N-0437
罗替戈汀Chemical Name: 2-[N-Propyl-N-[2-(2-thienyl)ethyl]amino]-5-hydroxytetralin hydrochloride
CAS No. 92206-54-7 (free base)
项目整合开发状态: Phase I
项目研究机构: UCB (Originator)
合成路线:The methylation of 1,6-naphthalenediol (I) with dimethyl sulfate gives 1,6-dimethoxynaphthalene (II),which by reaction with sodium-ethanol is converted to 5-methoxy-2-tetralone (III).The condensation of (III) with propylamine - p-toluenesulfonic acid and subsequent hydrogenation with H2 over Pt affords 5-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine (IV).which is demethylated with HBr to 5-hydroxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine (V).Finally,this compound is reductively alkytated with 2-thienylacetic acid (VI) using boranetrimethylamine complex to yield N-0437.
📌 参考资料/链接：
参考文献标题:N-0437
文献作者:Horn,A.S.
参考来源:Drugs Fut 1987,12(3),220
📄 详细内容
合成路线:The methylation of 1,6-naphthalenediol (I) with dimethyl sulfate gives 1,6-dimethoxynaphthalene (II),which by reaction with sodium-ethanol is converted to 5-methoxy-2-tetralone (III).The condensation of (III) with propylamine - p-toluenesulfonic acid and subsequent hydrogenation with H2 over Pt affords 5-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine (IV).which is demethylated with HBr to 5-hydroxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine (V).Finally,this compound is reductively alkytated with 2-thienylacetic acid (VI) using boranetrimethylamine complex to yield N-0437.
参考文献标题:Synthesis and radioreceptor binding of N-0437,a n
文献作者:Seeman,P.; Horn,A.S.; Grigoriadis,D.; Watanabe,M.; van der Weide,J.; Tepper,P.
参考来源:Pharm Weekbl - Sci Ed 1984,7208
产品链接: CAS No. 92206-54-7››