Functionalization of the alicyclic skeleton of epibatidine: Synthesis and nicotinic acetylcholine receptor binding affinities of epibatidine analogues

Zhi Liang Wei; Yingxian Xiao; Clifford George; Kenneth J. Kellar; Alan P. Kozikowski

doi:10.1039/b308906a

Functionalization of the alicyclic skeleton of epibatidine: Synthesis and nicotinic acetylcholine receptor binding affinities of epibatidine analogues

Zhi Liang Wei, Yingxian Xiao, Clifford George, Kenneth J. Kellar, Alan P. Kozikowski

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

A novel method for the epimerization of endo-2-(6-chloro-3-pyridyl)-7-azabicyclo[2.2.1]heptan-3-one (12) on silica gel was developed and used as the key step to synthesize functionalized analogues of epibatidine which were evaluated for their nicotine receptor subtype selectivity in binding studies.

Original language	English (US)
Pages (from-to)	3878-3881
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	1
Issue number	22
DOIs	https://doi.org/10.1039/b308906a
State	Published - Nov 21 2003
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A novel method for the epimerization of endo-2-(6-chloro-3-pyridyl)-7-azabicyclo[2.2.1]heptan-3-one (12) on silica gel was developed and used as the key step to synthesize functionalized analogues of epibatidine which were evaluated for their nicotine receptor subtype selectivity in binding studies.",

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AU - Xiao, Yingxian

AU - George, Clifford

AU - Kellar, Kenneth J.

AU - Kozikowski, Alan P.

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AB - A novel method for the epimerization of endo-2-(6-chloro-3-pyridyl)-7-azabicyclo[2.2.1]heptan-3-one (12) on silica gel was developed and used as the key step to synthesize functionalized analogues of epibatidine which were evaluated for their nicotine receptor subtype selectivity in binding studies.

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Functionalization of the alicyclic skeleton of epibatidine: Synthesis and nicotinic acetylcholine receptor binding affinities of epibatidine analogues

Abstract

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