Synthesis and Antiarrhythmic Activity of N-[2-(Adamantan-2-YL)Aminocarbonyl-Methyl-N′-(Dialkylamino)Alkylnitrobenzamides

Abstract

Novel 2-aminoadamantane derivatives, specifically N-[2-(adamant-2-yl)-aminocarbonylmethyl]-N′-(dialkylamino) alkylnitrobenzamides and their physiologically compatible salts, preferably the hydrochlorides, were synthesized and their pharmacological properties were studied. The novel derivatives were found to have marked antiarrhythmic (antifibrillatory) activity in models of calcium chloride and aconitin arrhythmia. The relationship between the chemical structures of the substances synthesized here and their pharmacological activities was studied. The highest level of antiarrhythmic activity and the lowest toxicity were obtained with compound N-[2-(adamant-2-yl)aminocarbonylmethyl]-N′-[3-diethylamino]propyl]-4-nitrobenzamide, which also had the advantage of a wider therapeutic ratio over known antiarrhythmic drugs of classes I, IV, and III (cardiocyclide).