Synthesis and biological activity of substituted 4-aryl-2-methylenehydrazino-4-oxobut-2-enoic acids and their derivatives

被引:0
|
作者
N. A. Pulina
V. V. Zalesov
O. A. Bystritskaya
A. E. Rubtsov
N. V. Kutkovaya
机构
[1] Perm State Pharmaceutical Academy,
[2] Perm State University,undefined
[3] Biomed Research and Production Company,undefined
来源
Pharmaceutical Chemistry Journal | 2009年 / 43卷
关键词
derivatives of 2-methylenehydrazino-4-aryl-4-oxobut-2-enoic acids; synthesis; biological activity;
D O I
暂无
中图分类号
学科分类号
摘要
Aseries of substituted 2-methylenehydrazino-4-aryl-4-oxobut-2-enoic acids and their anilides and esters were obtained using reactions of 4-aryl-2-hydroxy-4-oxobut-2-enoic acids and their amides and esters with benzophenone hydrazone, benzyl monohydrazone, and triphenylphosphazines. The methyl ester of 2-(1,2-diphenyl-2-oxoethylidenehydrazino)-4-(4-chlorophenyl)-4-oxobut-2-enoic acid was also synthesized by decyclization of 3-(1,2-diphenyl-2-oxoethylidenehydrazino)-5-(4-chlorophenyl)-3H-furan-2-one using methanol. The synthesized compounds exhibit moderate anti-inflammatory, analgesic, and antimicrobial activity.
引用
收藏
页码:444 / 447
页数:3
相关论文
共 50 条
  • [31] Synthesis and Antibacterial Activity of 4-Oxo-2-thienylaminobut-2-enoic Acids
    I. A. Gorbunova
    V. M. Shadrin
    N. A. Pulina
    V. V. Novikova
    S. S. Dubrovina
    D. A. Shipilovskikh
    S. A. Shipilovskikh
    Russian Journal of General Chemistry, 2023, 93 : 8 - 15
  • [32] Synthesis and cancer cell cytotoxicity of 2-aryl-4-(4-aryl-2-oxobut-3-en-1-ylidene)-substituted benzothiazepanes
    Magdalenic, Katarina
    Ronse, Ulrike
    De Jonghe, Steven
    Persoons, Leentje
    Schols, Dominique
    De Munck, Julie
    Grootaert, Charlotte
    Van Camp, John
    D'hooghe, Matthias
    PHYTOCHEMISTRY LETTERS, 2023, 55 : 117 - 123
  • [33] Reactions of 4-aryl-N-hetaryl-2-hydroxy-4-oxobut-2-enamides with hydroxylamine and biological activity of the products
    Pulina, N. A.
    Sobin, F. V.
    Yushkova, T. A.
    Novikova, V. V.
    RUSSIAN CHEMICAL BULLETIN, 2019, 68 (03) : 628 - 633
  • [34] An Efficient Synthesis of Novel Hexahydropyrido[2,3-d]pyrimidine Derivatives from (Arylmethylidene)pyruvic Acids (=(3E)-4-Aryl-2-oxobut-3-enoic Acids in Aqueous Media
    Balalaie, Saeed
    Abdolmohammadi, Shahrad
    Soleimanifard, Bita
    HELVETICA CHIMICA ACTA, 2009, 92 (05) : 932 - 936
  • [35] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    V. L. Gein
    A. V. Romanova
    O. V. Bobrovskaya
    O. V. Nazarets
    R. R. Makhmudov
    Е. V. Gradova
    Russian Journal of General Chemistry, 2022, 92 : 2231 - 2234
  • [36] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    Gein, V. L.
    Romanova, A. V.
    Bobrovskaya, O. V.
    Nazarets, O. V.
    Makhmudov, R. R.
    Gradova, E. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (11) : 2231 - 2234
  • [37] Synthesis and Biological Activity of 2-Substituted-4-chloro- 5-aryl-2H-1,2,3-triazole Derivatives
    Li, Sun-Yong
    Bo, Rui
    Li, Yuan-Xiang
    Jingxi Huagong/Fine Chemicals, 2019, 36 (05): : 951 - 956
  • [38] Method for the Synthesis of 2-{[(2Z)-4-Aryl-2-hydroxy-4-oxobut-2-enoyl]amino}benzoic Acids
    Gein, V. L.
    Nazarets, O. V.
    Romanova, A. V.
    Bobrovskaya, O. V.
    Mokrushin, I. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (07) : 1167 - 1172
  • [39] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF SOME 4-ARYL-SUBSTITUTED 4-OXAZOLIN-2-ONES
    BOTTARI, F
    SAETTONE, MF
    SERAFINI, MF
    NANNIPIERI, E
    JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (01) : 39 - +
  • [40] Synthesis and Intramolecular Cyclization of Substituted 4-(Het)aryl-4-oxo-2-thienylaminobut-2-enoic Acids Containing Nitrile Group in the Thiophene Ring
    I. A. Gorbunova
    D. A. Shipilovskikh
    A. E. Rubtsov
    S. A. Shipilovskikh
    Russian Journal of General Chemistry, 2021, 91 : 1623 - 1628