Back to results
US 9,000,012 B2Granted
Fungicide hydroximoyl-heterocycles derivatives
AssigneeBayer CropScience AG
InventorsChristian Beier, Jurgen Benting, David Bernier, Pierre-Yves Coqueron, Philippe Desbordes, Christophe Dubost, Stephanie Gary, Pierre Genix, Daniela Portz, Ulrike Wachendorff-Neumann
Life of this patent
Estimating the term…
Abstract
The present invention relates to hydroximoyl-heterocycle derivatives, their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
Claims22
A compound of formula (I):
- Wherein
- T is selected in the list consisting of:
- a cyano group,
- a group of formula Ta
- wherein
- X represents an oxygen atom, a sulfur atom, a NRa group;
- in which Ra represents a hydrogen atom, a nitro group, a hydroxy group, a cyano group, an amino group, substituted or non- substituted C1-C8-alkyl, substituted or non-substituted C1-C8-cycloalkyl, substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted di-(C1-C8-alkyl)amino, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted arylsulfonyl, substituted or non-substituted benzyl, substituted or non-substituted benzyloxy, substituted or non-substituted benzylamino, substituted or non-substituted phenylamino, substituted or non-substituted aryl, or substituted or non-substituted heterocyclyl;
- W represents a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, an amino group, a cyanoamino group, a sulfanyl group, hydrazino group, substituted or non-substituted N-(C1-C8-alkyl)cyanoamino group, substituted or non-substituted C1-C8-alkoxyamino group, substituted or non-substituted N-(C1-C8-alkyl)-(C1-C8-alkoxy)-amino group, substituted or non-substituted 1-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 1,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted tri-(C1-C8-alkyl)hydrazino group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C1-C8-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-halogenocycloalkyl having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted di-(C1-C8)-alkylamino, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfanyl, substituted or non-substituted C1-C8-allcylsulfinyl, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, substituted or non-substituted arylsulfanyl, substituted or non-substituted arylsulfinyl, substituted or non-substituted arylsulfonyl, substituted or non-substituted benzyloxy, substituted or non-substituted benzylsulfanyl, substituted or non-substituted benzylsulfinyl, substituted or non-substituted benzylsulfonyl, substituted or non-substituted benzylamino, substituted or non-substituted phenoxy, substituted or non-substituted phenylamino, substituted or non-substituted aryl, or substituted or non-substituted heterocyclyl;
- a group of formula Tb
- wherein
- Rb independently represents a substituted or non-substituted C1-C8-alkyl;
- a group of formula Tc
- wherein
- Rc independently represents a substituted or non-substituted C1-C8-alkyl;
- isonitrile group,
- L1 represents a direct bond or a divalent group consisting of —(CR1R2)1,—
- wherein
- n represents 1, 2, 3 or 4;
- R1 and R2 independently represent a hydrogen atom, a halogen atom, a cyano group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted C3-C8-cycloallcyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-halogenocycloalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, substituted or non-substituted C3-C8-alkynyloxy, or substituted or non-substituted C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms,
- A is selected in the list consisting of A2, A16, and A18:
- wherein
