158120-47-9

Upstream product

• 127958-23-0 methyl 2-[(dimethylamino)methylene]-4-methoxy-3-oxobutanoate 
• 589-21-9 (4-bromophenyl)hydrazine 

Downstream Products

• 158120-55-9 1-(4-Bromo-phenyl)-5-methoxymethyl-1H-pyrazole 
• 158120-59-3 [2-(4-Bromo-phenyl)-2H-pyrazol-3-yl]-acetonitrile 
• 158120-51-5 1-(4-Bromo-phenyl)-5-methoxymethyl-1H-pyrazole-4-carboxylic acid 

Relevant academic research and scientific papers

1-Aryl-1H-pyrazole-5-acetic acids with antiinflammatory, analgesic and other activities

Reaction of methyl 4-methoxy-2-dimethylaminomethylene-3-oxobutanoate with arylhydrazines gave methyl 1-aryl-5-(methoxymethyl)-1H-pyrazole-4- carboxylates 1 in high yields. Esters 1 were hydrolyzed to the relative carboxylic acids, which were converted by heating to 1-aryl-5- (methoxymethyl)-1H-pyrazoles 3 in good yields. Reaction of 3 with hydrobromic acid afforded the intermediate 1-aryl-5-(bromomethyl)-1H-pyrazoles, which were converted with potassium cyanide to 1-aryl-1H-pyrazole-5-acetonitriles, whose hydrolysis gave the required 1-aryl-1H-pyrazole-5-acetic acids. Some acids 5 showed a strong antiinflammatory and analgesic activity in rats and mice, respectively, as well as moderate antipyretic and in vito platelet antiaggregating effects.