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Azaadamantanes are nitrogen-containing analogs of adamantane, which contain one or more nitrogen atoms instead of carbon atoms. This substitution leads to several specific chemical and physical properties. The azaadamantane derivatives have less lipophilicity compared to their adamantane analogs, which affects both their interaction with biological targets and bioavailability. The significant increase in the number of publications during the last decade (2009–2020) concerning the study of reactivity and biological activity of azaadamantanes and their derivatives indicates a great theoretical and practical interest in these compounds. Compounds with pronounced biological activity have been already discovered among azaadamantane derivatives. The review is devoted to the biological activity of azaadamantanes and their derivatives. It presents the main methods for the synthesis of di- and triazaadamantanes and summarizes the accumulated data on studying the biological activity of these compounds. The prospects for the use of azaadamantanes in medical chemistry and pharmacology are discussed. [ABSTRACT FROM AUTHOR]

1,5-Dimethylbispidinone (1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-one) reacts with natural ketones, including optically active ones, to give new aminal-type compounds combining diazaadamantane and aliphatic fragments. [ABSTRACT FROM AUTHOR]

A series of new (thio)semicarbazones containing adamantane and 3,7-dimethyloctyl fragments was synthesized. The configuration of imine bond was proposed based on the characteristic signals of 1Н and 13С NMR spectra simulated by quantum-chemical calculations. [ABSTRACT FROM AUTHOR]

The possibility of the complex formation of three bispidines with copper(ii) chloride and acetate in a deuterated DMF solution was studied by NMR titration. For all ligands, the formation of complexes with copper(ii) chloride was clearly detected based on the changes in the signals in the proton NMR spectra. The formation of complexes with copper(ii) acetate was not observed for any of the ligands. The results of the study can be used in the design of metal complex catalysts for the Henry reaction. [ABSTRACT FROM AUTHOR]