BIOLOGICAL ACTIVITY OF SOME DERIVATIVES OF N-ARYLBENZAMIDINES AND THEIR HYDROCHLORIDES

Introduction. Organic molecules belonging to the class of amidines have a broad spectrum of biological activity: antimicrobial, anticoagulant, anti-inflammatory, analgesic, etc. But these compounds are poorly soluble in water and in most organic solvents, which is a substantial disadvantage in designing new pharmaceuticals based on them. The introduction of the substituents into the molecules of these compounds, which fail to alter the biological activity and toxicity, but change the solubility, or the obtaining of salts with a higher solubility, is one of the ways to solve this problem. Objective: to investigate the biological activity of synthesized N-arylbenzamidines and their hydrochlorides. Material and methods. N-arylbenzamidines were obtained by baking arylamines with benzonitrile in the presence of aluminum chloride. N-arylbenzamidine hydrochlorides were synthesized by passing dry hydrogen chloride through a suspension of N-arylbenzamidines. Acute toxicity was determined by the Miller-Teichner method. Anti-inflammatory activity was studied using the formalin-induced rat paw edema method. For experimental evaluation of analgesic activity, an acetic acid-induced writhing model was used in male mice. Antimicrobial activity was investigated by the serial dilution method. Results. Series of N-arylbenzamidines and their hydrochlorides were synthesized. The structure of the compounds obtained was proved using modern methods of analysis. The synthesized compounds were studied in terms of acute toxicity and biological (antimicrobial, analgesic and anti-inflammatory) activity. Conclusion. The acute toxicity of the obtained N-arylbenzamidines and their salts depends on the electronic nature of the substituent in the aryl moiety. Increasing the electron-acceptor nature of the substituent reduces the toxicity of synthesized compounds. N-arylbenzamidines, unlike their hydrochlorides, have pronounced antimicrobial, anti-inflammatory, and analgesic activities. These properties are at the level of widely used antimicrobial drugs, such as fluoroquinolones and chlorhexidine. The presence of an electron-acceptor substituent in the aryl moiety of amidines leads to an increase in antimicrobial activity.

N-arylbenzamidines, N-arylbenzamidine hydrochlorides, acute toxicity, antimicrobial activity, anti-inflammatory activity, analgesic activity