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Information × Registration Number 0225U001668, (0122U000969) , R & D reports Title Design and modification of N-substituted-1,4-quinone imines: targeted synthesis, study of bioactivity by methods in silico, in vitro, in vivo popup.stage_title Дослідження біологічної активності методами in vitro та in vivo визначених сполук-лідерів N-заміщених 1,4-хінонімінів. Встановлення кореляції «будова – біологічна активність» в ряду N-заміщених 1,4-хінонімінів. Head Avdieienko Anatolii P., д.х.н. Registration Date 04-02-2025 Organization Donbass State Engineering Academy popup.description1 The aim of the project is the design and targeted synthesis of biologically active N-substituted 1,4-quinone imines and products of their modification, in particular, new N-substituted 1,4-quinone imines, based on arylthiosulfonates, determination of "structure - biological activity" correlation for synthesized compounds, and identification of promising directions of chemical modification of these compounds in order to improve their pharmaco-technological and pharmacokinetic parameters. popup.description2 The object of the study is N-substituted 1,4-quinone imines and products of their chemical modification. Methods: organic synthesis, NMR 1H and 13C spectroscopy, IR-spectroscopy, quantum-chemical calculations, elemental analysis, in Silico study, the study of biological activity by in vitro and in vivo method, molecular docking. It was found that there are two processes in solutions of N-(4-oxocyclohexa-2,5-dien-1-ylidene)urea there are two processes – Z,E-isomerization relative to the C=N bond and inhibited rotation around the NH2–C(O)– bond. The experimental values of the activation energy of these processes of N-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)urea were determined by the method of analysis of the full line shape in the 1H NMR spectra, respectively. It was established that the Z,E-isomerization with respect to the C=N bond proceeds according to the inversion mechanism. In solutions of N-[arylsulfonylimino(methyl)methyl]-1,4-benzoquinonemonoimines, several processes of Z,E-isomerization are realized at the same time: a fast inversion process of isomerization (topomerization) relative to the C=N1 quinoneimine bond; slow inversion process of isomerization relative to the C=N2 exocyclic bond; the process of inhibited rotation around the =N1–С= bond connecting two imine fragments. The 1H NMR spectra revealed the process of isomerization with respect to the C=N2 exocyclic bond. The theoretical values of the isomerization barriers relative to the C=N1 and C=N2 bonds and the inhibited rotation around the =N1–C= bond, as well as the experimental Z,E-isomerization barriers relative to the C=N2 bond, were determined. It was established that in the 1H NMR spectra for N-[arylsulfonylimino(methyl)methyl]-1,4-benzoquinonemonoimines, only Z, E-isomerization is possible with respect to the C=N2 bond. New N-heterylthio- and N-ethylxanthogenato-1,4-benzoquinonimines were synthesized. Product Description popup.authors Avdieienko Anatolii P. Apukhtina Nadiia V. Kovalenko Serhii I. Konovalova Svitlana O. Lubenets Vira I. popup.nrat_date 2025-02-04 Close