Synthesis, characterization, and biological profiling of novel benzotriazole-thio linked derivatives as promising anti-inflammatory, analgesic, and antibacterial agents

Kshatriya, M.; Gajjar, J.

Abstract: A series of new compounds, Substituted 2-((2H-benzo[d][1,2,3]triazol-2-yl)thio)-N'-(2-oxoindolin-3-ylidene)acetohydrazide (3a-3g), 2-((2H-benzo[d][1,2,3]triazol-2-yl)thio)-N-(2,4'-dioxospiro[indoline-3,2'-thiazolidin]-3'yl)acetamide (4a-4g), and 2'-(((2H-benzo[d][1,2,3]triazol-2-yl)thio)methyl)spiro[indoline-3,5'-thiazolo[4,3-b][1,3,4]oxadiazol]-2-one (5a-5g), were synthesized and checked for their anti-inflammatory, analgesic, and antibacterial activities. Compound 5d proved to be the most potent anti-inflammatory and antibacterial agent. The analgesic activity, however, was maximum in compound 5e. The structural integrity of the synthesized compounds was ascertained using elemental analysis, infrared spectroscopy (IR), and proton nuclear magnetic resonance spectroscopy (¹H NMR).

How to cite this paper

        APA: Kshatriya, M & Gajjar, J. (2025). Synthesis, characterization, and biological profiling of novel benzotriazole-thio linked derivatives as promising anti-inflammatory, analgesic, and antibacterial agents. Current Chemistry Letters, 14(1), 41-50.
    

        Chicago/Turabian: Kshatriya, M & Gajjar, J. 2025. "Synthesis, characterization, and biological profiling of novel benzotriazole-thio linked derivatives as promising anti-inflammatory, analgesic, and antibacterial agents." Current Chemistry Letters 14, no. 1 (2025): 41-50.
    

        AMA: Kshatriya, M & Gajjar, J. Synthesis, characterization, and biological profiling of novel benzotriazole-thio linked derivatives as promising anti-inflammatory, analgesic, and antibacterial agents. Current Chemistry Letters. 2025;14(1):41-50.
    

