Herbicidal Malonamide
Patent Information
- Application Number
- JP2024511987
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2021-08-25
- Filing Date
- 2022-08-24
- Publication Date
- 2025-08-27
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Figure 2023025854000001 
Figure 2023025854000002 
Figure 2023025854000003
Abstract
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 said malonamide compounds or corresponding compositions for controlling undesirable 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 undesirable vegetation in crops.
[0003] WO 2012 / 130798, WO 2014 / 004882, WO 2014 / 048882, WO 2018 / 228985, WO 2018 / 228986, WO 2019 / 034602, and 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. Summary of the Invention [Problem to be solved by the invention]
[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.
[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 undesirable plants.
[0008] These and further objects are achieved by the compounds of formula (I) as defined below, including their agriculturally acceptable salts, stereoisomers and tautomers. [Means for solving the problem]
[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 is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl, wherein the last four aliphatic and cycloaliphatic groups are each substituted with m groups selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl and cyano; R 8 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 each independently and independently at each 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 (the last four aliphatic and cycloaliphatic groups are each substituted with m groups 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 groups is substituted by m groups selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2)-alkoxy; R 12 ~R 15 are each independently and independently at each 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 (the last six aliphatic, cycloaliphatic, aromatic and heteroaromatic groups are each substituted with m groups 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 substituted by m radicals from the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2)-alkoxy; Is Y Z or or (C1~C 12)-alkyl, (C3-C8)-cycloalkyl, (C2-C 12 )-alkenyl or (C 12 )-alkynyl (the last four aliphatic and cycloaliphatic groups are R b , R c , R e and R f and is substituted with m groups 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 SO2NR b2 R b3 , OCONR b R e , OCSNR b R e , POR f R f and C(R b )=NOR e and further substituted with p groups 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, formed from r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, which is R b , Rc , R e and R f m groups 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(R b )=NOR e and the sulfur and carbon ring atoms bear n oxo groups; R a are each independently (C1-C6)-alkyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl, each of which is substituted with m groups selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy and (C1-C3)-alkoxy; R b , R b1 and R b2 are each independently and independently at each occurrence hydrogen or Ra has one of the meanings indicated for; Each R b3 are independently d has one of the meanings given for: or 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 heterocycle, which may contain one additional heteroatom or heteroatom group as a ring member selected from the group consisting of N, O, S, S(O) and S(O)2; 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 moiety of the last three groups is substituted by m groups selected from the group consisting of fluorine, chlorine, bromine, cyano and (C1-C2)-alkoxy; Each R d are 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 (the last seven groups are fluorine, chlorine, bromine, cyano, COR, respectively). a ,CONR b R h , (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 indicated: 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 (the last six groups are fluorine, chlorine, bromine, cyano, COR, respectively). 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; and r is 1, 2, 3, 4, 5, or 6 of which, including agriculturally acceptable salts, stereoisomers and tautomers thereof; however, 2-Methyl-N 1 -phenyl-N 3 -[1-[(2-phenylacetyl)amino]ethyl]propanediamide, Carbamic acid [(2S,3S)-3-hydroxy-2-[[2-methyl-1,3-dioxo-3-[[3-(trifluoromethyl)phenyl]amino]propyl]amino]4-hexynyl]-phenylmethyl ester, ethyl 2-[[3-(4-bromo-2-fluoroanilino)-3-oxo-propanoyl]amino]acetate, 2-methyl-N-phenyl-N'-[1-[(2-phenylacetyl)amino]ethyl]propanediamide and {(2S,3S)-3-Hydroxy-2-[2-(3-trifluoromethyl-phenylcarbamoyl)-propionylamino]-hex-4-ynyl}-carbamic acid benzyl ester This applies except for the following.
[0010] The present invention also relates to compositions comprising at least one compound of formula (I) and at least one adjuvant customary for formulating 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 compounds of formula (I) or said compositions for controlling undesired vegetation, as well as to a method for controlling undesired vegetation which comprises applying a herbicidally effective amount of at least one compound of formula (I) or said composition to plants, their seeds and / or their habitats. DETAILED DESCRIPTION OF THE INVENTION
[0013] Definition: Depending on the type of substituents, compounds of formula (I) may have one or more centers of chirality, and in this case may exist as a mixture of enantiomers or diastereomers, but also in the form of pure enantiomers or pure diastereomers. The present invention provides both pure enantiomers or pure diastereomers of compounds of formula I and their mixtures, as well as the use according to the present invention of pure enantiomers or pure diastereomers of compounds of formula I or their mixtures. Suitable compounds of formula I also include all possible geometric stereoisomers (cis / trans isomers) and their mixtures, as specific forms of diastereomers. 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 (the latter existing due to the presence of one or more stereocenters in the molecule), and geometric isomers (cis / trans isomers). By way of example, a stereocenter may be present at X 1 ~X 6 R in 10 and R 11 C atoms carrying R 10 and R 11 Another example of a stereogenic center is R 7 is an atom having the formula:
[0014] If the herbicidal compound B and / or the antidote C have one or more centers of chirality, they may also exist as enantiomers or diastereomers, and it is 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 utilized in the form of their agriculturally acceptable salts. Suitable salts are generally salts of their cations and acid addition salts of their 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 one to four 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, tetramethyl ... and tris(2-hydroxyethyl)ammonium (trolamine 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, and also anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.
[0018] Compound (I) may exist in different tautomeric forms. For example, the keto form N(R 1 )-C(=O)-C(H)(R 7 )-C(=O)-N(R 8 ) is its enol form N(R 1 )-C(OH)=C(R 7 )-C(=O)-N(R 8 ) and N(R 1 )-C(=O)-C(R 7 )=C(OH)-N(R8) (keto-enol tautomerism).
[0019] The same applies when ring Z contains a C(=O) group as a ring member adjacent to a CH ring member.
[0020] Furthermore, 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)-.
[0021] The two amide groups -N(R 1 )-C(=O)-CH(R 7 )-C(=O)-N(R 8 )-, R 1 and R 8 The same applies when one or both of are hydrogen.
[0022] R 1 is hydrogen, the malonamide moiety -N(H)-C(=O)-CH(R 7 )-C(=O)-N(R 8 )- or as -N=C(OH)-CH(R 7 )-C(=O)-N(R 8 )- or as a mixture of the two forms.
[0023] R 8is hydrogen, the malonamide moiety -N(R 1 )-C(=O)-CH(R 7 )-C(=O)-N(H)- or as -N(R 1 )-C(=O)-CH(R 7 )-C(OH)=N- or as a mixture of these two forms.
[0024] R 1 and R 8 are hydrogen, the malonamide moiety -N(H)-C(=O)-CH(R 7 )—C(═O)—N(H)— or as —N═C(OH)—CH(R 7 )-C(=O)-N(H)-, or -N(H)-C(=O)-CH(R 7 ) -C(OH)=N- or -N=C(OH)-CH(R 7 )-C(OH)=N-, or as a mixture of two, three or all four of the forms shown above.
[0025] The amount of one or the other tautomer present depends on the complete molecular structure and is further strongly dependent on the surrounding conditions (presence or absence of solvent, type of solvent, pH, temperature, etc.).
[0026] 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 (if present), including their germinated seeds, emerged seedlings, and established vegetation. Weeds, broadly defined, are plants that are considered undesirable in a particular location.
[0027] The organic moieties mentioned in the definitions of the variables above, like the term halogen, are generic terms for a list of individual members of that group. n ~C mindicates in each case the possible number of carbon atoms in the group.
[0028] The term "halogen" denotes in each case fluorine, bromine, chlorine or iodine, in particular fluorine, chlorine or bromine.
[0029] The term "partially or fully halogenated" means that one or more, for example, one, two, three, four, or five, or all, of the hydrogen atoms of a given group have been replaced by halogen atoms, particularly fluorine or chlorine. Partially or fully halogenated groups are also referred to hereinafter as "halo groups." For example, partially or fully halogenated alkyls are also referred to as haloalkyls.
[0030] As used herein, the term "alkyl" (and other groups that contain an alkyl group, e.g., the alkyl portions of alkoxy, alkylamino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylthio, alkylsulfonyl, and alkoxyalkyl) generally refers to an alkyl group having, in each instance, 1 to 12 carbon atoms (=C1 to C6 12-alkyl), often denotes a straight-chain or branched alkyl group having 1 to 6 carbon atoms (=C1-C6-alkyl), in particular 1 to 4 carbon atoms (=C1-C4-alkyl), in particular 1 to 3 carbon atoms (=C1-C3-alkyl) or 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.
[0031] As used herein, the term "haloalkyl" (and the haloalkyl moieties of other groups containing a haloalkyl group, such as haloalkoxy, haloalkylthio, haloalkylcarbonyl, haloalkylsulfonyl, and haloalkylsulfinyl) may also be referred to as "partially or fully halogenated alkyl," in each case referring to a straight-chain or branched alkyl group, as defined above, typically having 1 to 6 carbon atoms (=C1-C6-haloalkyl), more often 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, particularly C1-C2-haloalkyl, and especially fluorinated C1-C2-alkyl. Examples of C1-C2-haloalkyl include 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, etc. 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, etc.
[0032] The term "hydroxyalkyl" denotes in each case a straight-chain or branched alkyl group, as defined above, usually having 1 to 6 carbon atoms (=C1-C6-hydroxyalkyl), more often 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, etc.
