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

• ChemBase ID: 166703
• Molecular Formular: C17H14F3N3O2S
• Molecular Mass: 381.3721696
• Monoisotopic Mass: 381.07588236
• SMILES: c1(cc(nn1c1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)C)C(F)(F)F
• Canonical SMILES: Cc1ccc(cc1)c1nn(c(c1)C(F)(F)F)c1ccc(cc1)S(=O)(=O)N
• InChI: InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)23(22-15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
• InChIKey: LGIMTMFJBCXYRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3-(4-methylphenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl](^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-[3-(4-methylphenyl)-5-(trifluoromethyl)pyrazol-1-yl](^2H₄)benzenesulfonamide
• Synonyms: 4-[3-(4-Methylphenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl](benzene-d4)sulfonamide; N-De(4-sulfonamidophenyl)-N'-[4-sulfonamido(phenyl-d4)] Celecoxib

Database IDs

• PubChem SID: 162260836
• PubChem CID: 71315837

CALCULATED PROPERTIES

• Acid pKa: 10.68559
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.0094213
• LogD (pH = 7.4): 4.009242
• Log P: 4.009442
• Molar Refractivity: 92.2342 cm^3
• Polarizability: 36.40427 Å^3
• Polar Surface Area: 77.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297917

A labelled isomeric impurity of Celecoxib (C251000) with selective inhibitory activity against human cyclooxygenase-2.

REFERENCES

• Talley, J.J. et al.: Actual. Chim. Therap., 25, 123 (1999)
• Rao, R. et al.: Anal. Sci., 22, 1257 (1999)