Synthesis, anticonvulsant and antimicrobial activities of some new [1-(2-naphthyl)-2-(pyrazol-1-yl)ethanone]oxime ethers

Med Chem. 2014;11(1):41-9. doi: 10.2174/1573406410666140428150358.

Abstract

In this study, 12 new oxime ether derivatives, which were expected to show anticonvulsant and antimicrobial activities, were synthesized. Oxime ether derivatives were synthesized by the reaction of various alkyl halides with 1-(2- naphthyl)-2-(pyrazol-1-yl)ethanone oxime. Anticonvulsant activity of the compounds was determined by maximal electroshock (MES) and subcutaneous metrazol (ScM) seizure tests, while neurological disorders were evaluated using rotorod toxicity test according to the ASP of NIH. Compound 1, 6 and 7 showed anticonvulsant activity at 300 mg/kg dose at 4 h, but compounds 1 and 7 showed toxicity at 300 mg/kg dose at half an hour. Antimicrobial activities of the compounds were also determined using agar microdilution method. Compound 1 and 5 were found to have the highest antifungal activity among the other compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anticonvulsants / chemical synthesis
  • Anticonvulsants / chemistry*
  • Anticonvulsants / pharmacology
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Candida / drug effects
  • Candida / growth & development
  • Convulsants / administration & dosage
  • Crystallography, X-Ray
  • Electroshock
  • Ethers / chemical synthesis
  • Ethers / chemistry*
  • Ethers / pharmacology
  • Male
  • Mice
  • Microbial Sensitivity Tests
  • Oximes / chemical synthesis
  • Oximes / chemistry*
  • Oximes / pharmacology
  • Pentylenetetrazole / administration & dosage
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology
  • Rotarod Performance Test
  • Seizures / chemically induced
  • Seizures / drug therapy*
  • Seizures / physiopathology
  • Structure-Activity Relationship

Substances

  • Anticonvulsants
  • Antifungal Agents
  • Convulsants
  • Ethers
  • Oximes
  • Pyrazoles
  • Pentylenetetrazole