4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl](2H4)benzene-1-sulfonamide

• ChemBase ID: 163953
• Molecular Formular: C17H14F3N3O2S
• Molecular Mass: 381.3721696
• Monoisotopic Mass: 381.07588236
• SMILES: c1(cc(n(n1)c1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)C)C(F)(F)F
• Canonical SMILES: Cc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)N)C(F)(F)F
• InChI: InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
• InChIKey: RZEKVGVHFLEQIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl](^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl](^2H₄)benzenesulfonamide
• Synonyms: 4-[5-(4-Methylphenyl)-3-trifluoromethyl)-1H-pyrazol-yl]benzenesulfonamide-d4; Celebra-d4; Celecox-d4; Celocoxib-d4; SC 58635-d4; YM 177-d4; Celebrex-d4; Celecoxib-d4

Database IDs

• PubChem SID: 162258088
• PubChem CID: 46780205

CALCULATED PROPERTIES

• Acid pKa: 10.70145
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.009439
• LogD (pH = 7.4): 4.0092497
• Log P: 4.009442
• Molar Refractivity: 92.2342 cm^3
• Polarizability: 36.399456 Å^3
• Polar Surface Area: 77.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 157-159°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C251002

A labelled selective cyclooxygenase-2 (COX-2) inhibitor. Anti-inflammatory. Used in the treatment of familial adenomatous polyposis.

REFERENCES

• Simon, L.S., et al.: Arthritis Rheum., 41, 1591 (1998)
• Silverstein, F.E., et al.: J. Am. Med. Assoc., 284, 1247 (1998)
• Steinbach, G., et al.: N. Engl. J. Med., 342, 1946 (1998)