BR112019007114B1 - OXADIAZOLE COMPOUNDS MICROBIOCIDE, AGROCHEMICAL COMPOSITION COMPRISING SAID COMPOUND, METHOD OF CONTROL OR PREVENTION OF INFESTATION OF USEFUL PLANTS BY PHYTOPATHOGENIC MICROORGANISMS AND NON-THERAPEUTIC USE OF SAID COMPOUND - Google Patents

Abstract

Compounds of Formula (I): wherein the substituents are as defined in claim 1, useful as pesticides, especially as fungicides.

Description

[0001] The present invention relates to microbicidal oxadiazole derivatives, e.g., as active ingredients, which have microbicidal activity, in particular, fungicidal activity. The invention also relates to agrochemical compositions comprising at least one of the oxadiazole derivatives, to processes for preparing these compounds, and to uses of the oxadiazole derivatives or compositions in agriculture or horticulture for controlling or preventing infestation of plants, crops collected food, seeds or non-living materials, by phytopathogenic microorganisms, preferably fungi.

[0002] Patents EP 0 276 432 and WO 2015/185485 describe the use of substituted oxidiazoles to combat phytopathogenic fungi.

[0003] According to the present invention, a compound of Formula (I) is provided: wherein A1 is N or CR1, A2 is CR2, A3 is N or CR3, and A4 is CR4, wherein R1, R2, R3, and R4 each independently represent hydrogen or halogen, and wherein not more than one of A1 and A3 is N; R5 is hydrogen, C1-4 alkyl, C1-2 alkoxy, C1-4 alkyl, C3-4 alkenyl, C3-4 alkynyl, cyclopropyl, or cyclopropylmethyl; R6 is hydrogen, hydroxy, amino, C1-6 alkyl, C14 alkoxy, C3-6 alkenyl, C3-4 alkenyloxy, C3-6 alkynyl, C34 alkynyloxy, C1-6 haloalkyl, C1-4 haloalkoxy, C1-6 cyanoalkyl, hydroxyalkyl C1-6 alkoxy, C1-2 alkoxy, C1-4 alkyl, di-(C1-2 alkoxy)C1-4 alkyl, C1-2 alkylsulfanyl, C1-4 alkyl, N,N-dialkyl, C1-4 amino, C1-4 aminoalkyl, N-C1-4 alkyl C1-4 aminoalkyl, N,N-C1-4 dialkyl C1-4 aminoalkyl, C1-4 alkyl carbonylC1-6alkyl, C1-4 alkoxy carbonylC1-6alkyl, N-C1-4 alkyl aminocarbonylC1alkyl -4, N,N-dialkyl C1-4 aminocarbonylC1-4alkyl, N-alkylC1-4 carbonylaminoalkyl C1-4, alkyl C1-4 carbonylaminoalkyl C1-4, alkoxy C1-4 carbonylaminoalkyl C1-4, cycloalkyl C3-8, C3-8 cycloalkyl C1-2 alkyl, C3-8 cycloalkyl carbonylaminoalkyl C1-2, phenyl, C1-2 phenylalkyl, benzyloxy, heteroaryl or C1-2 heteroarylalkyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, heterocyclyl or heterocyclylalkyl C1-2, wherein the heterocyclyl moiety is a 4 to 6 membered non-aromatic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, and wherein any cycloalkyl, phenyl, heteroaryl or heterocyclyl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7; R7 is selected from methyl, ethyl, iso-propyl, chlorine, fluorine, hydroxy, cyano, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy and cyclopropyl; or when R6 is C3-8 cycloalkyl, C3-8 cycloalkyl, C12 alkyl, C3-8 cycloalkyl, carbonylaminoalkyl, C1-2 heterocyclyl or heterocyclylalkyl, R7 may represent oxo (=O); or R5 and R6, together with the nitrogen atom to which they are attached, form a 4 to 6 membered cycle optionally containing an additional heteroatom or group selected from O, S, S(O)2, carbonyl (C=O) or NR8; wherein R8 is hydrogen, methyl or methoxy; or a salt or an N-oxide thereof.

[0004] Surprisingly, it was discovered that the new compounds of Formula (I) have, for practical purposes, a very advantageous level of biological activity for the protection of plants against diseases that are caused by fungi.

[0005] According to a second aspect of the invention, there is provided an agrochemical composition comprising a fungicidal effective amount of a compound of Formula (I). Such an agricultural composition may further comprise at least one additional active ingredient and/or an agrochemically acceptable diluent or carrier.

[0006] According to a third aspect of the invention, there is provided a method of controlling or preventing infestation of useful plants by phytopathogenic microorganisms, in which a fungicidal effective amount of a compound of Formula (I), or a composition comprising this compound as an active ingredient, is applied to plants, parts thereof or their locus.

[0007] According to a fourth aspect of the invention, the use of a compound of Formula (I) as a fungicide is provided. According to this particular aspect of the invention, use may exclude methods for treating the human or animal body by surgery or therapy.

[0008] As used herein, the term "halogen" or "halo" refers to fluorine (fluoro), chlorine (chlorine), bromine (bromine) or iodine (iodine), preferably fluorine, chlorine or bromine.

[0009] As used herein, the term “C1-6 alkyl” refers to a straight or branched hydrocarbon chain radical consisting only of carbon and hydrogen atoms, not containing any unsaturation, having from one to six carbon atoms, and which is linked to the rest of the molecule by a single bond. C1-4 alkyl and C1-2 alkyl are to be interpreted accordingly. Examples of C1-6 alkyl include, but are not limited to, methyl, ethyl, n-propyl, 1-methylethyl (isopropyl), n-butyl, 2-methylpropyl (isobutyl), and 1-dimethylethyl (t-butyl). A “C1-6 alkylene” group refers to the corresponding definition of C1-6 alkyl (and C1-4 alkyl and C1-3 alkyl), except that this radical is linked to the rest of the molecule by two single bonds. Examples of C1-6 alkylene include, but are not limited to, -CH2-, -CH2CH2- and -(CH2)3-.

[0010] As used herein, cyan designates a -CN group.

[0011] As used herein, hydroxy designates an -OH group.

[0012] As used herein, amino designates a -NH2 group.

[0013] As used herein, the term "C1-4 alkoxy" refers to a radical of formula -ORa, wherein Ra is a C1-4 alkyl radical as generally defined above. C1-4 alkoxy and C1-2 alkoxy are to be interpreted accordingly. Examples of C1-6 alkoxy include, but are not limited to, methoxy, ethoxy, propoxy, isopropoxy and tert-butoxy.

[0014] As used herein, the term "C1-6 haloalkyl" refers to a C1-6 alkyl radical as generally defined above, substituted with one or more of the same or different halogen atoms. C1-4 haloalkyl and C1-2 haloalkyl should be interpreted accordingly. Examples of C1-6 haloalkyl include, but are not limited to, fluoromethyl, fluoroethyl, difluoromethyl, trifluoromethyl, and 2,2,2-trifluoroethyl.

[0015] As used herein, the term "C3-6 alkenyl" refers to a radical group of a linear or branched hydrocarbon chain consisting only of carbon and hydrogen atoms, containing at least one double bond that may be of configuration ( E) or (Z), with three to six carbon atoms, which is linked to the rest of the molecule by a single bond. Alkenyl C3-4 is to be interpreted accordingly. Examples of C3-C6 alkenyl include, but are not limited to, prop-1-enyl, allyl(prop-2-enyl), and but-1-enyl.

[0016] As used herein, the term “C3-4 alkenyloxy” refers to a radical of formula RaO-, where Ra is a C3-4 alkenyl radical as generally defined above.

[0017] As used herein, the term "C3-6 alkynyl" refers to a radical group of a linear or branched hydrocarbon chain consisting only of carbon and hydrogen atoms, containing at least one triple bond, having three to six atoms carbon, and which is linked to the rest of the molecule by a single bond. The term “C3-4 alkynyl” is to be interpreted accordingly. Examples of C3-6 alkynyl include, but are not limited to, prop-1-ynyl, propargyl (prop-2-ynyl), and but-1-ynyl.

[0018] As used herein, the term “C3-4 alkynyloxy” refers to a radical of formula RaO-, where Ra is a C3-4 alkynyl radical as generally defined above.

[0019] As used herein, the term “C1-4 haloalkoxy” refers to a C1-4 alkoxy group as defined above substituted with one or more same or different halogen atoms. C1-2 haloalkoxy (including C1-2 fluoroalkoxy) is to be interpreted accordingly. Examples of C1-4 haloalkoxy include, but are not limited to, fluoromethoxy, difluoromethoxy, fluoroethoxy, trifluoromethoxy, and trifluoroethoxy.

[0020] As used herein, the term "C1-2 alkoxy C1-4 alkyl" refers to a radical of the formula Rb-O-Ra- where Rb is a C1-2 alkyl radical as generally defined above, and Ra is a C1-4 alkylene radical as generally defined above.

[0021] As used herein, the term "C1-4 aminoalkyl" refers to a radical of formula H2NRa- where Ra is a C1-4 alkylene radical as generally defined above.

[0022] As used herein, the term "N-C1-4 alkyl C1-4 aminoalkyl" refers to a radical of formula RbNH-Ra-, wherein Rb is a C1-4 alkyl radical as generally defined above, and Ra is a C1-4 alkylene radical as generally defined above.

[0023] As used herein, the term "N-C1-4 alkylaminocarbonylC1-4alkyl" refers to a radical of formula RbNHC(O)Ra-, wherein Rb is a C1-4 alkyl radical as generally defined above, and Ra is a C1-4 alkylene radical as generally defined above.

[0024] As used herein, the term "N-C1-4 alkyl carbonylamino C1-4 alkyl" refers to a radical of formula RbC(O)NHRa-, wherein Rb is a C1-4 alkyl radical as generally defined above, and Ra is a C1-4 alkylene radical as generally defined above.

[0025] As used herein, the term "C1-4 alkoxy carbonylaminoC1-4alkyl" refers to a radical of formula RbOC(O)NHRa-, wherein Rb is a C1-4 alkyl radical as generally defined above, and Ra is a C1-4 alkylene radical as generally defined above. Examples of C1-4 alkoxycarbonylaminoalkyl include, but are not limited to, t-butoxycarbonylaminoethyl.

[0026] As used herein, the term "C1-6 hydroxyalkyl" refers to a C1-6 alkyl radical as generally defined above, substituted with one or more hydroxyl groups.

[0027] As used herein, the term "C1-2 alkylsulfanyl C1-4 alkyl" refers to a radical of formula RaSRb- wherein Ra is a C1-2 alkyl radical as generally defined above, and Rb is an alkylene radical C1-4 as generally defined above. The term methylsulfanilalkyl C1-2 should be interpreted accordingly.

[0028] As used herein, the term “C1-6 cyanoalkyl” refers to a C1-6 alkyl radical as generally defined above substituted with one or more cyano groups. Cyanoalkyl C1-4 is to be interpreted accordingly. Examples of C1-6 cyanoalkyl include, but are not limited to, cyanomethyl.

[0029] As used herein, the term "C1-4alkylcarbonylC1-6 alkyl" refers to a radical of the formula -RbC(O)Ra where Ra is a C1-4 alkyl as generally defined above, and Rb is a C1-6 alkylene radical as generally defined above. C1-4 alkyl carbonylC1-4 alkyl should be interpreted accordingly.

[0030] As used herein, the term "C1-4 alkoxy carbonylC1-6 alkyl" refers to a radical of the formula - RbC(O)ORa, where Ra is a C1-4 alkyl radical as generally defined above, and Rb is a C1-6 alkylene radical as generally defined above.

[0031] As used herein, the term "C1-4 alkylaminocarbonylC1-4alkyl" refers to a radical of the formula -RbC(O)NHRa where Ra is a C1-4 alkyl radical as generally defined above, and Rb is a C1-4 alkylene radical as generally defined above.

[0032] As used herein, the term “C3-8 cycloalkyl” refers to a stable monocyclic ring radical that is saturated or partially unsaturated, and contains 3 to 8 carbon atoms. C3-6 cycloalkyl is to be interpreted accordingly. Examples of C3-8 cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

[0033] As used herein, the term "C3-8 cycloalkylC1-2 alkyl" refers to a C3-8 cycloalkyl ring as defined above linked to the rest of the molecule by a C1-2 alkylene radical as defined above. The terms "C3-6 cycloalkyl C1-2 alkyl" shall be interpreted accordingly. Examples of C3-8 cycloalkyl C1-2 alkyl include, but are not limited to, cyclopropylmethyl and cyclobutylethyl.

[0034] As used herein, the term “C3-8 cycloalkyl carbonylaminoalkyl C1-2” refers to a C3-8 cycloalkyl ring as defined above, linked to the rest of the molecule through a radical of formula -C(O) NHRa-, where Ra is a C1-2 alkylene radical as generally defined above. Examples of C3-8 cycloalkyl carbonylaminoalkyl include, but are not limited to, cyclopropylcarbonylaminoethyl.

[0035] As used herein, the term “C1-2 phenylalkyl” refers to a phenyl ring linked to the rest of the molecule by a C1-2 alkylene radical as defined above. Examples of C1-2 phenylalkyl include, but are not limited to, benzyl.

[0036] As used herein, the term “heteroaryl” refers to a radical of a 5- or 6-membered monocyclic aromatic ring, which comprises 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur. The heteroaryl radical can be linked to the rest of the molecule through a carbon atom or heteroatom. Examples of heteroaryls include furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridazinyl, pyrimidyl, pyridyl and indolyl.

[0037] As used herein, the term “C12 heteroarylalkyl” refers to a heteroaryl ring as defined above that is linked to the rest of the molecule by a C1-2 alkylene radical as defined above.

[0038] As used herein, the term “heterocyclyl” or “heterocyclic” refers to a stable non-aromatic 5- or 6-membered monocyclic ring radical comprising 1, 2 or 3 individually selected heteroatoms of nitrogen, oxygen and sulfur. The heterocyclyl radical can be linked to the rest of the molecule through a carbon atom or heteroatom. Examples of heterocyclyl include, but are not limited to, pyrrolinyl, pyrrolidyl, tetrahydrofuranyl, tetrahydrothienyl, tetrahydrothiopyranyl, piperidyl, piperazinyl, tetrahydropyranyl, dioxolanyl, morpholinyl, oxazinanyl, oxetanyl, δ-lactamyl, perhydroazepinyl , indolinyl or benzimidazole. Preferably, examples of heterocyclyls are morpholinyl, oxazinanyl, oxetanyl, and piperazinyl (especially morpholinyl, oxetanyl, and piperazinyl).

[0039] As used herein, the term "heterocyclyl C1-2alkyl" refers to a heterocyclic ring as defined above, which is linked to the rest of the molecule by a C1-2 alkylene radical as defined above.

[0040] The presence of one or more possible asymmetric carbon atoms in a compound of Formula (I) means that the compounds can occur in chiral isomeric forms, that is, enantiomeric or diastereoisomeric forms. Atropisomers can also occur as a result of restricted rotation around a single bond. Formula (I) is intended to include all possible isomeric forms and mixtures thereof. The present invention includes all possible isomeric forms and mixtures thereof for the compounds of Formula (I). Likewise, Formula (I) is intended to include all possible tautomers (including lactam-lactime tautomerism and keto-enol tautomerism) when present. The present invention includes all possible tautomeric forms for a compound of Formula (I).

[0041] In each case, the compounds of Formula (I) according to the invention are in free form, in oxidized form as an N-oxide, in covalently hydrated form, or in salt form, e.g. in an agronomically usable or agrochemically acceptable salt form.

[0042] N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen-containing heteroaromatic compounds. They are described, for example, in the book “Heterocyclic N-oxides” by A. Albini and S. Pietra, CRC Press, Boca Raton 1991.

[0043] The following list provides definitions, including preferred definitions, for substituents A1, A2, A3, A4, R1, R2, R3, R4, R5, R6, R7, and R8 with reference to compounds of Formula (I) according to the invention. For any of these substituents, any of the definitions provided below may be combined with any definition of any other substituent provided below or elsewhere in this document.

[0044] A1 is N or CR1, A2 is CR2, A3 is N or CR3, and A4 is CR4, wherein R1, R2, R3, and R4 each independently represent hydrogen or halogen, and wherein not more than one of A1 and A3 is N.

[0045] Preferably, A1 represents N or CR1, where R1 is selected from hydrogen, fluorine and chlorine. More preferably, R1 is hydrogen or fluorine. More preferably, R1 is hydrogen.

[0046] Preferably, R2 is selected from hydrogen, fluorine and chlorine. More preferably, R2 is hydrogen or fluorine. More preferably, R2 is hydrogen.

[0047] Preferably, A3 represents N or CR3, where R3 is selected from hydrogen, fluorine and chlorine. More preferably, R3 is hydrogen or fluorine. More preferably, R3 is hydrogen.

[0048] Preferably, R4 is selected from hydrogen, fluorine and chlorine. More preferably, R4 is hydrogen or fluorine. More preferably, R4 is hydrogen.

[0049] In one embodiment, A1 is CR1, A3 is CR3, A2 and A4 are each C-H, wherein R1 and R3 are each independently hydrogen or fluorine.

[0050] In another embodiment, A1 is CR1, where R1 represents fluorine, and A2, A3, and A4 each represent hydrogen. In yet another embodiment, A1, A2, and A4 each represent hydrogen, and A3 is CR3, where R3 represents fluorine.

[0051] Preferably, at least two of A1, A2, A3 and A4 are C-H. More preferably, at least three of A1, A2, A3 and A4 are C-H, wherein when A1 is N, A2, A3 and A4 all represent C-H, and when A3 is N, A1, A2, and A3 represent, each, C-H. In one embodiment, A1, A2, A3, and A4 are each C-H.

[0052] R5 is hydrogen, C1-4 alkyl, C1-2 alkoxy C1-4 alkyl, C3-4 alkenyl, C3-4 alkynyl, cyclopropyl, or cyclopropylmethyl. Preferably, R5 is hydrogen, C1-4 alkyl, C1-2 alkoxy, C1-4 alkyl, cyclopropyl, or cyclopropylmethyl. More preferably, R5 is hydrogen, C1-4 alkyl, or C1-2 alkoxy C1-4 alkyl. Even more preferably, R5 is hydrogen, methyl, ethyl, methoxy, methoxymethyl or methoxyethyl. Most preferably, R5 is hydrogen, methyl, or methoxyethyl. More preferably, R5 is hydrogen.

[0053] R6 is hydrogen, hydroxy, amino, C1-6 alkyl, C1-4 alkoxy, C3-6 alkenyl, C3-4 alkenyloxy, C3-6 alkynyl, C3-4 alkynyloxy, C1-6 haloalkyl, C1-4 haloalkoxy , C1-6 cyanoalkyl, C1-6 hydroxyalkyl, C1-2 alkoxy C14 alkyl, di-(C1-2 alkoxy)C1-4 alkyl, C1-2 alkylsulfanyl C14 alkyl, N,N-dialkyl C1-4 amino, C1- aminoalkyl 4, N-C1-4 alkyl C1-4 aminoalkyl, N,N-C1-4 dialkyl C1-4 aminoalkyl, C1-4 alkyl carbonylC1-6alkyl, C1-4 alkoxy carbonylC1-6alkyl, N-C1-4 alkyl C1-4 aminocarbonylalkyl, N,N-C1-4 dialkyl aminocarbonylC1-4alkyl, N-C1-4alkyl carbonylC1-4alkyl, C1-4 alkyl carbonylC1-4alkyl, C1-4 alkoxy carbonylC1-4aminoalkyl, C3- cycloalkyl 8, C3-8 cycloalkyl C1-2 alkyl, C3-8 cycloalkyl carbonylaminoalkyl C1-2, phenyl, C1-2 phenylalkyl, benzyloxy, heteroaryl, C1-2 heteroarylalkyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from N, O and S, heterocyclyl, heterocyclylC1-2alkyl, wherein the heterocyclyl moiety is a 4 to 6 membered non-aromatic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, and in which any cycloalkyl, phenyl, heteroaryl or heterocyclyl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7.

[0054] Preferably, R6 is selected from hydrogen, C1-6 alkyl, C1-4 alkoxy, C3-6 alkenyl, C3-4 alkenyloxy, C3-6 alkynyl, C3-4 alkynyloxy, C1-6 haloalkyl, C1-4 haloalkoxy , C1-6 cyanoalkyl, C1-6 hydroxyalkyl, C1-2 alkoxy C1-4 alkyl, di-(C1-2 alkoxy)C1-4 alkyl, C1-2 alkylsulfanyl C1-4 alkyl, N,N-dialkyl C1-4 amino, C1-4 aminoalkyl, N,N-C1-4 dialkyl C1-4 aminoalkyl, C1-4 alkyl carbonylC1-6alkyl, C1-4 alkoxy carbonylC1-6alkyl, N-C1-4 alkyl aminoC1-4alkyl, alkyl C1-4carbonylaminoalkyl C1-4, alkoxy C1-4 carbonylaminoalkyl C1-4, cycloalkyl C3-8, cycloalkyl C3-8 C1-2 alkyl, cycloalkyl C3-8 carbonylaminoalkyl C1-2, phenyl, phenylalkyl C1-2, benzyloxy, heteroaryl, heteroarylalkyl C1-2, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, heterocyclyl, heterocyclylalkyl C1-2, wherein the heterocyclyl moiety is a non 4 to 6 membered aromatic compound comprising 1 or 2 individually selected heteroatoms of N, O and S, and in which any cycloalkyl, phenyl, heteroaryl or heterocyclyl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected of R7.

[0055] More preferably, R6 is selected from hydrogen, C1-4 alkyl, C1-2 alkoxy, C3-4 alkenyl, C3-4 alkenyloxy, C3-4 alkynyl, C3-4 alkynyloxy, C1-2 haloalkyl, C1- haloalkoxy 2, cyanomethyl, hydroxyethyl, methoxyC1-2alkyl, dimethoxyC1-2alkyl, methylsulfanylC1-2alkyl, N,N-dialkylC1-2amino, aminoC1-2alkyl, N,N-dialkylC1-2aminoalkylC1-2, alkyl C1-2 carbonylalkyl C1-2, C3-6 cycloalkyl, C1-2 carbonylaminoalkyl, phenyl, C1-2 phenylalkyl, benzyloxy, heteroaryl, C1-2 heteroarylalkyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, heterocyclyl, heterocyclyl C1-2alkyl, wherein the heterocyclyl moiety is a 4 to 6 membered non-aromatic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, and wherein any moiety cycloalkyl, phenyl, heteroaryl or heterocyclyl is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7.

