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
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.