3-[4-(methylsulfonyl)phenyl]-4-phenyl-5-(trifluoromethyl)-isoxazole

• CAT Number: R067349
• CAS Number: 340267-36-9
• Molecular Formula: C17H12F3NO3S
• Molecular Weight: 367.342
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 3-(4-methylsulfonylphenyl)-4-phenyl-5-(trifluoromethyl)-1,2-oxazole
• InChI: InChI=1S/C17H12F3NO3S/c1-25(22,23)13-9-7-12(8-10-13)15-14(11-5-3-2-4-6-11)16(24-21-15)17(18,19)20/h2-10H,1H3
• InChIKey: KKBWWVXRKULXHF-UHFFFAOYSA-N
• SMILES: CS(=O)(=O)C1=CC=C(C=C1)C2=NOC(=C2C3=CC=CC=C3)C(F)(F)F

Many non-<wbr></wbr>steroidal anti-<wbr></wbr>inflammatory drugs (NSAIDs) are potent but non-<wbr></wbr>selective inhibitors of both COX-<wbr></wbr>1 and COX-<wbr></wbr>2 in humans. CAY10404 is one of the most selective inhibitors of COX-<wbr></wbr>2 which has been reported to date, with a selectivity index (SI; SI = IC50 COX-<wbr></wbr>1/IC50 COX-<wbr></wbr>2) of >500,000. (The COX-<wbr></wbr>1 IC50 is >500 mM, and COX-<wbr></wbr>2 IC50 is <1 nM.) As a reference point, the SI of celecoxib is about 400. Thus, CAY10404 has an SI which is several logs greater than the first generation of selective COX-<wbr></wbr>2 inhibitors, and is comparable to the SI of second generation selective COX-<wbr></wbr>2 inhibitors, such as valdecoxib and etoricoxib.

Reference

1.Barnett, J.,Chow, J.,Ives, D., et al. Purification, characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system. Biochim Biophys. Acta. 1209(1), 130-139 (1994).