Preparation of novel azabicyclic amines and α7 nicotinic acetylcholine receptor activity of derived aryl amides

Three new azabicyclic amines, namely exo‐3‐amino‐1‐azabicyclo[3.2.1]octane, 3‐amino‐1‐azabicyclo‐[3.2.2]nonane and exo‐6‐amino‐8‐azabicyclo[3.2.1]octane, have been designed and prepared as isosteres of 3‐aminoquinuclidine. Aryl amides derived from each series were prepared and tested in an α7 nicoti...

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Veröffentlicht in:Journal of heterocyclic chemistry 2008-01, Vol.45 (1), p.247-257
Hauptverfasser: Walker, Daniel P., Acker, Brad A., Jon Jacobsen, E., Wishka, Donn G.
Format: Artikel
Sprache:eng
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Zusammenfassung:Three new azabicyclic amines, namely exo‐3‐amino‐1‐azabicyclo[3.2.1]octane, 3‐amino‐1‐azabicyclo‐[3.2.2]nonane and exo‐6‐amino‐8‐azabicyclo[3.2.1]octane, have been designed and prepared as isosteres of 3‐aminoquinuclidine. Aryl amides derived from each series were prepared and tested in an α7 nicotinic acetylcholine receptor assay as part of a drug discovery program to treat the cognitive deficits in schizophrenia. All new amides showed significant α7 nAChR activity and one series displayed potent α7 activity equal to the quinuclidine series.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570450131