[0056] Even more preferably, R6 is selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, ethoxy, allyl, allyloxy, prop-2-ynyl, prop-2-inoxy, 2-fluoroethyl , 2,2-difluoroethyl, 2,2-difluoroethoxy, cyanomethyl, hydroxyethyl, 2-methoxyethyl, 2,2-dimethoxyethyl, methylsulfanylethyl, N,N-dimethylamino, aminoethyl, N,N-dimethylaminoethyl, methylcarbonylmethyl, methoxycarbonylmethyl, methylaminocarbonylmethyl, methylcarbonylaminoethyl , tert-butoxycarbonylaminoethyl, cyclopropyl, cyclopentyl, cyclopropylmethyl, cyclopropylcarbonylaminoethyl, phenyl, benzyl, benzyloxy, 2-pyridyl, 2-thienylmethyl, oxetan-3-yl, isoxazolidin-4-yl, 1,4-dioxan-2-ylmethyl, and wherein any cycloalkyl, phenyl, heteroaryl or heterocyclyl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7.

[0057] More preferably, R6 is selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, ethoxy, allyl, allyloxy, prop-2-ynyl, prop-2-inoxy, 2-fluoroethyl , 2,2-difluoroethyl, 2,2-difluoroethoxy, cyanomethyl, hydroxyethyl, 2-methoxyethyl, 2,2-dimethoxyethyl, methylsulfanilethyl, N,N-dimethylamino, aminoethyl, N,N-dimethylaminoethyl, methylcarbonylmethyl, methoxycarbonylmethyl, methylaminocarbonylmethyl, methylcarbonylaminoethyl , tert-butoxycarbonylaminoethyl, cyclopropyl, 2,2-difluorocyclopentyl, cyclopropylmethyl, cyclopropylcarbonylaminoethyl, phenyl, 2-fluorobenzyl, benzyloxy, 6-methoxy-2-pyridyl, 3-methyl-2-thienylmethyl, oxetan-3-yl, 2-ethyl -3-oxo-isoxazolidin-4-yl, and 1,4-dioxan-2-ylmethyl.

[0058] Even more preferably, R6 is selected from ethyl, n-propyl, allyl, prop-2-ynyl, 2-fluoroethyl, tert-butoxycarbonylaminoethyl, cyclopropylmethyl, 6-methoxy-2-pyridyl and 2,2-difluorocyclopentyl.

[0059] R7 is selected from methyl, ethyl, isopropyl, chlorine, fluorine, hydroxy, cyano, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, and cyclopropyl; Preferably, R7 is selected from methyl, ethyl, isopropyl, chlorine, fluorine, difluoromethyl, trifluoromethyl, methoxy, ethoxy, and difluoromethoxy; more preferably, R7 is selected from methyl, ethyl, fluorine and methoxy; more preferably, R7 is fluorine or methoxy.

[0060] When R6 is C3-8 cycloalkyl, C3-8 cycloalkyl C1-2 alkyl, C3-8 cycloalkylcarbonylaminoalkyl C1-2, heterocyclyl or heterocyclylalkyl C1-2, R7 can also represent oxo (=O); Preferably, when R6 is C3-8 cycloalkyl or heterocyclyl, R7 can also represent oxo (=O); more preferably, when R6 is heterocyclyl, R7 can also represent oxo (=O).

[0061] Alternatively, R5 and R6, together with the nitrogen atom to which they are attached, form a 4- to 6-membered cycle optionally containing an additional heteroatom or group selected from O, S, S(O)2, oxo ( =O) and NR8; where R8 is hydrogen, methyl, or methoxy.

[0062] Preferably, R5 and R6, together with the nitrogen atom to which they are attached, form a 5- or 6-membered cycle optionally containing an additional heteroatom or group selected from O and NR8; where R8 is hydrogen, methyl, or methoxy.

[0063] More preferably, R5 and R6, together with the nitrogen atom to which they are attached, form a morpholino, 1,2-oxazinanyl, 1,4-oxazinanyl, pyrrolidinyl, or methoxypiperazinyl ring.

[0064] Even more preferably, R5 and R6, together with the nitrogen atom to which they are attached, form a morpholino, pyrrolidinyl or methoxypiperazinyl ring.

[0065] In a set of embodiments, R6 is selected from C1-3 alkyl, C3 alkenyl, C3 alkynyl, C1-4 alkoxy carbonylC1-2alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl methyl, or heteroaryl, wherein any cycloalkyl or heteroaryl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7, wherein R7 is selected from methyl, ethyl, fluorine, and methoxy.

[0066] Preferably, the compound according to Formula (I) is selected from a compound 1.1 to 1.46 listed in Table T1 (below).

[0067] Preferably, in a compound according to Formula (I) of the invention, A1, A2, A3 and A4 are C-H; R5 is hydrogen; R6 is C1-6 alkyl, C3-6 alkenyl, C3-6 alkynyl, C16 haloalkyl, C1-4 alkoxy carbonylaminoalkyl, C3-8 cycloalkyl, C3-8 cycloalkyl, C1-2 alkyl, or heteroaryl, wherein the moiety heteroaryl is a 5- or 6-membered aromatic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, and in which any of the cycloalkyl and heteroaryl moieties are optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7; and R7 is methyl, ethyl, fluorine or methoxy.

[0068] More preferably, A1, A2, A3 and A4 are C-H; R5 is hydrogen; R6 is C1-4 alkyl, C1-2 haloalkyl, C3-6 alkenyl, C36 alkynyl, C1-4 alkoxycarbonylaminoalkyl, C3-6 cycloalkyl, C3-6 cycloalkyl, C1-2 alkyl, or heteroaryl, wherein the heteroaryl moiety is a 6-membered aromatic ring comprising 1 nitrogen atom, and in which any of the cycloalkyl and heteroaryl moieties are optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7; and R7 is fluorine or methoxy.

[0069] Even more preferably, A1, A2, A3 and A4 are each C-H; R5 is hydrogen; and R6 is ethyl, n-propyl, 2-fluoroethyl, allyl, prop-2-ynyl, tert-butoxycarbonylaminoethyl, cyclopropylmethyl, 2,2-difluorocyclopentyl or 6-methoxy-2-pyridyl.

[0070] It is understood that, when in aqueous media, the compounds of Formula (I) according to the invention may be present in a reversible equilibrium with the corresponding covalently hydrated forms (i.e., the compounds of Formula (I-Ia ) and Formula (I-IIa) as shown below), which can exist in tautomeric form as the compounds of formula (I-Ib) and formula (I-IIb)) in the CF3-oxadiazole motif. This dynamic balance may be important for the biological activity of compounds of Formula (I).

[0071] The designations of A1, A2, A3, A4, R1, R2, R3, R4, R5, R6, R7, and R8, with reference to the compounds of Formula (I) of the present invention generally apply to the compounds of Formula (II) and Formula (I-II), as well as specific disclosures of combinations of A1, A2, A3, A4, R1, R2, R3, R4, R5, R6, R7, and R8, as represented for the compounds of Formula (I) in Tables 1.1 to 1.5 (below), or in Tables 2.1 to 2.3 (below), or to compounds 1.1 to 1.46 described in Table T1 (below).

[0072] The compounds of the present invention can be prepared as shown in the following schemes 1 to 12, in which, unless otherwise stated, the definition of each variable is as defined here for a compound of Formula (I).

[0073] Compounds of Formula (I) can be obtained by a coupling transformation of amides with compounds of Formula (II) and compounds of Formula (III), activating the carboxylic acid function of compounds of Formula (III), a process which normally takes place by conversion of the -OH of the carboxylic acid into a good leaving group, such as a chloride group, for example using (COCl)2 or SOCl2, before treatment with the compounds of Formula (II), preferably in a suitable solvent (e.g. dimethylformamide, dichloromethane or tetrahydrofuran), preferably at a temperature between 25°C and 100°C, and optionally in the presence of a base such as triethylamine or N,N-diisopropylethylamine, or under conditions described in the literature for amide coupling. For examples, see Valeur, E.; Bradley, M. Chem. Soc. Rev. (2009), 38, 606 and Chinchilla, R., Najera, C. Chem. Soc. Rev. (2011), 40, 5084. Compounds of Formula (III) are known or commercially available. This is shown in Scheme 1 below.

[0074] Alternatively, compounds of Formula (I) can be prepared from compounds of Formula (IV) by treatment with trifluoroacetic anhydride in the presence of a base (e.g., pyridine or 4-dimethylaminopyridine) in a suitable solvent , such as tetrahydrofuran or ethanol, at a temperature between 25 °C and 75 °C. For related examples, see: WO 2003/028729 and WO 2010/045251. This reaction is shown in Scheme 2 below.

[0075] Compounds of Formula (IV) can be prepared from compounds of Formula hydroxylamine hydrochloride in the presence of a base, such as triethylamine, in a suitable solvent, such as methanol, at a temperature between 0 ° C and 100 °C. For related examples, see Kitamura, S. et al. Chem. Pharm. Bull. (2001), 49, 268 and WO 2013/066838. This reaction is shown in Scheme 3 below.

[0076] Compounds of Formula (V) can be prepared from compounds of Formula (VI), where X is Br or I, through a metal-promoted reaction with a suitable cyanide reagent, such as Pd( 0)/Zn(CN)2 or CuCN, in a suitable solvent (e.g., dimethylformamide or N-methylpyrrolidone) at elevated temperature, between 100 °C and 120 °C. For related examples, see US 2007/0155739 and WO 2009/022746. This reaction is shown in Scheme 4 below.

[0077] Compounds of Formula (VI), where X is Br, I, or CN, can be obtained through a coupling transformation of amides with compounds of Formula (II) and compounds of Formula (VII), in where Alq is methyl or ethyl, preferably in a suitable solvent (e.g., dimethylformamide, dichloromethane or tetrahydrofuran), at a temperature between 25 °C and 100 °C. Compounds of Formula (II) and compounds of Formula (VII) are known or commercially available. This reaction is shown in Scheme 5 below.

[0078] Compounds of Formula (III) can be obtained from compounds of Formula (VIII) using concentrated aqueous hydrochloric acid and a second acidic component, preferably acetic acid or trifluoroacetic acid, at elevated temperatures, between 80 °C and 100 °C. This reaction is shown in Scheme 6 below.

[0079] Compounds of Formula (VIII) can be obtained from compounds of Formula (IX) using oxidative conditions, preferably with sodium nitrite, in the presence of an acid (e.g., HCl), in a suitable solvent (e.g. dioxane), at a temperature between 0 °C and 25 °C. This reaction is shown in Scheme 7 below.

[0080] Compounds of Formula (IX) can be obtained from compounds of Formula (X) through nucleophilic substitution, preferably with KCN or trimethylsilyl cyanide in the presence of a fluoride source (e.g., fluoride tetrabutylammonium), preferably in a suitable solvent (e.g. acetonitrile or DMSO), at a temperature between 0 °C and 25 °C. For related examples, see Friedman, L. Shechter, HJ Org. Chem. (1960), 877. This reaction is shown in Scheme 8 below.

[0081] Compounds of Formula (X) can be prepared from compounds of Formula (XI), where X is CH3, by treatment with a halogen source (e.g., N-bromosuccinimide (NBS) or N -chlorosuccinimide (NCS)) and a radical initiator (e.g., (PhCO2)2 or azobisisobutyronitrile (AIBN)) in a suitable solvent, such as tetrachloromethane, at temperatures between 55°C and 100°C, in the presence of light ultraviolet. For related examples, see Liu, S. et al Synthesis (2001), 14, 2078 and Kompella, A. et al Org. Proc. Res. Dev. (2012), 16, 1794. This reaction is shown in Scheme 9.

[0082] Compounds of Formula (I) can be obtained from compounds of Formula (XI), where X is I, and an amine of Formula (II), through a palladium-catalyzed amino dicarbonylation transformation, using a palladium catalyst complex (e.g., PEPPSI™-IPr catalyst or XantPhos-linked Pd catalyst precursor), a carbon monoxide atmosphere (e.g., 5 bars) in the presence of a suitable base ( e.g., K2CO3), in a suitable solvent (e.g., dioxane), at a temperature between 25 °C and 35 °C. For related examples, see Fang, W. et al Org. Lett., 2013, 15, 3678; Friis, D. et al Org. Lett., 2014, 16, 4296-4299. This reaction is shown in Scheme 10 below.

[0083] Compounds of Formula (XI), where X is I or CH3, can be prepared from compounds of Formula (XII) by treatment with trifluoroacetic anhydride, trifluoroacetic chloride, or trifluoroacetic fluoride in the presence of a base (p .e.g., pyridine or 4-dimethylaminopyridine), in a suitable solvent such as tetrahydrofuran or ethanol, at a temperature between 25 °C and 75 °C. For related examples, see WO 2003/028729 and WO 2010/045251. This is shown in Scheme 11.

[0084] Compounds of Formula (XII), wherein X is I or CH3, can be prepared from compounds of Formula (XIII) by treatment with a hydroxylamine hydrochloride in the presence of a base, such as triethylamine, in a suitable solvent, such as methanol, at a temperature between 0 °C and 100 °C. For related examples, see Kitamura, S. et al. Chem. Pharm. Bull. (2001), 49, 268 and WO 2013/066838. Compounds of Formula (XIII) are known or commercially available. This reaction is shown in Scheme 12 below.

[0085] As already indicated, surprisingly, it has now been found that the new compounds of Formula (I) of the present invention have, for practical purposes, a very advantageous level of biological activity for the protection of plants against diseases that are caused by fungi.

[0086] The compounds of Formula (I) can be used in the agricultural sector and related areas of use, e.g., as active ingredients to control plant pests or in non-living materials to control spoilage-causing microorganisms or organisms. potentially harmful to humans. The new compounds are distinguished by excellent activity at low application rates, by being well tolerated by plants and by being environmentally safe. They have very useful curative, preventive and systemic properties and can be used for the protection of various cultivated plants. Compounds of Formula (I) can be used to inhibit or destroy pests occurring on plants or plant parts (fruit, flowers, leaves, stems, tubers, roots) of different useful plant crops, while also protecting those parts of plants that grow later, e.g., from phytopathogenic microorganisms.

[0087] The present invention further relates to a method for controlling or preventing infestation of plants or plant propagation material and/or harvested food crops susceptible to microbial attack, by treating plants or plant propagation material and/or harvested food crops, wherein an effective amount of a compound of Formula (I) is applied to the plants, parts thereof or the site thereof.

[0088] It is also possible to use compounds of Formula (I) as fungicides. The term "fungicide" as used herein means a compound that controls, modifies or prevents the growth of fungi. The term "fungicidal effective amount", when used, means the amount of such a compound or combination of such compounds that is capable of producing an effect on the growth of fungi. Controlling or modifying effects include all deviations from natural development, such as death, retardation and the like, and prevention includes a barrier or other defensive formation in or on a plant to prevent fungal infection.

[0089] It may also be possible to use compounds of Formula (I) as curative agents for treating plant propagation material, e.g. seeds, such as fruits, tubers or grains, or plant cuttings, for protection against fungal infections, as well as against phytopathogenic fungi that occur in the soil. The propagation material can be treated with a composition comprising a compound of Formula (I) before planting: a seed, for example, can be treated before being sown. The active compounds of Formula (I) can also be applied to grains (coating), by impregnating the seeds in a liquid formulation or by coating them with a solid formulation. The composition can also be applied to the planting site when the propagation material is planted, for example, to the seedbed during sowing. The invention also relates to such methods of treating plant propagation material and the plant propagation material thus treated.

[0090] Additionally, compounds of Formula (I) can be used to control fungi in related areas, for example, in the protection of technical materials, including wood and wood-related technical products, in food storage, in hygiene management.

[0091] Additionally, the invention could be used to protect non-living materials from fungal attack, e.g. construction wood, wall panels and paint.

[0092] The compounds of Formula (I) are, for example, effective against fungi and fungal disease vectors, as well as phytopathogenic bacteria and viruses. These fungi and fungal vectors of disease, as well as phytopathogenic bacteria and viruses are, for example:

[0093] Absidia corymbifera, Alternaria spp, Aphanomyces spp, Ascochyta spp, Aspergillus spp. including A. flavus, A. fumigatus, A. nidulans, A. niger, A. terrus, Aureobasidium spp. including A. pullulans, Blastomyces dermatitidis, Blumeria graminis, Bremia lactucae, Botryosphaeria spp. including B. dothidea, B. obtusa, Botrytis spp. including B. cinerea, Candida spp. including C. albicans, C. glabrata, C. krusei, C. lusitaniae, C. parapsilosis, C. tropicalis, Cephaloascus fragrans, Ceratocystis spp, Cercospora spp. including C. arachidicola, Cercosporidium personatum, Cladosporium spp, Claviceps purpurea, Coccidioides immitis, Cochliobolus spp, Colletotrichum spp. including C. musae, Cryptococcus neoformans, Diaporthe spp, Didymella spp, Drechslera spp, Elsinoe spp, Epidermophyton spp, Erwinia amylovora, Erysiphe spp. including E. cichoracearum, Eutypa lata, Fusarium spp. including F. culmorum, F. graminearum, F. langsethiae, F. moniliforme, F. oxysporum, F. proliferatum, F. subglutinans, F. solani, Gaeumannomyces graminis, Gibberella fujikuroi, Gloeodes pomigena, Gloeosporium musarum, Glomerella cingulate, Guignardia bidwellii , Gymnosporangium juniperi-virginianae, Helminthosporium spp, Hemileia spp, Histoplasma spp. including H. capsulatum, Laetisaria fuciformis, Leptographium lindbergi, Leveillula taurica, Lophodermium seditiosum, Microdochium nivale, Microsporum spp, Monilinia spp, Mucor spp, Mycosphaerella spp. including M. graminicola, M. pomi, Oncobasidium theobromaeon, Ophiostoma piceae, Paracoccidioides spp, Penicillium spp. including P. digitatum, P. italicum, Petriellidium spp, Peronosclerospora spp. including P. maydis, P. philippinensis and P. sorghi, Peronospora spp, Phaeosphaeria nodorum, Phakopsora pachyrhizi, Phellinus igniarus, Phialophora spp, Phoma spp, Phomopsis viticola, Phytophthora spp. including P. infestans, Plasmopara spp. including P. halstedii, P. viticola, Pleospora spp., Podosphaera spp. including P. leucotricha, Polymyxa graminis, Polymyxa betae, Pseudocercosporella herpotrichoides, Pseudomonas spp, Pseudoperonospora spp. including P. cubensis, P. humuli, Pseudopeziza tracheiphila, Puccinia Spp. including P. hordei, P. recondita, P. striiformis, P. triticina, Pyrenopeziza spp, Pyrenophora spp, Pyricularia spp. including P. oryzae, Pythium spp. including P. ultimum, Ramularia spp, Rhizoctonia spp, Rhizomucor pusillus, Rhizopus arrhizus, Rhynchosporium spp, Scedosporium spp. including S. apiospermum and S. prolificans, Schizothyrium pomi, Sclerotinia spp, Sclerotium spp, Septoria spp, including S. nodorum, S. tritici, Sphaerotheca macularis, Sphaerotheca fusca (Sphaerotheca fuliginea), Sporothorix spp, Stagonospora nodorum, Stemphylium spp,. Stereum hirsutum, Thanatephorus cucumeris, Thielaviopsis basicola, Tilletia spp, Trichoderma spp. including T. harzianum, T. pseudokoningii, T. viride, Trichophyton spp, Typhula spp, Uncinula necator, Urocystis spp, Ustilago spp, Venturia spp. including V. inaequalis, Verticillium spp, and Xanthomonas spp.

[0094] The compounds of Formula (I) can be used, for example, on peat, ornamental plants, such as flowers, shrubs, broad-leaved or evergreen trees, for example, conifers, as well as for tree injection, management of pest and the like.

[0095] Within the scope of the present invention, target crops and/or useful plants to be protected typically comprise perennial and annual crops, such as berries, for example, blackberries, blueberries, cranberries, raspberries and strawberries; cereals, for example, barley, corn, millet, oats, rice, rye, sorghum triticale and wheat; fiber plants, e.g. cotton, flax, hemp, jute and sisal; field crops, for example, sugar and fodder beet, coffee, hops, mustard, rapeseed (canola), poppy, sugar cane, sunflower, tea and tobacco; fruit trees, for example, apple, apricot, avocado, banana, cherry, citrus, nectarine, peach, pear and plum; grasses, e.g., Bermuda grass, blue grass, agrostis, centipede grass, fescue, ryegrass, St. Augustine grass, and Zoysia grass; aromatic herbs, such as basil, borage, chives, coriander, lavender, lovage, mint, oregano, parsley, rosemary, sage and thyme; legumes, e.g. beans, lentils, peas and soybeans; hard-shelled fruits, for example, almonds, cashews, peanut seeds, hazelnuts, peanuts, pecans, pistachios and walnuts; palms, e.g. palm oil; ornamental plants, e.g. flowers, shrubs and trees; other trees, for example, cocoa, coconut, olive and rubber; vegetables, for example, asparagus, eggplant, broccoli, cabbage, carrot, cucumber, garlic, lettuce, pumpkin, melon, okra, onion, pepper, potato, pumpkin, rhubarb, spinach and tomato; and vines, e.g. grapes.

[0096] The term “useful plants” should be understood to also include useful plants that have been made tolerant to herbicides, such as bromoxynil or classes of herbicides (such as, for example, HPPD inhibitors, ALS inhibitors, for example, primisulfuron, prosulfurone and trifloxysulfuron, EPSPS (5-enol-pyrovyl-shikimate-3-phosphate synthase) inhibitors, GS (glutamine synthetase) inhibitors or PPO (protoporphyrinogen-oxidase) inhibitors) as a result of conventional methods of genetic improvement or modification . An example of a crop that has been made tolerant to imidazolinones, e.g. imazamox, by conventional breeding methods (mutagenesis) is Clearfield® summer rapeseed (Canola). Examples of crops that have been made tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate- and glufosinate-resistant maize varieties commercially available under the trademarks RoundupReady®, Herculex I® and LibertyLink®.

[0097] The term "useful plants" should be understood as also including useful plants that have been transformed by the use of recombinant DNA techniques so as to be capable of synthesizing one or more selectively acting toxins, such as are known, e.g. , of bacteria that produce toxins, especially those of the Bacillus genus.

