4-[5-(13C)methyl-3-phenyl(5-13C,2-15N)-1,2-oxazol-4-yl]benzene-1-sulfonamide

• ChemBase ID: 179414
• Molecular Formular: C16H14N2O3S
• Molecular Mass: 317.33767857
• Monoisotopic Mass: 317.07625789
• SMILES: c1cc(ccc1c1[13c](o[15n]c1c1ccccc1)[13CH3])S(=O)(=O)N
• Canonical SMILES: [13CH3][13c]1o[15n]c(c1c1ccc(cc1)S(=O)(=O)N)c1ccccc1
• InChI: InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)/i1+1,11+1,18+1
• InChIKey: LNPDTQAFDNKSHK-LQFUBYOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzene-1-sulfonamide
• IUPAC Traditional name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzenesulfonamide
• Synonyms: 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamide-13C2,15N; Bextra-13C2,15N; SC 65872-13C2,15N; Valecoxib-13C2,15N; Valus-13C2,15N; Valz-13C2,15N; Valdecoxib-13C2,15N

Database IDs

• CAS Number: 1189428-23-6
• PubChem SID: 164235324
• PubChem CID: 46783221

CALCULATED PROPERTIES

• Acid pKa: 10.057539
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8236701
• LogD (pH = 7.4): 2.8228388
• Log P: 2.8236845
• Molar Refractivity: 84.708 cm^3
• Polarizability: 35.26279 Å^3
• Polar Surface Area: 86.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 161-163°C

DETAILS

Toronto Research Chemicals - V090002

Labelled Valdecoxib, a nonsteroidal anti-inflammatory drug (NSAID) that exhibits anti-inflammatory, analgesic and antipyretic properties in animal models. An inhibitor of prostaglandin synthesis primarily through inhibition of COX-2.

REFERENCES

• Yuan, J., et al.: Drug Metab. Dispos., 30, 1013 (2002)
• Mahadik, K., et al.: J. Pharm. Biomed. Anal., 33, 545 (2002)
• Kaul, N., et al.: J. Pharm. Biomed. Anal., 37, 27 (2002)