Abstract
The present study describes the chemical synthesis and anticonvulsant activity evaluation of a series of 7- alkoxy-triazolo-[3, 4-b]benzo[d]thiazoles. Most compounds exhibited good anticonvulsant activity in the Maximal electroshock (MES) test. And the structure-activity relationships (SAR) were analyzed. Among the compounds studied, 7- octyloxy-triazolo-[3, 4-b]benzo[d]thiazole (5g) was found to be the most potent compound with a median effective dose (ED50) value of 8.0 mg/kg and a protective index (PI) value of 15.0, possessing better anticonvulsant activity and higher safety than marketed drugs carbamazepine and phenytoin. The mechanism study of compound 5g showed that it displayed broad spectrum activity in several models, and it is likely to have several mechanisms of action (including inhibiting voltage-gated ion channels and GABAergic activity).
Keywords: Synthesis, triazole, benzo[d]thiazoles, anticonvulsant, maximal electroshock, Anticonvulsant Activity, 7-(2-fluorobenzyloxy), 7- alkoxy-triazolo, tetramethysilane, 7-Methoxyl-Triazolo, dichloromethane, 7-Ethoxyl-Triazolo, 7-Pentyloxy-Triazolo, 7-Dodecyloxy-triazolo, 7-(2-Chlorobenzyloxy)-triazolo, 7-(4-Methoxybenzyloxy), Neurotoxicity, Anticonvulsant Effects, Neurotoxicity Screening (NT), Isoniazid-Induced, Bicuculline-Induced, electroshock seizure (MES), 7-octyloxy-triazolo, triazolo-[3, 4-b]benzo[d]thiazole, Quantitative Anticonvulsant, Bicuculline, Carbamazepine, neurotransmission, GABAergic
Medicinal Chemistry
Title: Synthesis and Anticonvulsant Activity of 7-Alkoxy-Triazolo-[3, 4-b] Benzo[d]Thiazoles
Volume: 6 Issue: 5
Author(s): Xian-Qing Deng, Ming-Xia Song, Cheng-Xi Wei, Fu-Nan Li and Zhe-Shan Quan
Affiliation:
Keywords: Synthesis, triazole, benzo[d]thiazoles, anticonvulsant, maximal electroshock, Anticonvulsant Activity, 7-(2-fluorobenzyloxy), 7- alkoxy-triazolo, tetramethysilane, 7-Methoxyl-Triazolo, dichloromethane, 7-Ethoxyl-Triazolo, 7-Pentyloxy-Triazolo, 7-Dodecyloxy-triazolo, 7-(2-Chlorobenzyloxy)-triazolo, 7-(4-Methoxybenzyloxy), Neurotoxicity, Anticonvulsant Effects, Neurotoxicity Screening (NT), Isoniazid-Induced, Bicuculline-Induced, electroshock seizure (MES), 7-octyloxy-triazolo, triazolo-[3, 4-b]benzo[d]thiazole, Quantitative Anticonvulsant, Bicuculline, Carbamazepine, neurotransmission, GABAergic
Abstract: The present study describes the chemical synthesis and anticonvulsant activity evaluation of a series of 7- alkoxy-triazolo-[3, 4-b]benzo[d]thiazoles. Most compounds exhibited good anticonvulsant activity in the Maximal electroshock (MES) test. And the structure-activity relationships (SAR) were analyzed. Among the compounds studied, 7- octyloxy-triazolo-[3, 4-b]benzo[d]thiazole (5g) was found to be the most potent compound with a median effective dose (ED50) value of 8.0 mg/kg and a protective index (PI) value of 15.0, possessing better anticonvulsant activity and higher safety than marketed drugs carbamazepine and phenytoin. The mechanism study of compound 5g showed that it displayed broad spectrum activity in several models, and it is likely to have several mechanisms of action (including inhibiting voltage-gated ion channels and GABAergic activity).
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Cite this article as:
Deng Xian-Qing, Song Ming-Xia, Wei Cheng-Xi, Li Fu-Nan and Quan Zhe-Shan, Synthesis and Anticonvulsant Activity of 7-Alkoxy-Triazolo-[3, 4-b] Benzo[d]Thiazoles, Medicinal Chemistry 2010; 6 (5) . https://dx.doi.org/10.2174/157340610793358855
DOI https://dx.doi.org/10.2174/157340610793358855 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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