title: N-tert-butyl-N'-[5-cyano-2-(4-methylphenoxy)phenylsulfonyl]urea, a new TXA₂ receptor antagonist.
abstract: The title compound, C₁₉H₂₁N₃O₄S, crystallizes in the space group P2/c with two molecules in the asymmetric unit. The conformation of both molecules is very similar and is mainly determined by an intramolecular N-H∙∙∙O hydrogen bond between a urea N atom and a sulfonyl O atom. The O and second N atom of the urea groups are involved in dimer formation via N-H∙∙∙O hydrogen bonds. The intramolecular hydrogen-bonding motif and conformation of the C-SO₂-NH(C=O)-NH-C fragment are explored and compared using the Cambridge Structural Database and theoretical calculations. The crystal packing is characterized by π-π stacking between the 5-cyanobenzene rings.
authors.affiliation: Department of Medicinal Chemistry, Drug Research Center, University of Liège, Avenue de l'Hôpital 1, B-4000 Liège, Belgium.
authors.forename: Sylvie Mireille
authors.initials: SM
authors.lastname: Bambi-Nyanguile
authors.forename: Peter
authors.initials: P
authors.lastname: Mangwala Kimpende
authors.forename: Bernard
authors.initials: B
authors.lastname: Pirotte
authors.forename: Luc
authors.initials: L
authors.lastname: Van Meervelt
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D044244:Receptors, Thromboxane A2, Prostaglandin H2 / Q000037:antagonists & inhibitors*; D013453:Sulfonylurea Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D044244:Receptors, Thromboxane A2, Prostaglandin H2; D013453:Sulfonylurea Compounds
keywords: TXA2 receptor antagonist; crystal structure; pharmaceutical compounds; urea derivatives