Facile synthesis of new imidazo[1,2-a]pyridines carrying 1,2,3-triazoles via click chemistry and their antiepileptic studies.

Abstract

The present article reports the synthesis and anticonvulsant studies of new 2-arylimidazo[1,2-a]pyridines carrying suitably substituted 1,2,3-triazoles as well as their intermediates. The structures of newly synthesized compounds were confirmed by various spectroscopic techniques. The anticonvulsant study was carried out by MES and scPTZ screening methods, while their toxicity study was performed following Rotarod method. The active compounds showed enhanced seizure control in scPTZ method when compared with that of MES method. Compounds 3f, 4c, 4f, 5k, 5p and 5w carrying active pharmacophores exhibited complete protection against seizure and their results were comparable with standard drug diazepam. Majority of new compounds were found to be non-toxic, while few of them showed toxicity at 100 mg/kg. The clogP values of target compounds are in the range of 3.5-5.3, which confirm their lipophilic nature.

• Authors: Shrikanth Ulloora, Ramakrishna Shabaraya, Airody Vasudeva Adhikari
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 23 Issue 11 Pg. 3368-72 (Jun 01 2013) ISSN: 1464-3405 [Electronic] England
• PMID: 23623419 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2013 Elsevier Ltd. All rights reserved.

Chemical References

• Anticonvulsants
• Pyridines
• Triazoles
• imidazo(1,2-a)pyridine

Topics

• Animals
• Anticonvulsants (chemical synthesis, chemistry, toxicity)
• Click Chemistry
• Drug Evaluation, Preclinical
• Electroshock
• Mice
• Motor Activity (drug effects)
• Pyridines (chemical synthesis, chemistry, toxicity)
• Rotarod Performance Test
• Structure-Activity Relationship
• Triazoles (chemistry)