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US 8,283,349 B2Granted
Fungicide N-(3-phenylpropyl) carboxamide derivatives
AssigneeBayer CropScience AG
InventorsPierre-Yves Coqueron, Rüdiger Fischer, Oliver Gaertzen, Marie-Claire Grosjean-Cournoyer, Benoît Hartmann, Klaus Kunz, Darren Mansfield, Amos Mattes, Oswald Ort, Philippe Desbordes
Life of this patent
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Abstract
A compound of general formula (I): A process for preparing this compound. A fungicidal composition comprising a compound of general formula (I). A method for treating plants by applying a compound of general formula (I) or a composition comprising it.
Claims21
A compound of formula (I)
- wherein:
- n is 1, 2, 3, 4 or 5;
- T is selected from the group consisting of O, S, N—Ra, N—ORb, N—NRaRb and N—CN;
- each X is independently selected from the group consisting of a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, a sulfanyl group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a carbamoyl group, a N-hydroxycarbamoyl group, a carbamate group, a (hydroxyimino)-C1-C6-alkyl group, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C8-alkynyloxy, a C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyl, a C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbamoyl, a di-C1-C8-alkylcarbamoyl, a N—C1-C8-alkyloxycarbamoyl, a C1-C8-alkoxycarbamoyl, a N—C1-C8-alkyl-C1-C8-alkoxycarbamoyl, a C1-C3-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylcarbonylamino, a C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, a C1-C8-alkylaminocarbonyloxy, a di-C1-C8-alkylaminocarbonyloxy, a C1-C8-alkyloxycarbonyloxy, a C1-C8-alkylsulfenyl-C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, a C1-C6-alkoxyimino, a (C1-C6-alkoxyimino)-C1-C6-alkyl, a (C1-C6-alkenyloxyimino)-C1-C6-alkyl, a (C1-C6-alkynyloxyimino)-C1-C6-alkyl, a (benzyloxyimino)-C1-C6-alkyl, a benzyloxy, a benzylsulfanyl, a benzylamino, a phenoxy, a phenylsulfanyl and a phenylamino;
- R1 and R2 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R3 and R4 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms or and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R5 and R6 are independently selected from the group consisting of a hydrogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R7 is selected from the group consisting of a hydrogen atom, a C1-C6-alkyl and a C3-C7-cycloalkyl;
- Ra and Rb are independently selected from the group consisting of a hydrogen atom;
- C1-C8-alkyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkoxy-C1-C8-alkyl;
- C2-C8-alkenyl;
- C2-C8-halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different;
- C2-C8-alkynyl;
- C2-C8-halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different;
- C3-C7-cycloalkyl;
- C3-C7-cycloalkyl-C1-C8-alkyl;
- C3-C7-halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different;
- formyl;
- C1-C8-alkylcarbonyl;
- C1-C8-halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkylsulfonyl;
- C1-C8-halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different;
- phenyl that can be substituted by up to 5 groups Q;
- naphthyl that can be substituted by up to 6 groups Q;
- phenylmethylene that can be substituted by up to 5 groups Q;
- and phenylsulfonyl that can be substituted by up to 5 groups Q;
- each Q is independently selected from the group consisting of a halogen atom;
- cyano;
- nitro;
- C1-C8-alkyl;
- C1-C8-alkoxy;
- C1-C8-alkylsulfanyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
- tri(C1-C8)alkylsilyl and tri(C1-C8)alkylsilyl-C1-C8-alkyl;
- C1-C8-alkoxyimino;
- and (C1-C8-alkoxyimino)-C1-C8-alkyl;
- and
- Het is a 5-, 6- or 7-membered non-fused heterocycle with one, two or three heteroatoms which may be the same or different, Het being linked by a carbon atom and Het being substituted in ortho-position by at least one substituent linked by a carbon atom and optionally substituted in any other position by one or further more substituents independently selected from the group consisting of a halogen atom, a nitro group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a C1-C8-alkyl, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkoxy-C2-C8-alkenyl, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms and a C1-C8-alkylsulfonamide;
- as well as any salt, N-oxide, metallic complex, metalloidic complex, or optically active isomer thereof;
- with the proviso that compound of formula (I) is different from:
- 4,6-dichloro-2-(methylthio)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylmethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-(phenylamino)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylpropyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 5-chloro-1-methyl-N-(3-phenylpropyl)-1H-pyrazole-4-carboxamide,
- N-[3-(4-acetylphenyl)propyl]-5-chloro-3-methoxythiophene-2-carboxamide, and
- 4-(3-{[(5-chloro-3-methoxy-2-thienyl)carbonyl]amino}propyl)benzoic acid.
