Synthesis of N-substituted 9-azabicyclo[3.3.1]nonan-3 alpha-YL phenylcarbamate analogs as sigma-2 receptor ligands | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

7450031

Reference Type

Journal Article

Title

Synthesis of N-substituted 9-azabicyclo[3.3.1]nonan-3 alpha-YL phenylcarbamate analogs as sigma-2 receptor ligands

Author(s)

Mach, RH; Vangveravong, S; Huang, YS; Yang, B; Blair, JB; Wu, L

Year

2002

Is Peer Reviewed?

Journal

Medicinal Chemistry Research
ISSN: 1054-2523
EISSN: 1554-8120

Publisher

Birkhauser Boston

Volume

Issue

Page Numbers

380-398

Language

English

Web of Science Id

WOS:000183116200002

Abstract

Aseries of N-substituted-9-azabicyclo[3.3.1]nonan-3Î±-yl)carbamate analogs was prepared and their affinities for sigma (Ï1 and Ï2) receptors was measured in vitro. The results of this structure-activity relationship study identified a novel compound, N-(9-(4-aminophenethyl))-9-azabicyclo[3.3.1]nonan-3Î±-yl)-Nâ²- (2-methoxy-5-methylphenyl)carbamate (2f), having a high affinity and excellent selectivity for Ï2 versus Ï1receptors. This compound should be a useful ligand for characterizing the functional role of Ï2 receptors in vivo.

Keywords

9 aza bicyclo[3.3.1]nonan 3alpha ylphenylcarbamate derivative; bicyclo compound; carbamic acid derivative; ligand; n [9 (4 aminophenethyl) 9 azabicyclo[3.3.1]nonan 3alpha yl] n' (2 methoxy 5 methylphenyl)carbamate; sigma 1 opiate receptor; sigma 2 opiate receptor; sigma opiate receptor; unclassified drug; animal tissue; article; binding affinity; drug receptor binding; drug selectivity; drug synthesis; in vitro study; male; nonhuman; rat; structure activity relation