[0033] As used herein, the term "alkenyl" refers, in each case, to an alkyl group having 2 to 12 carbon atoms (=C2 to C4). 12-alkenyl), preferably 2 to 6 carbon atoms (=C2-C6-alkenyl), for example 3 to 6 carbon atoms (=C3-C6-alkenyl), in particular 2 to 4 carbon atoms (=C2-C4-alkenyl) or 2 or 3 carbon atoms (=C2-C3-alkenyl), monounsaturated straight-chain or branched hydrocarbon radicals having a double bond in any position; for example C2-C3-alkenyl, for example ethenyl, 1-propenyl, 2-propenyl or 1-methylethenyl; C2-C4-alkenyl, for example ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl or 2-methyl-2-propenyl; C2-C6-alkenyl, for example, ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1 -Methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl nyl, 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, 1-ethyl-2-methyl-2-propenyl, etc., or C2 to C6, 12 -alkenyl, for example the radicals mentioned for C2-C6-alkenyl, and also 1-pentenyl, 2-pentenyl, 3-pentenyl, 1-octenyl, 2-octenyl, 3-octenyl, 4-octenyl, nonenyl, decenyl, undecenyl, dodecenyl, etc., and positional isomers thereof.
[0034] Examples of C3-C6-alkenyl are those mentioned for C2-C6-alkenyl, except ethenyl.
[0035] As used herein, the term "haloalkenyl" is also expressed as "alkenyl substituted with halogen," and the haloalkenyl moiety in haloalkenyloxy and the like refers to an unsaturated linear or branched hydrocarbon group having 2 to 6 (=C-C-haloalkenyl), 2 to 4 (=C-C-haloalkenyl), or 2 to 3 (=C-C-haloalkenyl) carbon atoms and a double bond at any position, in which some or all of the hydrogen atoms in these groups have been replaced by the above-mentioned halogen atoms, particularly fluorine, chlorine and bromine, for example, chlorovinyl, chloroallyl, etc.
[0036] As used herein, the term "alkynyl" refers to an alkyl group having 2 to 12 carbon atoms (=C2 to C4). 12-alkynyl), often an unsaturated linear or branched hydrocarbon group having 2 to 6 carbon atoms (=C2-C6-alkynyl), preferably 2 to 4 carbon atoms (=C2-C4-alkynyl) or 2 to 3 carbon atoms (=C2-C3-alkynyl) and a triple bond in any position; for example, C2-C3-alkynyl, for example, ethynyl, 1-propynyl or 2-propynyl; C2-C4-alkynyl, for example, ethynyl, 1-propynyl or 2-propynyl; ethynyl, 1-propynyl or 2-propynyl; 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, etc.; 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-butynyl, 1-methyl-3-butynyl, etc. thynyl, 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, Examples include 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 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, and 1-ethyl-1-methyl-2-propynyl.
[0037] As used herein, the term "haloalkynyl", also expressed as "alkynyl substituted with halogen", refers to an unsaturated linear or branched hydrocarbon group (as defined above) usually having 2 to 6 carbon atoms (=C2-C6-haloalkynyl), preferably 2 to 4 carbon atoms (=C2-C4-haloalkynyl) or 2 or 3 carbon atoms (=C2-C3-haloalkynyl) and a triple bond at any position, in which some or all of the hydrogen atoms of these groups have been replaced by the above-mentioned halogen atoms, particularly fluorine, chlorine and bromine.
[0038] As used herein (and in other groups containing cycloalkyl groups, e.g., the cycloalkyl moiety of cycloalkoxy and cycloalkylalkyl), the term "cycloalkyl" denotes, in each case as the (only) ring member, a monocyclic or bicyclic saturated cycloaliphatic group, typically having 3 to 8 carbon atoms (=C3-C8-cycloalkyl), preferably 3 to 6 carbon atoms (=C3-C6-cycloalkyl), 3 to 5 carbon atoms (=C3-C5-cycloalkyl), or 3 to 4 carbon atoms (=C3-C4-cycloalkyl). Examples of monocyclic saturated cycloaliphatic groups having 3 or 4 carbon atoms include cyclopropyl and cyclobutyl. Examples of monocyclic saturated cycloaliphatic groups having 3 to 5 carbon atoms include cyclopropyl, cyclobutyl, and cyclopentyl. Examples of monocyclic saturated cycloaliphatic groups having 3 to 6 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Examples of monocyclic saturated cycloaliphatic groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. C5-C6-cycloalkyl is cyclopentyl or cyclohexyl. Examples of bicyclic groups 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.
[0039] As used herein (and in the halocycloalkyl moiety of other groups that contain halocycloalkyl groups), the term "halocycloalkyl" denotes a monocyclic or bicyclic cycloaliphatic group, typically having 3 to 8 carbon atoms ("C3-C8-halocycloalkyl"), preferably 3 to 5 carbon atoms ("C3-C5-halocycloalkyl"), in each case in which at least one, e.g., 1, 2, 3, 4 or 5, of the hydrogen atoms has been replaced by a halogen, in particular 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.
[0040] The term "hydroxycycloalkyl" denotes a monocyclic or bicyclic cycloaliphatic radical, typically having 3 to 6 carbon atoms ("hydroxy-(C3-C6)-cycloalkyl"), preferably 3 to 5 carbon atoms ("hydroxy-(C3-C5)-cycloalkyl) in each case in which at least one, for example 1, 2, 3, 4 or 5, of the hydrogen atoms has been replaced by a hydroxyl group. Examples thereof 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, etc.
[0041] As used herein, the term "alkoxy" denotes in each case a straight-chain or branched alkyl radical, usually having 1 to 6 carbon atoms (=C1-C6-alkoxy), preferably 1 to 3 carbon atoms (=C1-C3-alkoxy), in particular 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 furthermore, for example, n-propoxy or 1-methylethoxy (isopropoxy). C1-C6-Alkoxy further includes, for example, butoxy, 1-methylpropoxy (sec-butoxy), 2-methylpropoxy (isobutoxy) or 1,1-dimethylethoxy (tert-butoxy), pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpropoxy, 1-methylpentoxy, 2-methylpropoxy, 1-methylethoxy, 1-methylbutoxy, 1-methylpentoxy, 2-methylpropoxy, 1-methyleth ... ethylpentoxy, 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.
[0042] As used herein, the term "haloalkoxy" denotes a straight-chain or branched alkoxy group, in each case as defined above, having 1 to 6 carbon atoms (=C1-C6-haloalkoxy), preferably 1 to 3 carbon atoms (=C1-C3-haloalkoxy), in particular 1 or 2 carbon atoms (=C1-C2-haloalkoxy), in which the hydrogen atoms are partially or fully replaced by halogen atoms, in particular fluorine atoms (in which case the group 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 furthermore, 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 furthermore, 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.
[0043] The term "alkenyloxy" denotes 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.
[0044] The term "haloalkenyloxy" denotes 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.
[0045] The term "alkynyloxy" denotes 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.
[0046] The term "haloalkynyloxy" denotes 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.
[0047] 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.
[0048] As used herein, the term "alkoxy-alkoxy" refers to an alkoxy group as defined above in which one hydrogen atom is replaced by another alkoxy group as defined above. As used herein, the term "C1-C3-alkoxy-C1-C3-alkoxy" 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 include 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.
[0049] As used herein, the term "alkylthio" (including alkylsulfanyl, "alkyl-S" or "alkyl-S(O) k" (where k is also 0)) denotes in each case a linear or branched saturated alkyl group as defined above, which usually contains 1 to 6 carbon atoms (=C1-C6-alkylthio), preferably 1 to 3 carbon atoms (=C1-C3-alkylthio), and is bonded via a sulfur atom at any position of the alkyl group. C1-C2-Alkylthio is methylthio or ethylthio. C1-C3-Alkylthio is furthermore, for example, n-propylthio or 1-methylethylthio (isopropylthio). C1-C6-Alkylthio is furthermore, 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-1methylpropylthio or 1-ethyl-2-methylpropylthio.
[0050] As used herein, the term "haloalkylthio" refers to an alkylthio group as defined above in which the hydrogen atoms are partially or fully substituted 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 furthermore, 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 furthermore, for example, 5-fluoropentylthio, 5-chloropentylthio, 5-bromopentylthio, 5-iodopentylthio, undecafluoropentylthio, 6-fluorohexylthio, 6-chlorohexylthio, 6-bromohexylthio, 6-iodohexylthio or dodecafluorohexylthio.
[0051] The term "alkylsulfinyl" denotes an alkyl group as defined above bonded via a sulfinyl [S(O)] group. For example, the term "C1-C2-alkylsulfinyl" denotes a C1-C2-alkyl group as defined above bonded via a sulfinyl [S(O)] group. The term "C1-C3-alkylsulfinyl" denotes a C1-C3-alkyl group as defined above bonded via a sulfinyl [S(O)] group. The term "C1-C6-alkylsulfinyl" denotes 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 further, for example, n-propylsulfinyl or 1-methylethylsulfinyl (isopropylsulfinyl). C1-C6-Alkylsulfinyl further 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, phenylsulfinyl, 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.
[0052] 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 furthermore, 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 furthermore, for example, 4-fluorobutylsulfinyl, 4-chlorobutylsulfinyl, 4-bromobutylsulfinyl or nonafluorobutylsulfinyl.C1-C6-Haloalkylsulfinyl is furthermore, for example, 5-fluoropentylsulfinyl, 5-chloropentylsulfinyl, 5-bromopentylsulfinyl, 5-iodopentylsulfinyl, undecafluoropentylsulfinyl, 6-fluorohexylsulfinyl, 6-chlorohexylsulfinyl, 6-bromohexylsulfinyl, 6-iodohexylsulfinyl or dodecafluorohexylsulfinyl.
[0053] The term "alkylsulfonyl" denotes an alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C2-alkylsulfonyl" denotes a C1-C2-alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C3-alkylsulfonyl" denotes a C1-C3-alkyl group as defined above bonded via a sulfonyl [S(O)2] group. The term "C1-C6-alkylsulfonyl" denotes 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 further, for example, n-propylsulfonyl or 1-methylethylsulfonyl (isopropylsulfonyl). C1-C6-Alkylsulfonyl further 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, nyl, 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.
