or vegetable oils, and other adjuvants. Further examples are listed in Knowles, Adjuvants and Additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0419] Suitable thickening agents are polysaccharides (eg, xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

[0420] Suitable fungicides are bronopol and isothiazolinone derivatives, such as alkylisothiazolinones and benzisothiazolinones.

[0421] Suitable antifreeze agents are ethylene glycol, propylene glycol, urea, and glycerin.

[0422] Suitable antifoaming agents are silicones, long chain alcohols, and salts of fatty acids.

[0423] Suitable colorants (e.g., red, blue, or green) are low-water-soluble pigments and water-soluble dyes, examples of which are inorganic colorants (e.g., iron oxide, titanium oxide, ferricyanide) and organic colorants (e.g., alizarin, azo, and phthalocyanine colorants).

[0424] Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes, and cellulose ethers.

[0425] Examples of formulation types and their preparation are as follows: i) Water-soluble concentrate (SL, LS) 10 to 60% by weight of a compound of formula (I) according to the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), and 5 to 15% by weight of a wetting agent (e.g., alcohol alkoxylate) are dissolved in water and / or a water-soluble solvent (e.g., alcohol) in a remaining amount up to 100% by weight. The active substance dissolves upon dilution with water.

[0426] ii) Dispersed concentrate (DC) 5 to 25% by weight of a compound of formula (I) according to the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), and 1 to 10% by weight of a dispersant (e.g., polyvinylpyrrolidone) are dissolved in an organic solvent (e.g., cyclohexanone) with the remaining amount up to 100% by weight. Dilution with water gives a dispersion.

[0427] iii) Emulsifiable concentrate (EC) 15 to 70% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), and 5 to 10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate, castor oil ethoxylate) are dissolved in a water-insoluble organic solvent (e.g., aromatic hydrocarbon) with the remaining amount up to 100% by weight. Upon dilution with water, an emulsion is obtained.

[0428] iv) Emulsions (EW, EO, ES) 5 to 40% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one additional compound selected from herbicidal compound B (component B) and antidote C (component C), and 1 to 10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20 to 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon). This mixture is introduced into the remaining amount of water up to 100% by weight using an emulsifier to form a homogeneous emulsion. Dilution with water results in an emulsion.

[0429] v) Suspension (SC, OD, FS) In an agitator ball mill, 20 to 60% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is ground to a finely divided active substance suspension with the addition of 2 to 10% by weight of dispersants and wetting agents (e.g., sodium lignosulfonate and alcohol ethoxylates), 0.1 to 2% by weight of a thickener (e.g., xanthan gum), and the remaining amount of water up to 100% by weight. Upon dilution with water, a stable suspension of the active substance is obtained. For FS-type formulations, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0430] vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is finely ground with the addition of dispersants and wetting agents (e.g., sodium lignosulfonate and alcohol ethoxylate) in a remaining amount up to 100% by weight, and prepared as water-dispersible or water-soluble granules in technical equipment (e.g., extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.

[0431] vii) Water-dispersible and water-soluble powders (WP, SP, WS) 50-80% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is ground in a rotor-stator mill with the addition of 1-5% by weight of a dispersant (e.g., sodium lignosulfonate), 1-3% by weight of a wetting agent (e.g., alcohol ethoxylate), and the remaining amount up to 100% by weight of a solid carrier (e.g., silica gel). Dilution with water gives a stable dispersion or solution of the active substance.

[0432] viii) Gel (GW, GF) In a stirred ball mill, 5 to 25% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is ground with 3 to 10% by weight of a dispersant (e.g., sodium lignosulfonate), 1 to 5% by weight of a thickener (e.g., carboxymethylcellulose), and the remaining amount of water up to 100% by weight to obtain a fine suspension of the active substance. Upon dilution with water, a stable suspension of the active substance is obtained.

[0433] iv) Microemulsion (ME) To 5-20% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one additional compound selected from herbicidal compound B (component B) and antidote C (component C), is added 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., alcohol ethoxylate and arylphenol ethoxylate), and the remaining amount of water up to 100%. The mixture is stirred for 1 hour, and a thermodynamically stable microemulsion is spontaneously formed.

[0434] iv) Microcapsules (CS) An oil phase containing 5 to 50% by weight of a compound of formula (I) according to the present invention, or a combination containing at least one compound of formula (I) (component A) and at least one additional compound selected from herbicidal compound B (component B) and antidote C (component C), 0 to 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and 2 to 15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Radical polymerization is initiated with a radical initiator to form microcapsules of poly(meth)acrylate. Alternatively, an oil phase containing 5 to 50% by weight of a compound of formula (I) according to the present invention, 0 to 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and an isocyanate monomer (e.g., diphenylmethene-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Polyurea microcapsules are formed by adding a polyamine (e.g., hexamethylenediamine). The amount of the monomer is 1-10% by weight. The weight % is based on the total CS formulation.

[0435] ix) Powder (DP, DS) 1 to 10% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is finely ground and intimately mixed with a remaining amount up to 100% by weight of a solid carrier (e.g., finely divided kaolin).

[0436] x) Granules (GR, FG) 0.5 to 30% by weight of a compound of formula (I) according to the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C), is finely ground and combined with the remaining amount of a solid carrier (e.g., silicate) up to 100% by weight. Granulation is carried out by extrusion, spray drying or fluidized bed.

[0437] xi) Ultra-low volume liquid (UL) 1 to 50% by weight of a compound of formula (I) according to the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicidal compound B (component B) and antidote C (component C) is dissolved in an organic solvent (e.g., an aromatic hydrocarbon) with the remaining amount up to 100% by weight.

[0438] Formulations of types i) to xi) may optionally contain further adjuvants, for example 0.1 to 1% by weight of a bactericide, 5 to 15% by weight of an antifreeze agent, 0.1 to 1% by weight of an antifoaming agent, and 0.1 to 1% by weight of a colorant.

[0439] The formulations and / or combinations generally contain 0.01 to 95% by weight, preferably 0.1 to 90% by weight, in particular 0.5 to 75% by weight, of a compound of formula (I).

[0440] The compound of formula (I) is used with a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

[0441] For the treatment of plant propagation material, especially seeds, seed treatment solutions (LS), emulsions (SE), flowable formulations (FS), dry seed treatment powders (DS), wettable seed treatment slurries (WS), water-soluble seed treatment powders (SS), seed treatment emulsions (ES), emulsifiable concentrates (EC), and gel formulations (GF) are usually used. Ready-to-use preparations, obtained by diluting the formulations in question 2-10 times, have an active substance concentration of 0.01-60% by weight, preferably 0.1-40% by weight.

[0442] Methods for applying the compounds of formula (I), formulations and / or combinations thereof to plant propagation material, especially seeds, include dressing, covering, pelleting, dusting, soaking and furrow application to the propagation material. Preferably, the compounds of formula (I), formulations and / or combinations thereof are applied to the plant seedlings by methods that do not induce germination (e.g., seed dressing, pelleting, coating and dusting), respectively.

[0443] To the compounds of formula (I), formulations containing them, and / or combinations, various types of oils, wetting agents, adjuvants, fertilizers or micronutrients, and further pesticides (e.g., herbicides, insecticides, fungicides, growth regulators, antidotes) can be added as a premix or, if appropriate, can be added only immediately before use (tank mix). These agents can be mixed with the formulations according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[0444] The user typically applies the compound of formula (I) according to the present invention, formulations and / or combinations containing same from a pre-dosing device, knapsack sprayer, spray tank, spray plane, or irrigation device. Typically, the formulation is brought to the desired application concentration with water, buffers, and / or further adjuvants, thus obtaining a ready-to-use spray solution or a formulation according to the present invention. Typically, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray solution are applied per hectare of agriculturally useful area.

