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Design, Synthesis, and Biological Evaluation of Hydrazone Incorporated 1,2,4‐Triazines as Anticonvulsant Agents
Author(s) -
Amir Mohammed,
Ali Israr,
Hassan Mohd. Zaheen,
Mulakayala Naveen
Publication year - 2014
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201400045
Subject(s) - chemistry , hydrazone , pharmacophore , anticonvulsant , carbamazepine , stereochemistry , triazine , docking (animal) , pharmacology , combinatorial chemistry , organic chemistry , epilepsy , medicine , neuroscience , biology , nursing
New hydrazone incorporated triazines were designed and synthesized using an appropriate synthetic route with regard to essential pharmacophores, and evaluated for their anticonvulsant activity through maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole‐induced seizure (scPTZ) screenings. Among the tested compounds, 4‐[{2‐(5‐(3‐chlorobenzyl)‐3‐phenyl‐1,2,4‐triazine‐6‐yl)hydrazono}methyl]‐ N , N ‐dimethylaniline 6k (MES ED 50 54.31, scPTZ ED 50 92.01) and 4‐[{2‐(5‐(4‐chlorobenzyl)‐3‐phenyl‐1,2,4‐triazine‐6‐yl)hydrazono}methyl]‐ N , N ‐dimethylaniline 6r (MES ED 50 46.05, scPTZ ED 50 83.90) emerged as the most active anticonvulsant agents having GABAergic effects. Compounds 6k and 6r also showed lesser CNS depressant effect than the standard drug carbamazepine. To obtain further insights into the binding interactions of these molecules, molecular docking studies were carried out.