N-ethyl-N-(6-ethynyl-9-(o-tolyl)-3H-xanthen-3-ylidene)ethanaminium chloride | 1169852-07-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-ethyl-N-(6-ethynyl-9-(o-tolyl)-3H-xanthen-3-ylidene)ethanaminium chloride
• CAS: 1169852-07-6
• 化学式: C₂₆H₂₄NO*Cl
• 分子量: 401.936
• InChiKey: YWRWUCNYWMAVJR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  16.15
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-azidomethyl-2,3-dihydro-1,4-benzodioxine 、 N-ethyl-N-(6-ethynyl-9-(o-tolyl)-3H-xanthen-3-ylidene)ethanaminium chloride 在 sodium ascorbate 、 copper(II) sulfate 作用下， 以 水 、 二甲基亚砜 、 叔丁醇 为溶剂， 反应 12.0h， 生成 C₃₅H₃₃N₄O₃⁽¹⁺⁾*Cl^(1-)
  参考文献：
  名称：

  Rapid Synthesis, Screening, and Identification of Xanthone- and Xanthene-Based Fluorophores Using Click Chemistry

  摘要：

  A panel of new fluorophores with emission wavelengths from blue to yellow regions using the Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction of alkyne-functionalized xanthones and xanthenes with various azides have been synthesized. Screening of the "click" products led to the identification of "hit" fluorophores which showed a fluorescence increase upon triazole formation. These novel "click" fluorophores could potentially be used for bioconjugation and bioimaging purposes.

  DOI：

  10.1021/ol9010344
• 作为产物：
  描述：

  N-ethyl-N-(9-o-tolyl-6-(2-(trimethylsilyl)ethynyl)-3H-xanthen-3-ylidene)ethanaminium chloride 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以0.112 g的产率得到N-ethyl-N-(6-ethynyl-9-(o-tolyl)-3H-xanthen-3-ylidene)ethanaminium chloride
  参考文献：
  名称：

  Rapid Synthesis, Screening, and Identification of Xanthone- and Xanthene-Based Fluorophores Using Click Chemistry

  摘要：

  A panel of new fluorophores with emission wavelengths from blue to yellow regions using the Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction of alkyne-functionalized xanthones and xanthenes with various azides have been synthesized. Screening of the "click" products led to the identification of "hit" fluorophores which showed a fluorescence increase upon triazole formation. These novel "click" fluorophores could potentially be used for bioconjugation and bioimaging purposes.

  DOI：

  10.1021/ol9010344