[0098] Examples of such plants are: YieldGard® (a variety of apple that expresses a CryIA(b) toxin); YieldGard Rootworm® (a variety of apple that expresses a CryIIIB(b1) toxin); YieldGard Plus® (a variety of apple that expresses a CryIA(b) toxin and a CryIIIB(b1) toxin); Starlink® (a variety of apple that expresses a Cry9(c) toxin); Herculex I® (maize variety that expresses a CryIF(a2) toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety that expresses a CryIA(c) toxin); Bollgard I® (cotton variety that expresses a CryIA(c) toxin); Bollgard II® (cotton variety that expresses a CryIA(c) toxin and a CryIIA(b) toxin); VIPCOT® (a cotton variety that expresses a VIP toxin); NewLeaf® (potato variety that expresses a CryIIIA toxin); NatureGard® Agrisure® GT Advantage (GA21 glyphosate tolerance trait), Agrisure® CB Advantage (Bt11 corn borer (CB) trait), Agrisure® RW (corn rootworm trait) and Protecta®.

[0099] The term "crops" should be understood as also including crop plants that have been transformed by the use of recombinant DNA techniques so as to be capable of synthesizing one or more selectively acting toxins, such as are known, e.g. of bacteria that produce toxins, especially those of the Bacillus genus.

[0100] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as δ-endotoxins, e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), e.g., Vip1, Vip2, Vip3 or VIP3A; or insecticidal proteins from nematode-colonizing bacteria, e.g., Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins; plant lectins, such as pea lectins, barley lectins or whitebell lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain inhibitors; ribosome deactivating proteins (RIP), such as ricin, maize RIP, abren, lufin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyltransferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers, such as sodium or calcium channel blockers, juvenile hormone esterase, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases and glucanases.

[0101] Additionally, in the context of the present invention, δ-endotoxins should be understood, for example, CrylAb, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), for example, Vip1 , Vip2, Vip3 or Vip3A, expressly also hybrid toxins, truncated toxins and modified toxins. Hybrid toxins are produced recombinantly by a new combination of different domains of these proteins (see, for example, WO 02/15701). Truncated toxins, for example a truncated Cry1Ab, are known. In the case of engineered toxins, one or more amino acids from the naturally occurring toxin are replaced. In such amino acid substitutions, non-naturally present protease recognition sequences are preferentially inserted into the toxin, such as, for example, in the case of Cry3A055, where a cathepsin G recognition sequence is inserted into a Cry3A toxin (see WO 03 /018810).

[0102] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP-A-0 374 753, WO93/07278, WO95/34656, EP-A-0 427 529, EP-A- 451 878 and WO 03/052073.

[0103] Processes for preparing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.

[0104] The toxin contained in transgenic plants gives the plants tolerance to harmful insects. Such insertions can occur in any taxonomic group of insects, but are normally found especially in beetles (Coleoptera), two-winged insects (Diptera) and butterflies (Lepidoptera).

[0105] Transgenic plants containing one or more genes that encode insecticide resistance and express one or more toxins are known, and some of them are commercially available. Examples of such plants are: YieldGard® (a variety of apple that expresses a CrylAb toxin); YieldGard Rootworm® (a variety of apple that expresses a Cry3Bb1 toxin); YieldGard Plus® (maize variety that expresses a Cry1Ab and a Cry3Bb1 toxin); Starlink® (a variety of apple that expresses a Cry9C toxin); Herculex I® (maize variety that expresses a Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety that expresses a Cry1Ac toxin); Bollgard I® (cotton variety that expresses a Cry1Ac toxin); Bollgard II® (cotton variety that expresses a Cry1Ac and a Cry2Ab toxin); VipCot® (cotton variety that expresses a Vip3A and a Cry1Ab toxin); NewLeaf® (potato variety that expresses a Cry3A toxin); NatureGard®, Agrisure® GT Advantage (GA21 glyphosate tolerant trait), Agrisure® CB Advantage (Bt11 corn borer (CB) tolerant trait) and Protecta®.

[0106] Additional examples of such transgenic crops are: 1. Bt11 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Genetically modified Zea mays, which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated Cry1Ab toxin. Bt11 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium. 2. Maís Bt176 from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Genetically modified Zea mays, which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a Cry1Ab toxin. Bt176 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium. 3. Maís MIR604 from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Maize that has been made resistant to insects through transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055, modified by the insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic maize plants is described in WO 03/018810. 4. Maís MON 863 from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/DE/02/9. MON 863 expresses a Cry3Bb1 toxin and is resistant to certain Coleoptera insects. 5. IPC 531 Cotton from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/ES/96/02. 6. Pioneer Overseas Corporation Maís 1507, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C/NL/00/10. Maize genetically modified for the expression of the Cry1F protein in order to achieve resistance to certain Lepidoptera insects, and the PAT protein to achieve tolerance to the herbicide glufosinate ammonium. 7. Maís NK603 x MON 810 from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/GB/02/M3/03. It consists of conventionally cultivated hybrid maize varieties crossing the genetically modified varieties NK603 and MON 810. Maís NK603 x MON 810 transgenically expresses the CP4 EPSPS protein, obtained from the CP4 strain of Agrobacterium sp., which confers tolerance to the herbicide Roundup® (contains glyphosate ), and also a Cry1Ab toxin obtained from Bacillus thuringiensis subsp. kurstaki that confers tolerance to certain Leptidoptera, including the European corn borer.

[0107] The term “locus”, as used herein, designates fields in which, or upon which plants are cultivated, or where seeds of cultivated plants are sown, or where seeds will be placed in the soil. This includes soil, seeds and seedings, as well as established vegetation.

[0108] The term “plants” refers to all physical parts of a plant, including seeds, seedlings, young plants, roots, tubers, stems, stems, foliage and fruits.

[0109] The term “plant propagation material” is understood to denote generative parts of the plant, such as seeds, which can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, e.g. potatoes . For example, seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants may be mentioned. Sprouted plants and young plants that must be transplanted after germination or after emerging from the soil may also be mentioned. These young plants can be protected before transplanting through a full or partial dip treatment. Preferably, “plant propagation material” is understood to denote seeds.

[0110] The compounds of Formula (I) can be used in an unmodified form or, preferably, in conjunction with the adjuvants conventionally used in the formulation technique. For this purpose, they can be conveniently formulated in a known manner into emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions or suspensions, diluted emulsions, wetting powders, soluble powders, dusts, granules and also encapsulations, for example, in polymeric substances. As with the type of compositions, application methods, such as spraying, atomizing, dusting, dispersing, coating or pouring, are chosen according to the intended objectives and the prevailing circumstances. The compositions may also contain additional adjuvants, such as stabilizers, defoamers, viscosity regulators, binders or stickiness promoters, as well as fertilizers, micronutrient donors or other formulations to obtain special effects.

[0111] Suitable carriers and adjuvants, for example for agricultural use, may be solid or liquid, and are substances useful in formulation technology, for example, regenerated or natural mineral substances, solvents, dispersants, wetting agents, stickiness promoters , thickeners, binders or fertilizers. Such vehicles are, for example, described in WO 97/33890.

[0112] Concentrated suspensions are aqueous formulations in which finely divided solid particles of the active compound are suspended. Such formulations include anti-settling agents and dispersing agents, and may additionally include a wetting agent to enhance activity, as well as an antifoam and a crystal growth inhibitor. In use, these concentrates are diluted in water and typically applied as a spray to the area to be treated. The amount of active ingredient can be in a range of 0.5% to 95% of the concentrate.

[0113] Wetting powders are in the form of finely divided particles that disperse quickly in water or other liquid vehicles. The particles contain the active ingredient trapped in a solid matrix. Typical solid matrices include Fuller's earth, kaolin clays, silicas, and other readily wetted organic or inorganic solids. Wettable powders typically contain 5% to 95% of the active ingredient, plus a small amount of wetting, dispersing or emulsifying agent.

[0114] Emulsifiable concentrates are homogeneous liquid compositions dispersible in water or other liquid, and may consist entirely of the active compound with a liquid or solid emulsifying agent, or may also contain a liquid carrier, such as xylene, heavy aromatic naphthas, isophorone and others. non-volatile organic solvents. In use, these concentrates are dispersed in water or another liquid, and typically applied as a spray to the area to be treated. The amount of active ingredient can be in a range of 0.5% to 95% of the concentrate.

[0115] Granular formulations include both extrudates and relatively coarse particles, and are usually applied without dilution to the area in which treatment is required. Typical carriers for granular formulations include sand, Fuller's earth, attapulgite clay, bentonite clays, montmorillonite clay, vermiculite, perlite, calcium carbonate, brick, pumice, pyrophyllite, kaolin, dolomite, gypsum, wood flour, crushed corn cobs, crushed peanut shells, sugars, sodium chloride, sodium sulfate, sodium silicate, sodium borate, magnesia, mica, iron oxide, zinc oxide, titanium oxide, antimony oxide, cryolite, gypsum, diatomaceous earth, calcium sulfate and other organic or inorganic materials that absorb or can be coated with the active compound. Granular formulations typically contain 5% to 25% active ingredients which may include surface active agents such as heavy aromatic naphthas, kerosene and other petroleum fractions or vegetable oils; and/or adhesives, such as dextrins, glue or synthetic resins.

[0116] Powders are free-flowing mixtures of the active ingredient with finely divided solids such as talc, clays, flours and other organic and inorganic solids that act as dispersants and vehicles.

[0117] Microcapsules are typically droplets or granules of the active ingredient contained in an inert porous shell that allows the contained material to escape into the surroundings at controlled rates. Encapsulated droplets are typically 1 to 50 microns in diameter. The enclosed liquid typically constitutes 50 to 95% of the weight of the capsule and may include a solvent in addition to the active compound. Encapsulated granules are generally porous granules with porous membranes sealing the granule pore openings, trapping the active species in liquid form within the granule pores. The granules typically range from 1 millimeter to 1 centimeter, and preferably 1 to 2 millimeters in diameter. Granules are formed by extrusion, agglomeration or compression, or occur naturally. Examples of such materials are vermiculite, sintered clay, kaolin, attapulgite clay, sawdust and granular carbon. Shell or membrane materials include natural and synthetic rubbers, cellulosic materials, styrene-butadiene copolymers, polyacrylonitriles, polyacrylates, polyesters, polyamides, polyureas, polyurethanes and starch xanthates.

[0118] Other formulations useful for agrochemical applications include simple solutions of the active ingredient in a solvent in which it is completely soluble at the desired concentration, such as acetone, alkylated naphthalenes, xylene and other organic solvents. Pressurized sprays, in which the active ingredient is dispersed in a finely divided form as a result of vaporization of a low boiling point dispersant solvent vehicle, can also be used.

[0119] Suitable agricultural adjuvants and vehicles that are useful in formulating the compositions of the invention into the types of formulations described above are well known to those skilled in the art.

[0120] Liquid carriers that may be employed include, for example, water, toluene, xylene, petroleum naphtha, vegetable oil, acetone, methyl ethyl ketone, cyclohexanone, acetic anhydride, acetonitrile, acetophenone, amyl acetate, 2-butanone , chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol abietate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether diethylene glycol, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkylpyrrolidinone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1 - trichloroethane, 2-heptanone, alpha-pinene, d-limonene, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, gamma-butyrolactone, glycerol, glycerol diacetate, glycerol monoacetate, glycerol triacetate, hexadecane, hexylene glycol, acetate isoamyl, isobornyl acetate, iso-octane, isophorone, isopropylbenzene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methylisoamylketone, methylisobutylketone, methyl laurate, methyl octanoate, methyl oleate, methylene chloride, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol (PEG400), propionic acid, propylene glycol, propylene glycol monomethyl ether, p-xylene, toluene , triethyl phosphate, triethylene glycol, xylenesulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, methanol, ethanol, isopropanol and higher molecular weight alcohols such as amyl alcohol, alcohol tetrahydrofurfuryl, hexanol, octanol, etc., ethylene glycol, propylene glycol, glycerin and N-methyl-2-pyrrolidinone. Water is generally the vehicle of choice for diluting concentrates.

[0121] Suitable solid carriers include, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour and lignin.

[0122] A wide variety of surfactants are advantageously employed in both said liquid and solid compositions, particularly those designed to be diluted with the vehicle before application. These agents, when used, typically comprise from 0.1% to 15% by weight of the formulation. They can be anionic, cationic, nonionic or polymeric in nature, and can be used as emulsifying agents, wetting agents, suspending agents or for other purposes. Typical surfactants include alkyl sulfate salts, such as diethanolammonium lauryl sulfate; alkylarylsulfonate salts, such as calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products such as nonylphenol C.sub. 18 ethoxylated; alcohol-alkylene oxide addition products, such as tridecyl alcohol- C.sub. 16 ethoxylated; soaps, such as sodium stearate; alkylnaphthalenesulfonate salts, such as sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinate salts, such as sodium di(2-ethylhexyl) sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphate esters.

[0123] Other adjuvants commonly used in agricultural compositions include crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet modifiers, pigments, antioxidants, foaming agents, antifoam agents, light blocking agents, compatibilizing agents, antifoam agents , sequestering agents, neutralizing agents and buffers, corrosion inhibitors, dyes, flavorings, spreading agents, penetration enhancers, micronutrients, emollients, lubricants and adhesive agents.

[0124] Furthermore, additionally, other biocidal active ingredients or compositions can be combined with the compositions of the invention, used in the methods of the invention, and applied simultaneously or sequentially with the compositions of the invention. When applied simultaneously, these additional active ingredients can be formulated together with the compositions of the invention, or mixed, for example, in the spray tank. These active ingredients from a biocidal point of view can be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides and/or plant growth regulators.

[0125] Reference is made here to pesticidal agents using their common name, known for example from “The Pesticide Manual”, 15th Edition, British Crop Protection Council 2009.

[0126] Additionally, the compositions of the invention can also be applied with one or more inducers of systemically acquired resistance (“SAR” inducer). SAR inducers are known and described, for example, in United States Patent No. US 6,919,298 and include, for example, salicylates and the commercial SAR inducer acibenzolar-S-methyl.

[0127] The compounds of Formula (I) are normally used in the form of agrochemical compositions, and can be applied to the crop or plant area to be treated, simultaneously or successively with additional compounds. These additional compounds can be e.g. fertilizers or micronutrient donors or other preparations, which influence plant growth. They may also be selective herbicides or non-selective herbicides, as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired in conjunction with additional vehicles, surfactants or application-promoting adjuvants commonly used in the formulation technique.

[0128] The compounds of Formula (I) can be used in the form of compositions (fungicides) to control or protect against phytopathogenic microorganisms, which comprise as an active ingredient at least one compound of Formula (I) or at least one preferred individual compound such as defined herein, in free form or in agrochemically usable salt form, and at least one of the above-mentioned adjuvants.

[0129] The invention therefore provides a composition, preferably a fungicidal composition, comprising at least one compound of Formula (I), an agriculturally acceptable carrier and optionally an adjuvant. An acceptable agricultural vehicle is, for example, a vehicle that is suitable for agricultural use. Agricultural vehicles are well known in the art. Preferably, said composition may comprise at least one or more pesticide-active compounds, for example, an additional fungicidal active ingredient in addition to the compound of Formula (I).

[0130] The compound of Formula (I) may be the only active ingredient of a composition or may be mixed with one or more additional active ingredients such as a pesticide, fungicide, synergist, herbicide or plant growth regulator, when appropriate. . An additional active ingredient may, in some cases, result in unexpected synergistic activities.

[0131] Examples of suitable additional active ingredients include the following: acycloamino acid fungicides, aliphatic nitrogen fungicides, amide fungicides, anilide fungicides, antibiotic fungicides, aromatic fungicides, arsenic fungicides, arylphenylketone fungicides, benzamide fungicides, fungicides benzanilide fungicides, benzimidazole fungicides, benzothiazole fungicides, botanical fungicides, bridged diphenyl fungicides, carbamate fungicides, carbanylate fungicides, conazole fungicides, copper fungicides, dicarboximide fungicides, dinitrophenol fungicides, dithiocarbamate fungicides, copper fungicides, dithiolane, furamide fungicides, furanilide fungicides, hydrazide fungicides, imidazole fungicides, mercury fungicides, morpholine fungicides, organophosphate fungicides, organotin fungicides, oxathiin fungicides, oxazole fungicides, phenylsulfamide fungicides, polysulfide fungicides, pyrazole, pyridine fungicides, pyrimidine fungicides, pyrrole fungicides, quaternary ammonium fungicides, quinoline fungicides, quinone fungicides, quinoxaline fungicides, strobilurin fungicides, sulfonanilide fungicides, thiadiazole fungicides, thiazole fungicides, thiazolidine fungicides , thiocarbamate fungicides, thiophene fungicides, triazine fungicides, triazole fungicides, triazolopyrimidine fungicides, urea fungicides, valinamide fungicides and zinc fungicides.