- Z1, Z2, Z3, and Z4 independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, a cyano group, an isonitrile group, an amino group, a cyanoamino group, a sulfanyl group, a formyl group, a substituted or non-substituted N-(C1-C8-alkyl)cyanoamino group, a formyloxy group, a formylamino group, a carbamoyl group, a N-hydroxycarbamoyl group, a pentafluoro-λ6-sulfanyl group, a formylamino group, substituted or non-substituted C1-C8-alkoxyamino group, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxyamino group, substituted or non-substituted 1-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 1,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted tri-(C1-C8-alkyl)hydrazino group, a substituted or non-substituted (hydroxyimino)-C1-C6-alkyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted tri-(C1-C8-alkyl)silyl-C1-C8-alkyl, substituted or non-substituted C3-C8-cycloalkyl, substituted or non-substituted tri-(C1-C8-alkyl)silyl-C3-C8-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, substituted or non-substituted C3-C8-halogenocycloalkyl having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted di-(C1-C8-alkyl)amino, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted (C1-C8-alkoxycarbonyl)-amino, substituted or non-substituted (C3-C8-cycloalkoxycarbonyl)amino, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted (C2-C8-alkenyloxycarbonyl)amino, substituted or non-substituted C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted (C3-C8-alkynyloxycarbonyl)amino, substituted or non-substituted C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbonyl, substituted or non-substituted N-(C1-C8-alkoxy)-C1-C8-alkanimidoyl, substituted or non-substituted N-(C1-C8-alkoxy)-C1-C8-halogenoalkanimidoyl having 1 to 5halogen atoms, substituted or non-substituted C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbamoyl, substituted or non-substituted di-(C1-C8-alkyl)carbamoyl, substituted or non-substituted N-(C1-C8-alkyl)hydroxycarbamoyl, substituted or non-substituted C1-C8-alkoxycarbamoyl, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxycarbamoyl, substituted or non-substituted C1-C8-alkoxycarbonyl, substituted or non-substituted C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, substituted or non-substituted C 1-C8 -alkylcarbonyloxy, substituted or non-substituted C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbonylamino, substituted or non-substituted C1-C8-halogenoalkylcarbonylamino having 1to 5 halogen atoms, substituted or non-substituted C3-C7-cycloalkylcarbonylamino, substituted or non-substituted C3-C7-halogenocycloalkylcarbonylamino having 1 to 5 halogen atoms, substituted or non-substituted aryloxycarbonylamino, substituted or non-substituted heterocyclyloxycarbonylamino, substituted or non-substituted C1-C8-alkylearbamoylamino, substituted or non-substituted C1-C8-halogenoalkylcarbamoylamino having 1 to 5 halogen atoms, substituted or non-substituted di-(C1-C8-alkyl)carbamoylamino, substituted or non-substituted di -(C1-C8-halogenoalkyl)carbamoylamino having 1 to 5 halogen atoms , substituted or non-substituted N-(C1-C8-alkyl)-(C1-C8-alkylcarbamoyl)amino, substituted or non-substituted N -(C1-C8-alkyl)-(C1-C8-halogenoalkylcarbamoy)amino having 1 to 5 halogen atoms, substituted or non-substituted N-(C1-C8-alkyl)-(di-C1-C8-alkylcarbamoyl)amino, substituted or non-substituted N-(C1-C8-alkyl)-(di-C1-C8-halogenoalkylcarbamoyl)amino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylaminocarbonyloxy, substituted or non-substituted di -(C1-Cralkyl)aminocarbonyloxy, substituted or non-substituted C1-C8-alkylearbamothioyl, substituted or non-substituted di-(C1-C8-alkyl)carbamothioyl, substituted or non-substituted N -(C1-C8-alkyl)hydroxyearbamothioyl, substituted or non-substituted C1-C8 alkoxycarbamothioyl, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxyearbamothioyl, substituted or non-substituted C1-C8-alkylthioylamino, substituted or non-substituted (C1-C8-alkoxythiocarbonyl)amino, substituted or non-substituted C1-C8-halogenoalkylthioylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkyl-carbamothioyloxyl, substituted or non-substituted substituted or non-substituted di-(C1-C8-alkyl)-carbamothioyloxy, substituted or non-substituted C1-Cg-alkylsulfanyl, substituted or non-substituted C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfinyl, substituted or non-substituted C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkysulfamoyl, substituted or non-substituted di-(C1-C8-alkyl) sulfamoyl, substituted