SYNTHESIS AND BIOLOGICAL ACTIVITY OF NEW MORPHOLIN-CONTAINING THIOANHYDRIDES

Abstract

Introduction. Morpholine is a promising and versatile six-membered heterocycle, a popular pharmacophore with a wide spectrum of biological and pharmacological activity. The purpose of this work is the synthesis of biologically active compounds, based on 3-morpholinepropylamine, the determination of the structure and biological activity of the synthesized compounds. Results and discussion. Acetic, propionic, benzoic, 4-chlorobenzoic and 2,4-dichlorobenzoic 3-morpholinopropylcarbamothioic thioanhydrides have been synthesized as a result of acylation of sodium 3-morpholylpropylcarbadithioate with the corresponding acid’s chlorides. The synthesis has been carried out in acetone at the room temperature for 2 – 3 h. The structure of the synthesized compounds has been established on the basis of the elemental analysis data, IR spectra, ¹Н and ¹³С NMR spectroscopy. Conclusion. As a result of the laboratory and field tests, it has been found that the use of morpholinopropylcarbamothioic thioanhydrides contribute to an increase in the seed shoot formation of wheat and spruce. Propionic 3-morpholinopropylcarbamothioic thioanhydride activates at a concentration of 0.01% the seedlings length of wheat seeds up to 5.1 cm and increases the germination of shoots up to 88%, and on spruce seeds, the seedlings length is 7.3 cm and the germination of shoots is 87% as compared with the control (4.4 cm, 86% and 4.0 cm, 84%), respectively. Benzoic (3-morpholinopropyl)carbamothioic thioanhydride has shown at a concentration of 0.01% a high shoot-forming ability, the length of shoots by cutting Spiraea Vanhouttei is on average 3.91 cm, as compared with the control (1.63 cm) and with the preparations Kornevin (2.58 cm) and KN-2 (3.59 cm).