[0445] According to one embodiment, either the individual or partially premixed components of the formulation according to the invention, e.g. the components comprising a compound of formula (I) and optionally an active substance from group B and / or C, are mixed by the user in a spray tank, and further auxiliaries and additives may be added, if appropriate.

[0446] In a further embodiment, the individual components of the formulation according to the invention, such as parts of a kit or parts of a two- or three-component mixture, are mixed by the user themselves in a spray tank, and further adjuvants may be added if appropriate.

[0447] In a further embodiment, either the individual components of the formulation according to the invention, or partially premixed components, e.g. components comprising a compound of formula (I) and optionally an active substance from group B and / or C, may be applied together (e.g. after a tank mix) or sequentially.

[0448] The compounds of formula (I) are suitable as herbicides, either on their own or in suitable formulations or in combination with at least one further compound selected from herbicidally active compounds B (component B) and antidotes C (component C).

[0449] The compounds of formula (I) or formulations and / or combinations containing the compounds of formula (I) provide highly effective control of undesirable vegetation in non-crop lands, especially at high application rates. They act against broadleaf and grass weeds in crops such as wheat, rice, corn, soybeans, and cotton without causing significant damage to the crop plants. This effect is mainly observed at low application rates.

[0450] The compounds of the present invention are useful, for example, in controlling the following weeds: velvetleaf (Abutilon theophrasti) (ABUTH), black foxtail (Alopercurus myosuroides) (ALOMY), redroot pigweed (Amaranthus retroflexus) (AMARE), common bramble (Apera spica-venti) (APESV), wild oat (Avena fatua) (AVEFA), large crabgrass (Digitaria sanguinalis) (DIGSA), barnyardgrass (Echinocloa crus-galli) (ECHCG), mouse oat (Lolium multiflorum) (LOLMU), foxtail (Setaria faberi) (SETFA), and green foxtail (Setaria viridis) (SETVI), to name just a few representative examples.

[0451] The compound of formula (I), or a formulation and / or combination containing the same, is applied to plants primarily by spraying the leaves. Application can be carried out by conventional spraying techniques, for example using water as a carrier and a spray volume of about 100 to 1000 l / ha (e.g., 300 to 400 l / ha). The compound of formula (I), or a formulation and / or combination containing the same, can also be applied by low-volume or ultra-low-volume methods or in the form of fine particles.

[0452] The application of the compounds of formula (I), or formulations and / or combinations comprising same, may be carried out before, during and / or after the emergence of the undesired vegetation, preferably during and / or after the emergence.

[0453] The application of the compounds of formula (I) or the formulations and / or combinations may be carried out before or during sowing.

[0454] The compound of formula (I), or a formulation and / or combination comprising the same, can be applied pre-emergence, post-emergence, or pre-planting, or together with the seeds of crop plants. Alternatively, the compound of formula (I), or a formulation and / or combination comprising the same, can be applied by applying the seeds of crop plants that have been pre-treated with the compound of formula (I), or a formulation and / or combination comprising the same. If the active ingredient is poorly tolerated by a particular crop plant, a post-direct application technique (lay-by) can be used in which the combination is sprayed with the aid of a spraying device so as to avoid contact with the leaves of sensitive crop plants as much as possible, but the active ingredient reaches the leaves of underlying undesirable vegetation or the bare soil surface.

[0455] In a further embodiment, the compound of formula (I) or the formulation and / or combination comprising the same can be applied by treating seeds. Seed treatment essentially includes all procedures known to those skilled in the art (seed dressing, seed coating, seed dusting, seed soaking, seed film coating, seed multi-coating, seed envelopment, seed dripping, and seed pelleting) based on the compound of formula (I) or the formulation and / or combination prepared therefrom. Here, the combination can be applied diluted or in its original form.

[0456] The term "seed" includes all kinds of seeds, such as corn, seeds, fruits, tubers, seedlings, and similar forms. Preferably, the term seed here describes corn and seeds. The seeds used may be seeds of the above-mentioned crop plants, but also seeds of transgenic plants or plants obtained by conventional breeding methods.

[0457] When used in plant protection, the application rates of the active substances without formulation auxiliaries, i.e. the compound (I), component B and, where appropriate, component C, are, depending on the type of effect desired, between 0.001 and 2 kg per hectare, preferably between 0.005 and 2 kg per hectare, more preferably between 0.05 and 0.9 kg per hectare, in particular between 0.1 and 0.75 kg per hectare.

[0458] In another embodiment of the invention, the application rates of the compound of formula (I), component B and, where appropriate, component C, are between 0.001 and 3 kg / ha, preferably between 0.005 and 2.5 kg / ha and in particular between 0.01 and 2 kg / ha of active substance (as).

[0459] In another preferred embodiment of the present invention, the application rate of the compound of formula (I) according to the present invention (total amount of the compound of formula (I)) is 0.1 g / ha to 3000 g / ha, preferably 10 g / ha to 1000 g / ha, depending on the target to be controlled, the season, the target plant, and the growth stage.

[0460] In another preferred embodiment of the present invention, the application rate of the compound of formula (I) is in the range of 0.1 g / ha to 5000 g / ha, preferably in the range of 1 g / ha to 2500 g / ha or 5 g / ha to 2000 g / ha.

[0461] In another preferred embodiment of the present invention, the application rate of the compound of formula (I) is 0.1 to 1000 g / ha, preferably 1 to 750 g / ha, more preferably 5 to 500 g / ha.

[0462] The required application rates of herbicidal compound B are generally in the range of 0.0005 kg / ha to 2.5 kg / ha, preferably in the range of 0.005 kg / ha to 2 kg / ha or 0.01 kg / ha to 1.5 kg / h as.

[0463] The required application rate of antidote C is generally in the range of 0.0005 kg / ha to 2.5 kg / ha, preferably in the range of 0.005 kg / ha to 2 kg / ha or 0.01 kg / ha to 1.5 kg / h as.

[0464] For the treatment of plant propagation material such as seeds, for example by dusting, coating or drenching the seeds, generally an amount of active substance of 0.1 to 1000 g, preferably 1 to 1000 g, more preferably 1 to 100 g, most preferably 5 to 100 g per 100 kilograms of plant propagation material (preferably seeds) is required.

[0465] In another embodiment of the invention, for treating seeds, the application rates of active substances, i.e. the compound of formula (I), component B and, if appropriate, component C, are generally employed in amounts of 0.001 to 10 kg per 100 kg of seeds.

[0466] When used in the protection of materials or stored products, the amount of active substance applied depends on the kind of application area and on the desired effect.

[0467] Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.

[0468] In the case of the combinations according to the invention, it is immaterial whether the compound of formula (I) and the further component B and / or component C are formulated and applied together or applied separately.

[0469] When applied separately, the order in which the applications are carried out is not important: it is only necessary that the compound of formula (I) and the further component B and / or component C are applied in a time frame that allows the simultaneous action of the active ingredients on the plant, preferably within a time frame of up to 14 days, in particular up to 7 days.

