Zonisamide, E-2090, CI-912, AD-810, Zonegran, Excegran
唑尼沙胺 唑尼沙胺钠 Chemical Name: 3-(Sulfamoylmethyl)-1,2-benzisoxazole; 1,2-Benzisoxazole-3-methanesulfonamide
CAS No. 68291-97-4, 68291-98-5 (Na salt)
项目整合开发状态: Launched-1989
项目研究机构: Elan (Supplier), Eisai (Proprietary), Dainippon Pharmaceutical (Originator)
合成路线:The reaction of 3-bromomethyl-1,2-benzisoxazole (I) with sodium sulfite in hot methanol - water gives sodium 1,2-benzisoxazole-3-methanesulfonate (II),which by reaction with refluxing POCl3 is converted into 1,2-benzisoxazole-3-methanesufonyl chloride (III).Finally,this compound is treated with dry NH3 in ethyl acetate.
📌 参考资料/链接：
参考文献标题:Methane-sulfonamide derivatives,the preparation thereof and composition comprising the same
文献作者:Uno,H.; et al.(Dainippon Pharmaceutical Co.,Ltd.)
参考来源:US 4172896
📄 详细内容
合成路线:The reaction of 3-bromomethyl-1,2-benzisoxazole (I) with sodium sulfite in hot methanol - water gives sodium 1,2-benzisoxazole-3-methanesulfonate (II),which by reaction with refluxing POCl3 is converted into 1,2-benzisoxazole-3-methanesufonyl chloride (III).Finally,this compound is treated with dry NH3 in ethyl acetate.
参考文献标题:AD-810
文献作者:Castar,J.; Owen,R.T.; Blancafort,P.; Serradell,M.N.
参考来源:Drugs Fut 1980,5(8),387
合成路线:The reaction of 4-hydroxy-H-1-benzopyran-2-one (I) with hydroxylamine by means of NaOEt in ethanol gives 2-(1,2-benzisoxazol-3-yl)acetic acid (II),which is sulfonated by means of H2SO4 and Ac2O in refluxing ethyl acetate,or ClSO3H in refluxing dichloromethane,to yield 1,2-benzisoxazol-3-ylmethylsulfonic acid (III).The reaction of (III) with refluxing POCl3 affords the sulfonyl chloride (IV),which is finally treated with ammonia in ethyl acetate to provide the target Zonisamide
参考文献标题:Zonisamide intermediate and synthesis
文献作者:Schwartz,E.; Mendelovici,M.; Nidam,T.; Wizel,S.(Teva Pharmaceutical Industries Ltd.; Teva Pharmaceuticals USA,Inc.)
参考来源:WO 0320708
产品链接: CAS No. 68291-97-4›› 产品链接: CAS No.68291-98-5››