title: N-(3-Phenoxy-4-pyridinio)methanesulfonamidate.
abstract: The title compound, C(12)H(12)N(2)O(3)S, is a strict pyridine analogue of nimesulide, a selective inhibitor of cyclooxygenase-2. The structure is characterized by a pyridinium ring with a deprotonated sulfonamide group. An intermolecular charge-assisted hydrogen bond between these two groups is observed within the crystal packing, linking the molecules into an infinite chain running along the b-axis direction.
authors.affiliation: Laboratoire de Chimie Moléculaire Structurale, Facultés Universitaires Notre-Dame de la Paix, 61 Rue de Bruxelles, B-5000 Namur, Belgium. catherine.michaux@fundp.ac.be
authors.forename: Catherine
authors.initials: C
authors.lastname: Michaux
authors.forename: Caroline
authors.initials: C
authors.lastname: Charlier
authors.forename: Fabien
authors.initials: F
authors.lastname: Julémont
authors.forename: Jean-Michel
authors.initials: JM
authors.lastname: Dogné
authors.forename: Xavier
authors.initials: X
authors.lastname: de Leval
authors.forename: Bernadette
authors.initials: B
authors.lastname: Norberg
authors.forename: Bernard
authors.initials: B
authors.lastname: Pirotte
authors.forename: François
authors.initials: F
authors.lastname: Durant
mesh_terms: D000631:Aminopyridines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry*; D006860:Hydrogen Bonding; D007527:Isoenzymes / Q000037:antagonists & inhibitors*; D008958:Models, Molecular; D011451:Prostaglandin-Endoperoxide Synthases; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D000631:Aminopyridines; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D007527:Isoenzymes; C454606:N-(3-phenoxy-4-pyridinio)methanesulfonamidate; D013449:Sulfonamides; D051546:Cyclooxygenase 2; D011451:Prostaglandin-Endoperoxide Synthases; C012655:nimesulide