(E)-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]-4-[2-(quinolin-4-yl)vinyl]pyridin-1-ium bromide | 1403503-46-7

• 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: (E)-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]-4-[2-(quinolin-4-yl)vinyl]pyridin-1-ium bromide
• 英文别名: 1-[3-[4-[(E)-2-quinolin-4-ylethenyl]pyridin-1-ium-1-yl]propyl]pyrrole-2,5-dione;bromide
• CAS: 1403503-46-7
• 化学式: Br*C₂₃H₂₀N₃O₂
• 分子量: 450.335
• InChiKey: PPZYODBQTPSHOP-UHDJGPCESA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  spiro[2-cyclopropene-1,9'-fluorene]-2,3-dimethyldicarboxylate 、 (E)-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]-4-[2-(quinolin-4-yl)vinyl]pyridin-1-ium bromide 以 二甲基亚砜 为溶剂， 反应 24.0h， 以41%的产率得到4-[1',2'-bis(methoxycarbonyl)-3a'H-spiro(fluorene-9,3'-pyrrolo[1,2-a]quinolin)-5'-yl]-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]pyridin-1-ium bromide
  参考文献：
  名称：

  Maleimide-Functionalized Photochromic Spirodihydroindolizines

  摘要：

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.

  DOI：

  10.1021/jo301894s
• 作为产物：
  描述：

  4-甲基喹啉 在 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (E)-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]-4-[2-(quinolin-4-yl)vinyl]pyridin-1-ium bromide
  参考文献：
  名称：

  Maleimide-Functionalized Photochromic Spirodihydroindolizines

  摘要：

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.

  DOI：

  10.1021/jo301894s

文献信息

• Maleimide-Functionalized Photochromic Spirodihydroindolizines
  作者：Tej B. Shrestha、Mausam Kalita、Megh Raj Pokhrel、Yao Liu、Deryl L. Troyer、Claudia Turro、Stefan H. Bossmann、Heinz Dürr

  DOI：10.1021/jo301894s

  日期：2013.3.1

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.