(Arylalkyl)pyrazole oxime ether derivatives, their anticonvulsant and antimicrobial activities

In this study, 12 new oxime ether derivatives were synthesized and evaluated their anticonvulsant and antimicrobial activities. Oxime ether derivatives were synthesized by the rection of the various alkyl halides with 1-(naphtalene-2-yl)-2-(1H-pyrazole-1-yl)ethanone oxime. Some physical and UV spectral properties of the compounds and their Rf values in thinlayer chromatography were determined. Their structures were confirmed by IR, 1 H-NMR, Mass spectral and the elemental analysis data. Anticonvulsant activity of the compounds was determined according to the Antiepileptic Drug Development (ADD) program of National Institutes of Health (NIH) by maximal electroshock seizure (MES) and subcutaneous metrazol seizure (ScMet) tests. Rotorod test in mice was applied for neurological deficits. Methyl, allyl and isobutyl oxime ethers (1, 6 and 7) were shown anticonvulsant activity at 4 h at 300 mg/kg dose. Methyl and allyl derivatives (1 and 7) were also shown toxicity at 0.5 h at 300 mg/kg dose. Antimicrobial activities of the compounds were also determined by microdilution method due to the structural similarities of these compounds with 1-subtituted-1H-azole antifungal compounds. The compounds were shown antifungal activity at 12.5-50 µg/ml concentration and they were shown antibacterial activity at 100-800 µg/ml concentration. The methyl and isopropyl oxime ethers (1 and 5) were the most active antifungal compounds.