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Synthesis and pharmacological characterization of exo-2-(2 '-chloro-5-pyridinyl)-7-(endo and exo)-aminobicyclo[2.2.1]heptanes as novel epibatidine analogues
Carroll, F., Brieaddy, L., Navarro, H., Damaj, MI., & Martin, BR. (2005). Synthesis and pharmacological characterization of exo-2-(2 '-chloro-5-pyridinyl)-7-(endo and exo)-aminobicyclo[2.2.1]heptanes as novel epibatidine analogues. Journal of Medicinal Chemistry, 48(23), 7491-7495.
Procedures were developed for the synthesis of exo-(2'-chloro-5-pyridinyl)-7-(endo and exo)-amino [2.2.1]heptanes (3a and 3b). The compounds were evaluated for binding to the alpha 4 beta 2 and alpha 7 nicotinic acetylcholine receptors (nAChRs), for pharmacological activity in the mouse tail-flick and hot-plate assays, and for hypothermia and locomotor activity. Compounds 3a and 3b possessed alpha 4 beta 2 nAChR binding properties similar to those of (-)-nicotine and were nAChR agonists in all four mouse assays