126839-71-2

Basic information

• Product Name: 1-(4-Fluoro-phenyl)-5-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester
• CAS NO: 126839-71-2
• Molecular Weight: 340.354
• Mol File: 126839-71-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(4-Fluoro-phenyl)-5-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Fluoro-phenyl)-5-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester(126839-71-2)
• EPA Substance Registry System: 1-(4-Fluoro-phenyl)-5-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester(126839-71-2)

Safety Data

• Hazardous Substances Data: 126839-71-2(Hazardous Substances Data)

Upstream product

• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 35322-20-4 ethyl 3-(4-methoxybenzoyl)pyruvate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Relevant articles and documents

Studies on anti-inflammatory agents. IV. Synthesis and pharmacological properties of 1,5-diarylpyrazoles and related derivatives

A series of novel 1,5-diarylpyrazole derivatives was synthesized and tested for anti-inflammatory and analgesic activities to develop anti- inflammatory agents with fewer side effects than existing nonsteroidal anti- inflammatory drugs. The structure-activity relationships in this series were extensively studied. Electron-withdrawing substituents such as CN and CF3 were optimal at the 3-position of the pyrazole ring. Replacement of these substituents with bulky ones gave less active compounds. The 4- (methylsulfonyl)phenyl group seemed to be the optimal group at the 5-position of the pyrazole ring. The most potent compound was 1-(4-fluorophenyl)-5-[4- (methylsulfonyl)phenyl]-pyrazole-3-carbonitrile (19a), with oral ED50 values of 0.030 and 0.47 mg/kg on adjuvant-induced arthritis and collagen- induced arthritis, respectively, and an ED30 value of 7.4 mg/kg in the yeast-induced hyperalgesia (Randall-Selitto) assay. Compound 19a also showed potent inducible cyclooxygenase (COX-2)-inhibitory activity (IC50=0.24μm) with no COX-1 inhibition even at 100μM.