(E)-2-(2-(4-methoxyphenylamino)vinyl)-1,3,3-trimethyl-3H-indolium iodide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-2-(2-(4-methoxyphenylamino)vinyl)-1,3,3-trimethyl-3H-indolium iodide
• 英文别名: 4-methoxy-N-[2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;iodide
• 化学式: C₂₀H₂₃N₂O*I
• 分子量: 434.32
• InChiKey: YAGRWYPQQULFBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  24.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-乙基-2-甲基苯并噻唑碘化物 、 (E)-2-(2-(4-methoxyphenylamino)vinyl)-1,3,3-trimethyl-3H-indolium iodide 在 sulfonyl chloride resin 、 N,N-二异丙基乙胺 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 苯并噻唑正离子,2-[3-(1,3-二氢-1,3,3-三甲基-2H-吲哚-2-亚基)-1-丙烯-1-基]-3-乙基-,碘化(1:1)
  参考文献：
  名称：

  Solid-Phase Catch, Activate, and Release Synthesis of Cyanine Dyes

  摘要：

  [graphics]Trimethine cyanine dye was synthesized by capture and activation of a hemicyanine intermediate on sulfonyl chloride resin followed by reaction and concomitant cleavage by a heterocyclic carbon nucleophile. A small array of dyes were synthesized and characterized to demonstrate the versatility of this chemistry for a number of hemicyanines and heterocyclic nucleophiles.

  DOI：

  10.1021/ol026836j
• 作为产物：
  描述：

  1,2,3,3-四甲基-3H-吲哚鎓碘化物 、 N,N'-bis(4-methoxyphenyl)iminoformamide 在 原甲酸三乙酯 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 (E)-2-(2-(4-methoxyphenylamino)vinyl)-1,3,3-trimethyl-3H-indolium iodide
  参考文献：
  名称：

  Solid-Phase Catch, Activate, and Release Synthesis of Cyanine Dyes

  摘要：

  [graphics]Trimethine cyanine dye was synthesized by capture and activation of a hemicyanine intermediate on sulfonyl chloride resin followed by reaction and concomitant cleavage by a heterocyclic carbon nucleophile. A small array of dyes were synthesized and characterized to demonstrate the versatility of this chemistry for a number of hemicyanines and heterocyclic nucleophiles.

  DOI：

  10.1021/ol026836j

文献信息

• Rigid cyanine dye nucleic acid labels
  作者：Adrian Fegan、Pravin S. Shirude、Shankar Balasubramanian

  DOI：10.1039/b801629a

  日期：——

  Cyanine dyes attached to DNA via a rigid linker show useful fluorescence and FRET properties without altering the stability of duplex DNA.

  通过刚性连接子将花菁染料附着于DNA上，可在不改变双链DNA稳定性的情况下展现出有用的荧光和FRET特性。
• Solid-Phase Catch, Activate, and Release Synthesis of Cyanine Dyes
  作者：Stephen J. Mason、Shankar Balasubramanian

  DOI：10.1021/ol026836j

  日期：2002.11.1

  [graphics]Trimethine cyanine dye was synthesized by capture and activation of a hemicyanine intermediate on sulfonyl chloride resin followed by reaction and concomitant cleavage by a heterocyclic carbon nucleophile. A small array of dyes were synthesized and characterized to demonstrate the versatility of this chemistry for a number of hemicyanines and heterocyclic nucleophiles.