[0054] 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 furthermore, 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 furthermore, for example, 4-fluorobutylsulfonyl, 4-chlorobutylsulfonyl, 4-bromobutylsulfonyl or nonafluorobutylsulfonyl. C1-C6-Haloalkylsulfonyl is furthermore, for example, 5-fluoropentylsulfonyl, 5-chloropentylsulfonyl, 5-bromopentylsulfonyl, 5-iodopentylsulfonyl, undecafluoropentylsulfonyl, 6-fluorohexylsulfonyl, 6-chlorohexylsulfonyl, 6-bromohexylsulfonyl, 6-iodohexylsulfonyl or dodecafluorohexylsulfonyl.
[0055] The substituent "oxo" replaces a CH2 group with a C(=O) group.
[0056] The radical suffix "-carbonyl" indicates, 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.
[0057] The term "alkoxycarbonyl" denotes a haloalkyl 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 refers to 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 hexylcarbonyl.
[0058] The term "haloalkoxycarbonyl" denotes a haloalkyl group as defined above, which is attached to the rest of the molecule via a carbonyl [C(=O)] group. C1-C3-haloalkoxycarbonyl is a C1-C3-alkoxy group as defined above, which 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, oxycarbonyl, -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.
[0059] The term "alkoxycarbonyl-alkyl" denotes 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.
[0060] Phenyl-(C1-C2)-alkyl is a C1-C2-alkyl group as defined above in which one hydrogen atom has been replaced by a phenyl ring (i.e., the bond to the rest of the molecule is via an alkyl group). Examples are benzyl, 1-phenylethyl and 2-phenylethyl. Phenyl-(C1-C3)-alkyl is a C1-C3-alkyl group as defined above in which one hydrogen atom has been replaced by a phenyl ring (i.e., the bond to the rest of the molecule is via an alkyl group). Examples are benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl or 2-phenyl-2-propyl.
[0061] 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.
[0062] Phenylthio is a phenyl ring attached to the rest of the molecule via an S atom.
[0063] Phenylsulfinyl is a phenyl ring attached to the rest of the molecule via an S(O) group.
[0064] Phenylsulfonyl is a phenyl ring attached to the rest of the molecule via an S(O)2 group.
[0065] Z is a 3-, 4-, 5-, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl, formed from 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 atom as a ring member; thus, in this case, r is 1-5 and at least one n is 1).
[0066] 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. Maximum unsaturated 5- or 6-membered heteromonocycles are generally aromatic. Exceptions are maximum unsaturated 6-membered rings containing O, S, SO, and / or SO as ring members, such as pyran and thiopyran, which are not aromatic.
[0067] Examples of 3-, 4-, 5- or 6-membered saturated, partially unsaturated, fully unsaturated or aromatic carbocyclic rings 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, cyclopenta-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.
[0068] Examples of 3-, 4-, 5- or 6-membered saturated, partially unsaturated, fully unsaturated or aromatic heterocycles Z are:
[0069] 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-ditholan-2-yl, 1,3-ditholan-4-yl, 1,3-oxathiolan-2-yl, 1,3-oxathiolan-4-yl, 1,3-oxathiolan-5-yl, pyrrolidin-1-yl, pyrrolidin-1-yl, Pyrrolidin-2-yl, pyrrolidin-3-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 yl, thiazolidin-5-yl, isothiazolidin-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-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, etc.;
[0070] 5- or 6-membered monocyclic partially unsaturated heterocycles: for example, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-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-dihydropyrazol-1-yl, 2,3 -dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 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;
[0071] 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.
[0072] Specifically, Z is a 5- or 6-membered partially unsaturated carbocyclic ring, examples of which 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.
[0073] Two groups (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 selected from the group consisting of N, O, S, S(O) and S(O)2 as ring members, 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, isothiazolin-2-yl, piperdin-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.
[0074] Two groups (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.
[0075] The following statements regarding preferred embodiments of the variants (substituents) of the compounds of formula I are valid on their own and preferably in combination with one another, and in combination with their stereoisomers, tautomers or salts. The following statements regarding preferred embodiments of the variants are also valid on their own and preferably in combination with one another, where applicable, with respect to the compounds of formula I and to the uses and methods according to the invention, and to the compositions according to the invention.
[0076] Preferably, R 1 is hydrogen or (C1-C3)-alkyl, more preferably hydrogen.
[0077] Preferably, R 8 is hydrogen or (C1-C3)-alkyl, more preferably hydrogen.
[0078] Preferably, R1 and R 8 are both hydrogen.
[0079] Preferably, R 2 is hydrogen, halogen or (C1-C3)-alkyl. More preferably, R 2 is hydrogen or halogen, for example H or Cl. In particular, R 2 is hydrogen.
[0080] Preferably, R 6 is hydrogen, halogen or (C1-C3)-alkyl. More preferably, R 6 is hydrogen.
[0081] Preferably, R 2 and R 6 are each independently hydrogen, halogen or (C1-C3)-alkyl. More preferably, R 2 is hydrogen or halogen, e.g., H or Cl, and R 6 is hydrogen. In particular, R 2 is hydrogen and R 6 is hydrogen.
[0082] 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. In particular, R 3 is hydrogen or halogen.
[0083] 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. In particular, R 5 is hydrogen or halogen.
[0084] 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. In particular, R 3 and R 5 are each independently hydrogen or halogen. More particularly, R 3 is a halogen and R 5 is hydrogen or halogen.
[0085] In another preferred embodiment, R 3 is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy, and R 5 is hydrogen or halogen. More preferably, R 3 is hydrogen, halogen, (C1-C2)-alkyl, (C1-C2)-haloalkyl, (C1-C2)-alkoxy or (C1-C2)-haloalkoxy, and R 5 is hydrogen or halogen.
[0086] Preferably, R 4 is hydrogen or halogen. In particular, R 4 is hydrogen.
[0087] R 7is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl, each substituted with m groups 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, specifically 0. Therefore, preferably, R 7 is (in each case unsubstituted) (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl. More preferably, R 7 is (C1-C6)-alkyl, (C3-C6)-cycloalkyl or (C2-C6)-alkenyl. In particular, R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more particularly (C1-C6)-alkyl; even more particularly (C1-C4)-alkyl; and especially methyl or ethyl.
[0088] Divalent group (X 1 )~(X 6 ), the intramolecular orientation is as depicted, with the left arrow representing the bond to the adjacent nitrogen atom and the right arrow representing the bond to Y.
[0089] X is bonded ("X 0 "), compound (I) can also be depicted as: [ka]
[0090] X is the formula (X 1 ), compound (I) may also be represented as follows: [ka]
[0091] X is the formula (X 2 ), compound (I) may also be represented as follows: [ka]
[0092] X is the formula (X 3 ), compound (I) may also be represented as follows: [ka]
[0093] X is the formula (X 4 ), compound (I) may also be represented as follows: [ka]
[0094] X is the formula (X 5 ), compound (I) may also be represented as follows: [ka]
[0095] X is the formula (X 6 ), compound (I) may also be represented as follows: [ka]
[0096] Divalent group (X 1 )~(X 6 ) in R 10 ~R 15 are, independently of each other 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 (the last three aliphatic or cycloaliphatic groups 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 (the aliphatic or cycloaliphatic moieties of the last seven groups are each independently substituted with m fluorine atoms).
[0097] More preferably, R 10 ~R 15 are each independently and independently at each occurrence hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, COR e ,CONR b R d (C1-C6)-alkyl, (C3-C5)-cycloalkyl, (C2-C6)-alkenyl (the last three aliphatic or cycloaliphatic groups are each independently substituted with m fluorine atoms); (C1-C6)-alkoxy, (C3-C6)-cycloalkoxy, (C2-C6)-alkenyloxy or (C2-C6)-alkynyloxy (the aliphatic or cycloaliphatic moieties of the last four groups are each independently substituted with m fluorine atoms).
[0098] In particular, R 10 ~R 15 are each independently and independently at 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.
[0099] In particular, R 10 ~R 15are, independently at each occurrence and independently at each occurrence, hydrogen, halogen, (C1-C6)-alkyl, (C1-C3)-alkoxy and COR e More particularly, R 10 ~R 15 is independently at each occurrence and independently at each occurrence hydrogen or (C1-C6)-alkyl, in particular hydrogen or methyl.
[0100] A suitable divalent group (X 1 )~(X 6 Non-exhaustive 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.
[0101] 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. In particular, R 10 and R 11 One of the groups is hydrogen and the other is methyl, so X 1 is, in particular, CH(CH).
[0102] In a preferred embodiment, Y is Z.
[0103] Z is preferably 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 groups selected from the group consisting of: e ,CONR b R h and CONR e S(O)R a and a carbon ring atom bearing n oxo groups, where p is preferably 1 or 2, more preferably 1. Wherein n is preferably 0 or 1, especially 0. More preferably, Z is COR e ,CONR b R h and CONR e S(O)R aIn particular, Z is a 5- or 6-membered saturated, partially unsaturated carbocyclic ring substituted by p groups selected from the group consisting of: e where R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by e is preferably hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is preferably 1 or 2, more preferably 1. Thus, more particularly, Z is a group selected from p groups COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. Furthermore, more particularly, Z is a group selected from p groups COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. In particular, Z is a group selected from p groups CO2R e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1.
[0104] Examples of 5- or 6-membered saturated or partially unsaturated carbocyclic rings are given above. Among these, cyclopentyl, cyclopent-1-en-1-yl, cyclopent-2-en-1-yl, cyclopent-3-en-1-yl and cyclohexyl are preferred. 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.
