New substituted pyridines as fungicides.

Abstract

The present invention relates to a compound represented by formula (I) [Formula 1] JPEG2024519813000057.jpg39170, where the variables are defined as set forth in the specification and claims. The present invention further relates to uses and compositions thereof.

Description

[Technical field]

[0001] The present invention relates to novel pyridine compounds and their N-oxides and salts as fungicides and their uses.The present invention also relates to compositions comprising at least one compound I, a method for combating plant pathogens and seeds coated with at least one compound of formula I. [Background technology]

[0002] WO2010125782, WO2009119089, JP2011148714, JP06107647 disclose some pyridine compounds. However, in many cases, especially at low application rates, the fungicidal activity of the known compounds is not satisfactory. Based on this, it was an object of the present invention to provide compounds with improved activity and / or a broader activity spectrum against phytopathogenic fungi. Another object of the present invention is to provide fungicides with improved toxicological properties or improved environmental fate properties. Summary of the Invention [Means for solving the problem]

[0003] These and further objects are achieved by the pyridine compounds of formula (I) as defined below and agriculturally preferred forms thereof. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0004] Thus, the present invention provides compounds of formula I as fungicides. [ka] (In the formula, R 1 is H; R 2is, at each occurrence, independently selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, O-C1-C6-alkyl, O-C2-C6-alkenyl, O-C2-C6-alkynyl, C3-C6-cycloalkyl; R 3 is, at each occurrence, independently selected from C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, O-C1-C6-alkyl, O-C2-C6-alkenyl, O-C2-C6-alkynyl, C3-C6-cycloalkyl; R 4 is H; R 5 is, at each occurrence, independently selected from H, F, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, phenyl, benzyl; R 5 The phenyl and benzyl moieties of 5a and is substituted with 1 to 3 groups R 5a are independently selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, O-C1-C6-alkyl; R 6 is, at each occurrence, independently selected from F, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, phenyl, benzyl; R 6 The phenyl and benzyl moieties of 6a and is substituted with 1 to 3 groups R 6aare selected independently of one another from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, O-C1-C6-alkyl; or R 5 and R 6 form together with the C atom to which they are attached a 3- to 6-membered saturated heterocycle containing 1, 2 or 3 heteroatoms from the group consisting of C3-C6-cycloalkyl or O and S, the cycloalkyl or heterocycle can be unsubstituted or substituted by halogen, C1-C6-alkyl, C1-C6-halogenalkyl; X, at each occurrence, is independently selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, O-C1-C6-alkyl, O-C1-C6-halogenalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl; n is 0, 1, 2 or 3. and its N-oxides and agriculturally acceptable salts.

[0005] N-oxides can be prepared from the compounds of the invention according to conventional oxidation methods, for example by treating compound I with an organic peroxy acid such as metachloroperbenzoic acid (see WO 03 / 64572 or J. Med. Chem. 38(11), 1892-903, 1995); or an inorganic oxidizing agent such as hydrogen peroxide (see J. Heterocyc. Chem. 18(7), 1305-8, 1981) or oxone (see J. Am. Chem. Soc. 123(25), 5962-5973, 2001). The oxidation can give pure mono-N-oxides or mixtures of different N-oxides, which can be separated by conventional methods such as chromatography.

[0006] Agriculturally acceptable salts of the compounds of formula I include in particular salts of cations or acid addition salts of acids whose cations and anions, respectively, do not adversely affect the fungicidal action of compound I. Suitable cations are therefore in particular the ions of alkali metals, preferably sodium and potassium, alkaline earth metals, preferably calcium, magnesium and barium, transition metals, preferably manganese-nickel, copper, zinc and iron, and also the ammonium ion, optionally substituted by 1 to 4 C1-C4-alkyl substituents and / or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, and also phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium and sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium.

[0007] Acceptable anions of acid addition salts are primarily chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate, which can be formed by reacting compound I with an acid of the corresponding anion, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

[0008] The compounds of formula I can exist as one or more stereoisomers. The various stereoisomers include enantiomers, diastereomers, atropisomers and geometric isomers resulting from restricted rotation about a single bond of an asymmetric group. These also form part of the subject matter of the present invention. Those skilled in the art will understand that one stereoisomer may be more active and / or may show beneficial effects when enriched with respect to other stereoisomers or separated from other stereoisomers. Furthermore, those skilled in the art know how to separate, enrich and / or selectively prepare said stereoisomers. The compounds of the present invention can exist as mixtures of stereoisomers, such as racemates, individual stereoisomers or optically active forms.

[0009] The compounds of formula I can exist in different crystalline modifications, the biological activity of which may differ, and these also form part of the subject matter of the present invention.

[0010] In terms of variables, embodiments of intermediates obtained during the preparation of compound I correspond to embodiments of the compound of formula I. The term "compound I" refers to the compound of formula I.

[0011] In the following, intermediate compounds are further described.Those skilled in the art will easily understand that the preference of substituents, particularly the preference of substituents shown in the following table for each substituent shown in this specification in relation to compound I, also applies to intermediates accordingly.Therefore, the substituents in each case, independently of each other or more preferably in combination, have the meaning as defined herein.

[0012] When synthesis gives rise to a mixture of isomers, separation is generally not necessary, since in some cases the individual isomers may be interconverted during preparation or application for use (e.g. under the action of light, acid or base), and such conversions may also occur after use, for example in the treatment of plants in treated plants or in harmful fungi to be controlled.

[0013] In the above definitions of the variables, generic names are used to generally represent the substituents of interest. n ~C m " indicates the possible number of carbon atoms in each case in the substituent or substituent moiety in question.

[0014] The term "halogen" means fluorine, chlorine, bromine and iodine.

[0015] The term "C1-C6-alkyl" means a linear or branched saturated hydrocarbon group having 1 to 6 carbon atoms, such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-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. Similarly, the term "C2-C4-alkyl" means a straight-chain or branched alkyl group having 2 to 4 carbon atoms, such as ethyl, propyl (n-propyl), 1-methylethyl (iso-propyl), butyl, 1-methylpropyl (sec.-butyl), 2-methylpropyl (iso-butyl), 1,1-dimethylethyl (tert.-butyl).

[0016] The term "C1-C6-halogen alkyl" refers to an alkyl group having 1 or 6 carbon atoms as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as defined above. Examples include "C1-C2-halogen alkyl", such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl.

[0017] The term "C1-C6-alkoxy" refers to a straight or branched alkyl group having 1 to 6 carbon atoms bonded via an oxygen at any position of the alkyl group. Examples include "C1-C4-alkoxy" groups such as methoxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy.

[0018] The term "C1-C6-halogenalkoxy" means C1-C6-alkoxy groups as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as defined above. Examples include "C1-C4-halogenalkoxy" groups, such as 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, OC2F5, 2-fluoropropoxy ... Examples of the fluoroalkyl group include 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-fluoromethyl-2-fluoroethoxy, 1-chloromethyl-2-chloroethoxy, 1-bromomethyl-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy, and nonafluorobutoxy.

[0019] The term "C2-C6-alkenyl" refers to a straight-chain or branched unsaturated hydrocarbon group having 2 to 6 carbon atoms and a double bond at any position. Examples include "C2-C4-alkenyl" groups such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl.

[0020] The term "C2-C6-halogen alkenyl" means an alkyl group having 2 or 6 carbon atoms as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as defined above.

[0021] The term "C2-C6-alkenyloxy" means a straight or branched alkenyl group having 2 to 6 carbon atoms bonded via an oxygen at any position of the alkenyl group. Examples include the "C2-C4-alkenyloxy" group.

[0022] The term "C2-C6-alkynyl" refers to a straight-chain or branched unsaturated hydrocarbon group having 2 to 6 carbon atoms and containing at least one triple bond, for example "C2-C4-alkynyl" groups such as ethynyl, prop-1-ynyl, prop-2-ynyl (propargyl), but-1-ynyl, but-2-ynyl, but-3-ynyl, 1-methyl-prop-2-ynyl.

[0023] The term "C2-C6-halogen alkynyl" means an alkyl group having 2 or 6 carbon atoms as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as defined above.

[0024] The term "C2-C6-alkynyloxy" means a straight or branched alkynyl group having 2 to 6 carbon atoms bonded via an oxygen at any position of the alkynyl group. Examples include the group "C2-C4-alkynyloxy".

[0025] The term "C3-C6-cycloalkyl" refers to a monocyclic saturated hydrocarbon group having 3 to 6 carbon ring members, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, etc. Thus, a saturated 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered carbocyclyl or carbocyclic ring is referred to as "C3-C6-cycloalkyl." 10 -cycloalkyl".

[0026] The term "C3-C6-cycloalkenyl" means a monocyclic partially unsaturated 3-, 4-, 5- or 6-membered carbocyclic ring having 3 to 6 carbon ring members and at least one double bond, such as cyclopentenyl, cyclopentadienyl, cyclohexadienyl. Thus, a partially unsaturated 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered carbocyclyl or carbocyclic ring is defined as "C3-C6-cycloalkenyl". 10 -cycloalkenyl".

[0027] The term "C3-C8-cycloalkyl-C1-C4-alkyl" means an alkyl group having 1 to 4 carbon atoms (as defined above), in which one hydrogen atom of the alkyl group is replaced by a cycloalkyl group having 3 to 8 carbon atoms (as defined above).

[0028] The term "a saturated or partially unsaturated 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered heterocyclyl or heterocycle containing 1, 2, 3 or 4 heteroatoms selected from N, O and S" is understood to mean both saturated and partially unsaturated heterocycles, the ring member atoms of which include, in addition to carbon atoms, heteroatoms independently selected from the group O, N and S. For example: 3- or 4-membered saturated heterocycles containing one or two heteroatoms selected from the group consisting of O, N and S as ring members, such as oxirane, aziridine, thiirane, oxetane, azetidine, thietane, [1,2]dioxetane, [1,2]dithietane, [1,2]diazetidine; and 5- or 6-membered saturated or partially unsaturated heterocycles containing 1, 2 or 3 heteroatoms from the group consisting of O, N and S as ring members, such as 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl , 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofuran ... Fur-3-yl, 2,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl, 2,4-dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl, 4-isoxazolin-4-yl, 2-iso xazolin-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-dihydro oxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-piperazinyl, 1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl, and also the corresponding -ylidene radicals; and Seven-membered saturated or partially unsaturated heterocycles, such as tetra- and hexahydroazepinyl, for example 2,3,4,5-tetrahydro[1H]azepin-1-, -2-, -3-, -4-, -5-, -6- or -7-yl, 3,4,5,6-tetrahydro[2H]azepin-2-, -3-, -4-, -5-, -6- or -7-yl, 2,3,4,7-tetrahydro[1H]azepin-1-, -2-, -3-, -4-, -5-, -6- or -7-yl, azepin-1-, -2-, -3-, -4-, -5-, -6- or -7-yl, 2,3,6,7-tetrahydro[1H]azepin-1-, -2-, -3-, -4-, -5-, -6- or -7-yl, hexahydroazepin-1-, -2-, -3- or -4-yl, tetra- and hexahydrooxepinyl, for example 2,3,4,5-tetrahydro[1H]oxepinyl. 2,3,4,7-tetrahydro[1H]oxepin-2-, -3-, -4-, -5-, -6- or -7-yl; 2,3,6,7-tetrahydro[1H]oxepin-2-, -3-, -4-, -5-, -6- or -7-yl; hexahydroazepin-1-, -2-, -3- or -4- aryl, tetra- and hexahydro-1,3-diazepinyl, tetra- and hexahydro-1,4-diazepinyl, tetra- and hexahydro-1,3-oxazepinyl, tetra- and hexahydro-1,4-oxazepinyl, tetra- and hexahydro-1,3-dioxepinyl, tetra- and hexahydro-1,4-dioxepinyl and the corresponding -ylidene groups.

[0029] The term "substituted" means substituted with 1, 2, 3 or up to the maximum number of substituents possible.

[0030] The term "5- or 6-membered heteroaryl" or "5- or 6-membered heteroaromatic" refers to an aromatic ring system that contains, in addition to carbon atoms, one, two, three, or four heteroatoms independently selected from the group consisting of N, O, and S, e.g., 5-membered heteroaryl, such as pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-2-yl, isoxazol-4-yl, isoxazol-5-yl, isoxazol-3-yl, isoxazol-5-yl, isoxazol-1-yl, isoxazol-2-yl, isoxazol-4-yl, isoxazol-5-yl, isoxazol-3-yl, isoxazol-5 ... 1,2,4-triazolyl-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl; or By 6-membered heteroaryl is meant for example pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and 1,2,4-triazin-3-yl.

[0031] In the following, specific embodiments of the compounds of the invention are described, in which specific meanings of the respective substituents are further detailed, which meanings in each case are specific embodiments of the invention by themselves but also in any combination with one another.

[0032] Furthermore, with regard to the variables, in general, the embodiments of compound I also apply to the intermediates.

[0033] According to one embodiment of the compound of formula I, R 1 is H.

[0034] According to one embodiment of the compound of formula I, R 2is selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, O-C1-C6-alkyl, O-C2-C6-alkenyl, O-C2-C6-alkynyl, C3-C6-cycloalkyl.

[0035] According to yet another embodiment of formula I, R 2 is halogen, in particular F, Cl, Br or l, more particularly F, Cl or Br, in particular F or Cl.

[0036] According to yet another embodiment of formula I, R 2 is F.

[0037] According to yet another embodiment of formula I, R 2 is Cl.

[0038] According to yet another embodiment of formula I, R 2 is Br.

[0039] According to yet another embodiment of formula I, R 2 is CN.

[0040] According to yet another embodiment of formula I, R 2 is C1-C6-alkyl, in particular C1-C4-alkyl, for example CH3 or C2H5, in particular CH3 or CH2CH3.

[0041] According to yet another embodiment of formula I, R 2 is C1-C6-halogenalkyl, in particular C1-C4-halogenalkyl, for example CF3.

[0042] According to yet another embodiment of formula I, R 2 is C2-C6-alkenyl, in particular C2-C4-alkenyl, for example CH=CH2, C(CH3)=CH2, CH2CH=CH2.

[0043] According to a more specific embodiment of formula I, R 2 is C2-C6-halogenalkenyl, in particular C2-C4-halogenalkenyl, more in particular C2-C3-halogenalkenyl, such as CH=CHF, CH=CHCl, CH=CF2, CH=CCl2, CH2CH=CHF, CH2CH=CHCl, CH2CH=CF2, CH2CH=CCl2, CF2CH=CF2, CCl2CH=CCl2, CF2CF=CF2, CCl2CCl=CCl2.

[0044] According to yet another embodiment of formula I, R 2 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, for example C≡CH, CH2C≡CH, C≡CCl, CH2C≡CCl or CCl2C≡CCl.

[0045] According to a further particular embodiment of formula I, R 2 is O-C1-C6-alkyl, in particular C1-C4-alkyl, more in particular C1-C2-alkoxy. R 2 In further specific embodiments of formula I, R 2 is O-C1-C6-alkyl.

[0046] According to a further particular embodiment of formula I, R 2 is O-C2-C6-alkenyl, in particular C2-C4-alkenyl, more in particular C2-C3-alkenyl. R 2 are OCH=CH2, OCH2CH=CH2, etc.

[0047] According to a further particular embodiment of formula I, R 2 is O-C2-C6-alkynyl, in particular C2-C6-alkynyl, in particular C2-C4-alkynyl, more in particular C2-C3-alkynyl. R 2 For example, O-CH2-C≡CH.

[0048] According to yet another embodiment of formula I, R 2is C3-C6-cycloalkyl, in particular cyclopropyl or cyclobutyl.

[0049] R according to the present invention 2 Particularly preferred embodiments of the present invention are shown in Table P2 below, where each row P2-1 to P2-21 corresponds to one particular embodiment of the present invention, and P2-1 to P2-21 are also preferred embodiments of the present invention in any combination with each other. 2 The point of attachment to the carbon atom to which it is bonded is indicated in the drawing with a "#".

[0050] [Table 1]

[0051] According to one embodiment of formula I, R 3 is selected from the group consisting of C1-C6-alkyl, C1-C6-halogenalkyl, C3-C6-cycloalkyl, in particular CH3, C2H5, CF3, CH2F, CHF2, cyclopropyl, cyclobutyl, more in particular CH3, CH2F, CF2H, CF3, cyclopropyl, cyclobutyl, most preferably CH3, CF3, CF2H.

[0052] According to yet another embodiment of formula I, R 3 is C1-C6-alkyl, in particular C1-C4-alkyl, for example CH3 or C2H5, in particular CH3 or CH2CH3.

[0053] According to yet another embodiment of formula I, R 3 is C1-C6-halogenalkyl, in particular C1-C4-halogenalkyl, such as CF3, FCH2, F2CH, CF3CH2.

[0054] According to yet a further embodiment of formula I, R 3 is C2-C6-alkenyl, in particular C2-C4-alkenyl, for example CH=CH2, C(CH3)=CH2, CH2CH=CH2.

[0055] According to yet another embodiment of formula I, R3 is C2-C6-alkynyl or C2-C6-halogenalkynyl, in particular C2-C4-alkynyl or C2-C4-halogenalkynyl, for example C≡CH, CH2C≡CH, C≡CCl, CH2C≡CCl or CCl2C≡CCl.

[0056] According to a further particular embodiment of formula I, R 3 is O-C1-C6-alkyl, in particular C1-C4-alkyl, more particularly C1-C2-alkoxy. R 3 is OCH3 or OCH2CH3, etc.

[0057] According to a further particular embodiment of formula I, R 3 is O-C2-C6-alkenyl, in particular C2-C4-alkenyl, more in particular C2-C3-alkenyl. R 3 are OCH=CH2, OCH2CH=CH2, etc.

[0058] According to a further particular embodiment of formula I, R 3 is O-C2-C6-alkynyl, in particular C2-C6-alkynyl, in particular C2-C4-alkynyl, more in particular C2-C3-alkynyl. R 3 For example, O-CH2-C≡CH.

[0059] According to a further particular embodiment of formula I, R 3 is O-C1-C6-halogenalkynyl, in particular OCF3, OCCl3, OFCH2, OClCH2, OF2CH, OCl2CH, OCF3CH2, OCCl3CH2 or OCF2CHF2, more in particular OCF3, OF2CH, OFCH2.

[0060] According to yet another embodiment of formula I, R 3 is C3-C6-cycloalkyl, in particular cyclopropyl, cyclobutyl.

[0061] R according to the present invention 3Particularly preferred embodiments of the present invention are shown in Table P3 below, where each row P3-1 to P3-17 corresponds to one particular embodiment of the present invention, and P3-1 to P3-17 are also preferred embodiments of the present invention in any combination with each other. 3 The point of attachment to the carbon atom to which it is bonded is indicated in the drawing with a "#".

[0062] [Table 2]

[0063] According to one embodiment of the compound of formula I, R 4 is H.

[0064] According to one embodiment of the compound of formula I, R 5 is, at each occurrence, independently selected from F, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, C1-C6-alkyl-O-C1-C6-alkyl, phenyl, benzyl; R 5 The phenyl and benzyl moieties of 5a and is substituted with 1 to 3 groups R 5a are independently selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, O-C1-C6-alkyl.

[0065] According to one embodiment of the compound of formula I, R 5 is, in each case, independently selected from C1-C6-alkyl (embodiment 5.1), C1-C6-halogenalkyl (embodiment 5.2), C1-C6-alkyl-O-C1-C6-alkyl (embodiment 5.3), phenyl, CH2-phenyl (embodiment 5.4), where phenyl and CH2-phenyl are unsubstituted or substituted by one or two halogens.

[0066] According to a further embodiment of the compound of formula I, R 5 is CH3 or CF3.

[0067] According to a further embodiment of the compound of formula I, R 5 is CH3.

[0068] According to a further embodiment of the compound of formula I, R 5 are CH2CH3, CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2-CH(CH3)2, CH2-C(CH3)3, CH2-O-CH3.

[0069] According to a further embodiment of the compound of formula I, R 5 are phenyl, 2-F-phenyl, 4-F-phenyl, 2,4-F2-phenyl, 2-Cl-phenyl, 4-Cl-phenyl, CH2-phenyl, CH2-2-F-phenyl, CH2-4-F-phenyl.

