申请人:NIHON NOHYAKU CO., LTD.
公开号:EP0234045A2
公开(公告)日:1987-09-02
A pyrazole oxime derivative represented by the general formula (I) which is useful as an insecticide, mitecide and fungicide,
wherein R' represents C1-C4 alkyl or phenyl; R2 represents hydrogen, C1-C5 alkyl, C1-C3 haloalkyl or phenyl; R3 represents hydrogen, C1-C4 alkyl gr phenyl; R4 represents hydrogen, CZ-C4 alkylcarbonyl, benzoyl, naphthyl or a substituent of the formula.
[in which X represents hydrogen; halogen; C1-C12 alkyl; C1-C6 alkyl substituted with halogen, cyano, hydroxy, C1-C5 alkoxy or C2-C6 alkoxycarbonyl; C3-C8 cycloalkyl; cycloalkyl substituted with from one to three members selected from the group consisting of C1-C4 alkyl, halogen and cyano; C2-C4 alkenyl substituted with halogen, hydroxy, C2-C4 alkoxycarbonyl or C2-C6 alkylcarbonyl; phenyl; hydroxy; C1-C6 alkoxy; C1-C4 alkoxy substituted with halogen or C2-C6 alkoxycarbonyl; phenoxy which may or may not be substituted with C1-C3 haloalkyl benzyloxy; C1-C3 alkylenedioxy formed by two adjacent Xs; pyridyloxy which may or may not be substituted with halogen or C1-C3 haloalkyl; a substituent of the formula, -S(O)PR5 (in which R5 represents C1-C6 alkyl, C1-C5 haloalkyl or phenyl, and p represents an integer of 0, 1 or 2); cyano; formyl; nitro; a substituent of the formula -COORs (in which R6 represents hydrogen; alkali metal; C1-C10 alkyl; C1-C5 alkyl substituted with halogen, C,-C4 alkoxy, phenoxy, C2-C4 alkoxycarbonyl or phenoxyphenyl; C2-C7 alkenyl; C3-C7 alkynyl; C3-C8 cycloalkyl; C3-C8 cycloalkyl substituted with C1-C3 alkyl; phenyl; or a substituent of the formula,
(in which R7, R8 and R9, which may be the same or different, represent C1-C4 alkyl or C3-C8 cycloalkyl)}; C2-C6 alkylcarbonyl; C2-C6 alkylcarbonyl substituted with cyano or C2-C6 alkoxycarbonyl; benzoyl which may or may not be substituted with halogen or C1-C6 alkyl; C2-C6 alkylthiocarbonyl; C3-C7 alkoxycarbonylcarbonyl; a substituent of the formula,
(in which R10 and R", which may be the same or different, represent hydrogen, C1-C6 alkyl or phenyl); piperidinocarbonyl; morpholinocarbonyl which may or may not be substituted with one or two C1-C4 alkyls; a substituent of the formula,
(in which R12 represents hydrogen or C1-C5 alkyl, and R13 represents formyl, C2-C12 alkoxycarbonyl, or C2-CS alkoxycarbonyl substituted with halogen or C1-C4 alkoxy); a substituent of the formula,
(in which R14 represents hydrogen, C1-C4 alkyl or C2-C6 alkoxyalkyl); a substituent of the formula,
(in which R15 and R16, which may be the same or different, represent C1-C4 alkyl, or taken together, may form C1-C4 alkylene, R17 represents C1-C5 alkyl, cyano or C2-C6 alkoxycarbonyl, and B represents oxygen or sulfur); a substituent of the formula,
(in which R18 represents hydrogen or C2-C4 alkylcarbonyl, and R19 and R20, which may be the same or different, represent hydrogen or C1-C6 alkyl); a substituent of the formula,
(in which R21, R22 and R23, which may be the same or different, represent C1-C4 alkyl); or a substituent of the formula,
(in which R24, R25 and R26, which may be the same or different, represent C1-C4 alkyl), and n represents an integer of from 1 to 5, and when n represents an integer of from 2 to 5, X may be the same or different ]; Y represents hydrogen, C1-C6 alkyl, C1-C4 haloalkyl, halogen, hydroxy, C,-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkylenedioxy, phenoxy which may or may not be substituted with trifluoromethyl, a substistuent of the formula, -S(Q)qR27 (in which R27 represents C1-C3 alkyl and q represents an integer of 0, 1 or 2), hydroxycarbonyl, C2-C5 alkoxycarbonyl or a substituent of the formula,
(in which R28 and R29, which may be the same or different, represent hydrogen, C1-C4 alkyl, or benzyl which may or may not be substituted with C2-C6 alkoxycarbonyl); Z' represents oxygen or sulfur; Z2 represents oxygen, sulfur or single bond; Q represents C1-C8 alkylene, C1-C8 alkylene substituted with halogen or phenyl, C3-C12 alkenylene, C3-C12 haloalkenylene or C3-C6 alkynylene; and m represents an integer of from 1 to 3, and when m represents an integer of 2 or 3, Y may be the same or different; and the method of controlling said pests by using the same oxime derivative.
