Synthesis and analgesic activity of some 4,6-disubstituted-3(2H)-pyridazinone derivatives


Sukuroglu M. K. , Kupeli E., BANOĞLU E., Unlu S., Yesilada E., Sahin M. F.

ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, vol.56, no.5, pp.337-345, 2006 (Peer-Reviewed Journal) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 5
  • Publication Date: 2006
  • Doi Number: 10.1055/s-0031-1296731
  • Journal Name: ARZNEIMITTELFORSCHUNG-DRUG RESEARCH
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.337-345
  • Keywords: analgesics, arylpiperazine, 3(2H)-pyridazinones, analgesic activity, synthesis, AMIDE DERIVATIVES, ANTINOCICEPTIVE ACTIVITY, PYRIDAZINE, TRAZODONE, SERIES, ACID

Abstract

A series of 6-morpholino-4-aryl-3(2H)-pyridazinone atkanoic acids, their ester and amide derivatives were prepared and tested for their in vivo analgesic activity by using the p-benzoquinone-induced writhing test. The analgesic activity of the compounds 6-morpholino-4-aryl-3(2H)-pyridazinone (6a-b) were comparable but little lower than that of acetylsalicylic acid (CAS 50-78-2) as an analgesic agent. The 6-morpholino-4-aryl-3(2H)-pyridazinones having a propanoic acid (10a-b), ester (7a) and amides (12ab, 12d and 12g) as side chains at the position 2 of the pyridazinone ring showed higher activity than the reference compound without gastric ulceration forming potential. All other compounds generally showed higher activity but caused gastric ulceration in the animals.