STUDY OF PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES OF A NEW BISPIDINE WITH A MORPHOLINE FRAGMENT

Abstract

Abstract. Introduction. The experimental results obtained during the work enrich modern medicinal chemistry with new information about the development and local anesthetic activity of a promising class of chemical compound - O-benzoyloxime of bispidine. The discovered new properties of the molecule can serve as the basis for the creation of a new domestic safe local anesthetic drug that is effective in models of infiltration and conduction anesthesia and has low toxicity. The aim of this work is to synthesize and study the physicochemical and biological properties of a new morpholino-substituted bispidine derivative. Results and discussion. 3-(3-(Ethan-1-yloxy)propyl)-7-[3-(morpholine-4-yl)propyl]-3,7-diazabicyclo[3.3.1]nonan-9-one was constructed in 56.9% yield. Oximation under the influence of a powerful oximylating agent led to the oxime. O-Benzoyloxime was synthesized by benzoylation of the oxime. The complex of O-benzoyloxime with β-cyclodextrin - LA-180 was studied for local anesthetic activity and acute toxicity. Conclusion. It was established that LA-180 manifested itself as a highly active compound in a series of experiments studying infiltration and conduction anesthesia. The results of a study of acute toxicity after a single subcutaneous administration to white outbred mice showed that LA-180 (925 mg/kg) is a low-toxic compound in comparison with standard drugs such as trimecaine, lidocaine and novocaine.