4-HYDROXY-2-QUINOLONES. 176. 4-R-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDS. SYNTHESIS, PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES

被引:15
|
作者
Ukrainets, I. V. [1 ]
Davidenko, A. A. [2 ]
Mospanova, E. V. [3 ]
Sidorenko, L. V. [1 ]
Svechnikova, E. N. [1 ]
机构
[1] Natl Univ Pharm, UA-61002 Kharkov, Ukraine
[2] NI Pirogov Vinitsa Natl Med Univ, UA-21018 Vinnitsa, Ukraine
[3] V Dal East Ukrainian Natl Univ, Inst Chem Technol, UA-93003 Rubizhne, Ukraine
关键词
4-R-2-oxo-1,2-dihydroquinoline-3-carboxylic acids; pKa; analgesic activity; hydrolysis;
D O I
10.1007/s10593-010-0546-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have carried out the synthesis and a comparative analysis of the acidic properties of a large group of 4-R-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. Features of the recorded NMR spectra of these compounds are discussed together with their analgesic properties.
引用
收藏
页码:559 / 568
页数:10
相关论文
共 50 条
  • [1] 4-hydroxy-2-quinolones. 176*. 4-R-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. synthesis, physicochemical and biological properties
    I. V. Ukrainets
    A. A. Davidenko
    E. V. Mospanova
    L. V. Sidorenko
    E. N. Svechnikova
    Chemistry of Heterocyclic Compounds, 2010, 46 : 559 - 568
  • [2] 4-Hydroxy-2-quinolones. 154. Pyrimidin-2-ylamides of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. Synthesis, structure, and properties
    Ukrainets, I. V.
    Tkach, A. A.
    Grinevich, L. A.
    Turov, A. V.
    Bevz, O. V.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (05) : 567 - 579
  • [3] 4-Hydroxy-2-quinolones. 87. Unusual synthesis of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids pyridylamides
    Ukrainets, IV
    Sidorenko, LV
    Slobodzian, SV
    Rybakov, VB
    Chernyshev, VV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (09): : 1362 - 1371
  • [4] 4-Hydroxy-2-quinolones. 132. Synthesis, chemical and biological properties of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids of 2-nitrobenzylidenehydrazides
    Ukrainets, I. V.
    Sidorenko, L. V.
    Golovchenko, O. S.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (11): : 1687 - 1692
  • [5] 4-hydroxy-2-quinolones. 96. Synthesis and properties of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
    Ukrainets, I. V.
    Sidorenko, L. V.
    Gorokhova, O. V.
    Shishkina, S. V.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2006, (06): : 887 - 893
  • [6] 4-hydroxy-2-quinolones. 96. Synthesis and properties of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
    Ukrainets I.V.
    Sidorenko L.V.
    Gorokhova O.V.
    Shishkina S.V.
    Chemistry of Heterocyclic Compounds, 2006, 42 (6) : 776 - 781
  • [7] 4-hydroxy-2-quinolones. 153*. Synthesis of hetarylamides of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
    I. V. Ukrainets
    N. L. Bereznyakova
    V. A. Parshikov
    Chemistry of Heterocyclic Compounds, 2009, 45 : 345 - 350
  • [8] 4-hydroxy-2-quinolones. 153. Synthesis of hetarylamides of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
    Ukrainets, I. V.
    Bereznyakova, N. L.
    Parshikov, V. A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (03) : 345 - 350
  • [9] 4-hydroxy-2-quinolones. 191.* synthesis, tautomerism and biological activity of benzimidazol-2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids
    I. V. Ukrainets
    L. A. Grinevich
    A. A. Tkach
    O. V. Gorokhova
    V. N. Kravchenko
    G. Sim
    Chemistry of Heterocyclic Compounds, 2011, 46 : 1364 - 1370
  • [10] 4-HYDROXY-2-QUINOLONES. 191.* SYNTHESIS, TAUTOMERISM AND BIOLOGICAL ACTIVITY OF BENZIMIDAZOL-2-YLAMIDES OF 1-R-4-HYDROXY-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDS
    Ukrainets, I. V.
    Grinevich, L. A.
    Tkach, A. A.
    Gorokhova, O. V.
    Kravchenko, V. N.
    Sim, G.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 46 (11) : 1364 - 1370