Abstract
A series of new pyrimidine derivatives, including those containing an azole or azine heterocycle linked through a sulfur atom or a thiomethylene group, was synthesized based on 2-amino-6-methylpyrimidine-4(3H)-thione. The synthesized compounds exhibited a pronounced stimulating effect on plants growth in the range of 43–96% compared to heteroauxin.
Similar content being viewed by others
REFERENCES
Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2002.
Koroleva, E.V., Gusak, K.N., and Ignatovich, Zh.V., Russ. Chem. Rev., 2010, vol. 79, p. 655. https://doi.org/10.1070/RC2010v079n08ABEH004116
Kraljević, T.G., Ilić, N., Stepanić, V., Sappe, L., Petranović, J., Pavelić, S.K., and Raić-Malić, S., Bioorg. Med. Chem. Lett., 2014, vol. 24, p. 2913. https://doi.org/10.1016/j.bmcl.2014.04.079
Ghorab, M.M., Ragab, F.A., Alqasoumi, S.I., Alafeefy, A.M., and Aboulmagd, S.A., Eur. J. Med. Chem., 2010, vol. 45, p. 171. https://doi.org/10.1016/j.ejmech.2009.09.039
Goudar, V., Rashmi, P., Shantharam, U., Hazra, K., and Nargund, L.G., J. Chem. Pharm. Res., 2012, vol. 4, p. 3100.
Kumaresan, S., Chandrasekaran, S., Sakthivel, K.M., Guruvayoorappan, C., and Enoch, I.V.M., J. Chem. Pharm. Res., 2014, vol. 6, p. 593.
Kaur, N., Aggarwal, A.K., Sharma, N., and Choudhary, B., Int. J. Pharm. Sci. Drug Res., 2012, vol. 4, p. 199.
Patel, D.H., Chikhalia, K.H., Shah, N.K., Patel, D.P., Kaswala, P.B., and Buha, V.M., Pharm. Chem. J., 2010, vol. 44, p. 94. https://doi.org/10.1007/s11094-010-0406-9
Moustafa, A.H., Saad, H., Shehab, W., and ElMobayed, M.M., Phosphorus, Sulfur, Silicon, Relat. Elem., 2007, vol. 183, p. 115. https://doi.org/10.1080/10426500701557286
Ingarsal, N., Saravanan, G., Amutha, P., and Nagarajan, S., Eur. J. Med. Chem., 2007, vol. 42, p. 517. https://doi.org/10.1016/j.ejmech.2006.09.012
Kanagarajan, V., Thanusu, J., and Gopalakrishnan, M.A., J. Korean Chem. Soc., 2009, vol. 53, p. 731. https://doi.org/10.5012/jkcs.2009.53.6.731
Wang, S.C., Gao, J.-G., Zhang, S., Liu, S., and Jiang, L., Phosphorus, Sulfur, Silicon, Relat. Elem., 2018, vol. 193, p. 245. https://doi.org/10.1080/10426507.2017.1395439
Holy, A., Votruba, I., Masojìdkova, M., Andrei, G., Snoeck, R., Naesens, L., De Clercq, E., and Balzarini, J., J. Med. Chem., 2002, vol. 45, p. 1918. https://doi.org/10.1021/jm011095y
Dalkara, S., Karakurt, A., Curr. Top. Med. Chem., 2012, vol. 12, p. 1033. doi 10.2174/156802612800229215
Abu-Hashem, A.A., Youssef, M.M., and Hussein, H.A.R., J. Chin. Chem. Soc., 2011, vol. 58, p. 41. https://doi.org/10.1002/jccs.201190056
Abu-Hashem, A.A., El-Shehry, M.F., and Badria, F.A., Act. Pharm., 2010, vol. 60, p. 311. doi 10.2478/v10007-010-0027-6
Sakakibara, N., Hamasaki, T., Baba, M., Demizu, Y., Kurihara, M., Irie, K., Iwai, M., Asada, E., Kato, Y., and Maruyama, T., Bioorg. Med. Chem., 2013, vol. 21, p. 5900. https://doi.org/10.1016/j.bmc.2013.06.061
Tang, J., Maddali, K., Dries, C.D., Sham, Y.Y., Vince, R., Pommier, Y., and Wang, Zh., Bioorg. Med. Chem. Lett., 2011, vol. 21, p. 2400. https://doi.org/10.1016/j.bmcl.2011.02.069
Rana, K., Kaur, B., and Kumar, B., Ind. J. Chem. (B), 2004, vol. 43, p. 1553.
Kumar, B., Kaur, B., Kaur, J., Parmar, A., Anand, R.D., and Kumar, H., Ind. J. Chem. (B), 2002, vol. 41, p. 1526.
Virsodia, V., Pissurlenkar, R.R.S., Manvar, D., Dholakia, Ch., Adlakha, P., Shah, A., and Coutinhio, E.C., Eur. J. Med. Chem., 2008, vol. 43, p. 2103. https://doi.org/10.1016/j.ejmech.2007.08.004
Srivastav, N.C., Rai, D., Tse, C., Agrawal, B., Kunimoto, D.Y., and Kumar, R., J. Med. Chem., 2010, vol. 53, p. 6180. https://doi.org/10.1021/jm100568q
Agarwal, A., Srivastava, K., Puri, S.K., and Chauhan, P.M.S., Bioorg. Med. Chem., 2005, vol. 13, p. 4645. https://doi.org/10.1016/j.bmc.2005.04.061
Singh, K., Kaur, H., Chibale, K., and Balzarini, J., Eur. J. Med. Chem., 2013, vol. 66, p. 314. https://doi.org/10.1016/j.ejmech.2013.05.046
Rasheeda, K., Alva, V.D.P., Krishnaprasad, P.A., and Samshuddin, S., Int. J. Corros. Scale Inhib., 2018, vol. 7, p. 48. https://doi.org/10.17675/2305-6894-2018-7-1-5
Classified Lists of Pesticides. http://www.alanwood.net/pesticides/class_pesticides.html.
Grigoryan, A.A., Vestn. RAU. Ser. Fiz.-Mat. Estestv. Nauk, 2014, no. 2, p. 46.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
No conflict of interest was declared by the authors.
Rights and permissions
About this article
Cite this article
Hambardzumyan, E.N., Vorskanyan, A.S., Shahbazyan, L.V. et al. Synthesis and Plant Growth Stimulating Action of 2-Amino-6-methylpyrimidine-4(3H)-thione Derivatives. Russ J Gen Chem 90, 208–216 (2020). https://doi.org/10.1134/S1070363220020073
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363220020073