Ring constrained analogues of beta-alanine-containing GPIIb/IIIa receptor antagonists

Bioorg Med Chem Lett. 2000 Mar 6;10(5):449-52. doi: 10.1016/s0960-894x(00)00023-8.

Abstract

A series of ring constrained analogues of the GPIIb/IIIa receptor antagonist XR299 (1) was investigated as potential inhibitors of glycoprotein IIb/IIIa, a platelet receptor that plays a key role in platelet aggregation and platelet adhesion. Ring size was found to have a large effect on in vitro potency. Selected compounds showed good in vitro activity, a preference for binding to activated platelets, and modest duration of action when dosed i.v. as a racemate in a canine model.

MeSH terms

  • Humans
  • In Vitro Techniques
  • Isoxazoles / chemistry
  • Isoxazoles / pharmacology
  • Molecular Conformation
  • Nitrogen / chemistry
  • Platelet Adhesiveness / drug effects
  • Platelet Aggregation / drug effects
  • Platelet Aggregation Inhibitors / chemical synthesis
  • Platelet Aggregation Inhibitors / pharmacology
  • Platelet Glycoprotein GPIIb-IIIa Complex / antagonists & inhibitors*
  • beta-Alanine / chemistry*
  • beta-Alanine / pharmacology*

Substances

  • Isoxazoles
  • Platelet Aggregation Inhibitors
  • Platelet Glycoprotein GPIIb-IIIa Complex
  • XR 299
  • beta-Alanine
  • Nitrogen