title: Terbogrel, a dual-acting agent for thromboxane receptor antagonism and thromboxane synthase inhibition.
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.
authors.affiliation: Laboratoire de Chimie Moléculaire Structurale, Facultés Universitaires Notre-Dame de la Paix, 61 Rue de Bruxelles, B-5000 Namur, Belgium. catherine.michaux@scf.fundp.ac.be.
authors.forename: C
authors.initials: C
authors.lastname: Michaux
authors.forename: B
authors.initials: B
authors.lastname: Norberg
authors.forename: J M
authors.initials: JM
authors.lastname: Dogné
authors.forename: F
authors.initials: F
authors.lastname: Durant
authors.forename: B
authors.initials: B
authors.lastname: Masereel
authors.forename: J
authors.initials: J
authors.lastname: Delarge
authors.forename: J
authors.initials: J
authors.lastname: Wouters
mesh_terms: D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D011725:Pyridines / Q000737:chemistry*; D017482:Receptors, Thromboxane / Q000037:antagonists & inhibitors*; D013930:Thromboxane-A Synthase / Q000037:antagonists & inhibitors*
chemical_list: D004791:Enzyme Inhibitors; D011725:Pyridines; D017482:Receptors, Thromboxane; C112331:terbogrel; D013930:Thromboxane-A Synthase