4-(1-amino-2-(4-nitrophenyl)ethyl)benzene-1,3-diol | 1155265-16-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-(1-amino-2-(4-nitrophenyl)ethyl)benzene-1,3-diol
• 英文别名: 4-[1-Amino-2-(4-nitrophenyl)ethyl]benzene-1,3-diol
• CAS: 1155265-16-9
• 化学式: C₁₄H₁₄N₂O₄
• 分子量: 274.276
• InChiKey: HJQGJCPFDSTGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone oxime 在 甲酸 、 锌 、 ammonium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 4-(1-amino-2-(4-nitrophenyl)ethyl)benzene-1,3-diol
  参考文献：
  名称：

  Amines and oximes derived from deoxybenzoins as Helicobacter pylori urease inhibitors

  摘要：

  Twenty amines and oximes from deoxybenzoins were prepared and evaluated for their inhibitory activity against Helicobacter pylori urease. Among these compounds, high inhibitory activities were observed in amines and oximes, especially amines 1b (IC50 = 0.011 mM) and 6b (IC50 = 0.047 mM) exhibited good in vitro activities, and were comparable to acetohydroxamic acid (AHA). The hydroxyl groups on deoxybenzoin skeleton may be responsible for the inhibitory activity and coordinate with the nickel (active site) on enzyme. A direct interaction may exist between the OH group of hydroxylamines or NH group of amines and His alpha 323 of H. pylori urease, which is on the flap of the enzyme active site. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.06.001

文献信息

• Amines and oximes derived from deoxybenzoins as Helicobacter pylori urease inhibitors
  作者：Huan-Qiu Li、Zhu-Ping Xiao、Yin-Luo、Tao Yan、Peng-Cheng Lv、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2008.06.001

  日期：2009.5

  Twenty amines and oximes from deoxybenzoins were prepared and evaluated for their inhibitory activity against Helicobacter pylori urease. Among these compounds, high inhibitory activities were observed in amines and oximes, especially amines 1b (IC50 = 0.011 mM) and 6b (IC50 = 0.047 mM) exhibited good in vitro activities, and were comparable to acetohydroxamic acid (AHA). The hydroxyl groups on deoxybenzoin skeleton may be responsible for the inhibitory activity and coordinate with the nickel (active site) on enzyme. A direct interaction may exist between the OH group of hydroxylamines or NH group of amines and His alpha 323 of H. pylori urease, which is on the flap of the enzyme active site. (C) 2008 Elsevier Masson SAS. All rights reserved.