Synthesis of some oxime ether derivatives of 1-(2-naphthyl)-2(1,2,4-triazol-1-yl)ethanone and their anticonvulsant and antimicrobial activities

Karakurt A., Aytemir M. D., Stables J. P., Ozalp M., Kaynak F. B., Ozbey S., ...More

ARCHIV DER PHARMAZIE, vol.339, no.9, pp.513-520, 2006 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 339 Issue: 9
  • Publication Date: 2006
  • Doi Number: 10.1002/ardp.200500248
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.513-520
  • Hacettepe University Affiliated: Yes


In this study, oxime and oxime ether derivatives of [1-(2-naphthyl)-2-(1,2,4-triazol-1-yl)ethanone] were prepared as potential anticonvulsant and antimicrobial compounds. The oxime was synthesized by the reaction of ketone and hydroxylamine hydrochloride. O-Alkylation of the oxime by various alkyl halides gave the oxime ether derivatives. Anticonvulsant activity of the compounds was determined by maximal electroshock and subcutaneous metrazole tests in mice and rats according to procedures of the Anticonvulsant Screening Program of National Institutes of Health. Neurotoxicity was determined by the rotorod test in mice and the positional sense test, gait and stance test in rats. In addition to anticonvulsant tests, all compounds were also evaluated against the following microorganisms: S. aureus, E. coli, P. aeruginosa, E. faecalis, C. albicans, C. parapsilosis, and C. krusei using microdilution broth method for possible antibacterial and antifungal activities. Although most of the O-alkyl substituted oxime ethers 2-6 exhibited both anticonvulsant and antimicrobial activities, the O-arylalkyl substituted compounds 7-10 were found to be inactive in both screening paradigms.