Determination of optimal conditions for synthesis of new hydrazonopropyl derivatives of 6-methyluracil containing a thietane cycle

Natural nitrogenous bases are key components of nucleic acids, determining their structure and functions. The importance of these compounds forms a clear range of studies on methods for creating their analogs capable of imitating or modulating their biological activity. One of the promising areas is the synthesis of hydrazones, organic compounds characterized by the presence of the C=N-NH-R functional group. The aim of our research was to identify the most optimal conditions for synthesis of hydrazonopropyl derivatives of thietanyl-6-methyluracil. Commercially available reagents were used in the study. Hydrazonopropyl derivatives were obtained by the reaction of N1-oxopropyl-N3-thietanyl-6-methyluracil with hydrazine hydrate derivatives under various conditions. The reaction conditions were recorded using standardized devices. The products were identified by NMR 1H and 13C spectroscopy. As a result of the analysis, optimal conditions for synthesis of hydrazonopropyl derivatives were selected, corresponding to the indicators of reproducibility and the highest product yield. The identified synthesis conditions allowed increasing the yield of the target hydrazonopropyl derivatives within 60–70%. In addition, the method of assessing the area under the curve of the concentration dependence of a substance in blood plasma on time was used to determine the limits of bioavailability of the obtained substances, which made it possible to identify further directions for research on these organic substances as promising biologically active molecules. The modification of nitrogenous bases is a powerful tool in the arsenal of modern organic chemistry. The practical significance of this area of research is due to its wide application in various areas, from development of new drugs to creation of functional materials. Thus, the modification of nitrogenous bases is a promising area in chemical science, which has enormous potential for development of new technologies in pharmacy, medicine, biology, and other areas of scientific knowledge.