791806-41-2

Upstream product

• 87483-29-2 2-(4-fluorophenyl)-1-(4-(methylthio)phenyl)ethanone 
• 329076-65-5 4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-3-hydroxypyrazole 
• 329076-64-4 2-(4-fluorophenyl)-2-(4-methylsulfonylbenzoyl)acetic acid ethyl ester 
• 329076-61-1 4-(4-Fluorophenyl)-5-(4-(methylthio)phenyl)-1H-pyrazol-3-ol 
• 329076-60-0 ethyl 2-(4-fluorophenyl)-2-((4-methylthio)benzoyl)acetic acid ethyl ester 
• 405-50-5 p-Fluorophenylacetic acid 
• 587-88-2 ethyl 2-(4-fluorophenyl)acetate 
• 459-46-1 4-Fluorobenzyl bromide 
• 1442-06-4 4-(methylthio)benzoyl chloride 
• 13205-48-6 4-(methylthio)benzoic acid 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 98021-79-5 3-bromo-tetrahydro-pyran-4-one 
• 64-17-5 ethanol 
• 329076-69-9 4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-3-(tetrahydro-4H-pyran-4-on-3-yloxy)pyrazole 

Relevant academic research and scientific papers

Synthesis of 4,5-Diaryl-1H-pyrazole-3-ol derivatives as potential COX-2 inhibitors

4,5-Diaryl-1H-pyrazole-3-ol was utilized as a versatile template to synthesize several classes of compounds such as pyrazolo-oxazines 7, pyrazolo-benzooxazines 9, pyrazolo-oxazoles 10, and its analogues 11a-c as potential COX-2 inhibitors. Compounds 11b,c were successfully synthesized with use of pyridinium p-toluenesulfonate mediated cyclization of the ketal intermediate. Diarylpyrazolo-benzooxazepine analogues were synthesized by using Cu-mediated cyclization of the O-alkylated arylbromide intermediate. Arylsulfonamides were synthesized efficiently on a large scale with 4-[4-(4-fluorophenyl)-5-hydroxy-2H-pyrazol-3-yl]benzenesulfonamide 31 template readily synthesized from commercially available 4-sulfamoyl benzoic acid 29. The structure of a representative compound from each class was confirmed by X-ray crystallography. Selected compounds tested for inhibitory activity against COX-1 and COX-2 enzymes showed good selectivity for COX-2 versus COX-1 enzyme.