Lobaplatin, D-19466
乐铂 洛铂 Chemical Name: cis-[trans-1,2-Cyclobutanebis(methylamine)][(S)-lactato-O1,O2]platinum(II); cis-[(1R*,2R*)-1,2-Cyclobutanebis(methylamino)-N,N'][(2S)-2-hydroxypropanoato(2-)-O1,O2]platinum
CAS No. 135558-11-1, 131374-93-1 ([cis-(1R*,2R*)]-isomer)
项目整合开发状态: Registered-1998
项目研究机构: Zentaris (Originator), Hainan Chang An (Licensee)
合成路线:The synthesis of the ligand begins with a thermal or photochemical head-to-head dimerization of acrylonitrile (I).The mixture of the resulting cis- and trans-1,2-cyclobutanedicarbonitrile(II a-b) is separated by distillation and the trans-compound (II b) is then transformed to 1,2-bis(aminomethyl)cyclobutane (III) by reduction with lithiumalanat.The dichloroplatinum complex (IV) is conveniently prepared from diamine (III) and potassium tetrachloroplatinate.This complex reacts with silver nitrate to give the nitrato-complex (V),which was not isolated.After passing through a column of a strong anion exchanger in the OH-form,the activated complex reacts in aqueous solution with L-lactic acid to form the lactato-complex D-19466 as a diastereomeric mixture.The general reaction sequence is outlined in scheme 14986401a.
📌 参考资料/链接：
参考文献标题:D-19466,a new cyclobutane-platinum complex with antitumor activity
文献作者:Voegeli,R.; Schumacher,W.; Engel,J.; Respondek,J.; Hilgard,P.
参考来源:J Cancer Res Clin Oncol 1990,116(5),439-42
📄 详细内容
合成路线:The synthesis of the ligand begins with a thermal or photochemical head-to-head dimerization of acrylonitrile (I).The mixture of the resulting cis- and trans-1,2-cyclobutanedicarbonitrile(II a-b) is separated by distillation and the trans-compound (II b) is then transformed to 1,2-bis(aminomethyl)cyclobutane (III) by reduction with lithiumalanat.The dichloroplatinum complex (IV) is conveniently prepared from diamine (III) and potassium tetrachloroplatinate.This complex reacts with silver nitrate to give the nitrato-complex (V),which was not isolated.After passing through a column of a strong anion exchanger in the OH-form,the activated complex reacts in aqueous solution with L-lactic acid to form the lactato-complex D-19466 as a diastereomeric mixture.The general reaction sequence is outlined in scheme 14986401a.
参考文献标题:Lobaplatin
文献作者:Aulenbacher,P.; Engel,J.; Hilgard,P.; G黱ther,E.; Voegeli,R.
参考来源:Drugs Fut 1992,17(10),883
产品链接: CAS No. 135558-11-1›› 产品链接: CAS No.131374-93-1››