Design, synthesis and anticonvulsant activity of some new 6,8-halo-substituted-2h-[1,2,4]triazino[5,6-b]indole-3(5h)-one/-thione and 6,8-halo-substituted 5-methyl-2h-[1,2,4]triazino[5,6-b]indol-3(5h)-one/-thione

Authors

  • Rajeev Kumar Dr. K. N. Modi Institute of Pharmaceutical Education and Research, Inside Cotton MillCompound, Modinagar, India
  • Tejendra Singh Dr. K. N. Modi Institute of Pharmaceutical Education and Research, Inside Cotton MillCompound, Modinagar, India
  • Hariram Singh Dr. K. N. Modi Institute of Pharmaceutical Education and Research, Inside Cotton MillCompound, Modinagar, India
  • Sandeep Jain Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science and Technology, Hisar (Haryana), India
  • R. K. Roy Dr. K. N. Modi Institute of Pharmaceutical Education and Research, Inside Cotton MillCompound, Modinagar, India

Keywords:

anticonvulsant activity, computational study, neurotoxicity, 1,2,4-triazine

Abstract

A new series of 6,8-halo-substituted-2H-[1,2,4]triazino[5,6-b]indole-3(5H)-one/-thione and 6,8-halo-substituted 5-methyl-2H-[1,2,4]triazino[5,6-b]indol-3(5H)-one/-thione (5a-5l) were designed and synthesized keeping in view of the structural requirement of pharmacophore. The above compounds were characterized by thin layer chromatography and spectral analysis. Anticonvulsant activity of the synthesized compounds was evaluated by the maximal electroshock (MES) test. Neurotoxicity and CNS depressant effects were evaluated by the rotarod motor impairment and Porsolt’s force swim tests, respectively. A computational study was carried out, for calculation of pharmacophore pattern, prediction of pharmacokinetic properties and toxicity properties. The above study revealed that the compounds 8-chloro-2H-[1,2,4]triazino[5,6-b]indol-3(5H)-one (5e), 6,8-dibromo-2H-[1,2,4]triazino[5,6-b]indol-3(5H)-one (5i) and 6,8-dibromo-5-methyl-2H-[1,2,4]triazino[5,6-b]indol-3(5H)-one (5k) possess excellent anticonvulsant activity in the series with little CNS depressant effect and no neurotoxicity as compared to standard drugs phenytoin and carbamazepine.

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Published

2014-03-10

How to Cite

Kumar, R., Singh, T., Singh, H., Jain, S., & Roy, R. K. (2014). Design, synthesis and anticonvulsant activity of some new 6,8-halo-substituted-2h-[1,2,4]triazino[5,6-b]indole-3(5h)-one/-thione and 6,8-halo-substituted 5-methyl-2h-[1,2,4]triazino[5,6-b]indol-3(5h)-one/-thione. EXCLI Journal, 13, 225–240. Retrieved from https://www.excli.de/index.php/excli/article/view/697

Issue

Vol. 13 (2014)

Section

Original articles

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