[0070] According to one embodiment of the compound of formula I, R 6 is independently selected at each occurrence from F, CN, C1-C6-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-halogenalkenyl, C2-C6-alkynyl, C2-C6-halogenalkynyl, C1-C6-alkyl-O-C1-C6-alkyl, phenyl, benzyl, C1-C6-alkyl-O-phenyl; R 6 The phenyl and benzyl moieties of 6a and is substituted with 1 to 3 groups R 6a are independently selected from halogen, CN, C1-C6-alkyl, C1-C6-halogenalkyl, O-C1-C6-alkyl.

[0071] According to one embodiment of the compound of formula I, R 6is independently selected in each occurrence from C1-C6-alkyl (embodiment 6.1), C1-C6-alkyl-O-phenyl (embodiment 6.2), C1-C6-alkyl-O-C1-C6-alkyl (embodiment 6.3).

[0072] In a further embodiment of the compound of formula I, R 6 are CH2CH3, CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2-CH(CH3)2, CH2-C(CH3)3, CH2-CH(CH3)-C(CH3)3, CH2-CH2-C(CH3)3, CH2-O-CH3, CH2-O-(CH3)3, CH2-O-phenyl.

[0073] According to a further embodiment of the compound of formula I, R 5 and R 6 form together with the C atom to which they are attached a 3- to 6-membered saturated heterocycle containing 1, 2 or 3 heteroatoms from the group consisting of C3-C6-cycloalkyl or O and S, the cycloalkyl or heterocycle can be unsubstituted or substituted by halogen, C1-C6-alkyl, C1-C6-halogenalkyl.

[0074] According to a further embodiment of the compound of formula I, R 5 and R 6 forms a C3-C6-cycloalkyl (embodiment 6.4).

[0075] According to a further embodiment of the compound of formula I, R 5 and R 6 forms a 3- to 6-membered saturated heterocycle containing 1, 2 or 3 heteroatoms from the group consisting of O and S.

[0076] According to a further embodiment of the compound of formula I, R 5 and R 6 forms a 3- to 6-membered saturated heterocycle containing one O (embodiment 6.5).

[0077] R according to the present invention 5, R 6 Preferred embodiments of the present invention are shown in Table P5 below, where each row P5-1 to P5-18 corresponds to a specific embodiment of the present invention, and P5-1 to P5-18 are preferred embodiments of the present invention in any combination with each other. 5 and R 6 The point of attachment to the carbon atom to which it is attached is indicated in the drawing with a "#".

[0078] [Table 3]

[0079] According to one embodiment of the compound of formula I, X is independently selected at each occurrence from halogen (embodiment X.1), CN, C1-C6-alkyl (embodiment X.2), C1-C6-halogenalkyl (embodiment X.3), O-C1-C6-alkyl (embodiment X.4), O-C1-C6-halogenalkyl (embodiment X.5).

[0080] According to one embodiment of the compound of formula I, X, at each occurrence, is independently selected from halogen, O-C1-C6-alkyl.

[0081] According to one embodiment of the compound of formula I, X, at each occurrence, is independently selected from F or Cl.

[0082] In one embodiment of the compound of formula I, X is C3-C6-cycloalkyl.

[0083] In one embodiment of the compound of formula I, n is 0.

[0084] In one embodiment of the compound of formula I, n is 1.

[0085] In one embodiment of the compound of formula I, n is 2.

[0086] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0087] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0088] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0089] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0090] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0091] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0092] In one embodiment, Xn is: [ka] and X is F.

[0093] In one embodiment, Xn is: [ka] and X is selected from F, Cl, I, CH3, cyclopropyl, CH=CH2, C≡CH, OCH3, OCHF2, CF3, CHF2, CH2CH3, CN.

[0094] In one embodiment, Xn is: [ka] and X is F.

[0095] In a further aspect, the present invention provides a compound of formula I as defined below, wherein the variable R 2 , R 3 and X (represented by embodiments X.1 to X.6), to embodiments E.1 to E.275 listed in Table E, which represent preferred combinations of the embodiments defined above for each of n. [ka]

[0096] [Table 4]

[0097] [Table 5]

[0098] [Table 6]

[0099] [Table 7]

[0100] [Table 8]

[0101] [Table 9]

[0102] [Table 10]

[0103] [Table 11]

[0104] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.1, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.1.

[0105] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.2, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.1.

[0106] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.3, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.1.

[0107] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.4, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.1.

[0108] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.1, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.2.

[0109] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.2, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.2.

[0110] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.3, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.2.

[0111] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.4, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which is represented by embodiment 6.2.

[0112] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.1, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which are represented by embodiment 6.3.

[0113] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.2, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which are represented by embodiment 6.3.

[0114] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.3, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which are represented by embodiment 6.3.

[0115] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 is represented by embodiment 5.4, and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which are represented by embodiment 6.3.

[0116] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 and R 6 This relates to embodiments E.1 to E.275 listed in Table E, which are represented by embodiment 6.4.

[0117] In a further aspect, the present invention provides a method for the preparation of a compound comprising the steps of: 5 and R 6 This relates to embodiments E.1 to E.275 listed in Table E, of which embodiment 6.5 is represented.

[0118] Preferred embodiments of the present invention are the following compounds IA-1, IA-2, IA-3, IA-4, IA-5, and IA-6, in which the substituent R 5 , R 6 and Xn are independently as defined above or preferably as defined herein. [ka]

[0119] In particular, in view of their use, according to one embodiment, the compounds IA-1, IA-2, IA-3, IA-4, IA-5, IA-6 are preferred, which are summarized in Tables 1a to 7a. Each of the groups listed for the substituents in the tables is furthermore itself a particularly preferred embodiment of the substituent in question, independently of the combination in which it is listed.

[0120] Table 1a Xn is H and R for each individual compound 5 and R 6 the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.1aB-1 to IA-1.1aB-180, IA-2.1aB-1 to IA-2.1aB-180, IA-3.1aB-1 to IA-3.1aB-180, IA-4.1aB-1 to IA-4.1aB-180, IA-5.1aB-1 to IA-5.1aB-180, IA-6.1aB-1 to IA-6.1aB-180).

[0121] Table 2a Xn is 8-F and R of each individual compound 5 and R 6 the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.2aB-1 to IA-1.2aB-180, IA-2.2aB-1 to IA-2.2aB-180, IA-3.2aB-1 to IA-3.2aB-180, IA-4.2aB-1 to IA-4.2aB-180, IA-5.2aB-1 to IA-5.2aB-180, IA-6.2aB-1 to IA-6.2aB-180).

[0122] Table 3a Xn is 8-Cl and R of each individual compound 5 and R 6the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.3aB-1 to IA-1.3aB-180, IA-2.3aB-1 to IA-2.3aB-180, IA-3.3aB-1 to IA-3.3aB-180, IA-4.3aB-1 to IA-4.3aB-180, IA-5.3aB-1 to IA-5.3aB-180, IA-6.3aB-1 to IA-6.3aB-180).

[0123] Table 4a Xn is 7,8-F2 and R of each individual compound 5 and R 6 the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.4aB-1 to IA-1.4aB-180, IA-2.4aB-1 to IA-2.4aB-180, IA-3.4aB-1 to IA-3.4aB-180, IA-4.4aB-1 to IA-4.4aB-180, IA-5.4aB-1 to IA-5.4aB-180, IA-6.4aB-1 to IA-6.4aB-180).

[0124] Table 5a Xn is 5,8-F2 and R of each individual compound 5 and R 6 Compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.5aB-1 to IA-1.5aB-180, IA-2.5aB-1 to IA-2.5aB-180, IA-3.5aB-1 to IA-3.5aB-180, IA-4.5aB-1 to IA-4.5aB-180, IA-5.5aB-1 to IA-5.5aB-180, IA-6.5aB-1 to IA-6.5aB-180).

[0125] Table 6a Xn is 7-OCH3 and R of each individual compound 5 and R 6 the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.6aB-1 to IA-1.6aB-180, IA-2.6aB-1 to IA-2.6aB-180, IA-3.6aB-1 to IA-3.6aB-180, IA-4.6aB-1 to IA-4.6aB-180, IA-5.6aB-1 to IA-5.6aB-180, IA-6.6aB-1 to IA-6.6aB-180).

[0126] Table 7a Xn is 6,8-F2 and R of each individual compound 5 and R 6 the compounds of the formulae IA-1, IA-2, IA-3, IA-4, IA-5, IA-6, the meaning of which for the combinations in each case corresponds to one line of table B (compounds IA-1.7aB-1 to IA-1.7aB-180, IA-2.7aB-1 to IA-2.7aB-180, IA-3.7aB-1 to IA-3.7aB-180, IA-4.7aB-1 to IA-5.7aB-180, IA-5.7aB-1 to IA-5.7aB-180, IA-6.7aB-1 to IA-6.7aB-180).

[0127] [Table 12]

[0128] [Table 13]

[0129] [Table 14]

[0130] [Table 15]

[0131] [Table 16]

[0132] [Table 17]

[0133] [Table 18]

[0134] [Table 19]

[0135] [Table 20]

[0136] The compounds of the present invention can be prepared as shown in the following schemes, in which, unless otherwise specified, the definition of each variable is as defined above for the compound of formula I. The compounds of formula I can be prepared according to or analogous to methods described in the prior art. The syntheses utilize starting materials that are either commercially available or can be prepared starting from readily available compounds according to conventional procedures.

[0137] For example, compound I can be prepared by a palladium-catalyzed Suzuki coupling reaction between a boronic acid derivative represented by formula 3 and a triflate derivative represented by formula 2 using a palladium complex in an organic solvent. As described in WO2009119089A1, the reaction is preferably carried out at an elevated temperature, preferably 60-160° C., using 1-3 equivalents of the boronic acid derivative represented by formula 3 per equivalent of the triflate derivative 2. [ka]

[0138] Compounds of formula 2 can be prepared from cyclic amide compound 4 by treatment with triflic anhydride in an organic halogenated aliphatic hydrocarbon solvent such as chloroform, dichloromethane, dichloroethane, etc., in the presence of a base such as pyridine, 2,6-lutidine, 2,3,5-collidine, triethylamine, tributylamine, and diisopropylethylamine; or a tertiary cyclic amine such as 1,4-diazabicyclo[2.2.2]octane, 1,5-diazabicyclo[4.3.0]non-5-ene, 1,8-diazabicyclo[5.4.0]undec-7-ene, or an aromatic amine such as N,N-dimethylaniline, N,N-diethylaniline, 4-dimethylaminopyridine, as described in WO2009119089A1 and EP2179994B1. [ka]

[0139] The cyclic amide compounds of formula 4 are either commercially available or can be obtained from the respective salicylic acid amides 5 by acetal formation with dimethoxyalkanes or dimethoxycycloalkanes in an organic solvent and in the presence of an acid such as p-toluenesulfonic acid (p-TsOH), pyridinium p-toluenesulfonate, sulfuric acid or acetic acid (for prior examples, see, for example, Tetrahedron (2015), 71(34), 5554-5561; Journal of Organic Chemistry (1981), 46(16), 3340-2; Bioorganic & Medicinal Chemistry (2006), 14(6), 1978-1992).

[0140] Compounds of formula 4 can also be prepared by condensation of salicylic acid amides 5 with ketones 7 using secondary amines such as pyrrolidine, morpholine, etc. as catalysts. This reaction is best carried out in refluxing benzene or toluene with 10% amine catalyst (see, for example, J. Org. Chem. 1981, 46, 3340-3342; Synthesis 1978, 886 for prior examples). [ka]

[0141] Compound I and its compositions are suitable as fungicides, respectively, which are effective against a wide range of plant pathogenic fungi, including soil-borne fungi, especially those from the classes Plasmodiophoromycetes, Peronosporomycetes (synonymous with Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes (synonymous with Fungi imperfecti).They can be used in crop protection as foliar fungicides, seed dressing fungicides and soil fungicides.

[0142] The compounds I and compositions thereof are preferably applied to various cultivated plants, for example cereals, such as wheat, rye, barley, triticale, oats or rice; beets, such as sugar beet or fodder beet; fruits, such as pome fruits (apple, pear, etc.), stone fruits (e.g. plum, peaches, almonds, cherries) or soft fruits, also called berries (strawberries, raspberries, blackberries, currants, etc.); legumes, such as lentils, peas, alfalfa or soybeans; oil plants, such as rapeseed, mustard, olives, sunflower, coconut, cocoa beans, castor oil plants, oil palm, peanuts or soybeans; cucurbits, such as pumpkin, cucumber or melon; fibre plants, such as cotton, flax, cannabis or horse mackerel; citrus fruits, such as They are useful for controlling phytopathogenic fungi in oranges, lemons, grapefruit or tangerines; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, melons or peppers; lauraceae plants such as avocado, cinnamon or camphor; energy and raw material plants such as maize, soybean, rapeseed, sugarcane or oil palm; corn; tobacco; nuts; coffee; tea plant; bananas; grapes (table grapes and grape juice grapes); hops; turfgrass; cypress (also called stevia); natural rubber plants; or ornamental and forest plants such as flowers, shrubs, broad-leaved or evergreen trees (conifers, eucalyptus, etc.); plant propagation material such as seeds; and crop material of these plants.

[0143] More preferably, the compounds I and compositions thereof, respectively, are used to control fungi on agricultural crops, such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rapeseed, legumes, sunflowers, coffee or sugarcane; fruits; grapes; ornamental plants; or vegetables, such as cucumbers, tomatoes, beans or pumpkins.

[0144] The term "plant propagation material" is understood to refer to all reproductive parts of plants, such as seeds, and viable plant material that can be used to propagate plants, such as cuttings and tubers (e.g., potatoes). This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts, and other parts of plants, including seedlings and young plants that are transplanted after germination or emergence from the soil.

[0145] Preferably, the treatment of plant propagation material with compound I and compositions thereof, respectively, is used to control fungi on cereals such as wheat, rye, barley and oats; rice, corn, cotton and soybean.

[0146] According to the present invention, all the above mentioned cultivated plants are understood to include all species, subspecies, varieties, cultivars and / or hybrids belonging to the respective cultivated plants, including, but not limited to, cereals such as wheat and barley, and winter and spring cultivars of rapeseed, such as winter wheat, spring wheat, winter barley, etc.

[0147] Corn is also known as Indian corn or maize (Zea mays), including all varieties such as fodder corn and sweet corn. According to the present invention, all maize or subspecies and / or varieties of maize are included, in particular flower corn (Zea mays var. amylacea), popcorn (Zea mays var. everta), dent corn (Zea mays var. indentata), flint corn (Zea mays var. indurata), sweet corn (Zea mays var. saccharata and var. rugosa), waxy corn (Zea mays var. ceratina), amylomaize (high amylose Zea mays varieties), guanosine or wild maize (Zea mays var. tunicata) and striped corn (Zea mays var. japonica).

[0148] Most soybean varieties are classified into indeterminate and determinate growth habits, although the wild ancestor of soybean, Glycine soja, is indeterminate (PNAS 2010,107(19)8563-856). Indeterminate growth habits (maturity groups, MG00-MG4.9) are characterized by continued vegetative growth after flowering begins, whereas determinate soybean varieties (MG5-MG8) are characterized by the majority of vegetative growth having ceased at the time flowering begins. According to the invention, all soybean cultivars or varieties are included, in particular indeterminate and determinate cultivars or varieties.

[0149] The term "cultivated plants" is understood to include plants that have been modified by mutagenesis or genetic engineering to confer new traits to the plant or to modify traits that are already present. Mutagenesis includes random mutagenesis using X-rays or mutagenic chemicals, but also targeted mutagenesis to create mutations at specific loci in the plant genome. Many targeted mutagenesis techniques use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs or meganucleases. Genetic engineering typically uses recombinant DNA techniques to add modifications to the plant genome that are not readily obtainable by breeding, mutagenesis or natural recombination in the natural environment. Typically, one or more genes are integrated into the genome of the plant to add or improve or modify traits. Such integrated genes are also referred to as transgenes, and plants containing such transgenes are referred to as transgenic plants. In the process of plant transformation, several transformation events usually occur at different genomic loci where the transgenes are integrated. Plants that contain a particular transgene at a particular genomic locus are usually said to contain a particular "event" and are referred to by the name of the particular event. Traits that have been introduced or modified in plants include herbicide tolerance, insect resistance, high yields, and tolerance to abiotic conditions such as drought.

[0150] Herbicide resistance is imparted by using mutation introduction and genetic engineering. Plants that have been imparted resistance to acetolactate synthase (ALS) inhibitor herbicides by mutation breeding are, for example, plant varieties available under the name Clearfield®. Transgenes impart herbicide resistance to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides such as bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitors, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isoxaflutole and mesotrione.

[0151] Transgenes conferring herbicide resistance traits include: glyphosate tolerance conferring: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, goxv247; glufosinate tolerance conferring: pat and bar; 2,4-D tolerance conferring: aad-1, aad-12; dicamba tolerance conferring: dmo; oxynil herbicide tolerance conferring: bxn; sulfonylurea herbicide tolerance conferring: zm-hra, csr1-2, gm-hra, S4-HrA, ALS inhibitor tolerance conferring: csr1-2; HPPD inhibitor tolerance conferring: hppdPF, W336, avhppd-03.

[0152] Transgenic corn events containing herbicide tolerance genes include, but are not limited to, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-Φ1981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275. Transgenic soybean events containing herbicide tolerance genes include, but are not limited to, GTS40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHTΦH2, W62, W98, FG72, and CV127. Transgenic cotton events containing herbicide tolerance genes include, but are not limited to, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40. Transgenic canola events containing herbicide tolerance genes include, but are not limited to, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3.

[0153] The transgenes conferring insect resistance are preferably Bacillus spp. toxin genes such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), vip3Aa20 and synthetic variants thereof. In addition, transgenes of plant origin can be used, such as genes encoding protease inhibitors such as CpTI and pinII. A further approach is to produce double-stranded RNA in plants using transgenes such as dvsnf7.

[0154] Transgenic corn events containing genes for producing insecticidal proteins or double-stranded RNA include, but are not limited to, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098. Transgenic soybean events containing genes for producing insecticidal proteins include, but are not limited to, MON87701, MON87751, and DAS-81419. Transgenic cotton events containing genes for producing insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFMCry1A, GK12, MLS9124, 281-24-236, 3006-210-23, GHB119, and SGK321.

[0155] The transgene athb17 (eg, maize event MON87403) or bbx32 (eg, soybean event MON87712) are used to generate cultivated plants with increased yield.

[0156] Cultivated plants with altered oil yields are generated by using the transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A and fatb1-A (e.g., soybean events 260-05, MON87705 and MON87769).

[0157] The transgenes cspB (corn event MON87460) and Hahb-4 (soybean event IND-ΦΦ41Φ-5) are used to create tolerance to biotic conditions such as drought.

[0158] The combination of traits is often achieved by combining genes contained in transformation events or by combining different events in a breeding process to obtain cultivated plants with stacked traits. Preferred trait combinations are combinations of herbicide resistance traits against different groups of herbicides, combinations of insect resistance against different types of insects, especially resistance against lepidopteran and coleopteran insects, combinations of herbicide resistance and one or more insect resistances, combinations of herbicide resistance and increased yield, and combinations of herbicide resistance and resistance to abiotic conditions.

