6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione | 1562520-41-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione
• CAS: 1562520-41-5
• 化学式: C₃₂H₃₄N₄O₆
• 分子量: 570.645
• InChiKey: MNBYAPCHBACGDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  42.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 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：

  N-(9-(2-(chlorocarbonyl)phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride 、 6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以356 mg的产率得到6-(4-(4-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)-3-ethynylbenzoyl)piperazin-1-yl)-2-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-1Hbenzo[de]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：

  3,6,9-三氧杂-1-氨基癸烷 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 碘化吡啶单盐酸盐 、 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 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 乙二醇甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 57.0h， 生成 6-[4-(4-amino-3-acetylenyl-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