网站主页>>>项目整合精选>>>项目整合精选>>>Eclanamine maleate, U-48753E

Eclanamine maleate, U-48753E

Chemical Name: trans-N-(3,4-Dichlorophenyl)-N-[2-(dimethylamino)cyclopentyl]propanamide (Z)-2-butenedioate (1:1); trans-3,4-Dichloro-N-[2-(dimethylamino)cyclopentyl]propionanilide maleate
CAS No. 71027-14-0, 71027-13-9 (free base), 67450-44-6 (free base, no stereoch.), 83094-52-4 (fumarate (1:1), no stereoch.), 67450-45-7 (undefined stereoch.)
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
📌 参考资料/链接:
参考文献标题:U-48753 E
文献作者:Owen,R.T.; Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1984,9(11),846

📄 详细内容


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).

参考文献标题:A new non-tricyclic antidepressant agent.Synthesis and activity of N-[trans-2-(dimethyamino)cyclopentyl]-N-(3,4-dichlorophenyl)propanamide and related compounds
文献作者:Szmuszkovicz,J.; von Voigtlander,P.F.; Kane,M.P.
参考来源:J Med Chem 1981,24(10),1230-36


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).

参考文献标题:Compos閟 alcanoylanilides et leur pr閜aration
文献作者:Szmuszkovicz,J.
参考来源:BE 0875461


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).

参考文献标题:N-(2-Aminocyclopentyl)acylanilides and treating depression
文献作者:Szmuszkovicz,J.
参考来源:BE 0861351; BE 0861355; US 4156015


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).

参考文献标题:N-(2-Aminocyclopentyl)acylanilides and treating depression
文献作者:Szmuszkovicz,J.
参考来源:US 4156733; US 4157398


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).

参考文献标题:Anilide derivatives as antidepressants
文献作者:Szmuszkovicz,J.
参考来源:US 4128663; US 4148913


合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:N-(2-aminocyclopentyl)amides
文献作者:Szmuszkovicz,J.
参考来源:BE 0867554; DE 2817112; FR 2416882; GB 1581914; JP 54106451; NL 7803442


产品链接: CAS No.71027-13-9››