D-N-[(1-BENZYL-1H-IMIDAZOL-5-YL)-ALKYL] AND L-N-[(1-BENZYL-1H-IMIDAZOL-5-YL)-ALKYL] ACIDS AS ANGIOTENSIN-II AT-1 ANTAGONISTS

Authors
HILL DT GIRARD GR WEINSTOCK J EDWARDS RM WEIDLEY EF OHLSTEIN E PEISHOFF CE BAKER E AIYAR N
Citation
Dt. Hill et al., D-N-[(1-BENZYL-1H-IMIDAZOL-5-YL)-ALKYL] AND L-N-[(1-BENZYL-1H-IMIDAZOL-5-YL)-ALKYL] ACIDS AS ANGIOTENSIN-II AT-1 ANTAGONISTS, Bioorganic & medicinal chemistry letters, 5(1), 1995, pp. 19-24
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
1
Year of publication
1995
Pages
19 - 24
Database
ISI
SICI code
0960-894X(1995)5:1<19:DAL>2.0.ZU;2-6
Abstract
A series of D and L-N-[(1-benzyl-1H-imidazol-5-yl)-alkyl] - aromatic a mino acids (2 to 9) and several achiral analogs (1,10,11) were found t o be potent AII antagonists (nM range). Among chiral pairs the D isome r had the highest affinity for the binding site. A D-phenylalanine ana log, 3, was the most potent (IC50 3.8 nM) and had activity in vivo sim ilar to SK&F 108566 when given i.v. but was only marginally active whe n given i.d.