2,5-(cyclopropyl amino)-1,4-benzoquinone | 1394286-78-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-(cyclopropyl amino)-1,4-benzoquinone
• 英文别名: 2,5-biscyclopropylamino-[1,4]benzoquinone；2,5-Biscyclopropylamino-[1,4]Benzoquinone；2,5-bis(cyclopropylamino)cyclohexa-2,5-diene-1,4-dione
• CAS: 1394286-78-2
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: RJPVFSKPOJKZED-UHFFFAOYSA-N

物化性质

• 沸点：
  397.1±42.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对苯二酚 、 环丙胺 以 甲醇 为溶剂， 反应 1.0h， 以87%的产率得到2,5-(cyclopropyl amino)-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, electrochemical and anti-microbial study of 2,5-diamino benzoquinones
  作者：A. Asha、S. Suma

  DOI：10.1016/j.jics.2021.100316

  日期：2022.2
• 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.