[0159] Plants containing single or stacked traits and the genes and events that confer these traits are well known in the art. For example, detailed information on mutated or integrated genes and respective events is available on the website of the organization "International Service for the Acquisition of Agri-biotech Applications" (ISAAA) (http: / / www.isaaa.org / gmapprovaldatabase) and the website of the organization "Center for Environmental Risk Assessment" (CERA) (http: / / cera-gmc.org / GMCropDatabase). For further information on specific events and how to detect them, see WO 01 / 031042, WO 01 / 041558, WO 01 / 041558, WO 02 / 036831, WO 11 / 153186, WO 13 / 003558 for canola events MS1, MS8, RF3, GT73, MON88302, KK179;Regarding cotton events MON1445, MON15985, MON531 (MON15985), LLCotton25, MON88913, COT102, 281-24-236, 3006-210-23, COT67B, GHB614, T304-40, GHB119, MON88701, and 81910, International Publication No. 02 / 034946, International Publication No. 02 / 100163, International Publication No. 02 / 100163, and International Publication No. 03 / 013224 , WO 04 / 072235, WO 04 / 039986, WO 05 / 103266, WO 05 / 103266, WO 06 / 128573, WO 07 / 017186, WO 08 / 122406, WO 08 / 151780, WO 12 / 134808, WO 13 / 112527;Regarding corn events GA21, MON810, DLL25, TC1507, MON863, MIR604, LY038, MON88017, 3272, 59122, NK603, MIR162, MON89034, 98140, 32138, MON87460, 5307, 4114, MON87427, DAS40278, MON87411, 33121, MON87403, and MON87419, see WO 98 / 044140 and U.S. Patent Application No. 02 / 102582; U.S. Patent Application No. 03 / 126634, WO 04 / 099447, WO 04 / 011601, WO 05 / 103301, WO 05 / 061720, WO 05 / 059103, WO 06 / 098952, WO 06 / 039376, U.S. Patent Application Publication No. 2007 / 292854, WO 07 / 142840, WO WO 07 / 140256, WO 08 / 112019, WO 09 / 103049, WO 09 / 111263, WO 10 / 077816, WO 11 / 084621, WO 11 / 062904, WO 11 / 022469, WO 13 / 169923, WO 14 / 116854, WO 15 / 05 3998, WO 15 / 142571; WO 14 / 178910, WO 14 / 178913, WO 14 / 178941, WO 14 / 179276, WO 16 / 183445, WO 17 / 062831, WO 17 / 062825 for potato events E12, F10, J3, J55, V11, X17, Y9;Nos. WO 00 / 026345, WO 00 / 026356, and WO 00 / 026345 for rice events LLRICE06, LLRICE601, and LLRICE62; and soybean events H7-1, MON89788, A2704-12, A5547-127, DP305423, and DP356043, Regarding MON87701, MON87769, CV127, MON87705, DAS68416-4, MON87708, MON87712, SYHT0H2, DAS81419, DAS81419xDAS44406-6, and MON87751, International Publication No. 04 / 074492, International Publication No. 06 / 130436, International Publication No. 06 / 1 08674, WO 06 / 108675, WO 08 / 054747, WO 08 / 002872, WO 09 / 064652, WO 09 / 102873, WO 10 / 080829, WO 10 / 037016, WO 11 / 066384, WO 11 / 034704, WO 12 / 051199, WO 12 / 082548, WO 13 / 016527, WO 13 / 016516, WO 14 / 201235. ;

[0160] The use of compound I and each of its compositions in cultivated plants can result in specific effects in cultivated plants that contain specific transgenes or events. These effects can include changes in growth behavior or resistance to biotic or abiotic stress factors. Such effects can include, in particular, increased yield, resistance or improved resistance to insects, nematodes, fungi, bacteria, mycoplasma, viruses or viroid pathogens, and early growth, early or late maturation, low or high temperature resistance, and changes in amino acid or fatty acid spectrum or content.

[0161] The compounds I and compositions thereof are particularly suitable for controlling the causative agents of the following plant diseases, respectively: Albugo species (white rust) on ornamental plants, vegetables (for example A. candida) and on sunflowers (for example A. tragopogonis); Alternaria species (black spot) on vegetables (for example A. dauci or A. porri), on rapeseed (for example A. brassicicola or A. brassicae), on sugar beet (A. tenuis), on fruit (for example A. grandis). ), in rice, soybean, potato and tomato (e.g. A. solani, A. grandis or A. alternata), in tomato (e.g. A. solani or A. alternata) and in wheat (e.g. A. triticina); Aphanomyces species in sugar beet and vegetables; Ascochyta species in cereals and vegetables, e.g. A. tritici (anthracnose) in wheat and A. hordei in barley; eyespot (Aureobasidium) in maize. zeae (synonym: Kapatiella zeae); Bipolaris spp. and Drechslera spp. (teleomorph: Cochliobolus spp.), causing, for example, brown spot (D. maydis) or brown leaf spot (B. zeicola) in corn, leaf spot (B. sorokiniana) in cereals, for example B. oryzae (B. zeicola) in rice and turfgrass.oryzae; Blumeria (formerly Erysiphe) graminis (powdery mildew) in cereals (e.g. wheat or barley); Botrytis cinerea (teleomorph: Botrytinia fuckeliana: grey mold) on fruits and berries (e.g. strawberries), vegetables (e.g. lettuce, carrots, celery and cabbage); B. squamosa or grey rot (B. allii) on onion, rapeseed, ornamentals (e.g. B eliptica), grapes, forest plants and wheat; Bremia lactucae on lettuce lactucae (downy mildew); Ceratocystis (syn. Ophiostoma) spp. (root rot or dieback) in deciduous and evergreen trees, e.g. C. ulmi (Dutch elm disease) in elms; Cercospora spp. (Cercospora leaf spot), in maize (e.g. grey leaf spot: C. zeae-maydis), rice, sugar beet (e.g. C. in beticola), in sugarcane, vegetables, coffee, soybean (e.g., C. sojina or C. kikuchii) and in rice; Cladobotryum (synonymous with Dactylium) species in mushrooms (e.g., C. mycophilum (formerly Dactylium dendroides) dendroides, teleomorphs: Nectria albertinii, Nectria rosella (synonymous with Hypomyces rosellus); Cladosporium species in tomato (e.g. C. fulvum: leaf mold) and in cereals, e.g. C. herbarium in wheat.herbarum (black spot disease); Claviceps purpurea (black spot disease) in cereals; Cochliobolus (anamorph: Helminthosporium in Bipolaris) species (leaf spot disease) in maize (C. carbonum), in cereals (e.g., C. sativus, anamorph: B. sorokiniana) and in rice (e.g., C. miyabeanus, anamorph: H. oryzae); Colletotrichum (teleomorph: Glomerella) species (anthracnose) in cotton (e.g., C. gossypii), in corn (e.g., C. graminicola: anthracnose root rot), soft fruits, potatoes in legumes (e.g. C. coccodes: black spot), in legumes (e.g. C. lindemuthianum), soybeans (e.g. C. truncatum or C. gloeosporioides), vegetables (e.g. C. lagenarium or C. capsici), fruits (e.g. C. actatus), in coffee (e.g. C. acutatum), coffee (e.g. C. coffeenum or C. kahawae) and C. gloeosporioides in various crops; Corticium species, e.g. C. sasakii (sheath blight) in rice; Corynespora cassiicola (leaf spot) in soybean, cotton and ornamentals; Cycloconium species, e.g. C. oleaginum (C.oleaginum; Cylindrocarpon species (e.g. fruit canker or young grapevine decline, teleomorph: Nectria or Neonectria) in fruit trees, in grapevines (e.g. C. liriodendri, teleomorph: Neonectria liriodendri) liriodendri, black leg disease) and in ornamentals; Dematophora (teleomorph: Roselinia) and necatrix (root and stem rot) in soybean; Diaporthe species, e.g. D. phaseolorum (seedling damping-off) in soybean; Drechslera (synonymous with Helminthosporium, teleomorph: Pyrenophora) Species in maize, in cereals such as barley (e.g. D. teres, net blotch) and wheat (e.g. D. tritici-repentis, yellow spot), in rice and turfgrass; in grapes, Formitiporia (synonymous with Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora Esca disease (canker, apoplexy) caused by Phaeoacremonium chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and / or Botryosphaeria obtusa; Elsinoe species in pome fruits (E. pyri) and soft fruits (E. veneta: anthracnose) and in grapes (E. ampelina: anthracnose).ampelina: anthracnose); Entyloma oryzae (leaf mildew) in rice; Epicoccum spp. (black mold) in wheat; Erysiphe spp. (powdery mildew) in sugar beet (E. betae), in vegetables (e.g. E. pisi), e.g. in cucurbits (e.g. E. cichoracearum) and in cabbage, rapeseed (e.g. E. cruciferarum); Eutypa lata (Eutypa canker or blight, anamorphs: Cytosporina lata, Libertella blepharis) in fruit trees, grapes and ornamentals. blepharis); Exserohilum (synonymous with Helminthosporium) species in maize (e.g. E. turcicum); Fusarium (teleomorph: Gibberella) species in various plants (damage, root or stem rot), e.g. F. graminearum or F. culmorum (root rot, scab or red mold) in cereals (e.g. wheat or barley), F. ophiolium in tomato, F. oxysporum, F. solani (synonymous with F. virguliforme, now F. glycines) and F. tucumaniae and F. brasiliense in soybean, which cause sudden death syndrome, respectively, and F. verticillioides in maize; Gaeumannomyces graminis (damaging disease) in cereals (e.g. wheat or barley) and maize; Gibberella species in cereals (e.g. G. zeae) and rice (e.g. G. fujikuroi).fujikuroi, bakanae disease); Glomerella cingulata in grapes, pome fruits and other plants and G. gossypii in cotton; grain stain complex in rice; Guignardia bidwellii (black rot) in grapes; Gymnosporangium spp. in roses and junipers, e.g. G. sabinae (rust) in pears; Helminthosporium spp. in maize, cereals, potatoes and rice. (synonym: Drechslera, teleomorph: Cochliobolus); Hemileia species such as H. vastatrix in coffee (coffee leaf rust); Isariopsis clavispora in grapes (synonym: Cladosporium vitis); Macrophomina phaseolina in soybean and cotton (synonym: phaseoli) (root and stem rot); Microdochium in cereals (e.g. wheat or barley) (synonym: Fusarium nivale) (pink snow mold); Microsphaera in soybean diffusa (powdery mildew); Monilinia species, e.g. M. laxa, M. fructicola and M. fructigena (synonymous with Monilia: flower blight and branch blight, brown rot) in stone fruits and other Rosaceae; Mycosphaerella species, e.g. M. graminicola in cereals, bananas, soft fruits and groundnuts (anamorph: Zymoseptoria tritici, formerly Septoria tritici: Septoria leaf spot) or M. fijiensis (Pseudocercospora fijiensis) in bananas. fijiensis (synonym: black sigatoka disease) and M. musicola, M. arachidicola (synonym: M. arachidis or Cercospora arachidis), M. berkeleyi in groundnut, M. pisi in pea and M. brassiciolar in cruciferous plants.brassiciola; Peronospora species (downy mildews) on cabbage (e.g., P. brassicae), on rapeseed (e.g., P. parasitica), on onion (e.g., P. destructor), on tobacco (P. tabacina) and on soybean (P. manshurica); Phakopsora pachyrhizi on soybean pachyrhizi and P. meibomiae (soybean rust); Phialophora species, such as those in grapes (e.g. P. tracheiphila and P. tetraspora) and soybeans (e.g. P. gregata: stem rot); Phoma lingam in rapeseed and cabbage (synonymous with Leptosphaeria biglobosa and L. maculans: root and stem rot) and P. betae in sugar beet (root rot, spot and damping-off) and P. zeae-maydis in maize (Phyllostica zeae); Phomopsis species in sunflower, grape (e.g. P. viticola: stem and leaf spot) and soybean (e.g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis in maize (brown spot); Phytophthora species in various plants (damage, root, leaf, fruit and stem rot), such as in pepper and cucurbits (e.g. P. capsici), soybean (e.g. P. megasperma, P. soyae).sojae), in potatoes and tomatoes (e.g., P. infestans: leaf rot) and in deciduous trees (e.g., P. ramorum: oak death); Plasmodiophora brassicae in cabbage, rapeseed, radish and other plants. brassicae (club root disease); Plasmopara species, such as P. viticola (grape downy mildew) on grapes and P. halstedii on sunflower; Podosphaera species (powdery mildew) on roses, hops, pome fruits and soft fruits (e.g. P. leucotricha on apples) and on cucurbits (P. xanthii); Polymyxa species, such as P. graminis on cereals such as barley and wheat and P. betae on sugar beet and the viral diseases transmitted thereby; Pseudocercosporella herpotrichoides on cereals such as wheat or barley herpotrichoides (synonymous with Oculimacula yallundae, O. acuformis: eyespot disease, teleomorph: Tapesia yallundae); Pseudoperonospora (downy mildew) on various plants, e.g. P. cubensis on cucurbits or P. humili on hops; Pseudopezicula trakeiphila on grapes; tracheiphila (red fireworks or Rotbrenner, anamorph: Phialophora); Puccinia species (rust) in various plants, P. triticina (brown rust or leaf rust) in cereals such as wheat, barley or rye, P. striiformis (P.striiformis (stripe rust or yellow rust), P. hordei (stunt rust), P. graminis (stem rust or black rust) or P. recondita (brown rust or leaf rust), P. kuehnii (orange rust) in sugarcane and P. asparagi in asparagus; Pyrenopeziza species in rapeseed, e.g. P. brassicae; Pyrenophora (anamorph: Drechslera) / tritici-repentis (tan spot) in wheat or P. teres (net blotch) in barley; Pyricularia species, e.g. P. oryzae (teleomorph: Magnaporthe grisea) in rice. grisea (rice blast disease) and P. grisea in turfgrass and cereals; Pythium species (seedling damping-off disease) in turfgrass, rice, corn, wheat, cotton, rapeseed, sunflower, soybean, sugar beet, vegetables and various other plants (e.g. P. ultimum or P. aphanidermatum) and P. oligandrum in mushrooms; Ramularia species, e.g. R. collo-cygni (ramularia leaf spot, physiological leaf spot disease) in barley, R. areola (telemorph: Mycosphaerella areola) in cotton. areola) and R. beticola in sugar beet; Rhizoctonia species in cotton, rice, potato, turfgrass, corn, rapeseed, potato, sugar beet, vegetables and various other plants, such as R. solani (root and stem rot) in soybean, R. solani (sheath blight) in rice or R. cerealis (sheath blight) in wheat or barley.cerealis (Rhizoctonia spring blight); Rhizopus stolonifer (black mold, soft rot) in strawberry, carrot, cabbage, grapes and tomato; Rhynchosporium secalis and R. commune (fire blight) in barley, rye and triticale; Sarocladium oryzae in rice. oryzae and S. attenuatum (sheath rot); Sclerotinia species (stalk rot or white mold) in vegetables (S. minor and S. sclerotiorum) and field crops, e.g., in rapeseed, sunflower (e.g., S. sclerotiorum) and soybean, S. rolfsii (synonymous Athelia rolfsii) in soybean, peanut, vegetables, corn, cereals and ornamentals; Septoria species in various plants, e.g., S. glycines (brown spot) in soybean, S. tritici in wheat (Zymoseptoria tritici, Septoria leaf spot) and in cereals S. (syn. Stagonospora) nodorum (Stagonaspora leaf spot); Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) in grapes; Setosphaeria spp. (black leaf blight) in maize (e.g. S. turcicum, syn. Helminthosporium turcicum) and in turfgrass; Sphacelotheca spp. (sooty mildews) in maize (e.g. S. reiliana; synonym Ustilago reiliana: smut), millet and sugarcane; Sphaerotheca fuliginea in cucurbits (synonym Podosphaera xanthii: powdery mildew); Spongospora subbrellanea in potato (e.g. S. fuliginea; synonym Podosphaera xanthii: powdery mildew); subterranea (powdery scab) and the viral diseases it transmits; Stagonospora species in cereals, e.g. S. nodorum in wheat (Stagonospora spot, teleomorphs: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn. Septoria nodorum); Synchytrium endobioticum in potato endobioticum (potato wart); Taphrina species, e.g. T. deformans (leaf curl) in peaches and T. pruni (pocket plum) in plums; Thielaviopsis species (black root rot) in tobacco, pome fruits, vegetables, soybeans and cotton, e.g. T. basicola (syn. Chalara elegans); Tilletia species (common or smut) in cereals, e.g. T. tritici (syn. T. caries, net smut) and T. controversa (stunt smut) in wheat; Trichoderma harzianum in mushrooms. harzianum; Typhula incarnata (gray snow mold) in barley or wheat; Urocystis species, e.g. U. occulta in rye;occulta (striped sooty mould); Uromyces spp. (rust) in vegetables, e.g. in legumes (e.g. U. appendiculatus, synonymous U. phaseoli), in sugar beet (e.g. U. betae or U. beticola) and legumes (e.g. U. vignae, U. pisi, U. viciae-fabae and U. fabae); Ustilago spp. (naked smut) in cereals (e.g. U. nuda and U. avaenae), in maize (e.g. U. stilago, U. smut) in cereals (e.g. U. nuda and U. avaenae), in corn (e.g. U. stilago, ... in plants (e.g. U. maydis: corn mildew) and sugarcane; Venturia spp. (black spot) in apple (e.g. V. inaequalis) and pear; and Verticillium spp. (damage) in various plants, e.g. fruit and ornamental plants, grapes, soft fruits, vegetables and field crops, e.g. V. longisporum in rapeseed, V. dahliae in strawberry, rapeseed, potato and tomato and V. fungicola in mushrooms; Zymoseptoria tritici tritici in cereals.

[0162] The compounds I and compositions thereof are particularly suitable for controlling the causative agents of the following plant diseases, respectively: rust diseases of soybeans and cereals (e.g. Phakopsora pachyrhizi and P. meibomiae in soybeans, Puccinia tritici and P. striiformis in wheat); fungal diseases of specialty crops, soybeans, rapeseed and sunflower (e.g. Botrytis cinerea in strawberries and grapes, Sclerotinia sclerotiorum, S. minor and S. rolfsii in rapeseed, sunflower and soybean); Fusarium diseases of cereals (e.g. Fusarium culmorum in wheat). culmorum and F. graminearum); downy mildews on specialty crops (e.g. Plasmopara viticola on grape, Phytophthora infestans on potato); powdery mildews on specialty crops and cereals (e.g. Uncinula necator on grape, Erysiphe spp. on various specialty crops, Blumeria graminis on cereals); leaf spot diseases on cereals, soybean and maize (e.g. Septoria tritici and S. nodorum on cereals, S. glycines on soybean, Cercospora spp. on maize and soybean).

[0163] According to one embodiment, compounds IA-1.1aB-1 to IA-1.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0164] According to one embodiment, compounds IA-2.1aB-1 to IA-2.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0165] According to one embodiment, compounds IA-3.1aB-1 to IA-3.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0166] According to one embodiment, compounds IA-4.1aB-1 to IA-4.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0167] According to one embodiment, compounds IA-5.1aB-1 to IA-5.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0168] According to one embodiment, compounds IA-6.1aB-1 to IA-6.1aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0169] According to one embodiment, the compounds IA-1.2aB-1 to IA-1.2aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0170] According to one embodiment, compounds IA-2.2aB-1 to IA-2.2aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0171] According to one embodiment, compounds IA-3.2aB-1 to IA-3.2aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0172] According to one embodiment, compounds IA-4.2aB-1 to IA-4.2aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0173] According to one embodiment, compounds IA-5.2aB-1 to IA-5.2aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0174] According to one embodiment, the compounds IA-6.2aB-1 to IA-6.2aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0175] According to one embodiment, compounds IA-1.3aB-1 to IA-1.3aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0176] According to one embodiment, compounds IA-2.3aB-1 to IA-2.3aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0177] According to one embodiment, compounds IA-3.3aB-1 to IA-3.3aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0178] According to one embodiment, compounds IA-4.3aB-1 to IA-4.3aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0179] According to one embodiment, compounds IA-5.3aB-1 to IA-5.3aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0180] According to one embodiment, the compounds IA-6.3aB-1 to IA-6.3aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0181] According to one embodiment, the compounds IA-1.4aB-1 to IA-1.4aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0182] According to one embodiment, the compounds IA-2.4aB-1 to IA-2.4aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0183] According to one embodiment, compounds IA-3.4aB-1 to IA-3.4aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0184] According to one embodiment, the compounds IA-4.4aB-1 to IA-4.4aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0185] According to one embodiment, the compounds IA-5.4aB-1 to IA-5.4aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0186] According to one embodiment, the compounds IA-6.4aB-1 to IA-6.4aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0187] According to one embodiment, the compounds IA-1.5aB-1 to IA-1.5aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0188] According to one embodiment, the compounds IA-2.5aB-1 to IA-2.5aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0189] According to one embodiment, the compounds IA-3.5aB-1 to IA-3.5aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0190] According to one embodiment, the compounds IA-4.5aB-1 to IA-4.5aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0191] According to one embodiment, the compounds IA-5.5aB-1 to IA-5.5aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0192] According to one embodiment, the compounds IA-6.5aB-1 to IA-6.5aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0193] According to one embodiment, the compounds IA-1.6aB-1 to IA-1.6aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0194] According to one embodiment, the compounds IA-2.6aB-1 to IA-2.6aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0195] According to one embodiment, the compounds IA-3.6aB-1 to IA-3.6aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0196] According to one embodiment, the compounds IA-4.6aB-1 to IA-4.6aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0197] According to one embodiment, the compounds IA-5.6aB-1 to IA-5.6aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0198] According to one embodiment, the compounds IA-6.6aB-1 to IA-6.6aB-180 are particularly suitable for controlling the etiology of list Z plant diseases.

