Parasiticidal heterocyclic ether derivatives, processes for the manufacture thereof and compositions thereof
申请人:ICI AUSTRALIA LIMITED
公开号:EP0015124A1
公开(公告)日:1980-09-03
The invention concerns parasiticidal heterocyclic ether derivatives of the formula I:-
wherein W is the group
-Zm-(CR1R2)n-(CHR3)p-(O-(CHR4)q-(CHR5)r-)sin which Z is oxygen or sulphur, R', R2, R3, and R4 and R5 are independently chosen from hydrogen and C1 to C6 alkyl, m is 0 or 1, n, p, q, r and s are independently 0 or an integer from 1 to 6, provided that m is 0 when n and p are both 0, s is 0 when q and r are both 0, and n +p+s(q +r) is not greaterthan 12; A, B, D, E and V are independently chosen from the group consisting of hydrogen, halogen, nitro, amino, cyano, hydroxy, mercapto, thiocyano, carboxy, formyl, C2 to C6 alkanoyl, (C1 to C6 alkoxy) carbonyl, C, to C6 alkyl optionally substituted with one or more substituents chosen from halogen, phenyl and C, to C6 alkoxy, C1 to C6 alkoxy optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy; C2 to C6 alkenyl optionally substituted with one or more substituents chosen from halogen, phenyl and C, to C6 alkoxy, phenyl optionally substituted with one or more substituents chosen from halogen, C1 to C6 alkyl, C, to C6 alkoxy, nitro and cyano, phenoxy optionally substituted with one or more substituents chosen from halogen, C1 to C6 alkyl, C, to C6 alkoxy, nitro and cyano, C1 to C6 alkylthio optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy, (C2 to C6 alkanoyl)amino, (C1 to C6 alkyl)amino and di(C, to C6 alkyl)amino ; F is chosen from isothiocyano and NR6R7, wherein R6 is chosen from hydrogen and C1 to C6 alkyl and R7 is chosen from hydrogen, C, to C6 alkyl optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy, C2 to C6 alkenyl optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy, and the group
in which Y is oxygen or sulphur and R8 is chosen from C1 to C6 alkyl optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy, C2 to C6 alkenyl optionally substituted with one or more substituents chosen from halogen, phenyl and C1 to C6 alkoxy, provided that Fis not isothiocyano when A, B, D, E and V are chosen from amino, hydroxy, mercapto, thiocyaho, carboxy, (C2 to C6 alkanoyl)amino and C1 to C6 alkyl)amino; and X is oxygen or sulphur; or salts thereof; processes for the manufacture thereof; and compositions thereof.
The compounds of formula I are especially useful for -treating warm-blooded animals infected with the trematodes Fasciola hepatica (liver fluke).
本发明涉及式 I 所示的寄生虫杂环醚衍生物:- W 是一个基团。
其中 W 为基团
-Zm-(CR1R2)n-(CHR3)p-(O-(CHR4)q-(CHR5)r-)sin其中 Z 是氧或硫,R'、R2、R3 和 R4 和 R5 独立地选自氢和 C1 至 C6 烷基,m 是 0 或 1,n、p、q、r 和 s 独立地为 0 或 1 至 6 的整数,条件是当 n 和 p 均为 0 时,m 为 0;当 q 和 r 均为 0 时,s 为 0;且 n +p+s(q +r) 不大于 12;A、B、D、E 和 V 独立地选自氢、卤素、硝基、氨基、氰基、羟基、巯基、硫氰基、羧基、甲酰基、 C2 至 C6 烷酰基、(C1 至 C6 烷氧基)羰基、任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代的 C1 至 C6 烷基、任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代的 C1 至 C6 烷氧基组成的组;C2 至 C6 烯基任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代,苯基任选被一个或多个选自卤素、C1 至 C6 烷基、C1 至 C6 烷氧基、硝基和氰基的取代基取代、任选被一个或多个选自卤素、C1 至 C6 烷基、C, 至 C6 烷氧基、硝基和氰基的取代基取代的苯氧基,任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代的 C1 至 C6 烷硫基,(C2 至 C6 烷酰基)氨基,(C1 至 C6 烷基)氨基和二(C, 至 C6 烷基)氨基;F 选自异硫氰基和 NR6R7,其中 R6 选自氢和 C1 至 C6 烷基,R7 选自氢、任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代的 C1 至 C6 烷基、任选被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基取代的 C2 至 C6 烯基,以及以下基团
其中 Y 是氧或硫,R8 选自被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基任选取代的 C1 至 C6 烷基,被一个或多个选自卤素、苯基和 C1 至 C6 烷氧基的取代基任选取代的 C2 至 C6 烯基,条件是当 A、B、D、E 和 V 选自氨基、羟基、巯基、硫代巯基、羧基、(C2 至 C6 烷酰基)氨基和 C1 至 C6 烷基)氨基时,Fis 不是异硫氰酸基;X 为氧或硫;或其盐;其制造工艺;及其组合物。
式 I 的化合物尤其适用于治疗感染肝吸虫的温血动物。