o-Chlorobenzenesulfonamidic derivatives of (aryloxy)propanolamines as beta-blocking/diuretic agents

J Med Chem. 1993 Jan 8;36(1):157-61. doi: 10.1021/jm00053a020.

Abstract

A series of compounds 1b-f, 2b-f, and 3b-f having an o-chlorobenzenesulfonamidic diuretic moiety variously linked to the nitrogen side chain of the beta-blocking (aryloxy)propanolamine pharmacophore were prepared and tested for their beta 1-adrenoceptor affinity. For all the active compounds, beta-blocking and diuretic activities were investigated in rats; the structure--activity relationships are discussed. Some of the compounds displayed varying levels of both properties and among these, compounds 1c and 2c have been chosen for further development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic beta-Antagonists / chemical synthesis*
  • Adrenergic beta-Antagonists / chemistry
  • Adrenergic beta-Antagonists / pharmacology
  • Animals
  • Binding Sites / drug effects
  • Diuretics / chemical synthesis*
  • Male
  • Propanolamines / chemical synthesis*
  • Propanolamines / chemistry
  • Propanolamines / pharmacology
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology
  • Turkeys

Substances

  • Adrenergic beta-Antagonists
  • Diuretics
  • Propanolamines
  • Sulfonamides