Design, synthesis, and biological activity of novel purine and bicyclic pyrimidine factor Xa inhibitors

Bioorg Med Chem Lett. 1998 Aug 18;8(16):2235-40. doi: 10.1016/s0960-894x(98)00386-2.

Abstract

The synthesis of amidinoaryloxy 9-benzyl-8-methyl-9H-purine, 7,8-dihydropteridine-6(5H)-one and 5,7-dihydropyrimido[4,5-b][1,4]oxazine-6-one inhibitors of Factor Xa is described. These compounds show nanomolar potency against FXa and maintain high selectivity over thrombin and trypsin.

MeSH terms

  • Animals
  • Anticoagulants / chemical synthesis*
  • Anticoagulants / chemistry
  • Anticoagulants / pharmacology
  • Binding Sites
  • Cattle
  • Drug Design
  • Factor Xa / chemistry
  • Factor Xa Inhibitors*
  • Humans
  • Indicators and Reagents
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Protein Conformation
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology
  • Structure-Activity Relationship
  • Thrombin / antagonists & inhibitors
  • Trypsin Inhibitors / chemical synthesis
  • Trypsin Inhibitors / pharmacology

Substances

  • Anticoagulants
  • Factor Xa Inhibitors
  • Indicators and Reagents
  • Pyrimidines
  • Trypsin Inhibitors
  • Thrombin
  • Factor Xa