2-(4-nitrophenoxy)acetohydroxamic acid | 116977-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-nitrophenoxy)acetohydroxamic acid
• 英文别名: 2-(4-Nitro-phenoxy)-acetohydroxamsaeure；N-hydroxy-2-(4-nitrophenoxy)acetamide
• CAS: 116977-17-4
• 化学式: C₈H₈N₂O₅
• mdl: MFCD18431863
• 分子量: 212.162
• InChiKey: XPEANGDBINWTML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-nitrophenoxy)acetohydroxamic acid 、 乙酸酐 生成 O-acetyl-N-[(4-nitro-phenoxy)-acetyl]-hydroxylamine
  参考文献：
  名称：

  Eckstein; Urbanski, Przemysl Chemiczny, 1956, vol. 35, p. 640

  摘要：

  DOI：
• 作为产物：
  描述：

  (4-硝基苯氧基)乙酸乙酯 在 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 为溶剂， 以63%的产率得到2-(4-nitrophenoxy)acetohydroxamic acid
  参考文献：
  名称：

  The synthesis and evaluation of phenoxyacylhydroxamic acids as potential agents for Helicobacter pylori infections

  摘要：

  Two series of omega-phenoxy contained acylhydroxamic acids as novel urease inhibitors were designed and synthesized. Biological activity evaluations revealed that co-phenoxypropinoylhydroxamic acids were more active than phenoxyacetohydroxamic acids. Out of these compounds, 3-(3,4-dichlorophenoxy)propionylhydroxamic acid c24 showed significant potency against urease in both cell free extract (IC50 = 0.061 +/- 0.003 mu M) and intact cell (IC50 = 0.89 +/- 0.05 mu M), being over 450- and 120-fold more potent than the clinically prescribed urease inhibitor AHA, repectively. Non-linear fitting of experimental data (V-[S]) suggested a mixed-type inhibition mechanism and a dual site binding mode of these compounds.

  DOI：

  10.1016/j.bmc.2018.07.003

文献信息

• Eckstein; Urbanski, Bulletin de l'Academie Polonaise des Sciences, Classe 3: Mathematique, Astronomie, Physique, Chimie, Geologie et Geographie, 1956, vol. 4, p. 627,628
  作者：Eckstein、Urbanski

  DOI：——

  日期：——
• The synthesis and evaluation of phenoxyacylhydroxamic acids as potential agents for Helicobacter pylori infections
  作者：Wei-Wei Ni、Qi Liu、Shen-Zhen Ren、Wei-Yi Li、Li-Li Yi、Heng Jing、Li-Xin Sheng、Qin Wan、Ping-Fu Zhong、Hai-Lian Fang、Hui Ouyang、Zhu-Ping Xiao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2018.07.003

  日期：2018.8

  Two series of omega-phenoxy contained acylhydroxamic acids as novel urease inhibitors were designed and synthesized. Biological activity evaluations revealed that co-phenoxypropinoylhydroxamic acids were more active than phenoxyacetohydroxamic acids. Out of these compounds, 3-(3,4-dichlorophenoxy)propionylhydroxamic acid c24 showed significant potency against urease in both cell free extract (IC50 = 0.061 +/- 0.003 mu M) and intact cell (IC50 = 0.89 +/- 0.05 mu M), being over 450- and 120-fold more potent than the clinically prescribed urease inhibitor AHA, repectively. Non-linear fitting of experimental data (V-[S]) suggested a mixed-type inhibition mechanism and a dual site binding mode of these compounds.
• Eckstein; Urbanski, Przemysl Chemiczny, 1956, vol. 35, p. 640
  作者：Eckstein、Urbanski

  DOI：——

  日期：——