Synthesis and Biological Activity of 3-(2-Oxoalkylidene)-3,4-Dihydro-2H-1,4-Benzoxazines

被引：5
|
作者：
Zykova, S. S. [1 ]
Karmanova, O. G. [2 ]
机构：
[1] Perm Penal Serv Inst, Perm 614012, Russia
[2] State Univ, Moscow Inst Phys & Technol, Moscow 117303, Russia
来源：
PHARMACEUTICAL CHEMISTRY JOURNAL | 2015年 / 49卷 / 06期
关键词：
1,3,4,6-tetracarbonyl compounds; 3-(2-oxoalkylidene)-3,4-dihydro-2H-1,4-benzoxazin-2-ones; 2-alkanoylmethyl-2-hydroxy-3,4-dihydro-2H-1,4-benzoxazines; Escherichia coli BW 25113; antihypoxant activity; antioxidant activity; antiradical activity; acute toxicity;
D O I：
10.1007/s11094-015-1286-9
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A simple and convenient method for the synthesis of biologically active 3-(2-oxoalkylidene)-3,4-dihydro-2H-1,4-benzoxazin-2-ones was proposed. The structures of the synthesized compounds were established using NMR and IR spectroscopy and mass spectrometry. It was established that the synthesized compounds possessed antioxidant, antiradical, and strong antihypoxant activity and exhibited low acute toxicity, which allowed the search for new antioxidants and antihypoxants among benzoxazines to continue.
引用
收藏
页码：362 / 366
页数：5
相关论文
共 50 条
  • [31] SYNTHESIS OF 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBONITRILE AND 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-3-CARBONITRILE .11. CONTRIBUTION TO STUDIES ON THE CHEMISTRY OF 1,4-OXAZINES
    BARTSCH, H
    SCHWARZ, O
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (01) : 45 - 48
  • [32] Novel concise synthesis of 2-substituted 3,4-dihydro-2H-1,4-benzoxazines by ring opening of glycidols under solid-liquid phase transfer catalysis conditions
    Albanese, D
    Landini, D
    Penso, M
    CHEMICAL COMMUNICATIONS, 1999, (20) : 2095 - 2096
  • [33] A CONVENIENT AND GENERAL-SYNTHESIS OF 2-ARYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOTHIAZINE AND 2-PYRIDYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOTHIAZINE
    JACOBSEN, N
    KOLINDANDERSEN, H
    SYNTHESIS-STUTTGART, 1990, (10): : 911 - 914
  • [34] Studies on the synthesis of 3-methyl-3,4-dihydro-2H-1,4-benzoxazine
    Fu, Ying (fuying@neau.edu.cn), 2015, Zhejiang University (29):
  • [35] Synthesis of 3,4-Dihydro-2H-1,3,5-thiadiazines
    Katritzky, AR
    Vakulenko, AV
    Xu, YJ
    Steel, PJ
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (14): : 4960 - 4962
  • [36] Enantioselective Copper-Catalyzed Formal [4+2] Cycloaddition of o-Aminophenol Derivatives with Propargylic Esters for Synthesis of Optically Active 3,4-Dihydro-2H-1,4-benzoxazines
    Liu, Zhen-Ting
    Wang, Ya-Hui
    Zhu, Fu-Lin
    Hu, Xiang-Ping
    ORGANIC LETTERS, 2016, 18 (05) : 1190 - 1193
  • [37] Microwave-assisted one-pot regioselective synthesis of 2-alkyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazines
    Dai, WM
    Wang, X
    Ma, C
    TETRAHEDRON, 2005, 61 (28) : 6879 - 6885
  • [38] Synthesis of some new 3,4-dihydro-2H-1,3-benzoxazines under microwave irradiation in solvent-free conditions and their biological activity
    Akhter, Mymoona
    Habibullah, Shaikh
    Hasan, Syed Misbahul
    Alam, Mohammad Mumtaz
    Akhter, N.
    Shaquiquzzaman, Mohammad
    MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (08) : 1147 - 1153
  • [39] Synthesis of some new 3,4-dihydro-2H-1,3-benzoxazines under microwave irradiation in solvent-free conditions and their biological activity
    Mymoona Akhter
    Shaikh Habibullah
    Syed Misbahul Hasan
    Mohammad Mumtaz Alam
    N. Akhter
    Mohammad Shaquiquzzaman
    Medicinal Chemistry Research, 2011, 20 : 1147 - 1153
  • [40] OXIDATIVE BEHAVIOR OF 3-ARYL-2H-1,4-BENZOXAZINES
    CHIOCCARA, F
    PONSIGLIONE, E
    PROTA, G
    THOMSON, RH
    TETRAHEDRON, 1976, 32 (16) : 2033 - 2038
12345