omega-(Imidazol-4-yl)alkane-1-sulfonamides: a new series of potent histamine H(3) receptor antagonists

Bioorg Med Chem. 2002 Feb;10(2):425-32. doi: 10.1016/s0968-0896(01)00295-4.

Abstract

omega-(1H-Imidazol-4-yl)alkane-1-sulfonamides were prepared and found to be potent histamine H(3) receptor antagonists. High receptor affinity and a low difference in the data between the bioassays were achieved with 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide (16). Good in vitro profiles were also obtained for 2-hydroxysulfonamide and vinylsulfonamide analogues. This complements and completes the existing set of imidazole-based sulfonamides and sulfamides.

MeSH terms

  • Animals
  • Benzyl Compounds / chemistry*
  • Benzyl Compounds / pharmacology*
  • Biochemistry / methods
  • Cerebral Cortex / drug effects
  • Cerebral Cortex / metabolism
  • Drug Evaluation, Preclinical / methods
  • Guinea Pigs
  • Histamine Antagonists / chemistry*
  • Histamine Antagonists / pharmacology*
  • Imidazoles / chemistry*
  • Imidazoles / pharmacology*
  • Receptors, Histamine H3 / drug effects*
  • Structure-Activity Relationship

Substances

  • 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide
  • Benzyl Compounds
  • Histamine Antagonists
  • Imidazoles
  • Receptors, Histamine H3