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162054-19-5

162054-19-5 Structure

162054-19-5 Structure
IdentificationBack Directory
[Name]

1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE
[CAS]

162054-19-5
[Synonyms]

SC-58125
1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE
5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole
5-(4-Fluoro-phenyl)-1-(4-methanesulfonyl-phenyl)-3-trifluoromethyl-1H-pyrazole
5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole
1H-Pyrazole, 5-(4-fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-
[Molecular Formula]

C17H12F4N2O2S
[MDL Number]

MFCD00930300
[MOL File]

162054-19-5.mol
[Molecular Weight]

384.35
Chemical PropertiesBack Directory
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: ≥20mg/mL
[form ]

powder
[color ]

white to off-white
[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
[SMILES]

CS(=O)(=O)c1ccc(cc1)-n2nc(cc2-c3ccc(F)cc3)C(F)(F)F
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45-24/25-22
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Solid
[Uses]

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 anti tumor activity.
[Definition]

ChEBI: A member of the class of pyrazoles that is 1H-pyrazole substituted by a 4-fluorophenyl group at position 5, a 4-(methylsulfonyl)phenyl group at position 1 and a trifluoromethyl group at position 3. A selective cyclooxygenase 2 inhibitor it exhibits anticancer property.
[Biological Activity]

Selective cyclooxygenase 2 (COX-2) inhibitor (IC 50 values are 0.04 and >100 μ M for COX-2 and COX-1 respectively). Anti-inflammatory; blocks edema and hyperalgesia in vivo following an inflammatory insult, without causing gastric mucosal damage. Also displays antitumor activity.
[in vivo]

SC-58125 (10 mg/kg; i.p. every 48 h) inhibits the growth of established colorectal cancer xenografts in mice[3].
SC-58125 (10 mg/kg; a single i.p.) reduces tumor PGE2 levels in mice[3].
SC-58125 (10 mg/kg; a single i.p.) does not change the tumor levels of COX-1 and COX-2 protein in mice[3].

Animal Model:Athymic Sprague-Dawley mice are injected HCA-7 cells[3]
Dosage:10 mg/kg
Administration:I.p. every 48 h; at the time of tumor implantation or 2 and 4 weeks later
Result:Decreased the tumor growth rates significantly.
[IC 50]

hCOX-2: 0.04 μM (IC50); hCOX-1: >100 μM (IC50)
Spectrum DetailBack Directory
[Spectrum Detail]

1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE(162054-19-5)1HNMR
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