Skip to main content
Log in

Nuclear-chemical synthesis of tritium-labeled fluorinated isoquinolinium derivatives

  • Published:
Radiochemistry Aims and scope

Abstract

The developed nuclear-chemical method allows direct phenylation of the nitrogen atom in the isoquinoline molecule and one-step synthesis of tritium-labeled biomarkers containing previously unknown N-(p-difluorophenyl)isoquinolinium fragment with high radiochemical yield.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Chemistry of the Alkaloids, Pelletier, S.W., Ed., New York: Van Nostrand Reinhold, 1970.

  2. Bentley, K.W., Nat. Prod. Rep., 2003, vol. 20, no. 3, pp. 342–365.

    Article  CAS  Google Scholar 

  3. Gilchrist, T.L., Heterocyclic Chemistry, Essex, UK: Addison Wesley Longman, 1997, 3rd ed.

    Google Scholar 

  4. Pozharskii, A.F., Soldatenkov, A.T., and Katritzky, A.R., Heterocycles in Life and Society, New York: Wiley, 1997.

    Google Scholar 

  5. Katritzky, A.R. and Pozharskii, A.F., Handbook of Heterocyclic Chemistry, Oxford, UK: Elsevier, 2000, 2nd ed.

    Google Scholar 

  6. Lava, K., Evrard, Ya., Van Hecke, K., et al., RSC Adv., 2012, vol. 2, pp. 8061–8070.

    Article  CAS  Google Scholar 

  7. Meziane, M.A. and Bazureau, J.P., Molecules, 2002, vol. 7, pp. 252–263.

    Article  Google Scholar 

  8. Iimuro, A., Yamaji, K., Kandula, S., et al., Angew. Chem. Int. Ed., 2013, vol. 52, pp. 2046–2050.

    Article  CAS  Google Scholar 

  9. Kita, Y., Yamaji, K., Higashida, K., et al., Chem. Eur. J., 2015, vol. 21, pp. 1915–1927.

    Article  CAS  Google Scholar 

  10. Binder, J., Paar, M., Jun, D., et al., Lett. Drug Des. Discov., 2010, vol. 7, pp. 1–4.

    CAS  Google Scholar 

  11. Musilek, K., Komloova, M., Holas, O., et al., Eur. J. Med. Chem., 2011, vol. 46, no. 2, pp. 811–818.

    Article  CAS  Google Scholar 

  12. Kotake, Y., Sekiya, Y., Okuda, K., and Ohta, S., Neurotoxicology, 2007, vol. 28, no. 1, pp. 27–32.

    Article  CAS  Google Scholar 

  13. Komloova, M., Horova, A., Hrabinova, M., et al., Bioorg. Med. Chem. Lett., 2013, vol. 23, pp. 6663–6666.

    Article  CAS  Google Scholar 

  14. Jang, E.R., Ryu, M., Park, J.E., et al., J. Biolog. Chem., 2010, vol. 285, no. 5, pp. 2986–2995.

    Article  CAS  Google Scholar 

  15. Fluorinated Heterocyclic Compounds. Synthesis, Chemistry, and Applications, Petrov, V.A., Ed., Wiley, 2009.

  16. Uneyama, K., Organofluorine Chemistry, Oxford, UK: Blackwell, 2006.

    Book  Google Scholar 

  17. Szárics, É., Riedl, Z., Nyikos, L., et al., Eur. J. Med. Chem., 2006, vol. 41, pp. 445–456.

    Article  Google Scholar 

  18. Sakano, T. and Amano, T., Yakugaku Zasshi, 1976, vol. 96, no. 9, pp. 1114–1121.

    Article  CAS  Google Scholar 

  19. Wu, G., Geib, S.J., Rheingold, A.L., and Heck, R.F., J. Org. Chem., 1988, vol. 53, no. 14, pp. 3238–3241.

    Article  CAS  Google Scholar 

  20. Shchepina, N.E., Avrorin, V.V., Badun, G.A., et al., Radiochemistry, 2010, vol. 52, no. 3, pp. 322–324.

    Article  CAS  Google Scholar 

  21. Shchepina, N.E., Avrorin, V.V., Badun, G.A., and Ukhanov, S.E., Radiochemistry, 2016, vol. 58, no. 1, pp. 92–94.

    Article  CAS  Google Scholar 

  22. Avrorin, V.V. and Shchepina, N.E., Radiochemistry, 2012, vol. 54, no. 5, pp. 506–508.

    Article  CAS  Google Scholar 

  23. Shchepina, N.E. and Avrorin, V.V., RF Patent 2 479 561, Publ. April 20, 2013, Byull. Izobret., 2013, no. 11, p. 927.

    Google Scholar 

  24. Shchepina, N.E., Avrorin, V.V., Badun, G.A., et al., Khim. Geterotsikl. Soedin., 2009, no. 7, pp. 1008–1014. The study was financially supported by the Ministry of Education and Science of the Russian Federation (assignment 2014/153, no. 88, basic part).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to N. E. Shchepina.

Additional information

Original Russian Text © N.E. Shchepina, V.V. Avrorin, G.A. Badun, S.N. Shurov, R.V. Shchepin, 2017, published in Radiokhimiya, 2017, Vol. 59, No. 3, pp. 260–263.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shchepina, N.E., Avrorin, V.V., Badun, G.A. et al. Nuclear-chemical synthesis of tritium-labeled fluorinated isoquinolinium derivatives. Radiochemistry 59, 297–300 (2017). https://doi.org/10.1134/S1066362217030134

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1066362217030134

Keywords

Navigation