Discovery of 4'-[(imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/angiotensin II receptor antagonists

Bioorg Med Chem Lett. 2003 Mar 24;13(6):1093-6. doi: 10.1016/s0960-894x(03)00018-0.

Abstract

A series of 4'-[(imidazol-1-yl)methyl]biphenylsulfonamides has potent antagonist activity against both angiotensin II AT(1) and endothelin ET(A) receptors. Such dual-acting antagonists could have utility in the treatment of hypertension, heart failure, and other cardiovascular diseases in a broad patient population. Certain compounds in the present series are orally active in a rat model of angiotensin II-mediated hypertension.

MeSH terms

  • Angiotensin Receptor Antagonists*
  • Animals
  • Binding Sites / drug effects
  • Biphenyl Compounds / chemical synthesis*
  • Biphenyl Compounds / pharmacology*
  • Blood Pressure / drug effects
  • Caco-2 Cells
  • Drug Design
  • Endothelin Receptor Antagonists*
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / pharmacology
  • Indicators and Reagents
  • Male
  • Rats
  • Rats, Sprague-Dawley
  • Receptor, Angiotensin, Type 1
  • Receptor, Endothelin A
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / pharmacology*

Substances

  • Angiotensin Receptor Antagonists
  • Biphenyl Compounds
  • Endothelin Receptor Antagonists
  • Imidazoles
  • Indicators and Reagents
  • Receptor, Angiotensin, Type 1
  • Receptor, Endothelin A
  • Sulfonamides