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Synthesis, Spectral Analysis, and Insecticidal Activity of 1,2,3-Triazole Derivatives

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Abstract

A series of (E)-5-{[(1H-1,2,3-triazol-5-yl)sulfanyl]methyl}-4-(benzylideneamino)-4H-1,2,4-tri­azole-3-thiols were synthesized using 4-amino-5-{[(1H-1,2,3-triazol-5-yl)sulfanyl]methyl}-4H-1,2,4-triazole-3-thiol as an intermediate compound. The structure of the newly synthesized compounds was confirmed by 1H and 13C NMR, IR, and electrospray ionization mass spectra. Six compounds showed promising insecticidal activity against Plodia interpunctella.

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REFERENCES

  1. Maddila, S., Pagadala, R., Jonnalagadda, S.B., J. Hetero­cycl. Chem., 2015, vol. 52, p. 487. https://doi.org/10.1002/jhet.2078

    Article  CAS  Google Scholar 

  2. Mohandass, S., Arthur, F.H., Zhu, K.Y., and Throne, J.E., J. Stored Prod. Res., 2007, vol. 43, p. 302. https://doi.org/10.1016/j.jspr.2006.08.002

    Article  Google Scholar 

  3. Subramanyam, B., Selladurai, M., Olson, R., Taft, J., and Hanni, S., J. Stored Prod. Res., 2023, vol. 103, article ID 102155. https://doi.org/10.1016/j.jspr.2023.102155

  4. Gao, S., Zhang, K., Wei, L., Wei, G., Xiong, W., Lu, Y., Zhang, Y., Gao, A., and Li, B., Front.Genet., 2020, vol. 11, p. 589. https://doi.org/10.3389/fgene.2020.00589

    Article  PubMed  PubMed Central  Google Scholar 

  5. Duque, J.E., Urbina, D.L., Vesga, L.C., Ortiz-Rodrí­guez, L.A., Vanegas, T.S., Stashenko, E.E., and Mendez-Sanchez, S.C., Sci. Rep., 2023, vol. 13, p. 2989. https://doi.org/10.1038/s41598-023-30046-8

    Article  CAS  PubMed  PubMed Central  ADS  Google Scholar 

  6. Borrero-Landazabal, M.A., Duque, J.E., and Mendez-Sanchez, S.C.,Comp. Biochem. Physiol., Part C: Toxicol. Pharmacol., 2020, vol. 229, p. 108664. https://doi.org/10.1016/j.cbpc.2019.108664

    Article  CAS  Google Scholar 

  7. Matin, M.M., Matin, P., Rahman, M.R., Ben Hadda, T., Almalki, F.A., Mahmud, S., Ghoneim, M.M., Alruwaily, M., and Alshehri, S., Front. Mol. Biosci., 2022, vol. 9, article ID 864286. https://doi.org/10.3389/fmolb.2022.864286

  8. Kuntala, N., Mareddy, J., Telu, J.R., Banothu, V., Pal, S., and Anireddy, J.S., J. Heterocycl. Chem., 2021, vol. 58, p. 2018. https://doi.org/10.1002/jhet.4328

    Article  CAS  Google Scholar 

  9. Celik, F., Unver, Y., Barut, B., Ozel, A., and Sancak, K., Med. Chem., 2018, vol. 14, p. 230. https://doi.org/10.2174/1573406413666171120165226

  10. Dalloul, H.M., El-nwairy, K., Shorafa, A.Z., and Samaha, A.S., Org. Commun., 2017, vol. 10, p. 280. https://doi.org/10.25135/acg.oc.27.17.08.046

    Article  CAS  Google Scholar 

  11. Mao, L.F., Wang, Y.W., Zhao, J., Xu, G.Q., Yao, X.J., and Li, Y.M., Front. Pharmacol., 2020, vol. 11, article ID 579024. https://doi.org/10.3389/fphar.2020.579024

  12. Nehra, N., Tittal, R.K., and Ghule, V.D., ACS Omega, 2021, vol. 6, p. 27089. https://doi.org/10.1021/acsomega.1c03668

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Muthipeedika, N.J., Bodke, Y.D., Telkar, S., and Bakulev, V.A. J. Mex. Chem. Soc., 2020, vol. 64, p. 5. https://doi.org/10.29356/jmcs.v64i1.1116

    Article  CAS  Google Scholar 

  14. Chu, X.M., Wang, C., Wang, W.L., Liang, L.L., Liu, W., Gong, K.K., and Sun, K.L., Eur. J. Med. Chem., 2019, vol. 166, p. 206. https://doi.org/10.1016/j.ejmech.2019.01.047

    Article  CAS  PubMed  Google Scholar 

  15. Han, X., Wang, S., Zhang, N., Ren, L., Sun, X., Song, Y., Wang, J., and Xiao, B., Chem. Pharm. Bull., 2020, vol. 68, p. 64. https://doi.org/10.1248/cpb.c19-00624

    Article  Google Scholar 

  16. Raju, K.S., Anki, R. S., Sabitha, G., Krishna, V.S., Sriram, D., Reddy, K.B., and Sagurthi, S.R., Bioorg. Med. Chem. Lett., 2019, vol. 29, p. 284. https://doi.org/10.1016/j.bmcl.2018.11.036

    Article  CAS  Google Scholar 

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ACKNOWLEDGMENTS

The authors are thankful to Department of Chemistry, Chaitanya Deemed to be University, Hanumakonda, for providing lab facilities.

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This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

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Authors and Affiliations

  1. Department of Chemistry, Chaitanya (Deemed to be University), 506001, Hanumakonda, Telangana, India

    G. Manasa & Sateesh Kumar Nukala

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  1. G. Manasa
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  2. Sateesh Kumar Nukala
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Correspondence to Sateesh Kumar Nukala.

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Manasa, G., Nukala, S.K. Synthesis, Spectral Analysis, and Insecticidal Activity of 1,2,3-Triazole Derivatives. Russ J Org Chem 59, 2230–2234 (2023). https://doi.org/10.1134/S1070428023120229

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