BD-1067
Chemical Name: N-[2-(3,4-Dichlorophenyl)ethyl]-N-ethyl-N-[2-(1-pyrrolidinyl)ethyl]amine
CAS No. 250777-45-8 (error)
项目整合开发状态: Preclinical
项目研究机构: National Institutes of Health (Originator), University of Oklahoma Health Sci. Cent. (Originator)
合成路线:Condensation of 2-(dimethylamino)ethyl chloride hydrochloride (I) with methylamine gave trimethyl ethylenediamine (II),which was coupled with 3,4-dichlorophenylacetic acid (III) in the presence of DCC to afford amide (IV).Subsequent reduction of (IV) with aluminum hydride in THF provided the title diamine.
合成路线:Hexahydroazepine (I) was coupled with N-Boc-glycine (II) by means of EDC and HOBt,and the resulting amide (III) was reduced with LiAlH4 to give diamine (IV).Subsequent coupling of (IV) with 3,4-dichlorophenylacetic acid (V) in the presence of DCC afforded amide (VI).Finally,reduction of (VI) with aluminum hydride in THF provided the title compound.
合成路线:Diamine (II) was prepared by reaction of N-(2-chloroethyl)pyrrolidine hydrochloride (I) with ethylamine.Coupling of (II) with 3,4-dichlorophenylacetic acid (III) in the presence of DCC afforded amide (IV).The amide function of (IV) was finally reduced by means of aluminum hydride in THF to furnish the title diamine.
📌 参考资料/链接:
参考文献标题:Synthesis,characterization,and biological evaluation of a novel class of N-(arylethyl)-N-alkyl-2-(1-pyrrolidinyl)ethylamines: Structural requirements and binding affinity at the sigma receptor
文献作者:de Costa,B.R.; Radesca,L..; Di Paolo,L.; Bowen,W.D.
参考来源:J Med Chem 1992,35(1),38