Bioisosteric replacement strategy for the synthesis of 1-azacyclic compounds with high affinity for the central nicotinic cholinergic receptors

Authors
Olesen, PH Tonder, JE Hansen, JB Hansen, HC Rimvall, K
Citation
Ph. Olesen et al., Bioisosteric replacement strategy for the synthesis of 1-azacyclic compounds with high affinity for the central nicotinic cholinergic receptors, BIO MED CH, 8(6), 2000, pp. 1443-1450
Citations number
15
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
8
Issue
6
Year of publication
2000
Pages
1443 - 1450
Database
ISI
SICI code
0968-0896(200006)8:6<1443:BRSFTS>2.0.ZU;2-8
Abstract
Bioisosteric replacement of the isoxazole heterocycle in (3-methyl-5-isoxaz olyl)methylene-azacyclic compounds with pyridine, oxadiazole, or an acyl gr oup resulted in ligands with high to moderate affinity for the central nico tinic cholinergic receptors (IC50 = 2.0 to IC50 > 1000 nM) labeled by [H-3] methylcarbamylcholine. Additionally, further support of an important distan ce parameter for high-affinity nicotinic compounds has been provided. (C) 2 000 Elsevier Science Ltd. All rights reserved.