4-(4-methanesulfonylphenyl)-3-(2H5)phenyl-2,5-dihydrofuran-2-one

• ChemBase ID: 179528
• Molecular Formular: C17H14O4S
• Molecular Mass: 314.35566
• Monoisotopic Mass: 314.06127993
• SMILES: C1(=C(COC1=O)c1ccc(cc1)S(=O)(=O)C)c1ccccc1
• Canonical SMILES: O=C1OCC(=C1c1ccccc1)c1ccc(cc1)S(=O)(=O)C
• InChI: InChI=1S/C17H14O4S/c1-22(19,20)14-9-7-12(8-10-14)15-11-21-17(18)16(15)13-5-3-2-4-6-13/h2-10H,11H2,1H3
• InChIKey: RZJQGNCSTQAWON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-methanesulfonylphenyl)-3-(^2H₅)phenyl-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-(4-methanesulfonylphenyl)-3-(^2H₅)phenyl-5H-furan-2-one
• Synonyms: 4-[4-(Methylsulfonyl)phenyl]-3-(phenyl-d5)-2(5H)-furanone; 3-(4-Methanesulfonylphenyl)-2-(phenyl-d5)-2-buten-4-olide; 3-(Phenyl-d5)-4-[4-(Methylsulfonyl)phenyl]-2(5H)-furanone; MK 0966-d5; MK 966-d5; Rhuma-cure-d5; Rofecoxib-d5; Vioxx-d5 (Major)

Database IDs

• CAS Number: 544684-93-7
• PubChem SID: 164235438
• PubChem CID: 11681277

CALCULATED PROPERTIES

• Acid pKa: 14.839777
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5609105
• LogD (pH = 7.4): 2.5609105
• Log P: 2.5609105
• Molar Refractivity: 84.0801 cm^3
• Polarizability: 33.2163 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 208-210°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - V670002

A selective labelled cyclooxygenase-2 (COX-2) inhibitor. Use as an anti-inflammatory, analgesic.

REFERENCES

• Catalla-Lawson, F., et al.: J. Pharmacol. Exp. Ther., 289, 735 (1999)
• Ehrich, E.W., et al.: Clin. Pharmacol. Ther., 65, 336 (1999)
• Langman, M.J., et al.: J. Am. Med. Assoc., 282, 1929 (1999)