Russian Journal of Organic Chemistry

, Volume 55, Issue 5, pp 615–619 | Cite as

A New Synthesis of Calcium N-(5-Hydroxynicotinoyl)-L-glutamate and Its X-ray Diffraction Structure

  • A. V. KiselevEmail author
  • A. A. Machula
  • S. I. EfimovEmail author
  • E. B. Pashkova
  • S. V. Stovbun


A new synthesis of N-(5-hydroxynicotinoyl)-L-glutamic acid via a 5-hydroxynicotinic acid imidazolide intermediate has been developed. Its calcium salt (Ampasse) has been synthesized and its structure was studied by X-ray diffraction analysis. The reaction conditions for all stages of the process have been optimized and a method for the purification of the substance has been improved.


Ampasse calcium N-(5-hydroxynicotinoyl)-L-glutamate N-(5-hydroxynicotinoyl)-L-glutamic acid 5-hydroxynicotinic acid diethyl L-glutamate XRD 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Kuznetsova, E.A., Voronina, T.A., Khromova, I.V., Gariboca, T.L., Tosina, E.K., Stolyarova, L.G., Troitskaya, V.S., and Smirnov, L.D., Pharm. Chem. J., 1989, vol. 23, 943.CrossRefGoogle Scholar
  2. 2.
    Voronina, T.A., Gariboa, T.L., Khromova, I.V., Kuznetsova, E.A., and Smirnov, L.D., Pharm. Toksikol., 1990, vol. 53, p. 13.Google Scholar
  3. 3.
    Firsov, A.A., Portnoi, Yu.A., Dovzhenko, S.A., Kobrin, M.B., Kiselev, A.V., Stovbun, S.V., Dolgova, G.V., and Pomerantseva, T.Ya., Ekspert. Klin. Pharm., 2010, vol. 73, p. 31.Google Scholar
  4. 4.
    Kiselev, A.V., Stovbun, S.V., and Sergienko, V.I., Vestn. MGOU, Ser. Estest. Nauk, 2011, vol. 2, p. 47.Google Scholar
  5. 5.
    Kiselev, A.V., Stovbun, S.V., and Sergienko, V.I., Vestn. MGOU, Ser. Estest. Nauk, 2011, vol. 2, p. 83.Google Scholar
  6. 6.
    Kiselev, A.V., Stovbun, S.V., Tanirbergenov, T.B., and Malinovskaya, K.I., Toksikol. Vestn., 2012, vol. 2, p. 5.Google Scholar
  7. 7.
    Smirnov, L.D., Voronina, T.A., Stolyarova, L.G., Garibova, T.L., Akhundov, R.A., Kuznetsova, E.A., Dyumaev, K.M., Val’dman, A.V., and Rudenko, G.M., USSR Patent no. 1368314, 1988.Google Scholar
  8. 8.
    Pikalov, V.E., Frygina, V.A., and Smirnov, L.D., RF Patent no. 2051908, 1996.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  1. 1.Semenov Institute of Chemical PhysicsRussian Academy of SciencesMoscowRussia
  2. 2.BIONAll-Russian Research Institute of Agricultural Radiology and AgroecologyObninsk, Kaluzhskaya obl.Russia

Personalised recommendations