N-(1,3-dihydroxy-1-phenylpropan-2-yl)-2,2,2-trifluoroacetamide | 1227059-91-7

• 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: N-(1,3-dihydroxy-1-phenylpropan-2-yl)-2,2,2-trifluoroacetamide
• CAS: 1227059-91-7
• 化学式: C₁₁H₁₂F₃NO₃
• 分子量: 263.216
• InChiKey: LPJNCQSUGYGKMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(1,3-dihydroxy-1-phenylpropan-2-yl)-2,2,2-trifluoroacetamide 、 原甲酸三乙酯 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 2,2,2-trifluoro-N-(2-methoxy-4-phenyl-1,3-dioxan-5-yl)acetamide
  参考文献：
  名称：

  Tuning the pH sensitivities of orthoester based compounds for drug delivery applications by simple chemical modification

  摘要：

  Orthoesters are acid-sensitive moieties that allow substantial structural diversity for biological applications including drug delivery. Here, the pH-sensitivity of a range of novel orthoester based compounds was compared in the range 7.5-4.5 that is characteristic of the increased acidification during endocytosis. We find that simple modifications close to the orthoester had major effects on both the rate and extent of hydrolysis, suggesting this could be exploited for activating drug delivery systems on endocytic pathways. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.035
• 作为产物：
  描述：

  三氟乙酸乙酯 、 2-氨基-1-苯基丙烷-1,3-二醇 以 四氢呋喃 为溶剂， 生成 N-(1,3-dihydroxy-1-phenylpropan-2-yl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Tuning the pH sensitivities of orthoester based compounds for drug delivery applications by simple chemical modification

  摘要：

  Orthoesters are acid-sensitive moieties that allow substantial structural diversity for biological applications including drug delivery. Here, the pH-sensitivity of a range of novel orthoester based compounds was compared in the range 7.5-4.5 that is characteristic of the increased acidification during endocytosis. We find that simple modifications close to the orthoester had major effects on both the rate and extent of hydrolysis, suggesting this could be exploited for activating drug delivery systems on endocytic pathways. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.035

文献信息

• US4188402A
  申请人：——

  公开号：US4188402A

  公开（公告）日：1980-02-12
• Tuning the pH sensitivities of orthoester based compounds for drug delivery applications by simple chemical modification
  作者：Hélène Bruyère、Andrew D. Westwell、Arwyn T. Jones

  DOI：10.1016/j.bmcl.2010.02.035

  日期：2010.4

  Orthoesters are acid-sensitive moieties that allow substantial structural diversity for biological applications including drug delivery. Here, the pH-sensitivity of a range of novel orthoester based compounds was compared in the range 7.5-4.5 that is characteristic of the increased acidification during endocytosis. We find that simple modifications close to the orthoester had major effects on both the rate and extent of hydrolysis, suggesting this could be exploited for activating drug delivery systems on endocytic pathways. (C) 2010 Elsevier Ltd. All rights reserved.