Phenylamides of 1-phenyl (or methyl)-5-benzamidopyrazole-4-carboxylic acid as vratizolin analogs with analgesic and antiinflammatory activities.
A number of phenylamides of 5-benzamidopyrazole-4-carboxylic acid were prepared in 50-80% yields from 1-phenyl (or methyl)-6-phenylpyrazolo[3,4-d]1,3-oxazin-4(1H)-ones and aniline derivatives. All the compounds were tested for their analgesic and antiinflammatory activities, as well as for their ulcerogenic potential and acute toxicity. Some derivatives, when compared to phenylbutazone, proved more active in the tests for analgesic and antiexudative activities, but less active in the carrageenin paw oedema test. The compounds proved to posses marginal or no ulcerogenic effect, as well as low systemic toxicity.
Daidone
G
G
Dipartimento di Chimica e tecnologie Farmaceutiche, Università degli Studi di Palermo, via Archirafi, 32, 90123 Palermo, Italy. gdaidone@unipa.it
Plescia
F
F
Maggio
B
B
Raffa
D
D
Cutuli
V M
VM
Mangano
N G
NG
Caruso
A
A
D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D001549:Benzamides / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D018836:Inflammation Mediators / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D008297:Male; D051379:Mice; D011720:Pyrazoles / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity
D000700:Analgesics; D001549:Benzamides; D018836:Inflammation Mediators; D011720:Pyrazoles; D013844:Thiazoles; C109918:denotivir