3-(2,3-dichlorophenyl)-3-hydroxy-N-methylpropionylhydroxamic acid

• 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: 3-(2,3-dichlorophenyl)-3-hydroxy-N-methylpropionylhydroxamic acid
• 英文别名: 3-(2,3-dichlorophenyl)-N,3-dihydroxy-N-methylpropanamide
• 化学式: C₁₀H₁₁Cl₂NO₃
• 分子量: 264.108
• InChiKey: MRWPQKCIHWNUSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二氯苯甲醛 在 sodium methylate 、 锌 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.84h， 生成 3-(2,3-dichlorophenyl)-3-hydroxy-N-methylpropionylhydroxamic acid
  参考文献：
  名称：

  3-Arylpropionylhydroxamic acid derivatives as Helicobacter pylori urease inhibitors: Synthesis, molecular docking and biological evaluation

  摘要：

  Helicobacter pylori urease is involved in several physiologic responses such as stomach and duodenal ulcers, adenocarcinomas and stomach lymphomas. Thus, inhibition of urease is taken for a good chance to treat H. pylori-caused infections, we have therefore focused our efforts on seeking novel urease inhibitors. Here, a series of arylpropionylhydroxamic acids were synthesized and evaluated for urease inhibition. Out of these compounds, 3-(2-benzyloxy-5-chlorophenyl)-3-hydroxypropionylhydroxamic acid (d24) was the most active inhibitor with IC50 of 0.15 +/- 0.05 mu M, showing a mixed inhibition with both competitive and uncompetitive aspects. Non-linear fitting of kinetic data gives kinetics parameters of 0.13 and 0.12 mu g.mL(-1) for K-i and K-i', respectively. The plasma protein binding assays suggested that d24 exhibited moderate binding to human and rabbit plasma proteins. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.07.052