(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.
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.
Charlier
Caroline
C
Laboratory of Structural Biological Chemistry, Facultés Universitaires N.-D. de la Paix, 61 Rue de Bruxelles, B-5000 Namur, Belgium.
Delayen
Aurelie
A
Norberg
Bernadette
B
Hénichart
Jean Pierre
JP
Wouters
Johan
J
D018360:Crystallography, X-Ray; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D006860:Hydrogen Bonding; D016859:Lipoxygenase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry*; D013441:Sulfinic Acids / Q000737:chemistry*
C515546:(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; D016861:Cyclooxygenase Inhibitors; D016859:Lipoxygenase Inhibitors; D009025:Morpholines; D013441:Sulfinic Acids