[0470] Depending on the intended application method, the compounds of formula (I) or formulations and / or combinations comprising same may additionally be applied to many more crop plants to eliminate undesired vegetation. Examples of suitable crops include: Onion (Allium cepa), pineapple (Ananas comosus), groundnut (Arachis hypogaea), asparagus (Asparagus officinalis), oats (Avena sativa), beet (Beta vulgaris spec. altissima), beet (Beta vulgaris spec. rapa), rapeseed (Brassica napus var. napus), rutabaga (Brassica napus var. napobrassica), and winter tuna rape (Brassica rapa var.silvestris, kale (Brassica oleracea), black mustard (Brassica nigra), tea plant (Camellia sinensis), safflower (Carthamus tinctorius), pecan (Carya illinoinensis), lemon (Citrus limon), orange (Citrus sinensis), Arabica coffee (Coffea arabica), (Robusta coffee (Coffea canephora), Liberica coffee (Coffea liberica)), cucumber (Cucumis sativus), horsegrass (Cynodon dactylon), wild carrot (Daucus carota), oil palm (Elaeis guineensis), wild strawberry (Fragaria vesca), soybean (Glycine max), and upland cotton (Gossypium hirsutum) (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), sunflower (Helianthus annuus), rubber tree (Hevea brasiliensis), barley (Hordeum vulgare), hops (Humulus lupulus), sweet potato (Ipomoea batatas), oak walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), apple (Malus spec.), cassava (Manihot esculenta), alfalfa (Medicago sativa), musa (Musa spec.), tobacco (Nicotiana tabacum) (N. rustica), olive (Olea europaea), rice (Oryza sativa), lima bean (Phaseolus lunatus), common bean (Phaseolus vulgaris), Norway spruce (Picea abies), pine (Pinus spec.), pistachio (Pistacia vera), pea (Pisum sativum), sweet cherry (Prunus avium), peach (Prunus persica), pear (Pyrus communis), apricot (Prunus armeniaca), black cherry (Prunus cerasus), almond (Prunus dulcis) and plum (Prunus domestica), Ribes sylvestre, castor bean (Ricinus communis), sugarcane (Saccharum officinarum), rye (Secale cereale), white mustard (Sinapis alba), potato (Solanum tuberosum), sorghum (Sorghum bicolor (S. vulgare)), cocoa (Theobroma cacao) cacao), red clover (Trifolium pratense), bread wheat (Triticum aestivum), triticale (Triticale), durum wheat (Triticum durum), broad beans (Vicia faba), European grape (Vitis vinifera), and corn (Zea mays).

[0471] Preferred crops include peanut (Arachis hypogaea), sugar beet (Beta vulgaris spec. altissima), rapeseed (Brassica napus var. napus), kale (Brassica oleracea), lemon (Citrus limon), orange (Citrus sinensis), coffee (Coffea arabica) (Coffea canephora, Coffea liberica), horsegrass (Cynodon dactylon), soybean (Glycine max), upland cotton (Gossypium hirsutum), Asian cotton (Gossypium arboreum), and Asian cotton (Gossypium spp.). herbaceum, Gossypium vitifolium), sunflower (Helianthus annuus), barley (Hordeum vulgare), oak walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), apple (Malus spec.), alfalfa (Medicago sativa), tobacco (Nicotiana tabacum), olive (Olea europaea), rice (Oryza sativa), lima bean (Phaseolus lunatus), common bean (Phaseolus vulgaris), pistachio (Pistacia vera), pea (Pisum sativum), almond (Prunus dulcis), sugarcane (Saccharum officinarum), rye (Secale cereale), potato (Solanum tuberosum), sorghum (Sorghum bicolor (s. grugare (s.vulgare), triticale (Triticale), bread wheat (Triticum aestivum), durum wheat (Triticum durum), broad beans (Vicia faba), European grape (Vitis vinifera), and corn (Zea mays).

[0472] Particularly preferred crops are cereals, corn, soybeans, rice, rapeseed, cotton, potato, peanut, or perennial crops.

[0473] The compounds of formula (I) according to the invention, or formulations and / or combinations comprising same, may also be used in crop plants that have been modified by mutagenesis or genetic engineering to provide the plant with new traits or to modify traits that are already present.

[0474] The term "crop plant" as used herein also includes (crop) plants that have been modified by mutagenesis or genetic engineering to provide the plant with new traits or to modify traits that are already present.

[0475] Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis to generate mutations at specific loci in the plant genome, which often use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs, or meganucleases to achieve the targeted effect.

[0476] Genetic engineering typically uses recombinant DNA technology to create modifications in plant genomes that are not readily obtainable in nature through breeding, mutagenesis, or natural recombination. Typically, one or more genes are integrated into a plant's genome to add or improve a trait. These integrated genes are also referred to in the art as transgenes, and plants containing such transgenes are called transgenic plants. During plant transformation, several transformation events typically occur, each with a different genomic locus at which the transgene is integrated. Plants containing a particular transgene at a particular genomic locus are typically described as containing a particular "event" and are referred to by the name of that event. Traits introduced or modified in plants include herbicide tolerance, insect resistance, increased yield, and tolerance to biotic conditions such as drought, among others.

[0477] Herbicide tolerance has been created using mutagenesis and genetic modification. Plants that have been made tolerant to acetolactate synthase (ALS)-inhibiting herbicides by traditional mutagenesis and breeding methods include plant varieties sold commercially under the name Clearfield®. However, most herbicide tolerance traits have been created using transgenes.

[0478] Herbicide tolerance has been engineered to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides such as bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isoxaflutole and mesotrione.

[0479] Transgenes used to provide herbicide tolerance traits include: tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, and goxv247; tolerance to glufosinate: pat and bar; tolerance to 2,4-D: aad-1 and aad-12; tolerance to dicamba: dmo; tolerance to oxynil herbicides: bxn; tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; tolerance to ALS inhibitor herbicides: csr1-2; tolerance to HPPD inhibitors: hppdPF, W336, and adhppd-03.

[0480] Transgenic corn events containing herbicide tolerance genes include, but are not limited to, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-Φ1981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275.

[0481] Transgenic soybean events containing herbicide tolerance genes include, but are not limited to, GTS40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHTΦH2, W62, W98, FG72, and CV127.

[0482] Transgenic cotton events containing herbicide tolerance genes include, but are not limited to, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3, and T304-40.

[0483] Transgenic canola events containing herbicide tolerance genes include, but are not limited to, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2, and RF3.

[0484] Insect resistance has primarily been achieved by introducing bacterial genes encoding insecticidal proteins into plants. The most frequently used transgenes are Bacillus species toxin genes and their synthetic variants, such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), and vip3Aa20. However, plant-derived genes have also been introduced into other plants, particularly genes encoding protease inhibitors such as CpTI and pinII. Another approach involves using transgenes to produce double-stranded RNA in plants to target and downregulate insect genes. An example of such a transgene is dvsnf7.

[0485] Transgenic corn events containing genes for insecticidal proteins or double-stranded RNA include, but are not limited to, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098.

[0486] Transgenic soybean events containing genes for insecticidal proteins include, but are not limited to, MON87701, MON87751, and DAS-81419.

[0487] Transgenic cotton events containing genes for insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119, and SGK321.

[0488] Increasing panicle biomass using the transgene athb17 present in corn event MON87403 or enhancing photosynthesis using the transgene bbx32 present in soybean event MON87712 results in increased yield.

[0489] The gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A, and fatb1-A transgenes have been used to create crops with improved oil content. Soybean events containing at least one of these genes are: 260-05, MON87705, and MON87769.

[0490] Tolerance to abiotic conditions, specifically drought tolerance, has been conferred by using the transgene cspB contained in the maize event MON87460 and by using the transgene Hahb-4 contained in the soybean event IND-ΦΦ41Φ-5.

