Azimilide hydrochloride, NE-10064, Stedicor
盐酸阿齐利特 阿齐利特 Chemical Name: (E)-1-[5-(4-Chlorophenyl)furan-2-ylmethyleneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione dihydrochloride
CAS No. 149888-94-8, 149908-53-2 (free base)
项目整合开发状态: Pre-Registered
项目研究机构: Procter & Gamble (Originator), Tanabe Seiyaku (Licensee)
合成路线:The condensation of 1-(benzylideneamino)imidazolidine-2,4-dione (I) with 1-bromo-4-chlorobutane (II) by means of NaH in DMF at 100 C yields 1-(benzylideneamino)-3-(4-chlorobutyl)imidazolidine-2,4-dione (III),which is treated with NaI in refluxing acetone affording the corresponding 4-iodobutyl derivative (IV).The thermal condensation of (IV) with 1-methylpiperazine (V) in refluxing DMF gives the expected condensation product (VI),which is debenzylated by hydrogenation with H2 over Pd/C in 2N HCl giving 1-amino-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione (VII).Finally,this compound is condensed with 5-(4-chlorophenyl)furan-2-carbaldehyde (VIII) in DMF at room temperature.
📌 参考资料/链接：
参考文献标题:Novel 4-oxocyclic ureas useful as antiarrhythmic and antifibrillatory agents
文献作者:Pelosi,S.S.Jr.; Yu,C.-NN.; Calcagno,M.A.(The Procter & Gamble Co.)
参考来源:EP 0598061; JP 1994509804; US 5462940; WO 9304061
📄 详细内容
合成路线:The condensation of 1-(benzylideneamino)imidazolidine-2,4-dione (I) with 1-bromo-4-chlorobutane (II) by means of NaH in DMF at 100 C yields 1-(benzylideneamino)-3-(4-chlorobutyl)imidazolidine-2,4-dione (III),which is treated with NaI in refluxing acetone affording the corresponding 4-iodobutyl derivative (IV).The thermal condensation of (IV) with 1-methylpiperazine (V) in refluxing DMF gives the expected condensation product (VI),which is debenzylated by hydrogenation with H2 over Pd/C in 2N HCl giving 1-amino-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione (VII).Finally,this compound is condensed with 5-(4-chlorophenyl)furan-2-carbaldehyde (VIII) in DMF at room temperature.
参考文献标题:Azimilide Hydrochloride
文献作者:Robinson,C.P.; Robinson,K.A.; Castar,J.
参考来源:Drugs Fut 1997,22(6),601
产品链接: CAS No. 149888-94-8›› 产品链接: CAS No.149908-53-2››