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美芬妥英

美芬妥英

CAS号:50-12-4
英文名:5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
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化合物简介
Mephenytoin (marketed as Mesantoin by Novartis) is a hydantoin, used as an anticonvulsant. It was introduced approximately 10 years after phenytoin, in the late 1940s. The significant metabolite of mephenytoin is nirvanol (5-ethyl-5-phenylhydantoin), which was the first hydantoin (briefly used as a hypnotic). However, nirvanol is quite toxic and mephenytoin was only considered after other less toxic anticonvulsants had failed. It can cause potentially fatal blood dyscrasia in 1% of patients.
基本信息
编号系统
物化性质
安全信息
生产方法及用途
生产方法
由苯丙酮环合、甲基化而得。
1.环合将碳酸铵、氰化钾、氨水依次加入苯丙酮和乙醇的混合液中,加热反应后,将反应物放入冰水中,加稀盐酸至pH为5-6,析了白色粉末。过滤,滤液加硫酸亚铁水溶液破坏氰化物。滤饼用水洗至中性,干燥,得5-乙基-5-苯基乙内酰脲。
2.甲基化将5-乙基-5-苯基乙内酰脲溶于氢氧化钠溶液中,缓缓加入硫酸二甲酯,在12-15℃反应2h至反应液为中性。过滤,滤饼先后用10%氢氧化钠溶液和水洗涤,干燥得美芬妥英粗品。精制而得成品。
用途
该品为抗癫痫病。大鼠腹腔注射LD50为270mg/kg。