1-ARYL-1H-PYRAZOLE-5-ACETIC ACIDS WITH ANTIINFLAMMATORY, ANALGESIC AND OTHER ACTIVITIES

Reaction of methyl 4-methoxy-2-dimethylaminomethylene-3-oxobutanoate w ith arylhydrazines gave methyl -aryl-5-(methoxymethyl)-1H-pyrazole-4-c arboxylates 1 in high yields. Esters 1 were hydrolyzed to the relative carboxylic acids, which were converted by heating to 1-aryl-5-(methox ymethyl)-1H-pyrazoles 3 in good yields. Reaction of 3 with hydrobromic acid afforded the intermediate 1-aryl-5-(bromomethyl)-1H-pyrazoles, w hich were converted with potassium cyanide to 1-aryl-1H-pyrazole-5-ace tonitriles, whose hydrolysis gave the required 1-aryr-1H-pyrazole-5-ac etic acids. Some acids 5 showed a strong antiinflammatory and analgesi c activity in rats and mice, respectively, as well as moderate antipyr etic and in vito platelet antiaggregating effects.