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4-Hydroxy-2-quinolones 140. Synthesis and diuretic activity of arylalkylamides of 4-methyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The interaction of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with thionyl chloride in oxygen-containing solvents leads to the formation of a significant amount of colored side products, consequently it was proposed the reaction be carried out in carbon tetrachloride. The synthesis of a series of amides was effected by the amidation of the obtained acid chloride with appropriate primary arylalkylamines. Results are presented of a study of the effect of the synthesized compounds on the urine-excreting function of the kidney.

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References

  1. I. V. Ukrainets, N. L. Bereznyakova, and I. A. Tugaibei, Khim. Geterotsikl. Soedin., 61 (2008). [Chem. Heterocycl. Comp., 44, 50 (2008)].

    Google Scholar 

  2. M. D. Mashkovskii, Drugs, Vol. 1 [in Russian], OOO Novaya Volna, Izd. S. B. Divov, Moscow (2002), p. 476.

    Google Scholar 

  3. R. Berkou and E. Fletcher (editors), Handbook of Medicine. Diagnostics and Therapy, Vol. 1 [Russian translation], Moscow (1997), p. 280, 304.

  4. A. Kleeman and J. Engel, Pharmaceutical Substances. Syntheses, Patents, Applications, Multimedia Viewer, Version 2.00, Georg Thieme Verlag, Stuttgart (2001).

    Google Scholar 

  5. I. V. Ukrainets, E. A. Taran, O. V. Gorokhova, Jaradat Nidal Amin, L. N. Voronina, and I. V. Porokhnyak, Khim. Geterotsikl. Soedin., 409 (2000). [Chem. Heterocycl. Comp., 36, 346 (2000)].

    Google Scholar 

  6. S. G. Taran, I. V. Ukrainets, N. V. Likhanova, O. V. Gorokhova, and P. A. Bezuglyi, Khim. Geterotsikl. Soedin., 262 (2001). [Chem. Heterocycl. Comp., 37, 237 (2001)].

    Google Scholar 

  7. I. V. Ukrainets, N. L. Bereznyakova, and E. V. Mospanova, Khim. Geterotsikl. Soedin., 1015 (2007). [Chem. Heterocycl. Comp., 43, 856 (2007)].

    Google Scholar 

  8. S. G. Taran, N. V. Likhanova, I. V. Ukrainets, S. G. Leonova, L. M. Voronina, and O. I. Naboka, Visnik Farmatsii, No. 2 (20), 47 (1999).

  9. http://www.ibmc.msk.ru/PASS/ or http://ibmc.p450.ru/PASS/

  10. I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, and S. V. Shishkina, Khim. Geterotsikl. Soedin., 887 (2006). [Chem. Heterocycl. Comp., 42, 776 (2006)].

    Google Scholar 

  11. I. V. Ukrainets, M. Amer, P. A. Bezuglyi, O. V. Gorokhova, L. V. Sidorenko, and A. V. Turov, Khim. Geterotsikl. Soedin., 654 (2002). [Chem. Heterocycl. Comp., 38, 571 (2002)].

    Google Scholar 

  12. B. Ribar, I. Janic, A. Kalman, and G. Argay, Cryst. Struct. Commun., 6, 677 (1977).

    CAS  Google Scholar 

  13. V. B. Rybakov, V. V. Chernyshev, I. V. Ukrainets, P. A. Bezugly, L. V. Sidorenko, and N. Skaif, Acta Crystallogr., 59, o412 (2003).

    Google Scholar 

  14. I. V. Ukrainets, S. G. Taran, O. L. Kamenetskaya, O. V. Gorokhova, L. V. Sidorenko, and A. V. Turov, Khim. Geterotsikl. Soedin., 1532 (2000). [Chem. Heterocycl. Comp., 36, 1319 (2000)].

    Google Scholar 

  15. I. V. Ukrainets, O. V. Gorokhova, L. V. Sidorenko, and N. L. Bereznyakova, Khim. Geterotsikl. Soedin., 69 (2007). [Chem. Heterocycl. Comp., 43, 58 (2007)].

    Google Scholar 

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

    Google Scholar 

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

    CAS  Google Scholar 

  18. 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 

  19. D. H. R. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry, [Russian translation], Vol. 8, Khimiya, Moskwa, (1979), p. 250.

    Google Scholar 

  20. L. N. Sernov and V. V. Gatsura, Elements of Experimental Pharmacology [in Russian], Moscow (2000), p. 103.

  21. 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).

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Authors and Affiliations

  1. National University of Pharmacy, Kharkiv, 61002, Ukraine

    I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov & V. N. Kravchenko

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  1. I. V. Ukrainets
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  2. N. L. Bereznyakova
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  3. V. A. Parshikov
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  4. V. N. Kravchenko
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Correspondence to I. V. Ukrainets.

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__________

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 78–87, January, 2008.

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Ukrainets, I.V., Bereznyakova, N.L., Parshikov, V.A. et al. 4-Hydroxy-2-quinolones 140. Synthesis and diuretic activity of arylalkylamides of 4-methyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid. Chem Heterocycl Comp 44, 64–72 (2008). https://doi.org/10.1007/s10593-008-0009-5

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  • DOI: https://doi.org/10.1007/s10593-008-0009-5

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