2,5-bis(2-phenylaminoethylamino)-[1,4]benzoquinone | 1394286-77-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,5-bis(2-phenylaminoethylamino)-[1,4]benzoquinone
• 英文别名: 2,5-Bis(2-anilinoethylamino)cyclohexa-2,5-diene-1,4-dione
• CAS: 1394286-77-1
• 化学式: C₂₂H₂₄N₄O₂
• 分子量: 376.458
• InChiKey: FEZISQNOSUKCSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苯基乙二胺 、 对苯二酚 以 甲醇 为溶剂， 反应 1.0h， 以93%的产率得到2,5-bis(2-phenylaminoethylamino)-[1,4]benzoquinone
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of 2,5-substituted-1,4-benzoquinone as novel urease inhibitors

  摘要：

  A series of 2,5-substituted-1,4-benzoquinone (1-6) were prepared and structurally characterized by elemental analysis, IR spectra, H-1 and C-13 NMR spectra, and single crystal X-ray determination. The urease inhibitory activities of the compounds against H. pylori urease were studied. Among the compounds, 2,5-bis(2-morpholin-4-ylethylamino)-[1,4]benzoquinone (2) shows the most effective activity with IC50 value of 27.30 +/- 2.17 mu M. Docking simulation was performed to insert compound 2 into the crystal structure of H. pylori urease at the active site to determine the probable binding mode. As a result, compound 2 may be used as a potential urease inhibitor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.002

文献信息

• Synthesis, biological evaluation, and molecular docking studies of 2,5-substituted-1,4-benzoquinone as novel urease inhibitors
  作者：Zhong-Lu You、Dong-Mei Xian、Mei Zhang、Xiao-Shan Cheng、Xiao-Fang Li

  DOI：10.1016/j.bmc.2012.07.002

  日期：2012.8

  A series of 2,5-substituted-1,4-benzoquinone (1-6) were prepared and structurally characterized by elemental analysis, IR spectra, H-1 and C-13 NMR spectra, and single crystal X-ray determination. The urease inhibitory activities of the compounds against H. pylori urease were studied. Among the compounds, 2,5-bis(2-morpholin-4-ylethylamino)-[1,4]benzoquinone (2) shows the most effective activity with IC50 value of 27.30 +/- 2.17 mu M. Docking simulation was performed to insert compound 2 into the crystal structure of H. pylori urease at the active site to determine the probable binding mode. As a result, compound 2 may be used as a potential urease inhibitor. (C) 2012 Elsevier Ltd. All rights reserved.