4-fluoro-N-(2-methoxyethoxy)benzamide

• 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: 4-fluoro-N-(2-methoxyethoxy)benzamide
• 化学式: C₁₀H₁₂FNO₃
• 分子量: 213.209
• InChiKey: BOUBHQTUZCGGJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲酰氯 、 O-(2-甲氧基-乙基)-羟胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以53%的产率得到4-fluoro-N-(2-methoxyethoxy)benzamide
  参考文献：
  名称：

  Synthesis, physico-chemical properties and microsomal stability of compounds bearing aliphatic trifluoromethoxy group

  摘要：

  Effects of the trifluoromethoxy substituent on physico-chemical properties of compounds, such as kinetic solubility, lipophilicity and microsomal clearance, was studied in a series of aliphatic derivatives. It was found that kinetic solubility of the CF3O-containing compounds was comparable to that of analogs, i.e. compounds bearing CH3O and CF3 moieties. The CF3O-substituted compounds had higher lipophilicity as compared to methoxy analogues, and nearly the same like CF3-bearing compounds. Microsomal stability studies indicated that the trifluoromethoxy group typically decreased metabolic stability of the corresponding derivatives as compared to either CH3O- or CF3-substituted counterparts, except for N-alkoxy(sulfon)amide series.

  DOI：

  10.1016/j.jfluchem.2020.109461

文献信息

• Synthesis, physico-chemical properties and microsomal stability of compounds bearing aliphatic trifluoromethoxy group
  作者：Ivan G. Logvinenko、Yevheniia Markushyna、Ivan S. Kondratov、Bohdan V. Vashchenko、Maria Kliachyna、Yuliya Tokaryeva、Valentyna Pivnytska、Oleksandr O. Grygorenko、Günter Haufe

  DOI：10.1016/j.jfluchem.2020.109461

  日期：2020.3

  Effects of the trifluoromethoxy substituent on physico-chemical properties of compounds, such as kinetic solubility, lipophilicity and microsomal clearance, was studied in a series of aliphatic derivatives. It was found that kinetic solubility of the CF3O-containing compounds was comparable to that of analogs, i.e. compounds bearing CH3O and CF3 moieties. The CF3O-substituted compounds had higher lipophilicity as compared to methoxy analogues, and nearly the same like CF3-bearing compounds. Microsomal stability studies indicated that the trifluoromethoxy group typically decreased metabolic stability of the corresponding derivatives as compared to either CH3O- or CF3-substituted counterparts, except for N-alkoxy(sulfon)amide series.