Synthesis of amide derivatives of [6-(3,5-dimethylpyrazol-1-yl)-3(2H)- pyridazinone-2-yl]acetic acid and their analgesic and anti-inflammatory properties

BANOĞLU E., Akoglu C., Unlu S., Ergun B., Kupeli E., Yesilada E., ...Daha Fazla

Arzneimittel-Forschung/Drug Research, cilt.55, sa.9, ss.520-527, 2005 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 55 Sayı: 9
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1055/s-0031-1296899
  • Dergi Adı: Arzneimittel-Forschung/Drug Research
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.520-527
  • Anahtar Kelimeler: analgesic drugs, anti-inflammatory drugs, cyclooxygenase inhibition, 3(2H)-pyridazinone derivatives, PYRIDAZINONE DERIVATIVES, ANTINOCICEPTIVE ACTIVITY, DIFFERENTIAL INHIBITION, BIOLOGICAL EVALUATION, PYRAZOLE DERIVATIVES, POTENT
  • Gazi Üniversitesi Adresli: Evet

Özet

A series of structurally different amide derivatives of [6-(3,5-dimethylpyrazol-1-yl)-3(2H)-pyridazinone-2-yl] acetic acid were prepared and tested for their analgesic and anti-inflammatory activity in vivo by using p-benzoquinone-induced writhing test and carrageenan-induced hind paw edema model, respectively. The analgesic and anti-inflammatory activity of the compounds 6a and 6b were equipotent, and 6m was more potent than acetyl salicylic acid (CAS 50-78-2) as an analgesic and indometacin (CAS 53-86-1) as an anti-inflammatory drug, respectively. The other amide derivatives and parent carboxylic acid molecule generally resulted in lower activity to reference compounds. Inhibitor activity of the active compounds on cyclooxygenase isoforms was also investigated by using in vitro COX inhibitor screening assay and found that these derivatives did not exert their analgesic and anti-inflammatory activities through COX inhibition and that other mechanisms might be involved. © ECV · Editio Cantor Verlag, Aulendorf.