2-[4,5-Bis(dimethylamino)naphthalen-1-yl]-6-bromobenzo[de]isoquinoline-1,3-dione | 865838-52-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-[4,5-Bis(dimethylamino)naphthalen-1-yl]-6-bromobenzo[de]isoquinoline-1,3-dione
• 英文别名: 2-[4,5-bis(dimethylamino)naphthalen-1-yl]-6-bromobenzo[de]isoquinoline-1,3-dione
• CAS: 865838-52-4
• 化学式: C₂₆H₂₂BrN₃O₂
• 分子量: 488.384
• InChiKey: PZNGDKKXHVUOBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4,5-Bis(dimethylamino)naphthalen-1-yl]-6-bromobenzo[de]isoquinoline-1,3-dione 、 N-甲基哌嗪 以 乙二醇甲醚 为溶剂， 以88%的产率得到2-(4,5-bis-dimethylamino-naphthalen-1-yl)-6-(4-methyl-piperazin-1-yl)-benzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  A proton sponge-based fluorescent switch

  摘要：

  A proton-triggered fluorescent switch was developed through direct connection of a proton sponge, 1,8-bis(dimethyl-amino) naphthalene to a fluorophore, 4-aminonaphthalimide. The molecular fluorescent switch was based on a photoinduced electron transfer (PET) mechanism. The fluorescent switch exhibited significant fluorescence enhancement upon binding the lowconcentration protons in high pH aqueous solution. The high pK(a) value (around 11) of the fluorescent switch could be ascribed to the nature of the proton sponge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.050
• 作为产物：
  描述：

  1,8-双二甲氨基萘 在 palladium on activated charcoal sodium nitrate 、 硫酸 、 氢气 作用下， 以 乙醇 、 丙酸 为溶剂， 生成 2-[4,5-Bis(dimethylamino)naphthalen-1-yl]-6-bromobenzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  A proton sponge-based fluorescent switch

  摘要：

  A proton-triggered fluorescent switch was developed through direct connection of a proton sponge, 1,8-bis(dimethyl-amino) naphthalene to a fluorophore, 4-aminonaphthalimide. The molecular fluorescent switch was based on a photoinduced electron transfer (PET) mechanism. The fluorescent switch exhibited significant fluorescence enhancement upon binding the lowconcentration protons in high pH aqueous solution. The high pK(a) value (around 11) of the fluorescent switch could be ascribed to the nature of the proton sponge. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.050

文献信息

• A proton sponge-based fluorescent switch
  作者：Yi Xiao、Meiyan Fu、Xuhong Qian、Jingnan Cui

  DOI：10.1016/j.tetlet.2005.07.050

  日期：2005.9

  A proton-triggered fluorescent switch was developed through direct connection of a proton sponge, 1,8-bis(dimethyl-amino) naphthalene to a fluorophore, 4-aminonaphthalimide. The molecular fluorescent switch was based on a photoinduced electron transfer (PET) mechanism. The fluorescent switch exhibited significant fluorescence enhancement upon binding the lowconcentration protons in high pH aqueous solution. The high pK(a) value (around 11) of the fluorescent switch could be ascribed to the nature of the proton sponge. (c) 2005 Elsevier Ltd. All rights reserved.