References

1. Metri, S., Shirke, D., Babar, V., and Kolageri, S. (2024) An Overview on Biological Behavior of Benzotriazole: Synthesis and Docking Study on Its Versatile Biological Activities. J. Adv. Zool., 45(2), doi: 10.53555/jaz.v45i2.4105.
2. Dube, P. N., Chaudhari, S. S., Thakare, P. Y., Yadav, S. S., and Kore, Y. S. (2023) A Brief Review of the Medicinally Important Indole Derivatives. J. Adv. Zool., 44(7), doi: 10.53555/jaz.v44is7.3027.
3. Teraiya, N. K., Agrawal, T. P., Patel, A. J., Patel, S. B., and Shah, U. S. (2023) A Review of the Therapeutic Importance of Indole Scaffold in Drug Discovery. Curr. Drug Discov. Technol., doi: 10.2174/1570163820666230505120553.
4. Ibba, R., Corona, P., Nonne, F., Caria, P., Serreli, G., Palmas, V., Riu, F., Sestito, S., Nieddu, M., Loddo, R., Sanna, G., Piras, S., and Carta, A. (2023) Design, Synthesis, and Antiviral Activities of New Benzotriazole-Based Derivatives. Pharmaceutics, 16(3), doi: 10.3390/ph16030429.
5. Singh, S., and Sharma, S. (2023) The Biological and Pharmacological Potentials of Indole-Based Heterocycles. Lett. Org. Chem., doi: 10.2174/1570178620666230215121808.
6. Dresler, E., Woliński, P., Wróblewska, A., and Jasiński, R. (2023) On the Question of Zwitterionic Intermediates in the [3+ 2] Cycloaddition Reactions Between Aryl Azides and Ethyl Propiolate. Molecules, 28(24), 8152.
7. Shivakumara, N., and Krishna, P. (2019) 5-[Substituted]-1, 3, 4-Thiadiazol-2-Amines: Synthesis, Spectral Characterization, and Evaluation of Their DNA Interactions. Curr. Chem. Lett., 8(3), 157-168.
8. Jasiński, R. (2015) Nitroacetylene as Dipolarophile in [2+ 3] Cycloaddition Reactions with Allenyl-Type Three-Atom Components: DFT Computational Study. Monatsh. Chem., 146, 591-599.
9. Saha, R., Tanwar, O., Marella, A., Alam, M. M., and Akhter, M. (2013) Recent Updates on Biological Activities of Oxadiazoles. Mini Rev. Med. Chem., 13(7), 1027-1046.
10. Hu, Y., Li, C. Y., Wang, X. M., Yang, Y. H., and Zhu, H. L. (2014) 1, 3, 4-Thiadiazole: Synthesis, Reactions, and Applications in Medicinal, Agricultural, and Materials Chemistry. Chem. Rev., 114(10), 5572-5610.
11. Elgemeie, G. H., Azzam, R. A., Zaghary, W. A., Aly, A. A., Metwally, N. H., Sarhan, M. O., and Elsayed, R. E. (2022) N-Sulfonated-N-Heterocycles: Synthesis, Chemistry, and Biological Applications. Elsevier.
12. Metri, S., Shirke, D., Babar, V., and Kolageri, S. (2024) An Overview on Biological Behavior of Benzotriazole: Synthesis and Docking Study on Its Versatile Biological Activities. J. Adv. Zool., 45(2).
13. Bollikolla, H. B., Boddapati, S. M., Thangamani, S., Mutchu, B. R., Alam, M. M., Hussien, M., and Jonnalagadda, S. B. (2023) Advances in Synthesis and Biological Activities of Benzotriazole Analogues: A Micro Review. J. Heterocycl. Chem., 60(5), 705-742.
14. Elgemeie, G. H., Azzam, R. A., Zaghary, W. A., Aly, A. A., Metwally, N. H., Sarhan, M. O., and Elsayed, R. E. (2022) N-Sulfonated-N-Heterocycles: Synthesis, Chemistry, and Biological Applications. Elsevier.
15. Ren, Y., Zhang, L., Zhou, C. H., and Geng, R. X. (2014) Recent Development of Benzotriazole-Based Medicinal Drugs. Med. Chem., 4(9), 640-662.
16. Chandna, N., Kapoor, J. K., Grover, J., Bairwa, K., Goyal, V., and Jachak, S. M. (2014) Pyrazolylbenzyltriazoles as Cyclooxygenase Inhibitors: Synthesis and Biological Evaluation as Dual Anti-Inflammatory and Antimicrobial Agents. New J. Chem., 38(8), 3662-3672.
17. Hassan, S. M., Farid, A., Panda, S. S., Bekheit, M. S., Dinkins, H., Fayad, W., and Girgis, A. S. (2024) Indole Compounds in Oncology: Therapeutic Potential and Mechanistic Insights. Pharmaceutics, 17(7), 922.
18. Janeiro, A. M., and Marques, C. S. (2024) Biological Profile of Synthetic and Natural Indole Derivatives: Paving New Paths in Cancer Treatment. Drugs Drug Candidates, 3(3), 488-511.
19. Kumari, A., and Singh, R. K. (2019) Medicinal Chemistry of Indole Derivatives: Current to Future Therapeutic Prospectives. Bioorg. Chem., 89, 103021.
20. Siddique, S., Ahmad, K. R., Nawaz, S. K., Raza, A. R., Ahmad, S. N., Ali, R., and Usman, M. (2023) Evaluation of the Anti-inflammatory, Analgesic, Anti-pyretic and Anti-ulcerogenic Potentials of Synthetic Indole Derivatives. Sci. Rep., 13(1), 8639.
21. Hassan, H., Abbas, S. H., Beshr, E. A., Ezelarab, H. A., and Ali, T. F. (2023) The Main Biotargets of Indole or 2-Oxoindole-Based Hybrids Acting as Promising Antiproliferative Agents. J. Adv. Biomed. Pharm. Sci., 6(4), 174-183.
22. Siddique, S., Ahmad, K. R., Nawaz, S. K., Raza, A. R., Ahmad, S. N., Ali, R., and Usman, M. (2023) Evaluation of the Anti-inflammatory, Analgesic, Anti-pyretic and Anti-ulcerogenic Potentials of Synthetic Indole Derivatives. Sci. Rep., 13(1), 8639.
23. Azmy, E. M., Nassar, I. F., Hagras, M., Fawzy, I. M., Hegazy, M., Mokhtar, M. M., and Lashin, W. H. (2023) New Indole Derivatives as Multitarget Anti-Alzheimer's Agents: Synthesis, Biological Evaluation, and Molecular Dynamics. Future Med. Chem., 15(6), 473-495.

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