365530-09-2

Basic information

• Product Name: 4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole
• Synonyms: 4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole
• CAS NO: 365530-09-2
• Molecular Weight: 365.312
• Mol File: 365530-09-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole(365530-09-2)
• EPA Substance Registry System: 4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole(365530-09-2)

Safety Data

• Hazardous Substances Data: 365530-09-2(Hazardous Substances Data)

Upstream product

• 720-94-5 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione 
• 100-16-3 4-nitrophenylhydrazone 

Downstream Products

• 365530-11-6 1-(4-aminophenyl)-3-(4-methylphenyl)-5-trifuoromethylpyrazole 
• 473576-14-6 3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole 

Relevant articles and documents

Design and synthesis of celecoxib and rofecoxib analogues as selective cyclooxygenase-2 (COX-2) inhibitors: Replacement of sulfonamide and methylsulfonyl pharmacophores by an azido bioisostere

Celecoxib (13) and rofecoxib (17) analogues, in which the respective SO2NH2 and SQ2Me hydrogen-bonding pharmacophores were replaced by a dipolar azido bioisosteric substituent, were investigated. Molecular modeling (docking) studies showed that the azido substituent of these two analogues (13, 17) was inserted deep into the secondary pocket of the human COX-2 binding site where it undergoes electrostatic interaction with Arg513. The azido analogue of rofecoxib (17), the most potent and selective inhibitor of COX-2 (COX-1 IC50 = 159.7 μM; COX-2 IC50 = 0.196 μM; COX-2 selectivity index = 812), exhibited good oral antiinflammatory and analgesic activities.