N-(3-Phenoxy-4-pyridinio)methanesulfonamidate

Acta Crystallogr C. 2002 Feb;58(Pt 2):o88-9. doi: 10.1107/s0108270101018595. Epub 2002 Jan 23.

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.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminopyridines / chemistry*
  • Crystallography, X-Ray
  • Cyclooxygenase 2
  • Cyclooxygenase 2 Inhibitors
  • Cyclooxygenase Inhibitors / chemistry*
  • Hydrogen Bonding
  • Isoenzymes / antagonists & inhibitors*
  • Models, Molecular
  • Prostaglandin-Endoperoxide Synthases
  • Sulfonamides / chemistry*

Substances

  • Aminopyridines
  • Cyclooxygenase 2 Inhibitors
  • Cyclooxygenase Inhibitors
  • Isoenzymes
  • N-(3-phenoxy-4-pyridinio)methanesulfonamidate
  • Sulfonamides
  • Cyclooxygenase 2
  • Prostaglandin-Endoperoxide Synthases
  • nimesulide