CAS: 31431-43-3; Methyl N-[6-(Cyclopropanecarbonyl)-1H-Benzimidazol-2-Yl]Carbamate

该化合物是水中的溶性较低,影响其生物利用率和生物系统中的吸收; 阻断管状素聚合,干扰寄生虫细胞过程所需的微囊形成,从而阻碍管状素聚合,破坏寄生虫细胞过程所需的微囊形成; 此类行动机制类似于其他联环虫化合物,导致寄生虫最终死亡. 此外,环球天线虫在目标动物中具有相对较低的毒性特征,在兽医应用中成为首选.然而,与任何制药一样,适当的剂量和管理对于最大限度地减少潜在副作用和确保功效至关重要. 其对环境的影响和食物生产动物的残留管理也是重要的考虑因素.

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    专利信息


    专利号:WO-2009094569-A2
    优先权日:2008-01-25
    标 题:Method for the enzymatic kinetic resolution of acyloxyalkyl thiocarbonates used for the synthesis of acyloxyalkyl carbamates

    专利号:US-7893271-B2
    优先权日:2005-07-28
    标 题 :Benzimidazole carbamates and (thio) carbamates, and the synthesis and use thereof
    发明人:CHASSAING CHRISTOPHE PIERRE ALAIN
    权利人:INTERVET INT BV
    摘要:This invention relates to benzimidazole carbamates and (thio)carbamates corresponding to Formula I: n nHere, X 1 and X 2 are independently O or S, wherein at least one of X 1 and X 2 is O; Y 1 and Y 2 are independently O or S, wherein at least one of Y 1 and Y 2 is O; R 1 is alkyl having from 1-4 carbon atoms; R 2 , R 3 , and R 4 are independently hydrogen or a cation; R 5 and R 6 are independently hydrogen, halogen, alkyl (having from 1-8 carbon atoms), —OR 7 , —SR 8 , —CO—R 9 , —OSO 2 —Ar, or —S(O)R 10 ; R 7 is alkyl having from 1-8 carbon atoms; R 8 is alkyl (having from 1-8 carbon atoms) or aryl; R 9 is alkyl (having from 1-8 carbon atoms), cycloalkyl (having from 3-6 carbon atoms), or aryl; Ar is aryl; and R 10 is alkyl (having from 1-8 carbon atoms) or aryl. The compounds generally are soluble and stable in water, and have antiparasitic (particularly anthelmintic) activity in vivo that is comparable to known water-insoluble benzimidazole carbamates (e.g., albendazole and fenbendazole).

    专利号:US-8062870-B2
    优先权日:2008-01-25
    标题 :Enantiomerically resolving acyloxyalkyl thiocarbonates used in synthesizing acyloxyalkyl carbamate prodrugs
    发明人:GALLOP MARK A; YAO FENMEI; LUDWIKOW MARIA J; PENG GE; RAILLARD STEPHEN P
    权利人:GALLOP MARK A; YAO FENMEI; LUDWIKOW MARIA J; PENG GE; RAILLARD STEPHEN P; XENOPORT INC
    摘要:Methods of enzymatically resolving acyloxyalkyl thiocarbonates useful in the synthesis of acyloxyalkyl carbamate prodrugs are disclosed.

    专利号:EP-2250143-A2
    优先权日:2008-01-25
    标题 :Method for the enzymatic kinetic resolution of acyloxyalkyl thiocarbonates used for the synthesis of acyloxyalkyl carbamates

    专利号:JP-2011509692-A
    优先权日:2008-01-25
    标 题 :Enantiomeric degradation of acyloxyalkyl thiocarbonates used in the synthesis of acyloxyalkyl carbamate prodrugs.

    专利号:EP-2250143-B1
    优先权日:2008-01-25
    标 题 :Method for the enzymatic kinetic resolution of acyloxyalkyl thiocarbonates used for the synthesis of acyloxyalkyl carbamates

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    主要参考文献


    1: Brodie RR, Mayo BC, Chasseaud LF, Hawkins DR. The disposition of radioactivity after administration of the anthelminthic methyl-14C-5-cyclopropylcarbonyl-2-benzimidazole carbamate (ciclobendazole) to rats and dogs. Arzneimittelforschung. 1977;27(3):593-8. German. Review. German.

    合成参考文献


    摘要:Stürchler D, Stahel E, Saladin K, Saladin B. Intestinal parasitoses in eight Liberian settlements: prevalences and community anthelminthic chemotherapy. Tropenmed Parasitol. 1980 Mar;31(1):87–93.
    参考文献:10.1007/s00436-001-0535-x
    摘要:Harder A. Chemotherapeutic approaches to nematodes: current knowledge and outlook. Parasitol Res. 2002 Mar;88(3):272–7. doi: 10.1007/s00436-001-0535-x.
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