Anthranilamide inhibitors of factor Xa

Bioorg Med Chem Lett. 2007 Sep 1;17(17):4832-6. doi: 10.1016/j.bmcl.2007.06.051. Epub 2007 Jun 20.

Abstract

SAR about the B-ring of a series of N(2)-aroyl anthranilamide factor Xa (fXa) inhibitors is described. B-ring o-aminoalkylether and B-ring p-amine probes of the S1' and S4 sites, respectively, afforded picomolar fXa inhibitors that performed well in in vitro anticoagulation assays.

MeSH terms

  • Anticoagulants / chemistry
  • Antithrombin III / chemical synthesis*
  • Antithrombin III / chemistry
  • Binding Sites
  • Chemistry, Pharmaceutical / methods
  • Dose-Response Relationship, Drug
  • Drug Design
  • Drug Evaluation, Preclinical
  • Factor Xa Inhibitors*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / pharmacology*
  • Humans
  • Kinetics
  • Models, Chemical
  • Molecular Conformation
  • Structure-Activity Relationship
  • ortho-Aminobenzoates / chemical synthesis
  • ortho-Aminobenzoates / pharmacology*

Substances

  • Anticoagulants
  • Factor Xa Inhibitors
  • Fluorescent Dyes
  • ortho-Aminobenzoates
  • Antithrombin III
  • anthranilamide