Bioorganic and Medicinal Chemistry Letters p. 1682 - 1685 (2009)
Update date:2022-08-03
Topics:
Sippy, Kevin B.
Anderson, David J.
Bunnelle, William H.
Hutchins, Charles W.
Schrimpf, Michael R.
Several N-pyridin-3-yl spirobicyclic diamines, designed as conformationally restricted analogs of tebanicline (ABT-594), were synthesized as novel ligands for nicotinic acetylcholine receptors (nAChR). The spirocyclic compounds exhibited weaker binding affinity, than other constrained analogs in accord with a pharmacophore model. Nevertheless, some (1a, 1b) possessed (partial) agonist potencies comparable to nicotine at the α4β2 subtype, but with greatly improved selectivity relative to the α3β4* nAChR.
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