由通式(I)代表的吡唑肟衍生物,可用作杀虫剂、杀螨剂和杀真菌剂、
其中 R' 代表 C1-C4 烷基或苯基;R2 代表氢、C1-C5 烷基、C1-C3 卤代烷基或苯基;R3 代表氢、C1-C4 烷基格苯基;R4 代表氢、CZ-C4 烷基羰基、苯甲酰基、萘基或式中的取代基。
[其中 X 代表氢;卤素;C1-C12 烷基;被卤素、氰基、羟基、C1-C5 烷氧基或 C2-C6 烷氧基羰基取代的 C1-C6 烷基;C3-C8 环烷基;被选自 C1-C4 烷基、卤素和氰基的一至三个成员取代的环烷基;被卤素、羟基、C2-C4 烷氧基羰基或 C2-C6 烷基羰基取代的 C2-C4 烯基;苯基;羟基;C1-C6 烷氧基;被卤素或 C2-C6 烷氧基羰基取代的 C1-C4 烷氧基;可以被或不可以被 C1-C3 卤代烷基苄氧基取代的苯氧基;由两个相邻 X 形成的 C1-C3 亚烷基二氧基;可以或不可以被卤素或 C1-C3 卤代烷基取代的吡啶氧基;式 -S(O)PR5 的取代基(其中 R5 代表 C1-C6 烷基、C1-C5 卤代烷基或苯基,p 代表 0、1 或 2 的整数);氰基;甲酰基;硝基;式 -COORs 的取代基(其中 R6 代表氢;碱金属;C1-C10 烷基;被卤素、C,-C4 烷氧基、苯氧基、C2-C4 烷氧羰基或苯氧基取代的 C1-C5 烷基;C2-C7 烯基;C3-C7 炔基;C3-C8 环烷基;被 C1-C3 烷基取代的 C3-C8 环烷基;苯基;或式-COORs 的取代基(其中 R7、R8 代表氢)、
(其中R7、R8和R9可以相同或不同,代表C1-C4烷基或C3-C8环烷基)};C2-C6烷基羰基;被氰基或C2-C6烷氧基羰基取代的C2-C6烷基羰基;可以或不可以被卤素或C1-C6烷基取代的苯甲酰基;C2-C6烷硫基羰基;C3-C7烷氧基羰基羰基;式中的取代基、
(其中R10和R "可以相同或不同,代表氢、C1-C6烷基或苯基); 哌啶羰基;吗啉羰基,可以或不可以被一个或两个C1-C4烷基取代; 式中的取代基、
(其中 R12 代表氢或 C1-C5 烷基,R13 代表甲酰基、C2-C12 烷氧基羰基或被卤素或 C1-C4 烷氧基取代的 C2-CS 烷氧基羰基);式中的取代基、
(其中 R14 代表氢、C1-C4 烷基或 C2-C6 烷氧基烷基);式中的一个取代基、
(式中,R15 和 R16 可相同或不同,代表 C1-C4 烷基,或合在一起可形成 C1-C4 亚烷基,R17 代表 C1-C5 烷基、氰基或 C2-C6 烷氧羰基,B 代表氧或硫、
(其中 R18 代表氢或 C2-C4 烷基羰基,R19 和 R20(可相同或不同)代表氢或 C1-C6 烷基);式中的取代基、
(其中 R21、R22 和 R23 可相同或不同,代表 C1-C4 烷基);或式中的取代基、
(其中 R24、R25 和 R26(可以相同或不同)代表 C1-C4 烷基),且 n 代表 1 至 5 的整数,当 n 代表 2 至 5 的整数时,X 可以相同或不同 ];Y 代表氢、C1-C6 烷基、C1-C4 卤代烷基、卤素、羟基、C,-C4 烷氧基、C1-C4 卤代烷氧基、C1-C3 二烷氧基、可以或不可以被三氟甲基取代的苯氧基、式中的取代基、-S(Q)qR27(其中 R27 代表 C1-C3 烷基,q 代表 0、1 或 2 的整数)、羟基羰基、C2-C5 烷氧基羰基或式中的取代基、
(其中 R28 和 R29 可以相同或不同,分别代表氢、C1-C4 烷基或可以被或不被 C2-C6 烷氧羰基取代的苄基);Z' 代表氧或硫;Z2 代表氧、硫或单键;Q代表C1-C8亚烷基、被卤素或苯基取代的C1-C8亚烷基、C3-C12烯基、C3-C12卤代烯基或C3-C6炔基;以及m代表1至3的整数,当m代表2或3的整数时,Y可以相同或不同;以及通过使用相同的肟衍生物来控制所述害虫的方法。