THE CHEMICAL EVOLUTION OF 2-[5-(1,2,4-TRIAZOL-4-YL)-1H-INDOL-3-YL]ETHYLAMINE (L-741,604) AND ANALOGS - POTENT AND SELECTIVE AGONISTS FOR 5-HT1D RECEPTORS

Authors
STERNFELD F BAKER R BROUGHTON HB GUIBLIN AR JELLEY RA MATASSA VG REEVE AJ BEER MS STANTON JA HARGREAVES RJ SHEPHEARD SL LONGMORE J RAZZAQUE Z GRAHAM MI SOHAL B STREET LJ
Citation
F. Sternfeld et al., THE CHEMICAL EVOLUTION OF 2-[5-(1,2,4-TRIAZOL-4-YL)-1H-INDOL-3-YL]ETHYLAMINE (L-741,604) AND ANALOGS - POTENT AND SELECTIVE AGONISTS FOR 5-HT1D RECEPTORS, Bioorganic & medicinal chemistry letters, 6(15), 1996, pp. 1825-1830
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
15
Year of publication
1996
Pages
1825 - 1830
Database
ISI
SICI code
0960-894X(1996)6:15<1825:TCEO2>2.0.ZU;2-Q
Abstract
Optimisation of a series of 5-(heterocyclyl)tryptamines led to the ide ntification of the symmetrically substituted, N-4 linked 1,2,4-triazol e as the best indole C-5 substituent for 5-HT1D receptor affinity and selectivity. The triazole (8) is the most potent and selective, orally bioavailable, 5-HT1D receptor agonist identified to date, showing an order of magnitude greater potency than the clinical compound sumatrip tan with improved subtype selectivity. Copyright (C) 1996 Elsevier Sci ence Ltd