Abstract
A series of diol di‐(tropane‐3α‐carboxylate) esters and diol di‐(tropane‐3β‐carboxylate) esters were synthesized from 3‐tropene‐3‐carboxylic acid and tropane‐3β‐carboxylic acid, respectively. The bivalent tropane‐3‐carboxylates were evaluated for their ability to inhibit [3H]cytisine binding at rat brain nicotinic acetylcholine receptors (nAChRs). In general the (3β,3β')‐isomers were more potent than (3α,3α')‐isomer and the (3β,3β')‐decyl derivative (n = 10, Ki = 145 nM) exhibited the most potent affinity for nAChRs of the series.
