ANTICONVULSANT EVALUATION OF SOME NOVEL 1, 3-THIAZINE DERIVATIVESAbstract
In the present study, a series of novel biologically active 8-benzylidene-6-tert-butyl-4-phenyl- 5, 6, 7, 8-tetrahydro-benzo-1, 3-thiazin – 2 -imines (TB1-TB12) were synthesized and evaluated for their biological activities. Initially, 2,6-dibenzylidene-4-tert-butylcyclohexanones were synthesized by Claisen-Schmidt condensation of 4-tert-butylcyclohexanone with various aromatic aldehydes in the presence of dilute sodium hydroxide. Further these compounds were subjected to cyclocondensation with thiourea, in isopropyl alcohol, catalyzed by aqueous potassium hydroxide to form 4-aryl-8-arylidene-5,6,7,8-tetrahydro-1H-benzo[d][1,3]thiazin-2(4H)-imines (TB1-TB12). The structures of the newly synthesized compounds have been established on the basis of their spectral data and elemental analysis. Anticonvulsant activity was performed by Maximal electroshocks (MES) method by using Diazepam as standard reference. These compounds were subjected to molecular properties prediction, drug-likeness, lipophilicity and solubility parameters determination using Molinspiration, Osiris program was used for prediction of the toxicity, and also Molsoft and ALOGPS 2.1 softwares. Among all compounds TB5 and TB8 containing lipophilic methoxyl and isopropyl group were more potent whereas TB12 containing hydroxyl groups were least potent among the series.
R. Bairam *, S. M. Muppavarapu, A. Basha Shaik and S. Kumar K.
Department of Pharmaceutical Chemistry, Center for Pharmaceutical Sciences, New IST, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad, Telangana State, India.
25 November, 2016
25 January, 2017
02 February, 2017
01 June, 2017