Journal of Heterocyclic Chemistry p. 1425 - 1430 (2007)
Update date:2022-09-26
Topics:
Zhang, Suhong
Izenwasser, Sari
Wade, Dean
Cheng, Jie
Liu, Ying
Xu, Liang
Trudell, Mark L.
(Chemical Equation Presented) 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.
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