Synthesis and structure-activity relationships of novel phenylcyanoguanidine derivatives as potassium channel openers

Chemical & Pharmaceutical Bulletin
K YoshiizumiK Yoshino

Abstract

3,5-Di-substituted phenylcyanoguanidine derivatives with halogen, cyano and/or nitro groups at the 3- and 5-positions of the benzene ring exhibited very strong smooth muscle relaxation activity in vitro, as compared to pinacidil. Among them, N-(3-chloro-5-cyanophenyl)-N'-cyano-N" -tert-pentylguanidine (5s) showed 27-fold more potent activity than pinacidil, and exhibited a stronger and more lasting antihypertensive effect than pinacidil by oral administration to spontaneously hypertensive rats. We propose a new pharmacophore model in which the essential factors for binding to the potassium channel are an NH and a bulky alkyl group.

Citations

Jan 6, 2004·Medicinal Research Reviews·Raimund Mannhold
May 28, 2004·Journal of Medicinal Chemistry·Tina M TagmoseJohn Bondo Hansen
Jun 4, 2005·Organic Letters·Sean K HamiltonYong-Qian Wu

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antihypertensive Agents: Mechanisms of Action

Antihypertensive drugs are used to treat hypertension (high blood pressure) which aims to prevent the complications of high blood pressure, such as stroke and myocardial infarction. Discover the latest research on antihypertensive drugs and their mechanism of action here.