发明公开
EP1913009A1 NOVEL BENZIMIDAZOLE (THIO) CARBAMATES WITH ANTIPARASITIC ACTIVITY AND THE SYNTHESIS THEREOF
有权
具有抗寄生虫效应和综合新苯并咪唑(硫)氨基甲酸酯
- 专利标题: NOVEL BENZIMIDAZOLE (THIO) CARBAMATES WITH ANTIPARASITIC ACTIVITY AND THE SYNTHESIS THEREOF
- 专利标题(中): 具有抗寄生虫效应和综合新苯并咪唑(硫)氨基甲酸酯
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申请号: EP06777837.3申请日: 2006-07-18
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公开(公告)号: EP1913009A1公开(公告)日: 2008-04-23
- 发明人: CHASSAING, Christophe, Pierre, Alain
- 申请人: Intervet International BV
- 申请人地址: Wim De Körverstraat 35 P.O. Box 31 5830 AA Boxmeer NL
- 专利权人: Intervet International BV
- 当前专利权人: Intervet International BV
- 当前专利权人地址: Wim De Körverstraat 35 P.O. Box 31 5830 AA Boxmeer NL
- 代理机构: Van Gent, Marieke
- 优先权: EP05106991 20050728; US703370P 20050728
- 国际公布: WO2007014846 20070208
- 主分类号: C07F9/572
- IPC分类号: C07F9/572 ; C07D235/32 ; C07F9/553 ; C07F9/165 ; C07F9/141
摘要:
The present invention is concerned with novel benzimidazole (thio)carbamates with antiparasitic activity. The present invention provides compounds of the following general formula (I) wherein X1 and X2 are O or S, wherein at least one of X1 and X2 is O, Y1 and Y2 are O or S, wherein at least one of Y1 and Y2 is O, R1 is alkyl of 1-4 carbon atoms, R2, R3 and R4 are independently of each other hydrogen, or a cation, R5 and R6 may both independently be hydrogen or halogen or alkyl having from 1-8 carbon atoms, or -OR7, wherein R7 is alkyl having from 1-8 carbon atoms, or -SR8, wherein R8 may be alkyl having from 1-8 carbon atoms, or aryl, or -CO-R9, wherein R9 is alkyl having from 1-8 carbon atoms, cycloalkyl having from 3-6 carbon atoms, or R9 is aryl, or -OSO2-Ar, wherein Ar is aryl, or -S(O)R10, wherein R10 is alkyl having from 1-8 carbon atoms, or wherein R10 is aryl. The compounds of the invention are highly soluble and stable in water. Moreover, it has been found that the compounds according to the invention are stable for over 8 hours at pH 5 and at pH 9, which are the lower and upper pH limits at which compounds should be stable for over 8 hours in order to be suitable for drinking water application. The compounds of the present invention have excellent antiparasitic, and especially anthelmintic activity in vivo, which is comparable to the state of the art, water insoluble, benzimidazole carbamates such as albendazole and fenbendazole.
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