or non-substituted (C1-C8-alkoxyimino)-C1-C8-alkyl, substituted or non-substituted (C2-C8-alkenyloxyimino)-C1-C8-alkyl, substituted or non-substituted (C2-C8-allcynyloxyimMo)-C1-C8-alkyl, substituted or non-substituted (benzyloxyimino)-C1-C8-alkyl, substituted or non-substituted benzyloxy, substituted or non-substituted benzylsulfanyl, substituted or non-substituted benzylamino, substituted or non-substituted phenoxy, substituted or non-substituted phenylsulfanyl, substituted or non-substituted phenylamino, substituted or non-substituted aryl, substituted or non-substituted arylcarbonylamino, substituted or non-substituted heterocyclylcarbonylamino, substituted or non-substituted aryl-C1-C8-alkyl, substituted or non-substituted tri-(C1-C8-alkyl)-silyloxy, substituted or non-substituted C1-C8-alkylsulfanylamino, substituted or non-substituted C1-C8-halogenoalkylsulfanylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfinylamino, substituted or non-substituted C1-C8-halogenoalkylsulfinylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfonylamino, substituted or non-substituted C1-C8-halogenoalkylsulfonylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkoxysulfonylamino, substituted or non-substituted C1-C8-halogenoxysulfonylamino having 1 to 5 halogen atoms, substituted or non-substituted tri-(C1-C8-alkyl)-silyl, substituted or non-substituted (C1-C8-alkylideneamino)oxy, substituted or non-substituted (C3-C8-alkenylideneamino)oxy, substituted or non-substituted (C3-C8-alkynylideneamino)oxy, substituted or non-substituted (benzylideneamino)oxy , substituted or non-substituted aryl-cyclopropylcarbonylamino, substituted or non-substituted C3-C8-cycloalkenylearbonylamino, substituted or non-substituted C2-C8-alkenylcarbonylamino, substituted or non-substituted C2-C8-alkynylcarbonylamino, substituted or non-substituted C8-C12-fused bicycloalkylcarbonylamino, or substituted or non-substituted C5-C12-fused bicycloalkenylcarbonylamino;
- Q is selected in the list consisting of Q1 :
- wherein
- Y1 to Y5 independently represent a hydrogen atom, a nitro group, a hydroxy group, a cyano group, an isonitrile group, an amino group, a sulfanyl group, a formyl group, a formyloxy group, a formylamino group, a carbamoyl group, a N-hydroxycarbamoyl group, a pentafluoro-λ6-sulfanyl group, a formylamino group, substituted or non-substituted C1-C8-alkoxyamino group, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxyamino group, substituted or non-substituted 1-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 1 ,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted 2,2-di-(C1-C8-alkyl)hydrazino group, substituted or non-substituted tri-(C1-C8-alkyl)hydrazino group, substituted or non-substituted (hydroxyimino)-C1-C6-alkyl group, substituted or non-substituted C1-C8-alkyl, substituted or non-substituted tri-(C1-C8-alkyl)silyl-C1-C8-alkyl, substituted or non-substituted C3-C7-cycloalkyl, substituted or non-substituted tri-(C1-C8-alkyl)silyl-C3-C7-cycloalkyl, substituted or non-substituted C1-C8-halogenoalkyl having 1 to 5 halogen atoms, substituted or non-substituted C3-C7-halogenocycloalkyl having 1 to 5 halogen atoms, a C2-C8-alkenyl, substituted or non-substituted C2-C8-alkynyl, substituted or non-substituted C1-C8-alkylamino, substituted or non-substituted di -(C1-C8-alkyl)amino, substituted or non-substituted C1-C8-alkoxy, substituted or non-substituted C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, substituted or non-substituted C2-C8-alkenyloxy, substituted or non-substituted C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, substituted or non-substituted C3-C8-alkynyloxy, substituted or non-substituted C3-C8-halogenoalkynyloxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbonyl, substituted or non-substituted N-(C1-C8-alkoxy)-C1-C8-alkanimidoyl, substituted or non-substituted N-(C1-C8-alkoxy)-C1-C8-halogenoalkanimidoyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbamoyl, substituted or non-substituted di-(C1-C8-alkyl)carbamoyl, substituted or