7-{2-[Bis-(2-chloro-ethyl)-amino]-ethylamino}-4-methyl-chromen-2-one | 857886-98-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-{2-[Bis-(2-chloro-ethyl)-amino]-ethylamino}-4-methyl-chromen-2-one
• 英文别名: 7-[2-[Bis(2-chloroethyl)amino]ethylamino]-4-methylchromen-2-one
• CAS: 857886-98-7
• 化学式: C₁₆H₂₀Cl₂N₂O₂
• 分子量: 343.253
• InChiKey: KQYIENOVYMERKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-{2-[Bis-(2-chloro-ethyl)-amino]-ethylamino}-4-methyl-chromen-2-one 在 叠氮化锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以35%的产率得到7-{2-[Bis-(2-azido-ethyl)-amino]-ethylamino}-4-methyl-chromen-2-one
  参考文献：
  名称：

  Synthesis and photophysical properties of a fluorescent TREN-type ligand incorporating the coumarin chromophore and its zinc complex

  摘要：

  A new, UV-excited fluorescent Zn2+ indicator was synthesized and the spectral profile of its free and Zn2+ bound forms were studied. The fluorescent properties of this probe are due to the 7-amino-4-methylcoumarin fluorophore, which is conjugated with the tris(2-aminoethyl)amine (TREN) that functions as the zinc-chelating moiety. The compound exhibits a Zn2+ dissociation constant of 18.0 mu M. The fluorescence spectra of the probe showed a clear shift in excitation wavelength maxima upon Zn2+ binding, indicating its potential use as ratiometric Zn2+ indicator. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.059
• 作为产物：
  描述：

  N-{2-[Bis-(2-chloro-ethyl)-amino]-ethyl}-4-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)-benzenesulfonamide 在 硫酸 作用下， 反应 1.0h， 以86%的产率得到7-{2-[Bis-(2-chloro-ethyl)-amino]-ethylamino}-4-methyl-chromen-2-one
  参考文献：
  名称：

  Synthesis and photophysical properties of a fluorescent TREN-type ligand incorporating the coumarin chromophore and its zinc complex

  摘要：

  A new, UV-excited fluorescent Zn2+ indicator was synthesized and the spectral profile of its free and Zn2+ bound forms were studied. The fluorescent properties of this probe are due to the 7-amino-4-methylcoumarin fluorophore, which is conjugated with the tris(2-aminoethyl)amine (TREN) that functions as the zinc-chelating moiety. The compound exhibits a Zn2+ dissociation constant of 18.0 mu M. The fluorescence spectra of the probe showed a clear shift in excitation wavelength maxima upon Zn2+ binding, indicating its potential use as ratiometric Zn2+ indicator. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.059