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Menthone aryl acid hydrazones: a new class of anticonvulsants.

Abstract
A series of ten compounds (Compounds J(1)-J(10)) of (±) 3-menthone aryl acid hydrazone was synthesized and characterized by thin layer chromatography and spectral analysis. Synthesized compounds were evaluated for anticonvulsant activity after intraperitoneal (i.p) administration to mice by maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) induced seizure method and minimal clonic seizure test. Minimal motor impairment was also determined for these compounds. Results obtained showed that four compounds out of ten afforded significant protection in the minimal clonic seizure screen at 6 Hz. Compound J(6), 4-Chloro-N-(2-isopropyl-5-methylcyclohexylidene) benzohydrazide was found to be the most active compound with MES ED(50) of 16.1 mg/kg and protective index (pI) of greater than 20, indicating that (±) 3-menthone aryl acid hydrazone possesses better and safer anticonvulsant properties than other reported menthone derivatives viz. menthone Schiff bases, menthone semicarbazides and thiosemicarbazides.
AuthorsJainendra Jain, Y Kumar, Reema Sinha, Rajeev Kumar, James Stables
JournalMedicinal chemistry (Shariqah (United Arab Emirates)) (Med Chem) Vol. 7 Issue 1 Pg. 56-61 (Jan 2011) ISSN: 1875-6638 [Electronic] Netherlands
PMID21235520 (Publication Type: Journal Article)
Chemical References
  • Anticonvulsants
  • Hydrazones
  • Semicarbazides
  • Menthol
  • thiosemicarbazide
  • menthone
  • Pentylenetetrazole
Topics
  • Animals
  • Anticonvulsants (chemical synthesis, chemistry, pharmacology, toxicity)
  • Dose-Response Relationship, Drug
  • Electroshock
  • Hydrazones (chemical synthesis, chemistry, pharmacology, toxicity)
  • Injections, Intraperitoneal
  • Male
  • Menthol (chemistry, pharmacology)
  • Mice
  • Molecular Structure
  • Motor Activity (drug effects)
  • Pentylenetetrazole (administration & dosage, metabolism)
  • Rats
  • Rats, Sprague-Dawley
  • Rotarod Performance Test
  • Seizures (drug therapy)
  • Semicarbazides (chemistry, pharmacology)
  • Structure-Activity Relationship

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