[0199] According to one embodiment, the compounds IA-1.7aB-1 to IA-1.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0200] According to one embodiment, the compounds IA-2.7aB-1 to IA-2.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0201] According to one embodiment, the compounds IA-3.7aB-1 to IA-3.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0202] According to one embodiment, the compounds IA-4.7aB-1 to IA-4.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0203] According to one embodiment, the compounds IA-5.7aB-1 to IA-5.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0204] According to one embodiment, the compounds IA-6.7aB-1 to IA-6.7aB-180 are particularly suitable for controlling the etiology of List Z plant diseases.

[0205] According to one embodiment, compounds Ex-1 to Ex-92 are particularly suitable for controlling the etiology of list Z plant diseases.

[0206] List Z: Albugo spp. (white rust) on ornamentals, vegetables (e.g. A. candida) and sunflower (e.g. A. tragopogonis); Alternaria spp. (black spot) on vegetables (e.g. A. dauci or A. porri), rapeseed (e.g. A. brassicicola or A. brassicae), sugar beet (A. tenuis), fruit (e.g. A. grandis), rice, soybean, potato and tomato. in cereals (e.g. A. solani, A. grandis or A. alternata), in tomatoes (e.g. A. solani or A. alternata) and in wheat (e.g. A. triticina); Aphanomyces species in sugar beet and vegetables; Ascochyta species in cereals and vegetables, e.g. A. tritici (anthracnose) in wheat and A. hordei in barley; eyespot in maize (Aureobasidium zeae (synonym: Kapatiella zeae); Bipolaris spp. and Drechslera spp. (teleomorph: Cochliobolus spp.), causing, for example, brown spot (D. maydis) or brown leaf spot (B. zeicola) in corn, leaf spot (B. sorokiniana) in cereals, for example B. oryzae (B. zeicola) in rice and turfgrass.oryzae; Blumeria (formerly Erysiphe) graminis (powdery mildew) in cereals (e.g. wheat or barley); Botrytis cinerea (teleomorph: Botrytinia fuckeliana: grey mold) on fruits and berries (e.g. strawberries), vegetables (e.g. lettuce, carrots, celery and cabbage); B. squamosa or grey rot (B. allii) on onion, rapeseed, ornamentals (e.g. B eliptica), grapes, forest plants and wheat; Bremia lactucae on lettuce lactucae (downy mildew); Ceratocystis (syn. Ophiostoma) spp. (root rot or dieback) in deciduous and evergreen trees, e.g. C. ulmi (Dutch elm disease) in elms; Cercospora spp. (Cercospora leaf spot), in maize (e.g. grey leaf spot: C. zeae-maydis), rice, sugar beet (e.g. C. in beticola), in sugarcane, vegetables, coffee, soybean (e.g., C. sojina or C. kikuchii) and in rice; Cladobotryum (synonymous with Dactylium) species in mushrooms (e.g., C. mycophilum (formerly Dactylium dendroides) dendroides, teleomorphs: Nectria albertinii, Nectria rosella (synonymous with Hypomyces rosellus); Cladosporium species in tomato (e.g. C. fulvum: leaf mold) and in cereals, e.g. C. herbarium in wheat.herbarum (black spot disease); Claviceps purpurea (black spot disease) in cereals; Cochliobolus (anamorph: Helminthosporium in Bipolaris) species (leaf spot disease) in maize (C. carbonum), in cereals (e.g., C. sativus, anamorph: B. sorokiniana) and in rice ( For example, C. miyabeanus, anamorph: H. oryzae; Colletotrichum (teleomorph: Glomerella) species (anthracnose) in cotton (e.g., C. gossypii), in corn (e.g., C. graminicola: anthracnose root rot), in soft fruits, potatoes. in legumes (e.g. C. coccodes: black spot), in legumes (e.g. C. lindemuthianum), soybeans (e.g. C. truncatum or C. gloeosporioides), vegetables (e.g. C. lagenarium or C. capsici), fruits (e.g. C. actatus), in coffee (e.g. C. acutatum), coffee (e.g. C. coffeenum or C. kahawae) and C. gloeosporioides in various crops; Corticium species, e.g. C. sasakii (sheath blight) in rice; Corynespora cassiicola (leaf spot) in soybean, cotton and ornamentals; Cycloconium species, e.g. C. oleaginum (C.oleaginum; Cylindrocarpon species (e.g. fruit canker or young grapevine decline, teleomorph: Nectria or Neonectria) in fruit trees, in grapevines (e.g. C. liriodendri, teleomorph: Neonectria liriodendri) liriodendri, black leg disease) and in ornamentals; Dematophora (teleomorph: Roselinia) and necatrix (root and stem rot) in soybean; Diaporthe species, e.g. D. phaseolorum (seedling damping-off) in soybean; Drechslera (synonymous with Helminthosporium, teleomorph: Pyrenophora) Species in maize, in cereals such as barley (e.g. D. teres, net blotch) and wheat (e.g. D. tritici-repentis, yellow spot), in rice and turfgrass; in grapes, Formitiporia (synonymous with Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora Esca disease (canker, apoplexy) caused by Phaeoacremonium chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and / or Botryosphaeria obtusa; Elsinoe species in pome fruits (E. pyri) and soft fruits (E. veneta: anthracnose) and in grapes (E. ampelina: anthracnose).ampelina: anthracnose); Entyloma oryzae (leaf mildew) in rice; Epicoccum species (black mold) in wheat; Erysiphe species (powdery mildew) in sugar beet (E. betae), in vegetables (e.g. E. pisi), e.g. in cucurbits (e.g. E. cichoracearum) and in cabbage, rapeseed (e.g. E. cruciferarum); Eupatorium moniliforme (Eupatorium moniliforme) in fruit trees, grapes and ornamentals. Eutypa lata (Eutypa canker or blight, anamorphs: Cytosporina lata, synonymous with Libertella blepharis); Exserohilum (synonymous with Helminthosporium) species in maize (e.g. E. turcicum); Fusarium (teleomorph: Gibberella) species in various plants (damage, root or stem rot), e.g. F. graminearum or F. culmorum (root rot, scab or red mold) in cereals (e.g. wheat or barley), F. ophiolium in tomato, F. oxysporum, F. solani (synonymous with F. glycines, now F. virguliforme) and F. tucumaniae and F. brasiliense in soybean, each of which causes sudden death syndrome, and F. verticillioides in maize; Gaeumannomyces graminis in cereals (e.g., wheat or barley) and maize. graminis (damaging disease); Gibberella species in cereals (e.g. G. zeae) and in rice (e.g. G. fujikuroi, bakanae disease); Glomerella cingulata in grapes, pome fruits and other plants and G. gossypii in cotton; grain stain complex in rice; Guignardia bidwellii (black rot disease) in grapes; Gymnosporangium species in roses and junipers, e.g. G. sabine in pears.sabinae (rust); Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) in maize, cereals, potato and rice; Hemileia spp., e.g. H. vastatrix (coffee leaf rust) in coffee; Isariopsis clavispora (syn. Cladosporium vitis) in grapes; Macrophomina phaseolina in soybean and cotton. phaseolina (synonymous with phaseoli) (root and stem rot disease); Microdochium (synonymous with Fusarium) nivale (pink snow mold) in cereals (e.g., wheat or barley); Microsphaera diffusa in soybeans diffusa (powdery mildew); Monilinia species, e.g. M. laxa, M. fructicola and M. fructigena (synonymous with Monilia: flower blight and branch blight, brown rot) in stone fruits and other Rosaceae; Mycosphaerella species, e.g. M. graminicola in cereals, bananas, soft fruits and groundnuts (anamorph: Zymoseptoria tritici, formerly Septoria tritici: Septoria leaf spot) or M. fijiensis (Pseudocercospora fijiensis) in bananas. fijiensis (synonym: black Sigatoka disease) and M. musicola, M. arachidicola (synonym: M. arachidis or Cercospora arachidis), M. berkereii in peanuts,berkeleyi, M. pisi in pea and M. brassiciola in cruciferous plants; Peronospora species (downy mildews) in cabbage (e.g. P. brassicae), rapeseed (e.g. P. parasitica), onion (e.g. P. destructor), tobacco (P. tabacina) and soybean (P. manshurica); Phakopsora pachyrhizi in soybean pachyrhizi and P. meibomiae (soybean rust); Phialophora species, such as those in grapes (e.g. P. tracheiphila and P. tetraspora) and soybeans (e.g. P. gregata: stem rot); Phoma lingam in rapeseed and cabbage (synonymous with Leptosphaeria biglobosa and L. maculans: root and stem rot) and P. betae in sugar beet (root rot, spot and damping-off) and P. zeae-maydis in maize (Phyllostica zeae); Phomopsis species in sunflower, grape (e.g. P. viticola: stem and leaf spot) and soybean (e.g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis in maize (brown spot); Phytophthora species in various plants (damage, root, leaf, fruit and stem rot), such as in pepper and cucurbits (e.g. P. capsiki).capsici), in soybean (e.g., P. megasperma, synonymous with P. sojae), in potato and tomato (e.g., P. infestans: leaf rot disease) and in deciduous trees (e.g., P. ramorum: oak death); Plasmodiophora brassicae in cabbage, rapeseed, radish and other plants. brassicae (club root disease); Plasmopara species, such as P. viticola (grape downy mildew) on grapes and P. halstedii on sunflower; Podosphaera species (powdery mildew) on roses, hops, pome fruits and soft fruits (e.g. P. leucotricha on apples) and on cucurbits (P. xanthii); Polymyxa species, such as P. graminis on cereals such as barley and wheat and P. betae on sugar beet and the viral diseases transmitted thereby; Pseudocercosporella herpotrichoides on cereals such as wheat or barley herpotrichoides (synonymous with Oculimacula yallundae, O. acuformis: eyespot disease, teleomorph: Tapesia yallundae); Pseudoperonospora (downy mildew) on various plants, e.g. P. cubensis on cucurbits or P. humilis on hops.humili; Pseudopezicula tracheiphila (red fireworks or Rotbrenner, anamorph: Phialophora) in grapes; Puccinia species (rusts) in various plants, P. triticina (brown rust or leaf rust), P. striiformis (stripe rust or yellow rust), P. hordei (stunt rust), P. graminis (stem rust or black rust) or P. recondita (brown rust or leaf rust) in cereals such as wheat, barley or rye, P. cuenii in sugarcane P. kuehnii (orange rust) and P. asparagi in asparagus; Pyrenopeziza species, e.g. P. brassicae in rapeseed; Pyrenophora (anamorph: Drechslera) / tritici-repentis (tan spot) in wheat or P. teres (net blotch) in barley; Pyricularia species, e.g. P. oryzae (teleomorph: Magnaporthe grisea) in rice. grisea) and P. grisea in turfgrass and cereals; turfgrass, rice, corn, wheat, cotton, rapeseed, sunflower, soybean,. Pythium species (seedling damping-off) in sugar beet, vegetables and various other plants (e.g. P. ultimum or P. aphanidermatum) and P. oligandrum in mushrooms; Ramularia species, e.g. R. collo-cygni in barley (Ramularia leaf spot, physiological leaf spot), R. areola in cotton (telemorph: Mycosphaerella areola) areola) and R. beticola in sugar beet; Rhizoctonia species in cotton, rice, potato, turfgrass, corn, rapeseed, potato, sugar beet, vegetables and various other plants, such as R. solani (root and stem rot) in soybean, R. solani (sheath blight) in rice or R. cerealis (Rhizoctonia spring blight) in wheat or barley; Rhizopus stolonifer (black mold, soft rot) in strawberry, carrot, cabbage, grapes and tomato; Rhynchosporium secaris in barley, rye and triticale. secalis and R. commune (fire blight); Sarocladium oryzae and S. attenuatum (sheath rot) in rice; Sclerotinia species (stalk rot or white mold) in vegetables (S. minor and S. sclerotiorum) and field crops such as rapeseed, sunflower (e.g. S. sclerotiorum) and soybean, S. rolfsii (Athelia rolfsii) in soybean, peanut, vegetables, maize, cereals and ornamentals. rolfsii); Septoria species in various plants, e.g. S. glycines (brown spot disease) in soybean, S. tritici (synonymous with S.tritici (synonymous with Zymoseptoria tritici, Septoria leaf spot) and S. (synonymous with Stagonospora) in cereals; Uncinula (synonymous with Erysiphe) in grapes; necator (powdery mildew, anamorph: Oidium tuckeri); Setosphaeria species (black leaf spot) in maize (e.g. S. turcicum, Helminthosporium turcicum) and turfgrass; Sphacelotheca species (sooty mildew) on maize (e.g. S. reiliana: synonym Ustilago reiliana: smut), millet and sugarcane; Sphaerotheca fuliginea on cucurbits (synonym Podosphaera xanthii: powdery mildew); Spongospora subbrellanea on potato. subterranea (powdery scab) and the viral diseases it transmits; Stagonospora species in cereals, e.g. S. nodorum in wheat (Stagonospora spot, teleomorphs: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn. Septoria nodorum); Synchytrium endobioticum in potato endobioticum (potato wart); Taphrina species, e.g. T. deformans (leaf curl) in peaches and T. pruni (pocket plum) in plums; Thielaviopsis species, e.g. T. basicola (black root rot) in tobacco, pome fruits, vegetables, soybeans and cotton.basicola (synonymous with Chalara elegans); Tilletia species (common or smut) in cereals, e.g. T. tritici (synonymous with T. caries, net smut) and T. controversa (stunt smut) in wheat; Trichoderma harzianum in mushrooms; Typhula incarnata in barley or wheat. incarnata (gray snow mold); Urocystis spp., e.g. U. occulta (striped sooty mold) in rye; Uromyces spp. (rust) in vegetables, e.g. in legumes (e.g. U. appendiculatus, synonymous with U. phaseoli), in sugar beet (e.g. U. betae or U. beticola) and legumes (e.g. U. vignae, U. pisi, U. viciae-fabae and U. fabae); Ustilago species (naked smut) in cereals (e.g. U. nuda and and U. avaenae), in maize (e.g. U. maydis: maize sooty mold) and in sugarcane; Venturia species (black spot) in apple (e.g. V. inaequalis) and in pear; and Verticillium species (damage) in various plants, such as fruit and ornamental plants, grapes, soft fruits, vegetables and field crops, e.g. V. longisporum in rapeseed, V. dahliae in strawberry, rapeseed, potato and tomato and V. fungicola in mushrooms; Zymoseptoria tritici tritici in cereals.

[0207] The compounds I and their compositions are also suitable for controlling harmful microorganisms in the protection of stored products or harvest and in the protection of materials, respectively.

[0208] The term "stored products or harvested products" is understood to denote natural substances of plant or animal origin and their processed forms for which long-term protection is desired. Stored products of plant origin, such as stems, leaves, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed forms such as pre-drying, wetting, grinding, shredding, pressing, roasting, etc., processes of which are also known as post-harvest treatment. Also falling within the definition of stored products is wood in the form of crude wood, such as construction timber, steel towers and barriers, or in the form of finished products, such as furniture or objects made of wood. Stored products of animal origin are hides, leather, fur, hair, etc. Preferably, "stored products" is understood to denote natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as fruits, stone fruits, soft fruits and citrus fruits and their processed forms, and the application of the compound I and its compositions can also prevent adverse effects such as decay, discolouration or mould.

[0209] The term "protection of materials" is understood to denote the protection of technical and non-biological materials such as adhesives, glues, wood, paper, paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fibres or fabrics against infestation and destruction by harmful microorganisms such as fungi and bacteria.

[0210] When used in the protection of materials or stored products, the application rates of active substance vary depending on the area of ​​application and the type of effect desired. Typical application rates in the protection of materials are from 0.001 g to 2 kg, preferably from 0.005 g to 1 kg, of active substance per cubic meter of treated material.

[0211] Compound I and its compositions, respectively, can be used to improve plant health. The present invention also relates to a method for improving plant health by treating the plant, its propagation material and / or the locus in which the plant is growing or intended to grow with an effective amount of Compound I and its compositions, respectively.

[0212] The term "plant health" is understood to denote the state of a plant and / or its products, determined by several indicators alone or in combination with each other, such as yield (e.g. increased biomass and / or increased content of valuable components), plant vigor (e.g. improved plant growth and / or greening of leaves ("greening effect")), quality (e.g. improved content or composition of certain components) and biotic stresses and / or resistance to biotic stresses. The above identified indicators of plant health may be interdependent or may result from each other.

[0213] The compounds I are applied as such or in the form of a composition by treating the fungus, the plant, the plant propagation material such as seeds, the soil, the surface, the material or the room to be protected against the attack of the fungus with a fungicidally effective amount of the active substance. Application can be carried out both before and after the infection of the plant, the plant propagation material such as seeds, the soil, the surface, the material or the room with the fungus.

[0214] The agrochemical composition of the present invention contains a fungicidally effective amount of compound I. The term "fungicidal amount" refers to an amount of the composition or compound I sufficient to control harmful fungi on cultivated plants or to protect stored products or harvested products or materials, without causing substantial damage to the treated plants, treated stored products or harvested products or treated materials. Such amounts can vary widely and depend on various factors, such as the species to be controlled, the cultivated plants or stored products or harvested products or materials treated, climatic conditions and the specific compound I used.

[0215] The plant propagation material may be treated as such or as a preventative with a composition comprising at least one compound I either at the time of planting or transplanting or before.

[0216] When used for plant protection, the amount of active substance applied is, depending on the type of effect desired, 0.001 to 2 kg / ha, preferably 0.005 to 2 kg / ha, more preferably 0.05 to 0.9 kg / ha, in particular 0.1 to 0.75 kg / ha.

[0217] For example, in the treatment of plant propagation material, such as seeds, by dusting, coating or drenching, amounts of active substance of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g, most preferably from 5 to 100 g per 100 kg of plant propagation material (preferably seeds) are required.

[0218] The user usually applies it from a preset dose device, a backpack sprayer, a spray tank, a spray plane or an irrigation system. Usually the agrochemical composition is brought to the desired application concentration with water, buffers and / or further auxiliaries, thus obtaining a ready-to-use spray solution or agrochemical composition according to the invention. Usually 20-2000 liters, preferably 50-400 liters, of the ready-to-use spray solution are applied per hectare of agriculturally useful area.

[0219] The compounds I, their N-oxides and salts can be converted into conventional types of pesticide compositions, such as solutions, emulsifiable concentrates, suspensions, dusts, powders, pastes, granules, presses, capsules and mixtures thereof. Examples of types of compositions (see "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6 th(see also Ed. May 2008, CropLife International) are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsifiable concentrates (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, 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), insecticidal articles (e.g. LN) as well as gel formulations (e.g. GF) for the treatment of plant propagation materials such as seeds. The compositions are prepared by known methods, for example as described by 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. The present invention also relates to an agrochemical composition comprising an adjuvant and at least one compound I.

[0220] Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, 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.

[0221] Suitable solvents and liquid carriers are water and organic solvents, such as medium to high boiling mineral oil fractions, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e.g. toluene, paraffins, tetrahydronaphthalene and alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol, glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, carbonates, fatty acid esters, γ-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

[0222] Suitable solid carriers or fillers 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 meal, bark meal, wood meal, nut shell meal and mixtures thereof.

[0223] 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 Ed. or North American Ed.).

[0224] Suitable anionic surfactants are the alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and their mixtures.Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, α-olefinsulfonates, ligninsulfonates, 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 naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.Examples of sulfates are the sulfates of fatty acids, oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols or fatty acid esters.Examples of phosphates are phosphate esters.Examples of carboxylates are alkyl carboxylates and carboxylated alcohols or alkylphenol ethoxylates.

[0225] Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar surfactants, polymeric surfactants and mixtures thereof. Examples of alkoxylates are 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, is used for the alkoxylation. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

[0226] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups or salts of long-chain primary amines.Suitable amphoteric surfactants are alkylbetaines and imidazolines.Suitable block polymers are AB or ABA type block polymers containing blocks of polyethylene oxide and polypropylene oxide or ABC type block polymers containing alkanol, polyethylene oxide and polypropylene oxide.Suitable polyelectrolytes are polyacids or polybases.Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers.Examples of polybases are polyvinylamines or polyethyleneamines.