[0105] In another preferred embodiment, Z 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 eand a carbon ring atom bearing n oxo groups, wherein p is preferably 1 or 2, more preferably 1. Here, n is preferably 0 or 1, especially 0. More preferably, Z contains one oxygen atom as a ring member and p groups COR e is a saturated or partially unsaturated 5- or 6-membered heterocycle substituted with e is preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, where p is preferably 1 or 2, more preferably 1. Thus, more particularly, Z contains one oxygen atom as a ring member and p groups COR e a saturated or partially unsaturated 5- or 6-membered heterocycle substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular is hydrogen or (C1-C6)-alkyl and p is 1 or 2, preferably 1. More particularly, Z contains one oxygen atom as a ring member and p groups COR e a saturated or partially unsaturated 5-membered heterocycle substituted with e is hydrogen or (C1-C6)-alkyl, where p is preferably 1 or 2, more preferably 1. In particular, Z contains one oxygen atom as a ring member and one group CO2R e is a saturated or partially unsaturated 5-membered heterocycle substituted by e is hydrogen or (C1-C6)-alkyl.
[0106] 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 ...oxan-2-yl, 2 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.
[0107] Examples of saturated or partially unsaturated 5- or 6-membered heterocyclic rings 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, 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.
[0108] 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.
[0109] Preferably, however, ring Z is a carbocyclic ring.
[0110] 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 wherein p is preferably 1 or 2, and more preferably 1.
[0111] 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 where R is a (C1-C4)-alkyl substituted with p groups selected from the group consisting of a , R b , R b1 , R b2 , R b3 , R e and R h is as defined above, but in particular: CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl or (C2-C4)-alkynyl; 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 ais (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 heterocycle; and p is 1 or 2, preferably 1.
[0112] In a preferred embodiment, X is a bond and Y is Z, where Z has one of the general or preferred meanings given above.
[0113] Preferably, Z 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 eSO2R 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 groups selected from the group consisting of: e ,CONR b R h and CONR e S(O)R a and a carbon ring atom bearing n oxo groups, where p is preferably 1 or 2, more preferably 1. Wherein n is preferably 0 or 1, especially 0. More preferably, Z is COR e ,CONR b R h and CONR e S(O)R a In particular, Z is a 5- or 6-membered saturated, partially unsaturated carbocyclic ring substituted by p groups selected from the group consisting of: e where R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by eis preferably hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is preferably 1 or 2, more preferably 1. Thus, more particularly, Z is a group selected from p groups COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. Furthermore, more particularly, Z is a group selected from p groups COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1. In particular, Z is a group selected from p groups CO2R e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, very in particular (C1-C4)-alkyl, and p is 1 or 2, preferably 1.
[0114] In another preferred embodiment, Z 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 ,CONRb1 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 a carbon ring atom bearing n oxo groups, wherein p is preferably 1 or 2, more preferably 1. Here, n is preferably 0 or 1, especially 0.
[0115] More preferably, Z contains one oxygen atom as a ring member and p groups COR e is a saturated or partially unsaturated 5- or 6-membered heterocycle substituted with e is preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl, where p is preferably 1 or 2, more preferably 1. Thus, in particular, Z contains one oxygen atom as a ring member and p groups COR e a saturated or partially unsaturated 5- or 6-membered heterocycle substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular is hydrogen or (C1-C6)-alkyl and p is 1 or 2, preferably 1. More particularly, Z contains one oxygen atom as a ring member and p groups CORe a saturated or partially unsaturated 5-membered heterocycle substituted with e is hydrogen or (C1-C6)-alkyl, and p is 1 or 2, preferably 1.
[0116] Preferably, however, ring Z is a carbocyclic ring.
[0117] In another preferred embodiment, X is a divalent unit (X 1 ), where R 10 and R 11 is as defined above and in particular independently hydrogen or (C1-C6)-alkyl; and 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 eand (C1-C8)-alkyl substituted with p groups selected from the group consisting of:
[0118] In another preferred embodiment, X is a bond; and 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 and (C1-C8)-alkyl substituted with p groups selected from the group consisting of:
[0119] More preferably, X is a divalent unit (X 1 ), where R 10 and R 11 are independently hydrogen or methyl; where preferably, R 10 and R 11one of which is hydrogen and the other is methyl; and 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 where R is a (C1-C4)-alkyl substituted with p groups 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.
[0120] In another more preferred embodiment, X is a bond; and 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 (C1-C6)-alkyl (preferably (C2-C6)-alkyl) substituted with p groups 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.
[0121] In this latter alternative more preferred embodiment, (C1-C6)-alkyl in Y is preferably COR e ,CONR b R h ,CONR eS(O)R a ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 a group -C(R 101 )(R 111 )-C1-C4-alkyl, 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, but preferably R 101 and R 111 One of the groups is hydrogen and the other is methyl.
[0122] Even more preferably, X is a divalent unit (X 1 ), where R 10 and R 11 are independently hydrogen or methyl; where preferably, R 10 and R 11 one of which is hydrogen and the other is methyl; and 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 a (C1-C4)-alkyl substituted with p groups selected from the group consisting of CO2R e R in eis hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl or (C2-C4)-alkynyl; 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 b1SO2NR 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 heterocycle; and p is 1 or 2, preferably 1.
[0123] In another even more preferred embodiment, X is a bond; and 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 (C1-C6)-alkyl (preferably (C2-C6)-alkyl) substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; benzyl or (C2-C4)-alkynyl; 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 eS(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 heterocycle; and p is 1 or 2, preferably 1.
[0124] In this latter alternative even more preferred embodiment, (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 Rb3 a group -C(R 101 )(R 111 )-C1-C4-alkyl, 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, but preferably R 101 and R 111 One of the groups is hydrogen and the other is methyl.
[0125] especially, X is CH(CH); and 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 a (C1-C4)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group; benzyl or (C2-C4)-alkynyl; 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 heterocycle; and p is 1 or 2, preferably 1.
[0126] In another specific embodiment, X is a bond; and Y is CO2R e ,CONR b R h ,CONR e S(O)R a ,CONR e SO2R a and CONR b1 SO2NR b2 R b3CH(CH3)-(C1-C4)-alkyl substituted by p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group; benzyl or (C2-C4)-alkynyl; 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 heterocycle; and p is 1 or 2, preferably 1.
[0127] More particularly, X is CH(CH); and Y is CO2R e ,CONR b R h ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 is a (C1-C4)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group; benzyl or (C2-C4)-alkynyl; in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen; CONR b R h R in h is (C1-C3)-alkoxy; CONR e S(O)R a R in e is hydrogen; CONR e S(O)R a R in a is (C1-C6)-alkyl; CONR e SO2R a R in e is hydrogen; CONR e SO2R a R in a is (C1-C6)-alkyl or (C1-C3)-haloalkyl; CONRb1 SO2NR b2 R b3 R in b1 is hydrogen or (C1-C3)-alkyl; CONR b1 SO2NR b2 R b3 R in b2 is (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 6-membered N-bonded heterocycle (= piperidin-1-yl); and p is 1.
[0128] In another preferred embodiment, -XY together form a group of formula (XY1) or (XY2) [ka] forming a group of # is NR 8 indicates the point of attachment to; R A , R B , R C , R D , R E and R F are each independently 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 Etogether with the carbon atoms to which they are attached form a 3-, 4-, 5- or 6-membered saturated or partially unsaturated carbocyclic ring.
[0129] R in groups (XY1) and (XY2) e is preferably hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; in particular hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more in particular hydrogen or (C1-C6)-alkyl; and especially (C1-C6)-alkyl.
[0130] More preferably, In the group of formula (XY1), R A is hydrogen or methyl; and R B , R C and R D is hydrogen; and In the group of formula (XY2), R A is hydrogen or methyl; and 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; and R B , R C , R D and R F is hydrogen; and R eis hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl, preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a CN substituent, benzyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; in particular (C1-C4)-alkyl.
[0131] Even more preferably, in XY1, R A is methyl; and R B , R C and R D is hydrogen; In XY2, R A is methyl; and 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 five-membered partially unsaturated carbocyclic ring; and R B , R C , R D and R F is hydrogen; and R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a CN substituent, benzyl, (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; in particular (C1-C4)-alkyl.
[0132] In another preferred embodiment, -XY together form a group of formula (XY1) or (XY2) [ka] forming a group of # is NR 8 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.
[0133] where R e is preferably hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; in particular hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; more in particular hydrogen or (C1-C6)-alkyl and especially (C1-C6)-alkyl.
[0134] 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; and R B , R C , R D and R F is hydrogen; and R e is (C1-C4)-alkyl.
[0135] In a particular embodiment, in compounds of formula (I), the substituents have the meanings given below: R 1 is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or X is a bond; and Y is Z; Z contains one oxygen atom as a ring member and p groups COR e and R is a 5- or 6-membered saturated or partially unsaturated heterocycle substituted with e is hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or X is a divalent group (X 1 ) and R 10 and R 11 are, independently of one another, hydrogen or (C1-C6)-alkyl; and Y is COR e ,CONRb R h ,CONR e S(O)R a ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano group, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; 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 Rb3 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 heterocycle; and p is 1 or 2, preferably 1.
[0136] In more particular embodiments, in compounds of formula (I), the substituents have the meanings given below: R 1 is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR eand R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; or X is a divalent group (X 1 ) and R 10 and R 11 are, independently of one another, hydrogen or (C1-C6)-alkyl; and 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 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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 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 heterocycle; and p is 1 or 2, preferably 1.
[0137] In even more particular embodiments, in compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; or X is a divalent group (X 1 ) and R 10 and R 11 are, independently of one another, hydrogen or (C1-C6)-alkyl; and 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 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in eis hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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 heterocycle; and p is 1 or 2, preferably 1.
