From ATP to AZD6140: the discovery of an orally active reversible P2Y12 receptor antagonist for the prevention of thrombosis

Bioorg Med Chem Lett. 2007 Nov 1;17(21):6013-8. doi: 10.1016/j.bmcl.2007.07.057. Epub 2007 Aug 19.

Abstract

Starting from adenosine triphosphate (ATP), the identification of a novel series of P2Y(12) receptor antagonists and exploitation of their SAR is described. Modifications of the acidic side chain and the purine core and investigation of hydrophobic substituents led to a series of neutral molecules. The leading compound, 17 (AZD6140), is currently in a large phase III clinical trial for the treatment of acute coronary syndromes and prevention of thromboembolic clinical sequelae.

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / therapeutic use
  • Adenosine Triphosphate / therapeutic use*
  • Administration, Oral
  • Animals
  • Humans
  • Membrane Proteins / antagonists & inhibitors*
  • Purinergic P2 Receptor Antagonists*
  • Receptors, Purinergic P2Y12
  • Thrombosis / prevention & control*
  • Ticagrelor

Substances

  • Membrane Proteins
  • P2RY12 protein, human
  • Purinergic P2 Receptor Antagonists
  • Receptors, Purinergic P2Y12
  • Adenosine Triphosphate
  • Ticagrelor
  • Adenosine