2-(3-chlorophenoxy)acetohydroxamic acid | 13359-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3-chlorophenoxy)acetohydroxamic acid
• 英文别名: N-hydroxy-3-(m-chlorophenoxy)acetamide；2-(3-Chlor-phenoxy)-acetohydroxamsaeure；2-(3-chlorophenoxy)-N-hydroxyacetamide
• CAS: 13359-12-1
• 化学式: C₈H₈ClNO₃
• mdl: MFCD02295773
• 分子量: 201.609
• InChiKey: QUEVHMMLANOLNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 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：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-chlorophenoxy)acetohydroxamic acid 在 乙酸酐 作用下， 生成 O-acetyl-N-[(3-chloro-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：

  (3-氯苯氧基)乙酸乙酯 在 甲醇 、 羟胺 、 sodium methylate 作用下， 生成 2-(3-chlorophenoxy)acetohydroxamic acid
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• Photo-Induced Electrophilic Aromatic Substitution of Ferric Acyl Nitrene
  作者：Qianshou Zong、Tianwen Bai、Guanyinsheng Qiu、Ming Hou、Zhide Zhang、Xiaojing Lai、Miaofeng Ren

  DOI：10.1055/a-2183-0262

  日期：2024.2

  in 1,4-dioxane is reported for the synthesis of biologically interesting benzoxazin-3(4H)-ones. It is believed that irradiation with a blue LED facilitates the reaction, serving as a source of energy. The SEAr reaction pathway is ascribed to the electronic effects present in the aryl ring of the substrates. The reaction is also applicable for the synthesis of useful scaffolds possessing a quinolin-2-one

  据报道，在 1,4-二恶烷中使用 FeCl3 对 N-酰氧基酰胺进行光诱导分子内亲电芳香取代 (SEAr)，用于合成具有生物学意义的苯并恶嗪-3(4H)-酮。据信，蓝色 LED 的照射会促进反应，从而充当能量来源。SEAr 反应途径归因于底物芳环中存在的电子效应。该反应还适用于合成具有喹啉-2-一核心的有用支架，例如抗癌试剂以及布西哌唑和西洛酰胺的类似物。
• Eckstein; Urbanski, Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1956, vol. <III> 4, p. 627,628
  作者：Eckstein、Urbanski

  DOI：——

  日期：——
• CN115707691
  申请人：——

  公开号：——

  公开（公告）日：——
• 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：——