[0491] Trait combinations are often achieved by combining genes contained in transformation events or by combining different events during breeding. Preferred trait combinations are herbicide resistance to various groups of herbicides, insect resistance to various types of insects, particularly resistance to lepidopteran and coleopteran insects, herbicide resistance and resistance to one or more insects, herbicide resistance and increased yield, and herbicide resistance and tolerance to abiotic conditions.

[0492] Plants containing single or stacked traits, as well as the genes and events that confer these traits, are known in the art. For example, detailed information about mutated or integrated genes and their respective events is available from the website of the organization "International Service for the Acquisition of Agri-biotech Applications" (ISAAA) (http: / / www.isaaa.org / gmapprovaldatabase) and the organization "Center for Environmental Risk Assessment" (CERA) (http: / / cera-gmc.org / GMCropDatabase), as well as from patent applications such as EP 3028573 and WO 2017 / 011288.

[0493] The use of the compounds of formula (I) according to the present invention, or formulations or combinations containing them, in crops may result in effects specific to the crop containing a particular gene or event. These effects may include changes in growth behavior or changes in tolerance to biotic or abiotic stress factors. Such effects may include, inter alia, increased yield, resistance or improved tolerance to insect, nematode, fungal, bacterial, mycoplasmal, viral, or viroid pathogens, early vigor, early or late maturity, low or high temperature tolerance, and changes in amino acid or fatty acid spectrum or content.

[0494] Furthermore, plants whose ingredient content has been adjusted or new ingredients have been added using recombinant DNA techniques, particularly to improve the yield of the raw material, such as potatoes with increased amylopectin production (e.g., Amflora® potatoes, BASF SE, Germany).

[0495] Furthermore, it has been found that the compounds of formula (I) according to the invention, or formulations and / or combinations comprising them, are also suitable for defoliating and / or desiccating plant parts of crop plants such as cotton, potato, rapeseed, sunflower, soybean or broad bean, in particular cotton. In this connection, formulations and / or combinations for desiccating and / or defoliating crops, processes for preparing said formulations and / or combinations, as well as methods for desiccating and / or defoliating plants using compounds of formula (I) have been found.

[0496] The compounds of formula (I) as desiccants are particularly suitable for drying the above-ground parts of crop plants such as potato, rapeseed, sunflower and soybean as well as cereals, thereby allowing the complete mechanical harvesting of these important crop plants.

[0497] There is also economic interest in facilitating yields, which can be achieved by concentrating within a certain time period the reduction of dehiscence or attachment to the tree of seeds and varieties of citrus fruits, olives, and other pernicious fruits, stones, and nuts. The same mechanism, i.e., the promotion of the development of an abscission layer between the fruit or leaf and shoot of the plant, is also essential for regulating defoliation of useful plants, particularly cotton.

[0498] Additionally, shortening the time it takes for individual cotton plants to mature improves the quality of the fiber after harvest. [Example]

[0499] A. Synthesis Example Chemical bonds drawn as bars in chemical formulas represent the relative configurations on the ring systems.

[0500] Example 1: Synthesis of methyl (3S)-3-[[3-(3-chloroanilino)-2,2-dimethyl-3-oxo-propanoyl]amino]butanoate: [ka]

[0501] 1.1 Lithium 3-ethoxy-2,2-dimethyl-3-oxo-propanoate: [ka] Diethyl 2,2-dimethylpropanedioate (20.0 g; 106 mmol) was dissolved in a mixture of THF (50 mL) and water (50 mL). Lithium hydroxide (2.55 g; 106 mmol) was added in portions. The reaction mixture was stirred at room temperature for 60 hours. The solution was concentrated in vacuo and dried overnight at 50° C. in a vacuum drying cabinet to give the crude product (9.90 g), which was used in the next step without further purification.

[0502] 1.2 Ethyl 3-(3-chloroanilino)-2,2-dimethyl-3-oxo-propanoate: [ka] A mixture of 3-chloroaniline (1.84 g; 14.5 mmol; 1.2 equiv.), an aliquot of the crude lithium salt of 3-ethoxy-2,2-dimethyl-3-oxopropanoate (2.00 g; 12.0 mmol; 1 equiv.), and triethylamine (3.66 g; 36.1 mmol; 3 equiv.) in THF (20 mL) was treated with n-propanephosphonic anhydride (13.0 g; 20.5 mmol; 1.7 equiv.; 50% solution in ethyl acetate; T3P; CAS [68957-94-8]) and stirred overnight at room temperature. Water (30 mL) was added, and the reaction mixture was extracted with ethyl acetate. The organic solution was washed with aqueous hydrochloric acid (1 M) and water, dried over sodium sulfate, and concentrated in vacuo to give crude ethyl 3-(3-chloroanilino)-2,2-dimethyl-3-oxo-propanoate (3.10 g), which was reused in the next step without further purification.

[0503] 1.3 3-(3-chloroanilino)-2,2-dimethyl-3-oxo-propanoic acid: [ka] Crude ethyl 3-(3-chloroanilino)-2,2-dimethyl-3-oxopropanoate (3.10 g; 11.5 mmol) was dissolved in a mixture of THF (20 mL) and water (20 mL). Lithium hydroxide (0.551 g; 23.0 mmol; 2 equivalents) was added portionwise. The reaction mixture was stirred at room temperature for 3 hours. The THF was evaporated in vacuo, the slurry was treated with methyl tert-butyl ether, and the resulting two phases were separated. The aqueous solution was adjusted to approximately pH 1 with concentrated hydrochloric acid solution. The product, 3-(3-chloroanilino)-2,2-dimethyl-3-oxopropanoic acid, precipitated overnight and was filtered off (0.80 g; 29% yield).

[0504] 1H NMR:(400MHz;DMSO)δ=12.7(br s,1H),9.65(s,1H),7.85(s,1H),7.55(d,1H),7.30(t,1H),7.10(d,1H),1.40(s,6H)

[0505] 1.4 Methyl (3S)-3-[[3-(3-chloroanilino)-2,2-dimethyl-3-oxo-propanoyl]amino]butanoate [ka] To a solution of 3-(3-chloroanilino)-2,2-dimethyl-3-oxopropanoic acid (250 mg, 1.03 mmol) in dimethylformamide (DMF, 5 mL) was added methyl (3S)-3-aminobutanoate (S-homoalanine) hydrochloride (194 mg, 1.19 mmol). HATU (2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, CAS [148893-10-1]) (452 ​​mg, 1.19 mmol) was added, followed by diisopropylethylamine (257 mg, 2.07 mmol). The resulting reaction mixture was stirred at room temperature for several hours. Water and ethyl acetate were added. The ethyl acetate phase was washed with saturated sodium chloride solution, and the solvent was evaporated under reduced pressure. The crude product was purified by reverse phase chromatography using acetonitrile / water as eluent, which gave 190 mg (54%) of product. 1 H NMR:(400MHz,CDCl3)d=9.55(s,1H),7.75(s,1H),7.4(d,1H),7.25(t,1H),7.1(d ,1H),6.95(1H),4.35(m,1H),3.7(s,3H),2.55(q,2H),1.55(s,6H),1.25(d,3H).

