Pharmacological studies of the new fatty-aromatic amides, structural analogs of chlorobenzoylaminoadamantane (chlodantane), and non-covalent water-soluble complexes of chlodantane, adamantylbromophenylamine (bromantane) and ADC-918 were carried out. It was shown that complexation neutralized the actoprotective properties of the last three substances. The resulting complexes of arabinogalactan were inclusion compounds where the adaptogen molecule played the role of a guest; the arabinogalactan molecule, a host. Salt-like coordination complexes formed with glycyrrhizic acid. The new derivatives belonged to the third class of moderately toxic compounds. N-[(1R, 2RS)-Camphan-2-yl]-4-chlorobenzamide turned out to be the most promising compound in terms of the pharmacological profile and increased physical performance in the treadmill test by 23.22 – 25.20

Novel structural analogs of isothiobarbamine, which differ from the prototype scaffold by the substituent at position 2 of the pyrimidine heterocycle, were for the first time synthesized and characterized. Data acquired in pharmacological experiments in vivo revealed that compounds 1b—d and 10 increase physical productivity, whereas compounds 1c and 10 exhibit a nootropic effect, compound 8a shows a psychostimulating effect, and compound 1b exhibits anxiolytic properties. The results reported herein indicate that the drug discovery based on new structural analogs of isothiobarbamine is promising since it may lead to drugs for the prevention and treatment of asthenia (chronic fatigue syndrome).

Various methods for the reduction of (het)arylimines of cage-structured monoterpenoid ketones, l-fenchone and d-camphor, were explored. The best results were achieved using the NaBH4-NiCl2 • 6H2O system in 95% ethanol. The exception is halogenated aniline derivatives, in the case of which the reduction of the C-N bond is accompanied with the hydrogenolysis of the C-Hal bond.

Regiospecific S-monoaminoalkylation of 5-substituted derivatives of 6-hydroxy-2-thiouracil with free N,N-dialkyl-N-(2-chloroethyl)amines in anhydrous PriOH was described for the first time. In compliance with the rules and regulations of green chemistry, this approach was used to synthesize a number of structural analogs of isothiobarbamine in high yield and purity, which are potential synthetic actoprotectors of immediate action.

Alkylation of N -aryl and N -arylalkyl acetamides with hydroxy adamantane derivatives in trifluoroacetic acid was studied. The differentiating effect of trifluoroacetic acid on the regio-selectivity of adamantylation of o -alkyl-substituted acetanilides was established, leading to energetically more stable products of para -substitution with respect to the alkyl group (the content of para-alkyl isomers is 93–94%). This enabled the synthesis of adamantylaminoarenes in 83–99% yields and with 95–99% purity.

The reduction of cage ketoximes under Schwenk–Papa reaction conditions was studied to establish that the d,l, d- and l-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, d,l-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.

The review summarizes information on cyclopropane as an independent pharmacophore group and as a fragment for modification of pharmacological activity level of medicines used in practice. The advantages of a cyclopropane fragment over its bioisosteres are that, on the one hand, this fragment imposes conformational rigidity on the molecules of physiologically active compounds and, on the other hand, the replacement of acyclic terminal and “linker” groups with a cyclopropane fragment increases the metabolic stability of the target structures and extends the scope of their therapeutic action.

The Willgerodt–Kindler reaction of 1-(1-adamantyl)propan-2-one and its derivatives was studied by gas chromatography–mass spectrometry. The reaction time was found to be 3–4 times longer than in the case of alkyl aryl ketones due to considerable steric hindrances in the molecules of adamantyl ketones. The use of diglyme as solvent and sodium butyl xanthate as catalyst significantly shortened the reaction time and improved the yield to 92%.

IT IS SHOWN THE INFLUENCE OF ALCOHOLIC STRUCTURE ON CONSTANTS OF RATE FOR REACTION BETWEEN 2,2,3,3,4,4,5,5-OC-TAFLUOROPENTYL CHLOROSULFITE AND ALCOHOLS (ROH, WHERE R N-BU, CYCLE-C 6H 11, PHCH 2, P-CL-PHCH 2, P-CH 3O-PHCH 2, M-NO 2-PHCH 2, HCF 2CF 2CH 2).

It is shown the influence of polyfluoroalkyl chain in polyfluorochlorosulfites on yield of polyfluo-roalkylic ethers of cyclohexanol in reaction between polyfluoroalkylchlorosulfite with cyclohexanol.

Ab initio method is shown the influence inside molecularic interaction S(O)Cl group with CH 2 group into tetrafluoropropylchlorsulfite on its thermal stability.

Features of synthesis of 1-polyfluoroalkoxy derivatives of adamantane via reactions of polyfluoroalkyl chlorosulfites with 1-adamantanol and of alcoholates of polyfluororinated alcohols with 1-bromoadamanatane were revealed.