non-substituted N-(C1-C8-alkyl)hydroxycarbamoyl, substituted or non-substituted C1-C8-alkoxycarbamoyl, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxycarbamoyl, substituted or non-substituted C1-C8-alkoxycarbonyl, substituted or non-substituted C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8 -alkylcarbonyloxy, substituted or non-substituted C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbonylamino, substituted or non-substituted C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylcarbamoylamino, substituted or non-substituted C1-C8-halogenoalkylcarbamoylamino having 1 to 5 halogen atoms, substituted or non-substituted di-(C1-C8-alkyl)carbamoylamino, substituted or non-substituted di-(C1-C8-halogenoalkyl)carbamoylamino having 1 to 5 halogen atoms , substituted or non-substituted N -(C1-C8-alkyl)-(C1-C8-alkylcarbamoyl)amino, substituted or non-substituted N-(C1-C8-alkyl) -(C1-C8-halogenoalkylcarbamoyl)amino having 1 to 5 halogen atoms, substituted or non-substituted N-(C1-C8-alkyl)-[di-(C1-C8-alkyl)carbamoyl]amino, substituted or non-substituted N -(C1-C8-alkyl)-[di-(C1-C8-halogenoalkyl)carbamoyl]amino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylaminocarbonyloxy, substituted or non-substituted di -(C1-Cralkylamino)carbonyloxy, substituted or non-substituted C1-C8-alkylcarbamothioyl, substituted or non-substituted di-(C1-C8-alkyl)carbamothioyl, substituted or non-substituted N -(C1-C8-alkyl)hydroxycarbamothioyl, substituted or non-substituted C1-C8-alkoxycarbamothioyl, substituted or non-substituted N-(C1-C8-alkyl)-C1-C8-alkoxycarbamothioyl, substituted or non-substituted C1-C 8 -alkylthioylamino , substituted or non-substituted C1-C8-halogenoalkylthioylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkyl-carbamothioyloxy, substituted or non-substituted substituted or non-substituted di-(C1-C8-alkyl)-carbamothioyloxy, substituted or non-substituted C1-C8-alkylsulfanyl, substituted or non-substituted C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfinyl, substituted or non-substituted C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfonyl, substituted or non-substituted C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkysulfamoyl, substituted or non-substituted di-(C1-C8-alkyl)sulfamoyl, substituted or non-substituted (C1-C8-alkoxyimino)-C1-C8-alkyl, substituted or non-substituted (C2-C8-alkenyloxyimino)-C1-C8-alkyl, substituted or non-substituted (C3-C8-alkynyloxyimino) -C1-C8-alkyl, substituted or non-substituted (benzyloxyimino)-C1-C8-alkyl, substituted or non-substituted benzyloxy, substituted or non-substituted benzylsulfanyl, substituted or non-substituted benzylamino, substituted or non-substituted phenoxy, substituted or non-substituted phenylsulfanyl, substituted or non-substituted phenylamino, substituted or non-substituted aryl, substituted or non-substituted aryl-C1-C8-alkyl, substituted or non-substituted tri-(C1-C8-alkyl) -silyloxy, substituted or non-substituted C1-C8-alkylsulfanylamino, substituted or non-substituted C1-C8-halogenoalkylsulfanylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfinylamino, substituted or non-substituted C1-C8-halogenoalkylsulfinylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkylsulfonylamino, substituted or non-substituted C1-C8-halogenoalkylsulfonylamino having 1 to 5 halogen atoms, substituted or non-substituted C1-C8-alkoxysulfonylamino, substituted or non-substituted C1-C8-halogenoxysulfonylamino having 1 to 5 halogen atoms, substituted or non-substituted tri-(C1-C8-alkyl)-silyl, substituted or non-substituted (C1-C8-alkylideneamino)oxy, substituted or non-substituted (C1-C8-alkenylideneamino)oxy, substituted or non-substituted (C1-C8-alkynylideneamino)oxy, or substituted or non-substituted (benzylideneamino)oxy;
- provided that when A is A2 and T is a cyano group, Z1 is not hydrogen;
- as well as salts, N-oxides, metallic complexes and metalloidic complexes thereof or (E) and (Z) isomers and mixtures thereof.
24 more elements
Dependencies are inferred from the claim text.