[0506] In analogy to the above examples, the compound of formula (I) below (wherein R 1 , R 2 , R 6 , and R 9 is hydrogen and R3 , R 4 , R 5 , R 7 , R 8 , and XY (drawn with the nitrogen atom to which -XY is attached to indicate the stereochemistry) are summarized in Table 1 and were prepared starting from commercially available diesters and using commercially available amines. [ka]

[0507] [Table 30]

[0508] [Table 31]

[0509] [Table 32]

[0510] [Table 33]

[0511] [Table 34]

[0512] [Table 35]

[0513] [Table 36]

[0514] [Table 37]

[0515] [Table 38]

[0516] B. Biological Examples The herbicidal activity of the compounds of formula (I) was demonstrated in greenhouse experiments as follows:

[0517] Plastic flower pots were used as culture medium containers, and loamy sandy soil containing about 3.0% humus was placed as a substrate. Seeds of the test plants were sown according to species.

[0518] For pre-emergence treatment, the active ingredient was suspended or emulsified in water and applied immediately after sowing using a finely distributing nozzle. To promote germination and growth, the containers were gently watered and then covered with a transparent plastic hood until the test plants had rooted. This cover allowed the test plants to emerge uniformly, unless adversely affected by the active ingredient.

[0519] For post-emergence treatment, the test plants were first grown to a height of 3 to 15 cm, depending on the plant habit, and only then were they treated with the active ingredient suspended or emulsified in water. For this purpose, the test plants were either sown directly and grown in the same container, or grown separately as seedlings and transplanted into the test containers a few days before treatment.

[0520] Test plants were maintained at 10 to 25°C or 20 to 35°C depending on the variety.

[0521] The test period lasted from 2 to 4 weeks, during which the test plants were cared for and their response to each treatment was evaluated.

[0522] The ratings were made using a scale of 0 to 100, with 100 meaning that the test plants did not germinate or at least the above-ground parts were completely destroyed, and 0 meaning that the plants were undamaged and in a normal state of growth. A value of 70 to <90 indicates good herbicidal activity, and a value of 90 to 100 indicates very good herbicidal activity.

[0523] The test plant species used in the greenhouse experiments were as follows:

[0524] [Table 39]

[0525] Pre-emergence method, application rate 0.250 kg / ha: Compound I.19 showed good herbicidal activity against ABUTH. Compounds I.2, I.9 and I.17 showed good herbicidal activity against AMARE. Compounds I.24 and I.78 showed very good herbicidal activity against DIGSA. Compound I.79 showed good herbicidal activity against DIGSA. Compounds I.9, I.15 and I.18 showed very good herbicidal activity against ECHCG. Compounds I.2 and I.12 showed good herbicidal activity against ECHCG. Compounds I.24, I.78 and I.79 showed very good herbicidal activity against LOLMU. Compound I.80 showed good herbicidal activity against LOLMU. Compounds I.2, I.7, I.9, I.18 and I.20 showed very good herbicidal activity against SETFA. Compounds I.12, I.16 and I.19 showed good herbicidal activity against SETFA. Compound I.24 showed very good herbicidal activity against SETVI. Compound I.78 showed very good herbicidal activity against SETVI.

[0526] Post-emergence method, application rate 0.250 kg / ha: Compounds I.2, I.9 and I.18 showed very good herbicidal activity against ABUTH. Compound I.4 showed good herbicidal activity against ABUTH. Compounds I.2, I.4, I.15, I.18, I.19, I.22, I.78, I.79 and I.80 showed very good herbicidal activity against ALOMY. Compounds I.3, I.6, I.10, I.11, I.12, I.14, I.16, I.21 and I.24 showed good herbicidal activity against ALOMY. Compounds I.15, I.78, I.79 and I.80 showed very good herbicidal activity against AMARE. Compounds I.3 and I.12 showed good herbicidal activity against AMARE. Compounds I.3, I.9, I.19, I.21, I.22, I.24, I.79, and I.80 showed very good herbicidal activity against AVEFA. Compounds I.5, I.6, I.10, I.11, I.14, I.16, I.17, and I.20 showed good herbicidal activity against AVEFA. Compounds I.2, I.4, I.9, I.12, I.15, I.18, I.24, and I.78 showed very good herbicidal activity against ECHCG. Compounds I.20 and I.23 showed good herbicidal activity against ECHCG. Compounds I.20, I.22 and I.23 showed good herbicidal activity against SETVI.

[0527] Pre-emergence method, application rate 0.500 kg / ha: Compound I.1 showed very good herbicidal activity against APESV. Compound I.1 showed good herbicidal activity against ABUTH.

[0528] Post-emergence method, application rate 0.500 kg / ha: Compound I.1 showed very good herbicidal activity against ALOMY. Compound I.1 showed very good herbicidal activity against AVEFA. Compound I.1 showed very good herbicidal activity against SETVI.

