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Voltammetric determination of sodium 5-(7-amino-3-cyanopyrazolo[1,5-a]pyrimidin-6-yl)tetrazol-2-ide as a promising antitumor molecule

Ivan A. Balin, Alexandra Vs. Ivoilova, Natalya A. Malakhova, Darya D. Oreshkova, Grigoriy V. Urakov, Konstantin V. Savateev, Vladimir L. Rusinov, Alla Vl. Ivanova, Alisa N. Kozitsina

Abstract


The electrochemical behavior of sodium 5-(7-amino-3-cyanopyrazolo[1,5-a]pyrimidin-6-yl)tetrazol-2-ide (compound 1) as a promising inhibitor of casein ki-nase 2, a novel target in anticancer therapy, was investigated for the first time. Compound 1 undergoes irreversible electrooxidation on a glassy carbon electrode (GCE) in aqueous media, producing two poorly resolved peaks caused by amino group oxidation. The first oxidation step, involving a two-electron transfer, is diffu-sion-controlled and complicated by a preceding chemical reaction. The peak current of the first oxidation step of the amino group of compound 1 in the potential range 0.0–1.25 V was used as the response. The influence of voltammetric mode, electro-lyte pH, potential scan rate, accumulation time and potential on the oxidation peak current of compound 1 was studied. A method of compound 1 quantification by di-rect differential pulse voltammetry was developed. The peak current obtained in 0.1 M KCl was linearly related to the compound 1 concentration in the range of 0–160 mg/L with the determination coefficient of 0.999. The method provided a detection limit of 1.9 mg/L and recovery close to 100%.

Keywords


antitumor agents; pyrazolo[1,5-a]pyrimidines; electrooxidation of heterocyclic amines; differential pulse voltammetry

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DOI: https://doi.org/10.15826/chimtech.9178

Copyright (c) 2025 Ivan A. Balin, Alexandra Vs. Ivoilova, Natalya A. Malakhova, Darya D. Oreshkova, Grigoriy V. Urakov, Konstantin V. Savateev, Vladimir L. Rusinov, Alla Vl. Ivanova, Alisa N. Kozitsina

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