Novel small molecule bradykinin B1 receptor antagonists. Part 2: 5-membered diaminoheterocycles.
Efforts to find new bradykinin B(1) receptor antagonists identified 2-aminobenzimidazole as a novel core. Subsequent transformation into five-membered diaminoheterocycle derivatives and their synthesis and SAR is described. This resulted in compounds with low nanomolar activity.
Zischinsky
Gunther
G
Jerini AG, Invalidenstrasse 130, 10115 Berlin, Germany.
Stragies
Roland
R
Schaudt
Marco
M
Pfeifer
Jochen R
JR
Gibson
Christoph
C
Locardi
Elsa
E
Scharn
Dirk
D
Richter
Uwe
U
Kalkhof
Holger
H
Dinkel
Klaus
K
Schnatbaum
Karsten
K
D001562:Benzimidazoles / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D065169:Bradykinin B1 Receptor Antagonists; D002460:Cell Line; D003959:Diamines / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D005347:Fibroblasts / Q000187:drug effects / Q000378:metabolism; D006571:Heterocyclic Compounds / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D006801:Humans; D043783:Receptor, Bradykinin B1 / Q000378:metabolism; D013329:Structure-Activity Relationship
D001562:Benzimidazoles; D065169:Bradykinin B1 Receptor Antagonists; D003959:Diamines; D006571:Heterocyclic Compounds; D043783:Receptor, Bradykinin B1; C027391:2-aminobenzimidazole