Synthesis and binding of 6, 7, 8, 9-tetrahydro-5H-pyrido [3, 4-d] azepine and related ring-opened analogs at central nicotinic receptors

…, W Fiedler, B Martin, MI Damaj, RA Glennon

Index: Cheng, Yun-Xing; Dukat, Malgorzata; Dowd, Matthew; Fiedler, Wolfgang; Martin, Billy; Damaj, Mohamed Imad; Glennon, Richard A. European Journal of Medicinal Chemistry, 1999 , vol. 34, # 2 p. 177 - 190

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Citation Number: 39

Abstract

6, 7, 8, 9-Tetrahydro-5H-pyrido [3, 4-d] azepine (5a) and its N7-methyl derivative 5b were synthesized and evaluated as potential nicotinic acetylcholinergic receptor (nAChR) ligands. On the basis that 6, 7, 8, 9-tetrahydro-5H-pyrido [3, 4-c] azepine (4a), which binds at nAChRs with low affinity (Ki= 1100 nM), possesses an internitrogen distance (4.6 Å) that may be less than optimal, we designed compound 5a due to its similar shape but longer ...