2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline | 1134783-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline
• CAS: 1134783-55-3
• 化学式: C₂₄H₁₉N₃O₆
• 分子量: 445.431
• InChiKey: SXJYMGRGJYPPLB-UHFFFAOYSA-N

物化性质

• 沸点：
  904.8±65.0 °C(predicted)
• 密度：
  1.669±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  176.08
• 氢给体数：
  8.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline 、 乙酸酐 在 吡啶 作用下， 反应 16.0h， 以33 mg的产率得到2-(2-acetamido-4,5-diacetoxybenzyl)-6,7-diacetoxy-3-(5,6-diacetoxyindol-3-yl)quinoline
  参考文献：
  名称：

  A novel fluoride-sensing scaffold by a peculiar acid-promoted trimerization of 5,6-dihydroxyindole

  摘要：

  An unusual rearranged trimer, 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline (1a), was obtained as the acetyl derivative (1b) by mild acid-promoted polymerization of 5,6-dihydroxyindole at pH 2. Compound 1b proved to be a selective fluoride-sensing compound, transducing F- binding into a distinct absorption at 414 turn and a marked fluorescence enhancement at 489 nm. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.003
• 作为产物：
  描述：

  5,6-二羟基吲哚 以 甲醇 为溶剂， 反应 24.0h， 生成 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline 、 2,3-Dihydro-1H,1'H-[2,3']biindolyl-5,6,5',6'-tetraol 、
  参考文献：
  名称：

  A novel fluoride-sensing scaffold by a peculiar acid-promoted trimerization of 5,6-dihydroxyindole

  摘要：

  An unusual rearranged trimer, 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline (1a), was obtained as the acetyl derivative (1b) by mild acid-promoted polymerization of 5,6-dihydroxyindole at pH 2. Compound 1b proved to be a selective fluoride-sensing compound, transducing F- binding into a distinct absorption at 414 turn and a marked fluorescence enhancement at 489 nm. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.003