2-[2-[Benzyl(3-hydroxypropyl)amino]ethyl]isoindole-1,3-dione | 183728-24-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[2-[Benzyl(3-hydroxypropyl)amino]ethyl]isoindole-1,3-dione
• CAS: 183728-24-7
• 化学式: C₂₀H₂₂N₂O₃
• 分子量: 338.406
• InChiKey: MSXKAJMDWQDWRY-UHFFFAOYSA-N

物化性质

• 沸点：
  514.2±35.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2-[Benzyl(3-hydroxypropyl)amino]ethyl]isoindole-1,3-dione 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 以68%的产率得到N-Phthalimidoethyl-3-amino-1-propanol
  参考文献：
  名称：

  Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity

  摘要：

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.

  DOI：

  10.1021/jo971655u
• 作为产物：
  描述：

  N-(2-溴乙基)邻苯二甲酰亚胺 、 N-苄基-3-氨基丙醇 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以56%的产率得到2-[2-[Benzyl(3-hydroxypropyl)amino]ethyl]isoindole-1,3-dione
  参考文献：
  名称：

  Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity

  摘要：

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.

  DOI：

  10.1021/jo971655u

文献信息

• Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity
  作者：Pei-Pei Kung、Ramesh Bharadwaj、Allister S. Fraser、Daniel R. Cook、Andrew M. Kawasaki、P. Dan Cook

  DOI：10.1021/jo971655u

  日期：1998.3.1

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.