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Synthesis and Structure of New Aminouracilindolones


New derivatives of aminouracilindolone have been prepared and their structure has been studied. The reaction of 2-chloro-1H-indole-3-carbaldehyde and its N-substituted analogs with 6-aminouracil has not led to the derivatives of uracilpyrimidinindole but has been accompanied by the chlorine atom substitution with a hydroxyl group, followed by the formation of an earlier unknown aminouracilindolone. Structure of one of the obtained compounds has been established by single-crystal X-ray diffraction analysis.

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  1. Corey, E.J., Czako, B., and Kurti, L., Molecules and Medicine, Hoboken: Wiley, 2007.

  2. Pozharskii, A.F., Soldatenkov, A.T., and Katritzky, A.R., Heterocycles in Life and Society: an Introduction to Heterocyclic Chemistry, Biochemistry and Applications, Chichester: Wiley, 2011.

  3. Foote, K.M., Blades, K., Cronin, A., Fillery, S., Guichard, S.S., Hassall, L., Hickson, I., Jacq, X., Jewsbury, P.J., and Mc-Guire, T.M., J. Med. Chem., 2013, vol. 56, p. 2125.

    CAS  Article  PubMed  Google Scholar 

  4. Kondreddi, R.R., Jiricek, J., Rao, S.P., Lakshminarayana, S.B., Camacho, L.R., Rao, R., Herve, M., Bifani, P., Ma, N.L., Kuhen, K., Goh, A., Chatterjee, A.K., Dick, T., Diagana, T.T., Manjunatha, U.H., and Smith, P.W., J. Med. Chem., 2013, vol. 56, p. 8849.

    CAS  Article  PubMed  Google Scholar 

  5. Yeung, K.S., Qiu, Z., Xue, Q., Fang, H., Yang, Z., Zadjura, L., D’Arienzo, C., Eggers, B.J., Riccardi, K., Shi, P.Y., Gong, Y.F., Browning, M.R., Gao, Q., Hansel, S., Santone, K., Lin, P.F, Meanwell, N.A., and Kadow, J.F., Bioorg. Med. Chem. Lett., 2013, vol. 23, p. 198.

    CAS  Article  PubMed  Google Scholar 

  6. Fatahala, S., Khedr, M.A., and Mohamed, M.S., Acta. Chim. Slov., 2017, vol. 64, p. 865.

    CAS  Article  PubMed  Google Scholar 

  7. Silveira, C.C., Mendes, S.R., Soares, J.R., Martinez, D.M., and Savegnago, L., Tetrahedron Lett., 2013, vol. 54, p. 4926.

    CAS  Article  Google Scholar 

  8. Santillan, A.Jr., McClure, K.J., Allison, B.D., Lord, B., Boggs, J.D., Morton, K.L., Everson, A.M., Nepomuceno, D., Letavic, M.A., Lee-Dutra, A., Lovenberg, T.W., Carruthers, N.I., and and Grice, C.A., Bioorg. Med. Chem. Lett., 2010, vol. 20, p. 6226.

    CAS  Article  PubMed  Google Scholar 

  9. Murinov, Yu.I., Grabovskii, S.A., and Kabal’nova, N.N., Russ. Chem. Bull., 2019, vol. 68, no. 5, p. 946.

    CAS  Article  Google Scholar 

  10. Kundu, N.G., Das, P., Balzarini, J., and De Clercq, E., Bioorg. Med. Chem., 1997, vol. 5, p. 2011.

    CAS  Article  PubMed  Google Scholar 

  11. Gazivoda, T., Raić-Malić, S., Marjanović, M., Kralj, M., Pavelić, K., Balzarini, J., De Clercq, E., and Mintas, M., Bioorg. Med. Chem., 2007, vol. 15, p. 749.

    CAS  Article  PubMed  Google Scholar 

  12. Design of Hybrid Molecules for Drug Development, Decker, M., Ed., Amsterdam: Elsevier, 2017.

  13. Suzdalev, K.F., Babakova, M.N., Kartsev, V.G., and Krasnov, K.A., Heterocycles, 2015, vol. 91, no. 1, p. 64.

    CAS  Article  Google Scholar 

  14. Suzdalev, K.F., Vikrischuk, N.I., Prikhodko, K.A., Shasheva, E.Yu., Kurbatov, S.V., Bogus, S.K., and GalenkoYaroshevsky, P.A., Сhem. Heterocycl. Compd., 2016, vol. 52, p. 303.

    CAS  Article  Google Scholar 

  15. Sheldrick, G.M., SHELXTL, Bruker AXS Inc., Madison, Wisconsin, USA, 2000.

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This study was performed in the scope of the State Task (no. 0089-2019-0013, V.V. Tkachev, G.V. Shilov). The experiments were performed using the equipment of the Center for Collective Usage “Molecular Spectroscopy” of Southern Federal University and the Educational-Research Laboratory of Resonance Spectroscopy, Department of Chemistry of Natural and High-Molecular Compounds, Southern Federal University.

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Correspondence to N. I. Vikrishchuk.

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Vikrishchuk, N.I., Tkachev, V.V., Popov, L.D. et al. Synthesis and Structure of New Aminouracilindolones. Russ J Gen Chem 90, 799–803 (2020).

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  • aminouracil
  • 2-chloro-1H-indole-3-carbaldehyde
  • nucleophiles