[0138] In a specific embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl; or X is a divalent group (X 1 ) and R 10 and R 11are, independently of one another, hydrogen or (C1-C6)-alkyl; and 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 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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 eis 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 heterocycle; and p is 1 or 2, preferably 1.
[0139] In more specific embodiments, in compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8is hydrogen; X is a bond; and Y is Z; Z is a group COR e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; or X is a divalent group (X 1 ) and R 10 and R 11 one of which is hydrogen and the other is methyl; and 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 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano group, (C2-C4)-alkynyl or phenyl-(C1-C2)-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 ina 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 heterocycle; and p is 1.
[0140] In a very specific embodiment, 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 or halogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7is (C1-C4)-alkyl or (C3-C4)-cycloalkyl; R 8 is hydrogen; and X is a bond; and Y is Z; Z is a group COR e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group; benzyl is (C3-C6)-cycloalkyl; or X is a divalent group (X 1 ) and R 10 is hydrogen and R 11 is methyl; and Y is COR e ,CONR b R h ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 and (C1-C4)-alkyl substituted with p groups selected from the group consisting of: CO2R e R in e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group, benzyl or (C2-C4)-alkynyl; in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen; CONR b R h R in h is (C1-C3)-alkoxy; CONR e SO2R a R in e is hydrogen; CONR e SO2R a R in a is (C1-C6)-alkyl; CONR b1 SO2NR b2 R b3 R in b1is hydrogen; 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 six-membered N-linked heterocyclic ring; and p is 1.
[0141] In another particular embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by eis hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl, preferably hydrogen or (C1-C6)-alkyl; or Z contains one oxygen atom as a ring member and p groups COR e and R is a 5- or 6-membered saturated or partially unsaturated heterocycle substituted with 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 a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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; CONRe 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 heterocycle; and p is 1 or 2, preferably 1.
[0142] In another more particular embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is hydrogen; R 2 is hydrogen or halogen; R 3is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; 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 a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in eis hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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 heterocycle; and p is 1 or 2, preferably 1.
[0143] In another even more particular embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; 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 a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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; CONRb1 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 heterocycle; and p is 1 or 2, preferably 1.
[0144] In another specific embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e and R is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring (preferably a 5-membered partially unsaturated carbocyclic ring) substituted by eis hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; in particular 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 a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally having a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl; or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl, phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; more preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl having a cyano group; (C2-C4)-alkynyl or phenyl-(C1-C2)-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 heterocycle; and p is 1 or 2, preferably 1.
[0145] In more specific embodiments, in compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl, (C1-C6)-alkyl carrying a cyano group; phenyl-(C1-C2)-alkyl or (C3-C6)-cycloalkyl; 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 a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; preferably hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano group, (C2-C4)-alkynyl or phenyl-(C1-C2)-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 ais (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 heterocycle; and p is 1.
[0146] In a very specific embodiment, 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 or halogen; R 5 is hydrogen or halogen; R 6 is hydrogen; R 7is (C1-C4)-alkyl or (C3-C4)-cycloalkyl; R 8 is hydrogen; and X is a bond; and Y is Z; Z is a group COR e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group; benzyl is (C3-C6)-cycloalkyl; or Y is CO2R e ,CONR b R h ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 is a (C1-C6)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a cyano group, benzyl or (C2-C4)-alkynyl; in particular (C1-C6)-alkyl; CONR b R h R in b is hydrogen; CONR b R h R in h is (C1-C3)-alkoxy; CONR e SO2R a R in e is hydrogen; CONR e SO2R a R in a is (C1-C6)-alkyl; CONR b1 SO2NR b2 R b3 R in b1 is hydrogen; CONR b1 SO2NR b2 R b3 R inb2 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 six-membered N-linked heterocyclic ring; and p is 1.
[0147] In the above specific and particular embodiments, the five-membered partially unsaturated carbocyclic ring Z is preferably ring Z 9 (illustrated below), where # indicates the point of attachment to the rest of the molecule, and R x is CO2R e is.
[0148] In another particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is 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; in particular halogen, preferably hydrogen or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; and -XY together represent the formula (XY1) or (XY2) [ka] forming a group of # is NR 8 indicates the point of attachment to; R A , R B , R C , R D , R E and R F are each independently 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.
[0149] where R e is preferably hydrogen, (C1-C6)-alkyl optionally bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C3)-alkyl; in particular hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or phenyl-(C1-C2)-alkyl; in particular hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl bearing a cyano substituent; (C3-C6)-cycloalkyl; (C2-C4)-alkynyl or benzyl; more in particular hydrogen or (C1-C6)-alkyl, and especially (C1-C6)-alkyl.
[0150] Preferably, In XY1, R A is hydrogen or methyl; and R B , R C and R D is hydrogen; or In XY2, R A is hydrogen or methyl; and 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- or 6-membered saturated or partially unsaturated carbocyclic ring; preferably a 5-membered partially unsaturated carbocyclic ring; and R B , R C , R D and R F is hydrogen; and R e is hydrogen, (C1-C6)-alkyl, (C1-C2)-alkyl with a CN substituent; phenyl-(C1-C2)-alkyl (for example benzyl), (C2-C4)-alkynyl or (C3-C6)-cycloalkyl; in particular is hydrogen or (C1-C6)-alkyl, especially (C1-C4)-alkyl.
[0151] In another particular embodiment, in the compounds of formula (I), the substituents have the following meanings: R 1 is 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 5is hydrogen, halogen, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy or (C1-C3)-haloalkoxy; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; -XY together represent the formula (XY1) or (XY2) [ka] forming a group of # is NR 8 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.
[0152] where R e is preferably hydrogen, (C1-C6)-alkyl or (C3-C6)-cycloalkyl; in particular hydrogen or (C1-C6)-alkyl; in particular (C1-C6)-alkyl.
[0153] Preferably, -XY forms XY2, R A and R Etogether 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; preferably a 5-membered saturated or partially unsaturated heterocyclic ring containing one oxygen atom as a ring member; and R B , R C , R D and R F is hydrogen; and R e is (C1-C4)-alkyl.
[0154] More particularly, in the compounds of formula (I), the substituents have the following meanings: R 1 is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen or (C1-C6)-alkyl; or X is CH(CH); and Y is COR e ,CONR b R h ,CONR e S(O)Ra ,CONR e SO2R a and CONR b1 SO2NR b2 R b3 is a (C1-C4)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is (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 heterocycle; and p is 1 or 2, preferably 1.
[0155] Specifically, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; and Y is Z; Z is a group COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen or (C1-C6)-alkyl; or X is CH(CH); and 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 a (C1-C4)-alkyl substituted with p groups selected from the group consisting of CO2R e R in e is (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 heterocycle; and p is 1 or 2, preferably 1.
[0156] In another more particular embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is 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 CH(CH3)-(C1-C4)-alkyl substituted by p groups selected from the group consisting of CO2R e R in e is (C1-C6)-alkyl; CONR b Rh 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 heterocycle; and p is 1 or 2, preferably 1.
[0157] In another specific embodiment, in the compounds of formula (I), the substituents have the meanings given below: R 1 is 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 or halogen; R 6 is hydrogen; R 7 is (C1-C6)-alkyl or (C3-C6)-cycloalkyl; R 8 is hydrogen; X is a bond; Y is Z; Z is a group COR e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted by R e is 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 CH(CH3)-(C1-C4)-alkyl substituted by p groups selected from the group consisting of CO2R e R in e is (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 heterocycle; and p is 1 or 2, preferably 1.
[0158] R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 However, compounds (I) having the meanings defined in each row of Table A below are particularly preferred.
[0159]
Table 1
[0160]
Table 2
[0161]
Table 3
[0162]
Table 4
[0163]
Table 5
[0164]
Table 6
[0165]
Table 7
[0166]
Table 8
[0167]
Table 9
[0168]
Table 10
[0169]
Table 11
[0170]
Table 12
[0171]
Table 13
[0172]
Table 14
[0173]
Table 15
[0174] Table 16
[0175] Table 17
[0176] Table 18
[0177] Table 19
[0178] Table 20
[0179] Table 21
[0180] [Table 22]
[0181] [Table 23]
[0182] [Table 24]
[0183] [Table 25]
[0184] [Table 26]
[0185] [Table 27]
[0186] [Table 28]
[0187] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)OH.
[0188] For a single compound, R 1 , R 6 and R8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH3.
[0189] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH3.
[0190] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH2CH3.
[0191] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH(CH3)2.
[0192] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH2CH2CH3.
[0193] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH(CH3)CH2CH3.
[0194] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH(CH3)2.
[0195] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)OC(CH3)3.
[0196] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CN.
[0197] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CHF2.
[0198] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH2F.
[0199] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CF3.
[0200] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2CH=CH2.
[0201] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)O-CH2C≡CH.
[0202] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0203] For a single compound, R 1 , R 6and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)O-cyclopropyl.
[0204] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)O-cyclobutyl.
[0205] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)O-cyclopentyl.
[0206] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)O-cyclohexyl.
[0207] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)OH.
[0208] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH3.
[0209] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH3.
[0210] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH2CH3.
[0211] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH(CH3)2.
[0212] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH2CH2CH3.
[0213] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH(CH3)CH2CH3.
[0214] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH(CH3)2.
[0215] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)OC(CH3)3.
[0216] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CN.
[0217] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CHF2.
[0218] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH2F.
[0219] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CF3.
[0220] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2CH=CH2.
[0221] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2C≡CH.
[0222] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0223] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2CH2-C(=O)O-cyclopropyl.
[0224] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2CH2-C(=O)O-cyclobutyl.
[0225] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2CH2-C(=O)O-cyclopentyl.
[0226] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2CH2-C(=O)O-cyclohexyl.
[0227] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-CH3.
[0228] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-CH2CH3.
[0229] For a single compound, R1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-OCH3.
