Skip to main content
Log in

4-Hydro-2-quinolones. 192.* relationship of xy structure and analgesic activity of 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Some 4-N-R-2-Oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives were synthesized as close structural analogs of the highly-active analgesic 4-benzylamino-2-oxo-1,2-dihydroquinoline-carboxylic acid. Pharmacological testing showed that manifestation of an analgesic effect depends on the presence of a carboxylic group and benzyl fragment in these molecules.

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.

Institutional subscriptions

Fig. 1

Similar content being viewed by others

References

  1. I. V. Ukrainets, L. A. Grinevich, A. A. Tkach, O. V. Gorokhova, V. N. Kravchenko, and G. Sim, Khim. Geterotsikl. Soedin., 1681 (2010). [Chem. Heterocycl. Comp., 46, 1364 (2010)].

    Google Scholar 

  2. I. V. Ukrainets, A. A. Davidenko, E. V. Mospanova, L. V. Sidorenko, and E. N. Svechnikova, Khim. Geterotsikl. Soedin., 706 (2010). [Chem. Heterocycl. Comp., 46, 559 (2010)].

    Google Scholar 

  3. M. D. Mashkovskii, Drugs [in Russian], RIA Novaya Volna, Umerenkov, Moscow (2009), p. 162.

    Google Scholar 

  4. The Merck Index on CD-ROM. Version 12:3, Merck & Co. Inc., Whitehouse Station, NJ, USA (2000), Published on CD-ROM by Chapman & Hall/CRC.

  5. I. V. Ukrainets, L. V. Sidorenko, S. V. Slobodzyan, V. B. Rybakov, and V. V. Chernyshev, Khim. Geterotsikl. Soedin., 1362 (2005). [Chem. Heterocycl. Comp., 41, 1158 (2005)].

    Google Scholar 

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

    Google Scholar 

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

    CAS  Google Scholar 

  8. O. V. Shishkin, K. Yu. Pichugin, L. Gorb, and J. Leszczynski, J. Mol. Struct., 616, 159 (2002).

    Article  CAS  Google Scholar 

  9. H. D. Flack, Acta Crystallogr., A39, 876 (1983).

    CAS  Google Scholar 

  10. H. D. Flack and D. Schwarzenbach, Acta Crystallogr., A44, 499 (1988).

    CAS  Google Scholar 

  11. I. V. Ukrainets, S. G. Taran, N. V. Likhanova, V. B. Rybakov, O. V. Gorokhova, Jaradat Nidal Amin, Khim. Geterotsikl. Soedin., 55 (2000). [Chem. Heterocycl. Comp., 36, 49 (2000)].

    Google Scholar 

  12. I. V. Ukrainets, S. G. Taran, N. V. Likhanova, Jaradat Nidal Amin, and O. V. Shishkin, Khim. Geterotsikl. Soedin., 64 (2000). [Chem. Heterocycl. Comp., 36, 56 (2000).

    Google Scholar 

  13. V. M. Potapov, Stereochemistry [in Russian], Khimiya, Moscow (1988).

    Google Scholar 

  14. J. Bernstein, Polymorphism in Molecular Crystals, Oxford University Press, New York (2002).

    Google Scholar 

  15. L. N. Sernov and V. V. Gatsura, Elements of Experimental Pharmacology [in Russian], Nauka, Moscow (2000), p. 41.

    Google Scholar 

  16. G. M. Sheldrick, Acta Crystallogr., A64, 112 (2008).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. V. Ukrainets.

Additional information

* Communication 191, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1690–1701, November, 2010.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ukrainets, I.V., Mospanova, E.V., Davidenko, A.A. et al. 4-Hydro-2-quinolones. 192.* relationship of xy structure and analgesic activity of 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives. Chem Heterocycl Comp 46, 1371–1379 (2011). https://doi.org/10.1007/s10593-011-0674-7

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-011-0674-7

Keywords

Navigation