48 more elements
A compound of formula (I)
- wherein:
- n is 1, 2, 3, 4 or 5;
- T is selected from the group consisting of O, S, N—Ra, N—ORb, N—NRaRb and N—CN;
- each X is independently selected from the group consisting of a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, a sulfanyl group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a carbamoyl group, a N-hydroxycarbamoyl group, a carbamate group, a (hydroxyimino)-C1-C6-alkyl group, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C3-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C8-alkynyloxy, a C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyl, a C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbamoyl, a di-C1-C8-alkylcarbamoyl, a N—C1-C8-alkyloxycarbamoyl, a C1-C8-alkoxycarbamoyl, a N—C1-C8-alkyl-C1-C8-alkoxycarbamoyl, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylcarbonylamino, a C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, a C1-C8-alkylaminocarbonyloxy, a di-C1-C8-alkylaminocarbonyloxy, a C1-C8-alkyloxycarbonyloxy, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, a C1-C6-alkoxyimino, a (C1-C6-alkoxyimino)-C1-C6-alkyl, a (C1-C6-alkenyloxyimino)-C1-C6-alkyl, a (C1-C6-alkynyloxyimino)-C1-C6-alkyl, a (benzyloxyimino)-C1-C6-alkyl, a benzyloxy, a benzylsulfanyl, a benzylamino, a phenoxy, a phenylsulfanyl and a phenylamino;
- R1 and R2 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R3 and R4 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R5 and R6 independently selected from the group consisting of a hydrogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R7 is selected from the group consisting of a hydrogen atom, a C1-C6-alkyl and a C3-C7-cycloalkyl;
- Ra and Rb are independently selected from the group consisting of a hydrogen atom;
- C1-C8-alkyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkoxy-C1-C8-alkyl;
- C2-C8-alkenyl;
- C2-C8-halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different;
- C2-C8-alkynyl;
- C2-C8-halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different;
- C3-C7-cycloalkyl;
- C3-C7-cycloalkyl-C1-C8-alkyl;
- C3-C7-halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different;
- formyl;
- C1-C8-alkylcarbonyl;
- C1-C8-halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkylsulfonyl;
- C1-C8-halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different;
- phenyl that can be substituted by up to 5 groups Q;
- naphthyl that can be substituted by up to 6 groups Q;
- phenylmethylene that can be substituted by up to 5 groups Q;
- and phenylsulfonyl that can be substituted by up to 5 groups Q;
- each Q is independently selected from the group consisting of a halogen atom;
- cyano;
- nitro;
- C1-C8-alkyl;
- C1-C8-alkoxy;
- C1-C8-alkylsulfanyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
- tri(C1-C8)alkylsilyl and tri(C1-C8)alkylsilyl-C1-C8-alkyl;
- C1-C8-alkoxyimino;
- and (C1-C8-alkoxyimino)-C1-C8-alkyl;
- and
- Het is a 6-membered non-fused heterocycle with one, two or three heteroatoms which may be the same or different, Het being linked by a carbon atom and Het being substituted in ortho-position by at least one substituent linked by a carbon atom and optionally substituted in any other position by one or more substituents independently selected from the group consisting of a halogen atom, a nitro group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a C1-C8-alkyl, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkoxy-C2-C8-alkenyl, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms and a C1-C8-alkylsulfonamide;
- as well as any salt, N-oxide, metallic complek, metalloidic complex, or optically active isomer thereof;
- with the proviso that compound of formula (I) is different from:
- 4,6-dichloro-2-(methylthio)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylmethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-(phenylamino)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylpropyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 5-chloro-1-methyl-N-(3-phenylpropyl)-1H-pyrazole-4-carboxamide,
- N-[3-(4-acetylphenyl)propyl]-5-chloro-3-methoxythiophene-2-carboxamide, and
- 4-(3-{[(5-chloro-3-methoxy-2-thienyl)carbonyl]amino}propyl)benzoic acid.