Claims

1. Formula (I) 【Chemical 1】 wherein the substituents have the following meanings: R １ is hydrogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C ３ ~C ４ )-cycloalkyl, (C ２ ~C ３ )-alkenyl, (C ２ ~C ３ )-haloalkenyl, (C ２ ~C ３ )-alkynyl, (C ２ ~C ３ )-haloalkynyl, (C １ ~C ３ )-alkoxy-(C １ ~C ３ )-alkyl, (C １ ~C ３ )-alkoxy, (C １ ~C ３ )-haloalkoxy, or (C １ ~C ３ )-alkoxy-(C １ ~C ３ )-alkoxy; R ２ is hydrogen, halogen, hydroxyl, cyano, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; R ３ is hydrogen, halogen, nitro, hydroxyl, cyano, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, hydroxy-(C １ ~C ３ )-alkyl, (C ３ ~C ５ )-cycloalkyl, (C ３ ~C ５ )-halocycloalkyl, hydroxy-(C ３ ~C ５ )-cycloalkyl, (C ２ ~C ３ )-alkenyl, (C ２ ~C ３ )-haloalkenyl, (C ２ ~C ３ )-alkynyl, (C ２ ~C ３ )-haloalkynyl, (C １ ~C ３ )-alkoxy, (C １ ~C ３ )-haloalkoxy, (C １ ~C ３ )-alkoxycarbonyl, (C １ ~C ３ )-haloalkoxycarbonyl, (C １ ~C ３ )-alkylthio, (C １ ~C ３ )-haloalkylthio, (C １ ~C ３ )-alkylsulfinyl, (C １ ~C ３ )-haloalkylsulfinyl, (C １ ~C ３ )-alkylsulfonyl, or (C １ ~C ３ )-haloalkylsulfonyl; R ４ is hydrogen, halogen, hydroxyl, cyano, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C ３ ~C ４ )-cycloalkyl, (C ３ ~C ４ )-halocycloalkyl, (C １ ~C ３ )-alkoxy, (C １ ~C ３ )-haloalkoxy, (C ２ ~C ３ )-alkenyl, (C ２ ~C ３ )-haloalkenyl, (C ２ ~C ３ )-alkynyl, (C ２ ~C ３ )-haloalkynyl, or (C １ ~C ３ )-alkylthio; R ５ is hydrogen, halogen, nitro, hydroxyl, cyano, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, hydroxy-(C １ ~C ３ )-alkyl, (C ３ ~C ５ )-cycloalkyl, (C ３ ~C ５ )-halocycloalkyl, hydroxy-(C ３ ~C ５ )-cycloalkyl, (C ２ ~C ３ )-alkenyl, (C ２ ~C ３ )-haloalkenyl, (C ２ ~C ３ )-alkynyl, (C ２ ~C ３ )-haloalkynyl, (C １ ~C ３ )-alkoxy, (C １ ~C ３ )-haloalkoxy, (C １ ~C ３ )-alkoxycarbonyl, (C １ ~C ３ )-haloalkoxycarbonyl, (C １ ~C ３ )-alkylthio, (C １ ~C ３ )-haloalkylthio, (C １ ~C ３ )-alkylsulfinyl, (C １ ~C ３ )-haloalkylsulfinyl, (C １ ~C ３ )-alkylsulfonyl, or (C １ ~C ３ )-haloalkylsulfonyl; R ６ is hydrogen, halogen, hydroxyl, cyano, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; R ７ and R ８ are, independently of each other, (C １ ~C ６ )-alkyl, (C ３ ~C ６ )-cycloalkyl, (C ２ ~C ６ )-alkenyl, or (C ２ ~C ６ )-alkynyl, wherein the last four aliphatic and cycloaliphatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano; R ９ is hydrogen, (C １ ~C ６ )-alkyl, (C １ ~C ６ )-haloalkyl, (C ３ ~C ４ )-cycloalkyl, (C ２ ~C ６ )-alkenyl, (C ２ ~C ６ )-haloalkenyl, (C ２ ~C ６ )-alkynyl, (C ２ ~C ６ )-haloalkynyl, (C １ ~C ３ )-alkoxy-(C １ ~C ３ )-alkyl, (C １ ~C ６ )-alkoxy, (C １ ~C ６ )-haloalkoxy, or (C １ ~C ３ )-alkoxy-(C １ ~C ３ )-alkoxy; X is a bond (X ０ ) or (X １ ), (X ２ ), (X ３ ), (X ４ ), (X ５ ), and (X ６ ): 【Chemistry 2】 a divalent entity selected from the group consisting of: R １０ , and R １１ are, independently of one another and independently of each occurrence, hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, CO ２ R ｅ , C.O.R. ｂ R ｄ , N.R. ｂ CO ２ R ｅ , R ａ , (C １ ~C ６ )-alkyl, (C ３ ~C ５ )-cycloalkyl, (C ２ ~C ６ )-alkenyl, (C ２ ~C ６ )-alkynyl, wherein the last four aliphatic and cycloaliphatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano; (C １ ~C ６ )-alkoxy, (C ３ ~C ６ )-cycloalkoxy, (C ２ ~C ６ )-alkenyloxy, (C ２ ~C ６ )-alkynyloxy, (C １ ~C ３ )-alkylthio, (C １ ~C ３ )-alkylsulfinyl, or (C １ ~C ３ )-alkylsulfonyl (wherein the aliphatic and cycloaliphatic portions of the last seven radicals are fluorine, chlorine, bromine, iodine, cyano, and (C １ ~C ２ )-alkoxy) and substituted with m radicals selected from the group consisting of: R １２ ~R １５ are, independently of one another and independently of each occurrence, hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, CO ２ R ｅ , C.O.R. ｂ R ｄ , N.R. ｂ CO ２ R ｅ , R ａ , (C １ ~C ６ )-alkyl, (C ３ ~C ５ )-cycloalkyl, (C ２ ~C ６ )-alkenyl, (C ２ ~C ６ )-alkynyl, phenyl, imidazolyl, wherein the last six aliphatic, cycloaliphatic, aromatic, and heteroaromatic radicals are each substituted with m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano; (C １ ~C ６ )-alkoxy, (C ３ ~C ６ )-cycloalkoxy, (C ２ -C6)-alkenyloxy, (C ２ ~C ６ )-alkynyloxy, (C １ ~C ３ )-alkylthio, (C １ ~C ３ )-alkylsulfinyl, or (C １ ~C ３ )-alkylsulfonyl (wherein the aliphatic or cycloaliphatic portion of the last seven radicals is fluorine, chlorine, bromine, iodine, cyano, and (C １ ~C ２ )-alkoxy) and substituted with m radicals selected from the group consisting of: Y is Z; or (C １ ~C １２ )-alkyl, (C ３ ~C ８ )-cycloalkyl, (C ２ ~C １２ )-alkenyl, or (C ２ ~C １２ )-alkynyl, where the last four aliphatic and cycloaliphatic radicals are each R ｂ , R ｃ , R ｅ , and R ｆ and is substituted with m radicals selected from the group consisting of CO ２ R ｅ , C.O.R. ｂ R ｈ , S(O) ｎ R ａ , S(O) ２ NR ｂ R ｄ , S.O. ２ NR ｂ COR ｅ , C.O.R. ｂ , CONR ｅ S(O)R ａ , C.O.R. ｅ S (O) ２ R ａ , C.O.R. ｂ１ S (O) ２ NR ｂ２ R ｂ３ , N.R. ｂ R ｅ , N.R. ｂ COR ｅ , N.R. ｂ CONR ｅ R ｅ , N.R. ｂ CO ２ R ｅ , N.R. ｂ SO ２ R ｅ , N.R. ｂ１ S (O) ２ NR ｂ２ R ｂ３ , OC(O)NR ｂ R ｅ , OC(S)NR ｂ R ｅ , P.O.R. ｆ R ｆ , and C(R ｂ ) = NOR ｅ further substituted with p radicals selected from the group consisting of: Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl, said ring being formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and R ｂ , R ｃ , R ｅ , and R ｆ m radicals selected from the group consisting of: ２ R ｅ , C.O.R. ｂ R ｈ , S(O) ｎ R ａ , S.O. ２ NR ｂ R ｄ , S.O. ２ NR ｂ COR ｅ , C.O.R. ｂ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , C.O.R. ｂ１ SO ２ NR ｂ２ R ｂ３ , N.R. ｂ R ｅ , N.R. ｂ COR ｅ , N.R. ｂ CONR ｅ R ｅ , N.R. ｂ CO ２ R ｅ , N.R. ｂ SO ２ R ｅ , N.R. ｂ１ SO ２ NR ｂ２ R ｂ３ , OCONR ｂ R ｅ , OCSNR ｂ R ｅ , P.O.R. ｆ R ｆ , and C(R ｂ ) = NOR ｅ and the sulfur and carbon ring atoms bear n oxo groups; Each R ａ are independently １ ~C ６ )-alkyl, (C ２ ~C ４ )-alkynyl, or (C ３ ~C ６ )-cycloalkyl, each of which is selected from fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C １ ~C ３ )-alkoxy; R ｂ , R ｂ１ , and R ｂ２ are, independently of each other and independently at each occurrence, hydrogen or R ａ has one of the meanings given for Each R ｂ３ are independently R ｄ has one of the meanings given for R ｂ２ and R ｂ３ together with the nitrogen atom to which they are attached, contain as ring members N, O, S, S(O), and S(O) ２ forming a saturated 3-, 4-, 5-, 6-, or 7-membered N-linked heterocyclic ring which may contain one additional heteroatom or heteroatom group selected from the group consisting of: Each R ｃ are independently fluorine, chlorine, bromine, iodine, cyano, hydroxyl, S(O) ｎ R ａ , or (C １ ~C ６ )-alkoxy, (C ２ ~C ６ )-alkenyloxy, or (C ２ ~C ６ )-alkynyloxy, where the aliphatic or cycloaliphatic portions of the last three radicals are fluorine, chlorine, bromine, cyano, and (C １ ~C ２ )-alkoxy; Each R ｄ are independently hydrogen or (C １ ~C ６ )-alkyl, (C ２ ~C ４ )-alkenyl, (C ２ ~C ４ )-alkynyl, (C ３ ~C ６ )-cycloalkyl, (C ３ ~C ６ )-cycloalkyl-(C １ ~C ３ )-alkyl, phenyl-(C １ ~C ３ )-alkyl, or furanyl-(C １ ~C ３ )-alkyl, where each of the last seven radicals is fluorine, chlorine, bromine, cyano, CO ２ R ａ , C.O.R. ｂ R ｈ , (C １ ~C ２ )-alkoxy, (C １ ~C ３ )-alkylthio, (C １ ~C ３ )-alkylsulfinyl, (C １ ~C ３ )-substituted with m radicals selected from the group consisting of alkylsulfonyl, phenylthio, phenylsulfinyl, and phenysulfonyl; Each R ｅ are independently R ｄ has one of the meanings given for Each R ｆ are independently １ ~C ３ )-alkyl or (C １ ~C ３ )-alkoxy; Each R ｈ are independently hydrogen or (C １ ~C ６ )-alkyl, (C １ ~C ２ )-alkoxy, (C ３ ~C ６ )-cycloalkyl, (C ２ ~C ４ )-alkenyl, (C １ ~C ６ )-alkoxycarbonyl-(C １ ~C ６ )-alkyl, or (C ２ ~C ４ )-alkynyl, where each of the last six radicals is fluorine, chlorine, bromine, cyano, CO ２ R ａ , and (C １ ~C ２ )-alkoxy; each m is independently 0, 1, 2, 3, 4, or 5; each n is independently 0, 1, or 2; each p is independently 1, 2, or 3; r is 1, 2, 3, 4, 5, or 6. and agriculturally acceptable salts, stereoisomers, and tautomers thereof.

