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Synthesis and cytotoxic activity of N-[(alkylsulfanyl)methyl]- and N-[(arylsulfanyl)methyl]benzamides

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Abstract

A catalytic approach for the synthesis of N-[(alkylsulfanyl)methyl]- and N-[(arylsulfanyl)methyl]benzamides was developed via thiomethylation of 2-, 3- and 4-aminobenzamides with alkylthio- or arylthiomethanols. A moderate cytotoxic activity of 4-s[(heptylthio)methyl]aminobenzamide was established against a number of cell lines, with the most pronounced effect against the Jurkat leukemic T-cell line.

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Funding

The work was carried out in accordance with the plans of scientific research of the Institute of Petrochemistry and Catalysis of the Ufa Federal Research Center of the Russian Academy of Sciences (UFRC RAS; FMRS-2022-0079 (2022—2024)), the Institute of Biochemistry and Genetics of UFRC RAS (No. 122041400169-2) and was financially supported by the Ministry of Science and Higher Education of the Russian Federation (Project No. 2021-0291-FP5-0001) using the equipment of the Agidel Regional Center for Collective Use of UFRC RAS.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation

    R. R. Khairullina & L. R. Yakupova

  2. Institute of Biochemistry and Genetics, Ufa Federal Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    U. Sh. Kuzmina & Yu. V. Vakhitova

Authors
  1. R. R. Khairullina
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  2. U. Sh. Kuzmina
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  3. L. R. Yakupova
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  4. Yu. V. Vakhitova
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Corresponding author

Correspondence to R. R. Khairullina.

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No human or animal subjects were used in this research.

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The authors declare no competing interests.

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Dedicated to the memory of Academician of the Russian Academy of Sciences G. A. Tolstikov (1933–2013).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 10, pp. 2501–2507, October, 2023.

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Khairullina, R.R., Kuzmina, U.S., Yakupova, L.R. et al. Synthesis and cytotoxic activity of N-[(alkylsulfanyl)methyl]- and N-[(arylsulfanyl)methyl]benzamides. Russ Chem Bull 72, 2501–2507 (2023). https://doi.org/10.1007/s11172-023-4052-2

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  • DOI: https://doi.org/10.1007/s11172-023-4052-2

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