Synthesis, Chemical Modification and Growth-Stimulating Activity of N-Benzylmethylamine and Indoline Derivatives

Abstract

One of the main tasks of organic chemistry is development of purposeful synthesis ways of biologically active substances. The chemistry of dithiocarbamic compounds opens up wide possibilities for solving this problem. There is a strong interest in dithiocarbamic acids due to a wide range oftheir biological activity (anticancer, antibacterial, antifungal, anti-neurodegenerative, anti-tuberculosis, growthstimulating, root forming, etc.). The purpose of this studyis the synthesis of biologically active substances inthe series of element(N-,O-,S-,F-,Cl-)organic compounds based on N-benzylmethylamine and indoline, their structure determination and biological activity investigation. Results and discussion. The initial sodium dithiocarbamates were synthesized by the reaction of N-benzylmethylamine and indoline with carbon disulfide in the yields 92 and 52%. Acylation of synthesized dithiocarbamates with acid chlorides was carried out and the corresponding derivatives of dithiocarbamic aromatic and heterocyclic thioanhydrides were obtained in the yields 58-85%. The structure of the synthesized compounds was identified by using elemental analysis, IR spectra, 1Н and 13С NMR spectroscopy. Laboratory study of growth-stimulating activity of new biologically active compounds onlaboratory germination and germination energy of wheat and soybean seeds was carried out.Conclusion.The best results were achieved when wheat seeds were treated with sodium indoline-1-carbodithioate and benzyl(methyl)carbamothio-4-fluorobenzoic thioanhydride at 0.001% concentration.Germination energy and laboratory seed germination were 100% and 100%, and for the standard -80% and 90%, respectively. It was found that seed treatment with new synthesized preparations intensively stimulates the growing and germination of wheat shoots in comparison with the control and the standard.