sodium O-methyl (2,4-dichlorophenoxyacetoxy)(4-methylphenyl)methylphosphonate

• 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: sodium O-methyl (2,4-dichlorophenoxyacetoxy)(4-methylphenyl)methylphosphonate
• 英文别名: Sodium;[[2-(2,4-dichlorophenoxy)acetyl]oxy-(4-methylphenyl)methyl]-methoxyphosphinate
• 化学式: C₁₇H₁₆Cl₂O₆P*Na
• 分子量: 441.18
• InChiKey: FTPPIHJPXHZUTA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-羟基-1-(4-甲基苯基)甲基膦酸二甲酯 在 吡啶 、 sodium iodide 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 2.0h， 生成 sodium O-methyl (2,4-dichlorophenoxyacetoxy)(4-methylphenyl)methylphosphonate
  参考文献：
  名称：

  α-(2,4-二氯-苯氧基乙酰氧基)芳基甲基膦酸酯单钠盐的有效合成

  摘要：

  摘要 通过中间体5与碘化钠在温和条件下反应合成了一系列α-(2,4-二氯苯氧基乙酰氧基)芳基甲基膦酸单钠盐6。该方法用于合成含有敏感基团的新型膦酸酯衍生物，例如对酸、碱或水的羧酸酯。

  DOI：

  10.1081/scc-120030691

文献信息

• Molecular Docking and Three-Dimensional Quantitative Structure−Activity Relationship Studies on the Binding Modes of Herbicidal 1-(Substituted Phenoxyacetoxy)alkylphosphonates to the E1 Component of Pyruvate Dehydrogenase
  作者：Hao Peng、Tao Wang、Peng Xie、Ting Chen、Hong-Wu He、Jian Wan

  DOI：10.1021/jf062730h

  日期：2007.3.1

  Molecular docking and three-dimensional quantitative structure-activity relationship (3D-QSAR) studies on the title compounds were performed to explore the possible inhibitory mechanism. To determine the probable binding conformations of the title phosphonate derivatives, the most potent compound 12 was chosen as a standard template and docked into the active site of PDHc E1. On the basis of the binding conformations, highly predictive 3D-QSAR models were developed with q(2) values of 0.872 and 0.873 for comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA), respectively. The predictive abilities of these models were validated by using a set of compounds that were not included in the training set. Both the CoMFA and the CoMSIA field distributions are in good agreement with the spatial and electronic structural characteristics of the binding groove of PDHc E1 selected in this work. Mapping the 3D-QSAR models to the active site of PDHc E1 provides new insight into the protein-inhibitor interaction mechanism, which is most likely valuable and applicable for designing highly active compounds in the future.
• An Efficient Synthesis of α‐(2,4‐Dichloro‐phenoxyacetoxy)aryl Methyl Phosphonate Monosodium Salts
  作者：Tao Wang、Hong Wu He

  DOI：10.1081/scc-120030691

  日期：2004.12.31

  Abstract A series of α‐(2,4‐dichlorophenoxyacetoxy)aryl methyl phosphonate monosodium salts 6 were synthesized by the reaction of the intermediate 5 with sodium iodide under moderate condition. This method was applied to the synthesis of novel phosphonate derivatives containing sensitive groups such as carboxylic ester to acid, base, or water.

  摘要 通过中间体5与碘化钠在温和条件下反应合成了一系列α-(2,4-二氯苯氧基乙酰氧基)芳基甲基膦酸单钠盐6。该方法用于合成含有敏感基团的新型膦酸酯衍生物，例如对酸、碱或水的羧酸酯。