Research on heterocyclic compounds. XXVII. Synthesis and antiinflammatory activity of 2-phenylimidazo[1,2-b]pyridazine-3-carboxylic acids.
A group of ethyl esters of 2-phenylimidazo[1,2-b]pyridazine-3-carboxylic acids 3 were obtained by reaction in anhydrous ethanol of some substituted 3-aminopyridazines 1 with ethyl 2-benzoyl-2-bromoacetate 2. The acids 4 obtained via alkaline hydrolysis were tested in vivo for their antiinflammatory, analgesic and ulcerogenic actions and in vitro for their ability to inhibit the prostaglandin biosynthesis. Almost all of the new compounds showed high analgesic activity, whereas the activities exhibited in the other tests were sharply lower. These results are discussed in terms of mechanism of action.
Abignente
E
E
Dipartimento di Chimica Farmaceutica e Tossicologica, Facoltà di Farmacia Università di Napoli Federico II.
Arena
F
F
Luraschi
E
E
Saturnino
C
C
Marmo
E
E
Berrino
L
L
Donnoli
D
D
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry; D001792:Blood Platelets / Q000187:drug effects / Q000378:metabolism; D002351:Carrageenan; D004487:Edema / Q000188:drug therapy / Q000517:prevention & control; D005260:Female; D006801:Humans; D066298:In Vitro Techniques; D007213:Indomethacin / Q000494:pharmacology; D008297:Male; D008315:Malondialdehyde / Q000097:blood; D011724:Pyridazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013056:Spectrophotometry, Ultraviolet; D013276:Stomach Ulcer / Q000139:chemically induced
D000894:Anti-Inflammatory Agents, Non-Steroidal; D011724:Pyridazines; D008315:Malondialdehyde; D002351:Carrageenan; D007213:Indomethacin