Chemistry of Heterocyclic Compounds

, Volume 43, Issue 11, pp 1434–1439 | Cite as

4-Hydroxy-2-quinolones 132. Synthesis, chemical, and biological properties of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids 2-nitrobenzylidenehydrazides

  • I. V. UkrainetsEmail author
  • L. V. Sidorenko
  • O. S. Golovchenko


1-R-4-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids 2-nitrobenzylidenehydrazides are reduced to the corresponding quinoline-3-carboxamides by zinc in glacial acetic acid but in refluxing triethylphosphite they are converted to the symmetrical N,N′-di(4-hydroxy-2-oxo-1,2-dihydro-3-quinolinoyl)hydrazines. A study of the antitubercular activity of the synthetic compounds has been carried out.


hydrazides 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids amidation reduction antitubercular activity 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    I. V. Ukrainets, N. L. Bereznyakova, O. V. Gorokhova, and A. V. Turov, Khim. Geterotsikl. Soedin., 1677 (2007). [Chem. Heterocycl. Comp., 43, 1426 (1993)].Google Scholar
  2. 2.
    I. V. Ukrainets, N. A. Jaradat, P. A. Bezugly, and O. V. Gorokhova, Visnyk Farmatsii, No. 2 (21), 13 (2000).Google Scholar
  3. 3.
    I. V. Ukrainets, O. S. Prokopenko, L. V. Sidorenko, and O. V. Gorokhova, Visnyk Farmatsii, No. 3 (39), 3 (2004).Google Scholar
  4. 4.
    I. V. Ukrainets, L. V. Sidorenko, O. S. Prokopenko, V. B. Rybakov, and V. V. Chernyshev, Zh. Org. Farm. Khim., 2, No. 4 (8), 17 (2004).Google Scholar
  5. 5.
    B. V. Ioffe, M. A. Kuznetsov, and A. A. Potekhin, Chemistry of Organic Hydrazine Derivatives [in Russian], Khimiya, Leningrad (1979), p 61.Google Scholar
  6. 6.
    M. V. Rubtsov and A. G. Baichikov, Synthetic Chemico-Pharmaceutical Preparations [in Russian], Meditsina, Moscow(1971).Google Scholar
  7. 7.
    A. Kleemann and J. Engel, Pharmaceutical Substances: Synthesis, Patents, Applications, Thieme Medical Publishers, Stuttgart (2001).Google Scholar
  8. 8.
    D. H. R. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry [Russian translation], Vol. 3, Khimiya, Moscow (1982), p. 271.Google Scholar
  9. 9.
    I. V. Ukrainets, S. G. Taran, O. A. Evtifeeva, and A. V. Turov, Khim. Geterotsikl. Soedin., 1101 (1993). [Chem. Heterocycl. Comp., 29, 938 (1993)].Google Scholar
  10. 10.
    I. V. Ukrainets, L. V. Sidorenko, E. N. Svechnikova, and O. V. Shishkin, Khim. Geterotsikl. Soedin., 1503 (2007).Google Scholar
  11. 11.
    I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, and N. A. Jaradat, Khim. Geterotsikl. Soedin, 542 (2006). [Chem. Heterocycl. Comp., 42, 475 (2006)].Google Scholar
  12. 12.
    L. F. Fieser and M. Fieser, Reagents for Organic Synthesis [Russian translation], Vol. 3, Moscow (1970), p. 467.Google Scholar
  13. 13.
    I. V. Ukrainets, N. A. Jaradat, P. O. Bezugly, O. V. Gorokhova, L. V. Sidorenko, and I. V. Porokhnyak, Fiziologichno Aktivni Rechovini, No. 1 (27), 21 (1999).Google Scholar
  14. 14.
    L. B. Heifets in: L. B. Heifets (editor), Drug Susceptibility in the Chemotherapy of Mycobacterial Infections, CRC Press, Boca Raton (1991), p. 89.Google Scholar
  15. 15.
    C. B. Inderleid and K. A. Nash in: V. Lorian (editor), Antibiotics in Laboratory Medicine, Williams and Wilkins, Baltimore (1996), p. 127.Google Scholar
  16. 16.
    I. V. Ukrainets, P. A. Bezuglyi, V. I. Treskach, M. Yu. Kornilov, A. V. Turov, A. I. Maslennikov, S. V. Gladchenko, and V. I. Krivobok, Khim. Geterotsikl. Soedin., 1086 (1992). [Chem. Heterocycl. Comp., 28, 912 (1992)].Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2007

Authors and Affiliations

  • I. V. Ukrainets
    • 1
    Email author
  • L. V. Sidorenko
    • 1
  • O. S. Golovchenko
    • 1
  1. 1.National University of PharmacyKharkivUkraine

Personalised recommendations