Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation

Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation Publisher

Faizi M¹ ; Jahani R¹ ; Ebadi SA² ; Tabatabai SA³ ; Rezaee E³ ; Lotfaliei M³ ; Amini M⁴ ; Almasirad A²

Show Affiliations

1. Department of Pharmacology and Toxicology, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran
3. Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: EXCLI Journal Published:2017

Abstract

A new series of 4-chloro-N-(2-(substitutedphenyl)-4-oxothiazolidin-3-yl)-2-phenoxybenzamide derivatives were designed, synthesized and biologically evaluated as anticonvulsant agents. The designed compounds have the main essential functional groups for binding to the benzodiazepine receptors and 4-thiazolidinone ring as an anticonvulsant pharmacophore. Some of the new synthesized compounds showed considerable anticonvulsant activity in electroshock and pentylenetetrazole-induced lethal convulsion tests. Compound 5i, 4-chloro-N-(2-(4-methoxy-phenyl)-4-oxothiazolidin-3-yl)-2-phenoxybenzamide, with the best activity was selected for evaluation of other benzodiazepine pharmacological effects. This compound induced significant sedative-hypnotic activity. However, it does not impair the learning and memory in the experimental condition. Flumazenil was able to antagonize the sedative-hypnotic and anticonvulsant effects of compound 5i indicating that benzodiazepine receptors are highly involved in the pharmacological properties of the novel compounds. © 2017, Leibniz Research Centre for Working Environment and Human Factors. All rights reserved.

2. The Importance of Triazole Scaffold in the Development of Anticonvulsant Agents, European Journal of Medicinal Chemistry (2016)

3. 5-[Aryloxypyridyl (Or Nitrophenyl)]-4H-1,2,4-Triazoles As Novel Flexible Benzodiazepine Analogues: Synthesis, Receptor Binding Affinity and Lipophilicity-Dependent Anti-Seizure Onset of Action, Bioorganic Chemistry (2021)

4. Design, Synthesis, Pharmacological Evaluation, and Docking Study of New Acridone-Based 1,2,4-Oxadiazoles As Potential Anticonvulsant Agents, European Journal of Medicinal Chemistry (2016)

5. Design, Synthesis, Anticonvulsant Evaluation, and Molecular Docking Studies of New Gabaa Agonist Derivatives, Iranian Journal of Pharmaceutical Research (2025)

6. Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents, Bioorganic Chemistry (2019)

7. Hybridization of the Effective Pharmacophores for Treatment of Epilepsy: Design, Synthesis, in Vivo Anticonvulsant Activity, and in Silico Studies of Phenoxyphenyl-1,3,4-Oxadiazole-Thio-N-Phenylacetamid Hybrids, BMC Chemistry (2023)

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Style	Citing Format
MLA	Faizi M, et al.. "Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation." EXCLI Journal, vol. 16, no. , 2017, pp. 52-62.
APA	Faizi M, Jahani R, Ebadi SA, Tabatabai SA, Rezaee E, Lotfaliei M, Amini M, Almasirad A (2017). Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation. EXCLI Journal, 16(), 52-62.
Chicago	Faizi M, Jahani R, Ebadi SA, Tabatabai SA, Rezaee E, Lotfaliei M, Amini M, Almasirad A. "Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation." EXCLI Journal 16, no. (2017): 52-62.
Harvard	Faizi M et al. (2017) 'Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation', EXCLI Journal, 16(), pp. 52-62.
Vancouver	Faizi M, Jahani R, Ebadi SA, Tabatabai SA, Rezaee E, Lotfaliei M, et al.. Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation. EXCLI Journal. 2017;16():52-62.
BibTex	@article{ author = {Faizi M and Jahani R and Ebadi SA and Tabatabai SA and Rezaee E and Lotfaliei M and Amini M and Almasirad A}, title = {Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation}, journal = {EXCLI Journal}, volume = {16}, number = {}, pages = {52-62}, year = {2017} }
RIS	TY - JOUR AU - Faizi M AU - Jahani R AU - Ebadi SA AU - Tabatabai SA AU - Rezaee E AU - Lotfaliei M AU - Amini M AU - Almasirad A TI - Novel 4-Thiazolidinone Derivatives As Agonists of Benzodiazepine Receptors: Design, Synthesis and Pharmacological Evaluation JO - EXCLI Journal VL - 16 IS - SP - 52 EP - 62 PY - 2017 ER -

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