Potent, selective benzenesulfonamide agonists of the human beta 3 adrenergic receptor

Bioorg Med Chem Lett. 1998 May 5;8(9):1101-6. doi: 10.1016/s0960-894x(98)00169-3.

Abstract

A cloned human beta 3 adrenergic receptor assay was used to identify phenoxypropanolamine agonist 1. SAR studies led to the identification of benzenesulfonamide derivative 20, a 6.3 nM beta 3 agonist which shows 30-fold selectivity for beta 3 agonist activity over beta 1 and beta 2 receptor binding. Further refinement of this lead provided 4-bromo derivative 39, a subnanomolar agonist with 660-fold and 230-fold selectivity over beta 1 and beta 2, respectively.

MeSH terms

  • Adrenergic beta-Agonists / chemical synthesis*
  • Adrenergic beta-Agonists / chemistry
  • Adrenergic beta-Agonists / pharmacology
  • Benzenesulfonamides
  • Cloning, Molecular
  • Drug Design
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Propanolamines / chemical synthesis*
  • Propanolamines / chemistry*
  • Propanolamines / pharmacology
  • Receptors, Adrenergic, beta / drug effects*
  • Receptors, Adrenergic, beta / physiology
  • Receptors, Adrenergic, beta-1 / drug effects
  • Receptors, Adrenergic, beta-2 / drug effects
  • Receptors, Adrenergic, beta-3
  • Recombinant Proteins / drug effects
  • Recombinant Proteins / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry*
  • Sulfonamides / pharmacology

Substances

  • Adrenergic beta-Agonists
  • Propanolamines
  • Receptors, Adrenergic, beta
  • Receptors, Adrenergic, beta-1
  • Receptors, Adrenergic, beta-2
  • Receptors, Adrenergic, beta-3
  • Recombinant Proteins
  • Sulfonamides
  • CGP 12177