Imidazoline-modified benzylimidazolines as h5-HT1D/1B serotonergic ligands

Authors
Prisinzano, T Law, H Dukat, M Slassi, A MaClean, N Demchyshyn, L Glennon, RA
Citation
T. Prisinzano et al., Imidazoline-modified benzylimidazolines as h5-HT1D/1B serotonergic ligands, BIO MED CH, 9(3), 2001, pp. 613-619
Citations number
30
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
9
Issue
3
Year of publication
2001
Pages
613 - 619
Database
ISI
SICI code
0968-0896(200103)9:3<613:IBAHSL>2.0.ZU;2-3
Abstract
Sumatriptan, a h5-HT1D and h5-HT1B receptor agonist used clinically as a mi graine-abortive, produces certain side effects thought to result from its a ffinity for h(5)-HT1B receptors. The present investigation extends our work with benzylimidazolines as novel non-tryptamine h5-(HT1D/1B) ligands. The effect of N-methylation, N-benzylation, ring-aromatization, and variation o f the imidazoline ring on affinity both at h5-HT1D and h5-HT1B receptors wa s examined. Several compounds were identified with good affinity and enhanc ed(i.e., > 100-fold) h5-HT1D versus h5-HT1B selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.