Discovery of<i>N</i>-[(3<i>R</i>)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-<i>c</i>]pyridine-5-carboxamide, an Agonist of the α7 Nicotinic Acetylcholine Receptor, for the Potential Treatment of Cognitive Deficits in Schizophrenia:  Synthesis and Structure−Activity Relationship

Donn G. Wishka(Pfizer (United States)), Daniel P. Walker(Pfizer (United States)), Karen M. Yates(Pfizer (United States)), Steven C. Reitz(Pfizer (United States)), Shaojuan Jia(Pfizer (United States)), Jason K. Myers(Pfizer (United States)), Kirk L. Olson(Pfizer (United States)), E. Jon Jacobsen(Pfizer (United States)), Mark L. Wolfe(Pfizer (United States)), Vincent E. Groppi(Pfizer (United States)), A.J. Hanchar(Pfizer (United States)), Bruce A. Thornburgh(Pfizer (United States)), Luz Cortes-Burgos(Pfizer (United States)), Erik H.F. Wong(Pfizer (United States)), Brian A. Staton(Pfizer (United States)), Thomas J. Raub(Pfizer (United States)), Nicole R. Higdon(Pfizer (United States)), Theron M. Wall(Pfizer (United States)), Raymond S Hurst(Pfizer (United States)), Rodney R. Walters(Pfizer (United States)), William E. Hoffmann(Pfizer (United States)), Mihály Hajós(Pfizer (United States)), Stanley R. Franklin(Pfizer (United States)), Galen Carey(Pfizer (United States)), Lisa Gold(Pfizer (United States)), Karen K. Cook(Pfizer (United States)), Steven B. Sands(Pfizer (United States)), Sabrina X. Zhao(Pfizer (United States)), John R. Soglia(Pfizer (United States)), Amit S. Kalgutkar(Pfizer (United States)), Stephen P. Arnerić(Pfizer (United States)), Bruce N. Rogers(Pfizer (United States))
Journal of Medicinal Chemistry
June 10, 2006
Cited by 190Open Access
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Abstract

N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide (14, PHA-543,613), a novel agonist of the alpha7 neuronal nicotinic acetylcholine receptor (alpha7 nAChR), has been identified as a potential treatment of cognitive deficits in schizophrenia. Compound 14 is a potent and selective alpha7 nAChR agonist with an excellent in vitro profile. The compound is characterized by rapid brain penetration and high oral bioavailability in rat and demonstrates in vivo efficacy in auditory sensory gating and, in an in vivo model to assess cognitive performance, novel object recognition.


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