2-(o-methylphenoxy)acetohydroxamic acid | 13359-09-6

• 英文名称: 2-(o-methylphenoxy)acetohydroxamic acid
• 英文别名: 2-o-tolyloxy-acetohydroxamic acid；2-o-Tolyloxy-acetohydroxamsaeure；N-hydroxy-2-(2-methylphenoxy)acetamide
• CAS: 13359-09-6
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: MBUSGHOSZOHWHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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-(o-methylphenoxy)acetohydroxamic acid 、 乙酸酐 生成 O-acetyl-N-o-tolyloxyacetyl-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：

  邻甲酚 在 盐酸羟胺 、 sodium methylate 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 2-(o-methylphenoxy)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, Serie des Sciences Chimiques, 1956, vol. <III> 4, p. 627,628
  作者：Eckstein、Urbanski

  DOI：——

  日期：——