Some potentially physiologically active β, β-diphenylethylamines derived from adrenaline

Abstract

The reaction that occurs between adrenaline (1) and phenols, in the presence of hydrochloric acid, to form potentially physiologically active p,p-diphenylethylamine derivatives, is described. The products obtained include adrepine (7), formed from 1 alone, and others obtained by the interaction of 1 with a second phenolic component, such as epinine or 4-methylcatechol. The nuclear magnetic resonance and mass spectroscopic data obtained for these products and a number of related compounds are presented and discussed.