[0227] Suitable adjuvants are compounds that have negligible or no insecticidal activity themselves and improve the biological performance of compound I against the target. Examples are surfactants, mineral or vegetable oils and other auxiliaries. Further examples are described in Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[0228] Suitable thickening agents are polysaccharides (eg xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates and silicates.

[0229] Suitable fungicides are bronopol and isothiazolinone derivatives, such as alkylisothiazolinones and benzisothiazolinones.

[0230] Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

[0231] Suitable antifoaming agents are silicones, long chain alcohols and salts of fatty acids.

[0232] Suitable colorants (for example red, blue or green) are pigments with low water solubility and water soluble dyes, such as inorganic colorants (for example iron oxide, titanium oxide, iron hexacyano) and organic colorants (for example alizarin colorants, azo colorants and phthalocyanine colorants).

[0233] Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes and cellulose ethers.

[0234] The agrochemical composition generally comprises 0.01 to 95% by weight, preferably 0.1 to 90% by weight, more preferably 1 to 70% by weight, in particular 10 to 60% by weight of active substance (e.g. at least one compound I). The agrochemical composition generally comprises 5 to 99.9% by weight, preferably 10 to 99.9% by weight, more preferably 30 to 99% by weight, in particular 40 to 90% by weight of at least one auxiliary. The active substance (e.g. compound I) is used with a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

[0235] For the treatment of plant propagation material, in particular seeds, seed treatment solutions (LS), suspoemulsions (SE), flowable concentrates (FS), dry treatment powders (DS), water dispersible powders for slurry treatment (WS), water soluble powders (SS), emulsifiable concentrates (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed. The subject compositions, after dilution 2-10 times, give active substance concentrations of 0.01-60% by weight, preferably 0.1-40%, in ready-to-use formulations. Application can be carried out before or during sowing. Methods for applying the compounds I and their compositions, respectively, to plant propagation material, in particular seeds, include dressing, coating, pelleting, dusting, immersion and in-sowing application methods. Preferably, the compounds I or their compositions, respectively, are applied to the plant propagation material in a manner that does not induce germination, for example by dressing, pelleting, coating and dusting the seeds.

[0236] Various oils, wetting agents, adjuvants, fertilizers or micronutrients and further pesticides (e.g. fungicides, growth regulators, herbicides, insecticides, safeners) can be added to the compound I or its compositions as a premix or can be left until just before use (tank mix). These agents can be mixed with the compositions according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[0237] Pesticides are generally chemical or biological agents (such as pesticidal active ingredients, compounds, compositions, viruses, bacteria, antimicrobial agents, fungicides, etc.) whose effects deter, incapacitate, kill or otherwise destroy pests. Targeted pests include insects, plant pathogens, weeds, mollusks, birds, mammals, fish, nematodes (roundworms), and microorganisms that destroy property, are a nuisance, spread disease, or are vectors of disease. The term "pesticide" also includes plant growth regulators that alter the expected growth, flowering, or reproduction rate of plants; defoliants that cause leaves or other foliage to fall from plants, usually to facilitate harvesting; desiccants that promote drying of living tissues, such as unwanted plant tops; plant activators that activate plant physiology to protect against certain pests; antidotes that reduce the undesirable herbicidal effects of pesticides on crop plants; and plant growth promoters that affect plant physiology, for example, to increase plant growth, biomass, yield, or other quality parameters of the harvestable product of crop plants.

[0238] Biopesticides are defined as a form of pesticide based on microorganisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (organisms or other naturally occurring compounds, e.g., metabolites, proteins, or extracts) (US Environmental Protection Agency: http: / / www.epa.gov / pesticides / biopesticides / ). Biopesticides are divided into two main classes: microbial pesticides and biochemical pesticides: (1) Microbial pesticides consist of bacteria, fungi, or viruses (often with metabolic products produced by bacteria and fungi). Entomopathogenic nematodes are also multicellular but are classified as microbial pesticides. (2) Biochemical pesticides are naturally occurring substances that control pests or provide other crop protection uses, as defined below, but which are relatively nontoxic to mammals.

[0239] By mixing the compounds I in their fungicidal use form or compositions containing them with other fungicides, it is often possible to broaden the fungicidal spectrum of activity or to prevent the development of fungicide resistance. Furthermore, synergistic effects are often obtained (synergistic mixtures).

[0240] The following list of pesticides II that can be used in combination with compounds I is intended to illustrate, but not limit, the possible combinations.

[0241] A) Respiratory inhibitors - Q oInhibitors of complex III at the site: azoxystrobin (A.1.1), coumetoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestrobulin (A.1.5), phenaminestrobin (A.1.6), phenoxystrobin / flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxime-methyl (A.1.9), mandestrobin (A.1.10), metomino. Strobin (A.1.11), Orysastrobin (A.1.12), Picoxystrobin (A.1.13), Pyraclostrobin (A.1.14), Pyrametstrobin (A.1.15), Pyraoxystrobin (A.1.16), Trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamide (A.1.18), Piribe carb (A.1.19), triclopyricarb / chlorozinecarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21), methyl-N-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl]phenyl]-N-methoxy-carbamate (A.1.22), methyltetraprole (A.1.25), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]-oxy-2-methyl methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.35), pyriminostrobin (A.1.36), bifujunchi (A.1.37), 2-(ortho-((2,5-dimethylphenyl-oxymethylene)phenyl)-3-methoxy-acrylic acid methyl ester (A.1.38); - Q iInhibitors of complex III at the site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]2-methylpropanoate (A.2.3), fenpicoxamide (A.2.4), florylpicoxamide (A.2.5), methallylpicoxamide (A.2.6); - Inhibitors of complex II: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), isofetamide (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), pen Anthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyraziflumide (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), impirfluxam (A.3.22), pyrapropoin (A.3.23), fluindapyr (A.3.28), N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide (A.3.29), methyl(E )-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), isoflucipram (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.34), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)-N-[(3R)-3-isobutyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.39), cyclobutrifluram (A.3.24);. - other respiratory inhibitors: diflumetrim (A.4.1); nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometallic compounds: fentin salts, e.g. fentin acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); amethoctrazine (A.4.11); silthiofam (A.4.12).

[0242] B) Sterol biosynthesis inhibitors (SBI fungicides) - C14 demethylase inhibitors: Triazoles: Azaconazole (B.1.1), Bitertanol (B.1.2), Bromuconazole (B.1.3), Cyproconazole (B.1.4), Difenoconazole (B.1.5), Diniconazole (B.1.6), Diniconazole-M (B.1.7), Epoxiconazole (B.1.8), Fenbuconazole (B.1.9), Fluquinconazole (B.1.10), Flusilazole (B.1.11), Flutriafol (B.1.12), .12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazol (B.1.20), penconazole (B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.31), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.32), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.33), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.34), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.35), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.36), 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl] Tetrazol-1-yl)-1-[5-[4-(trifluoromethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.32), 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile (B.1.33), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), and benzonitrile (B.1.39).38), (2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, (2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, 2-(chloromethyl)-2-methyl-5-( p-Tolyl-methyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); Imidazoles: Imazalil (B.1.44), Pefurazoate (B.1.45), Prochloraz (B.1.46), Triflumizole (B.1.47); Pyrimidines, pyridines, piperazines: Fenarimol (B.1.49), Pyriphenox (B.1.50), Trifoxicam (B.1.51), Trifoxicam (B.1.52), Trifoxicam (B.1.53), Trifoxicam (B.1.54), Trifoxicam (B.1.55), Trifoxicam (B.1.56), Trifoxicam (B.1.57), Trifoxicam (B.1.58), Trifoxicam (B.1.59), Trifoxicam (B.1.60), Trifoxicam (B.1.61), Trifoxicam (B.1.62), Trifoxicam (B.1.63), Trifoxicam (B.1.64), Trifoxicam (B.1.65), Trifoxicam (B.1.66), Trifoxicam (B.1.67), Trifoxicam (B.1.68), Trifoxicam (B.1.69), Trifoxicam (B.1.70), Trifoxicam (B.1.71), Trifoxicam (B.1.72), Trifoxicam (B.1.73), Trifoxicam (B.1.74), Trifoxicam (B.1.75), Trifoxicam (B.1.76), Trifoxicam (B.1.77), Trifoxicam (B.1.78), Trifoxicam (B.1.79), Trifoxicam (B.1.80), Trifoxicam (B.1.81), Trifoxicam (B Phosphorus (B.1.51), [3-(4-chloro-2-fluoro-phenyl)-5-(2,4-difluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.52), 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzoni tolyl (B.1.53), 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.54), 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.55);. - Delta 14-reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8); - 3-ketoreductase inhibitors: fenhexamid (B.3.1); -Other sterol biosynthesis inhibitors: chlorfenomizole (B.4.1).

[0243] C) Nucleic acid synthesis inhibitors - phenylamide or acylamino acid fungicides: benalaxyl (C.1.1), benalaxyl-M (C.1.2), chiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofrace (C.1.6), oxadixyl (C.1.7); - other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-2(4-chlorophenylmethoxy)pyrimidin-4-amine (C.2.8).

[0244] D) Inhibitors of cell division and the cytoskeleton - Tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D.1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), pyridaclomethyl (D.1.6), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)butanamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-propyl-butanamide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-N-propyl-acetamide (D.1.14), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16); - Other cytostatic agents: diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriophenone (D.2.7), fenamacril (D.2.8).

[0245] E) Amino acid and protein synthesis inhibitors - Methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3); - Protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydrochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracycline (E.2.6).

[0246] F) Signal transduction inhibitors - MAP / histidine kinase inhibitors: fluoroimide (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5); - G protein inhibitors: quinoxyfen (F.2.1).

[0247] G) Lipid and membrane synthesis inhibitors - phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4); - Lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7), zinc thiazole (G.2.8); - Phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7); - Compounds affecting cell membrane permeability and fatty acids: propamocarb (G.4.1); - Inhibitors of oxysterol binding proteins: oxathiapiproline (G.5.1), fluoxapiproline (G.5.3), 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- N-tetralin-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3-(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1 -yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.9), (G.5.10), (4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.11).

[0248] H) Multi-site inhibitors - inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7); - Thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9); - Organic chlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorophenol (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11); - Guanidines and others: Guanidine (H.4.1), Dodine (H.4.2), Dodine free base (H.4.3), Guazatine (H.4.4), Guazatine-acetate (H.4.5), Iminooctadine (H.4.6), Iminooctadine-triacetate (H.4.7), Iminooctadine-tris(arbesilate) (H.4.8), Dithianone (H.4.9), 2,6-Dimethyl-1H,5H-[1,4]dithino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10).

[0249] I) Cell wall synthesis inhibitors - Glucan synthesis inhibitors: validamycin (I.1.1), polyoxin B (I.1.2); - Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (I.2.3), dicyclomet (I.2.4), fenoxanil (I.2.5).

[0250] J) Plant defense inducers - acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), thiadinil (J.1.4), prohexadione-calcium (J.1.5); phosphonates: fosetyl (J.1.6), fosetyl-aluminium (J.1.7), phosphorous acid and its salts (J.1.8), calcium phosphate (J.1.11), potassium phosphate (J.1.12), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-N-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10).

[0251] K) Mechanism of action unknown - Bronopol (K.1.1), Sinomethionat (K.1.2), Cyflufenamid (K.1.3), Cymoxanil (K.1.4), Dazomet (K.1.5), Debacarb (K.1.6), Diclocymet (K.1.7), Diclomedine (K.1.8), Difenzoquat (K.1.9), Difenzoquat-methylsulfate (K.1.10), Diphenylamine (K.1.11), Fenitropan (K.1.12), Fenpyrazamine (K.1.13), Flumetober (K.1.14), Flusulfamide (K.1.15), .1.15), flutianil (K.1.16), harpin (K.1.17), methasulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), tolprocarb (K.1.21), oxine-copper (K.1.22), proquinazid (K.1.23), tebufloquine (K.1.24), tecloftalam (K.1.25), triazoxide (K.1.26), N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N'-phenyl- -Methylformamidine (K.1.27), N'-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.28), N'-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.29), N'-(5-bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N -methyl-formamidine (K.1.30), N'-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.31), N'-[5-bromo-6-(4-isopropylcyclohexoxy)-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.32), N'-[5-bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.33), N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.34), N'-(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy-acetamide (K.1.36), 3-[5- (4-Chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (K.1.38), 5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), ethyl (Z)-3-amino-2-cyano-3-phenyl-prop-2-enoate (K.1.40), Picarburazox (K.1.41), pentyl N-[ 6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.42), but-3-ynyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.43), ipflufenoquine (K.1.44), quinofumelin (K.1.47), benziothiazolinone (K.1.48), bromothalonil (K.1.49), 2-(6-benzyl-2-pyridyl)quinazo Phosphorus (K.1.50), 2-[6-(3-fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), diclobenchiazox (K.1.52), N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine (K.1.53), aminopyrifen (K.1.54), fluopimomide (K.1.55), N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.56), N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.57), N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (K.1.58), N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide (K.1.59), N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide (WO 2018 / 177894, WO 2020 / 212513).

[0252] L) Biopesticides L1) Microbial pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. plantarum, B. spp. ssp. plantarum (also called B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, B. velezensis, Candida oleophila, C. saitoana, Clavibacter michiganensis, michiganensis (bacteriophage), Coniothyrium minitans, Cryphonectria parasitica, Cryptococcus albidus, Dilophosphora alopecuri, Fusarium oxysporum, Clonostachys rosea f.catenulata (also named Gliocladium catenulate), Gliocladium roseum, Lysobacter antibioticus, L.enzymogenes, Metschnikowia fructicola, Microdochium dimerum, Microsphaeropsis ochracea, Muscodor albus, Paenibacillus alvei, Paenibacillus epiphyticus, epiphyticus, P. polymyxa, Pantoea vagans, Penicillium bilaiae, Phlebiopsis gigantea, Pseudomonas sp., Pseudomonas chlororaphis, Pseudozyma flocculosa, Pichia anomala, Pythium oligandrum, Sphaerodes mycoparasitica, Streptomyces griseoviridis griseoviridis, S. lydicus, S. violaceusniger, Talaromyces flavus, Trichoderma asperelloides, T. asperellum, T. atroviride, T. fertile, T. gamsii, T. harmatum, T.T. harzianum, T. polysporum, T. stromaticum, T. virens, T. viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahlia, Zucchini yellow mosaic virus (non-virulent strain);. L2) Biochemical pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: harpin protein, Reynoutria sachalinensis extract; L3) Microbial pesticides with insecticidal, acaricidal, molluscicidal and / or nematocidal activity: Agrobacterium radiobacter, Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, Btssp. israelensis, Btssp. galleriae, Btssp. kurstaki, Btssp. tenebrionis, Beauveria bassiana bassiana, B. bronniartii, Burkholderia spp., Chromobacterium subtsugae, Cydia pomonella granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp.), Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bacteriophora, Isaria fumosorosea, Lecanicillium longisporum, L. muscarium, Metarhizium anisopriae anisopliae, M. anisopliae var. anisopliae, M. anisopliae var. acridum, Nomuraea rileyi, Paecilomyces fumosoroseus, P. lilacinus, Paenibacillus popilliae, Pasteuria spp., P. nishizawae, P. penetrans, P. ramosa, P. thornea, P. usgae, Pseudomonas fluorescens fluorescens, Spodoptera littoralis nucleopolyhedrovirus (SpliNPV), Steinernema carpocapsae, S. feltiae, S. krauseii, S.kraussei, Streptomyces galbus, S.microflavus;. L4) Biochemical pesticides having insecticidal, acaricidal, molluscicidal, pheromone and / or nematocidal activity; L-carvone, citral, (E,Z)-7,9-dodecadien-1-yl acetate, ethyl formate, (E,Z)-2,4-ethyldecadienoate (pair ester), (Z,Z,E)-7,11,13-hexadecatrienal, heptyl butyrate, isopropyl myristate, lavanulyl senecioate senecioate), cis-jasmone, 2-methyl-1-butanol, methyl eugenol, methyl jasmonate, (E,Z)-2,13-octadecadien-1-ol, (E,Z)-2,13-octadecadien-1-ol acetate, (E,Z)-3,13-octadecadien-1-ol, R-1-octen-3-ol, pentatermanone, (E,Z,Z)-3,8,11-tetradecatrienyl acetate, (Z,E)-9,12-tetradecadien-1-yl acetate, Z-7-tetradecen-2-one, Z-9-tetradecen-1-yl acetate, Z-11-tetradecenal, (Z)-11-tetradecen-1-ol, Chenopodium ambrosioides extract, catnip oil, neem oil, Quillaya extract; L5) Microbial pesticides having plant stress reducing activity, plant growth regulator activity, plant growth promoting activity and / or yield enhancing activity: Azospirillum amazonense, A. brasilense, A. lipoferum, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japonicum, B. liaoningense, B. lupini, Delftia acidovorans, Glomus intraradices, intraradices, Mesorhizobium spp., Rhizobium leguminosarum bv. phaseoli, Rlbv. trifolii, Rlbv. viciae, R. tropici, Sinorhizobium meliloti.

[0253] O) Insecticides of classes O.1 to O.29 O.1 Acetylcholinesterase (AChE) inhibitors: aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate; acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoate, dimethy Rubinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famflu, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyaphos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl) salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimphos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion.

[0254] O.2 GABA-gated chloride channel antagonists: endosulfan, chlordane; ethiprole, fipronil, flufiprole, pyrafluprole, pyriprole.

[0255] O.3 Sodium channel modulators: Acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, dita-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate fluthrin, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, meperfluthrin, metofluthrin, momflufluorothrin, epsilon-momfluorothrin, permethrin, fenothrin, prallethrin, profluthrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, tetramethylfluthrin, tetramethrin, tralomethrin, transfluthrin; DDT, methoxychlor.

[0256] O.4 Nicotinic acetylcholine receptor (nAChR) agonists: acetamiprid, clothianidin, cycloxapride, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam; 4,5-dihydro-N-nitro-1(2-oxiranylmethyl)-1H-imidazol-2-amine, (2E)-1-[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylidenehydrazinecarboximidamide; 1-[(6-chloro 3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate; (3S)-3-(6-chloro-3-pyridin-3-yl)methyl)-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; Nicotine; Sulfoxaflor, Flupirazifurone, Triflumezopyrim, (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate; (3S)-8-methyl-5-oxo-6-phenyl-3-pyrimidin-5-yl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-[3-(trifluoromethyl)phenyl]-2,3-dihydro Thiazolo[3,2-a]pyrimidin-8-ium-7-olate; (3R)-3-(2-chlorothiazol-5-yl)-6-(3,5-dichlorophenyl)-8-methyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, (3R)-3-(2-chlorothiazol-5-yl)-8-ethyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate.

[0257] O.5 Nicotinic acetylcholine receptor allosteric activators: spinosad, spinetoram.

[0258] O.6 Chloride channel activators: abamectin, emamectin benzoate, ivermectin, lepimectin, milbemectin.

[0259] O.7 Juvenile hormone mimetics: hydroprene, kinoprene, methoprene; fenoxycarb, pyriproxyfen.

[0260] O.8 Other non-specific (multi-site) inhibitors: methyl bromide and other alkyl halides; chloropicrin, sulfuryl fluoride, borax, tartar emetic.

[0261] O.9 Chordotonal organ TRPV channel modulators: pymetrozine, pyrifluquinazone.

[0262] O.10 Mite growth inhibitors: Clofentezine, hexythiazox, diflovidazine; etoxazole.

[0263] O.11 Microorganisms that destroy the midgut membrane of insects: Bacillus thuringiensis, Bacillus sphaericus, and the insecticidal proteins they produce: Bacillus thuringiensis subsp. Israelensis, Bacillus sphaericus, Bacillus thuringiensis subsp. aizawai, Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. tenebrionis subsp. Tenebrionis), Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1.

[0264] O.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron; azocyclotin, cyhexatin, fenbutatin oxide, propargite, tetradifon.

[0265] O.13 Amplifiers of oxidative phosphorylation via disruption of the proton gradient: chlorfenapyr, DNOC, sulfuramide.

[0266] O.14 Nicotinic acetylcholine receptor (nAChR) channel blockers: bensultap, cartap hydrochloride, thiocyclam, thiosultap sodium.

[0267] O.15 Inhibitors of chitin biosynthesis type 0: bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron.

[0268] O.16 Chitin biosynthesis type 1 inhibitor: buprofezin.