[0132] Examples of suitable additional active ingredients also include the following: (9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methane-naphthalen-5-yl)-3-difluoromethyl acid amide -1-methyl-1H-pyrazolo-4-carboxylic acid, methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide 3-difluoromethyl-1-methyl-1H-pyrazolo- 4-carboxylic, 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid (2-dichloromethylene-3-ethyl-1-methyl-indan-4-yl)-amide (1072957-71-1), 1-Methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid (4'-methylsulfanyl-biphenyl-2-yl)-amide, [2-(2,4-dichloro-phenyl)-2-methoxy-1 -methyl-ethyl]-amide of 1-methyl-3-difluoromethyl-4H-pyrazole-4-carboxylic acid, (5-Chloro-2,4-dimethyl-pyridin-3-yl)-(2,3,4- trimethoxy-6-methyl-phenyl)-methanone, (5-Bromo-4-chloro-2-methoxy-pyridin-3-yl)-(2,3,4-trimethoxy-6-methyl-phenyl)-methanone, 2 -{2-[(E)-3-(2,6-Dichloro-phenyl)-1-methyl-prop-2-en-(E)-ylideneamino-oxymethyl]-phenyl}-2-[(Z)- methoxy-imino]-N-methyl-acetamide, 3-[5-(4-Chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine, (E)-N-methyl-2-[ 2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxy-iminoacetamide, 4-bromo-2-cyano-N,N-dimethyl-6-trifluoromethylbenzimidazol-1-sulfonamide, a-[N-(3-chloro- 2,6-xylyl)-2-methoxyacetamido]-i-butyrolactone, 4-chloro-2-cyano-N,N-dimethyl-5-p-tolylimidazole-1-sulfonamide, N-allyl-4,5,-dimethyl -2-trimethylsilylthiophene-3-carboxamide, N-(1-cyano-1,2-dimethylpropyl)-2-(2,4-dichlorophenoxy)propionamide, N-(2-methoxy-5-pyridyl)-cyclopropanecarboxamide, (. +-.)-cis- 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)-cycloheptanol, 2-(1-tert-butyl)-1-( 2-chlorophenyl)-3-(1,2,4-triazol-1-yl)-propan-2-ol, 2',6'-dibromo-2-methyl-4-trifluoromethoxy-4'-trifluoromethyl-1, 3-thiazolo-5-carboxanilide, 1-imidazolyl-1-(4'-chlorophenoxy)-3,3-dimethylbutan-2-one, (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin- Methyl 4-yloxy]phenyl]3-methoxyacrylate, (E)-2-[2-[6-(2-thioamidophenoxy)pyrimidin-4-yloxy]phenyl]-methyl 3-methoxyacrylate, (E)-2- Methyl [2-[6-(2-fluorophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate, (E)-2-[2-[6-(2,6-difluorophenoxy)pyrimidin-4-yloxy ]phenyl]-3-methyl methoxyacrylate, (E)-2-[2-[3-(pyrimidin-2-yloxy)phenoxy]phenyl]-3-methyl methoxyacrylate, (E)-2-[2-[ Methyl 3-(5-methylpyrimidin-2-yloxy)-phenoxy]phenyl]-3-methoxyacrylate, (E)-2-[2-[3-(phenylsulfonyloxy)phenoxy]phenyl-3-methoxyacrylate, (E)-2-[2-[3-(4-nitrophenoxy)phenoxy]phenyl]-3-methyl methoxyacrylate, (E)-2-[2-phenoxyphenyl]-3-methyl methoxyacrylate, (E)- Methyl 2-[2-(3,5-dimethyl-benzoyl)pyrrol-1-yl]-3-methoxyacrylate, (E)-2-[2-(3-methoxyphenoxy)phenyl]-3-methylmethoxyacrylate, (E)-2[2-(2-phenylethen-1-yl)-phenyl]-3-methyl methoxyacrylate, (E)-2-[2-(3,5-dichlorophenoxy)pyridin-3-yl]- Methyl 3-methoxyacrylate, (E)-2-(2-(3-(1,1,2,2-tetrafluoroethoxy)phenoxy)phenyl)-3-methyl methoxyacrylate, (E)-2-(2-[ Methyl 3-(alpha-hydroxybenzyl)phenoxy]phenyl)-3-methoxyacrylate, (E)-2-(2-(4-phenoxypyridin-2-yloxy)phenyl)-methyl 3-methoxyacrylate, (E)-2 -[2-(3-n-propyloxy-phenoxy)phenyl]3- methyl methoxyacrylate, (E)-2-[2-(3-isopropyloxyphenoxy)phenyl]-3-methyl methoxyacrylate, (E)- 2- Methyl [2-[3-(2-fluorophenoxy)phenoxy]phenyl]-3-methoxyacrylate, (E)-2-[2-(3-ethoxyphenoxy)phenyl]-3-methylmethoxyacrylate, (E)-2 -[2-(4-tert-butyl-pyridin-2-yloxy)phenyl]-3- methyl methoxyacrylate, (E)-2-[2-[3-(3-cyanophenoxy)phenoxy]phenyl]-3- methyl methoxyacrylate, (E)- 2-[2-[(3-methyl-pyridin-2-yloxymethyl)phenyl]-3-methyl methoxyacrylate, (E)-2-[2-[6-(2-methyl -phenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate, (E)-2-[2-(5-bromo-pyridin-2-yloxymethyl)phenyl]-3-methoxyacrylate, (E) Methyl -2-[2-(3-(3-iodopyridin-2-yloxy)phenoxy)phenyl]-3-methoxyacrylate, (E)-2-[2-[6-(2-chloropyridin-3-yloxy) methyl pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate, (E),(E)-2-[2-(5,6-dimethylpyrazin-2-ylmethyloxyminomethyl)phenyl]-methyl 3-methoxyacrylate, (E )- methyl 2-{2-[6-(6-methylpyridin-2-yloxy)pyrimidin-4-yloxy]phenyl}-3-methoxy-acrylate, (E),(E)-2-{2-( Methyl 3-methoxyphenyl)methyloxyminomethyl]-phenyl}-3-methoxyacrylate, (E)-2-{2-(6-(2-azidophenoxy)-pyrimidin-4-yloxy]phenyl}-methyl 3-methoxyacrylate, ( E),(E)-2-{2-[6-phenylpyrimidin-4-yl)-methyloxyminomethyl]phenyl}-3-methyl methoxyacrylate, (E),(E)-2-{2-[(4- chlorophenyl)- methyloxyminomethyl]-phenyl}-methyl 3-methoxyacrylate, (E)- 2-{2-[6-(2-n-propylphenoxy)-1,3,5-triazin-4-yloxy]phenyl}- 3-methyl methoxyacrylate, (E),(E)-2-{2-[(3-nitrophenyl)methyloxyminomethyl]phenyl}-3-methyl methoxyacrylate, 3-chloro-7-(2-aza-2,7 ,7-trimethyl-oct-3-en-5-yne), 2,6-dichloro-N-(4-trifluoromethylbenzyl)-benzamide, 3-iodo-2-propynyl alcohol, 4-chlorophenyl-3-iodopropargylformal, 3 - bromo-2,3-diiodo-2-propenylethylcarbamate, 2,3,3-triiodoallyl alcohol, 3-bromo-2,3-diiodo-2-propenyl alcohol, 3-iodo n-butylcarbamate -2-propynyl, 3-iodo-2-propynyl n-hexylcarbamate, 3-iodo-2-propynyl cyclohexyl carbamate, 3-iodo-2-propynyl phenylcarbamate; phenol derivatives such as tribromophenol, tetrachlorophenol, 3-methyl-4-chlorophenol, 3,5-dimethyl-4-chlorophenol, phenoxyethanol, dichlorophene, o-phenylphenol, m-phenylphenol, p-phenylphenol, 2-benzyl-4-chlorophenol , 5-hydroxy-2(5H)-furanone; 4,5-dichlorodithiazolinone, 4,5-benzodithiazolinone, 4,5-trimethylenedithiazolinone, 4,5-dichloro-(3H)-1,2-dithiol-3-one, 3,5-dimethyl-tetrahydro-1, 3,5-thidiazino-2-thione, N-(2-p-chlorobenzoylethyl)-hexaminochloride, acibenzolar, acipetacs, alanicarb, albendazole, aldimorph, allicin, allyl alcohol, ametoctradine, amisulbrom, amobame, ampropylphos, anilazine, asomate , azaconazole, azafndin, azitirame, azoxistro, polysulfure of barium, benalaxilla, benalaxilla, benodanilla, benchinox, bentantiavalicarb, bentiazol, benzalkonium chloride, benzamacry, benzamore, benzamore, benzamo, benzamo, benzamo, benzamus benzovindiflup, Berberina, betoxazine, biloxazole, binapacryl, biphenyl, bitertanol, bitionol, bixaphene, blasticidin-S, boscalid, bromothalonil, bromuconazole, bupyrimate, butiobate, butylamine calcium polysulfide, Captafol, Captan, carbamorph, carbendazim, carbendazime hydrochloride, carboxine, carpropamide, carvone , CGA41396, CGA41397, quinomethionate, chitosan, clobenthiazone, chloraniformethane, chloranil, chlorophenazole, chloroneb, chloropicrin, chlorothalonil, chlorozolinate, clozolinate, climbazole, clotrimazole, clozilacone, copper-containing compounds such as copper acetate, copper carbonate, copper hydroxide, copper naphthenate, copper oleate, copper oxychloride, copper oxyquinolate, copper silicate, copper sulfate, copper thallate, copper zinc chromate and Bordeaux mixture, cresol, kofraneb, cuprobam, cuprous oxide, cyazofamide, cyclafuramide , cycloheximide, cyflufenamide, cymoxanil, cipendazole, cyproconazole, cyprodinil, dazomet, debacarb, decafentin, dehydroacetic acid, di-2-pyridyl disulfide 1,1'-dioxide, diclofluanid, diclomezine, diclone, dichloran, dichlorophene, diclozoline , diclobutrazol, diclocimet, diethofencarb, difenoconazole, diphenzoquat, diflumetorime, O-diiso-propyl-S-benzyl thiophosphate, dimefluazole, dimethaclone, dimetconazole, dimethomorph, dimetirimol, diniconazole, diniconazole-M, dinobutone, dinocape, dinoctone, dinopentone , dinosulfone, dinoterbon, diphenylamine, dipyrithione, disulfiram, dictatorymphos, dithianone, dithioether, dodecyldimethylammonium chloride, dodemorph, dodicine, dodine, doguadine, drazoloxone, edifenphos, enestroburin, epoxiconazole, ethaconazoe, eteme, etaboxame, ethyrimole, ethoxyquin, etc. illicin, ( Ethyl Z)-N-benzyl-N([methyl(methyl-thioethlideneamino-oxycarbonyl)amino]thio)-β-alaninate, etridiazole, famoxadone, fenamidone, fenaminosulfe, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamide, fenitropane , fenoxanil, fenpiclonil, fempicoxamide, fenpropidine, fenpropimorph, fempirazamine, fentin acetate, fentin hydroxide, ferbame, ferimzone, fluaziname, fludioxonil, flumetover, flumorph, flupicolide, fluopyram, fluoroimide, fluotrimazole, fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flu tanila , flutolanil, flutriafol, fluxapyroxad, folpet, formaldehyde, fosetyl, fuberidazole, furalaxyl, furametpyr, furcarbanil, furconazole, furfural, furmeciclox, furophanate, gliodine, griseofulvin, guazatine, halacrinate, hexachlorobenzene, hexachlorobutadiene, hexachlorophene, hexaconazole, hexylthiophos, hydra rgaphene, hydroxy -isoxazole, himexazole, imazalyl, imazalyl sulfate, imibenconazole, iminoctadine, iminoctadine triacetate, inezin, iodocarb, ipconazole, ipfentrifluconazole, iprobenfos, iprodione, iprovalicarb, isopropanylbutyl carbamate, isoprothiolane, isopyrazame, isothianil, isovaledione , izopanfos, kasugamycin, kresoxime -methyl, LY186054, LY211795, LY248908, mancozeb, mandipropamide, maneb, mebenil, mecarbinzide, mefenoxam, mefentrifluconazole, mepanipyrim, mepronil, mercuric chloride, mercurous chloride, meptildinocap, metalaxyl, metalaxyl-M, metam, metazoxolone, metcon azole, metasulfocarb, metfuroxam , methyl bromide, methyl iodide, methyl isothiocyanate, metiram, metiram-zinc, metominostrobin, metrafenone, metsulfovax, milneb, moroxidine, myclobutanyl, myclozoline, nabam, natamycin, neoasozin, nickel dimethyldithiocarbamate, nitrostyrene, nitrothaliso-propyl , nuarimol, octillonone, ophurace, organomercuric compounds, orisastrobin, ostol, oxadixil, oxaSulfurone, oxatiapiproline, oxolin, oxolinic acid, oxpoconazole, oxycarboxin, paralol, pefurazoate, peconazole, peencurona, pens, pentaclorine, pentaclorine Phenol, Pentiopirade, Fenamacryla, Fenazine Oxide , phosdiphene, fosetyl-Al, phosphorous acids, phthalide, picoxystrobin, piperaline, polycarbamate, polyoxin D, polyoxrime, polyrama, probenazole, prochloraz, procymidone, propamidine, propamocarb, propiconazole, propineb, propionic acid, proquinazide, prothiocarb, prothioconazole, pidiflumetofen, pyracarbolide, pyraclostrobin, pyrametrostrobin, pyraoxystrobin, pyrazofos, pyribencarb, pyridinitrile, pyrifenox, pyrimethanil, pyriophenone, pyroquilone, pyroxychlor, pyroxifur, pyrrolnitrin, quaternary ammonium compounds, quinacetol, quinazamide, quinconazole, quinomethionate, quinoxifene, Quinzene, rabenzazole, santo nina, sedaxane , siltiofame, simeconazole, sipconazole, sodium pentachlorophenate, spiroxamine, streptomycin, sulfur, sultropene, tebuconazole, tebfloquine, teclophthalam, tecnazene, tecorame, tetraconazole, thiabendazole, thiadifluorine, ticiophene, thifluzamide, 2-(thiocianomethylthio)benzothiazole, thiophanate-methyl, tioquinox, thiram, tiadinyl, timibenconazole, thioximide, tolclophos-methyl, tolylfluanide, triadimephone, triadimenol, triamiphos, triarimol, triazbutyl, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumazol, triforin, triflumizole, triticonazole, uniconazole, urbacide, validamycin, valifenalate , vapame, vinclozolin, zarilamide, zineb, zirame, and zoxamide.

[0133] The compounds of the invention can also be used in combination with anthelmintic agents. Such anthelmintic agents include compounds selected from the class of macrocyclic lactone compounds, such as derivatives of ivermectin, avermectin, abamectin, emamectin, eprinomectin, doramectin, selamectin, moxidectin, nemadectin and milbemycin, as described in EP-357460, EP- 444964 and EP-594291. Additional anthelmintic agents include semi-synthetic and biosynthetic avermectin/milbemycin derivatives, such as those described in US-5015630, WO-9415944 and WO-9522552. Additional anthelmintic agents include the benzimidazoles, such as albendazole, cambendazole, fenbendazole, flubendazole, mebendazole, oxfendazole, oxybendazole, parbendazole, and other members of the class. Additional anthelmintic agents include imidazothiazoles and tetrahydropyrimidines, such as tetramisole, levadamisole, pyrantel pamoate, oxantel or morantel. Additional anthelmintic agents include flukicides such as triclabendazole and clorsulone and cestocides such as praziquantel and epsiprantel.

[0134] The compounds of the invention can be used in combination with derivatives and analogues of the paraherquamide/marcfortin class of anthelmintic agents, as well as with antiparasitic oxazolines, such as those disclosed in US-5478855, US4639771 and DE- 19520936. The compounds of the invention can be used in combination with derivatives and analogues of the general class of dioxomorpholine antiparasitic agents, as described in WO 96/15121, and also with anthelmintic active cyclic depsipeptides, such as those described in WO 96/11945, WO 93/19053, WO 93/25543, EP 0 626 375, EP 0 382 173, WO 94/19334, EP 0 382 173 and EP 0 503 538.

[0135] The compounds of the invention can be used in combination with other ectoparasiticides; for example, fipronil; pyrethroids; organophosphates; insect growth regulators such as lufenurone; ecdysone agonists such as tebufenozide and the like; neonicotinoids such as imidacloprid and the like.

[0136] The compounds of the invention can be used in combination with terpene alkaloids, for example those described in International Patent Application Publication Numbers WO 95/19363 or WO 04/72086, particularly with the compounds disclosed therein.

[0137] Other examples of such biologically active compounds with which the compounds of the invention can be used in combination include, but are not limited to, the following:

[0138] Organophosphates: acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, bromophos, bromophos-ethyl, cadusaphos, chlorethoxyphos, chloropyrifos, chlorophenvinphos, chloromephos, demetone, demetone-S-methyl, demetone-S-methylsulfone, dialiphos, diazino in , dichlorvos, dicrotophos, dimethoate, disulfotone, ethione, etoprophos, ethrynphos, fanfur, fenamiphos, fenitrothion, fensulfothione, fenthion, flupyrazophos, phonophos, formotiona, fostiazate, heptenophos, isazophos, isothioate, isoxathione, malathion, metakryphos, methamidophos, methidathione, methyl -parathion, mevinphos, monocrotophos, nalede, omethoate, oxidemethone-methyl, paraoxone, parathion, parathion-methyl, phentoate, phosalone, phospholane, phosphocarb, phosmet, phosfamidone, phorate, phoxime, pirimiphos, pirimiphos-methyl, profenophos, propaphos, proetanphos , prothiophos, pyraclophos, pyridapenthion, quinalphos, sulprophos, temephos, terbufós, tebupirinphos, tetrachlorvinphos, thytone, triazophos, trichlorphone, vamidothione.

[0139] Carbamates: alanicarb, aldicarb, 2-sec-butylphenyl methylcarbamate, benfuracarb, carbaryl, carbofuran, carbosulfan, chloretocarb, ethiofencarb, fenoxycarb, fenthiocarb, furatiocarb, HCN-801, isoprocarb, indoxacarb, methiocarb, methomyl, 5-methyl -m- cumenylbutyryl(methyl)carbamate, oxamyl, pirimicarb, propoxur, thiodicarb, thiophanox, triazamate, UC-51717.

[0140] Pyrethroids: acrinatin, allethrin, alphamethrin, (E)-(1R)-cis-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl) 5-benzyl-3-furylmethyl cyclopropanecarboxylate, bifenthrin, beta-cyfluthrin, cyfluthrin, a-cypermethrin, beta-cypermethrin, bioalethrin, bioalethrin ((S)-cyclopentyl isomer), bioresmethrin, bifenthrin, NCI- 85193, cycloprothrin, cyhalothrin, cytithrin, cyfenothrin, deltamethrin, empentrin, esfenvalerate, etofenprox, fenfluthrin, fenpropathrin, fenvalerate, flucitrinate, flumethrin, fluvalinate (D-isomer), imiprothrin, cyhalothrin, lambda-cyhalothrin, permethrin, phenothrin, pralethrin, pyrethrins (natural products), resmethrin, tetramethrin, transfluthrin, theta-cypermethrin, silafluofen, t- fluvalinate, tefluthrin, tralomethrin, Zeta-cypermethrin.

[0141] Arthropod growth regulators: a) inhibitors of chitin synthesis: benzoylureas: chlorfluazurone, diflubenzurone, fluazurone, flucicloxurone, flufenoxurone, hexaflumurone, lufenurone, novalurone, teflubenzurone, triflumurone, buprofezin, diophenolan, hexithiazox, etoxazole, chlorophentazine; b) ecdysone antagonists: halofenozide, methoxyfenozide, tebufenozide; c) juvenoids: pyriproxyfen, methoprene (including S-methoprene), fenoxycarb; d) lipid biosynthesis inhibitors: spirodiclofen.

[0142] Other antiparasitics: acequinocil, amitraz, AKD-1022, ANS-118, azadirachtin, Bacillus thuringiensis, bensultape, bifenazate, binapacryl, bromopropylate, BTG-504, BTG-505, campeflor, cartape, chlorobenzylate, chlordimeform, chlorfenapyr, chromafenozide , clothianidin, cyromazine, diaclodene, diafenthiuron, DBI-3204, dynactin, dihydroxymethyldihydroxypyrrolidine, dinobutone, dinocape, endosulfan, etiprol, etofenprox, fenazaquine, flumite, MTI-800, fenpyroximate, fluacripyrime, flubenzimine, flubrocitrinate, flufenzine, flufenpro x , fluproxifen, halofenprox, hydramethylnone, IKI-220, canemite, NC-196, neem protectant, nidinorterfuran, nitanpyram, SD-35651, WL-108477, pyridaryl, propargite, protrifenbut, pymetrozine, pyridabem, pyrimidifeme, NC-1111, R -195,RH- 0345, RH-2485, RYI-210, S-1283, S-1833, SI-8601, silafluofen, silomadine, spinosad, tebufenpyrad, tetradifone, tetranactin, thiacloprid, thiocyclamen, thiamethoxam, tolfenpyrad, triazamate, triethoxyspinosine , trinactin, verbutin, vertalec, YI-5301.

[0143] Biological agents: Bacillus thuringiensis ssp aizawai, kurstaki, Bacillus thuringiensis endotoxin, baculovirus, entomopathogenic bacteria, viruses and fungi.

[0144] Bactericides: chlortetracycline, oxytetracycline, streptomycin.

[0145] Other biological agents: enrofloxacin, febantel, penetamate, moloxicam, cephalexin, kanamycin, pimobendan, clenbuterol, omeprazole, tiamulin, benazepril, pyriprole, cefquinome, florfenicol, buserelin, cefovecin, tulathromycin, ceftiour, carprofen, metaflumizone, praziquarantel, triclabend azole .

