title: [Azoles. 17. Beta-(4-pyrazol)acrylic and propionic acids and their anti-inflammatory activity].
abstract: beta-(4-Pyrazole)acrylic acids 22-28 were prepared by the Knoevenagel reaction of malonic acid and 4-formylpyrazoles 8-14. 4-Pyrazolemethylenemalonic acids 15-21 were isolated as intermediates. The latter compounds were also synthesized by treating the 4-formylpyrazoles 8-14 with diethyl malonate followed by hydrolysis of the obtained diethyl esters 15a-21a. The effect of piperidine and pyridine on the Knoevenagel condensation was investigated. The beta-(4-pyrazole)acrylic acids 22-27, on catalytic reduction, gave the corresponding beta-(4-pyrazole)propionic acids 29-34. Compounds 23, 24, 27, 29-31 and 34 appeared to be less active than phenylbutazone in carrageenin-induced oedema test, but they were less toxic than the reference drug.
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D008297:Male; D051379:Mice; D011422:Propionates / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D051381:Rats; D011919:Rats, Inbred Strains
chemical_list: D000179:Acrylates; D000893:Anti-Inflammatory Agents; D011422:Propionates; D011720:Pyrazoles
vernacular_title: Azole. 17. Mitteilung1: Beta-(4-Pyrazol)acryl- bzw. -propionsäure und ihre antiphlogistische Wirkung.