(2RS,5SR,6SR)-methyl 4-{cis-2-[3-fluoro-5-(4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl)phenoxymethyl]-6-hydroxy-3-phenylmorpholino}benzenesulfinate

Acta Crystallogr C. 2006 Feb;62(Pt 2):o92-4. doi: 10.1107/S0108270106001065. Epub 2006 Jan 21.

Abstract

The title compound, C30H34FNO7S, is a key intermediate in the design of dual 5-LOX (5-lipoxygenase)/COX-2 (cyclooxygenase-2) inhibitors. The compound crystallizes as a racemate. Linear hydrogen-bonded chains are aligned along the [201] direction, and stacked pi-pi interactions and C-H...O contacts stabilize the crystal structure.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Cyclooxygenase Inhibitors / chemistry*
  • Cyclooxygenase Inhibitors / pharmacology
  • Hydrogen Bonding
  • Lipoxygenase Inhibitors / chemistry*
  • Lipoxygenase Inhibitors / pharmacology
  • Models, Molecular
  • Molecular Structure
  • Morpholines / chemistry*
  • Sulfinic Acids / chemistry*

Substances

  • (2RS,5SR,6SR)-methyl 4-(cis-2-(3-fluoro-5-(4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl)phenoxymethyl)-6-hydroxy-3-phenylmorpholino)benzenesulfinate
  • Cyclooxygenase Inhibitors
  • Lipoxygenase Inhibitors
  • Morpholines
  • Sulfinic Acids