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170569-88-7

170569-88-7 Structure

170569-88-7 Structure
IdentificationBack Directory
[Name]

4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE
[CAS]

170569-88-7
[Synonyms]

Trocoxil
Mavacoxib
PHA 739521
Mavacoxibd
4-[5-(4-Fluoro-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-benzenesulfonamide
4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE
4-[5-(4-Fluorophenyl)-3-trifluoroMethyl-1H-pyrazol-1-yl] benzenesulfonaMide
BenzenesulfonaMide, 4-[5-(4-fluorophenyl)-3-(trifluoroMethyl)-1H-pyrazol-1-yl]-
4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE USP/EP/BP
[Molecular Formula]

C16H11F4N3O2S
[MOL File]

170569-88-7.mol
[Molecular Weight]

385.34
Questions And AnswerBack Directory
[Synthesis]

To a 250 ml three-necked flask, ethyl trifluoroacetate (13.60 g, 0.0958 mol), ethanol (20 ml), and a methanol solution of 28.4% sodium methoxide (16.50 g, 0.0868 mol) were added sequentially. Then, 4-fluoroacetophenone (10.00 g, 0.0725 mol) was added dropwise while stirring. After the addition was complete, the reaction solution was heated to 10–15 °C and reacted for 2.5 hours. Then, acetic acid (6.54 g, 0.109 mol) was added dropwise. After the addition was complete, 4-aminosulfonylphenylhydrazine hydrochloride was slowly added. The reaction solution was then reacted at 15 °C for 2 hours. The reaction solution was cooled to 5 °C and then the pH was adjusted to 7 with 50% sodium hydroxide. Ethanol (37 ml) and water (31 ml) were added, and the temperature was raised to 30 °C. Water (32 ml) was slowly added to the reaction solution.

The reaction solution was cooled to 5°C, filtered, and the filter cake was washed twice with 50% ethanol-water solution (v/v, 50 g). The filter cake was vacuum dried to give 20.109 g of the final product, with a yield of 72.0%.
Chemical PropertiesBack Directory
[Boiling point ]

519.8±60.0 °C(Predicted)
[density ]

1.51±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[pka]

9.67±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Warning
[Hazard statements ]

H361-H373-H412
[Precautionary statements ]

P260-P314-P501-P273-P501-P201-P202-P281-P308+P313-P405-P501
Hazard InformationBack Directory
[Uses]

4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE is a long-acting COX-2 Inhibitor and is developed as a veterinary drug used to treat pain and inflammation with degenerative joint disease for dogs.
[Definition]

4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE is a member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3 and 5 by 4-sulfamoylphenyl, trifluoromethyl and 4-fluorophenyl groups, respectively. A selective cyclooxygenase 2 inhibitor, it is used in vete inary medicine to treat pain and inflammation in dogs with degenerative joint disease.
Spectrum DetailBack Directory
[Spectrum Detail]

4-[5-(4-FLUOROPHENYL)-3-(TRIFLUOROMETHYL)PYRAZOL-1-YL]BENZENE-1-SULFONAMIDE(170569-88-7)1HNMR
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