The New 1,2,3-Triazolylantracene-9,10-Diones: Synthesis and ComputerBioactivity Screening

Stasevych, Maryna; Zvarych, Viktor; Лунин, В.В.; Vovk, M. V.; Novikov, Volodymyr

doi:10.23939/chcht11.01.001

Cited by 6 publications

(4 citation statements)

References 20 publications

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“…The behavior of the azides of 9,10-anthracenedione 50, 51 in the reaction of Cucatalyzed 1,3-dipolar cycloaddition (CuAAC) with a number of substituted alkynes was investigated [31]. It was found that the use of systems such as CuI-L-proline in DMSO, CuSO 4 -potassium ascorbate in a mixture of DMF-H 2 O and CuI-TEA in chloroform led to a positive result with obtaining 1,2,3-triazole derivatives 52 only in the case of the latter option [31].…”

Section: Reactions Of Dediazonization Of 910-anthracenyl Diazonium Saltsmentioning

confidence: 99%

Synthetic Potential of 9,10-Anthraquinonyldiazonium Salts

Stasevich¹,

Zvarych²,

Novikov³

et al. 2020

Ukr. Chem. Journ.

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For the first time, the literature sources concerning the chemical transformations of diazonium salts of 1(2)-amino-9,10-anthracenediones are generalized and systematized. The potential of 9,10-dioxoanthracenyldiazonium salts as key substrates in the preparation of various linear-functionalized, acyclic and heterocyclic derivatives has been determined. The main synthetic transformations of diazonium salts of amino-9,10-anthracenediones, which are realized without preserving the azo function lead to the formation of reaction products of Sandmeyer, Meerwein, and Gomberg–Bachmann–Hay, are analyzed. The use of 9,10-dioxoanthracenyldiazonium salts or products of their transformations for obtaining heteryl-containing condensed and functionalized derivatives is presented.

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Section: Reactions Of Dediazonization Of 910-anthracenyl Diazonium Saltsmentioning

confidence: 99%

Synthetic Potential of 9,10-Anthraquinonyldiazonium Salts

Stasevich¹,

Zvarych²,

Novikov³

et al. 2020

Ukr. Chem. Journ.

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“…The use of such well-known methods as infrared spectroscopy and X-ray powder diffraction is a powerful and indicative tool for pharmaceutical analysis. 1 The study of compounds by the method of absorption spectrophotometry in the infrared region is widely used to identify various classes of substances, determining the structure of individual molecules [2][3][4][5][6][7][8] and the composition of molecular mixtures in industrial and scientific laboratories. 9 Moreover, IR-Fourier spectroscopy makes it possible to understand better the kinetics, mechanisms, and pathways of chemical reactions.…”

Section: Introductionmentioning

confidence: 99%

Application of Infrared Spectroscopy and X-Ray Powder Diffractometry for Assessment of the Qualitative Composition of Components in a Pharmaceutical Formulation

Stasevych,

Zvarych,

Dronik

et al. 2023

ChChT

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A qualitative assessment of a new four-component pharmaceutical composition has been carried out using the methods of infrared spectroscopy and X-ray powder diffractometry. Qualitative characteristics for the identification of mixture components by absorption bands in infrared spectra and characteristic peaks by positions on the scattering angle 2θ scale in diffractograms were determined. It was experimentally confirmed that the quantitative content of benzocaine and procaine hydrochloride in the mixture without diclofenac sodium decreased by two times compared to their content in the mixture with it. Original infrared spectra and X-ray diffractograms of the new pharmaceutical composition with diclofenac sodium, which can be used for its identification, are presented.

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“…On the other hand, compounds with antithrombotic and antioxidant actions were found among biologically active derivatives of 9,10-anthracenedione [14][15][16][17][18]. The recent results of the successful functionalization of amino derivatives of 9,10-anthracenediones are shown in the works [16][17][18][19][20][21][22][23][24]. It is the prompts to develop this direction.…”

Section: Introductionmentioning

confidence: 99%

Amidoxime-Functionalized (9,10-Dioxoantracen-1-yl)hydrazones

Stasevych¹,

Zvarych²,

Novikov³

et al. 2019

ChChT

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New (9,10-dioxoanthracen-1-yl)hydrazones containing amidoxime fragments were synthesized by the interaction of corresponding hydrazones of malonodinitrile, ethyl cyanacetate, ethyl acetoacetate, and acetylacetone with hydroxylamine in boiling dioxane in the presence of sodium acetate. It was established that the reaction of N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)carbonohydrazonoyldicyanide 1 with NH 2 OH leads to the formation of 2-(2-(9,10-dioxo-9,10-dihydroanthracen-1yl)hydrazinylidene)-N' 1 ,N' 3-dihydroxymalonimidamide 2 as the major product, and 3-amino-2-(2-(9,10-dioxo-9,10dihydroanthracen-1-yl)hydrazinylidene)-3-(hydroxyimino)propanamide 3 as a minor product. The 1 H, 13 C NMR and LC-MS data showed that the interaction of 9,10dioxoanthracenylhydrazone of acetylacetone 5 by hydroxylamine is accompanied with the elimination of the acetyl fragment formed 1-[2-(2-(hydroxyimino) propylidene)hydrazinyl]anthracene-9,10-dione 9. Possible mechanisms for the formation of amidoximes 3 and 9 are proposed. Quantum-chemical DFT calculations of the Gibbs free energy (D G) to determine conformational advantage of Z-or E-isomers for the amidoxime form of the derivatives 2,3,7-9 were carried out using the M06-2X hybrid method with 6-311++G(d, p) basis set and the SMD solvation model in DMSO.

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The New 1,2,3-Triazolylantracene-9,10-Diones: Synthesis and ComputerBioactivity Screening

Cited by 6 publications

References 20 publications

Synthetic Potential of 9,10-Anthraquinonyldiazonium Salts

Synthetic Potential of 9,10-Anthraquinonyldiazonium Salts

Application of Infrared Spectroscopy and X-Ray Powder Diffractometry for Assessment of the Qualitative Composition of Components in a Pharmaceutical Formulation

Amidoxime-Functionalized (9,10-Dioxoantracen-1-yl)hydrazones

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