Fungicidal pyridines 机翻标题: 暂无翻译,请尝试点击翻译按钮。

公开号/公开日
WO2009158257 A2 2009-12-30 [WO2009158257]WO2009158257 A3 2010-06-03 [WO2009158257]WO2009158257 A4 2010-07-29 [WO2009158257] / 2009-12-302010-06-032010-07-29
申请号/申请日
2009WO-US47724 / 2009-06-18
发明人
FINKELSTEIN BRUCE LAWRENCE;
申请人
DU PONT DE NEMOURS;
主分类号
IPC分类号
A01N-043/40C07D-213/24C07D-213/26C07D-213/46C07D-213/57C07D-213/63C07D-213/70C07D-401/04C07D-413/04
摘要
(WO2009158257) Disclosed are compounds of Formula 1, N-oxides, and salts thereof, Formula (I) wherein each W and Y is independently CH2, O, C(=O), S(=O)n, NR8 or a direct bond; R4 is H, halogen, cyano, hydroxy, C1-C2 alkyl, C1-C2 haloalkyl, C2 alkenyl, C2 haloalkenyl or C2 alkynyl; m is an integer selected from 0, 1, 2, 3, 4 and 5; and R1, R2, R3, R5, R8 and n are as defined in the disclosure.  Also disclosed are compositions containing the compounds of Formula (I) and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.
机翻摘要
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地址
代理人
代理机构
;
优先权号
2008US-61076348 2008-06-27
主权利要求
(WO2009158257) 1. CLAIMS What is claimed is: 1. A compound selected from Formula 1, JV-oxides and salts thereof,  wherein R1is halogen, cyano, hydroxy, amino, C1-C4alkyl, C2-C4alkenyl, C2-C4alkynyl, C1-C4haloalkyl, C2-C4haloalkenyl, C2-C4haloalkynyl, cyclopropyl, halocyclopropyl, C2-C4alkoxyalkyl, C2-C4alkylthioalkyl, C2-C4alkylsulfinylalkyl, C2-C4alkylsulfonylalkyl, C2-C4alkylcarbonyl, C2-C4alkoxycarbonyl, C1-C3hydroxyalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3haloalkylthio, C1-C3alkylsulfmyl, C1-C3haloalkylsulfϊnyl, C1-C3alkylsulfonyl, C1-C3haloalkylsulfonyl, C1-C3alkylamino or C2-C4dialkylamino; each W and Y is independently CH2, O, C(=O), S(=O)n, NR8or a direct bond; R2is a phenyl ring optionally substituted with up to 5 substituents independently selected from R6; or a 3-, 4-, 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 5 substituents independently selected from R6on carbon atom ring members and R6aon nitrogen atom ring members; R3is a phenyl ring optionally substituted with up to 5 substituents independently selected from R7; or a 3-, A-, 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 5 substituents independently selected from R7on carbon atom ring members and R7aon nitrogen atom ring members; or when Y is a direct bond, then R3is also selected from halogen, cyano, hydroxy, amino, nitro, -CHO, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C2- C6haloalkenyl, C2-C6haloalkynyl, C3-C6cycloalkyl, C3-C6halocycloalkyl, C4-C8alkylcycloalkyl, CzpCg cycloalkylalkyl, C6-C12cycloalkylcycloalkyl, CzpCg halocycloalkylalkyl, C5-C8alkylcycloalkylalkyl, C3-C6cycloalkenyl, C2-C6alkoxyalkyl, C2-C6alkylthioalkyl, C2-C6alkylsulfmylalkyl, C2-C6alkylsulfonylalkyl, C2-C6alkylaminoalkyl, C3-C6dialkylaminoalkyl, C2-C6alkylcarbonyl, C2-C6haloalkylcarbonyl, CzpC6cycloalkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-Cg dialkylaminocarbonyl, C2- C6cyanoalkyl, C1-C6hydroxyalkyl, C2-C6hydroxyhaloalkyl, C2-C6hydroxyalkylcarbonyl, C2-C6hydroxycarbonylalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6cycloalkoxy, C3-C6halocycloalkoxy, C2-C6alkoxyalkoxy, C3-C6alkoxycarbonylalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkylsulfmyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, C3-C9 trialkylsilyl, C1-C6alkylamino, C2-C6dialkylamino, C2-C6haloalkylamino, C2-C6halodialkylamino, C3-C6cycloalkylamino, C2-C6alkylcarbonylamino, C2-C6haloalkylcarbonylamino, C1-C6alkylsulfonylamino and C1-C6haloalkylsulfonylamino; R4is H, halogen, cyano, hydroxy, C1-C2alkyl, C1-C2haloalkyl, C2alkenyl, C2haloalkenyl or C2alkynyl; each R5, R6and R7is independently halogen, cyano, hydroxy, amino, nitro, -CHO, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C2-C6alkylcarbonyl, C2-C6haloalkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkylaminoalkoxy, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6cycloalkyl, C3-C6halocycloalkyl, CzpCg