5-(4-fluorophenyl)-1-(4-methanesulfonylphenyl)-3-(trifluoromethyl)-1H-pyrazole

• ChemBase ID: 154530
• Molecular Formular: C17H12F4N2O2S
• Molecular Mass: 384.3479928
• Monoisotopic Mass: 384.05556151
• SMILES: CS(=O)(=O)c1ccc(cc1)n1c(cc(n1)C(F)(F)F)c1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)C)C(F)(F)F
• InChI: InChI=1S/C17H12F4N2O2S/c1-26(24,25)14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3
• InChIKey: JHBIMJKLBUMNAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4-fluorophenyl)-1-(4-methanesulfonylphenyl)-3-(trifluoromethyl)-1H-pyrazole
• IUPAC Traditional name: 5-(4-fluorophenyl)-1-(4-methanesulfonylphenyl)-3-(trifluoromethyl)pyrazole
• Synonyms: 5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole; SC-58125; 5-(4-Fluorophenyl)-1-(4-methylsulfonylphenyl)-3-trifluoromethyl-1H-pyrazole; SC 58125; SC-58125

Database IDs

• CAS Number: 162054-19-5
• MDL Number: MFCD00930300
• PubChem SID: 162248669
• PubChem CID: 115239

CALCULATED PROPERTIES

• Acid pKa: 19.745884
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.8729997
• LogD (pH = 7.4): 3.8730001
• Log P: 3.8730001
• Molar Refractivity: 89.2551 cm^3
• Polarizability: 35.055523 Å^3
• Polar Surface Area: 51.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥20 mg/mL; Methanol
• Apperance: white to off-white powder; White to Off-White Solid
• Melting Point: 139-141°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H12N2SO2F4

DETAILS

Sigma Aldrich - PZ0139

Biochem/physiol Actions
SC-58125 is a selective cyclooxygenase 2 (COX-2) inhibitor.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - S199915

SC-58125 is a selective cyclooxygenase 2 (COX-2) inhibitor with anti-inflammatory properties. SC-58125 blocks edema and hyperalgesia without causing gastric mucosal damage. SC-58125 also displays antitumor activity.

REFERENCES

• William, C.S. et al.: Neoplasmia, 3, 428 (2001)
• Gierse, J.K. et al.: J. Biol. Chem., 271, 15810 (2001)
• Brideau, C. et al.: Inflamm. Res., 45, 68 (2001)