[0230] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-OCH2CH3.
[0231] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CH.
[0232] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCH.
[0233] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH3)—CH2—C(═O)NH—S(O)—CF3.
[0234] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.
[0235] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.
[0236] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH3)—CH2—C(═O)NH—S(O)—CH2CF3.
[0237] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CH.
[0238] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-S(O)2-CH2CH3.
[0239] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-S(O)2-CH2CH2CH3.
[0240] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CH(CH)
[0241] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-S(O)2-CH2CH2CH2CH3.
[0242] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)NH-S(O)2-CH(CH3)CH2CH3.
[0243] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCH(CH)
[0244] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean —CH(CH)—CH—C(═O)NH—S(O)—C(CH)
[0245] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)NH-S(O)2-CF3.
[0246] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.
[0247] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCHF.
[0248] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—CHCF.
[0249] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH.
[0250] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCH.
[0251] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCHCH.
[0252] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH(CH)
[0253] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCHCHCHCH.
[0254] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CH(CH)CHCH.
[0255] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)CHCH(CH)
[0256] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(H)C(CH)
[0257] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH).
[0258] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCH.
[0259] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCHCH.
[0260] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CH(CH)
[0261] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means -CH(CH3)-CH2-C(=O)NH-S(O)2-N(CH3)CH2CH2CH2CH3.
[0262] For a single compound, R 1 , R6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH3)—CH2—C(═O)NH—S(O)2—N(CH3)CH(CH3)CH2CH3.
[0263] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH)CHCH(CH)
[0264] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A, and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)—N(CH)C(CH)
[0265] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)-piperidin-1-yl.
[0266] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)-piperazin-1-yl.
[0267] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 Particularly preferred are further compounds (I) in which X has the meaning defined in the single row of Table A and XY in combination mean -CH(CH3)-CH2-C(=O)NH-S(O)2-morpholin-4-yl.
[0268] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in the single row of Table A and XY in combination means —CH(CH)—CH—C(═O)NH—S(O)-thiomorpholin-4-yl.
[0269] For a single compound, R 1 , R 6 and R8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0270] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0271] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0272] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0273] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0274] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0275] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0276] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 1 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0277] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0278] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0279] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0280] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0281] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0282] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0283] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0284] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 2 ), where # indicates the point of attachment to the rest of the molecule, and Rx is -C(=O)O-CH2C≡CH (CH2C≡CH=propargyl).
[0285] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0286] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0287] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0288] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0289] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0290] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0291] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0292] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 3 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0293] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0294] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0295] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0296] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0297] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0298] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0299] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0300] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 4 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0301] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0302] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0303] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0304] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0305] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0306] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0307] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0308] For a single compound, R 1 , R 6 and R 8is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 5 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0309] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0310] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0311] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0312] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0313] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0314] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0315] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0316] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 6 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0317] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0318] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0319] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0320] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0321] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0322] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0323] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0324] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 7 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0325] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0326] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0327] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0328] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0329] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0330] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0331] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0332] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 8 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0333] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0334] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0335] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0336] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0337] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0338] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 Particularly preferred are further compounds (I) in which Rx means a ring of the formula: Rx = ...
[0339] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0340] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 9 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0341] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0342] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0343] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0344] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0345] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0346] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0347] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3, R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0348] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 10 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0349] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0350] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0351] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0352] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0353] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R xFurther compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0354] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0355] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0356] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 11 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0357] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0358] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0359] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0360] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0361] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0362] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0363] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0364] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 12 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0365] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0366] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0367] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0368] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0369] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0370] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0371] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0372] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 13 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0373] For a single compound, R 1 , R6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0374] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0375] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0376] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0377] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0378] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0379] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0380] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 14 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0381] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0382] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0383] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0384] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0385] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0386] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0387] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0388] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 15 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0389] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0390] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0391] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0392] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0393] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0394] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0395] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0396] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 16 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0397] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0398] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0399] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0400] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0401] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0402] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0403] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0404] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 17 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0405] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0406] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0407] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0408] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0409] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0410] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0411] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0412] For a single compound, R 1 , R 6 and R 8is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 18 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0413] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0414] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0415] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0416] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0417] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0418] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0419] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0420] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 19 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0421] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0422] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0423] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0424] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0425] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0426] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0427] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0428] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 20 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0429] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0430] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0431] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0432] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0433] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0434] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0435] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0436] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 21 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0437] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0438] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0439] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0440] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0441] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0442] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0443] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0444] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 22 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0445] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0446] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0447] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0448] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0449] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0450] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0451] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0452] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 23 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0453] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0454] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0455] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0456] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0457] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R xFurther compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0458] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0459] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0460] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 24 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0461] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0462] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0463] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0464] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0465] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0466] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0467] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0468] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 25 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0469] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0470] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0471] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0472] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0473] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0474] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0475] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0476] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 26 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0477] For a single compound, R 1 , R6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0478] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0479] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0480] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0481] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0482] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0483] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0484] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 27 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0485] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0486] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0487] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0488] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0489] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0490] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0491] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0492] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 28 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0493] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0494] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0495] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0496] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0497] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0498] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0499] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0500] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 29 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0501] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0502] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0503] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0504] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0505] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0506] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0507] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0508] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 30 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0509] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0510] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0511] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0512] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0513] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0514] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0515] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0516] For a single compound, R 1 , R 6 and R 8is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 31 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0517] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0518] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0519] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0520] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0521] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0522] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R xParticularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0523] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0524] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 32 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0525] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0526] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0527] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0528] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0529] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0530] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0531] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0532] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 33 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0533] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0534] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0535] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0536] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0537] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0538] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0539] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0540] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 34 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0541] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0542] For a single compound, R 1 , R 6 and R 8 is hydrogen and R2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0543] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0544] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0545] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0546] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0547] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0548] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 35 ), where # indicates the point of attachment to the rest of the molecule, and Rx Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl).
[0549] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is -C(=O)OH are particularly preferred.
[0550] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 3 are particularly preferred.
[0551] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 CH 3 .
[0552] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH(CH 3 ) 2 .
[0553] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Further compounds (I) wherein is —C(═O)O—CH 2 CN are particularly preferred.
[0554] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I), wherein is -C(=O)O-cyclobutyl.
[0555] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is -C(=O)O-CH2C6H5 (CH2C6H5=benzyl).
[0556] For a single compound, R 1 , R 6 and R 8 is hydrogen and R 2 , R 3 , R 4 , R 5 and R 7 has the meaning defined in a single row of Table A, and XY, in combination, is a compound of the formula (Z 36 ), where # indicates the point of attachment to the rest of the molecule, and R x Particularly preferred are further compounds (I) wherein is —C(═O)O—CH 2 C≡CH (CH 2 C≡CH=propargyl). [ka] [ka] [ka]
[0557] Ring Z 1 ~Z 36 Among them, Ring Z 9 is particularly preferred.
[0558] The compounds of formula (I) according to the invention can be prepared by standard processes of organic chemistry, for example the following processes: [ka]
[0559] The compounds of formula (I) can 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.
[0560] 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). 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. Preferably, the reaction is carried out at room temperature. Preferably, the organic base is triethylamine or N,N-diisopropylethylamine. [ka]
[0561] 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) isP When is benzyl, the ester can be cleaved using palladium on charcoal (0.001 to 1 equivalent) and hydrogen gas as a catalyst at temperatures between 0°C and reflux. Preferably, the reaction is carried out at room temperature. Typically, an organic solvent is used. Preferably, THF, methanol, or ethanol is used.
[0562] Compounds of formula (IV) are commercially available or can be prepared by standard methods. For example, esters (IV) can be prepared according to the method described in Organometallics 2001, 20(22), 4675-4682. For example, they can be prepared from carboxylic acids (VI) and commercially available amines (V) using a base and a coupling reagent. [ka]
[0563] 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]
[0564] Carboxylic acids (VI) may be prepared from the corresponding diesters by selective cleavage of one ester group. q When 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 used. The reaction is carried out at a temperature between 0°C and 100°C, preferably at room temperature.
[0565] Alternatively, trimethyltin hydroxide (e.g., 1 equivalent) in 1,2-dichloroethane may be used at room temperature to reflux temperature, preferably under reflux (as described in Angew. Chem. Int. Ed., 2005, 44:1378-1382), preferably at reflux temperature. q When is benzyl, the ester can be cleaved using palladium on charcoal (0.001 to 1 equivalent) and hydrogen gas as a catalyst at temperatures between 0°C and reflux. Preferably, the reaction is carried out at room temperature. Typically, an organic solvent is used. Preferably, THF, methanol, or ethanol is used.
[0566] The diesters (VII) are commercially available or can be prepared by standard methods of organic chemistry. [ka]
[0567] Amines of formula (XIII) can be prepared from commercially available lactams (XIV), which can be prepared by alkylation as described in Org. Process Res. Dev. 2018, 22, 337-343, and commercially available alcohols (XV), using thionyl chloride (2 equivalents) as described in Tetrahedron Lett. 2001, 42, 1347-1350. This reaction is typically carried out in the coupling alcohol (XV) as a solvent. This reaction is carried out at a temperature between 0°C and reflux. Preferably, this reaction is carried out at room temperature.
[0568] To broaden the spectrum of action, the compounds of formula (I) may be mixed with many representatives of other herbicidal 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 ... Herbicides from the classes of zolines, phenylpyridazines, phosphinates, 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.
[0569] It may be more advantageous 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, such as agents for controlling pests or plant pathogenic fungi or bacteria.Also, the compatibility with mineral salt solutions used to treat nutrient and trace element deficiencies is also interesting.Other additives, such as non-phytotoxic oils and concentrated oils, may also be added.
[0570] 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).
[0571] 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).