48 more elements
A compound of formula (I)
- wherein:
- n is 1, 2, 3, 4 or 5;
- T is selected from the group consisting of O, S, N—Ra, N—ORb, N—NRaRb and N—CN;
- each X is independently selected from the group consisting of a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, a sulfanyl group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a carbamoyl group, a N-hydroxycarbamoyl group, a carbamate group, a (hydroxyimino)-C1-C6-alkyl group, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C3-alkynyloxy, a C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyl, a C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbamoyl, a di-C1-C8-alkylcarbamoyl, a N—C1-C8-alkyloxycarbamoyl, a C1-C8-alkoxycarbamoyl, a N—C1-C8-alkyl-C1-C8-alkoxycarbamoyl, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylcarbonylamino, a C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, a C1-C8-alkylaminocarbonyloxy, a di-C1-C8-alkylaminocarbonyloxy, a C1-C8-alkyloxycarbonyloxy, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, a C1-C6-alkoxyimino, a (C1-C6-alkoxyimino)-C1-C6-alkyl, a (C1-C6-alkenyloxyimino)-C1-C6-alkyl, a (C1-C6-alkynyloxyimino)-C1-C6-alkyl, a (benzyloxyimino)-C1-C6-alkyl, a benzyloxy, a benzylsulfanyl, a benzylamino, a phenoxy, a phenylsulfanyl and a phenylamino;
- R1 and R2 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R3 and R4 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R5 and R6 independently selected from the group consisting of a hydrogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R7 is cyclopropyl;
- Ra and Rb are independently selected from the group consisting of a hydrogen atom;
- C1-C8-alkyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkoxy-C1-C8-alkyl;
- C2-C8-alkenyl;
- C2-C8-halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different;
- C2-C8-alkynyl;
- C2-C8-halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different;
- C3-C2-cycloalkyl;
- C3-C2-cycloalkyl-C1-C8-alkyl;
- C3-C7-halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different;
- formyl;
- C1-C8-alkylcarbonyl;
- C1-C8-halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-alkylsulfonyl;
- C1-C8-halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different;
- phenyl that can be substituted by up to 5 groups Q;
- naphthyl that can be substituted by up to 6 groups Q;
- phenylmethylene that can be substituted by up to 5 groups Q;
- and phenylsulfonyl that can be substituted by up to 5 groups Q;
- each Q is independently selected from the group consisting of a halogen atom;
- cyano;
- nitro;
- C1-C8-alkyl;
- C1-C8-alkoxy;
- C1-C8-alkylsulfanyl;
- C1-C8-halogenoalkyl comprising up to 9 halogen atoms that can be the same or different;
- C1-C8-halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different;
- tri(C1-C8)alkylsilyl and tri(C1-C8)alkylsilyl-C1-C8-alkyl;
- C1-C8-alkoxyimino;
- and (C1-C8-alkoxyimino)-C1-C8-alkyl;
- and
- Het is a 5-, 6- or 7-membered non-fused heterocycle with one, two or three heteroatoms which may be the same or different, Het being linked by a carbon atom and Het being substituted in ortho-position by at least one substituent linked by a carbon atom and optionally substituted in any other position by one or more substituents independently selected from the group consisting of a halogen atom, a nitro group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a C1-C8-alkyl, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkoxy-C2-C8-alkenyl, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms and a C1-C8-alkylsulfonamide;
- as well as any salt, N-oxide, metallic complex, metalloidic complex, or optically active isomer thereof;
- with the proviso that compound of formula (I) is different from:
- 4,6-dichloro-2-(methylthio)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylmethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-(phenylamino)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylpropyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 5-chloro-1-methyl-N-(3-phenylpropyl)-1H-pyrazole-4-carboxamide,
- N-[3-(4-acetylphenyl)propyl]-5-chloro-3-methoxythiophene-2-carboxamide, and
- 4-(3-{[(5-chloro-3-methoxy-2-thienyl)carbonyl]amino}propyl)benzoic acid.
