2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione | 1562520-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione
• CAS: 1562520-23-3
• 化学式: C₃₀H₃₄N₄O₆
• 分子量: 546.623
• InChiKey: JLVRQNJEEZWNTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  114.64
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione 在 copper(l) iodide 、 四(三苯基膦)钯 、 碘化吡啶单盐酸盐 、 二异丙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 6-[4-(4-amino-3-trimethylsilylacetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation

  摘要：

  A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.

  DOI：

  10.1021/ol5001389
• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 乙二醇甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation

  摘要：

  A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.

  DOI：

  10.1021/ol5001389