Spirohydantoin mustard(former USAN), Spiromustine, SHM, NSC-172112, Speratine
螺莫司汀Chemical Name: 3-[2-[Bis(2-chloroethyl)amino]ethyl]-1,3-diazaspiro[4,5]decane-2,4-dione; 3-[2-[Bis(2-chloroethyl)amino]ethyl]-5,5-pentamethylenehydantoin
CAS No. 56605-16-4
项目整合开发状态: Phase III
项目研究机构: National Cancer Institute (Originator), Shire Pharmaceuticals (Licensee)
合成路线:The alkylation of 5,5-pentamethylenehydantoin (I) with 1-bromo-2-chloroethane (II) by means of KOH in refluxing ethanol gives 3-(2-chloroethyl)-5,5-pentamethylenehydantoin (II),which is condensed with diethanolamine (IV) by means of NaI in hot DMF yielding 3-[2-[bis(2 hydroxyethyl)amino]ethyl] 5,5-pentamethylenehydantoin (V) Finally,this compound is treated with hot POCl3.
📌 参考资料/链接：
参考文献标题:Spiromustine
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1986,11(9),773
📄 详细内容
合成路线:The alkylation of 5,5-pentamethylenehydantoin (I) with 1-bromo-2-chloroethane (II) by means of KOH in refluxing ethanol gives 3-(2-chloroethyl)-5,5-pentamethylenehydantoin (II),which is condensed with diethanolamine (IV) by means of NaI in hot DMF yielding 3-[2-[bis(2 hydroxyethyl)amino]ethyl] 5,5-pentamethylenehydantoin (V) Finally,this compound is treated with hot POCl3.
参考文献标题:Potential central nervous system antitumor agents.Hydantoin derivatives
文献作者:Peng,G.W.; Marquez,V.E.; Driscoll,J.S.
参考来源:J Med Chem 1975,18(8),846
产品链接: CAS No. 56605-16-4››