Terbogrel, a dual-acting agent for thromboxane receptor antagonism and thromboxane synthase inhibition

Acta Crystallogr C. 2000 Oct:56 ( Pt 10):1265-6. doi: 10.1107/s0108270100009872.

Abstract

Terbogrel, (E)-6-[4-(3-tert-butyl-2-cyanoguanidino)phenyl]-6-(3-pyridyl)hex-5 -enoic acid, C(23)H(27)N(5)O(2), a mixed thromboxane A(2) receptor antagonist and thromboxane A(2) synthase inhibitor, shows a hairpin-like conformation stabilized by an intramolecular hydrogen bond. A structural feature characteristic of the thromboxane A(2) synthase inhibitor mode is observed: a distance of 8.4257 (19) A between the pyridine N atom and the carboxyl group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Enzyme Inhibitors / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Conformation
  • Pyridines / chemistry*
  • Receptors, Thromboxane / antagonists & inhibitors*
  • Thromboxane-A Synthase / antagonists & inhibitors*

Substances

  • Enzyme Inhibitors
  • Pyridines
  • Receptors, Thromboxane
  • terbogrel
  • Thromboxane-A Synthase