[0269] O.17 Molting inhibitor: Cyromazine.

[0270] O.18 Ecdysone receptor agonists: methoxyfenozide, tebufenozide, halofenozide, fenozide, chromafenozide.

[0271] O.19 Octopamine receptor agonist: Amitraz.

[0272] O.20 Mitochondrial complex III electron transport inhibitors: hydramethylnon, acequinocyl, fluacrylpyrim, bifenazate.

[0273] O.21 Mitochondrial complex I electron transport inhibitors: fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, tolfenpyrad, rotenone.

[0274] O.22 Voltage-dependent sodium channel blockers: Indoxacarb, Metaflumizone, 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide, N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)-[4[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide.

[0275] O.23 Inhibitors of acetyl-CoA carboxylase: spirodiclofen, spiromesifen, spirotetramat, spiropydione.

[0276] O.24 Mitochondrial complex IV electron transport inhibitors: aluminum phosphide, calcium phosphide, phosphine, zinc phosphide, cyanide.

[0277] O.25 Mitochondrial complex II electron transport inhibitors: cyenopyrafen, cyflumetofen.

[0278] O.26 Ryanodine receptor modulators: flubendiamide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole; (R)-3-chloro-N 1 -{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N 2 -(1-Methyl-2-methylsulfonylethyl)furalamide, (S)-3-chloro-N 1 -{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N 2-(1-Methyl-2-methylsulfonylethyl)furamide;Methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-dimethylhydrazinecarboxylate;N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide;N-[4-Chloro -2-[(diethyl-lambda-4-sulfanilidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide;N-[4-chloro-2-[(di-2-propyl-lambda-4-sulfanilidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide;N-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sulfanilidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide N-[4,6-dibromo-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide;N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1-(trifluoromethyl)pyrazole-3-carboxamide;N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1-(trifluoromethyl)pyrazole-3-carboxamide H-Pyrazole-5-carboxamide;3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide;Tetrachloroanthranylprole;N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide;Cyhalodiamide.

[0279] O.27: Chordotonal organ modulators – target site undefined: flonicamide.

[0280] O.28. Insecticidal compounds with unknown or uncertain mechanism of action: afidopyropen, afoxolaner, azadirachtin, amidoflumet, benzoximate, brofuranilide, bromopropylate, quinomethionate, cryolite, dichloromethiaz, dicofol, flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, methoxadiazon, piperonyl butoxide, piflubumid, pyridalyl, thioxazaphen, 11-(4-chloro-2,6-dimethylphenyl) -12-Hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, Bacillus firmus firmus)I-1582;Fulpirimine;Fluazaindolizine;4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxothiethane-3-yl)benzamide;Fluxamethamide;5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole;4-Cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propoxy] 4-cyano-3-[(4-cyano-2-methyl-benzoyl)amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide;N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;N-[5-[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3, 3-Hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide;4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide;N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyl]-pyridine;2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine;2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine;N-Methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide;N-Methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide;1-[(6-chloro) 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydro-imidazo[1,2-a]pyridine;1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol;1-isopropyl-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;N,5-Dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide;1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;N-ethyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;1-(1,2-dimethylpropyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole 1-(4,4-Difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;N-Methyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;1-(4,4-Difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;1-(4,4-Difluorocyclohexyl)-N,5-dimethyl-N-pyridazin N-Cyclopropyl-2-(3-pyridinyl)-2H-imidazole-4-carboxamide;N-Cyclohexyl-2-(3-pyridinyl)-2H-imidazole-4-carboxamide;2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H-imidazole-4-carboxamide;2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]- methyl-2-[[2-(3-pyridinyl)-2H-indazol-5-yl]carbonyl]hydrazinecarboxylate;N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)-2H-imidazole-5-carboxamide;N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-imidazole-5-carboxamide;2-(3-pyridinyl-)-N-(2-pyrimidinylmethyl)-2H-imidazole-5-carboxamide;N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-imidazole-5-carboxamide, cyclopyrazoflor; Salolaner, Lotilaner, N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; 2-(3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-[3-ethylsulfonyl-5-(trifluoromethyl)- 2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine; isocycloceram; N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; acinonapyr; benzpyrimoxane; tigolaner;Chloro-N-(1-cyanocyclopropyl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide, oxazosulfil, [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl]-N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate, [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl]-N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate, [(2S,3R,4R,5S,5 S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl]-N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate, [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl]-N-[4-[ 1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate, (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylenehydrazone]thiazolidin-4-one;2-(6-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(6-bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(3-ethylsulfonyl-6-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5 -b]pyridine, 2-[3-ethylsulfonyl-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(7-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(3-ethylsulfonyl-7-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine 3-Ethylsulfonyl-6-iodo-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 3-Ethylsulfonyl-6-iodo-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridine-8-carbonitrile, 2-[3-Ethylsulfonyl-8-fluoro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-[3-Ethylsulfonyl-7-(trifluoro 2-[3-ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-[3-ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine, 2-(6-bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-6-(trifluoromethyl)pyrazole o[4,3-c]pyridine. ;

[0281] The active substances referred to as component 2, their preparation and their activity, for example activity against harmful fungi, are known (see http: / / www.alanwood.net / pesticides / ); these substances are commercially available. The compounds described in the IUPAC nomenclature, their preparation and pesticidal activity are also known (Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A141317; EP-A152031; EP-A226917; EP-A243970; EP-A256503; EP-A428941; EP-A532022; EP-A1028125; EP-A1035122). No.;EP-A1201648;EP-A1122244;JP 2002316902;DE 19650197;DE 10021412;DE 102005009458;U.S. Pat. No. 3,296,272;U.S. Pat. No. 3,325,503;WO 98 / 46608;WO 99 / 14187;WO WO 99 / 24413;WO 99 / 27783;WO 00 / 29404;WO 00 / 46148;WO 00 / 65913;WO 01 / 54501;WO 01 / 56358;WO 02 / 22583;WO 02 / 40431;WO 03 / 10149;WO WO 03 / 11853;WO 03 / 14103;WO 03 / 16286;WO 03 / 53145;WO 03 / 61388;WO 03 / 66609;WO 03 / 74491;WO 04 / 49804;WO 04 / 83193;WO 05 / 120234;WO 05 / 123689;WO 05 / 123690;WO 05 / 63721;WO 05 / 87772;WO 05 / 87773;WO 06 / 15866;WO 06 / 87325;WO 06 / 87343;WO 07 / 82098;WO 07 / 90624;WO 10 / 139271;WO 11 / 0286 57;WO 12 / 168188;WO 07 / 006670;WO 11 / 77514;WO 13 / 047749;WO 10 / 069882;WO 13 / 047441;WO 03 / 16303;WO 09 / 90181;WO 13 / 007767;WO 13 / 010862;WO 13 / 127704 ;WO 13 / 024009;WO 13 / 24010;WO 13 / 047441;WO 13 / 162072;WO 13 / 092224;WO 11 / 135833;China Patent Application Publication No. 1907024;China Patent Application Publication No. 1456054;China Patent Application Publication No. 103387541;China Patent Application Publication No. 1309897;WO 12 / 84812;China Patent Application Publication No. WO 1907024;WO 09094442;WO 14 / 60177;WO 13 / 116251;WO 08 / 013622;WO 15 / 65922;WO 94 / 01546;EP 2865265;WO 07 / 129454;WO 12 / 165511;WO 11 / 081174;WO 13 / 47441;(See WO 16 / 156241; WO 16 / 162265). Some compounds are identified by CAS Registry Numbers consisting of three parts, the first of which consists of two to seven digits, the second of which consists of two digits, and the third of which consists of one digit, separated by hyphens;

[0282] According to the present invention, the solid matter (dry matter) of the biopesticide (excluding oils such as neem oil) is considered as the active ingredient (e.g. obtained after drying or evaporation of the extraction or suspension medium in the case of liquid formulations of microbial pesticides). The weight ratios and percentages used for biological extracts such as Quillay extract are based on the total weight of the dry content (solid matter) of the respective extract.

[0283] The total weight ratio of the composition containing at least one microbial pesticide in the form of viable microbial cells, including dormant forms, is 1×10 10 The amount of CFU of each microorganism can be determined to calculate the total weight of each active ingredient by the formula that CFU is equal to 1 gram of total weight of each active ingredient. Colony forming units are a measure of viable microbial cells. Furthermore, CFU can be understood as the number of individual nematodes (juveniles) in the case of nematode biopesticides such as Steinernema feltiae.

[0284] In the binary mixture, the weight ratio of component 1) to component 2) generally depends on the nature of the components used and is usually in the range of 1:10,000 to 10,000:1, often 1:100 to 100:1, usually 1:50 to 50:1, preferably 1:20 to 20:1, more preferably 1:10 to 10:1, even more preferably 1:4 to 4:1, in particular 1:2 to 2:1. According to a further embodiment, the weight ratio of component 1) to component 2) is usually in the range of 1000:1 to 1:1, often 100:1 to 1:1, usually 50:1 to 1:1, preferably 20:1 to 1:1, more preferably 10:1 to 1:1, even more preferably 4:1 to 1:1, in particular 2:1 to 1:1. According to a further embodiment, the weight ratio of component 1) to component 2) is usually in the range of 20,000:1 to 1:10, often 10,000:1 to 1:1, usually 5,000:1 to 5:1, preferably 5,000:1 to 10:1, more preferably 2,000:1 to 30:1, even more preferably 2,000:1 to 100:1, in particular 1,000:1 to 100:1. According to a further embodiment, the weight ratio of component 1) to component 2) is usually in the range of 1:1 to 1:1000, often 1:1 to 1:100, usually 1:1 to 1:50, preferably 1:1 to 1:20, more preferably 1:1 to 1:10, even more preferably 1:1 to 1:4, in particular 1:1 to 1:2. According to a further embodiment, the weight ratio of component 1) to component 2) is usually in the range of 10:1 to 1:20,000, often 1:1 to 1:10,000, usually 1:5 to 1:5,000, preferably 1:10 to 1:5,000, more preferably 1:30 to 1:2,000, even more preferably 1:100 to 1:2,000, in particular 1:100 to 1:1,000.

[0285] In ternary mixtures, i.e. compositions comprising components 1) and 2) and compound III (component 3), the weight ratio of components 1) to 2) depends on the nature of the active substances used and is usually in the range of 1:100 to 100:1, usually 1:50 to 50:1, preferably 1:20 to 20:1, more preferably 1:10 to 10:1, in particular 1:4 to 4:1, and the weight ratio of components 1) to 3) is in the range of 1:100 to 100:1, usually 1:50 to 50:1, preferably 1:20 to 20:1, more preferably 1:10 to 10:1, in particular 1:4 to 4:1. Any further active ingredients are added, if necessary, in a ratio of 20:1 to 1:20 relative to component 1). These ratios are also suitable for mixtures applied by seed treatment.

[0286] When mixtures containing microbial pesticides are used for crop protection, the application rate is 1×10 6 ~5×10 16 (or more) CFU / ha, preferably 1 x 10 8 ~1×10 13 CFU / ha, and even more preferably 1×10 9 ~5×10 15 CFU / ha, specifically 1 × 10 12 ~5×10 14 CFU / ha. For nematodes (e.g. Steinernema feltiae) as microbial pesticides, application rates are usually in the range of 1 × 10 per hectare. 5 ~1×10 12 (or more), preferably 1×10 8 ~1×10 11 , more preferably 5 × 10 8 ~1×10 10 The range of individuals (e.g., in the form of eggs, larvae or other live stages, preferably immature larval stages) of

[0287] When mixtures containing microbial pesticides are used for seed treatment, application rates are generally in the range of 1×10 6 ~1×10 12 (or more) CFU / seed, preferably 1 x 10 6 ~1×10 9CFU / seed. Furthermore, application rates for seed treatments are generally in the range of 1 x 10 CFU / 100 kg of seed. 7 ~1×10 14 (or more) CFU, preferably 1 x 10 per 100 kg of seeds 9 ~1×10 12 CFU range.

[0288] As component 2), Q in group A o In particular, mixtures comprising at least one active substance selected from (A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.13), (A.1.14), (A.1.17), (A.1.21), (A.1.25), (A.1.34) and (A.1.35) are preferred.

[0289] As component 2), Q in group A i In particular, mixtures comprising at least one active substance selected from (A.2.3), (A.2.4) and (A.2.6) are preferred.

[0290] As component 2) there is preferably used the compounds (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.9), (A.3.11), (A.3.12), (A.3.15), (A.3.16), (A.3.17), (A.3.18), (A.3.19), (A.3.20), (A.3.21), (A.3.22), (A.3.23), (A.3.24), (A.3.28), (A.3.31), (A.3.32), (A.3.33), (A.3.34), (A.3.35), (A.3.36), (A.3.7), (A.3.8), (A.3.9), (A.3.10), (A.3.11), (A.3.12), (A.3.15), (A.3.16), (A.3.17), (A.3.18), (A.3.19), (A.3.20), (A.3.21), (A.3.22), (A.3.23), (A.3.24), (A.3.28), (A.3.31), (A.3.32), (A.3.33), (A.3.34), (A.3.35), (A.3.36), (A.3.7), (A.3.7), (A.3.8), (A.3.9), (A.3.10), (A.3.11), (A.3.12), (A.3.13), (A.3.14), (A.3.15), (A.3.16), (A.3.17), (A.3.18), (A.3.19), (A.3.20), (A.3.21), (A.3.22), A.3.37), (A.3.38) and (A.3.39); in particular mixtures comprising at least one active substance selected from (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.9), (A.3.12), (A.3.15), (A.3.17), (A.3.19), (A.3.22), (A.3.23), (A.3.24), (A.3.31), (A.3.32), (A.3.33), (A.3.34), (A.3.35), (A.3.36), (A.3.37), (A.3.38) and (A.3.39) are preferred.

[0291] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from other respiratory inhibitors of group A), more preferably selected from the compounds (A.4.5) and (A.4.11), in particular (A.4.11).

[0292] As component 2), more preferably the compounds (B.1.4), (B.1.5), (B.1.8), (B.1.10), (B.1.11), (B.1.12), (B.1.13), (B.1.17), (B.1.18), (B.1.21), (B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.29), (B.1.34), (B.1.37), (B.1.38) selected from the C14 demethylase inhibitors of group B), (B.1.43), (B.1.46), (B.1.53), (B.1.54) and (B.1.55); in particular mixtures comprising at least one active substance selected from (B.1.5), (B.1.8), (B.1.10), (B.1.17), (B.1.22), (B.1.23), (B.1.25), (B.1.33), (B.1.34), (B.1.37), (B.1.38), (B.1.43) and (B.1.46).

[0293] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from the delta 14-reductase inhibitors of group B), more preferably selected from the compounds (B.2.4), (B.2.5), (B.2.6) and (B.2.8); in particular (B.2.4).

[0294] As component 2) there is selected from the phenylamide and acylamino acid fungicides of group C), more preferably from the compounds (C.1.1), (C.1.2), (C.1.4) and (C.1.5); also preferred are mixtures which contain at least one active substance selected in particular from (C.1.1) and (C.1.4).

[0295] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from other nucleic acid synthesis inhibitors of group C), more preferably selected from the compounds (C.2.6), (C.2.7) and (C.2.8).

[0296] As component 2) preference is also given to mixtures which comprise at least one active substance selected from group D), more preferably selected from the compounds (D.1.1), (D.1.2), (D.1.5), (D.2.4) and (D.2.6); in particular selected from (D.1.2), (D.1.5) and (D.2.6).

[0297] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from group E), more preferably selected from the compounds (E.1.1), (E.1.3), (E.2.2) and (E.2.3); in particular (E.1.3).

[0298] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from group F), more preferably selected from the compounds (F.1.2), (F.1.4) and (F.1.5).

[0299] As component 2) there are preferred mixtures comprising at least one active substance selected from group G), more preferably from the compounds (G.3.1), (G.3.3), (G.3.6), (G.5.1), (G.5.3), (G.5.4), (G.5.5), (G.5.6), (G.5.7), (G.5.8), (G.5.9), (G.5.10) and (G.5.11); in particular mixtures comprising at least one active substance selected from (G.3.1), (G.5.1) and (G.5.3).

[0300] As component 2) there are preferred mixtures comprising at least one active substance selected from group H), more preferably selected from the compounds (H.2.2), (H.2.3), (H.2.5), (H.2.7), (H.2.8), (H.3.2), (H.3.4), (H.3.5), (H.4.9) and (H.4.10); in particular selected from (H.2.2), (H.2.5), (H.3.2), (H.4.9) and (H.4.10).

[0301] Preference is also given to mixtures which comprise as component 2) at least one active substance selected from group I), more preferably selected from the compounds (I.2.2) and (I.2.5).

[0302] As component 2) preference is also given to mixtures which contain at least one active substance selected from group J), more preferably selected from the compounds (J.1.2), (J.1.5), (J.1.8), (J.1.11) and (J.1.12); in particular selected from (J.1.5).

[0303] As component 2) preference is also given to mixtures comprising at least one active substance selected from group K), more preferably selected from the compounds (K.1.41), (K.1.42), (K.1.44), (K.1.47), (K.1.57), (K.1.58) and (K.1.59); in particular selected from (K.1.41), (K.1.44), (K.1.47), (K.1.57), (K.1.58) and (K.1.59).

[0304] The biopesticides of group L1) and / or L2) may also have insecticidal, acaricidal, molluscicidal, pheromone-cidal, nematocide, plant stress-relieving, plant growth regulator, plant growth-promoting and / or yield-increasing activity. The biopesticides of group L3) and / or L4) may also have fungicidal, bactericidal, virucidal, plant defense-activating, plant stress-relieving, plant growth regulator, plant growth-promoting and / or yield-increasing activity. The biopesticides of group L5) may also have bactericidal, bactericidal, virucidal, plant defense-activating, insecticidal, acaricidal, molluscicidal, pheromone-cidal and / or nematocide activity.

[0305] Microbial pesticides, in particular those from groups L1), L3) and L5), encompass not only isolated pure cultures of the respective microorganisms defined herein, but also cell-free extracts thereof, suspensions in whole broth cultures and metabolite-containing culture media or purified metabolites obtained from whole broth cultures of the microorganisms.

