188816-92-4

Basic information

• Product Name: Benzenesulfonamide, 4-[5-(4-pyridinyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-
• CAS NO: 188816-92-4
• Molecular Formula: C15H11F3N4O2S
• Molecular Weight: 368.339
• Mol File: 188816-92-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-[5-(4-pyridinyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-[5-(4-pyridinyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-(188816-92-4)
• EPA Substance Registry System: Benzenesulfonamide, 4-[5-(4-pyridinyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-(188816-92-4)

Safety Data

• Hazardous Substances Data: 188816-92-4(Hazardous Substances Data)

Upstream product

• 399-06-4 4,4,4-trifluoro-1-(pyridin-4-yl)butane-1,3-dione 
• 17852-52-7 4-hydrazinobenzene-1-sulfonamide hydrochloride 
• 1122-54-9 methyl (4-pyridyl) ketone 
• 357651-51-5 C₉H₆F₃NO₂ 

Downstream Products

• 1085525-56-9 1-methyl-4-[2-(4-sulfamoylphenyl)-5-(trifluoromethyl)-2H-pyrazol-3-yl]pyridinium iodide 
• 627094-65-9 1-(4-aminosulfonylphenyl)-5-(piperidin-4-yl)-3-trifluoromethyl-1H-pyrazole 

Relevant articles and documents

Synthesis of new 4-[2-(4-methyl(amino)sulfonylphenyl)-5-trifluoromethyl-2H-pyrazol-3-yl]-1,2,3,6-tetrahydropyridines: A search for novel nitric oxide donor anti-inflammatory agents

A group of 4-[2-(4-methyl(amino)sulfonylphenyl)-5-trifluoromethyl-2H-pyrazol-3-yl]-1,2,3,6-tetrahydropyridines (11-14) possessing a variety of substituents (Me, CO2Et, H, N = O) attached to the 1,2,3,6-tetrahydropyridyl N1-nitrogen atom were synthesized and evaluated as anti-inflammatory agents. Structure-activity relationship data showed that the N-methyl-1,2,3,6-tetrahydropyridyl moiety is a suitable bioisosteric replacement for the tolyl moiety in celecoxib. The most potent compound 4-[5-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-3-trifluoromethylpyrazol-1-yl]benzenesulfonamide (11b; ED50 = 61.2 mg/kg po) exhibited an anti-inflammatory activity between that of the reference drugs celecoxib (ED50 = 10.8 mg/kg po) and aspirin (ED50 = 128.7 mg/kg po). The synthesis of model hybrid nitric oxide donor N-diazen-1-ium-1,2-diolate derivatives of 4-[2-(4-methyl(amino)sulfonylphenyl)-5-trifluoromethyl-2H-pyrazol-3-yl]-1,2,3,6-tetrahydropyridines (5) requires further investigation since the reaction of 1,2,3,6-tetrahydropyridines with nitric oxide furnished the undesired N-nitroso-1,2,3,6-tetrahydrohydropyridyl product rather than the desired N-diazen-1-ium-1,2-diolate-1,2,3,6-tetrahydropyridyl product.

Substituted pyrazolyl benzenesulfonamides for use in veterinary therapies

A method of using pyrazolyl benzenesulfonamide compounds in treating inflammation and inflammation-related disorders in companion animals is disclosed.

Substituted pyrazolyl benzenesulfonamide for the treatment of inflammation

A class of pyrazolyl benzenesulfonamide compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: STR1