[0572] Examples of herbicides B that can be used in combination with compounds A of formula (I) according to the invention are:
[0573] b1) From the group of the lipid biosynthesis inhibitors: ACC inhibitor herbicides (ACC-herbicide), for example, alloxydim, alloxydim sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop- Methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, 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 (CAS 1312337-72-6; 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-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 (CAS 1033760-55-2); 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonate methyl ester (CAS 1312337-51-1;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 1033760-58-5);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;
[0574] b2) From the group of ALS inhibitors: Sulfonylureas, such as 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, a preferred embodiment of the present invention relates to a composition comprising at least one imidazolinone herbicide.
[0575] 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)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one; (CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-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), triazine herbicides such as chlorotriazine, triazinones, triazinediones, methylthiotriazines and pyridazinones, for example, 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, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, methox Herbicides include but are not limited to: thiadiazuron, monolinuron, nebulon, siduron, tebuthiuron, and thiadiazuron; phenylcarbamates such as desmedipham, karbutilat, phenmedipham, and phenmedipham ethyl; nitrile herbicides such as bromofenoxime, bromoxynil, and its salts and esters, and ioxynil and its salts and esters; uracils such as bromacil, lenacil, and terbacil; bentazone and bentazone sodium; pyridate, pyridafol, pentanochlor and propanil; and photosystem I inhibitors 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, an equally preferred embodiment of the present invention relates to a composition comprising at least one nitrile herbicide.
[0576] 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-fluoro 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).
[0577] 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 agents 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).
[0578] b6) From the group of the EPSP synthase inhibitors: Glyphosate, glyphosate isopropylammonium, glyphosate potassium salt and glyphosate trimesium salt (sulfosate).
[0579] b7) From the group of the glutamine synthetase inhibitors: Viranafos (Bialaphos), Viranafos sodium, Glufosinate, Glufosinate P and Glufosinate ammonium.
[0580] b8) From the group of the DHP synthase inhibitors: Ashram.
[0581] b9) From the group of the mitotic inhibitors: Compounds of group K1: 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 group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham, of which compounds of group K1, in particular dinitroaniline, are preferred.
[0582] 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 anilophos, 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; Of the VLCFA inhibitors, chloroacetamide and oxyacetamide are preferred.
[0583] 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 (CAS 175899-01-1).
[0584] b12) From the group of the uncoupler herbicides: Dinoseb, dinoterb and DNOC and their salts.
[0585] b13) From the group of the auxin herbicides: 2,4-D and its salts and esters, for example, clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts, for example, 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, flopyruxifen auxifen), fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen 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, florpiraxifen, florpiraxifen-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).
[0586] b14) From the group of the auxin transport inhibitors: diflufenzopyr, diflufenzopyr sodium, naptalam and naptalam sodium.
[0587] 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 tridiphane.
[0588] Furthermore, it may be useful to apply the compound of formula (I) in combination with a safener. A safener 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 either before sowing (planting) the useful plants (for example, seed treatment, shoot or seedling), or as a pre-emergence or post-emergence application. The safener and the compound of formula (I) and optional herbicide B can be applied simultaneously or sequentially.
[0589] In another embodiment of the invention, the combination according to the invention comprises at least one compound of formula (I) and at least one safener C (component C).
[0590] 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, phosphothiolates 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.
[0591] Examples of antidote compounds 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).
[0592] The active compounds B and C of groups b1) to b15) 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.
[0593] 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, it is assigned to only one mechanism of action.
[0594] 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.
[0595] The formulations contain 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.
[0596] 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.
[0597] The formulations can be 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.
[0598] 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.
[0599] 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.
[0600] 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.
[0601] 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).
[0602] 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.
[0603] 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, can 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.
[0604] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds having 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 metal salts of polyacrylic acid or polyacid comb polymers. Examples of polybasics are polyvinylamine or polyethyleneamine.
[0605] 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 described in Knowles, Adjuvants and Additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
[0606] Suitable thickening agents are polysaccharides (eg xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates and silicates.
[0607] Suitable fungicides are bronopol and isothiazolinone derivatives, such as alkylisothiazolinones and benzisothiazolinones.
[0608] Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.
[0609] Suitable antifoaming agents are silicones, long chain alcohols and salts of fatty acids.
[0610] Suitable colorants (e.g., red, blue, or green) are low-water-soluble pigments and water-soluble dyes, examples of which include inorganic colorants (e.g., iron oxide, titanium oxide, ferricyanide) and organic colorants (e.g., alizarin, azo, and phthalocyanine colorants).
[0611] Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes and cellulose ethers.
[0612] Examples of types of formulations and their preparation methods are as follows:
[0613] i) Water-soluble concentrate (SL, LS) 10 to 60% by weight of a compound of formula (I) according to the 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 (for example, an alcohol alkoxylate), are dissolved in water and / or a water-soluble solvent (for example, an alcohol) in a remaining amount up to 100% by weight. The active substance dissolves upon dilution with water.
[0614] 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 (for example, polyvinylpyrrolidone) are dissolved in a remaining amount up to 100% by weight of an organic solvent (for example, cyclohexanone). Upon dilution with water, a dispersion is obtained.
[0615] 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 being up to 100% by weight. Upon dilution with water, an emulsion is obtained.
[0616] iv) Emulsions (EW, EO, ES) 5 to 40% by weight of a compound of formula (I) or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicide compound B (component B) according to the present invention and safener 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.
[0617] v) Suspension (SC, OD, FS) In a stirred ball mill, 20 to 60% by weight of a compound of formula (I) according to the 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. Dilution with water results in a stable suspension of the active substance. For FS-type formulations, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.
[0618] vi) Water-dispersible granules and water-soluble granules (WG, SG) 50 to 80% by weight of a compound of formula (I) according to the 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 by means of technical equipment (e.g., extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
[0619] 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 100% by weight of a solid carrier (e.g., silica gel). Dilution with water gives a stable dispersion or solution of the active substance.
[0620] viii) Gel (GW, GF) In a stirred ball mill, 5 to 25% by weight of a compound of formula (I) according to the 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.
[0621] iv) Microemulsion (ME) To 5-20% by weight of a compound of formula (I) or a combination comprising at least one compound of formula (I) (component A) and at least one further compound selected from herbicide compound B (component B) and safener C (component C) according to the invention, 5-30% by weight of a blend of organic solvents (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a blend of surfactants (e.g., alcohol ethoxylate and arylphenol ethoxylate), and water to make up 100%. The mixture is stirred for 1 hour, and a thermodynamically stable microemulsion spontaneously forms.
[0622] iv) Microcapsules (CS) An oil phase containing 5 to 50% by weight of a compound of formula (I) or a combination comprising at least one compound of formula (I) (component A) and at least one additional compound selected from herbicide compound B (component B) and safener C (component C) according to the present invention, 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 poly(meth)acrylate microcapsules. 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.
[0623] ix) Powder (DP, DS) 1 to 10% by weight of a compound of formula (I) or a combination of at least one compound of formula (I) (component A) with at least one further compound selected from herbicide compound B (component B) and safener C (component C) according to the invention is finely ground and intimately mixed with a total of 100% by weight of a solid carrier (for example finely divided kaolin).
[0624] x) Granules (GR, FG) 0.5 to 30% by weight of a compound of formula (I) or a combination of at least one compound of formula (I) (component A) with at least one further compound selected from herbicide compound B (component B) and safener C (component C) according to the invention is finely ground and combined with a total of 100% by weight of a solid carrier (e.g., silicate). Granulation is carried out by extrusion, spray drying or fluidized bed.
[0625] xi) Ultra-low volume liquids (UL) 1 to 50% by weight of a compound of formula (I) or a combination of at least one compound of formula (I) (component A) with at least one further compound selected from a herbicide compound B (component B) according to the invention and a safener C (component C) is dissolved in an organic solvent (e.g., an aromatic hydrocarbon) to make up 100% by weight.
[0626] 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.
[0627] 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).
[0628] The compound of formula (I) is used with a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
[0629] For the treatment of plant seeds, especially seeds, seed treatment solutions (LS), emulsions (SE), flowable formulations (FS), dry seed treatment powders (DS), wettable powders for seed treatment (WS), water-soluble powders for seed treatment (SS), emulsions for seed treatment (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 (see below).
[0630] Methods for applying the compound of formula (I), its formulations and / or combinations to plant seeds, especially seeds, include dressing, covering, pelleting, dusting, soaking and furrow application to the seedlings. Preferably, the compound of formula (I), its formulations and / or combinations are applied to the plant seeds by a method that does not induce germination, such as seed dressing, pelleting, coating and dusting, respectively.
[0631] Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients, and further pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, antidotes) can be added to the compounds of formula (I), formulations and / or combinations containing them as premixes 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.
[0632] The user typically applies the compounds of formula (I) according to the invention, formulations and / or combinations containing them from a pre-dosing device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation device. The formulation is typically brought to the desired application concentration with water, buffers, and / or further adjuvants, thus providing a ready-to-use spray solution or a formulation according to the invention. Typically, 20 to 2000 liters, preferably 50 to 400 liters, of ready-to-use spray solution are applied per hectare of agriculturally useful area.
[0633] 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.
[0634] In a further embodiment, the individual components of a 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 auxiliaries may be added if appropriate.
[0635] In a further embodiment, any of the individual or partially premixed components of the formulation according to the invention, 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 m...