2. The following conditions (a), (b), (c), and (d): (a) R １ is hydrogen; and R ９ is hydrogen; (b) R ２ is hydrogen, halogen, or (C １ ~C ３ )-alkyl; and R ６ is hydrogen, halogen, or (C １ ~C ３ )-alkyl; where preferably R ２ is hydrogen or halogen, and R ６ is hydrogen; (c) R ３ is hydrogen, halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; and R ５ is hydrogen, halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; (d) R ４ is hydrogen or halogen 10. The compound of claim 1, wherein one, two, three, or all four of the following apply:

3. The following conditions (a), (b), (c), and (d): (a) R １ is hydrogen; and R ９ is hydrogen; (b) R ２ is hydrogen; and R ６ is hydrogen; (c) R ３ is a halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy, preferably halogen, (C １ ~C ３ )-alkyl, or (C １ ~C ３ )-haloalkoxy; and R ５ is hydrogen or halogen; more preferably, R ３ and R ５ are, independently of each other, hydrogen or halogen; (d) R ４ is hydrogen 10. The compound of claim 1, wherein one, two, three, or all four of the following apply:

4. R ７ and R ８ are, independently of each other, (C １ ~C ６ )-alkyl or (C ２ ~C ６ 2. The compound of claim 1, wherein the aryl group is aryl.

5. R ７ and R ８ are, independently of each other, (C １ ~C ４ 5. The compound according to claim 4, wherein R is 1 or 2. 6)-alkyl, preferably methyl or ethyl.

6. R ７ and R ８ and R are both methyl.

7. The above substituents have the following meanings: X is a bond; Y is Z It has where: Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated carbocyclic ring, excluding phenyl, wherein the carbocyclic ring is CO ２ R ｅ , C.O.R. ｂ R ｈ , S(O) ｎ R ａ , S.O. ２ NR ｂ R ｄ , S.O. ２ NR ｂ COR ｅ , C.O.R. ｂ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , C.O.R. ｂ１ SO ２ NR ｂ２ R ｂ３ , N.R. ｂ R ｅ , N.R. ｂ COR ｅ , N.R. ｂ CONR ｅ R ｅ , N.R. ｂ CO ２ R ｅ , N.R. ｂ SO ２ R ｅ , N.R. ｂ１ SO ２ NR ｂ２ R ｅ , OCONR ｂ R ｅ , OCSNR ｂ R ｅ , P.O.R. ｆ R ｆ , and C(R ｂ ) = NOR ｅ and the carbon ring atom bears n oxo groups; or Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring containing one or two oxygen atoms as ring members, said ring being ２ R ｅ , C.O.R. ｂ R ｈ , S(O) ｎ R ａ , S.O. ２ NR ｂ R ｄ , S.O. ２ NR ｂ COR ｅ , C.O.R. ｂ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , C.O.R. ｂ１ SO ２ NR ｂ２ R ｂ３ , N.R. ｂ R ｅ , N.R. ｂ COR ｅ , N.R. ｂ CONR ｅ R ｅ , N.R. ｂ CO ２ R ｅ , N.R. ｂ SO ２ R ｅ , N.R. ｂ１ SO ２ NR ｂ２ R ｅ , OCONR ｂ R ｅ , OCSNR ｂ R ｅ , P.O.R. ｆ R ｆ , and C(R ｂ ) = NOR ｅ and the carbon ring atoms carry n oxo groups; more preferably a saturated or partially unsaturated 5- or 6-membered heterocyclic ring containing one oxygen atom as a ring member, said ring being substituted with p radicals selected from the group consisting of ２ R ｅ (In the formula, R ｅ is hydrogen or (C １ ~C ６ )-alkyl), Z is in particular a saturated or partially unsaturated 5-membered heterocycle containing one oxygen atom as a ring member, said ring being substituted with p radicals CO ２ R ｅ (In the formula, R ｅ is hydrogen or (C １ ~C ６ )-alkyl), The compound of claim 1.

8. Z is p radicals CO ２ R ｅ (In the formula, R ｅ is hydrogen or (C １ ~C ６ Z is preferably a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with p radicals CO ２ R ｅ (In the formula, R ｅ is hydrogen or (C １ ~C ６ 8. The compound of claim 7, wherein the ring is a 5-membered partially unsaturated carbocyclic ring substituted with .alpha.-alkyl.

9. The above substituents have the following meanings: X is a divalent unit (X １ ), where R １０ and R １１ are as defined in claim 1, and specifically independently represent hydrogen or (C １ ~C ６ )-alkyl; Y is CO ２ R ｅ , C.O.R. ｂ R ｈ , S(O) ｎ R ａ , S.O. ２ NR ｂ R ｄ , S.O. ２ NR ｂ COR ｅ , C.O.R. ｂ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , C.O.R. ｂ１ SO ２ NR ｂ２ R ｂ３ , N.R. ｂ R ｅ , N.R. ｂ COR ｅ , N.R. ｂ CONR ｅ R ｅ , N.R. ｂ CO ２ R ｅ , N.R. ｂ SO ２ R ｅ , N.R. ｂ１ SO ２ NR ｂ２ R ｅ , OCONR ｂ R ｅ , OCSNR ｂ R ｅ , P.O.R. ｆ R ｆ , and C(R ｂ ) = NOR ｅ (C １ ~C ８ )-alkyl; Preferably, X is a divalent unit (X １ ), where R １０ and R １１ are independently hydrogen or methyl; Y is CO ２ R ｅ , C.O.R. ｂ R ｈ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , and CONR ｂ１ SO ２ NR ｂ２ R ｂ３ (In the formula, R ａ , R ｂ , R ｂ１ , R ｂ２ , R ｂ３ , R ｅ , and R ｈ is as defined in claim 1) １ ~C ４ )-alkyl, however, preferably: CO ２ R ｅ R in ｅ may have hydrogen or cyano substituents (C １ ~C ６ )-alkyl; (C ２ ~C ４ )-alkynyl or phenyl-(C １ ~C ３ )-alkyl; CONR ｂ R ｈ R in ｂ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ R ｈ R in ｈ is (C １ ~C ３ )-alkoxy; CONR ｅ S(O)R ａ R in ｅ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｅ S(O)R ａ R in ａ is (C １ ~C ６ )-alkyl or (C １ ~C ３ )-haloalkyl; CONR ｅ SO ２ R ａ R in ｅ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｅ SO ２ R ａ R in ａ is (C １ ~C ６ )-alkyl or (C １ ~C ３ )-haloalkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ１ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ２ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ３ is (C １ ~C ６ )-alkyl; or R ｂ２ and R ｂ３ form together with the nitrogen atom to which they are attached a saturated 5- or 6-membered N-linked heterocyclic ring, The compound of claim 1.

