Structure-activity studies on narcotic antagonists. 2. N-substituted ethyl3-(m-or p-hydroxyphenyl) nipecotates

RL Jacoby, D Boon, LE Darling…

Index: Jacoby, Ronald L.; Boon, Dick; Darling, Leonard E.; Willette, Robert E. Journal of Medicinal Chemistry, 1981 , vol. 24, # 2 p. 218 - 221

Full Text: HTML

Citation Number: 6

Abstract

A number of N-substituted ethyl 34m-or phydroxypheny1) nipecotates were synthesized to evaluate the role of a m-or p-hydroxy substituted 8-phenethylamine moiety in narcotic antagonist action. Ethyl m-or p-methoxyphenylcyanoacetate was alkylated with 1-bromo-3- chloropropane. The resultant chloronitriles were hydrogenated (Raney Ni) to amines and cyclized to yield the N-substituted ethyl 3-(m-or p-methoxypheny1) nipecotates. These ...