Synthesis and anticonvulsant activities of novel 2-(cyclopentylmethylene)hydrazinyl-1,3-thiazoles in mouse models of seizures

Abstract

Synthesis, characterization and investigation of in vivo anticonvulsant activities of 13 novel cyclopentanecarbaldehyde-based 2,4-disubstituted 1,3-thiazoles are presented. Their structures were determined using ¹H and ¹³C NMR, FAB(+)-MS, HRMS and elemental analyses. The results of anticonvulsant screening reveal that seven intraperitoneally administered compounds: 3a, 3b, 3d, 3e, 3f, 3k and 3m containing F-, Cl-, Br-, CF₃-, CH₃- and adamantyl substituents demonstrated significant anticonvulsant activity in the pentylenetetrazole model with median effective doses (ED₅₀) ≤ 20 mg/kg, respectively, which was approximately seven-fold lower than that reported for the reference drug, ethosuximide. Noteworthy, none of these compounds impaired animals’ motor skills in the rotarod test.

• Anticonvulsant drugs
• epilepsy
• PTZ model
• rotarod test
• thiazoles

Declaration of interest

This study was supported by the Nicolaus Copernicus University (project no. 786/2014) and by the grant from the National Science Centre DEC-2012/05/B/NZ7/02705. The authors confirm that this article content has no conflicts of interest.