Abstract
Heterocyclization of 3-[(1H-1,2,4-triazol-3-yl)thio]pentane-2,4-dione afforded 1-(6-methylthiazolo[3,2-b][1,2,4]-triazol-5-yl)ethan-1-one, the reactions of which with hydroxylamine, hydrazincarboxamide, hydrazincarbothioamide, hydrazine hydrate and para-toluenesulfonyl hydrazide resulted in the formation of the corresponding derivatives. 1-(6-Methylthiazolo[3,2-b][1,2,4]triazol-5-yl)ethan-1-one oxime reacted with alkyl halides and phenyl isocyanate to produce the corresponding O-alkyl- and O-phenylcarbamoyl derivatives. The growth regulating activity of the compounds obtained was studied.
Similar content being viewed by others
References
Richards, D., Coleman, J., Reynolds, J., Aronson, J., Oxford Handbook of Practical Drug Therapy, Oxford; New York: Oxford University Press, 2011.
El-Sherief, H.A.H., Hozien, Z.A., El-Mahdy, A.F.M., and Sarhan, A.A.O., Arkivoc, 2011, vol. 10, p. 71. doi https://doi.org/10.3998/ark.5550190.0012.a06
Purdeer, R., Sushma Sharma, C., and Aneja, K.R., Int. J. Adv. Res. Pharm. Biosci., 2013, vol. 3, no. 2, p. 102.
Deng, X.-Q., Song, M.-X., Gong, G.-H., Wang, S.-B., and Quan, Z.-S., Iran. J. Pharm. Res., 2014, vol. 13, no. 2, p. 459.
Zaharia, V., Silvestru, A., Palibroda, N., and Mogosan, C., Farmacia, 2011, vol. 59, no. 5, p. 624.
Zahajska, L., Klimesova, V., Koci, J., Waisser, K., Kaustova, J., Arch. Pharm., 2004, vol. 337, no. 10, p. 549. doi https://doi.org/10.1002/ardp.200400899
Abdel-Aal, M.T., El-Sayed, W.A., El-Kosy, S.M., and El-Ashry, E.S.H., Arch. Pharm., 2008, vol. 341, no. 5, p. 307. doi https://doi.org/10.1002/ardp.200700154
Katritzky, A.R., Pastor, A., Voronkov, M., and Steel, P.J., Org. Lett., 2000, vol. 2, no. 4, p. 429. doi https://doi.org/10.1021/ol990370w
Barbuceanu, S.F., Almajan, G.L., Saramet, I.L., Draghuci, C.V., Tarcomnjcu, A.L., and Bancescu, G., Eur. J. Med. Chem., 2009, vol. 44, no. 1, p. 4752. doi https://doi.org/10.1016/j.ejmech.2009.06.021
Mogilaiah, K., Prashanthi, M., Kavitha, S., and Sharath Babu, H., J. Heterocycl. Chem., 2007, vol. 44, no. 5, p. 1161. doi https://doi.org/10.1002/jhet.5570440530
Uzgtren-Baran, A., Tel, B.C., Sarigol, D., Ozturk, E.I., Kazkayasi, I., Okay, G., Ertan, M., and Tozkoparan, B., Eur. J. Med. Chem., 2012, vol. 57, p. 398. doi https://doi.org/10.1016/j.ejmech.2012.07.009
Tozkoparan, B., Akgün, H., Ertan, M., and Rübsemann, K., Arch. Pharm., 1995, vol. 328, no. 2, p. 169. doi https://doi.org/10.1002/ardp.19953280215
Eliazyan, K.A., Shahbazyan, L.V., Pivazyan, V.A., Ghazaryan, E.A., and Yengoyan, A.P., Heteroatom Chem., 2009, vol. 20, no. 7, p. 405. doi https://doi.org/10.1002/hc.20565
Author information
Authors and Affiliations
Corresponding author
Additional information
Russian Text © A.P. Yengoyan, V.A. Pivazyan, E.A. Ghazaryan, R.S. Hakobyan, 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 1, pp. 39–44.
Rights and permissions
About this article
Cite this article
Yengoyan, A.P., Pivazyan, V.A., Chazaryan, E.A. et al. Synthesis of New Thiazolo[3,2-b][1,2,4]triazole Derivatives and Preliminary Evaluation of Their Biological Activity. Russ J Gen Chem 89, 32–36 (2019). https://doi.org/10.1134/S1070363219010067
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363219010067