Synthesis of the highly selective Na+/H+ exchange inhibitors cariporide mesilate and (3-methanesulfonyl-4-piperidino-benzoyl) guanidine methanesulfonate

Arzneimittelforschung. 1997 Nov;47(11):1204-7.

Abstract

The syntheses of cariporide mesilate ((4-isopropyl-3-methanesulfonyl-benzoyl) guanidine methanesulfonate, HOE 642, CAS 159138-81-5), currently being clinically investigated as a protective drug in cardiac ischemia and reperfusion states, and of HOE 694 ((3-methanesulfonyl-4-piperidino-benzoyl)guanidine methanesulfonate, CAS 149725-40-6), widely used as a physiological and pharmacological research tool in studies comprising Na+/H+ exchange (NHE) inhibition, are described. Additionally, their selectivity on the different subtypes is disclosed.

MeSH terms

  • Amiloride / pharmacology
  • Cell Line
  • Diuretics / pharmacology
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Guanidines / chemical synthesis*
  • Guanidines / pharmacology
  • Sodium-Hydrogen Exchangers / antagonists & inhibitors*
  • Sulfones / chemical synthesis*
  • Sulfones / pharmacology

Substances

  • Diuretics
  • Enzyme Inhibitors
  • Guanidines
  • Sodium-Hydrogen Exchangers
  • Sulfones
  • 3-methylsulfonyl-4-piperidinobenzoyl guanidine
  • Amiloride