Claims
1. Formula (I): 【Chemical 1】 wherein the substituents have the meanings given below: 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 is (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 groups are each substituted with m groups selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl, and cyano); R 8 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 each independently and independently at 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 (the last four aliphatic and cycloaliphatic groups are each substituted with m groups 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 (the aliphatic or cycloaliphatic moieties of the last seven groups are fluorine, chlorine, bromine, iodine, cyano and (C 1 ~C 2 )-alkoxy; R 12 ~R 15 are each independently and independently at 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 (the last six aliphatic, cycloaliphatic, aromatic and heteroaromatic groups are each substituted with m groups 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 (the aliphatic or cycloaliphatic moieties of the last seven groups are fluorine, chlorine, bromine, iodine, cyano and (C 1 ~C 2 )-alkoxy) and substituted with m groups from the group consisting of: Is Y Z? or (C 1 ~C 12 )-alkyl, (C 3 ~C 8 )-cycloalkyl, (C 2 ~C 12 )-alkenyl or (C 2 ~C 12 )-alkynyl (the last four aliphatic and cycloaliphatic groups are each R b , R c , R e and R f and is substituted with m groups 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 S (O) 2 R e , N.R. b1 SO 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 and further substituted with p groups 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, formed from r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, which is R b , R c , R e and R f m groups 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; R a are each independently 1 ~C 6 )-alkyl, (C 2 ~C 4 )-alkynyl or (C 3 ~C 6 )-cycloalkyl, which are fluorine, chlorine, bromine, iodine, cyano, hydroxy, and (C 1 ~C 3 )-alkoxy; R b , R b1 and R b2 are each independently 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 form a saturated 3-, 4-, 5-, 6- or 7-membered N-linked heterocycle, which contains as ring members N, O, S, S(O) and S(O) 2 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 (the aliphatic or cycloaliphatic portions of the last three groups 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 (the last seven groups are 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 groups selected from the group consisting of alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl; 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 (the last six groups are 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. Compounds of the formula (I), including agriculturally acceptable salts, stereoisomers and tautomers thereof; however, 2-methyl-N 1 -phenyl-N 3 -[1-[(2-phenylacetyl)amino]ethyl]propanediamide; Carbamic acid [(2S,3S)-3-hydroxy-2-[[2-methyl-1,3-dioxo-3-[[3-(trifluoromethyl)phenyl]amino]propyl]amino]4-hexynyl]-phenylmethyl ester; 2-methyl-N 1 -phenyl-N 3 -[1-[(2-phenylacetyl)amino]ethyl]propanediamide; {(2S,3S)-3-Hydroxy-2-[2-(3-trifluoromethyl-phenylcarbamoyl)-propionylamino]-hex-4-ynyl}-carbamic acid benzyl ester Excluding compounds.
2. The following conditions (a), (b), (c), and (d): (a) R 1 is hydrogen; and R 8 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; (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; preferably, R 3 and R 5 are, independently of each other, hydrogen or halogen; (d) R 4 is hydrogen or halogen The compound according to 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 8 is hydrogen; (b) R 2 is hydrogen or halogen; and R 6 is hydrogen or halogen; preferably, R 2 is hydrogen, 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; preferably, R 3 and R 5 are, independently of each other, hydrogen or halogen; (d) R 4 is hydrogen or halogen The compound according to claim 2, wherein one, two, three or all four of the following apply:
4. R 7 However, (C 1 ~C 6 )-alkyl, (C 3 ~C 6 )-cycloalkyl or (C 2 ~C 6 2. The compound of claim 1, wherein the aryl group is aryl.
5. R 7 However, (C 1 ~C 6 )-alkyl or (C 3 ~C 6 )-cycloalkyl; preferably (C 1 ~C 6 )-alkyl; more preferably, methyl or ethyl.
6. The substituent is: X is a bond; and Y is Z; Z 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 a 3-, 4-, 5- or 6-membered saturated, partially unsaturated or fully unsaturated carbocyclic ring, excluding phenyl, whose carbon ring atoms bear n oxo groups; or Z 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 atoms bear n oxo groups; preferably containing one oxygen atom as a ring member and p groups CO 2 R e saturated or partially unsaturated 5- or 6-membered heterocycles substituted with e is hydrogen or (C 1 ~C 6 )-alkyl); more preferably, it contains one oxygen atom as a ring member and p groups CO 2 R e a saturated or partially unsaturated 5-membered heterocycle substituted with e is hydrogen or (C 1 ~C 6 )-alkyl) 2. A compound according to claim 1 having the meaning given in
7. Z is a group CO 2 R e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted with R e may have hydrogen or a cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 2 )-alkyl or (C 3 ~C 6 )-cycloalkyl; preferably p groups CO 2 R e is a 5- or 6-membered partially unsaturated carbocyclic ring substituted with R e may have hydrogen or a cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 2 )-alkyl or (C 3 ~C 6 7. The compound of claim 6, wherein the aryl group is aryl-cycloalkyl.
8. Z is a group CO 2 R e is a 5-membered partially unsaturated carbocyclic ring substituted with R e may have hydrogen or a cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 2 )-alkyl or (C 3 ~C 6 )-cycloalkyl; preferably one group CO 2 R e is a 5-membered partially unsaturated carbocyclic ring substituted with R e may have hydrogen or a cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 2 )-alkyl or (C 3 ~C 6 8. The compound of claim 7, wherein the aryl group is aryl-cycloalkyl.
9. The 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 preferably independently 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, 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 R a , R b , R b1 , R b2 , R b3 , R e and R h is as defined in claim 1, but preferably CO 2 R e R in e has hydrogen and optionally a cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 4 )-alkynyl, (C 2 ~C 4 )-alkynyl or (C 3 ~C 6 )-cycloalkyl; 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 heterocycle 2. The compound of claim 1 having the formula:
10. The substituents have the following meanings: X is a divalent unit (X 1 ), where R 10 is hydrogen, and R 11 is 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 (C 1 ~C 4 )-alkyl, where R a , R b , R b1 , R b2 , R b3 , R e and R h is as defined in claim 1, but preferably CO 2 R e R in e is hydrogen, (C 1 ~C 6 )-alkyl, cyano group (C 1 ~C 2 )-alkyl; benzyl or (C 2 ~C 4 )-alkynyl; 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 heterocycle 10. The compound of claim 9 having the formula:
11. 2. The compound of claim 1, wherein p is 1 or 2, preferably 1.
12. The substituent is: R 1 is 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 is (C 1 ~C 6 )-alkyl or (C 3 ~C 6 )-cycloalkyl; R 8 is hydrogen; and X is a bond; and Y is Z; Z is a group selected from p groups CO 2 R e is a 5- or 6-membered saturated or partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C 1 ~C 6 )-alkyl, cyano group (C 1 ~C 6 )-alkyl; phenyl-(C 1 ~C 2 )-alkyl or (C 3 ~C 6 )-cycloalkyl; or X is a divalent group (X 1 ) and 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, CO 2 R e R in e may have hydrogen, a phenyl ring or a cyano group (C 1 ~C 6 )-alkyl; or (C 2 ~C 4 )-alkynyl; preferably (C 1 ~C 6 )-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 heterocycle; and p is 1 or 2, preferably 1 2. A compound according to claim 1 having the meaning given in
13. The substituent is: R 1 is 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 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 is (C 1 ~C 4 )-alkyl or (C 3 ~C 4 )-cycloalkyl; R 8 is hydrogen; and X is a bond; and Y is Z; Z is a group selected from p groups CO 2 R e is a 5-membered partially unsaturated carbocyclic ring substituted by R e is hydrogen, (C 1 ~C 6 )-alkyl, cyano group (C 1 ~C 2 )-alkyl; benzyl is (C 3 ~C 6 )-cycloalkyl; or X is a divalent group (X 1 ) and R 10 is hydrogen, and R 11 is methyl; and Y is CO 2 R e , C.O.R. b R h , C.O.R. e SO 2 R a and CONR b1 SO 2 NR b2 R b3 (C 1 ~C 4 )-alkyl, CO 2 R e R in e is hydrogen, (C 1 ~C 6 )-alkyl, cyano group (C 1 ~C 2 )-alkyl; benzyl or (C 2 ~C 4 )-alkynyl; preferably (C 1 ~C 6 )-alkyl; CONR b R h R in b is hydrogen; CONR b R h R in h is (C 1 ~C 3 )-alkoxy; CONR e SO 2 R a R in e is hydrogen; CONR e SO 2 R a R in a is (C 1 ~C 6 )-alkyl; CONR b1 SO 2 NR b2 R b3 R in b1 is hydrogen; 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 6-membered N-linked heterocycle; and p is 1 13. The compound according to claim 12, having the meaning given in
14. -X-Y together represent the formula (XY1) or (XY2) 【Chemistry 3】 forming a group of # is NR 8 indicates the point of attachment to R A , R B , R C , R D , R E and R F are each independently 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 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.
15. In XY1, R A is hydrogen or methyl; and R B , R C and R D is hydrogen; In XY2, R A is hydrogen or methyl; and 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- or 6-membered saturated or partially unsaturated carbocyclic ring; preferably a 5-membered partially unsaturated carbocyclic ring; and R B , R C , R D 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- 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; and R B , R C , R D and R F is hydrogen; and R e is hydrogen, (C 1 ~C 6 )-alkyl, with CN substituents (C 1 ~C 2 )-alkyl, benzyl, (C 2 ~C 4 )-alkynyl or (C 3 ~C 6 )-cycloalkyl; preferably (C 1 ~C 4 15. The compound of claim 14, wherein the aryl group is aryl. 【Chemistry 4】
16. In XY1, R A is methyl; and R B , R C and R D is hydrogen; In XY2, R A is methyl; and 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; and R B , R C , R D and R F is hydrogen; and R e is hydrogen, (C 1 ~C 6 )-alkyl, with CN substituents (C 1 ~C 2 )-alkyl, benzyl, (C 2 ~C 4 )-alkynyl or (C 3 ~C 6 )-cycloalkyl; preferably (C 1 ~C 4 16. The compound of claim 15, wherein the aryl group is aryl.
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 undesired vegetation.
20. 19. A method for controlling unwanted vegetation, comprising applying to plants, their seeds and / or their habitats 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.