The synthesis and nicotinic binding activity of (±)-epiquinamide and (±)- C(1)- epiepiquinamide

Abstract

The synthesis of (±)-epiquinamide 1 and (±)- C(1)- epiepiquinamide 2 based on the use of a Curtius rearrangement to introduce the C(1) amino residue is reported. In a competition binding assay for [ 3H]epibatidine binding to rat brain membranes neither (±)- 1 nor (±)- 2 showed any significant level of nicotinic activity.