Patamostat mesylate, E-3123
甲磺酸帕莫司他4-(2-琥珀酰亚胺基乙硫基)苯基4-胍基苯甲酸酯Chemical Name: 4-(2-Succinimidoethylthio)phenyl 4-guanidinobenzoate methanesulfonate
CAS No. 114568-32-0, 114568-45-5 (carbonate ester (1:1)), 114568-26-2 (free base)
项目整合开发状态: Phase III
项目研究机构: Eisai (Originator)
合成路线:The alkylation of succinimide (I) with 1,2-dibromoethane (II) by means of K2CO3 in refluxing butanone gives N-(2-bromoethyl)succinimide (III),which is condensed with 4-hydroxythiophenol (IV) by means of K2CO3 in refluxing ethanol to afford 4-hydroxyphenyl 2-succinimidoethyl sulfide (V).Finally,this compound is esterified with 4-guanidinobenzoyl chloride in pyridine,and treated with methanesulfonic acid in methanol.
📌 参考资料/链接：
参考文献标题:Guanidinobenzoic ester deriv.,a process for preparing same and pharmaceutical compsns.containing same
文献作者:Hishinuma,I.; Kawashima,H.; Kawata,T.; Miyamoto,K.; Miyazawa,S.; Nagakawa,J.; Nagaoka,J.; Nagaoka,N.; Shimomura,N.; Souda,S.; Ueda,N.; Wakabayashi,T.; Yamanaka,T.(Eisai Co.,Ltd.)
参考来源:EP 0229370; JP 1987155253; JP 1994298730; US 4801603; US 5075335
📄 详细内容
合成路线:The alkylation of succinimide (I) with 1,2-dibromoethane (II) by means of K2CO3 in refluxing butanone gives N-(2-bromoethyl)succinimide (III),which is condensed with 4-hydroxythiophenol (IV) by means of K2CO3 in refluxing ethanol to afford 4-hydroxyphenyl 2-succinimidoethyl sulfide (V).Finally,this compound is esterified with 4-guanidinobenzoyl chloride in pyridine,and treated with methanesulfonic acid in methanol.
参考文献标题:E-3123
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1988,13(7),613
产品链接: CAS No. 114568-32-0›› 产品链接: CAS No.114568-26-2››