[0306] Many of these biopesticides have been deposited under the accession numbers mentioned herein (the prefixes such as ATCC or DSM refer to the acronyms of the respective culture collections, see for example http: / / www.wfcc.info / ccinfo / collection / by_acronym / for details), are mentioned in the literature, are registered and / or are commercially available: Aureobasidium pullulans DSM 14940 and DSM 14941 mixture isolated in 1989 in Konstanz, Germany (e.g. blastospores in BlossomProtect® from bio-ferm GmbH, Austria), Azospirillum brasilense Sp245 (BR11005; e.g. BASF Agricultural Specialties), originally isolated in the wheat belt (Passo Fundo) of South Brazil at least before 1980, Azospirillum brasilense Sp245 (BR11005; e.g. BASF Agricultural Specialties), originally isolated in 1989 in Konstanz, Germany, Azospirillum brasilense Sp245 (BR11005; e.g. BASF Agricultural Specialties), originally isolated in 1989 in Konstanz, Germany, Azospirillum brasilense Sp245 (BR11005; e.g. BASF Agricultural Specialties), Ltd., Brazil), A. brasilense strains Ab-V5 and Ab-V6 (e.g., in AzoMax from Novozymes BioAg Produtos papra Agricultura Ltda., Quattro Barras, Brazil or Simbiose-Maiz from Simbiose-Agro, Brazil; Plant Soil 331, 413-425, 2010), Bacillus amyloliquefaciens strain AP-188 (NRRL B-50615 and B-50331; U.S. Pat. No. 8,445,255); B. amyloliquefaciens sp. plantarum spp. plantarum) strains (previously called B. subtilis, but now classified together with B. methylotrophicus and B. velezensis as B. velezensis (Int. J. Syst. Evol.Microbiol. 66, 1212-1217, 2016): Bassp. plantarum or B. velezensis D747 isolated from the air of Kikugawa City, Japan (US Patent Application No. 20130236522A1; FERM BP-8234; e.g., Double Nickel™ 55 WDG from Certis LLC, USA), Bassp. plantarum or B. velezensis FZB24 isolated from soil in Brandenburg, Germany (also called SB3615; DSM96-2; J. Plant Dis. Prot. 105, 181-197, 1998; e.g., Novozyme Taegro® from Biologics, Inc., USA), Bassp. plantarum or B. velezensis FZB42 isolated from soil in Brandenburg, Germany (DSM 23117; J. Plant Dis. Prot. 105, 181-197, 1998; e.g., RhizoVital® 42 from AbiTEP GmbH, Germany), Bassp. plantarum or B. velezensis MBI600 (also called 1430; NRRL B-50595; U.S. Patent Application Publication No. 2012 / 0149571 A1; e.g., BASF Integral® from Bayer Crop Science LP, USA), Bassp. plantarum isolated from a peach orchard in California, USA in 1995, or B. velezensis QST-713 (NRRL B-21661; e.g., Serenade® MAX from Bayer Crop Science LP, USA), Bassp. plantarum isolated in South Dakoda, USA in 1992,plantarum) or B. velezensis TJ1000 (also called 1BE; ATCC BAA-390; Canadian Patent Application Publication No. 2471555A1; e.g., QuickRoots® from TJ Technologies, Watertown, SD, USA), B. firmus CNCM I-1582 (a mutant of the parent strain EIP-N1 (CNCM I-1556) isolated from soil in the central plains of Israel) (WO 2009 / 126473; U.S. Pat. No. 6,406,690; e.g., Votivo® from Bayer CropScience LP, USA), B. pumilus GHA 180 isolated from the rhizosphere of apple trees in Mexico (IDAC 260707-01; e.g., Premier Horticulture, Quebec, Canada), B. pumilus INR-7 (also referred to as BU-F22 and BU-F33) isolated at least before 1993 from cucumber infested with Erwinia tracheiphila (NRRL B-50185, NRRL B-50153; U.S. Pat. No. 8,445,255), B. pumilus KFP9F isolated at least before 2008 from the rhizosphere of pasture grasses in South Africa (NRRL B-50754; WO 2014 / 029697; e.g., BAC-UP or FUSION-P from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. pumilus QST 2808 was isolated from soil collected in 1998 in Pohnpei, Federated States of Micronesia (NRRL B-30087; e.g., Sonata® or Ballad® Plus from Bayer Crop Science LP, USA), B. simplex (B.simplex ABU 288 (NRRL B-50304; U.S. Pat. No. 8,445,255), B. subtilis FB17 (also called UD 1022 or UD 10-22) isolated from red beet roots in North America (ATCC PTA-11857; System. Appl. Microbiol. 27, 372-379, 2004; U.S. Patent Publication No. 2010 / 0260735; WO 2011 / 109395); B. thuringiensis ssp. aizawai ABTS-1857 (also called ABG-6346; ATCC SD-1372; e.g., BioFa kurstaki ABTS-351 (ATCC SD-1275; e.g., Dipel DF from Valent BioSciences, IL, USA), which is identical to HD-1 isolated in 1967 from diseased black cotton bollworms in Brownsville, Texas, USA; Bt subsp. kurstaki SB4 (NRRL B-50753; e.g., Beta 1 from BASF Agricultural Specialties (Pty) Ltd., South Africa), which was isolated from the larval corpses of E. saccharina; Pro®), Bt ssp. tenebrionis NB-176-1 (a mutant of NB-125, a wild-type strain isolated in 1982 from dead pupae of the beetle Tenebrio molitor) (DSM 5480; European Patent No. 585215 B1; e.g., Novodor®, Valent BioSciences, Switzerland), Beauveria bassiana GHA (ATCC 74250; e.g., Laverlam Int. Corp.BotaniGard® 22WGP from the USA), B. bassiana JW-1 (ATCC 74040; e.g., Naturalis® from CBC (Europe) Srl, Italy), B. bassiana PPRI 5339 (NRRL 50757; e.g., BroadBand® from BASF Agricultural Specialities (Pty) Ltd., South Africa), isolated from larvae of the tortoise leaf beetle Conchyloctenia punctata, Bradyrhizobium elkanii strain SEMIA 5019 (also called 29W) isolated in Rio de Janeiro, Brazil, and isolated in Rio Grande do SEMIA 587, isolated from an area previously inoculated with North American isolates in Sultanate and used in commercial inoculants since 1968 (Appl. Environ. Microbiol. 73(8), 2635, 2007; e.g., GELFIX 5 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum 532c, isolated in the USA from a field in Wisconsin (Nitragin 61A152; Can. J. Plant. Sci. 70, 661-666, 1990; e.g., in Rhizoflo®, Histick®, Hicoat® Super from BASF Agricultural Specialties Ltd., Canada), B. japonicum E-109 variant of USDA 138 (INTA E109, SEMIA 5085; Eur. J. Soil Biol. 45, 28-35, 2009; Biol. Fertil. Soils 47, 81-89, 2011); B. japonicum (B.japonicum strain: isolated from soil in the Cerrados region of Brazil by Embrapa-Cerrados and used in commercial inoculants since 1992; SEMIA 5079 (CPAC 15; e.g., GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), obtained under laboratory conditions by Embrapa-Cerrados in Brazil and used in commercial inoculants since 1992; B. japonicum SEMIA 5080 (CPAC7; e.g., GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), a natural variant of SEMIA 586 (CB1809) originally isolated in the USA; Burkholderia sp. A396 (NRRL B-50319; WO 2013 / 032693; Marrone Bio Innovations, Inc., USA), isolated from soil in Nikko, Japan in 2008; Coniothyrium minitans CON / M / 91-08 (WO 1996 / 021358; DSM 9660; e.g., Bayer CropScience), isolated from rapeseed. AG, Germany), harpin (alpha-beta) protein (Science 257, 85-88, 1992; e.g. Messenger™ or HARP-N Tek from Plant Health Care plc, UK), Helicoverpa armigera nuclear polyhedrosis virus (HearNPV) (J. Invertebrate Pathol. 107, 112-126, 2011; e.g. Helicovex™ from Adermatt Biocontrol, Switzerland; Diplomata™ from Koppert, Brazil; Vivus™ Max from AgBiTech Pty Ltd., Queensland, Australia), Helicoverpa zea single capsid nuclear polyhedrosis virus (HzSNPV) (e.g. Certis LLC, USA), Helicoverpa zea nuclear polyhedrosis virus ABA-NPV-U (e.g., AgBiTech Pty Ltd.Heligen® from BASF Agricultural Specialties Limited, Queensland, Australia), Heterorhabditis bacteriophora (e.g. Nemasys® G from BASF Agricultural Specialties Limited, UK), Isaria fumosorosea Apopka-97 (ATCC 20874; Biocontrol Science Technol. 22(7), 747-761, 2012; e.g. PFR-97™ or PreFeRal® from Certis LLC, USA) isolated from mealybugs on gynura in Apopka, Florida, USA, Metarhizium anisopliae var.anisopliae F52 (also called 275 or V275) (DSM 3884, ATCC 90448; e.g., Met52®, Novozymes Biologicals BioAg Group, Canada), Metschnikowia fructicola 277 isolated from grapevine in central Israel (U.S. Pat. No. 6,994,849; NRRL Y-30752; e.g., Shemer®, formerly Agrogreen, Israel), Paecilomyces ilacinus 251 isolated from infected nematode eggs in the Philippines (AGAL 89 / 030550; WO 1991 / 02051; Crop Protection 27, 352-361, 2008; e.g., Bayer CropScience AG, Germany and MeloCon, USA), Paenibacillus alvei NAS6G6 isolated from the rhizosphere of pasture grasses in South Africa at least before 2008 (WO 2014 / 029697; NRRL B-50755; e.g., BAC-UP from BASF Agricultural Specialities (Pty) Ltd., South Africa), Paenibacillus strains isolated from soil samples in various locations in Europe, including Germany: P. epiphyticus Lu17015 (WO 2016 / 020371; DSM 26971), P. polymyxa plantarum (P. polymyxa ssp. plantarum strain Lu16774 (WO 2016 / 020371; DSM 26969), Ppssp. plantarum strain Lu17007 (WO 2016 / 020371; DSM 26970); Illinois, USPasteuria nishizawae Pn1 (ATCC SD-5833; Federal Register 76(22), 5808, February 2, 2011; e.g., Clariva™ PN from Syngenta Crop Protection, LLC, USA), which was isolated from soybean fields in the mid-2000s in A., Penicillium bilaiae (also called P. bilaii) strains ATCC 18309 (=ATCC 74319), ATCC 20851 and / or ATCC 22348 (=ATCC 74318), which were originally isolated from soil in Alberta, Canada (Fertilizer Res. 39, 97-103, 1994; Can. J. Plant Res. 1999, 103, 1999). Sci. 78(1), 91-102, 1998; U.S. Pat. No. 5,026,417; WO 1995 / 017806; e.g., JumpStart®, Provide® from Novozymes Biologicals BioAg Group, Canada), Reynoutria sachalinensis extract (European Patent No. 0307510B1; e.g., Regalia® SC from Marrone BioInnovations, Davis, CA, USA or Milsana® from BioFa AG, Germany), Steinernema carpocapsae (e.g., Millenium® from BASF Agricultural Specialities Limited, UK), S. feltiae (e.g., BioWorks, Inc.BASF Agricultural Specialties Limited, USA; Nemashield® from BASF Agricultural Specialities Limited, UK), Streptomyces microflavus NRRL B-50550 (WO 2014 / 124369; Bayer CropScience, Germany), Trichoderma asperelloides JM41R isolated in South Africa (NRRL 50759; also called T. fertile; e.g., Trichoplus® from BASF Agricultural Specialties (Pty) Ltd., South Africa), T. harzianum T-22 (also called KRL-AG2) (ATCC 20847; BioControl 57, 687-696, 2012; e.g., BioWorks Plantshield® from Inc., USA or SabrEx® from Advanced Biological Marketing Inc., Van Wert, OH, USA.

[0307] According to another embodiment of the mixture, the at least one pesticide II is selected from the group L1) to L5): L1) Microbial pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: Aureobasidium pullulans DSM 14940 and DSM 14941 (L1.1), Bacillus amyloliquefaciens AP-188 (L.1.2), B. amyloliquefaciens ssp. plantarum D747 (L.1.3), B. amyloliquefaciens ssp. plantarum FZB24 (L.1.4), B. amyloliquefaciens ssp.plantarum FZB42 (L.1.5), B. amyloliquefaciens ssp.plantarum MBI600 (L.1.6), B. amyloliquefaciens ssp.plantarum QST-713 (L.1.7), B. amyloliquefaciens ssp.plantarum TJ1000 (L.1.8), B. pumilus GB34 (L.1.9), B. pumilus GHA 180 (L.1.10), B. pumilus INR-7 (L.1.11), B. pumilus KFP9F (L.1.12), B. pumilus QST 2808 (L.1.13), B. simplex ABU 288 (L.1.14), B. subtilis FB17 (L.1.15), Coniothyrium minitans CON / M / 91-08 (L.1.16), Metschnikowia fructicola NRRL Y-30752 (L.1.17), Paenibacillus alvei (L.1.18), alvei) NAS6G6 (L.1.18), P. epiphyticus (P.epiphyticus Lu17015 (L.1.25), P. polymyxa ssp. plantarum Lu16774 (L.1.26), Ppssp. plantarum strain Lu17007 (L.1.27), Penicillium bilaiae ATCC 22348 (L.1.19), P. bilaiae ATCC 20851 (L.1.20), P. bilaiae ATCC 18309 (L.1.21), Streptomyces microflavus NRRL B-50550 (L.1.22), Trichoderma aspereroides (L.1.23), asperelloides) JM41R (L.1.23), T. harzianum) T-22 (L.1.24);. L2) Biochemical pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: harpin proteins (L.2.1), Reynoutria sachalinensis extract (L.2.2); L3) Microbial pesticides with insecticidal, acaricidal, molluscicidal and / or nematocidal activity: Bacillus firmus I-1582 (L.3.1), B. thuringiensis ssp. aizawai ABTS-1857 (L.3.2), Btssp. kurstaki ABTS-351 (L.3.3), Btssp. kurstaki SB4 (L.3.4), Btssp. tenebrionis NB-176-1 (L.3.5), Beauveria bassiana bassiana GHA (L.3.6), B. bassiana JW-1 (L.3.7), B. bassiana PPRI 5339 (L.3.8), Burkholderia sp. A396 (L.3.9), Helicoverpa armigera nucleopolyhedrovirus (HearNPV) (L.3.10), Helicoverpa zea nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.11), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.12), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.13), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.14), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.15), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.16), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.17), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.18), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.19), Helicoverpa zea single capsid nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.20), Helicoverpa zea single capsid nucleopolyhedrovirus ( nucleopolyhedrovirus (HzSNPV) (L.3.12), Heterorhabditis bacteriophora (L.3.13), Isaria fumosorosea Apopka-97 (L.3.14), Metarhizium anisopliae var. anisopliae F52 (L.3.15), Paecilomyces lilacinus 251 (L.3.16), Pasteuria nishizawae Pn1 (L.3.17), Steinernema carpocapsae (L.3.18), S. feltiae (L.3.19);. L4) Biochemical pesticides with insecticidal, acaricidal, molluscicidal, pheromone and / or nematocidal activity; cis-jasmone (L.4.1), methyl jasmonate (L.4.2), (Quillaya extract (L.4.3); L5) Microbial pesticides with plant stress reducing activity, plant growth regulator activity, plant growth promoting activity and / or yield enhancing activity: Azospirillum brasilense Ab-V5 and Ab-V6 (L.5.1), A. Brasilense Sp245 (L.5.2), Bradyrhizobium elkanii SEMIA 587 (L.5.3), B. elkanii SEMIA 5019 (L.5.4), B. japonicum 532c (L.5.5), B. japonicum E-109 (L.5.6), B. japonicum SEMIA 5079(L.5.7), B. japonicum SEMIA 5080(L.5.8).

[0308] The present invention further relates to an agrochemical composition comprising a mixture of at least one compound I (component 1) and at least one biopesticide selected from the above-mentioned group L) (component 2), in particular at least one biopesticide selected from groups L1) and L2), and optionally at least one suitable adjuvant.

[0309] The present invention further relates to an agrochemical composition comprising a mixture of at least one compound I (component 1) and at least one biopesticide selected from the abovementioned group L) (component 2), in particular at least one biopesticide selected from groups L3) and L4), and optionally at least one suitable adjuvant.

[0310] As pesticide II (component 2) there is provided a pesticide selected from the groups L1), L3) and L5), preferably (L.1.2), (L.1.3), (L.1.4), (L.1.5), (L.1.6), (L.1.7), (L.1.8), (L.1.10), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L .1.15), (L.1.17), (L.1.18), (L.1.19), (L.1.20), (L.1.21), (L.1.25), (L.1.26), (L. 1.27), (L.3.1); (L.3.9), (L.3.16), (L.3.17), (L.5.1), (L.5.2), (L.5.3), (L.5.4), (L (L.5.5), (L.5.6), (L.5.7), (L.5.8); (L.4.2) and (L.4.1) are selected from the strains listed above; and even more preferably (L.1.2), (L.1.6), (L.1.7), (L.1.8), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15). Also preferred are mixtures comprising a biopesticide selected from (L.1.18), (L.1.19), (L.1.20), (L.1.21), (L.3.1); (L.3.9), (L.3.16), (L.3.17), (L.5.1), (L.5.2), (L.5.5), (L.5.6); (L.4.2) and (L.4.1). These mixtures are particularly suitable for the treatment of propagation material, i.e. for seed treatment purposes, as well as for soil treatment. These seed treatment mixtures are particularly suitable for crops such as cereals, maize, legumes such as soybeans, etc.

[0311] As pesticide II (component 2) there is provided a pesticide selected from the groups L1), L3) and L5), preferably (L1.1), (L.1.2), (L.1.3), (L.1.6), (L.1.7), (L.1.9), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.16), (L.1.17), (L.1.19), (L.1.20), (L.1.21), (L.1.22), (L.1.23), (L.1.24), (L.1.25), (L.1.26), (L.1.27), (L.1.28), (L.1.29), (L.130), (L.131), (L.132), (L.133), (L.134), ( .17), (L.1.18), (L.1.22), (L.1.23), (L.1.24), (L.1.25), (L.1.26), (L.1.27), ( L.2.2);(L.3.2), (L.3.3), (L.3.4), (L.3.5), (L.3.6), (L.3.7), (L.3.8), (L.3.10 ), (L.3.11), (L.3.12), (L.3.13), (L.3.14), (L.3.15), (L.3.18), (L.3.19); as (L.4.2) selected from the above strains; even more preferably mixtures containing a biopesticide selected from (L.1.2), (L.1.7), (L.1.11), (L.1.13), (L.1.14), (L.1.15), (L.1.18), (L.1.23), (L.3.3), (L.3.4), (L.3.6), (L.3.7), (L.3.8), (L.3.10), (L.3.11), (L.3.12), (L.3.15) and (L.4.2). These mixtures are particularly suitable for the foliar treatment of cultivated plants, preferably vegetables, fruits, vines, cereals, and legumes such as corn and soybeans.

[0312] Compositions containing the mixture of active ingredients can be prepared by conventional means, for example those given for the compositions of Compound I.

[0313] When live microorganisms such as pesticides II from groups L1), L3) and L5) form part of the composition, such compositions can be prepared by conventional means (e.g. HD Burges: Formulation of Microbial Biopesticides, Springer, 1998; WO 2008 / 002371, U.S. Pat. No. 6,955,912, U.S. Pat. No. 5,422,107). EXAMPLES

[0314] I. Synthesis Examples: Example 25 - 4-[6-(difluoromethyl)-5-methyl-3-pyridyl]spiro[1,3-benzoxazine-2,1'-cyclobutane] Example 25.1 – Preparation of spiro[3H-1,3-benzoxazine-2,1'-cyclobutan]-4-one p-TsOH (98 mg, 0.2 eq) was added to a suspension of 3-fluoro-2-hydroxy-benzamide (400 mg, 1 eq) and cyclobutanone (542 mg, 3 eq) in toluene (30 ml) and the mixture was heated to reflux with azeotropic removal of water for 12 h. The reaction solution was cooled and concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate, washed successively with 2N HCl, water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (526 mg) as a brown powder. 1 H NMR(400MHz,CDCl3):μ[ppm]:8.02-7.86(m,1H),7.47(ddd,J=8.3,7.3,1.7Hz,1H),7.10(td,J=7.5,1.1Hz,1H),7.01(ddd,J=8.3,1.1,0. 5Hz,1H),6.62(s,1H),2.65-2.50(m,2H),2.34(ddtt,J=12.5,6.4,3.1,1.5Hz,2H),2.07-1.91(m,1H),1.84(dtt,J=11.6,9.3,6.4Hz,1H).

[0315] Example 25.2 – Preparation of spiro[1,3-benzoxazine-2,1'-cyclobutan]-4-yl trifluoromethanesulfonate Trifluoromethanesulfonic anhydride (7.8 g, 2.5 eq) and 2,6-lutidine (2.38 g, 2 eq) were added dropwise to a suspension of spiro[3H-1,3-benzoxazine-2,1'-cyclobutan]-4-one (2.1 g, 1 eq) in dichloromethane (120 mL) under cooling at -78°C, and the mixture was stirred at the same temperature for 1.0 h. The reaction mixture was stirred at 0°C for 20 min, poured into ice water, and the solution was extracted with dichloromethane. The organic layer was washed successively with saturated aqueous sodium bicarbonate and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (1.8 g) as a brown oil. The title compound was used as is without further purification.

[0316] Example 25.3 - Preparation of 4-[6-(difluoromethyl)-5-methyl-3-pyridyl]spiro[1,3-benzoxazine-2,1'-cyclobutane] [6-(difluoromethyl)-5-methyl-3-pyridyl]boronic acid (572 mg, 1.1 eq), potassium carbonate (1.54 g, 4 eq), water (2 ml) and dichlorobis(triphenylphosphine)palladium(II) (391 mg, 0.2 eq) were added to a solution of spiro[1,3-benzoxazine-2,1'-cyclobutan]-4-yl trifluoromethanesulfonate (900 mg, 1 eq) in dimethoxyethane (10 mL) and the mixture was stirred under argon at 80° C. for 2.5 h. After cooling, the reaction was diluted with ethyl acetate, washed successively with water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by high performance liquid chromatography on silica gel (HPLC-column Kinetex XB C18 1.7μ (50×2.1 mm); eluent: acetonitrile / water (60° C., gradient from 5:95 to 100:0 in 1.5 min, flow gradient from 0.8 to 1.0 ml / min in 1.5 min) to give the title compound (97 mg) as a tan oil. 1H NMR(400MHz,CDCl3):μ[ppm]:8.67-8.60(m,1H),7.90-7.84(m,1H),7.42(td,J=7.8,1.6Hz,1H),7.12(dd,J=7.7,1.6Hz,1H),7.02(d ,J=8.2Hz,1H),6.98-6.93(m,1H),6.75(t,J=54.5Hz,1H),2.59(s,3H),2.57-2.46(m,4H),1.99(dddd,J=25.7,15.6,7.8,4.1Hz,2H).