48 more elements
A compound of formula (I)
- wherein:
- n is 1, 2, 3, 4 or 5;
- T is sulfur;
- each X is independently selected from the group consisting of a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, a sulfanyl group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a carbamoyl group, a N-hydroxycarbamoyl group, a carbamate group, a (hydroxyimino)-C1-C6-alkyl group, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C8-alkynyloxy, a C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyl, a C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbamoyl, a di-C1-C8-alkylcarbamoyl, a N—C1-C8-alkyloxycarbamoyl, a C1-C8-alkoxycarbamoyl, a N—C1-C8-alkyl-C1-C8-alkoxycarbamoyl, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C3-alkylcarbonylamino, a C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, a C1-C8-alkylaminocarbonyloxy, a di-C1-C8-alkylaminocarbonyloxy, a C1-C8-alkyloxycarbonyloxy, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, a C1-C6-alkoxyimino, a (C1-C6-alkoxyimino)-C1-C6-alkyl, a (C1-C6-alkenyloxyimino)-C1-C6-alkyl, a (C1-C6-alkynyloxyimino)-C1-C6-alkyl, a (benzyloxyimino)-C1-C6-alkyl, a benzyloxy, a benzylsulfanyl, a benzylamino, a phenoxy, a phenylsulfanyl and a phenylamino;
- R1 and R2 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R3 and R4 are independently selected from the group consisting of a hydrogen atom, a halogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R5 and R6 independently selected from the group consisting of a hydrogen atom, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkyl, a C2-C8-alkenyl, a C2-C8-alkynyl, a C3-C8-cycloalkyl, a C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkenyl having 1 to 5 halogen atoms and a C1-C8-halogenoalkynyl having 1 to 5 halogen atoms;
- R7 is selected from the group consisting of a hydrogen atom, a C1-C6-alkyl and a C3-C7-cycloalkyl;
- and
- Het is a 5-, 6- or 7-membered non-fused heterocycle with one, two or three heteroatoms which may be the same or different, Het being linked by a carbon atom and Het being substituted in ortho-position by at least one substituent linked by a carbon atom and optionally substituted in any other position by one or more substituents independently selected from the group consisting of a halogen atom, a nitro group, a pentafluoro-λ6-sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carboxy group, a C1-C8-alkyl, a C1-C8-halogenoalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, a C2-C8-alkynyl, a C1-C8-alkoxy, a C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkoxy-C2-C8-alkenyl, a C1-C8-alkylsulfanyl, a C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, a C1-C8-alkoxycarbonyl, a C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, a C1-C8-alkylcarbonyloxy, a C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, a C1-C8-alkylsulfenyl, a C1-C8-halogenoalkylsulfenyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfinyl, a C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, a C1-C8-alkylsulfonyl, a C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms and a C1-C8-alkylsulfonamide;
- as well as any salt, N-oxide, metallic complex, metalloidic complex, or optically active isomer thereof;
- with the proviso that compound of formula (I) is different from:
- 4,6-dichloro-2-(methylthio)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylmethyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-(phenylamino)-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 4-chloro-2-(methylthio)-6-[(2-phenylpropyl)amino]-N-(3-phenylpropyl)-5-pyrimidinecarboxamide,
- 5-chloro-1-methyl-N-(3-phenylpropyl)-1H-pyrazole-4-carboxamide,
- N-[3-(4-acetylphenyl)propyl]-5-chloro-3-methoxythiophene-2-carboxamide, and
- 4-(3-{[(5-chloro-3-methoxy-2-thienyl)carbonyl]amino}propyl)benzoic acid.
17 more elements
Dependencies are inferred from the claim text.