Journal of Medicinal Chemistry, volume 49, issue 14, pages 4425-4436

Discovery of N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]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 ¹

Daniel P Walker ¹

Karen M Yates ¹

Steven C Reitz ¹

Shaojuan Jia ¹

Jason K Myers ¹

Kirk L. Olson ¹

E. Jon Jacobsen ¹

Mark L Wolfe ¹

Vincent E. Groppi ¹

Alexander J Hanchar ¹

Bruce A. Thornburgh ¹

Luz A Cortes Burgos ¹

Erik H. F. Wong ¹

Brian A. Staton ¹

Thomas J. Raub ¹

Nicole R. Higdon ¹

Theron M. Wall ¹

Raymond S. Hurst ¹

Rodney R. Walters ¹

William E Hoffmann ¹

Mihaly Hajós ¹

Stanley Franklin ¹

Galen Carey ¹

Lisa H. Gold ¹

Karen K. Cook ¹

Steven B Sands ¹

Sabrina X. Zhao ¹

John R. Soglia ¹

A. Kalgutkar ¹

Stephen P. Arneric ¹

Bruce N. Rogers ¹

Show full list: 32 authors

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Pfizer Global Research & Development, Eastern Point Road, Groton, Connecticut 06340 |

Publication type: Journal Article

Publication date: 2006-06-10

American Chemical Society (ACS)

Journal: Journal of Medicinal Chemistry

scimago Q1

SJR: 1.986

CiteScore: 12.8

Impact factor: 6.8

ISSN: 00222623, 15204804

DOI: 10.1021/jm0602413

Copy DOI

PubMed ID: 16821801

Drug Discovery

Molecular Medicine

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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