[0146] The following mixtures of compounds of Formula (I) with active ingredients are preferred. The abbreviation "TX" designates a compound selected from the group consisting of the compounds described in Tables 1.1 to 1.5, 2.1 to 2.3, or Table T1 (compounds 1.1 to 1.46) (below): an adjuvant selected from the group of substances consisting of petroleum oils (alternative name) (628) + TX, an acaricide selected from the group of substances consisting of 1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC name) (910) + TX, 2,4- benzenesulfonate dichlorophenyl (IUPAC/Chemical Abstracts name) (1059) + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC name) (1295) + TX, 4-chlorophenylphenylsulfone (IUPAC name) (981) + TX , abamectin (1) + TX, acequinocil (3) + TX, acetoprol [CCN] + TX, acrinathrin (9) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, alpha-cypermethrin (202) + TX, amidithion (870) + TX, amidoflumeth [CCN] + TX, amidothioate (872) + TX, amitone (875) + TX, amitone hydrogen oxalate (875) + TX, amitraz (24) + TX, aramite ( 881) + TX, arsenic oxide (882) + TX, AVI 382 (compound code) + TX, AZ 60541 (compound code) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX , azobenzene (IUPAC name) (888) + TX, azocyclotin (46) + TX, nitrogenate (889) + TX, benomyl (62) + TX, benoxaphos (alternative name) [CCN] + TX, benzoximate (71) + TX , benzyl benzoate (IUPAC name) [CCN] + TX, bifenazate (74) + TX, bifenthrin (76) + TX, binapacryl (907) + TX, brofenvalerate (alternative name) + TX, bromocyclene (918) + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bromopropylate (94) + TX, buprofezin (99) + TX, butocarboxime (103) + TX, butoxycarboxime (104) + TX, butylpyridabene (alternative name) + TX, calcium polysulfide (IUPAC name) (111) + TX, camphechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbophenothione (947) + TX, CGA 50'439 (development code) (125) + TX, quinomethionate (126) + TX, chlorobenside (959) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorofenapyr (130) + TX, chlorophenethol (968) + TX, chlorophensone (970) + TX, chlorophensulfide (971) + TX, chlorfenvinphos (131) + TX, chlorobenzylate (975) + TX, chloromebuform (977) + TX, chloromethiurone (978) + TX , chloropropylate (983) + TX, chloropyrifos (145) + TX, chloropyrifos-methyl (146) + TX, chlorothiophos (994) + TX, cinerin I (696) + TX, cinerin II (696) + TX, cinerins (696 ) + TX, clofentezine (158) + TX, closantel (alternative name) [CCN] + TX, coumaphos (174) + TX, crotamitone (alternative name) [CCN] + TX, crotoxiphos (1010) + TX, kofraneb (1013 ) + TX, cyantoate (1020) + TX, cyflumetofen (No. CAS Reg.: 400882-07-7) + TX, cyhalothrin (196) + TX, cy-hexatin (199) + TX, cypermethrin (201) + TX, DCPM (1032) + TX, DDT (219) + TX, demephione (1037) + TX, demephione-O (1037) + TX, demephione-S (1037) + TX, demetone (1038) + TX, demetone-methyl (224) + TX, demetone-O (1038) + TX, demetone-O-methyl (224) + TX, demetone-S (1038) + TX, demetone-S-methyl (224) + TX, demetone-S-methylsulfone (1039) + TX, diafentiurone (226) + TX, dialyphos (1042) + TX, diazinone (227) + TX, diclofluanid (230) + TX, dichlorovos (236) + TX, dicliphos (alternative name) + TX, dicofol (242) + TX, dicrotophos (243) + TX, dienochlor (1071) + TX, dimefox (1081) + TX, dimethoate (262) + TX, dynactin (alternative name) (653) + TX, dinex (1089) + TX, dinex-diclexin (1089) + TX, dinobutone (269 ) + TX, dinocape (270) + TX, dinocape-4 [CCN] + TX, dinocape-6 [CCN] + TX, dinoctone (1090) + TX, dinopentone (1092) + TX, dinosulfone (1097) + TX, dinoterbon (1098) + TX, dioxathione (1102) + TX, diphenylsulfone (IUPAC name) (1103) + TX, disulfiram (alternative name) [CCN] + TX, disulfotone (278) + TX, DNOC (282) + TX, dofenapine (1113) + TX, doramectin (alternative name) [CCN] + TX, endosulfan (294) + TX, endothione (1121) + TX, EPN (297) + TX, eprinomectin (alternative name) [CCN] + TX, ethion (309) + TX, ethoate-methyl (1134) + TX, ethoxazole (320) + TX, ethrinphos (1142) + TX, fenazaflor (1147) + TX, fenazaquin (328) + TX, fenbutatin oxide (330) + TX, phenothiocarb (337) + TX, fenpropathrin (342) + TX, fenpyrad (alternative name) + TX, fenpyroximate (345) + TX, phensone (1157) + TX, fentriphanil (1161) + TX, fenvalerate (349) + TX, fipronil (354) + TX, fluacripyrime (360) + TX, fluazurone (1166) + TX, flubenzimine (1167) + TX, flucicloxurone (366) + TX, flucitrinate (367) + TX, flueethyl (1169) + TX, flufenoxurone (370) + TX, flumethrin (372) + TX, fluorobenside (1174) + TX, fluvalinate (1184) + TX, FMC 1137 (development code) (1185) + TX, formethanate (405) + TX, formetanate hydrochloride (405) + TX, formotiona (1192) + TX, formparanate (1193) + TX, gamma-HCH (430) + TX, gliodin (1205) + TX, halfenprox (424) + TX, heptenophos (432) + TX, hexadecyl cyclopropanecarboxylate (IUPAC/Chemical Abstracts name) (1216) + TX, hexithiazox (441) + TX, iodomethane (IUPAC name) (542) + TX, isocarbophos (alternative name) (473) + TX, O- isopropyl (methoxyaminothiophosphoryl)salicylate (IUPAC name) (473) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin I (696) + TX, jasmolin II (696) + TX, iodfenphos (1248) + TX, lindane (430) + TX, lufenurone (490) + TX, malathion (492) + TX, malonobene (1254) + TX, mecarbame (502) + TX, mephospholane (1261) + TX, mesulfen (alternative name) [CCN] + TX, methacryphos (1266) + TX, methamidophos (527) + TX, methidathione (529) + TX, methiocarb (530) + TX, methomyl (531) + TX, methyl bromide (537) + TX, metolcarb (550 ) + TX, mevinfos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, monocrotophos (561) + TX , morphothione (1300) + TX, moxidectin (alternative name) [CCN] + TX, nalede (567) + TX, NC-184 (compound code) + TX, NC-512 (compound code) + TX, nifluridide ( 1309) + TX, nicomycins (alternative name) [CCN] + TX, nitrilacarb (1313) + TX, nitrilacarb and zinc chloride complex 1:1 (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, omethoate (594) + TX, oxamyl (602) + TX, oxideprophos (1324) + TX, oxydisulfotone (1325) + TX, pp'-DDT (219) + TX, parathion (615) + TX, permethrin (626) + TX, petroleum oils (alternative name) (628) + TX, phencaptone (1330) + TX, phentoate (631) + TX, phorate (636) + TX, phosalone (637 ) + TX, phospholane (1338) + TX, phosmet (638) + TX, phosfamidone (639) + TX, phoxime (642) + TX, pirimiphos-methyl (652) + TX, polychloroterpenes (traditional name) (1347) + TX, pollinactins (alternative name) (653) + TX, proclonol (1350) + TX, profenofos (662) + TX, promacyl (1354) + TX, propargite (671) + TX, propetanphos (673) + TX, propoxur ( 678) + TX, protidathion (1360) + TX, protoate (1362) + TX, pyrethrin I (696) + TX, pyrethrin II (696) + TX, pyrethrins (696) + TX, pyridabene (699) + TX, pyridafenthion (701) + TX, pyrimidifene (706) + TX, pyrimitate (1370) + TX, quinalfos (711) + TX, quinthiophos (1381) + TX, R-1492 (development code) (1382) + TX, RA- 17 (development code) (1383) + TX, rotenone (722) + TX, escradane (1389) + TX, sebufós (alternative name) + TX, selamectin (alternative name) [CCN] + TX, SI-0009 (code compound) + TX, sofamide (1402) + TX, spirodiclofen (738) + TX, spiromesifene (739) + TX, SSI-121 (development code) (1404) + TX, sulfiram (alternative name) [CCN] + TX, sulfluramide (750) + TX, sulfotepe (753) + TX, sulfur (754) + TX, SZI-121 (development code) (757) + TX, tau-fluvalinate (398) + TX, tebufenpyrad (763) + TX, TEPP (1417) + TX, terbame (alternative name) + TX, tetrachlorvinphos (777) + TX, tetradifone (786) + TX, tetranactin (alternative name) (653) + TX, tetrasul (1425) + TX, thiafenox (alternative name) + TX, thiocarboxime (1431) + TX, thiofanox (800) + TX, thiometone (801) + TX, thioquinox (1436) + TX, thuringiensin (alternative name) [CCN] + TX, triamiphos (1441 ) + TX, triaratene (1443) + TX, triazophos (820) + TX, triazurone (alternative name) + TX, trichlorophone (824) + TX, tripenophos (1455) + TX, trinactin (alternative name) (653) + TX , vamidothione (847) + TX, vaniliprole [CCN] and YI-5302 (compound code) + TX, an algaecide selected from the group of substances consisting of bethoxazine [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutrin [CCN] + TX, diclone (1052) + TX, dichlorophene (232) + TX, endothal (295) + TX, fentin (347) + TX, hydrated lime [ CCN] + TX, nabame (566) + TX, quinoclamine (714) + TX, quinonamide (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name ) (347) + TX, an anthelmintic selected from the group of substances consisting of abamectin (1) + TX, crufomate (1011) + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] + TX, ivermectin (alternative name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN ] + TX, piperazine [CCN] + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) and thiophanate (1435) + TX, an avicide selected from the group of substances consisting of chloralose (127) + TX, endrin (1122) + TX, phenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX, a bactericide selected from the group of substances consisting of 1-hydroxy-1H-pyridine -2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophene (232) + TX, dipyrythion (1105) + TX, dodicine (1112) + TX, phenaminosulfe (1144) + TX, formaldehyde (404) + TX, hydrargafen (alternative name) [CCN] + TX, kasugamycin (483) + TX, hydrated kasugamycin hydrochloride (483) + TX, bis( nickel dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octylinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinolinesulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, teclophthalam (766) + TX, and thiomersal (alternative name) [CCN] + TX, a biologic agent selected from the group of substances consisting of Adoxophyes orana GV (alternative name) (12) + TX, Agrobacterium radiobacter (alternative name) (13) + TX, Amblyseius spp. (alternative name) (19) + TX, Anagrapha falcifera NPV (alternative name) (28) + TX, Anagrus atomus (alternative name) (29) + TX, Aphelinus abdominalis (alternative name) (33) + TX, Aphidius colemani ( alternative name) (34) + TX, Aphidoletes aphidimyza (alternative name) (35) + TX, Autographa californica NPV (alternative name) (38) + TX, Bacillus firmus (alternative name) (48) + TX, Bacillus sphaericus Neide ( scientific name) (49) + TX, Bacillus thuringiensis Berliner (scientific name) (51) + TX, Bacillus thuringiensis subspecies aizawai (scientific name) (51) + TX, Bacillus thuringiensis subspecies israelensis (scientific name) (51) + TX, Bacillus thuringiensis subspecies japonensis (scientific name) (51) + TX, Bacillus thuringiensis subsp. kurstaki (scientific name) (51) + TX, Bacillus thuringiensis subsp. tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alternative name) (53) + TX, Beauveria brongniartii (alternative name) (54) + TX, Chrysoperla carnea (alternative name) (151) + TX, Cryptolaemus montrouzieri ( alternative name) (178) + TX, Cydia pomonella GV (alternative name) (191) + TX, Dacnusa sibirica (alternative name) (212) + TX, Diglyphus isaea (alternative name) (254) + TX, Encarsia formosa (name scientific) (293) + TX, Eretmocerus eremicus (alternative name) (300) + TX, Helicoverpa zea NPV (alternative name) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alternative name) (433) + TX, Hippodamia convergens (alternative name) (442) + TX, Leptomastix dactylopii (alternative name) (488) + TX, Macrolophus caliginosus (alternative name) (491) + TX, Mamestra brassicae NPV (alternative name) (494) + TX, Metaphycus helvolus (alternative name) (522) + TX, Metarhizium anisopliae var. acridum (scientific name) (523) + TX, Metarhizium anisopliae var. anisopliae (scientific name) (523) + TX, Neodiprion sertifer NPV and N. lecontei NPV (alternative name) (575) + TX, Orius spp. (alternative name) (596) + TX, Paecilomyces fumosoroseus (alternative name) (613) + TX, Phytoseiulus persimilis (alternative name) (644) + TX, Spodoptera exigua multicapsid nuclear polyhedrosis virus (scientific name) (741) + TX, Steinernema bibionis (alternative name) (742) + TX, Steinernema carpocapsae (alternative name) (742) + TX, Steinernema feltiae (alternative name) (742) + TX, Steinernema glaseri (alternative name) (742) + TX, Steinernema riobrave (alternative name) (742) + TX, Steinernema riobravis (alternative name) (742) + TX, Steinernema scapterisci (alternative name) (742) + TX, Steinernema spp. (alternative name) (742) + TX, Trichogramma spp. (alternative name) (826) + TX, Typhlodromus occidentalis (alternative name) (844) and Verticillium lecanii (alternative name) (848) + TX, bacillus subtilis var. amyloliquefaciens Strain FZB24 (available from Novozymes Biologicals Inc., 5400 Corporate Circle, Salem, VA 24153, USA and known by the trade name Taegro®) + TX, a soil sterilant selected from the group of substances consisting of iodomethane (IUPAC name) (542 ) and methyl bromide (537) + TX, a chemosterilant selected from the group of substances consisting of afolate [CCN] + TX, bisazir (alternative name) [CCN] + TX, busulfan (alternative name) [CCN] + TX, diflubenzurone (250) + TX, dimatife (alternative name) [CCN] + TX, hemel [CCN] + TX, hempa [CCN] + TX, metepa [CCN] + TX, methiotepa [CCN] + TX, methyl afolate [CCN ] + TX, morzide [CCN] + TX, penflurone (alternative name) [CCN] + TX, tepa [CCN] + TX, thiohempa (alternative name) [CCN] + TX, thiotepa (alternative name) [CCN] + TX, tretamine (alternative name) [CCN] and uredepa (alternative name) [CCN] + TX, an insect pheromone selected from the group of substances consisting of (E)-dec-5-en-1-yl acetate with (E)-dec-5-en-1-ol (IUPAC name) (222) + TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E )-6-methyl-hept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradeca-4,10-dien-1-yl acetate (IUPAC name) (779 ) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadec-11-enal (IUPAC name) (436) + TX, (Z)-hexadec-11-en-1-yl (IUPAC name) (437) + TX, (Z)-hexadec-13-en-11-en-1-yl acetate (IUPAC name) (438) + TX, (Z)-icos- 13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1- al (IUPAC name) (782) + TX, (Z )-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E) acetate ,9Z)-dodeca-7,9-dien-1-yl (IUPAC name) (283) + TX, (9Z,11E)-tetradeca-9,11-dien-1-yl acetate (IUPAC name) (780 ) + TX, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol with 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alternative name) [CCN] + TX, brevicomin (alternative name) [CCN] + TX, codlelure (alternative name) [CCN] + TX, codlemon (alternative name) (167) + TX, cuelure (alternative name) (179) + TX, disparlure (277) + TX, dodec-8-en-1-yl acetate (IUPAC name) (286) + TX, dodec-9-en-1-yl acetate (IUPAC name) (287) + TX, dodeca-8 + TX, 10-dien-1-yl acetate (IUPAC name) (284) + TX, dominicalure (alternative name) [CCN] + TX, ethyl 4-methyloctanoate (IUPAC name) (317) + TX, eugenol (alternative name) [CCN] + TX, frontalin (alternative name) [CCN ] + TX, gossiplure (alternative name) (420) + TX, grandlure (421) + TX, grandlure I (alternative name) (421) + TX, grandlure II (alternative name) (421) + TX, grandlure III (alternative name) alternative) (421) + TX, grandlure IV (alternative name) (421) + TX, hexalure [CCN] + TX, ipsdienol (alternative name) [CCN] + TX, ipsenol (alternative name) [CCN] + TX, japonilure (alternative name) (481) + TX, lineatina (alternative name) [CCN] + TX, litlure (alternative name) [CCN] + TX, looplure (alternative name) [CCN] + TX, medlure [CCN] + TX, megatomoic acid (alternative name) [CCN] + TX, methyleugenol (alternative name) (540) + TX, muscalure (563) + TX, octadeca-2,13-dien-1-yl acetate (IUPAC name) (588) + TX, octadeca-3,13-dien-1-yl acetate (IUPAC name) (589) + TX, orfralure (alternative name) [CCN] + TX, orictalure (alternative name) (317) + TX, ostramon ( alternative name) [CCN] + TX, siglure [CCN] + TX, sordidine (alternative name) (736) + TX, sulcatol (alternative name) [CCN] + TX, tetradec-11-en-1-yl acetate ( IUPAC name) (785) + TX, trimedlure (839) + TX, trimedlure A (alternative name) (839) + TX, trimedlure B1 (alternative name) (839) + TX, trimedlure B2 (alternative name) (839) + TX, trimedlure C (alternative name) (839) and trunc-call (alternative name) [CCN] + TX, an insect repellent selected from the group of substances consisting of 2-(octylthio)ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy(polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048 ) + TX, diethyltoluamide [CCN] + TX, dimethyl carbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethylhexanediol (1137) + TX, hexamide [CCN] + TX, methochin-butyl (1276 ) + TX, methylneodecanamide [CCN] + TX, oxamate [CCN] and picaridin [CCN] + TX, an insecticide selected from the group of substances consisting of 1-dichloro-1-nitroethane (IUPAC/Chemical Abstracts name) (1058) + TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)ethane (IUPAC name) (1056), + TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062) + TX, 1 ,2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063) + TX, 1-bromo-2-chloroethane (IUPAC/Chemical Abstracts name) (916) + TX, 2,2,2-trichloro acetate -1-(3,4-dichlorophenyl)ethyl (IUPAC name) (1451) + TX, 2,2-dichlorovinyl-2-ethylsulfinylethylmethyl phosphate (IUPAC name) (1066) + TX, 2-(1,3-dimethylcarbamate -dithiolan-2-yl)phenyl (IUPAC/Chemical Abstracts name) (1109) + TX, 2-(2-butoxyethoxy)ethyl thiocyanate (IUPAC/Chemical Abstracts name) (935) + TX, 2- methylcarbamate (4,5-dimethyl-1,3-dioxolan- 2-yl)phenyl (IUPAC/Chemical Abstracts name) (1084) + TX, 2-(4-chloro-3,5-xylyloxy)ethanol (IUPAC name) (986) + TX, 2-chlorovinyldiethyl phosphate (IUPAC name) (984) + TX, 2-imidazolidone (IUPAC name) (1225) + TX, 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 2-methyl(prop-2-ynyl)aminophenyl methylcarbamate (IUPAC name) (1284) + TX, 2-thiocyanatoethyl laurate (IUPAC name) (1433) + TX, 3-bromo-1-chloroprop-1 -ene (IUPAC name) (917) + TX, 3-methyl-1-phenylpyrazol-5-yl dimethylcarbamate (IUPAC name) (1283) + TX, 4-methyl(prop-2-ynyl)amino-3 methylcarbamate ,5-xylyl (IUPAC name) (1285) + TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate (IUPAC name) (1085) + TX, abamectin (1) + TX, acephate ( 2) + TX, acetamiprid (4) + TX, acethione (alternative name) [CCN] + TX, acetoprol [CCN] + TX, acrinathrin (9) + TX, acrylonitrile (IUPAC name) (861) + TX, alanicarb ( 15) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, aldrin (864) + TX, allethrin (17) + TX, allosamidine (alternative name) [CCN] + TX, alixicarb (866) + TX , alpha-cypermethrin (202) + TX, alpha-ecdysone (alternative name) [CCN] + TX, aluminum phosphide (640) + TX, amidithion (870) + TX, amidothioate (872) + TX, aminocarb (873) + TX, amitone (875) + TX, amitone hydrogen oxalate (875) + TX, amitraz (24) + TX, anabasine (877) + TX, atidathione (883) + TX, AVI 382 (compound code) + TX, AZ 60541 (compound code) + TX, azadirachtin (alternative name) (41) + TX, azamethiphos (42) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX, nitrogenate ( 889) + TX, delta endotoxins from Bacillus thuringiensis (alternative name) (52) + TX, barium hexafluorosilicate (alternative name) [CCN] + TX, barium polysulfide (IUPAC/Chemical Abstracts name) (892) + TX, barthrin [CCN] + TX, Bayer 22/190 (development code) (893) + TX, Bayer 22408 (development code) (894) + TX, bendiocarb (58) + TX, benfuracarb (60) + TX, bensultape ( 66) + TX, beta-cyfluthrin (194) + TX, beta-cypermethrin (203) + TX, bifenthrin (76) + TX, bioalethrin (78) + TX, S-cyclopentenyl isomer of bioalethrin (alternative name) (79) + TX, bioethanometrin [CCN] + TX, biopermethrin (908) + TX, bioresmethrin (80) + TX, bis(2-chloroethyl) ether (IUPAC name) (909) + TX, bistriflurom (83) + TX, borax ( 86) + TX, brofenvalerate (alternative name) + TX, bromfenvinphos (914) + TX, bromocyclene (918) + TX, bromo-DDT (alternative name) [CCN] + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bufencarb (924) + TX, buprofezin (99) + TX, butacarb (926) + TX, butathiofos (927) + TX, butocarboxime (103) + TX, butonate (932) + TX, butoxycarboxime ( 104) + TX, butylpyridabene (alternative name) + TX, cadusaphos (109) + TX, calcium arsenate [CCN] + TX, calcium cyanide (444) + TX, calcium polysulfide (IUPAC name) (111) + TX , campefchlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbon disulfide (IUPAC/Chemical Abstracts name) (945) + TX, carbon tetrachloride (name IUPAC) (946) + TX, carbofenothione (947) + TX, carbosulfan (119) + TX, Cartape (123) + TX, Cartape hydrochloride (123) + TX, Cevadine (alternative name) (725) + TX, Chlorbicyclene (960) + TX, chlordane (128) + TX, chlordecone (963) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorethoxyphos (129) + TX, chlorfenapyr (130) + TX, chlorfenvinphos (131) + TX, chlorfluazuron (132) + TX, chlormephos (136) + TX, chloroform [CCN] + TX, chloropicrin (141) + TX, chlorfoxime (989) + TX, chlorprazophos (990) + TX, chlorpyrifos (145) + TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) + TX, chromafenozide (150) + TX, cinerin I (696) + TX, cinerin II (696) + TX, cinerins (696) + TX, cis-resmethrin (alternative name) + TX, cismethrin (80) + TX, clocitrin (alternative name) + TX, cloetocarb (999) + TX, closantel (alternative name) [CCN] + TX, clothianidin (165) + TX, copper acetoarsenite [CCN] + TX, copper arsenate [CCN] + TX, copper oleate [CCN] + TX, coumaphos (174) + TX, coumitoate (1006) + TX, crotamitone (alternative name) [CCN ] + TX, crotoxiphos (1010) + TX, crufomate (1011) + TX, cryolite (alternative name) (177) + TX, CS 708 (development code) (1012) + TX, cyanofenphos (1019) + TX, cyanophos (184) + TX, cyantoate (1020) + TX, cyclothrin [CCN] + TX, cycloprothrin (188) + TX, cyfluthrin (193) + TX, cyhalothrin (196) + TX, cypermethrin (201) + TX, cyphenothrin ( 206) + TX, cyromazine (209) + TX, cythioate (alternative name) [CCN] + TX, d-limonene (alternative name) [CCN] + TX, d-tetramethrin (alternative name) (788) + TX, DAEP (1031) + TX, dazometh (216) + TX, DDT (219) + TX, decarbofuran (1034) + TX, deltamethrin (223) + TX, demefione (1037) + TX, demefion-O (1037) + TX, demephione-S (1037) + TX, demetone (1038) + TX, demetone-methyl (224) + TX, demetone-O (1038) + TX, demetone-O-methyl (224) + TX, demetone-S (1038 ) + TX, demetone-S-methyl (224) + TX, demetone-S-methylsulfon (1039) + TX, diafentiurone (226) + TX, dialiphos (1042) + TX, diamidaphos (1044) + TX, diazinone (227 ) + TX, dicaptone (1050) + TX, diclofenthion (1051) + TX, dichlorvos (236) + TX, dicliphos (alternative name) + TX, dicresyl (alternative name) [CCN] + TX, dicrotophos (243) + TX , dicyclanyl (244) + TX, dieldrin (1070) + TX, diethyl-5-methylpyrazol-3-yl phosphate (IUPAC name) (1076) + TX, diflubenzurone (250) + TX, dilor (alternative name) [CCN ] + TX, dimefluthrin [CCN] + TX, dimefox (1081) + TX, dimethane (1085) + TX, dimethoate (262) + TX, dimethrin (1083) + TX, dimethylvinphos (265) + TX, dimethylane (1086) + TX, dinex (1089) + TX, dinex-diclexin (1089) + TX, dinoprope (1093) + TX, dinosam (1094) + TX, dinoseb (1095) + TX, dinotefuran (271) + TX, diophenolan (1099 ) + TX, dioxabenzophos (1100) + TX, dioxacarb (1101) + TX, dioxathione (1102) + TX, disulfotone (278) + TX, diticrophos (1108) + TX, DNOC (282) + TX, doramectin (alternative name ) [CCN] + TX, DSP (1115) + TX, ecdysterone (alternative name) [CCN] + TX, EI 1642 (development code) (1118) + TX, emamectin (291) + TX, emamectin benzoate (291 ) + TX, EMPC (1120) + TX, empenthrin (292) + TX, endosulfan (294) + TX, endothione (1121) + TX, endrin (1122) + TX, EPBP (1123) + TX, EPN (297) + TX, epofenonan (1124) + TX, eprinomectin (alternative name) [CCN] + TX, esfenvalerate (302) + TX, ethaphos (alternative name) [CCN] + TX, ethiofencarb (308) + TX, ethion (309) + TX, etiprol (310) + TX, ethoate-methyl (1134) + TX, etoprophos (312) + TX, ethyl formate (IUPAC name) [CCN] + TX, ethyl-DDD (alternative name) (1056) + TX, ethylene dibromide (316) + TX, ethylene dichloride (chemical name) (1136) + TX, ethylene oxide [CCN] + TX, etofenprox (319) + TX, ethrinphos (1142) + TX, EXD (1143 ) + TX, fanfur (323) + TX, fenamiphos (326) + TX, fenazaflor (1147) + TX, fenchlorphos (1148) + TX, fenetacarb (1149) + TX, fenfluthrin (1150) + TX, fenitrothion (335) + TX, fenobucarb (336) + TX, fenoxacrim (1153) + TX, fenoxycarb (340) + TX, fenpyrithrin (1155) + TX, fenpropathrin (342) + TX, fenpyrad (alternative name) + TX, fensulfothione (1158) + TX, phenthion (346) + TX, phenthion-ethyl [CCN] + TX, fenvalerate (349) + TX, fipronil (354) + TX, flonicamide (358) + TX, flubendiamide (CAS. CAS Reg.: 272451-65-7) + TX, flucofurone (1168) + TX, flucicloxurone (366) + TX, flucitrinate (367) + TX, fluenethyl (1169) + TX, flufenerime [CCN] + TX, flufenoxurone (370) + TX, flufenprox (1171) + TX, flumethrin (372) + TX, fluvalinate (1184) + TX, FMC 1137 (development code) (1185) + TX, phonofos (1191) + TX, formethanate (405 ) + TX, formetanate hydrochloride (405) + TX, formotiona (1192) + TX, formparanate (1193) + TX, fosmethylane (1194) + TX, fospirate (1195) + TX, fosthiazate (408) + TX, fosthiethane ( 1196) + TX, furatiocarb (412) + TX, furethrin (1200) + TX, gamma-cyhalothrin (197) + TX, gamma-HCH (430) + TX, guazatine (422) + TX, guazatine acetates (422) + TX, GY-81 (development code) (423) + TX, halfenprox (424) + TX, halofenozide (425) + TX, HCH (430) + TX, HEOD (1070) + TX, heptaclor (1211) + TX, heptenophos (432) + TX, heterophos [CCN] + TX, hexaflumurone (439) + TX, HHDN (864) + TX, hydramethylnone (443) + TX, hydrogen cyanide (444) + TX, hydroprene (445) + TX, hiquincarb (1223) + TX, imidacloprid (458) + TX, imiprotrin (460) + TX, indoxacarb (465) + TX, iodomethane (IUPAC name) (542) + TX, IPSP (1229) + TX, isazophos (1231) + TX, isobenzane (1232) + TX, isocarbophos (alternative name) (473) + TX, isodrine (1235) + TX, isofenphos (1236) + TX, isolane (1237) + TX, isoprocarb (472) + TX, isopropyl O-(methoxyaminothiophosphoryl)salicylate (IUPAC name) (473) + TX, isoprothiolane (474) + TX, isothioate (1244) + TX, isoxathione (480) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin I (696) + TX, jasmolin II (696) + TX, iodfenphos (1248) + TX, juvenile hormone I (alternative name) [CCN] + TX, juvenile hormone II (alternative name) [CCN] + TX , juvenile hormone III (alternative name) [CCN] + TX, quelevane (1249) + TX, quinoprene (484) + TX, lambda-cyhalothrin (198) + TX, lead arsenate [CCN] + TX, lepimectin (CCN) + TX, leptophos (1250) + TX, lindane (430) + TX, lyrinphos (1251) + TX, lufenurone (490) + TX, lithidathione (1253) + TX, m-cumenyl methylcarbamate (IUPAC name) (1014) + TX, magnesium phosphide (IUPAC name) (640) + TX, malathion (492) + TX, malonobene (1254) + TX, mazidox (1255) + TX, mecarbame (502) + TX, mecarphone (1258) + TX , menazone (1260) + TX, mephospholane (1261) + TX, mercurous chloride (513) + TX, mesulfenphos (1263) + TX, metaflumizone (CCN) + TX, metam (519) + TX, metam-potassium (alternative name ) (519) + TX, methamidophos (519) + TX, methacryphos (1266) + TX, methamidophos (527) + TX, methanesulfonyl fluoride (IUPAC/Chemical Abstracts name) (1268) + TX, methidathione (529 ) + TX, methiocarb (530) + TX, methocrotophos (1273) + TX, methomyl (531) + TX, methoprene (532) + TX, methochin-butyl (1276) + TX, methotrin (alternative name) (533) + TX, methoxychlor (534) + TX, methoxyfenozide (535) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, methylchloroform (alternative name) [CCN] + TX, methylene chloride [CCN ] + TX, metofluthrin [CCN] + TX, metolcarb (550) + TX, methoxadiazone (1288) + TX, mevinfos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (name alternative) [CCN] + TX, mipafox (1293) + TX, mirex (1294) + TX, monocrotophos (561) + TX, morphothione (1300) + TX, moxidectin (alternative name) [CCN] + TX, naphthalophos (alternative name) alternative) [CCN] + TX, nalede (567) + TX, naphthalene (IUPAC/Chemical Abstracts name) (1303) + TX, NC-170 (development code) (1306) + TX, NC-184 (compound code ) + TX, nicotine (578) + TX, nicotine sulfate (578) + TX, nifluridide (1309) + TX, nitenpyrame (579) + TX, nithiazine (1311) + TX, nitrilacarb (1313) + TX, complex nitrilacarb and zinc chloride 1:1 (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, nornicotine (traditional name) (1319) + TX, novalurone (585 ) + TX, noviflumurone (586) + TX, O-5-dichloro-4-iodophenyl O-ethyl ethylphosphonothioate (IUPAC name) (1057) + TX, O,O-diethyl-O-4-methyl-2 phosphorothioate -oxo-2H-chromen-7-yl (IUPAC name) (1074) + TX, O,O-diethyl-O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate (IUPAC name) (1075) + TX , O,O,O',O'-tetrapropyl dithiopyrophosphate (IUPAC name) (1424) + TX, oleic acid (IUPAC name) (593) + TX, omethoate (594) + TX, oxamyl (602) + TX, oxydemetone-methyl (609) + TX, oxideprophos (1324) + TX, oxydisulfotone (1325) + TX, pp'-DDT (219) + TX, para-dichlorobenzene [CCN] + TX, parathion (615) + TX, parathion -methyl (616) + TX, penflurone (alternative name) [CCN] + TX, pentachlorophenol (623) + TX, pentachlorophenyl laurate (IUPAC name) (623) + TX, permethrin (626) + TX, petroleum oils ( alternative name) (628) + TX, PH 60-38 (developmental code) (1328) + TX, fencaptone (1330) + TX, phenothrin (630) + TX, phentoate (631) + TX, phorate (636) + TX, phosalone (637) + TX, phospholane (1338) + TX, phosmet (638) + TX, fosnichlor (1339) + TX, phosfamidone (639) + TX, phosphine (IUPAC name) (640) + TX, phoxime ( 642) + TX, phoxime-methyl (1340) + TX, pyrimetaphos (1344) + TX, pirimicarb (651) + TX, pirimiphos-ethyl (1345) + TX, pirimiphos-methyl (652) + TX, polychlorodicyclopentadiene isomers ( IUPAC name) (1346) + TX, polychloroterpenes (traditional name) (1347) + TX, potassium arsenite [CCN] + TX, potassium thiocyanate [CCN] + TX, pralethrin (655) + TX, pegone I (alternative name ) [CCN] + TX, precono II (alternative name) [CCN] + TX, precono III (alternative name) [CCN] + TX, primidofós (1349) + TX, profenofos (662) + TX, profluthrin [CCN] + TX, promacil (1354) + TX, promecarb (1355) + TX, propaphos (1356) + TX, propetanphos (673) + TX, propoxur (678) + TX, protidathione (1360) + TX, prothiophos (686) + TX , protoate (1362) + TX, protrifenbut [CCN] + TX, pymetrozine (688) + TX, pyraclophos (689) + TX, pyrazophos (693) + TX, pyresmethrin (1367) + TX, pyrethrin I (696) + TX , pyrethrin II (696) + TX, pyrethrins (696) + TX, pyridabene (699) + TX, pyridalyl (700) + TX, pyridafenthion (701) + TX, pyrimidifen (706) + TX, pyrimitate (1370) + TX , pyriproxyfen (708) + TX, quassia (alternative name) [CCN] + TX, quinalphos (711) + TX, quinalphos-methyl (1376) + TX, quinothione (1380) + TX, quintiophos (1381) + TX, R -1492 (development code) (1382) + TX, rafoxanide (alternative name) [CCN] + TX, resmethrin (719) + TX, rotenone (722) + TX, RU 15525 (development code) (723) + TX , RU 25475 (development code) (1386) + TX, riania (alternative name) (1387) + TX, ryanodina (traditional name) (1387) + TX, sabadila (alternative name) (725) + TX, escradano (1389 ) + TX, sebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, SI-0009 (compound code) + TX, SI-0205 (compound code) + TX, SI-0404 (code compound) + TX, SI-0405 (compound code) + TX, silafluofen (728) + TX, SN 72129 (development code) (1397) + TX, sodium arsenite [CCN] + TX, sodium cyanide ( 444) + TX, sodium fluoride (IUPAC/Chemical Abstracts name) (1399) + TX, sodium hexafluorosilicate (1400) + TX, sodium pentachlorophenoxide (623) + TX, sodium selenate (IUPAC name) (1401) + TX, sodium thiocyanate [CCN] + TX, sofamide (1402) + TX, spinosad (737) + TX, spiromesifene (739) + TX, spirotetramate (CCN) + TX, sulcofurone (746) + TX, sulcofurone-sodium (746) + TX, sulfluramide (750) + TX, sulfotepe (753) + TX, sulfuryl fluoride (756) + TX, sulprophos (1408) + TX, tar oils (alternative name) (758) + TX, tau -fluvalinate (398) + TX, tazimcarb (1412) + TX, TDE (1414) + TX, tebufenozide (762) + TX, tebufenpyrad (763) + TX, tebupirinphos (764) + TX, teflubenzurone (768) + TX, tefluthrin (769) + TX, temephos (770) + TX, TEPP (1417) + TX, teralethrin (1418) + TX, terbame (alternative name) + TX, terbufos (773) + TX, tetrachloroethane [CCN] + TX, tetrachlorovinphos (777) + TX, tetramethrin (787) + TX, theta-cypermethrin (204) + TX, thiacloprid (791) + TX, thiafenox (alternative name) + TX, thiamethoxam (792) + TX, ticrophos (1428) + TX, thiocarboxime (1431) + TX, thiocyclamen (798) + TX, thiocyclam hydrogenoxalate (798) + TX, thiodicarb (799) + TX, thiophanox (800) + TX, thiometone (801) + TX, thionazine (1434) + TX, thiosultape (803) + TX, thiosultapesodium (803) + TX, thuringiensin (alternative name) [CCN] + TX, tolfenpyrad (809) + TX, tralomethrin (812) + TX, transfluthrin (813) + TX , transpermethrin (1440) + TX, triamiphos (1441) + TX, triazamate (818) + TX, triazophos (820) + TX, triazurone (alternative name) + TX, trichlorphone (824) + TX, trichlormetaphos-3 (alternative name ) [CCN] + TX, trichloronate (1452) + TX, tripenophos (1455) + TX, triflumurone (835) + TX, trimetacarb (840) + TX, triprene (1459) + TX, vamidothione (847) + TX, vaniliprole [CCN] + TX, veratridine (alternative name) (725) + TX, veratrin (alternative name) (725) + TX, XMC (853) + TX, xylylcarb (854) + TX, YI-5302 (compound code) + TX, zeta-cypermethrin (205) + TX, zetamethrin (alternative name) + TX, zinc phosphide (640) + TX, zolaprophos (1469) and ZXI 8901 (development code) (858) + TX, cyantraniliprol [736994 -63-19 + TX, chlorantraniliprole [500008-45-7] + TX, cyenopirafen [560121-52-0] + TX, cyflumetofen [400882-07-7] + TX, pyrifluquinazone [337458-27-2] + TX , spinetoram [187166-40-1 + 187166-15-0] + TX, spirotetramate [203313-25-1] + TX, sulfoxaflor [946578-00-3] + TX, flufiprol [704886-18-0] + TX , meperfluthrin [915288-13-0] + TX, tetramethylfluthrin [84937-88-2] + TX, triflumezopyrime (disclosed in WO 2012/092115) + TX, a molluscicide selected from the group of substances consisting of bis(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloretocarb (999) + TX, copper acetoarsenite [CCN] + TX, copper sulfate (172) + TX , fentin (347) + TX, ferric phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-olamine (576) + TX, pentachlorophenol (623) + TX, sodium pentachlorophenoxide (623) + TX, tazimcarb (1412) + TX, thiodicarb (799) + TX, tributyltin oxide (913) + TX, triphenmorph (1454) + TX, trimetacarb (840) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX, pyriprole [39473071-3] + TX, a nematicide selected from the group of substances consisting of AKD-3088 (code compound) + TX, 1,2-dibromo-3-chloropropane (IUPAC/Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062) + TX, 1, 2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC name/Chemical Abstracts) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thidiazinan-3-ylacetic acid (IUPAC name ) (1286) + TX, 6-isopentenylaminopurine (alternative name) (210) + TX, abamectin (1) + TX, acetoprol [CCN] + TX, alanicarb (15) + TX, aldicarb (16) + TX, aldoxycarb ( 863) + TX, AZ 60541 (compound code) + TX, benclotiaz [CCN] + TX, benomyl (62) + TX, butylpyridabene (alternative name) + TX, cadusaphos (109) + TX, carbofuran (118) + TX , carbon disulfide (945) + TX, carbosulfan (119) + TX, chloropicrin (141) + TX, chloropyrifos (145) + TX, chloretocarb (999) + TX, cytokinins (alternative name) (210) + TX, dazomet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidaphos (1044) + TX, diclofenthion (1051) + TX, dicliphos (alternative name) + TX, dimethoate (262) + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] + TX, etoprophos (312) + TX, ethylene dibromide (316) + TX, fenamiphos (326) + TX, fenpyrad (alternative name) + TX, fensulfothione (1158) + TX, fosthiazate (408) + TX, fosthiethane (1196) + TX, furfural (alternative name) [CCN] + TX, GY-81 (development code) (423) + TX, heterophos [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, isazophos (1231) + TX, ivermectin (alternative name ) [CCN] + TX, kinetin (alternative name) (210) + TX, mecarphone (1258) + TX, metame-sodium (519) + TX, metame-potassium (alternative name) (519) + TX, metame-sodium (519 ) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, Milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, composition of Myrothecium verrucaria ( alternative name) (565) + TX, NC-184 (compound code) + TX, oxamyl (602) + TX, phorate (636) + TX, phosfamidone (639) + TX, phosphocarb [CCN] + TX, sebufos ( alternative name) + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) + TX, terbame (alternative name) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC/Chemical Abstracts name) (1422) + TX, thiafenox (alternative name) + TX, thionazine (1434) + TX, triazophos (820) + TX, triazurone (alternative name) + TX, xylenols [CCN] + TX, YI-5302 (compound code) and zeatin (alternative name) (210) + TX, fluensulfone [318290-98-1] + TX, a nitrification inhibitor selected from the group of substances consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX, a plant activator selected from the group of substances consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and extract of Reynoutria sachalinensis (alternative name) (720) + TX, a rodenticide selected from the group of substances consisting of 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, alpha-chlorohydrin [CCN] + TX , aluminum phosphide (640) + TX, antu (880) + TX, arsenic oxide (882) + TX, barium carbonate (891) + TX, bistiosemi (912) + TX, brodifacoum (89) + TX, bromadiolone ( 91) + TX, bromethalin (92) + TX, calcium cyanide (444) + TX, chloralose (127) + TX, chlorophacinone (140) + TX, cholecalciferol (alternative name) (850) + TX, coumaclor (1004) + TX, coumafuril (1005) + TX, coumatetralyl (175) + TX, crimidine (1009) + TX, difenacoum (246) + TX, diphethialone (249) + TX, diphacinone (273) + TX, ergocalciferol (301) + TX, flocoumafen (357) + TX, fluoroacetamide (379) + TX, flupropadine (1183) + TX, flupropadine hydrochloride (1183) + TX, gamma-HCH (430) + TX, HCH (430) + TX, cyanide hydrogen (444) + TX, iodomethane (IUPAC name) (542) + TX, lindane (430) + TX, magnesium phosphide (IUPAC name) (640) + TX, methyl bromide (537) + TX, norbormide (1318 ) + TX, fosacetime (1336) + TX, phosphine (IUPAC name) (640) + TX, phosphorus [CCN] + TX, pindone (1341) + TX, potassium arsenite [CCN] + TX, pyrinurone (1371) + TX, sciliroside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoroacetate (735) + TX, strychnine (745) + TX, thallium sulfate [CCN] + TX, warfarin (851) and zinc phosphide (640) + TX, a synergistic agent selected from the group of substances consisting of 2-(2-butoxyethoxy)ethyl piperonylate (IUPAC name) (934) + TX, 5-(1 ,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol with nerolidol (alternative name) (324) + TX, MB-599 (development code) (498) + TX, MGK 264 (development code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, S421 (development code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX, an animal repellent selected from the group of substances consisting of anthraquinone (32) + TX, chloralose (127) + TX, naphthenate copper [CCN] + TX, copper oxychloride (171) + TX, diazinone (227) + TX, dicyclopentadiene (chemical name) (1069) + TX, guazatine (422) + TX, guazatine acetates (422) + TX , methiocarb (530) + TX, pyridin-4-amine (IUPAC name) (23) + TX, thiram (804) + TX, trimetacarb (840) + TX, zinc naphthenate [CCN] and ziram (856) + TX , a virucide selected from the group of substances consisting of imannin (alternative name) [CCN] and ribavirin (alternative name) [CCN] + TX, a wound protectant selected from the group of substances consisting of mercuric oxide (512) + TX, octilinone (590) and thiophanate-methyl (802) + TX, and biologically active compounds selected from the group consisting of ametoctradine [865318-97-4] + TX, amisulbrome [348635-87-0] + TX, azaconazole [60207-31- 0] + TX, benzovindiflupyr [1072957-71-1] + TX, bitertanol [70585-36-3] + TX, bixafen [581809-46-3] + TX, bromuconazole [116255-48-2] + TX, coumoxystrobin [850881-70-8] + TX, cyproconazole [94361-06-5] + TX, difenoconazole [119446-68-3] + TX, diniconazole [83657-24-3] + TX, enoxastrobin [23841011-2] + TX, epoxiconazole [106325-08-0] + TX, fenbuconazole [114369-43-6] + TX, fenpyrazamine [473798-59-3] + TX, fluquinconazole [136426-54-5] + TX, flusilazole [85509- 19-9] + TX, flutriafol [76674-21-0] + TX, fluxapyroxad [90720431-3] + TX, fluopyram [658066-35-4] + TX, phenaminstrobin [366815-39-6] + TX, isofetamide [875915-78-9] + TX, hexaconazole [79983-71-4] + TX, imazalil [35554-44-0] + TX, imibenconazole [86598-92-7] + TX, ipconazole [125225-28-7 ] + TX, ipfentrifluconazole [1417782-08-1] + TX, isothianil [224049-04-1] + TX, mandestrobin [173662-97-0] (can be prepared according to the procedures described in WO 2010/093059) + TX, mefentrifluconazole [1417782-03-6] + TX, metconazole [125116-23-6] + TX, myclobutanil [88671-89-0] + TX, paclobutrazol [76738-62-0] + TX, pefurazoate [101903 -304] + TX, penflufen [494793-67-8] + TX, penconazole [6624688-6] + TX, prothioconazole [178928-70-6] + TX, pirifenox [88283-41-4] + TX, prochloraz [ 67747-09-5] + TX, propiconazole [60207-90-1] + TX, simeconazole [149508-90-7] + TX, tebuconazole [107534-96-3] + TX, tetraconazole [112281-77-3] + TX, triadimefon [43121-43-3] + TX, triadimenol [55219-653] + TX, triflumizole [99387-89-0] + TX, triticonazole [13198372-7] + TX, ancimidol [12771-68-5 ] + TX, fenarimol [6016888-9] + TX, nuarimol [63284-71-9] + TX, bupyrimate [4148343-6] + TX, dimethyrimole [5221-53-4] + TX, ethyrimole [2394760-6] + TX, dodemorph [1593-77-7] + TX, fenpropidine [67306-00-7] + TX, fenpropimorph [67564-91-4] + TX, spiroxamine [118134-30-8] + TX, tridemorph [81412 -43-3] + TX, cyprodinil [121552-61-2] + TX, mepanipyrim [110235-47-7] + TX, pyrimethanil [53112-28-0] + TX, fenpiclonil [74738-17-3] + TX, fludioxonil [131341-86-1] + TX, fluoralaxyl [1383809-87-7] + TX, benalaxyl [71626-11-4] + TX, furalaxyl [57646-30-7] + TX, metalaxyl [57837- 19-1] + TX, R-metalaxyl [70630-17-0] + TX, ofurace [58810-48-3] + TX, oxadixyl [77732-09-3] + TX, benomyl [17804-35-2] + TX, carbendazime [10605-21-7] + TX, debacarb [62732-91-6] + TX, fuberidazole [3878-19-1] + TX, thiabendazole [148-79-8] + TX, clozolinate [84332 -86-5] + TX, diclozolin [24201-58-9] + TX, iprodione [36734-19-7] + TX, myclozolin [54864-61-8] + TX, procymidone [32809-16-8] + TX, vinclozolin [50471-448] + TX, boscalid [188425-85-6] + TX, carboxin [5234-684] + TX, fenfuram [24691-80-3] + TX, flutolanil [66332-965] + TX , flutianil [958647-10-4] + TX, mepronil [55814-410] + TX, oxycarboxin [5259-88-1] + TX, penthiopyrad [18367582-3] + TX, thifluzamide [130000-40-7] + TX, guazatine [108173-90-6] + TX, dodine [2439-10-3] [112-65-2] (free base) + TX, iminoctadine [13516-27-3] + TX, azoxystrobin [131860- 33-8] + TX, dimoxystrobin [149961-52-4] + TX, enestroburin {Proc. BCPC, Int. Congr., Glasgow, 2003, 1, 93} + TX, fluoxastrobin [361377-29-9] + TX, kresoxime-methyl [143390-89-0] + TX, metominostrobin [133408-50-1] + TX, trifloxystrobin [141517-21-7] + TX, orisastrobin [248593-16-0] + TX, picoxystrobin [117428-22-5] + TX, pyraclostrobin [175013-18-0] + TX, pyraoxystrobin [86258811 -2] + TX, ferbame [14484-64-1] + TX, mancozeb [8018-01- 7] + TX, maneb [12427-38-2] + TX, metiram [9006-42-2] + TX, propineb [12071-83-9] + TX, thiram [137-26-8] + TX, zineb [12122-67-7] + TX, zirame [137-30-4] + TX, capitafol [2425-06- 1] + TX, Captan [133-06-2] + TX, Diclofluanid [1085-98-9] + TX, Fluoroimide [41205-21-4] + TX, Follet [133-07-3] + TX, Tolylfluanide [731-27-1] + TX, Bordeaux mixture [8011-63-0] + TX, copper hydroxide [20427-59-2] + TX, copper oxychloride [1332-40-7] + TX, sulfate copper [7758-98-7] + TX, copper oxide [1317-39-1] + TX, mancobre [53988-93-5] + TX, oxina-copper [10380-28-6] + TX, dinocape [131-72-6] + TX, nitrothal-isopropyl [10552-74-6] + TX, edifenphos [17109-49-8] + TX, iprobenphos [26087-47-8] + TX, isoprothiolane [50512-35 -1] + TX, phosdiphene [36519-00-3] + TX, pyrazophos [13457-18-6] + TX, tolclophos-methyl [57018-049] + TX, acibenzolar-S-methyl [135158-54-2 ] + TX, anilazine [101-05-3] + TX, bentiavalicarb [413615-35-7] + TX, blasticidin-S [2079-00-7] + TX, quinomethionate [2439-01-2] + TX, chloroneb [2675-77-6] + TX, chlorothalonil [1897-45-6] + TX, cyflufenamide [180409-60-3] + TX, cymoxanil [5796695-7] + TX, diclone [117-80-6] + TX, diclocymet [139920-324] + TX, diclomezine [62865-36-5] + TX, dichloran [99-30-9] + TX, diethofencarb [87130-20-9] + TX, dimethomorph [11048870-5 ] + TX, SYP-LI90 (Flumorph) [211867-47-9] + TX, dithianone [3347-22-6] + TX, ethaboxam [162650-77-3] + TX, etridiazole [2593-15-9] + TX, famoxadone [131807-57-3] + TX, fenamidone [161326-34-7] + TX, fenoxanil [115852-48-7] + TX, fentin [668-34-8] + TX, ferimzone [89269 -64-7] + TX, fluaziname [79622-59-6] + TX, fluopicolide [239110-15-7] + TX, flusulfamide [106917-52-6] + TX, fenhexamide [126833-17-8 ] + TX, fosetyl-aluminum [39148-24-8] + TX, himexazol [10004-44-1] + TX, iprovalicarb [140923-17-7] + TX, IKF-916 (Ciazofamide) [120116-88- 3] + TX, kasugamycin [6980-18-3] + TX, metasulfocarb [66952-49-6] + TX, metrafenone [220899-03-6] + TX, pencicurone [66063-05-6] + TX, phthalide [27355-22-2] + TX, picarbutrazox [500207-04-5] + TX, polyoxins [11113-80-7] + TX, probenazole [27605-76-1] + TX, propamocarb [25606-41-1 ] + TX, proquinazide [189278-12-4] + TX, pidiflumetofen [1228284-64-7] + TX, pyramethostrobin [915410-70-7] + TX, pyroquilone [57369-32-1] + TX, pyriophenone [ 688046-61-9] + TX, piribencarb [799247-52-2] + TX, pyrisoxazole [847749-37-5] + TX, quinoxifene [124495-18-7] + TX, quintazene [82-68-8] + TX, sulfur [7704-34-9] + TX, Timorex GoldTM (plant extract containing tea tree oil from Stockton Group) + TX, tebufloquine [37664578-2] + TX, thiadinyl [223580-51-6] + TX, triazoxide [72459-58-6] + TX, tolprocarb [911499-62-2] + TX, triclopiricarb [902760-40-1] + TX, tricyclazole [41814-78-2] + TX, triporin [26644 -46-2] + TX, validamycin [37248-47-8] + TX, valifenalate [283159-90-0] + TX, zoxamide (RH7281) [15605268-5] + TX, mandipropamide [374726-62-2] + TX, isopyrazam [881685-58-1] + TX, fenamacryl + TX, sedaxane [874967-676] + TX, trinexapac-ethyl [95266-40-3] + TX, (9-dichloromethylene-1,2,3 3-Difluoromethyl-1-methyl-1H-pyrazol-4-carboxylic acid ,4-tetrahydro-1,4-methane-naphthalen-5-yl)-amide (disclosed in WO 2007/048556) + TX, ( 3',4',5'-trifluoro-biphenyl-2-yl)-amide of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (disclosed in WO 2006/087343) + TX, [(3S ,4R,4aR,6S,6aS,12R,12aS,12bS)-3- [(cyclopropylcarbonyl)oxy]- 1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6 ,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11Hnaphtho[2,1-b]pyrano[3,4-e]pyran-4-yl ]methyl-cyclopranecarboxylate [915972-17-7] + TX and 1,3,5-trimethyl- N-(2-methyl-1-oxopropyl)-N-[3-(2-methylpropyl)-4-[2, 2,2-trifluoro-1-methoxy-1-(trifluoromethyl)ethyl]phenyl]-1H-pyrazol-4-carboxamide [926914-55-8] + TX, or a biologically active compound selected from the group consisting of N-[ (5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazol-4-carboxamide (can be prepared according to the procedures described in WO 2010 /130767) + TX, 2,6-dimethyl-1H,5H-[1,4]dithyino[2,3-c:5,6-c']dipyrrole- 1,3,5,7(2H, 6H)-tetrone (can be prepared according to the procedures described in WO 2011/138281) + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dit-ino[1, 2-c]isothiazol-3-carbonitrile + TX, 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3- amine (can be prepared according to the procedures described in WO 2012/031061) + TX, 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-indan-4-yl)-1- methyl-pyrazole-4-carboxamide (can be prepared according to the procedures described in WO 2012/084812) + TX, CAS 850881-30-0 + TX, 3-(3,4-dichloro-1,1-dioxide) 1,2-thiazol-5-ylmethoxy)-1,2-benzothiazole (can be prepared according to the procedures described in WO 2007/129454) + TX, 2-[2-[(2,5-dimethylphenoxy) methyl]phenyl]-2-methoxy-N-methyl-acetamide + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone (can be prepared from according to the procedures described in WO 2005/070917) + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol (can be prepared according to the procedures described in WO 2011/081174) + TX, 2-[2-[(7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluoro-phenyl]propan-2 -ol (can be prepared according to the procedures described in WO 2011/081174) + TX, oxathiapiproline + TX [1003318-679], N-[6-[[[(1-methyltetrazol-5-yl)-phenyl- tert-butyl methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, N-[2-(3,4-difluorophenyl)phenyl]-3-(trifluoromethyl)pyrazine-2-carboxamide (can be prepared accordingly with the procedures described in WO 2007/072999) + TX, 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethylindan-4-yl]pyrazol-4-carboxamide (may be prepared according to the procedures described in WO 2014/013842) + TX, 2,2,2-trifluoroethyl N-[2-methyl-1-[[(4-methylbenzoyl)amino]methyl]propyl]carbamate + TX, (2RS)-2-[4-(4-chlorophenoxy)-α,α,α-trifluoro-o-tolyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol + TX, (2RS)-2-[4-(4-chlorophenoxy)-α,α,α-trifluoro-o-tolyl]-3-methyl-1-(1H-1,2,4-triazol-1- yl)butan-2-ol + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, 2-( difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl -N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]- N-ethyl-N-methyl-formamidine (can be prepared according to the procedures described in WO 2007/031513) + TX, [2-[3- [2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4- piperidyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chlorophenyl] methanesulfonate (can be prepared according to the procedures described in WO 2012/025557) + TX, but- 3-ynyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (may be prepared according to the procedures described in WO 2010/000841) + TX, 2-[[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl]-4H-1,2,4-triazol-3- thione (can be prepared according to the procedures described in WO 2010/146031) + TX, N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl ]methyl carbamate + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine (can be prepared according to the procedures described in WO 2005/121104) + TX, 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (can be prepared according to the procedures described in WO 2013 /024082) + TX, 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine (can be prepared according to the procedures described in WO 2012/020774) + TX, 4- (2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine-3-carbonitrile (can be prepared according to the procedures described in WO 2012/020774) + TX, (R)-3-(difluoromethyl)- 1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazol-4-carboxamide (can be prepared according to the procedures described in WO 2011/162397) + TX, 3-(difluoromethyl)-N -(7-fluoro-1,1,3-trimethyl-indan-4-yl)-1-methyl-pyrazol-4-carboxamide (can be prepared according to the procedures described in WO 2012/084812) + TX, 1 - [2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (can be prepared according to the procedures described in WO 2013/162072) + TX, 1-methyl-4- [3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazol-5 -one (can be prepared according to the procedures described in WO 2014/051165) + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxy-imino -N,3-dimethyl-pent-3-enamide + TX, (4-phenoxyphenyl)methyl 2-amino-6-methyl-pyridine-3-carboxylate + TX, N-(5-chloro-2-isopropylbenzyl)- N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methylpyrazole-4-carboxamide [1255734-28-1] (can be prepared according to the procedures described in WO 2010/130767) + TX, 3-( difluoromethyl)-N-[(R)-2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl]-1-methylpyrazol-4-carboxamide [1352994-67-2] + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichloro-thiazol-2-yloxy) -2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX , N'-[4-(4,5-dichloro-thiazol-2-yloxy)-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, (fenpicoxamide [517875-34-2]) + TX (as described in WO 2003/035617), 2-(difluoromethyl)-N-(1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX , 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-(1,1-dimethyl-3 - propyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3R)- 1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl- 1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, and 2-(difluoromethyl)-N-[(3R)- 1,1-dimethyl-3-propyl-indan-4-yl] pyridine-3-carboxamide + TX, wherein each of these carboxamide compounds can be prepared according to the procedures described in WO 2014/095675 and/or WO 2016/139189.

