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    • 1. 发明授权
    • 2-Alkylthio-, 2-alkylsulphinyl- and
2-alkylsulfonyl-6-phenylbenzimidazoles as anthelmintic agents
    • 2-烷基硫代,2-烷基亚磺酰基和2-烷基磺酰基-6-苯基苯并咪唑作为驱肠剂
    • US4197307A
    • 1980-04-08
    • US894973
    • 1978-04-10
    • Jean-Jacques GallayManfred KuhneAlfred MeyerOswald RechsteinerMax Schellenbaum
    • Jean-Jacques GallayManfred KuhneAlfred MeyerOswald RechsteinerMax Schellenbaum
    • A61K31/415A61K31/4184A61P33/00A61P33/10C07D235/28
    • C07D235/28
    • Benzimidazole derivatives of the formula ##STR1## in which R is an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, an alkynyl group having 3 to 5 carbon atoms or a benzyl group, which is unsubstituted or monosubstituted to disubstituted by a methyl group, halogen or a nitro group;R.sub.1 is hydrogen, an alkanoyl group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, a N,N-dialkylcarbamoyl group or N,N-dialkylthiocarbamoyl group, each having 1 to 4 carbon atoms in the alkyl groups, an alkylsulphonyl group having 1 to 4 carbon atoms, a benzoyl group, a phenylsulphonyl group, a 4-methylphenylsulphonyl group or the radical, ##STR2## in which Q is a carbonyl group, a thiocarbonyl group or an oxalyl group;R.sub.2 is hydrogen, halogen or a methyl group;R.sub.3 is hydrogen, halogen, a methyl group or an alkoxy group having 1 to 4 carbon atoms;R.sub.4 is hydrogen, halogen or a methyl group; X is oxygen or sulphur;Y is halogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a methylthio group, a methylsulphinyl group, a methylsulphonyl group, a trifluoromethyl group, a nitro group, a hydroxyl group, a cyano group or an alkanoyl group having 1 to 4 carbon atoms in the alkyl moiety m is 0, 1, 2 or 3; andn is 0, 1 or 2.Included are, if R.sub.1 is not hydrogen, the tautomeric compounds of the formula I. The compounds are effective for combating helminths in domestic and useful animals.
    • 其中R是具有1至6个碳原子的烷基,具有3至5个碳原子的烯基,具有3至5个碳原子的炔基或苄基的式“IMAGE”的苯并咪唑衍生物,其是未取代的或 被甲基,卤素或硝基单取代至二取代; R 1为氢,碳原子数为1〜4的烷酰基,碳原子数1〜4的烷氧基羰基,N,N-二烷基氨基甲酰基或N,N-二烷基硫代氨基甲酰基,烷基中为碳原子数为1〜 ,具有1至4个碳原子的烷基磺酰基,苯甲酰基,苯基磺酰基,4-甲基苯基磺酰基或基团,其中Q是羰基,硫代羰基或草酰基的 R2是氢,卤素或甲基; R3是氢,卤素,甲基或具有1-4个碳原子的烷氧基; R4是氢,卤素或甲基; X是氧或硫; Y是卤素,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基,甲硫基,甲基亚磺酰基,甲基磺酰基,三氟甲基,硝基,羟基,氰基 基团或在烷基部分m中具有​​1至4个碳原子的烷酰基为0,1,2或3; 并且n为0,1或2.如果R 1不是氢,则包括式I的互变异构化合物。该化合物对于在家用和有用动物中对抗蠕虫是有效的。
    • 2. 发明授权
    • Benzimidazole sulphides as anthelmintic agents
    • 苯并咪唑硫化物作为驱肠剂
    • US4205077A
    • 1980-05-27
    • US894974
    • 1978-04-10
    • Ernst AufderhaarJean J. GallayManfred KuhneAlfred MeyerOswald RechsteinerMax SchellenbaumJean-Paul Fumeaux
    • Ernst AufderhaarJean J. GallayManfred KuhneAlfred MeyerOswald RechsteinerMax SchellenbaumJean-Paul Fumeaux
    • A01N43/52A61K31/415A61K31/4184A61P33/00C07D235/28C07D235/20
    • C07D235/28A01N43/52
    • Benzimidazole derivatives of the formula ##STR1## in which R and R.sub.1 independently of one another are each hydrogen, an alkanoyl group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, an alkylsulphonyl group having 1 to 4 carbon atoms, a benzoyl group, a phenylsulphonyl group or a p-methylphenylsulphonyl group; R.sub.2 and R.sub.4 independently of one another are each hydrogen, halogen or a methyl group, R.sub.3 is hydrogen, halogen, a methyl group or a methoxy group; X is oxygen or sulphur; Y is halogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a methylthio group, a methylsulphinyl group, a methylsulphonyl group, a trifluoromethyl group, a nitro group, a hydroxyl group, a cyano group or an acetyl group; and m is 0, 1, 2 or 3; and if one of the two radicals R or R.sub.1 is hydrogen, the position of the other of these radicals on the N atoms cannot be clearly established, including, when at least one of the two radicals R or R.sub.1 is hydrogen, the possible tautomeric compounds of the formula I; and the disulphides obtainable by oxidation of compounds of the formula I. The compounds are useful for combating helminths in domestic animals and productive animals.
