SYNTHESIS AND ROOT-FORMING ACTIVITY OF DITHIOCARBAMATES BASED ON THE 2-(METHYLAMINO)ETHANOL AND QUINOLINE-8-OL
Keywords:
2-(methylamino)ethanol, quinoline-8-ol, carbon disulfide, dithiocarbamates, NMR (1H and 13С) spectroscopy, root-forming activityAbstract
New biologically active potassium and sodium dithiocarbamates were synthesized by the interaction of 2-(methylamino)ethanol and quinoline-8-ol with carbon disulfide in the presence of solutions alkali in ethanol at room temperature. As a result of the reaction sodium 2-hydroxyethyl(methyl)carbamodithioate (70%) and potassium O-quinolin-8-yl-carbonodithioate 2 (86%) were obtained. The structure of the synthesized compounds was established based by the data of elemental analysis, IR and NMR (1H and 13С) spectroscopic data. Field tests showed that the treatment of seedlings with dithiocarbamates activates the formation of the root system and shoots in comparison with the control group. The most effective was potassium O-quinolin-8-yl-carbonoditioat, which at a concentration 0.01% obtaind profound results in terms of root length about – 8 cm, the average number of formed shoots – 1,6, and an average length of the shoots at 1,4 cm.
References
[1] Elmira Ghabraie, Hamid Moghimi Saeed Balalaie Morteza Bararjanian Frank Rominger Hamid Reza Bijanzadeh Efficient synthesis of functionalized dithiocarbamate derivatives through one-pot three-component reaction and evaluation of their antimicrobial activities // Journal of the Iranian Chemical Society. 2013. Vol. 10, Issue 4. P. 725-732.
[2] Mandeep Singhanita, Garganjali Sidhuemail, Authorvineet Kumar Synthesis of quarternary ammonium salts with dithiocarbamate moiety and their antifungal activities against Helminthos poriumoryzae // Journal of Chemical Sciences. 2013. Vol. 125, Issue 3. P. 567-573.
[3] ZengqiangSonga, Yan Zhoua, Wenxin Zhang and at al. Base promoted synthesis of novel indole-dithiocarbamate compounds as potential anti-inflammatory therapeutic agents for treatment of acute lung injury // European Journal of Medicinal Chemistry. 2019. Vol. 171. P. 54-65.
[4] Rathore H.S., Ishratullah K., Varshney C., Varshney G., Mojumdar S.C. Fungicidal and bactericidal activity of metal diethyldithiocarbamate fungicides // Journal of Thermal Analysis and Calorimetry. 2008. Vol. 94, Issue 1. P. 75-81.
[5] Innovative patent of the Republic of Kazakhstan № 26587. Decyl ester of morpholyldithiocarbamic acid цшер foaming ability / Mukanova M.S., Yerzhanov K.B., Tusupbaev N.К., Erzhanova J.A., Mukhanova A.A. Publ. 12.25.2012. Bull. 12.
[6] Patent of the Republic of Kazakhstan №22965 Sodium N- (3-phenylprop-2-yn-1-yl)-Nbutyldithiocarbamate with root-forming activity / Yerzhanov K.B., Akimbaeva N.O., Saurbaeva BS, Ermagambetov R.R., Oleichenko S.N., Kampitova G.A. Publ. 03.15.2012. Bull. 3.
[7] Patent for utility model of the Republic of Kazakhstan № 3672. Potassium O-quinolin-8yl-carbonitioate possessing root-forming activity / Sycheva, Ye.S., Mukanova, M.S., Vizer, S.A., Yerzhanov, K.B., Mukanova G.S. Publ. 22.02.2019. Bull. 8.
[8] Patent for utility model of the Republic of Kazakhstan № 3673. Use of sodium 2-hydroxyethyl(methyl)carbamodithioate as a stimulator of root formation / SychevaYe.S., Mukanova M.S., Vizer S.А., Yerzhanov K.B., Mukanova G.S. Publ. 02.22.2019. Bull. 8.