[0147] References in parentheses after the active ingredients, for example, [3878-19-1] refer to the Chemical Abstracts Registration Number. The mixing partners described above are known. When active ingredients are included in “The Pesticide Manual” [The Pesticide Manual - A World Compendium; Thirteenth Edition; Editor: C. D. S. TomLin; The British Crop Protection Council], they are described there under the entry number given in curly brackets above in this document for the particular compound; for example, the compound “abamectin” is described under accession number (1). When “[CCN]” is added above in this document to the particular compound, the compound in question is included in the “Compendium of Pesticide Common Names”, which can be accessed via the internet [A. Wood; Compendium of Pesticide Common Names, Copyright © 1995-2004]; for example, the compound “acetoprol” is described at the internet address http://www.alanwood.net/pesticides/acetoprole.html.

[0148] Most of the active ingredients described above are referred to above in this document by a so-called “common name”, with the relevant “ISO common name” or another “common name” used in individual cases. If the designation is not a “common name,” the nature of the designation used as an alternative is given in parentheses for the particular compound; in this case the IUPAC name, the IUPAC/Chemical Abstracts name, a “chemical name”, a “traditional name”, a “compound name” or a “development code” or, if none of these designations are used, is used nor a “common name”, an “alternative name” is used. “CAS Reg. No.” means the Chemical Abstracts Registration Number.

[0149] The mixture of active ingredients of compounds of Formula (I) selected from a compound 1.1 to 1.46 described in Table T1 (below) or a compound of Formula (I) described in Tables 1.1 to 1.5 or 2.1 to 2.3 (below) , and an active ingredient as described above, are preferably in a mixing ratio of 100:1 to 1:6,000, especially 50:1 to 1:50, more especially in a ratio of 20:1 to 1:20, more especially even from 10:1 to 1:10, most especially from 5:1 and 1:5, with special preference being given to a ratio of 2:1 to 1:2, and being a ratio of 4:1 to 2:1 likewise preferred, above all in a ratio of 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3 , or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4 , or 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75 , or 2:75, or 4:75, or 1:6,000, or 1:3,000, or 1:1,500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750 , or 4:750. These mixing ratios are weighty.

[0150] Mixtures as described above can be used in a method for controlling pests, which comprises applying a composition comprising a mixture as described above to the pests or their environment, with the exception of a method for treating the human or animal body by surgery or therapy and from diagnostic methods practiced on the human or animal body.

[0151] Mixtures comprising a compound of Formula (I) selected from one in Tables 1.1 to 1.5 or 2.1 to 2.3 (below), or Table T1 (below), and one or more active ingredients as described above can be applied, e.g. example, in a simple “ready mix” form, in a combined spray mixture, composed of separate formulations of the isolated active ingredient components, such as a “tank mix”, and in a combined use of the individual active ingredients when applied sequentially, that is, one after the other, in a reasonably short period of time, such as a few hours or days. The order of application of compounds of Formula (I) selected from Tables 1.1 to 1.5 or 2.1 to 2.3 (below), or Table T1 (below), and the active ingredient(s) as described above does not is essential to the practice of the present invention.

[0152] The compositions according to the invention may also comprise additional solid or liquid auxiliaries, such as stabilizers, for example, non-epoxidized or epoxidized vegetable oils (for example, coconut oil, rapeseed oil or epoxidized soybean oil), defoamers, for example, silicone oil, preservatives, viscosity regulators, binders and/or adhesives, fertilizers or other active ingredients to obtain specific effects, for example, bactericides, fungicides, nematocides, plant activators, molluscicides or herbicides.

[0153] The compositions according to the invention are prepared in a manner known per se, in the absence of auxiliaries, for example, by grinding, screening and/or compressing a solid active ingredient and in the presence of at least one auxiliary, e.g. example, by intimate mixing and/or grinding of the active ingredient with the auxiliary (auxiliary). Such processes for preparing the compositions and the use of compounds of Formula (I) for preparing these compositions are also an object of the invention.

[0154] Another aspect of the invention relates to the use of a compound of Formula (I) or a preferred individual compound as defined herein, a composition comprising at least one compound of Formula (I) or at least one individual compound preferred as defined above, or from a fungicidal or insecticidal mixture comprising at least one compound of Formula (I) or at least one preferred individual compound as defined above, to the mixture with other fungicides or insecticides as described above, to control or prevent infestation of plants, e.g. useful plants, such as crop plants, their propagating material, e.g. seeds, harvested crops, e.g. harvested food crops or non-living materials, by insects or by phytopathogenic microorganisms, preferably by fungal organisms.

[0155] A further aspect of the invention relates to a method of controlling or preventing an infestation of plants, for example, useful plants such as crop plants, their propagation material, e.g., seeds, collected crops, e.g. g., food crops collected, or from non-living materials, by insects or by phytopathogenic or spoilage-causing microorganisms or organisms potentially harmful to humans, especially fungal organisms, which comprises the application of a compound of Formula (I) of an individual compound preferred as defined above, as an active ingredient to plants, parts of plants or their locus, their propagating material, or any part of non-living materials.

[0156] Controlling or preventing means reducing infestation by phytopathogenic or spoilage-causing microorganisms or organisms potentially harmful to humans, especially fungal organisms, to a level such that an improvement is demonstrated.

[0157] A preferred method of controlling or preventing an infestation of crop plants by phytopathogenic microorganisms, especially fungal organisms, or insects, which comprises the application of a compound of Formula (I), or an agrochemical composition containing at least one of the aforementioned compounds is foliar application. The frequency of application and the application rate will depend on the risk of infestation by the corresponding pathogen or insect. However, compounds of Formula (I) can also penetrate the plant through the roots via the soil (systemic action), by drenching the plant locus with a liquid formulation, or by applying the compounds in solid form to the soil, e.g. .e.g., in granular form (applied to the soil). In irrigated rice crops, these granules can be applied to the irrigated rice field. The compounds of Formula (I) can also be applied to seeds (coating) by impregnating the seeds or tubers with a liquid formulation of the fungicide or by coating them with a solid formulation.

[0158] A formulation, for example, a composition containing the compound of Formula (I) and, if desired, a solid or liquid adjuvant or monomers for encapsulating the compound of Formula (I), can be prepared in a known manner, typically by intimate mixing and/or grinding of the compound with diluents, for example, solvents, solid carriers and, optionally, compounds with surface activity (surfactants).

[0159] Advantageous application rates typically range from 5 g to 2 kg of active ingredient (a.i.) per hectare (ha), preferably from 10 g to 1 kg a.i./ha, more preferably from 20 g to 600 g a.i./ha. When used as a seed soaking agent, convenient dosages range from 10 mg to 1 g of active substance per kg of seeds.

[0160] When the combinations of the present invention are used to treat seeds, rates of 0.001 to 50 g of a compound of Formula (I) per kg of seed, preferably 0.01 to 10 g per kg of seed are generally enough.

[0161] Suitably, a composition comprising a compound of Formula (I) according to the present invention is applied preventively, which means before the development of disease, or curatively, which means after the development of disease.

[0162] The compositions of the invention can be used in any conventional form, for example, in the form of a double package, a powder for dry seed treatment (DS), an emulsion for seed treatment (ES), a flowable concentrate for seed treatment (FS), a solution for seed treatment (LS), a water-dispersible powder for seed treatment (WS), a capsule suspension for seed treatment (CF) , a seed treatment gel (GF), an emulsifiable concentrate (EC), a suspension concentrate (SC), a suspoemulsion (SE), a capsule suspension (CS), a water dispersible granule (WG), an emulsifiable granule (EG), an emulsion, water in oil (EO), an emulsion, oil in water (EW), a microemulsion (ME), a dispersion in oil (OD), an oil miscible fluid (OF), an oil-miscible liquid (OL), a soluble concentrate (SL), an ultra-low volume suspension (SU), an ultra-low volume liquid (UL), a technical concentrate (TK), a dispersible concentrate (DC), a powder wettable (WP) or any formulation possible from a technical point of view in combination with agriculturally acceptable adjuvants.

[0163] Such compositions can be produced in a conventional manner, e.g., by mixing the active ingredients with appropriate formulation inert agents (diluents, solvents, fillers and, optionally, other formulation ingredients such as surfactants, biocides, antifreezes, adhesives, thickeners and compounds that provide adjuvant effects). Conventional slow-release formulations may also be employed when long-lasting efficacy is desired. Particularly formulations to be applied in spray forms, such as water-dispersible concentrates (e.g. EC, SC, DC, OD, SE, EW, EO and the like), wettable powders and granules, may contain surfactants such as wetting agents. and dispersants, and other compounds that provide adjuvant effects, for example, the condensation product of formaldehyde with naphthalenesulfonate, an alkylarylsulfonate, a lignin sulfonate, a fatty alkyl sulfate and ethoxylated alkylphenol and an ethoxylated fatty alcohol.

[0164] A formulation for curing seeds is applied in a manner known per se to seeds employing the combination of the invention and a diluent in the form of a formulation suitable for treating seeds, for example, as an aqueous suspension or in a dry powder form. with good adherence to the seeds. Such formulations for treating seeds are known in the art. Seed treatment formulations may contain the individual active ingredients or combination of active ingredients in encapsulated form, e.g. as slow-release capsules or microcapsules.

[0165] In general, formulations include from 0.01 to 90% by weight of active agent, from 0 to 20% of agriculturally acceptable surfactant, and from 10 to 99.99% of solid or liquid formulation inert agents and adjuvant (s), wherein the active agent consists of at least the compound of Formula (I) optionally together with other active agents, particularly microbiicides or preservatives or the like. Concentrated forms of the compositions generally contain between about 2 and 80%, preferably between about 5 and 70% by weight of active agent. Application forms of the formulation may contain, for example, from 0.01 to 20% by weight, preferably from 0.01 to 5% by weight of active agent. Although commercial products are preferably formulated as concentrates, the end user will typically employ diluted formulations.

[0166] Although it is preferable to formulate commercial products as concentrates, the end user will typically use diluted formulations. Table 1.1: This table discloses 40 specific compounds of Formula (T-1): where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R1, R2, R3, R4 and R5 are hydrogen, and R6 is as defined below in Table 1.

[0167] Each of Tables 1.2 to 1.5 (which follow Table 1.1) makes available 40 individual compounds of Formula (T-1), in which A1, A2, A3, A4, R1, R2, R3, R4 and R5 are as specifically defined in Tables 1.2 to 1.5, which refer to Table 1, in which R6 is specifically defined. Table 1 Table 1.2: This table discloses 40 specific compounds of Formula (T-1), where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R2, R3, R4 and R5 are hydrogen, R1 is fluorine, and R6 is as defined above in Table 1. Table 1.3: This table discloses 40 specific compounds of Formula (T-1), where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R1, R2, R4 and R5 are hydrogen, R3 is fluorine, and R6 is as defined above in Table 1. Table 1.4: This table discloses 40 specific compounds of Formula (T- 1), where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R1, R2, R3 and R4 are hydrogen, R5 is methyl, and R6 is as defined above in Table 1. Table 1.5: This table discloses 40 specific compounds of Formula (T-1), where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R1, R2 , R3 and R4 are hydrogen, R5 is methoxy, and R6 is as defined above in Table 1. Table 2.1: This table discloses 5 specific compounds of Formula (T-2): where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R1, R2, R3 and R4 are hydrogen, and R5-N-R6 is as defined below in Table 2 .

[0168] Each of Tables 2.2 to 2.3 (which follow Table 2.1) makes available 5 individual compounds of Formula (T-2) in which A1, A2, A3, A4, R1, R2, R3 and R4 are such as specifically defined in Tables 2.2 to 2.3, which refer to Table 2, where R5-N-R6 is specifically defined. Table 2 Table 2.2: This table discloses 5 specific compounds of Formula (T-2), where A1 is C-R1, A2 is C-R2, A3 is C-R3, A4 is C-R4 and R2, R3 and R4 are hydrogen , R1 is fluorine, and R5-N-R6 is as defined above in Table 1. Table 2.3: This table discloses 5 specific compounds of Formula (T-2), where A1 is C-R1, A2 is C-R2 , A3 is C-R3, A4 is C-R4 and R1, R2 and R4 are hydrogen, R3 is fluorine, and R6 is as defined above in Table 2.

EXAMPLES

[0169] The following Examples serve to illustrate the invention.

[0170] The compounds of the invention can be distinguished from known compounds by virtue of greater effectiveness at low application rates, which can be verified by the person skilled in the art using the experimental procedures outlined in the Examples, using lower application rates if necessary , for example, 50 ppm, 12.5 ppm, 6 ppm, 3 ppm, 1.5 ppm, 0.8 ppm or 0.2 ppm.

[0171] The compounds of Formula (I) may possess any number of benefits including, among others, advantageous levels of biological activity for protecting plants against diseases that are caused by fungi, or superior properties for use as agrochemical active ingredients (e.g. example, greater biological activity, an advantageous spectrum of activity, an increased safety profile (including improved crop tolerance), improved physicochemical properties or increased biodegradability).

[0172] Throughout this description, temperatures are presented in degrees Celsius (°C) and “pf” means melting point. LC/MS stands for Liquid Chromatography and Mass Spectroscopy, and the description of the apparatus and method (Method A) is as follows: The description of the LC/MS apparatus and method A is: Waters SQ 2 Detector Method of ionization: Electrospray Polarity: positive and negative ions Capillary (kV) 3.0, Cone (V) 30.00, Extractor (V) 2.00, Source Temperature (°C) 150, Desolvation Temperature (°C) 350 , Cone Gas Flow (L/h) 0, Desolvation Gas Flow (L/h) 650 Mass Range: 100 to 900 DaD Wavelength Range (nm): 210 to 500 ACQUITY UPLC Method da Waters with the following HPLC gradient conditions: (Solvent A: Water/Methanol 20:1 + 0.05% formic acid and Solvent B: Acetonitrile + 0.05% formic acid) Column type: Waters ACQUITY UPLC HSS T3; Column length: 30 mm; Column internal diameter: 2.1 mm; Particle Size: 1.8 microns; Temperature: 60°C.

[0173] When necessary, enantiomerically pure final compounds can be obtained from racemic materials as appropriate, by means of standard physical separation techniques such as chiral reversed-phase chromatography, or by stereoselective synthetic techniques, e.g. using chiral starting materials. Formulation Examples

[0174] The active ingredient is completely mixed with the adjuvants and the mixture is completely crushed in a suitable mill, resulting in wettable powders that can be diluted with water to form suspensions with the desired concentration.

[0175] The active ingredient is carefully mixed with the adjuvants, and the mixture is carefully crushed in a suitable mill, resulting in powders that can be used directly for seed treatment. Emulsifiable Concentrate

[0176] Emulsions of any required dilution, which can be used to protect plants, can be obtained from this concentrate by dilution with water.

[0177] Ready-to-use powders are obtained by mixing the active ingredient with the vehicle and grinding the mixture in a suitable mill. These powders can also be used for dry curing seeds. Extruder Granules

[0178] The active ingredient is mixed and crushed with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air. Coated Granules

[0179] The finely crushed active ingredient is uniformly applied, in a mixer, to kaolin moistened with polyethylene glycol. Coated non-dusty granules are obtained in this way. Suspension concentrate

[0180] The finely crushed active ingredient is intimately mixed with the adjuvants, creating a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using these dilutions, live plants as well as plant propagation material can be treated and protected from infestation by microorganisms through spraying, pouring or immersion. Flowable concentrate for seed treatment

[0181] The finely crushed active ingredient is intimately mixed with the adjuvants, creating a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using these dilutions, live plants as well as plant propagation material can be treated and protected from infestation by microorganisms through spraying, pouring or immersion.