    • 其中R和R 1彼此独立的式“IMAGE”的苯并咪唑衍生物各自为氢,具有1至4个碳原子的烷酰基,具有1至4个碳原子的烷氧基羰基,具有1至4个碳原子的烷基磺酰基 ,苯甲酰基,苯基磺酰基或对甲基苯基磺酰基; R 2和R 4彼此独立地各自为氢,卤素或甲基,R 3为氢,卤素,甲基或甲氧基; X是氧或硫; Y是卤素,具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基,甲硫基,甲基亚磺酰基,甲基磺酰基,三氟甲基,硝基,羟基,氰基 组或乙酰基; m为0,1,2或3; 并且如果两个基团R或R 1中的一个为氢,则这些基团中另一个基团在N原子上的位置不能清楚地确定,包括当两个基团R或R 1中的至少一个为氢时,可能的互变异构化合物 的式I; 和通过氧化式I化合物可获得的二硫化物。该化合物可用于在家畜和生产性动物中对抗蠕虫。
    • 5. 发明授权
    • Microbicidal benzotriazole compounds
    • 杀菌剂苯并三唑化合物
    • US5322853A
    • 1994-06-21
    • US52313
    • 1993-04-23
    • Peter AckermannMax Schellenbaum
    • Peter AckermannMax Schellenbaum
    • A01N43/647C07D249/18
    • C07D249/18A01N43/647
    • Novel benzotriazolesulfonic acid derivatives of formula ##STR1## wherein: R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy having at least two identical or different halogen atoms, CF.sub.3, nitro or the group N(R')R", wherein R' and R" are each independently of the other C.sub.1 -C.sub.4 alkyl;R.sub.2 is phenoxy or phenylthio each of which is unsubstituted or mono- to tri-substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy having at least two identical or different halogen atoms, cyano, nitro, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, phenyl, 2-phenylethynyl or by a further phenoxy radical that is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl and/or by C.sub.1 -C.sub.4 alkoxy; or R.sub.2 is the radical O--CH.sub.2 --O;R.sub.3 is alkyl, aryl or aralkyl having a maximum of 14 carbon atoms, these radicals can be substituted by halogen, C.sub.1 -C.sub.4 alkyl and/or by nitro;including the position isomers of R.sub.1 and R.sub.2, insofar as those substituents occupy positions 5 and 6.The novel compounds have plant-protecting properties and are suitable especially for protecting plants against attack by phytopathogenic microorganisms such as fungi, especially Oomycetes.
    • 其中:R1是氢,卤素,C1-C4烷基,C1-C4烷氧基,具有至少两个相同或不同的卤素原子的C 1 -C 4卤代烷氧基,CF 3,硝基或基团N(R')R的新的苯并三唑磺酸衍生物 “其中R'和R”各自独立地为C 1 -C 4烷基; R 2是苯氧基或苯硫基,其各自是未被取代的或被卤素,C 1 -C 4烷基,C 1 -C 4烷氧基,具有至少两个相同或不同卤素原子的C 1 -C 4卤代烷氧基,氰基,硝基,C 2 -C 4链烯基,C 2 C 1-4炔基,苯基,2-苯基乙炔基或未被取代或被卤素,C 1 -C 4烷基和/或被C 1 -C 4烷氧基取代的另外的苯氧基; 或R 2是基团O-CH 2 -O; R3是具有最多14个碳原子的烷基,芳基或芳烷基,这些基团可以被卤素,C 1 -C 4烷基和/或被硝基取代; 包括R1和R2的位置异构体,只要这些取代基占据位置5和6.新化合物具有植物保护性质,特别适用于保护植物免受植物病原微生物如真菌,尤其是卵菌的攻击。