Synthesis and Analgesic and Antibacterial Activity of 5-aryl-4-aroyl-1-(4-acetylaminosulfonylphenyl)-3-hydroxy-3-pyrrolin-2-ones

被引:4
|
作者
Gein, V. L. [1 ]
Bobrovskaya, O. V. [1 ]
Seliverstov, G. V. [1 ]
Makhmudov, R. R. [2 ]
Novikova, V. V. [1 ]
机构
[1] Perm State Pharmaceut Acad, Minist Hlth Russian Federat, 2 Polevaya St, Perm 614900, Russia
[2] Perm State Natl Res Univ, Perm, Russia
关键词
5-aryl-4-aroyl-1-(4-acetylaminosulfonylphenyl)-3-hydroxy-3-pyrrolin-2-ones; synthesis; analgesic and antibacterial activity;
D O I
10.1007/s11094-017-1579-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A three-component reaction of aroylpyruvic acid methyl ester with a mixture of an aromatic aldehyde and 4-aminobenzenesulfonylacetamide (sulfacetamide) was used to synthesize 5-aryl-4-aroyl-1-(4-acetylaminosulfonylphenyl)-3-hydroxy-3-pyrrolin-2-ones. The structures of these compounds were established by IR, NMR, and H-1 spectroscopy, along with mass spectrometry. The analgesic and antibacterial activities of these compounds were studied.
引用
收藏
页码:187 / 190
页数:4
相关论文
共 50 条
  • [41] Synthesis and antimicrobial activity of 1-(4-hydroxyphenyl)-4-acyl-5-aryl-3-hydroxy-3-pyrrolin-2-ones
    V. L. Gein
    M. N. Armisheva
    N. A. Rassudikhina
    M. I. Vakhrin
    E. V. Voronina
    [J]. Pharmaceutical Chemistry Journal, 2011, 45 : 162 - 164
  • [42] Synthesis and pharmacological activity of 1-substituted 5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones
    Gein V.L.
    Gein L.F.
    Porseva N.Yu.
    Voronina É.V.
    Vakhrin M.I.
    Potemkin K.D.
    Kolla V.E.
    Drovosekova L.P.
    Milyutin A.V.
    Shchuklina N.S.
    Veikhman G.A.
    [J]. Pharmaceutical Chemistry Journal, 1998, 32 (9) : 477 - 479
  • [43] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 1-(4-HYDROXYPHENYL)-4-ACYL-5-ARYL-3-HYDROXY-3-PYRROLIN-2-ONES
    Gein, V. L.
    Armisheva, M. N.
    Rassudikhina, N. A.
    Vakhrin, M. I.
    Voronina, E. V.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2011, 45 (03) : 162 - 164
  • [44] Anti-inflammatory and analgesic activity of 5-aryl-4-acyl-1-heteryl-3- hydroxy-3-pyrrolin-2-ones
    Gein V.L.
    Yushkov V.V.
    Splina T.A.
    Gein L.F.
    Yatsenko K.V.
    Shevtsova S.G.
    [J]. Pharmaceutical Chemistry Journal, 2008, 42 (5) : 255 - 257
  • [45] Reactions of 1-(4-aminosulfonylphenyl)-5-aryl-4-aroyl-3-hydroxy-3-pyrrolin-2-ones with arylamines and hydrazine hydrate
    Gein, V. L.
    Bobrovskaya, O. V.
    Tkachenko, K. A.
    Gein, L. F.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (07) : 1349 - 1352
  • [46] Reactions of 1-(4-aminosulfonylphenyl)-5-aryl-4-aroyl-3-hydroxy-3-pyrrolin-2-ones with arylamines and hydrazine hydrate
    V. L. Gein
    O. V. Bobrovskaya
    K. A. Tkachenko
    L. F. Gein
    [J]. Russian Journal of General Chemistry, 2014, 84 : 1349 - 1352
  • [47] Synthesis and biological activity of 4-acyl-5-aryl-3-hydroxy-1-(2- hydroxyethylaminoethyl)-3-pyrrolin-2-ones
    Gein V.L.
    Kasimova N.N.
    Moiseev A.L.
    Sheptukha M.A.
    Syropyatov B.Ya.
    Ismailova N.G.
    Voronina E.V.
    Ivanenko O.I.
    [J]. Pharmaceutical Chemistry Journal, 2007, 41 (9) : 476 - 479
  • [48] Synthesis of 5-Aryl-4-acyl-3-hydroxy-1-(2-furylmethyl)-3-pyrrolin-2-ones
    V. L. Gein
    N. V. Nosova
    A. P. Shishkin
    L. F. Gein
    [J]. Russian Journal of General Chemistry, 2018, 88 : 598 - 601
  • [49] Synthesis of 5-Aryl-4-acyl-3-hydroxy-1-(2-furylmethyl)-3-pyrrolin-2-ones
    Gein, V. L.
    Nosova, N. V.
    Shishkin, A. P.
    Gein, L. F.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (03) : 598 - 601
  • [50] Simple three-component synthesis of 4-acyl-5-phenyl-1-(2-hetaryl)-3-hydroxy-3-pyrrolin-2-ones
    Silina, TA
    Pulina, NA
    Geyn, LF
    Geyn, VL
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1998, (06): : 844 - 845