Oxyguanidines: application to non-peptidic phenyl-based thrombin inhibitors

Bioorg Med Chem Lett. 2003 Apr 17;13(8):1495-8. doi: 10.1016/s0960-894x(03)00125-2.

Abstract

Although thrombin has been extensively researched with many examples of potent and selective inhibitors, the key characteristics of oral bioavailability and long half-life have been elusive. We report here a novel series non-peptidic phenyl-based, highly potent, highly selective and orally bioavailable thrombin inhibitors using oxyguanidines as guanidine-mimetics.

MeSH terms

  • Administration, Oral
  • Animals
  • Benzene Derivatives / chemistry*
  • Benzene Derivatives / pharmacokinetics
  • Benzene Derivatives / pharmacology*
  • Biological Availability
  • Caco-2 Cells
  • Dogs
  • Guanidines / chemistry*
  • Guanidines / pharmacokinetics
  • Guanidines / pharmacology*
  • Humans
  • Mice
  • Microsomes / drug effects
  • Rats
  • Serine Endopeptidases / drug effects
  • Serine Proteinase Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Thrombin / antagonists & inhibitors*

Substances

  • Benzene Derivatives
  • Guanidines
  • Serine Proteinase Inhibitors
  • Serine Endopeptidases
  • Thrombin