Carbazolothiophene-2-carboxylic acid derivatives as endothelin receptor antagonists

Bioorg Med Chem Lett. 2004 Mar 8;14(5):1129-32. doi: 10.1016/j.bmcl.2003.12.067.

Abstract

The SmI(2)-promoted three-component coupling reaction of thiophene-2-carboxylate, indole-2-carbaldehyde and acetophenone provides an expedient route to a series of tetracyclic carbazolothiophene compounds bearing the indole and thiophene rings. Among these samples, 9-benzyl-4-methyl-4-(4-hydroxyphenyl)-10-oxo-4,10-dihydrocarbazolo[2,3-b]thiophene-2-carboxylic acid (18) shows the most potent inhibition against the endothelin-1 induced increase of intracellular calcium ion concentration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • CHO Cells
  • Carbazoles / chemistry
  • Carbazoles / pharmacology*
  • Carboxylic Acids / chemistry
  • Carboxylic Acids / pharmacology*
  • Cricetinae
  • Endothelin Receptor Antagonists*
  • Rats
  • Thiophenes / chemistry
  • Thiophenes / pharmacology*

Substances

  • Carbazoles
  • Carboxylic Acids
  • Endothelin Receptor Antagonists
  • Thiophenes