Skip to main content
Log in

4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

A synthesis and study of the spatial structure of 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline have been carried. 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazides were prepared from this compound by two routes. A comparative analysis of the antitubercular properties of the synthesized compounds and of the closely structurally related N,N′-di(1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)hydrazines has been performed.

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. I. V. Ukrainets, A. A. Tkach, V. V. Kravtsova, and A. V. Turov, Khim. Geterotsikl. Soedin., 59 (2009). [Chem. Heterocycl. Comp., 45, 48 (2009)].

    Google Scholar 

  2. I. V. Ukrainets, Jaradat Nidal Amin, P. A. Bezuglyi, O. V. Gorokhova, L. V. Sidorenko, and I. V. Porokhnyak, Physiologically Active Substances [in Russian], No. 1 (27), 21 (1999).

  3. Enomoto Hiroshi, Nomura Tadatoshi, Aoyagi Yoshiaki, Chokai Shoichi, Kono Tatsuhiko, Murase Masao, Inoue Kichiro, and Adachi Masahiro, US Pat. 4526894 (1985). http://ep.espacenet.com

  4. T. Kappe, R. Aigner, P. Hohengassner, and W. Stadlbauer, J. Prakt. Chem., 336, 596 (1994).

    Article  CAS  Google Scholar 

  5. C. M. Sarangi and Y. R. Rao, Res. Ind., 37, 113 (1992).

    CAS  Google Scholar 

  6. L. N. Nikolenko, Laboratory Handbook for Intermediate Products and Dyes [in Russian]), Vysshaya Shkola, Moscow (1961), p. 115.

    Google Scholar 

  7. H.-B. Burgi and J. D. Dunitz, Structure Correlation, Vol. 2, VCH, Weinheim (1994), p. 741.

    Book  Google Scholar 

  8. Yu. V. Zefirov, Kristallografiya, 42, 936 (1997).

    CAS  Google Scholar 

  9. I. V. Ukrainets, A. A. Tkach, E. V. Mospanova, and E. N. Svechnikova, Khim. Geterotsikl. Soedin., 1196 (2007). [Chem. Heterocycl. Comp., 43, 1014 (2007)].

    Google Scholar 

  10. B. V. Ioffe, M. A. Kuznetsov, and A. A. Potekhin, Chemistry of Organic Hydrazide Derivatives [in Russian], Khimiya, Leningrad (1979), p. 55.

    Google Scholar 

  11. I. G. Zenkevich and B. V. Ioffe, Interpretation of the Mass Spectra of Organic Compounds [in Russian], Khimiya, Leningrad (1986), p. 104.

    Google Scholar 

  12. 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 

  13. C. B. Inderleid and K. A. Nash, in: V. Lorian (editor), Antibiotics in Laboratory Medicine, Williams and Wilkins, Baltimore (1996), p. 127.

    Google Scholar 

  14. I. V. Ukrainets, A. A. Tkach, and Liu Yang Yang, Khim. Geterotsikl. Soedin., 1655 (2008). [Chem. Heterocycl. Comp., 44, 1347 (2008)].

    Google Scholar 

  15. I. V. Ukrainets, O. V. Gorokhova, S. G. Taran, P. A. Bezuglyi, A. V. Turov, N. A. Marusenko, and O. A. Evtifeeva, Khim. Geterotsikl. Soedin., 958 (1994). [Chem. Heterocycl. Comp., 30, 829 (1994)].

    Google Scholar 

  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 

  17. G. M. Sheldrick, SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-ray Diffraction Data, Rev. 5.1 (1998).

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. V. Ukrainets.

Additional information

*For Communication 151 see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 214–222, February, 2009.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ukrainets, I.V., Tkach, A.A. & Yang, L.Y. 4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives. Chem Heterocycl Comp 45, 169–175 (2009). https://doi.org/10.1007/s10593-009-0246-2

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-009-0246-2

Keywords

Navigation