[0317] The compounds shown in Table I were prepared in a similar manner. [ka]

[0318] Table I: Compounds Ex-1 to Ex-92 of formula I

[0319] [Table 21]

[0320] [Table 22]

[0321] [Table 23]

[0322] [Table 24]

[0323] [Table 25]

[0324] [Table 26]

[0325] [Table 27]

[0326] [Table 28]

[0327] [Table 29]

[0328] [Table 30]

[0329] [Table 31]

[0330] [Table 32]

[0331] [Table 33]

[0332] [Table 34]

[0333] [Table 35]

[0334] II. Biological Examples Micro Test The active compounds were formulated separately as stock solutions having a concentration of 10,000 ppm in dimethylsulfoxide.

[0335] Example 1 - Activity against Botrytis cinerea in a microtiter plate test The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt of Botruci cinerea or a spore suspension in yeast-bactopeptone-sodium acetate solution was added. The plates were placed in a water vapor saturated chamber at a temperature of 18°C. The MTPs were measured at 405 nm wavelength 7 days after inoculation using an absorption photometer.

[0336] In this test, samples treated with 31 ppm of active material from Examples Ex-2, Ex-3, Ex-4, Ex-5 and Ex-6 each showed 0% pathogen growth.

[0337] Example 2 - Activity against Fusarium culmorum in a microtiter plate test The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt or spore suspensions of Fusarium culmorum in yeast-bactopeptone-glycerol or DOB solutions were added. The plates were placed in a water vapor saturated chamber at a temperature of 18°C. The MTPs were measured at 405 nm wavelength 7 days after inoculation using an absorption photometer.

[0338] In this test, samples treated with 31 ppm of active material from examples Ex-4 and Ex-6 each showed 1% pathogen growth.

[0339] Example 3 - Activity against Botrytis cinerea in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt of Botruci cinerea or a spore suspension in yeast-bactopeptone-sodium acetate solution was added.

[0340] In this test, Examples Ex-1, Ex-2, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-10, Ex-11, Ex-12, Ex-13, Ex-14, Ex-15, Ex-17, Ex-18, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-28, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53 , Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-61, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70 * Samples treated with 31 ppm of active substance from Ex-71, Ex-72, Ex-73, Ex-74, Ex-76, Ex-77, Ex-79, Ex-87, Ex-88 and Ex-89 respectively showed up to 11% growth of pathogens.

[0341] Example 4 – Activity against Fusarium culmorum in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Fusarium culmorum in aqueous biomalt yeast-bactopeptone-glycerin or DOB solution was added.

[0342] In this test, samples treated with 31 ppm of active substance from examples Ex-4, Ex-6, Ex-8, Ex-9, Ex-13, Ex-18, Ex-19, Ex-20, Ex-21, Ex-22, Ex-26, Ex-27, Ex-28, Ex-29, Ex-32, Ex-33, Ex-35, Ex-36, Ex-38, Ex-39, Ex-42, Ex-44, Ex-51, Ex-63, Ex-64, Ex-65, Ex-67, Ex-73, Ex-74, Ex-76, Ex-77 each showed a growth of up to 19% of the pathogen.

[0343] Example 5 – Activity against wheat leaf spot caused by Septoria tritici in a microtiter plate assay The active compounds were formulated separately as stock solutions with a concentration of 10,000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt or spore suspensions of Septoria tritici in yeast-bactopeptone-glycerin or DOB solutions were added.

[0344] In this test, Examples Ex-8, Ex-14, Ex-15, Ex-18, Ex-21, Ex-22, Ex-23, Ex-26, Ex-29, Ex-30, Ex-33, Ex-42, Ex-46, Ex-49, Ex-50, Ex-66, Ex-68, Ex-70 *Samples treated with 31 ppm of active substance from Ex-72, Ex-73, Ex-74, Ex-76, Ex-77 and Ex-79, respectively, showed up to 20% growth of the pathogen.

[0345] Example 6 – Activity against Microdochium nivale in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of a Microdochium nivale isolate in DOB medium (ph 7) was then added.

[0346] In this test, Examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-19, Ex-20, Ex-21, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-42, Ex-43, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-61, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70, Ex-71, Ex-72, Ex-73, Ex-74, Ex-75, Ex-76, Ex-77, Ex-78, Ex-79, Ex-80, Ex-81, Ex-82, Ex-83, Ex-84, Ex-85, Ex-86, Ex-87, Ex-88, Ex-89, Ex-90, Ex-91, Ex-92, Ex-93, Ex-94, Ex-95, Ex-96, Ex-97, Ex-98, Ex-99, Ex-100, Ex-101, Ex-102, Ex-103, Ex-104, Ex-105, Ex-106, Ex-107, Ex-108, Ex-109, Ex-1 Samples treated with 31 ppm of active substances from Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-61, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70, respectively, showed up to 18% growth of pathogens.

[0347] Example 7 - Activity against Colletotrichum orbiculare in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Colletotrichum orbiculare isolate in DOB medium (ph 7) was then added.

[0348] In this test, Examples Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-15, Ex-16, Ex-17, Ex-18, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-25, Ex-26, Ex-27, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-36, Ex-39, E Samples treated with 31 ppm of active substances from Ex-40, Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-60, Ex-62, Ex-63, Ex-65, Ex-69 respectively showed up to 17% growth of pathogens.

[0349] Example 8 – Activity against Leptosphaeria nodorum in a microtiter plate assay The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Spore suspensions of Leptosphaeria nodorum isolates in DOB medium (ph 7) were then added.

[0350] In this test, Examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-42, E Samples treated with 31 ppm of active substances from Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-61, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70, respectively, showed up to 19% growth of pathogens.

[0351] Example 9 – Activity against Fusarium gramminearis in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of a Fusarium gramminearis isolate in DOB medium (ph 7) was then added.

[0352] In this test, samples treated with 31 ppm of active substance from runs Ex-1, Ex-6, Ex-8, Ex-9, Ex-13, Ex-17, Ex-20, Ex-21, Ex-22, Ex-26, Ex-29, Ex-33, Ex-35, Ex-36, Ex-38, Ex-44, Ex-65, Ex-66, Ex-67 showed up to 17% growth of pathogens respectively.

[0353] Example 10 – Activity against Monilinia laxa in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Monilinia laxa isolate in DOB medium (ph 7) was then added.

[0354] In this test, Examples Ex-1, Ex-5, Ex-6, Ex-7, Ex-11, Ex-20, Ex-21, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-44, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-62, Ex-63, Ex-68, Ex-69, Ex-70, Ex-70 * Samples treated with 31 ppm of active substance from each showed up to 16% growth of the pathogen.

[0355] Example 11 – Activity against Ustilago maydis in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of an Ustilago maydis isolate in DOB medium (ph 7) was then added.

[0356] In this test, samples treated with 31 ppm of active substance from runs Ex-4, Ex-5, Ex-7, Ex-8, Ex-11, Ex-12, Ex-13, Ex-15, Ex-18, Ex-20, Ex-21, Ex-33, Ex-36, Ex-40, Ex-42, Ex-44, Ex-67 showed up to 19% growth of pathogens, respectively.

[0357] Example 12 – Activity against resistant isolates of Pyrenophora teres Qoi (FL129) in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of a resistant isolate of Pyrenophora teres Qoi (FL129) in DOB medium (ph 7) was then added.

[0358] In this test, Examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-15, Ex-17, Ex-18, Ex-19, Ex-20, Ex-21, Ex-23, Ex-24, Ex-25, Ex-27, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-36, Ex-38, E Samples treated with 31 ppm of active substances from Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-62, Ex-63, Ex-69, respectively, showed up to 16% growth of pathogens.

[0359] Example 13 - Activity against Leptosphaeria maculans in a microtiter plate assay The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Spore suspensions of Leptosphaeria maculans isolates in DOB medium (ph 7) were then added.

[0360] In this test, the examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-15, Ex-16, Ex-17, Ex-18, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-30, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54 , Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-61, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-68, Ex-69, Ex-70, Ex-70 * Samples treated with 31 ppm of active substance from each showed up to 10% growth of the pathogen.

[0361] Example 14 - Activity against Corynespora cassiicola in a microtiter plate test The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Corynespora cassiicola isolate in DOB medium (ph 7) was then added.

[0362] In this test, the examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-17, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-27, Ex-29, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54, Ex -55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70, Ex-70 * Samples treated with 31 ppm of active substance from each showed up to 19% growth of the pathogen.

[0363] Example 15 - Activity against Corynespora cassiicola (CORYCA-G) G413A mutant in a microtiter plate assay The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Corynespora cassiicola (CORYCA-G) G413A mutant isolate in DOB medium (ph 7) was then added.

[0364] In this test, the examples Ex-1, Ex-4, Ex-5, Ex-6, Ex-7, Ex-8, Ex-9, Ex-11, Ex-12, Ex-13, Ex-14, Ex-15, Ex-16, Ex-17, Ex-18, Ex-19, Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-29, Ex-31, Ex-32, Ex-33, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-41, Ex-42, Ex-44, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-53, Ex-54 , Ex-55, Ex-56, Ex-57, Ex-58, Ex-59, Ex-60, Ex-62, Ex-63, Ex-64, Ex-65, Ex-66, Ex-67, Ex-68, Ex-69, Ex-70, Ex-70 * Samples treated with 31 ppm of active substance from each showed up to 19% growth of the pathogen.

[0365] The measured parameters were compared with the growth of a control variant without active compound (100%) and with a blank value without fungus to determine the relative growth (%) of the pathogen for each active compound.

[0366] Green House Compounds were dissolved in a 99:1 solvent-emulsifier ratio (by volume) in a mixture of acetone and / or dimethylsulfoxide and Wettol, an ethoxylated alkylphenol-based wetting / emulsifier, to a total volume of 5 ml, then water was added to a total volume of 100 ml.

[0367] This stock solution was then diluted with the indicated solvent-emulsifier-water mixture to give the final concentrations shown in the table below.

[0368] Example 16 - Preventive fungicidal control of Botrytis cinerea on pepper leaves Bell pepper seedlings were grown in pots until the 4-5 leaf stage. The plants were sprayed to runoff with the above-mentioned spray solutions containing the concentrates of the active ingredients or mixtures listed in the table below. The next day, the plants were inoculated with an aqueous biomalt solution or an aqueous DOB solution containing a spore suspension of Botrytis cinerea. The plants were then immediately transferred to a humidity chamber. After 5 days under conditions of 22-24°C and saturated relative humidity, the extent of fungal attack on the leaves was visually assessed as the percentage of diseased leaf area.

[0369] In this test, untreated plants were 90% infected, whereas samples treated with 250 ppm of active substance from examples Ex-13, Ex-14, Ex-17, Ex-20, Ex-30, Ex-31, Ex-34, Ex-36 and Ex-38 each showed a maximum of 15% growth of the pathogen.

[0370] Example 17 - Preventive fungicidal control of rapeseed white mold disease using Sclerotinia sclerotiorum Rapeseed plants were grown in pots until the 13-14 leaf stage. The plants were sprayed with the above-mentioned spray solutions containing the concentrates of the active ingredients or their mixtures as shown in the table below until runoff. The plants were allowed to air dry. The next day, the petals of the treated rapeseed plants were fixed to leaves 1 and 2 with 25 μl of 2.5% methylcellulose. 25 μl of a spore suspension of Sclerotinia sclerotiorum was applied by pipette to each of the fixed rapeseed petals. After 14 days under conditions of 20°C temperature and 60% relative humidity, the extent of fungal attack on the leaves was visually evaluated as the percentage of diseased leaf area.

[0371] In this test, untreated plants were 100% infected, whereas samples treated with 100 g / ha of active substance from examples Ex-1, Ex-25, Ex-33, Ex-42, Ex-46, Ex-47, Ex-49, Ex-50, Ex-54, Ex-55 and Ex-63 each showed a maximum growth of the pathogen of 10%.

[0372] Example 18 - Preventive fungicidal control of Botrytis cinerea on pepper leaves Bell pepper seedlings were grown in pots until the 4-5 leaf stage. The plants were sprayed to runoff with the above-mentioned spray solutions containing the concentrates of the active ingredients or mixtures listed in the table below. The next day, the plants were inoculated with an aqueous biomalt solution or an aqueous DOB solution containing a spore suspension of Botrytis cinerea. The plants were then immediately transferred to a humidity chamber. After 5 days under conditions of 22-24°C and saturated relative humidity, the extent of fungal attack on the leaves was visually assessed as the percentage of diseased leaf area.

[0373] In this test, untreated plants were 100% infected, whereas Examples Ex-13, Ex-14, Ex-17, Ex-20, Ex-31, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-42, Ex-45, Ex-46, Ex-47, Ex-48, Ex-49, Ex-50, Ex-51, Ex-52, Ex-56, Ex-57, Ex-58, Ex-60, Ex-62, Ex-64, Ex-70 * and samples treated with 250 ppm of active substance from Ex-73 showed a maximum growth of the pathogen of up to 15%, respectively.

[0374] Example 19 - Long-term control of Botrytis cinerea in pepper leaves Bell pepper seedlings were grown in pots until the 4-5 leaf stage. The plants were sprayed to runoff with the above-mentioned spray solutions containing the concentrates of the active ingredients or mixtures listed in the table below. The plants were then grown for 7 days in a greenhouse and inoculated with a biomalt or DOB aqueous solution containing a spore suspension of Botrytis cinerea. The plants were then immediately transferred to a humidity chamber. After 5 days under conditions of 22-24°C and saturated relative humidity, the extent of fungal attack on the leaves was visually assessed as the percentage of diseased leaf area.

[0375] In this test, untreated plants were 90% infected, whereas samples treated with 250 ppm of active substance from examples Ex-1, Ex-2, Ex-35, Ex-37, Ex-49 and Ex-63 each showed a maximum growth of the pathogen of 15%.

[0376] Comparative Example Example 1 - Activity against wheat leaf spot caused by Septoria tritici The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt or spore suspensions of Septoria tritici in yeast-bactopeptone-glycerol or DOB solutions were added. The plates were placed in a water vapor saturated chamber at a temperature of 18°C. The MTPs were measured at a wavelength of 405 nm 7 days after inoculation using an absorption photometer.

[0377] [Table 36]

[0378] Example 2 - Activity against wheat leaf spot caused by Leptosphaeria nodorum The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratios, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. Aqueous biomalt or spore suspensions of Leptosphaeria nodorum in yeast-bactopeptone-glycerol or DOB solutions were added. The plates were placed in a water vapor saturated chamber at a temperature of 18°C. The MTPs were measured at a wavelength of 405 nm 7 days after inoculation using an absorption photometer.

[0379] [Table 37]

[0380] Example 3 - Activity against Colletotrichum orbiculare anthracnose in a microtiter plate assay The active compounds were formulated separately as stock solutions with a concentration of 10000 ppm in dimethyl sulfoxide. The stock solutions were mixed according to the ratio, pipetted into microtiter plates (MTPs) and diluted with water to the stated concentrations. A spore suspension of Colletotrichum orbiculare in an aqueous biomalt solution was added. The plates were placed in a water vapor saturated chamber at a temperature of 18°C. The MTPs were measured at a wavelength of 405 nm 7 days after inoculation using an absorption photometer.

[0381] [Table 38]

[0382] The measured parameters were compared with the growth of a control variant without active compound (100%) and with a blank value without fungus to determine the relative growth (%) of the pathogen for each active compound.

Claims

1. As a fungicide, 【Chemistry 1】 (In the formula, R １ is H; R ２ is, in each occurrence, independently, halogen, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, C ２ ~C ６ -Alkenyl, C ２ ~C ６ -halogen alkenyl, C ２ ~C ６ -Alkynyl, C ２ ~C ６ -halogen alkynyl, O-C １ ~C ６ -alkyl, O-C ２ ~C ６ -alkenyl, O-C ２ ~C ６ -Alkynyl, C ３ ~C ６ -cycloalkyl; R ３ is, in each occurrence, independently, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, C ２ ~C ６ -Alkenyl, C ２ ~C ６ -halogen alkenyl, C ２ ~C ６ -Alkynyl, C ２ ~C ６ -halogen alkynyl, O-C １ ~C ６ -alkyl, O-C ２ ~C ６ -alkenyl, O-C ２ ~C ６ -Alkynyl, C ３ ~C ６ -cycloalkyl; R ４ is H; R ５ is, in each occurrence, independently H, F, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, C ２ ~C ６ -Alkenyl, C ２ ~C ６ -halogen alkenyl, C ２ ~C ６ -Alkynyl, C ２ ~C ６ halogen selected from alkynyl, phenyl, benzyl, R ５ The phenyl and benzyl moieties of ５ａ and the 1 to 3 groups R ５ａ are each independently a halogen, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, O-C １ ~C ６ - alkyl; R ６ is, in each occurrence, independently: F, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, C ２ ~C ６ -Alkenyl, C ２ ~C ６ -halogen alkenyl, C ２ ~C ６ -Alkynyl, C ２ ~C ６ halogen selected from alkynyl, phenyl, benzyl, R ６ The phenyl and benzyl moieties of ６ａ and the 1 to 3 groups R ６ａ are each independently a halogen, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, O-C １ ~C ６ -alkyl; or R ５ and R ６ together with the C atom to which they are attached, ３ ~C ６ - forming a cycloalkyl or a 3- to 6-membered saturated heterocycle containing 1, 2 or 3 heteroatoms from the group consisting of O and S, said cycloalkyl or heterocycle being unsubstituted or substituted with halogen, C １ ~C ６ -Alkyl, C １ ~C ６ - may be substituted by halogenalkyl; X, in each occurrence, is independently halogen, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, O-C １ ~C ６ -alkyl, O-C １ ~C ６ -Halogen alkyl, C ３ ~C ６ -Cycloalkyl, C ２ ~C ６ -Alkenyl, C ２ ~C ６ - selected from alkynyl; n is 0, 1, 2 or 3. and N-oxides and agriculturally acceptable salts thereof.

2. R ２ is C １ ~C ６ The compound of claim 1, wherein:

3. R ２ is CH ３ 3. The compound according to claim 1 or 2,

4. R ３ is C １ ~C ６ -Alkyl, C １ ~C ６ 2. The compound according to claim 1, wherein the aryl group is selected from the group consisting of - halogen alkyl.

5. R ３ is CH ３ or CHF ２ 2. The compound of claim 1,

6. R ５ is C １ ~C ６ The compound of claim 1, wherein:

7. R ６ is the above C １ ~C ６ - alkyl, phenyl, benzyl; R ５ The phenyl and benzyl moieties of ５ａ and the 1 to 3 groups R ５ａ are each independently a halogen, CN, C １ ~C ６ -Alkyl, C １ ~C ６ -Halogen alkyl, O-C １ ~C ６ 2. The compound of claim 1, wherein the aryl group is selected from -alkyl.

8. R ５ and R ６ together with the C atom to which they are attached, ３ ~C ６ The compound according to claim 1, which forms a -cycloalkyl.

9. X is a halogen, C １ ~C ６ -alkyl, O-C １ ~C ６ -alkyl, O-C １ ~C ６ 2. The compound according to claim 1, wherein the aryl group is selected from the group consisting of - halogen alkyl.

10. X is F, CH ３ , C ２ H ５ , O.C.H. ３ , O.C.H.F. ２ , O.C.F. ３ 2. The compound of claim 1 , selected from:

11. A composition comprising one compound of formula I according to claim 1, an N-oxide or an agriculturally acceptable salt thereof.

12. A method for combating plant pathogens, comprising treating said fungi or materials, plants, soil or seeds to be protected against fungal attack with an effective amount of at least one compound of formula I as defined in claim 1 or a composition as defined in claim 11.

13. Seeds coated with at least one compound of formula I as defined in claim 1 or an agriculturally acceptable salt thereof or with the composition as defined in claim 11 in an amount of 0.1 to 10 kg per 100 kg of seeds.

Images