3-(3-(6-(diethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)pyridin-1-ium-1-yl)propane-1-sulfonate | 1144032-24-5

• 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: 3-(3-(6-(diethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)pyridin-1-ium-1-yl)propane-1-sulfonate
• CAS: 1144032-24-5
• 化学式: C₂₄H₂₅N₃O₅S
• 分子量: 467.546
• InChiKey: SDEJJXVKKAACFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  101.7
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1,3-丙烷磺内酯 、 6-(Diethylamino)-2-pyridin-3-ylbenzo[de]isoquinoline-1,3-dione 反应 5.0h， 以80%的产率得到3-(3-(6-(diethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)pyridin-1-ium-1-yl)propane-1-sulfonate
  参考文献：
  名称：

  Minimal modification approach to red-shifted absorption and fluorescence in 1,8-naphthalimides

  摘要：

  As a minimum modification approach toward longer wavelength chromophores, a series of (4-diethylamino-1,8-naphthaloyl)-aminopyridines were prepared with the pyridine nitrogen located at the ortho. meta, and para positions. Comparison between these isomeric neutral dyes and their corresponding pyridinium-1,3-propanesulfonate salts reveals a red-shift in both absorption (up to air emission of 1682 cm(-1) in ethyl acetate) and emission. These observed shifts along with increased fluorescence quantum yield are attributed to polarization induced by the quaternary nitrogen of the pyridinium cation. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.01.048