Skip to main content
SpringerLink
Log in

Synthesis and Structure of New Aminouracilindolones

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

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.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme
Fig. 1.
Fig. 2.
Scheme

Similar content being viewed by others

REFERENCES

  1. Corey, E.J., Czako, B., and Kurti, L., Molecules and Medicine, Hoboken: Wiley, 2007. https://doi.org/10.1002/bmb.20179

  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. https://doi.org/10.1002/9781119998372

  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. https://doi.org/10.1021/jm301859s

    Article  CAS  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. https://doi.org/10.1021/jm4012774

    Article  CAS  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. https://doi.org/10.1016/j.bmcl.2012.10.115

    Article  CAS  PubMed  Google Scholar 

  6. Fatahala, S., Khedr, M.A., and Mohamed, M.S., Acta. Chim. Slov., 2017, vol. 64, p. 865. https://doi.org/10.17344/acsi.2017.3481

    Article  CAS  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. doi.org/10.1016/j.tetlet.2013.07.004

    Article  CAS  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. https://doi.org/10.1016/j.bmcl.2010.08.103

    Article  CAS  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. https://doi.org/10.1007/s11172-019-2505-4

    Article  CAS  Google Scholar 

  10. Kundu, N.G., Das, P., Balzarini, J., and De Clercq, E., Bioorg. Med. Chem., 1997, vol. 5, p. 2011. https://doi.org/10.1016/S0968-0896(97)00114-4

    Article  CAS  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. https://doi.org/10.1016/j.bmc.2006.10.046

    Article  CAS  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. https://doi.org/10.3987/COM-14-13135

    Article  CAS  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. https://doi.org/10.1007/s10593-016-1882-y

    Article  CAS  Google Scholar 

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

Download references

Funding

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.

Author information

Authors and Affiliations

  1. Southern Federal University, 344090, Rostov-on-Don, Russia

    N. I. Vikrishchuk & L. D. Popov

  2. Institute of Problems of Chemical Physics of the Russian Academy of Sciences, 142432, Chernogolovka, Russia

    V. V. Tkachev & G. V. Shilov

  3. Institute of Physiologically Active Substances of the Russian Academy of Sciences, 142432, Chernogolovka, Russia

    V. V. Tkachev

Authors
  1. N. I. Vikrishchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. V. Tkachev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. D. Popov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. V. Shilov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. I. Vikrishchuk.

Ethics declarations

No conflict of interest was declared by the authors.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

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). https://doi.org/10.1134/S1070363220050060

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363220050060

Keywords:

Search

Navigation