10. Y is p radicals CO ２ R ｅ (In the formula, R ｅ is hydrogen or (C １ ~C ４ )-alkyl) (C １ ~C ４ 10. The compound of claim 9, wherein the aryl group is aryl.

11. 2. The compound of claim 1, wherein p is 1 or 2, specifically 1.

12. The above substituents have the following meanings: R １ hydrogen; R ２ is hydrogen or halogen; R ３ is hydrogen, halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; R ４ is hydrogen or halogen; R ５ is hydrogen, halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; R ６ is hydrogen; R ７ and R ８ are, independently of each other, C １ ~C ６ )-alkyl; R ９ is hydrogen; X is a bond; and Y is Z; where Z is a group selected from p radicals CO ２ R ｅ is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with R ｅ is hydrogen or (C １ ~C ６ )-alkyl; or X is a divalent unit (X １ ), where R １０ and R １１ are each independently hydrogen or (C １ ~C ６ )-alkyl; and Y is CO ２ R ｅ , C.O.R. ｂ R ｈ , C.O.R. ｅ S(O)R ａ , C.O.R. ｅ SO ２ R ａ , and CONR ｂ１ SO ２ NR ｂ２ R ｂ３ (C １ ~C ４ )-alkyl, where CO ２ R ｅ R in ｅ may have hydrogen, cyano substituents (C １ ~C ６ )-alkyl; (C ２ ~C ４ )-alkynyl or phenyl-(C １ ~C ３ )-alkyl; CONR ｂ R ｈ R in ｂ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ R ｈ R in ｈ is (C １ ~C ３ )-alkoxy; CONR ｅ S(O)R ａ R in ｅ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｅ S(O)R ａ R in ａ is (C １ ~C ６ )-alkyl or (C １ ~C ３ )-haloalkyl; CONR ｅ SO ２ R ａ R in ｅ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｅ SO ２ R ａ R in ａ is (C １ ~C ６ )-alkyl or (C １ ~C ３ )-haloalkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ１ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ２ is hydrogen or (C １ ~C ３ )-alkyl; CONR ｂ１ SO ２ NR ｂ２ R ｂ３ R in ｂ３ is (C １ ~C ６ )-alkyl; or R ｂ２ and R ｂ３ together with the nitrogen atom to which they are attached form a saturated 5- or 6-membered N-linked heterocyclic ring; p is 1 or 2, preferably 1; The compound of claim 1.

13. The above substituents have the following meanings: R １ hydrogen; R ２ is hydrogen; R ３ is hydrogen, halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy; R ４ is hydrogen; R ５ is hydrogen or halogen; R ６ is hydrogen; R ７ and R ８ are, independently of each other, (C １ ~C ４ )-alkyl; R ９ is hydrogen; X is a bond; and Y is Z; where Z is a group selected from p radicals CO ２ R ｅ is a 5-membered partially unsaturated carbocyclic ring substituted with ｅ is hydrogen or (C １ ~C ６ )-alkyl; or X is a divalent unit (X １ ), where R １０ and R １１ are, independently of one another, hydrogen or methyl; and Y is a group selected from p radicals CO ２ R ｅ (C １ ~C ４ )-alkyl, where R ｅ is hydrogen or (C １ ~C ６ )-alkyl, p is 1, 13. The compound of claim 12.

14. The above substituents have the following meanings: R １ hydrogen; R ２ is hydrogen; R ３ is a halogen, (C １ ~C ３ )-alkyl, (C １ ~C ３ )-haloalkyl, (C １ ~C ３ )-alkoxy, or (C １ ~C ３ )-haloalkoxy, preferably halogen, (C １ ~C ３ )-alkyl, or (C １ ~C ３ )-haloalkoxy; R ４ is hydrogen; R ５ is hydrogen or halogen; R ６ is hydrogen; R ７ and R ８ is methyl; R ９ is hydrogen; X is a bond; and Y is Z; where Z is a group selected from p radicals CO ２ R ｅ is a 5-membered partially unsaturated carbocyclic ring substituted with ｅ is hydrogen or (C １ ~C ４ )-alkyl; or X is a divalent unit (X １ ), where R １０ and R １１ one of which is hydrogen and the other is methyl; and Y is p radicals CO ２ R ｅ (C １ ~C ４ )-alkyl, where R ｅ is (C １ ~C ４ )-alkyl, p is 1, The compound of claim 13.

15. -X-Y are both represented by the formula (XY1) or (XY2), 【Chemistry 3】 forming a group of the formula # is NR ９ indicates the point of attachment to R Ａ , R Ｂ , R Ｃ , R Ｄ , R Ｅ , and R Ｆ are, independently of each other, R １０ and R １１ has one of the meanings given for R Ａ and R Ｃ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R Ｃ and R Ｅ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R Ａ and R Ｅ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated carbocyclic ring; or R Ａ and R Ｃ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing 1 or 2 oxygen atoms as ring members; or R Ｃ and R Ｅ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing 1 or 2 oxygen atoms as ring members; or R Ａ and R Ｅ together with the carbon atoms to which they are attached form a 3-, 4-, 5-, or 6-membered saturated or partially unsaturated heterocyclic ring containing one or two oxygen atoms as ring members; The compound of claim 1.

16. R Ａ is hydrogen or methyl; R Ｂ , R Ｃ , R Ｄ , R Ｅ , and R Ｆ is hydrogen; or R Ａ and R Ｅ together with the carbon atoms to which they are attached form a 5- or 6-membered saturated or partially unsaturated carbocyclic ring, preferably a 5-membered partially unsaturated carbocyclic ring; R Ｂ , R Ｃ , R Ｄ , and R Ｆ is hydrogen; or R Ａ and R Ｅ form, together with the carbon atoms to which they are attached, a 5- or 6-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; preferably a 5-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; R Ｂ , R Ｃ , R Ｄ , and R Ｆ , hydrogen; and R ｅ is hydrogen or (C １ ~C ４ )-alkyl; Preferably, In XY1, R Ａ is methyl; R Ｂ , R Ｃ , and R Ｄ is hydrogen; In XY2, R Ａ is methyl; R Ｂ , R Ｃ , R Ｄ , R Ｅ , and R Ｆ is hydrogen; or In XY2, R Ａ and R Ｅ together with the carbon atoms to which they are attached form a 5-membered partially unsaturated carbocyclic ring; R Ｂ , R Ｃ , R Ｄ , and R Ｆ is hydrogen; and R ｅ is hydrogen or (C １ ~C ４ )-alkyl; 16. The compound of claim 15.

17. 10. A composition comprising at least one compound according to claim 1 and at least one adjuvant customarily used in the formulation of crop protection compounds.

18. 20. The composition of claim 17, further comprising an herbicide.

19. Use of a compound according to any one of claims 1 to 16 or a composition according to claim 17 or 18 for controlling unwanted vegetation.

20. 19. A method for controlling unwanted vegetation, comprising applying to the plant, its seeds and / or its habitat a herbicidally effective amount of at least one compound according to any one of claims 1 to 16 or a composition according to claim 17 or 18.

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