N-(3-Phenoxy-4-pyridinio)methanesulfonamidate.
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.
Michaux
Catherine
C
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
Charlier
Caroline
C
Julémont
Fabien
F
Dogné
Jean-Michel
JM
de Leval
Xavier
X
Norberg
Bernadette
B
Pirotte
Bernard
B
Durant
François
F
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*
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