Novel small molecule bradykinin B1 receptor antagonists. Part 2: 5-membered diaminoheterocycles

Gunther Zischinsky; Roland Stragies; Marco Schaudt; Jochen R Pfeifer; Christoph Gibson; Elsa Locardi; Dirk Scharn; Uwe Richter; Holger Kalkhof; Klaus Dinkel; Karsten Schnatbaum

doi:10.1016/j.bmcl.2009.11.120

Novel small molecule bradykinin B1 receptor antagonists. Part 2: 5-membered diaminoheterocycles

Bioorg Med Chem Lett. 2010 Feb 1;20(3):1229-32. doi: 10.1016/j.bmcl.2009.11.120. Epub 2009 Dec 2.

Authors

Gunther Zischinsky¹, Roland Stragies, Marco Schaudt, Jochen R Pfeifer, Christoph Gibson, Elsa Locardi, Dirk Scharn, Uwe Richter, Holger Kalkhof, Klaus Dinkel, Karsten Schnatbaum

Affiliation

¹ Jerini AG, Invalidenstrasse 130, 10115 Berlin, Germany.

PMID: 20015651
DOI: 10.1016/j.bmcl.2009.11.120

Abstract

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.

Publication types

Comparative Study

MeSH terms

Benzimidazoles / chemistry*
Benzimidazoles / metabolism
Benzimidazoles / pharmacology
Bradykinin B1 Receptor Antagonists*
Cell Line
Diamines / chemistry
Diamines / metabolism
Diamines / pharmacology
Fibroblasts / drug effects
Fibroblasts / metabolism
Heterocyclic Compounds / chemistry
Heterocyclic Compounds / metabolism
Heterocyclic Compounds / pharmacology
Humans
Receptor, Bradykinin B1 / metabolism
Structure-Activity Relationship

Substances

Benzimidazoles
Bradykinin B1 Receptor Antagonists
Diamines
Heterocyclic Compounds
Receptor, Bradykinin B1
2-aminobenzimidazole