Discovery and structure-activity relationships of a novel series of benzopyran-based K(ATP) openers for urge urinary incontinence

Bioorg Med Chem. 2009 Jan 15;17(2):855-66. doi: 10.1016/j.bmc.2008.11.055. Epub 2008 Nov 27.

Abstract

A novel series of benzopyran derivatives were synthesized and evaluated as K(ATP) channel openers. Structure-activity relationships were investigated around 4-position of the benzopyran nucleus. Optimization of 4-substituent with some heterocyclic rings led to compound 13b bearing a benzo[d]isoxazol-3-one moiety as a potent and selective K(ATP) channel opener in vitro. In two anesthetized rat models of myogenic bladder overactivity, compound 13b was found to inhibit spontaneous bladder contractions.

MeSH terms

  • Animals
  • Benzopyrans / pharmacology*
  • Disease Models, Animal
  • Potassium Channels, Inwardly Rectifying / agonists*
  • Rats
  • Structure-Activity Relationship
  • Urinary Bladder / drug effects
  • Urinary Bladder / physiopathology
  • Urinary Incontinence, Urge / drug therapy*

Substances

  • Benzopyrans
  • Potassium Channels, Inwardly Rectifying