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).
Export Options
About this article
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 |
Call for Papers in Thematic Issues
Carbohydrates in Computational and Medicinal Chemistry
Carbohydrates are the most essential organic molecules and are involved in the maintenance of various physiological and metabolic processes in living organisms. Carbohydrate-based compounds have come to the attention of researchers because of their significant contributions to biological functions, such as cell development and cell proliferation, connections between several cells, ...read more
Recent Advances in the Medicinal Chemistry of Cancer
Scope of the Thematic Issue: Correlation between structure and function is one of the important aspects of the success of anti-cancer compounds associated with their structure-activity interactions, physiology, biochemical, molecular, and genetic processes. Overcoming these obstacles is key to obtaining further insights into developments in rational drug design, bioorganic chemistry, ...read more
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
HCN Pacemaker Channels and Pain: A Drug Discovery Perspective
Current Pharmaceutical Design Preparation of Tiagabine HCl/2-HPβCD Complex Pellets by Extrusion-Spheronization Using Glycerol Monostearate as Pellet-Aid
Letters in Drug Design & Discovery PET and SPECT Imaging of the NMDA Receptor System: An Overview of Radiotracer Development
Mini-Reviews in Medicinal Chemistry Natural Products Based Ayurvedic Formulations: Chemical Cons tituents and Treatment in Neurodegenerative Disordersǂ
Mini-Reviews in Organic Chemistry Inflammatory Mediators in Epilepsy
Current Pharmaceutical Design HPTLC Analysis with the Effect of <i>Bacopa monnieri, Evolvulus alsinoides</i> and <i>Tinospora cordifolia</i> against Scopolamine-Induced Amnesic Rats
Drug Delivery Letters Drug Discovery and Design for Complex Diseases through QSAR Computational Methods
Current Pharmaceutical Design In Search of Novel and Therapeutically Significant Melatoninergic Ligands
Recent Patents on CNS Drug Discovery (Discontinued) Nonsynaptic Receptors for GABA and Glutamate
Current Topics in Medicinal Chemistry Ionotropic Glutamate Receptor Biology: Effect on Synaptic Connectivity and Function in Neurological Disease
Current Medicinal Chemistry Chemistry, Biological Properties and SAR Analysis of Quinoxalinones
Mini-Reviews in Medicinal Chemistry Moxifloxacin Hydrochloride-Loaded Eudragit® RL 100 and Kollidon® SR Based Nanoparticles: Formulation, In vitro Characterization and Cytotoxicity
Combinatorial Chemistry & High Throughput Screening Endocannabinoid System: A Multi-Facet Therapeutic Target
Current Clinical Pharmacology The Sphingosine 1-Phosphate Signaling Pathway in Epilepsy: A Possible Role for the Immunomodulator Drug Fingolimod in Epilepsy Treatment
CNS & Neurological Disorders - Drug Targets Considerations in the Development of Reversibly Binding PET Radioligands for Brain Imaging
Current Medicinal Chemistry Synthesis and Biological Evaluation of a New Series of Benzothiazole-Benzothiadiazine Conjugates as Antibacterial Agents
Letters in Drug Design & Discovery Patent Selections:
Recent Patents on Anti-Cancer Drug Discovery Curcumin: Structure-Activity Relationship Towards its Role as a Versatile Multi-Targeted Therapeutics
Mini-Reviews in Organic Chemistry Electrochemical Sensors in the Development of Selective Methods for Antiepileptic Drugs Determination
Combinatorial Chemistry & High Throughput Screening The Secretin/Pituitary Adenylate Cyclase-Activating Polypeptide/ Vasoactive Intestinal Polypeptide Superfamily in the Central Nervous System
Central Nervous System Agents in Medicinal Chemistry