tert-butyl 3-(1-methyl-2,5-dioxo-4-(pyren-1-yl)-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: tert-butyl 3-(1-methyl-2,5-dioxo-4-(pyren-1-yl)-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate
• 英文别名: Tert-butyl 3-(1-methyl-2,5-dioxo-4-pyren-1-ylpyrrol-3-yl)indole-1-carboxylate；tert-butyl 3-(1-methyl-2,5-dioxo-4-pyren-1-ylpyrrol-3-yl)indole-1-carboxylate
• 化学式: C₃₄H₂₆N₂O₄
• 分子量: 526.591
• InChiKey: AEAUHFHRSJOGJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate 、 1-芘硼酸 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 17.5h， 生成 tert-butyl 3-(1-methyl-2,5-dioxo-4-(pyren-1-yl)-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Unsymmetric indolylmaleimides: Synthesis, photophysical properties and amyloid detection

  摘要：

  Various unsymmetric indolylmaleimides were synthesized. Their photophysical properties and affinities for amyloid fibrils were evaluated. Some unsymmetric indolylmaleimides have large Stokes shifts of more than 120 nm, fluorescence emission maxima wavelengths of more than 550 nm and different emissions under UV irradiation at 365 nm. From the results of histopathologic methods using stains, 3-(1H-indol-3-yl)-1-methyl-4-phenyl-1H-pyrrole-2,5-dione has high selectivity for amyloid fibrils in senile systemic amyloidosis. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.04.027

文献信息

• Unsymmetric indolylmaleimides: Synthesis, photophysical properties and amyloid detection
  作者：Manabu Nakazono、Konen Obayashi、Yuji Oshikawa、Kazushi Tani、Genki Suenaga、Yukio Ando、Shinkoh Nanbu、Ryoichi Kuwano

  DOI：10.1016/j.jphotochem.2014.04.027

  日期：2014.9

  Various unsymmetric indolylmaleimides were synthesized. Their photophysical properties and affinities for amyloid fibrils were evaluated. Some unsymmetric indolylmaleimides have large Stokes shifts of more than 120 nm, fluorescence emission maxima wavelengths of more than 550 nm and different emissions under UV irradiation at 365 nm. From the results of histopathologic methods using stains, 3-(1H-indol-3-yl)-1-methyl-4-phenyl-1H-pyrrole-2,5-dione has high selectivity for amyloid fibrils in senile systemic amyloidosis. (C) 2014 Elsevier B.V. All rights reserved.