| 18363376 |
Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, Deo N, Day CS, Caldwell WS: Synthesis of 2-(pyridin-3-yl)-1-azabicyclo [3.2.2] nonane, 2-(pyridin-3-yl)-1-azabicyclo [2.2.2] octane, and 2-(pyridin-3-yl)-1-azabicyclo [3.2.1] octane, a class of potent nicotinic acetylcholine receptor-ligands. J Org Chem. 2008 May 2;73(9):3497-507. Epub 2008 Mar 26.
In an attempt to generate nicotinic acetylcholine receptor (nAChR) ligands selective for the alpha4beta2 and alpha7 subtype receptors we designed and synthesized constrained versions of anabasine, a naturally occurring nAChR ligand. 2-(Pyridin-3-yl)-1-azabicyclo [2.2.2] octane, 2-(pyridin-3-yl)-1-azabicyclo [3.2.2] nonane, and several of their derivatives have been synthesized in both an enantioselective and a racemic manner utilizing the same basic synthetic approach. |
85(1,1,1,5) |
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