Synthesis, Anticonvulsant and Muscle Relaxant Activities of Substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole
Ali Almasirada, Nasim Vousooghib, Sayyed Abbas Tabatabaic, Abbas Kebriaeezadehd and Abbas Shafieee*
a Department of Medicinal Chemistry, Faculty of Pharmacy,
Islamic Azad University, Tehran Iran.
b Department of Pharmacology, Faculty of Medicine, Shaheed Beheshti University of Medical Sciences, Tehran, Iran.
c Department of Medicinal Chemistry, Faculty of Pharmacy, Shaheed Beheshti University of Medical Sciences, Tehran, Iran
d Department of Pharmacology and toxicology, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran.
A series of 5-[2-(phenylthio)phenyl]-1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole derivatives were synthesized. Compounds were evaluated in vivo for their anticonvulsant and muscle relaxant activities using PTZ and rotarod tests, respectively. Only compound 3-amino-5-[2-(phenylthio)phenyl]-4H-1,2,4-triazole (5) showed weak anticonvulsant activity. However, most of the compounds were active in rotarod test and the most effective compound was 5-[2- (phenylthio)phenyl]-1,3,4-oxadiazole-2(3H)-one (13) which had comparable activity with diazepam.
Keywords: 1,3,4-Oxadiazole, 1,2,4-Triazole, benzodiazepine, anticonvulsant activity, muscle relaxant activity