Suspension of Slow Release Capsules

[0182] 28 parts of a combination of the compound of Formula I are mixed with 2 parts of an aromatic solvent and 7 parts of toluene diisocyanate/polymethylene-polyphenylisocyanate mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts polyvinyl alcohol, 0.05 parts defoamer and 51.6 parts water until the desired particle size is obtained. To this emulsion, a mixture of 2.8 parts of 1,6-diaminohexane in 5.3 parts of water is added. The mixture is stirred until the polymerization reaction is complete.

[0183] The capsule suspension obtained is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersing agent. The capsule suspension formulation contains 28% active ingredients. The average capsule diameter is 8-15 microns. The resulting formulation is applied to the seeds as an aqueous suspension in a device suitable for this purpose. List of Abbreviations: AIBN = azobisisobutyronitrile CDCl3 = chloroform-d °C = degrees Celsius DCM = dichloromethane d = doublet EtOAc = ethyl acetate h = hour(s) HCl = hydrochloric acid M = molar min = minutes MHz = megahertz pf = melting point NBS = N-bromosuccinimide ppm = parts per million Rt = retention time ta = room temperature s = singlet t = triplet THF = tetrahydrofuran TFAA = trifluoroacetic acid anhydride LC/MS = Liquid Chromatography coupled to Hydrogen Spectrometry Mass (description of the apparatus and methods used for LC/MS analysis is presented above) Preparative Examples Example 1: This example illustrates the preparation of 2-oxo-N-prop-2-ynyl-2-[4-[5 -(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide (Compound 1.41 of Table T1). Step 1: Preparation of N'-hydroxy-4-methyl-benzamidine

[0184] To a suspension of 4-methylbenzonitrile (35.0 g, 0.29 mol) in ethanol (220 mL) and water (440 mL) was added hydroxylamine hydrochloride (41.1 g, 0.58 mol) , potassium carbonate (65.4 g, 0.47 mol) and 8-hydroxyquinoline (0.22 g, 1.5 mmol). The reaction mixture was heated at 80°C for 4 hours, then cooled to rt and diluted with 2N HCl to pH 8. Ethanol was removed under reduced pressure. The mixture was filtered, washed with water and dried under vacuum to give 39.1 g of N'-hydroxy-4-methyl-benzamidine as a pale gum, then used directly in the next preparative step without further purification. LC/MS retention time = 0.23 minutes, 151.0 (M+H). Step 2: Preparation of 3-(p-tolyl)-5-(trifluoromethyl)-1,2,4-oxadiazole

[0185] To a solution of N'-hydroxy-4-methyl-benzamidine (38.7 g, 0.25 mol) in 2-methyltetrahydrofuran (750 mL) was added TFAA at 0 °C. The reaction mixture was stirred at 15°C for two hours and diluted with water. The organic layers were separated, washed successively with sodium bicarbonate solution, saturated aqueous ammonium chloride solution and water, then dried over sodium sulfate, filtered and evaporated to dryness. The crude residue was subjected to flash silica gel chromatography using a heptane/EtOAc eluent gradient of 99:1 to 90:10 to give 54.1 g of the title compound as a clear oil, which solidified upon storage. . Retention time by LC/MS= 1.15 minutes, mass not detected. 1H NMR (400 MHz, CDCl3) δ ppm: 8.00 (d, 2H), 7.32 (d, 2H), 2.45 (s, 3H). 19F NMR (376 MHz, CDCl3) δ ppm: -65.41 (s). Step 3a: Preparation of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole

[0186] A mixture of 3-(p-tolyl)-5-(trifluoromethyl)-1,2,4-oxadiazole (56.0 g, 0.24 mol) and NBS (45.4 g, 0.25 mol ) in tetrachloromethane (480 mL) under argon was heated to 70 °C. AIBN (4.03 g, 24 mmol) was added and the reaction mixture was stirred at 65 °C for 18 hours. The mixture was cooled to RT, diluted with dichloromethane and water, and the layers separated. The organic phase was washed with sodium bicarbonate solution, dried with sodium sulfate, filtered and evaporated to dryness. The crude residue was subjected to silica gel flash chromatography using an eluent ingredient of 100:0 to 95:5 cyclohexane/EtOAc to give 44.7 g of the title compound as a white solid, m.p. 58 - 63 °C. 1H NMR (400 MHz, CDCl3) δ ppm: 8.11 (d, 2H), 7.55 (d, 2H), 4.53 (s, 2H). 19F NMR (400 MHz, CDCl3) δ ppm: -65.32 (s).

[0187] A secondary product, 3-[4-(dibromomethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole, is isolated as a white solid, mp: 61-66 °C. 1H NMR (400 MHz, CDCl3) δ ppm: 8.15 (d, 2H), 7.73 (d, 2H), 6.68 (s, 1H). 19F NMR (376 MHz, CDCl3) δ ppm: -65.34 (s). Step 3b: Preparation of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole

[0188] A mixture of 1:9 ratio of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole and 3-[4-(dibromomethyl)phenyl]-5- (trifluoromethyl)-1,2,4-oxadiazole (10.2 g) in acetonitrile (95 mL), water (1.9 mL), DIPEA (6.20 mL, 35.7 mmol) and diethyl phosphite were added (4.7 mL, 35.7 mmol) at 5 °C. The mixture was stirred at 5-10°C for two hours, water and 1M HCl were added, and acetonitrile was evaporated under reduced pressure. The white paste was extracted three times with dichloromethane, the combined organic layers dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the resulting crude residue flash chromatographed on silica gel with cyclohexane/EtOAc 99:1 to 9:1 to give 7.10 g of 3-[4-(bromomethyl) phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole. 1H NMR (400 MHz, CDCl3) δ ppm: 8.11 (d, 2H), 7.55 (d, 2H), 4.53 (s, 2H). 19F NMR (376 MHz, CDCl3) δ ppm: -65.32 (s). Step 4: Preparation of 2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetonitrile

[0189] To a solution of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole (3.0 g, 9.8 mmol) in acetonitrile (12 mL) was added trimethylsilylformonitrile (1.3 g, 13 mmol). The reaction mixture was cooled to 0 °C and tetrabutylammonium hydrochloride (3.3 g, 13 mmol) was introduced for 30 minutes. Stirring was continued for 6 hours while heating to 25°C. After completion, the reaction mixture was diluted with water (100 mL), extracted with ethyl acetate and the organic layer washed with water, saturated sodium chloride solution, and dried with sodium sulfate. The solvent was removed under reduced pressure and the resulting crude residue subjected to silica gel flash chromatography using a gradient of cyclohexane/EtOAc eluents of 99:1 to 8:2 to give the desired product, 2-[4- [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetonitrile (1.45 g, 59% Yield), obtained as a white solid. LC/MS retention time = 1.01 minutes, 253 (M+H). 1H NMR (400 MHz, CDCl3) δ ppm: 8.14 (d, 2H), 7.52 (d, 2H), 3.86 (s, 2H). Step 5: Preparation of 2-hydroxy-imino-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetonitrile

[0190] A solution of 2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetonitrile (300 mg, 1.18 mmol) and HCl in dioxane (10 mL, 40 mmol) was cooled in an ice bath, followed by the drop-by-drop addition of tert-butyl nitrite (0.25 g, 2.37 mmol). The ice bath was removed and the reaction allowed to stir overnight. The reaction mixture was then poured into saturated sodium chloride solution and extracted with ethyl acetate. The organic fraction was dried over sodium sulfate, filtered, and concentrated under reduced pressure to give 2-hydroxyimino-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl ]acetonitrile (307 mg, 92% yield) as a pale yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm: 14.14 (s, 1H), 8.20 (d, 2H), 7.95 (d, 2H) 19F NMR (376 MHz, CDCl3) δ ppm: -64 .7 (s). Step 6: Preparation of 2-oxo-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetic acid

[0191] To a container containing 2-hydroxy-imino-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetonitrile (1.3 g, 4.6 mmol ) suspended in 37% aqueous HCl (39 mL, 460 mmol) and heated to 90 °C, acetic acid (7.9 mL, 140 mmol) was added. The container was sealed and heating continued for 4.5 hours. The heat source was removed and the reaction contents cooled to rt. The reaction mixture was filtered and the filtrate extracted with ethyl acetate, washed with saturated sodium chloride solution, dried with sodium sulfate, filtered and concentrated under reduced pressure to give a pale yellow solid (2.0 g). This solid was then triturated using cyclohexane to give 2-oxo-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetic acid, which was used without further purification in the next synthesis step. LC/MS retention time = 0.74 minutes, 285 (MH). 1H NMR (400 MHz, CDCl3) δ ppm: 8.56(d, 2H), 8.30 (d, 2H). 19F NMR (376 MHz, CDCl3) δ ppm: -65.26 (s). Step 7: Preparation of 2-oxo-N-prop-2-ynyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide

[0192] 2-oxo-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetic acid (50mg, 0.175 mmol) was diluted in dimethylformamide (0.7 mL), followed by the addition of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU) (0.262 mmol, 0.100 g) and diisopropylethylamine (0.8mL, 0.44 mmol), and the mixture was stirred for 5 min. Propargylamine (0.02 mL, 0.26 mmol) was added, the reaction was stirred overnight at room temperature, inactivated with water and extracted with ethyl acetate. The layers were separated and the combined organic fractions washed with saturated sodium chloride solution, dried over MgSO4, filtered and concentrated under reduced pressure to give a pale yellow solid. The crude product was purified by flash chromatography on silica gel with a gradient of ethyl acetate:cyclohexane eluents to give 2-oxo-N-prop-2-ynyl-2-[4-[5-(trifluoromethyl )-1,2,4-oxadiazol-3-yl]phenyl]acetamide (0.01 g, 18% yield) as a white powder. m.p.: 79 - 84 °C. LC/MS retention time = 1.00 minutes, 322 (M-1). 1H NMR (400 MHz, CDCl3) δ ppm: 8.52 (d, 2H), 8.25 (d, 2H), 7.30 (s l, 1H), 4.19 (d, 2H), 2.32 (s, 1H). 19F NMR (376 MHz, CDCl3) δ ppm: -65.26 (s).

[0193] When necessary, enantiomerically pure final compounds can be obtained from racemic materials as appropriate, through standard physical separation techniques such as chiral reversed-phase chromatography, or through stereoselective synthetic techniques, (e.g. , using chiral starting materials). Table T1: Melting point data (mp) and/or LC/MS data (incl. retention times (RT)) for compounds according to Formula (I):

BIOLOGICAL EXAMPLES General examples of leaf disc tests in well plates:

[0194] Leaf discs or leaf segments of various plant species are cut from plants grown in a greenhouse. Leaf discs or segments are placed on multi-well plates (24-well format) on water agar. Leaf discs are sprayed with a test solution before (preventive) or after (curative) inoculation. Compounds to be tested are prepared as solutions in DMSO (maximum 10 mg/mL), which are diluted to the appropriate concentration with 0.025% Tween20 immediately before spraying. The inoculated leaf discs or segments are incubated under defined conditions (temperature, relative humidity, light, etc.), according to the respective test system. A single disease level assessment is performed 3 to 14 days after inoculation, depending on the pathosystem. The percentage of disease control relative to untreated check leaf discs or segments is then calculated.

General examples of liquid culture testing in well plates:

[0195] Fragments of mycelia or suspensions of conidia of a fungus freshly prepared from liquid cultures of the fungus or from cryogenic storage are directly mixed into the nutrient broth. DMSO solutions of the test compound (maximum 10 mg/mL) are diluted with 0.025% Tween20 by a factor of 50, and 10 μL of this solution is pipetted into a microtiter plate (96-well format). The nutrient broth containing the fungal spores/mycelium fragments is then added to generate a final concentration of the tested compound. Test plates are incubated in the dark at 24°C and 96% relative humidity. Inhibition of fungal growth is determined photometrically after 2 to 7 days, depending on the pathosystem, and the percentage of antifungal activity relative to the untreated control is calculated.

Example 1: Fungicidal activity against Puccinia recondita f. sp. tritici / wheat / preventive on leaf discs (Brown Rust)

[0196] Leaf segments of wheat cv. Kanzler agar was placed in multi-well plates (24-well format) and sprayed with the formulated test compound diluted in water. The leaf discs were inoculated with a suspension of fungal spores 1 day after application. The inoculated leaf segments were incubated at 19 °C and relative humidity (r.h.) of 75%, under a light regime of 12 hours of light/12 hours of darkness, in a climate-controlled chamber, and the activity of a compound was evaluated as percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (7 to 9 days after application).

[0197] The following compounds at 200 ppm in the applied formulation give at least 80% disease control in this test compared to untreated control leaf discs under the same conditions, which exhibit extensive disease development.

[0198] Compounds (from Table T1) 1.1, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 1.10, 1.11, 1 .12, 1.13, 1.14, 1.15, 1.16, 1.17, 1.18, 1.19, 1.20, 1.21, 1.22, 1.23, 1.24 , 1.25, 1.26, 1.27, 1.28, 1.31, 1.32, 1.34, 1.35, 1.37, 1.38, 1.39, 1.40, 1 .41, 1.42, and 1.43.

Example 2: Fungicidal activity against Puccinia recondita f. sp. tritici / wheat / dressing on leaf discs (Brown Rust)

[0199] Leaf segments of wheat cv. Kanzler is placed on agar in multi-well plates (24-well format). The leaf segments are then inoculated with a suspension of fungal spores. The plates were stored in the dark at 19 °C and 75% relative humidity. The formulated test compound, diluted in water, was applied 1 day after inoculation. Leaf segments were incubated at 19 °C and 75% relative humidity under a light regime of 12 hours light/12 hours dark, in a climate-controlled chamber, and the activity of a compound was evaluated as a percentage of disease control. compared to no treatment when an appropriate level of disease damage appears on untreated control leaf segments (6 to 8 days after application).

[0200] Compounds following 200 ppm in the applied formulation provide at least 80% disease control in this test compared to untreated control leaf discs under the same conditions, which show extensive disease development.

[0201] Compounds (from Table T1) 1.1, 1.5, 1.7, 1.9, 1.10, 1.11, 1.12, 1.13, 1.14, 1.15, 1 .16, 1.17, 1.18, 1.19, 1.20, 1.21, 1.22, 1.23, 1.25, 1.26, 1.27, 1.28, 1.30 , 1.31, 1.32, 1.34, 1.35, 1.36, 1.38, 1.39, 1.40, 1.41, 1.42, and 1.43.

Example 3: Fungicidal activity against Phakopsora pachyrhizi / soybean / preventive on leaf discs (Asian soybean rust)

[0202] Soybean leaf discs are placed on water agar, in multi-well plates (24-well format) and sprayed with the formulated test compound diluted in water. One day after application, leaf discs are inoculated by spraying a spore suspension onto the lower leaf surface. After an incubation period in a climate-controlled chamber of 24-36 hours in the dark, at 20 °C and r.u. of 75%, the leaf discs are kept at 20 °C with 12 h of light/day and r.h. of 75%. The activity of a compound is evaluated as percentage of disease control compared to no treatment when an appropriate level of disease damage appears on untreated control leaf discs (12 to 14 days after application).

[0203] Compounds following 200 ppm in the applied formulation provide at least 80% disease control in this test compared to untreated control leaf discs under the same conditions, which show extensive disease development.

[0204] Compounds (from Table T1) 1.21, 1.24, 1.25, 1.31, 1.34, 1.37, 1.39, 1.41, 1.42, and 1.43.

Example 4: Fungicidal activity against Glomerella lagenarium (Colletotrichum lagenarium) liquid culture / cucumber / preventative (Anthracnose)

[0205] Cryogenic storage fungus conidia are directly mixed in nutrient broth (PDB - potato broth and dextrose). After placing a solution (DMSO) of the test compound in a microtiter plate (96-well format), nutrient broth containing the fungal spores is added. Test plates are incubated at 24°C and growth inhibition is determined photometrically 3 to 4 days after application.

[0206] Compounds following 20 ppm in the applied formulation provide at least 80% disease control in this test compared to the untreated control under the same conditions, which shows extensive disease development. [0207] Compounds (from Table T1) 1.1, 1.2, 1.3, 1.4, 1.5, 1.7, 1.8, 1.9, 1.10, 1.11, 1 .12, 1.13, 1.14, 1.15, 1.16, 1.17, 1.18, 1.19, 1.20, 1.21, 1.22, 1.23, 1.24 , 1.25, 1.26, 1.27, 1.28, 1.29, 1.30, 1.31, 1.32, 1.33, 1.34, 1.35, 1.36, 1 .38, 1.39, 1.40, 1.41, 1.42, and 1.43.

Claims (11)

1. Compound of Formula (I): characterized by the fact that A1, A2, A3 and A4 are CH; R5 is hydrogen, C1-4 alkyl, or C1-2 alkoxy C1-4 alkyl; R6 is hydrogen, C1-6 alkyl, C1-4 alkoxy, C3-6 alkenyl, C3-4 alkenyloxy, C3-6 alkynyl, C3-4 alkynyloxy, C1-6 haloalkyl, C1-4 haloalkoxy, C1-6 cyanoalkyl, hydroxyalkyl C1-6 alkoxy, C1-2 alkoxy, C1-4 alkyl, di-(C1-2 alkoxy)C1-4 alkyl, C1-2 alkylsulfanyl, C1-4 alkyl, N,N-dialkyl, C1-4 amino, C1-4 aminoalkyl, N,N-dialkyl C1-4 amino C1-4 alkyl, C1-4 alkyl carbonyl C1-6 alkyl, C1-4 alkoxy carbonyl C1-6 alkyl, N- C1-4 alkyl amino C1-4 alkyl, C1-4 alkylcarbonylamino C1-4 alkyl, C1-4 alkoxy carbonylaminoalkyl C1-4, cycloalkyl C3-8, cycloalkyl C3-8 C1-2 alkyl, cycloalkyl C3-8 carbonylaminoalkyl C1-2, phenyl, phenylalkyl C1-2, benzyloxy, heteroaryl or heteroarylalkyl C1-2, wherein the heteroaryl moiety is a 5- or 6-membered aromatic ring comprising 1 or 2 heteroatoms individually selected from N, O and S, heterocyclyl or C1-2 heterocyclylalkyl, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring that comprises 1 or 2 heteroatoms individually selected from N, O and S, and in which any of the cycloalkyl, phenyl, heteroaryl and heterocyclyl moieties are optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7; wherein R7 is selected from methyl, ethyl, fluorine and methoxy; or when R6 is heterocyclyl, R7 can also represent oxo (=O); or R5 and R6, together with the nitrogen atom to which they are attached, form a 4 to 6 membered cycle optionally containing an additional heteroatom or group selected from O, S, S(O)2, carbonyl (C=O) or NR8; wherein R8 is hydrogen, methyl or methoxy; or a salt or an N-oxide thereof. 2. Compound, according to claim, characterized in that R5 is hydrogen, methyl or methoxyethyl. 3. Compound according to any one of claims 1 to 2, characterized in that R6 is hydrogen, C1-4 alkyl, C1-2 alkoxy, C3-4 alkenyl, C3-4 alkenyloxy, C3-4 alkynyl, C3 alkynyloxy -4, C1-2 haloalkyl, C1-2 haloalkoxy, cyanomethyl, hydroxyethyl, C1-2 methoxyalkyl, C1-2 dimethoxyalkyl, methylsulfanyl C1-2 alkyl, N,N-dialkyl C1-2 amino, C1-2 aminoalkyl, N, N- C1-2 dialkyl C1-2 aminoalkyl, C1-2 alkyl carbonylC1-2alkyl, methylaminocarbonylC1-2alkyl, C1-2 alkoxy carbonylC1-2alkyl, C1-2 alkyl carbonylaminoalkyl C1-2, C1-4 alkoxy carbonylaminoalkyl C1- 2, C3-6 cycloalkyl, C3-6 cycloalkyl C1-2 alkyl, C3-6 cycloalkyl carbonylaminoalkyl C1-2, phenyl, C1-2 phenylalkyl, benzyloxy, heteroaryl or C1-2 heteroarylalkyl, wherein the heteroaryl moiety is an aromatic ring 5- or 6-membered heteroatoms comprising 1 or 2 individually selected heteroatoms of N, O and S, heterocyclyl or C1-2 heterocyclylalkyl, wherein the heterocyclyl moiety is a 4- to 6-membered non-aromatic ring comprising 1 or 2 individually selected heteroatoms of N, O and S, and wherein any of the cycloalkyl, phenyl, heteroaryl and heterocyclyl moieties are optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7, wherein R7 is selected from methyl, ethyl, fluorine and methoxy; or when R6 is heterocyclyl, R7 can also represent oxo (=O). 4. Compound according to any one of claims 1 to 3, characterized in that R6 is C1-3 alkyl, C3 alkenyl, C3 alkynyl, C1-4 alkoxy carbonylC1-2 alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl methyl, or heteroaryl, wherein any cycloalkyl or heteroaryl moiety is optionally substituted with 1 or 2 substituents, which may be the same or different, selected from R7, wherein R7 is selected from methyl, ethyl, fluorine and methoxy. 5. Compound according to any one of claims 1 to 4, characterized in that R5 and R6, together with the nitrogen atom to which they are attached, form a 5- or 6-membered cycle optionally containing an additional heteroatom or group selected from O and NR8; where R8 is hydrogen, methyl or methoxy. 6. Compound according to any one of claims 1 or 5, characterized in that R5 and R6, together with the nitrogen atom to which they are attached, form a morpholino, pyrrolidinyl or methoxypiperazinyl ring. 7. Agrochemical composition, characterized by comprising a fungicidal effective amount of a compound, as defined in any one of claims 1 to 6. 8. Composition, according to claim 7, characterized by further comprising at least one additional active ingredient and/or an agrochemically acceptable diluent or carrier. 9. Method of controlling or preventing infestation of useful plants by phytopathogenic microorganisms, characterized by the fact that a fungicide-effective amount of a compound as defined in any one of claims 1 to 6, or a composition comprising this compound as an ingredient active, be applied to plants, their parts or their locus. 10. Non-therapeutic use of a compound, as defined in any one of claims 1 to 6, characterized by being as a fungicide. 11. Compound according to claim 1, characterized in that said compound is selected from: