Determination of 6-Nitro-7-(4'-Nitrophenyl)-5-Ethyl-4,7-Dihydropyrazolo[1,5-a]Pyrimidine-3-Carboxylate as a Potential Antitumor Agent by Voltammetry

P. N. Mozharovskaia; Можаровская П. Н.; A. V. Ivoilova; Ивойлова А. В.; A. A. Terekhova; Терехова А. А.; A. N. Tsmokalyuk; Цмокалюк А. Н.; A. V. Ivanova; Иванова А. В.; A. N. Kozitsina; Козицина А. Н.; V. L. Rusinov; Русинов В. Л.

doi:10.31857/S0044450223020081

Determination of 6-Nitro-7-(4'-Nitrophenyl)-5-Ethyl-4,7-Dihydropyrazolo[1,5-a]Pyrimidine-3-Carboxylate as a Potential Antitumor Agent by Voltammetry

Authors: Mozharovskaia P.N.¹, Ivoilova A.V.¹, Terekhova A.A.¹, Tsmokalyuk A.N.¹, Ivanova A.V.¹, Kozitsina A.N.¹, Rusinov V.L.¹^,2
Affiliations:
1. Ural Federal University named after the first President of Russia B.N. Yeltsin
2. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
Issue: Vol 78, No 3 (2023)
Pages: 260-267
Section: ORIGINAL ARTICLES
Submitted: 31.01.2025
URL: https://ruspoj.com/0044-4502/article/view/650166
DOI: https://doi.org/10.31857/S0044450223020081
EDN: https://elibrary.ru/FUUGSE
ID: 650166

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Abstract

6-Nitro-7-(4'-nitrophenyl)-5-ethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate (1) is one of promising antitumor compounds exhibiting biological activity against type 2 casein kinase, which is currently considered as a promising target in chemotherapy. Using the method of cyclic voltammetry, it was shown that the electrochemical activity of compound 1 in a mixed solution of Tris-HCl and ethanol (1 : 1) at pH 7.5 on a glassy-carbon electrode is due to the electrochemical reduction of the nitro group conjugated with the phenyl ring. A method was developed for the determination of compound 1 by direct cathodic square-wave voltammetry. The linearity region of the corresponding calibration curve obtained in a solution of a mixture of Tris-HCl and ethanol (1 : 1) at pH 7.5 is 5–500 mg/L (R2 = 0.988), the limit of detection is 0.8 mg/L, the limit of quantification is 2.4 mg/L. The accuracy of the developed procedure is close to 100%, the relative standard deviation is 1.4%.

Keywords

quantitative substance analysis, square-wave voltammetry, pyrazolopyrimidines, nitro group, glassy-carbon electrode, antitumor agent,

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