alkylcycloalkyl, CzpCg cycloalkylalkyl, C5-C8alkylcycloalkylalkyl, C2-C6alkoxyalkyl, C2-C6cyanoalkyl, C1-C6hydroxyalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6cycloalkoxy, C3-C6halocycloalkoxy, C2-C6alkylcarbonyloxy, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkylsulfmyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, C3-Cg trialkylsilyl, C2-C6alkylcarbonylthio, C1-C6alkylamino or C2-C6dialkylamino; each R6aand R7ais independently cyano, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6haloalkyl, C2-C6alkylcarbonyl, C2-C6haloalkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6cycloalkyl, C3-C6halocycloalkyl, CzpCg alkylcycloalkyl, CzpCg cycloalkylalkyl, C5-C8alkylcycloalkylalkyl, C2-C6alkoxyalkyl, C^-C6alkoxy, C^-C6haloalkoxy, C3-C6cycloalkoxy, C3-C6halocycloalkoxy, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkylsulfonyl, C^-C6haloalkylsulfonyl or C3-C9 trialkylsilyl; or one pair of R5substituents attached to adjacent ring atoms, one pair of substituents selected from R6and R6asubstituents attached to adjacent ring atoms, and one pair of substituents selected from R7and R7asubstituents attached to adjacent ring atoms may each be independently taken together with the atoms to which they are attached to form a 5-, 6- or 7-membered fused ring, each fused ring containing ring members selected from carbon and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen, and optionally substituted with up to 3 substituents independently selected from the group consisting of C1-C2alkyl, halogen, cyano, nitro and C1-C2alkoxy on carbon ring members and from the group consisting of C1-C2alkyl, cyano and C1-C2alkoxy on nitrogen ring members; or one pair of R6substituents attached to the same ring atom and one pair of R7substituents attached to the same ring atom may each be independently taken together with the atom to which they are attached to form a 5-, 6- or 7-membered spirocyclic ring, each spirocyclic ring containing ring members selected from carbon, up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen, and optionally substituted with up to 3 substituents independently selected from the group consisting of C1-C2alkyl, halogen, cyano, nitro and C^- C2alkoxy on carbon ring members and from the group consisting of C1-C2alkyl, cyano and C1-C2alkoxy on nitrogen ring members; each R8and R9is independently H or C ^C3alkyl; m is an integer selected from 0, 1, 2, 3, 4 and 5; each n is independently an integer selected from 0, 1 and 2; and p and q are independently 0, 1 or 2 in each instance of S(=O)p(=NR9)q, provided that the sum of p and q is 0, 1 or 2; provided that when Y is a direct bond and R3is a phenyl ring substituted with two alkoxy substituents attached at the meta positions, then R4is H. 2. A compound of Claim 1 wherein R1is halogen, cyano, C1-C4alkyl, C2-C4alkenyl, C1-C4haloalkyl, Cj-C3alkoxy, Cj-C3haloalkoxy or C^-C3alkylthio; R2is a phenyl ring optionally substituted with up to 5 substituents independently selected from R6; or a 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 5 substituents selected from R6on carbon atom ring members and R6aon nitrogen atom ring members; R3is a phenyl ring optionally substituted with up to 5 substituents independently selected from R7; or a 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 5 substituents selected from R7on carbon atom ring members and R7aon nitrogen atom ring members; or when Y is a direct bond, then R3is also selected from halogen, cyano, C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl, C2-C6haloalkenyl, C3-C6cycloalkyl, C2-C6alkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6cyanoalkyl and C1-C6hydroxyalkyl; each R5, R6and R7is independently halogen, cyano, C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio or C1-C6haloalkylthio; and each R6aand R7ais independently cyano, C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio or C1-C6haloalkylthio. 