869899-08-1

Basic information

• Product Name: methyl 1-(3-hydroxymethyl-4-sulfamoylphenyl)-5-(4-methoxyphenyl)-1H-3-pyrazolecarboxylate
• Synonyms: methyl 1-(3-hydroxymethyl-4-sulfamoylphenyl)-5-(4-methoxyphenyl)-1H-3-pyrazolecarboxylate
• CAS NO: 869899-08-1
• Molecular Weight: 417.442
• Mol File: 869899-08-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 1-(3-hydroxymethyl-4-sulfamoylphenyl)-5-(4-methoxyphenyl)-1H-3-pyrazolecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1-(3-hydroxymethyl-4-sulfamoylphenyl)-5-(4-methoxyphenyl)-1H-3-pyrazolecarboxylate(869899-08-1)
• EPA Substance Registry System: methyl 1-(3-hydroxymethyl-4-sulfamoylphenyl)-5-(4-methoxyphenyl)-1H-3-pyrazolecarboxylate(869899-08-1)

Safety Data

• Hazardous Substances Data: 869899-08-1(Hazardous Substances Data)

Upstream product

• 39757-31-8 methyl (4-methoxybenzoyl)pyruvate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 304649-15-8 1-(3-hydroxymethyl-4-sulfamoyl-phenyl)-5-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid amide 

Relevant articles and documents

Synthesis and SAR/3D-QSAR studies on the COX-2 inhibitory activity of 1,5-diarylpyrazoles to validate the modified pharmacophore

Diverse analogs of 1,5-diarylpyrazoles having 3-hydroxymethyl-4-sulfamoyl (SO2NH2)/methyl sulfonyl (SO2Me)-pheny group at N1 were synthesized and evaluated for their in vitro cyclooxygenase (COX-1/COX-2) inhibitory activity. The SAR study mainly involved the variations at positions C-3, C-5 and N1 of the pyrazole ring. Several small hydrophobic groups at/around position-4 of C-5 phenyl, viz. 3,4-dimethylphenyl analog 9, 3-methyl-4-methylsulfanylphenyl analog 14 and 2,3-dihydrobenzo[b] thiophenyl analog 17, exhibited impressive COX-2 inhibitory potency. In general, the sulfonamide analogues with a CHF2 at C-3 were found to be more potent than those having a CF3 group. The three dimensional quantitative structure activity relationship comprising comparative molecular field analysis (3D-QSAR-CoMFA) afforded the models with high predictivity which further validated the acceptance of hydroxymethyl (CH2OH) group in the hydrophilic pocket of the COX-2 enzyme.