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Synthesis and antiviral activity of fluorine-containing 4-arylaminoquinazolines

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Pharmaceutical Chemistry Journal Aims and scope

2-Methylthio-4-phenylamino-6,7,8-trifluoro-3H-quinazolin-4-one was synthesized by means of intramolecular cyclizations of S-methyl-N-(tetrafluorobenzoyl)isothiourea followed by a reaction with POCl3 and nucleophilic substitution at the 4-position. The reactions of the synthesized compound with amines proceed, depending on their nature, via substitution of either the F(7) atom or the SMe fragment in the 2-position. The antiviral activity of the obtained 6,7,8-trifluoro-2-ethylthioquinazolin-4-ones was investigated using monkeypox virus, smallpox vaccine, and ectromelia virus. It is shown that fluorinated quinazoline derivatives have good prospects in the search for new active substances.

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Notes

  1. We thank E. F. Belanov (SSC VB Vector, Novosibirsk) for performing the biological tests.

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Acknowledgments

The work was supported financially by State Contract GK-02.740.11.0260 and a Scientific Schools Grant NSh-65261.2010.3.

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Authors and Affiliations

  1. I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, Yekaterinburg, 620219, Russia

    G. N. Lipunova & V. N. Charushin

  2. B. N. Yeltsin Ural Federal University, Yekaterinburg, 620002, Russia

    E. V. Nosova & A. A. Laeva

Authors
  1. G. N. Lipunova
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  2. E. V. Nosova
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  3. A. A. Laeva
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  4. V. N. Charushin
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Correspondence to G. N. Lipunova.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 45, No. 12, pp. 7 – 9, December, 2011.

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Lipunova, G.N., Nosova, E.V., Laeva, A.A. et al. Synthesis and antiviral activity of fluorine-containing 4-arylaminoquinazolines. Pharm Chem J 45, 709–711 (2012). https://doi.org/10.1007/s11094-012-0707-2

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  • DOI: https://doi.org/10.1007/s11094-012-0707-2

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