3. The compound of Claim 2 wherein R1is halogen, cyano or C1-C4alkyl; each W and Y is independently CH2, O, S or a direct bond; R2is a phenyl ring optionally substituted with up to 3 substituents independently selected from R6; or a 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 3 substituents selected from R6on carbon atom ring members and R6aon nitrogen atom ring members; and R3is a phenyl ring optionally substituted with up to 3 substituents independently selected from R7; or a 5- or 6-membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 heteroatoms selected from up to 2 oxygen, up to 2 sulfur and up to 3 nitrogen atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)p(=NR9)q, the heterocyclic ring optionally substituted with up to 3 substituents selected from R7on carbon atom ring members and R7aon nitrogen atom ring members; or when Y is a direct bond, then R3is also selected from C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl, C3-C6cycloalkyl, C2-C6alkylcarbonyl, C2- C6alkoxycarbonyl, C2-C6cyanoalkyl and C1-C6hydroxyalkyl. 4. The compound of Claim 3 wherein R1is halogen or C1-C2alkyl; W is a direct bond; Y is a direct bond; R2is a phenyl ring optionally substituted with up to 3 substituents independently selected from R6; R3is a phenyl ring optionally substituted with up to 3 substituents independently selected from R7; or R3is C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl, C2-C6cyanoalkyl or C1- C6hydroxyalkyl; R4is H, cyano or C1-C2alkyl; each R5, R6and R7is independently halogen, C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl or C1-C6alkoxy; and each R6aand R7ais independently C1-C6alkyl, C2-C6alkenyl, C1-C6haloalkyl or C1-C6alkoxy. 5. The compound of Claim 4 wherein R1is methyl; R2is a phenyl ring optionally substituted with up to 2 substituents independently selected from R6; R3is a phenyl ring optionally substituted with up to 1 substituent selected from R7; or R3is C1-C4alkyl, C1-C3haloalkyl, C2-C4cyanoalkyl and C1-C4hydroxyalkyl; R4is H; each R5, R6and R7is independently halogen, C1-C6alkyl or C1-C6alkoxy; each R6aand R7ais independently C1-C6alkyl; and m is an integer selected from 0, 1, 2 and 3. 6. The compound of Claim 5 wherein each R5is independently halogen or methoxy; and each R6is independently chlorine or methoxy. 7. A compound of Claim 1 selected from the group consisting of: 4-(3,5-dimethoxyphenyl)-6-methyl-5-(2,4,6-trifluorophenyl)-3-pyridineacetonitrile, 4-(3,5-dimethoxyphenyl)-5-(2-fluorophenyl)-2-methyl-3-(2,4,6- trifluorophenyl)pyridine, 5-(2,6-difluoro-4-methoxyphenyl)-4-(3,5-dimethoxyphenyl)-α,α,6-trimethyl-3- pyridinemethanol, 5-(chloromethyl)-4-(3,5-dimethoxyphenyl)-2-methyl-3-(2,4,6- trifluorophenyl)pyridine, 4-(3,5-dimethoxyphenyl)-2-methyl-5-phenyl-3-(2,4,6-trifluorophenyl)pyridine, 4-(2-chloro-3,5-dimethoxyphenyl)-6-methyl-5-(2,4,6-trifluorophenyl)-3- pyridineacetonitrile, 4-(2-chloro-3,5-dimethoxyphenyl)-5-(2-fluorophenyl)-2-methyl-3-(2,4,6- trifluorophenyl)pyridine, and 4-(3,5-dimethoxyphenyl)-5-ethyl-2-methyl-3-(2,4,6-trifluorophenyl)pyridine. 8. A fungicidal composition comprising (a) a compound of Claim 1; and (b) at least one other fungicide. 9. A fungicidal composition comprising (a) a compound of Claim 1; and (b) at least one additional component selected from the group consisting of surfactants, solid diluents and liquid diluents. 10. A method for controlling plant diseases caused by fungal plant pathogens comprising applying to the plant or portion thereof, or to the plant seed, a fungicidally effective amount of a compound of Claim 1.
法律状态
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