Synthesis and Analgesic and Anti-inflammatory Activity of 6-Phenyl/(4-methylphenyl)-3(2H)-pyridazinon-2-propionamide Derivatives

Mehtap Gökçe; Meral Şirin Colak; Esra Kiipeli; Mustafa Fethi Şahin

doi:10.1055/s-0031-1296408

Arzneimittelforschung, Inhaltsverzeichnis

Arzneimittelforschung 2009; 59(7): 357-363
DOI: 10.1055/s-0031-1296408

Analgesics · Anti-inflammatories · Antiphlogistics · Antirheumatic Drugs

Editio Cantor Verlag Aulendorf (Germany)

Synthesis and Analgesic and Anti-inflammatory Activity of 6-Phenyl/(4-methylphenyl)-3(2H)-pyridazinon-2-propionamide Derivatives

Authors

Mehtap Gökçe

¹Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Gazi University, Ankara, Turkey
Meral Şirin Colak

¹Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Gazi University, Ankara, Turkey
Esra Kiipeli

²Department of Pharmacognosy, Faculty of Pharmacy, Gazi University, Ankara, Turkey
Mustafa Fethi Şahin

¹Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Gazi University, Ankara, Turkey

Abstract

For reducing gastrointestinal toxicity associated with non-steroidal anti-inflammatory drugs (NSAIDs) a variety of 6-phenyl/(4-methylphenyl)-3(2H)-pyridazi-non-2-propionamide were synthesized. The structures of these new pyridazinone derivatives were confirmed by their IR, ¹H-NMR spectra and elementary analysis. All the new compounds were tested in vivo for their analgesic and anti-inflammatory activities. The analgesic activity of the test compounds was determined by phenylbenzoquinone-induced writhing assay and the anti-inflammatory activity was evaluated by the carrageenan-induced rat paw edema model. 6-Phenyl-3(2H)-pyridazinon-2-yl-[4-(4-fluorophe-nyljpiperazinyl] propanamide IV a-3 was the most active one among the synthesized compounds. Also this compound exhibited most potent anti-inflammatory activity. Acetylsalicylic acid and Indometacin were used as reference drugs. Adverse effects of the compounds were examined on gastric mucosa. None of the compounds showed gastric ulcerogenic effect compared with the reference NSAIDs.

Key words

Arylpiperazines - 3(2H)-Pyridazinone amides, analgesic activity, anti-inflammatory activity

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