2-(2-(2-aminoethoxy)ethoxy)ethyl (E)-2-cyano-3-(5-(piperidin-1-yl)thiophen-2-yl)acrylate | 1388217-98-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(2-(2-aminoethoxy)ethoxy)ethyl (E)-2-cyano-3-(5-(piperidin-1-yl)thiophen-2-yl)acrylate
• CAS: 1388217-98-8
• 化学式: C₁₉H₂₇N₃O₄S
• 分子量: 393.507
• InChiKey: GNMJULSMXHCQDR-JQIJEIRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  27.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  97.81
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-aminoethoxy)ethoxy)ethyl (E)-2-cyano-3-(5-(piperidin-1-yl)thiophen-2-yl)acrylate 、 7-甲氧基香豆素-3-羧酸琥珀酰亚胺酯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以44 mg的产率得到2-[2-[2-[(7-methoxy-2-oxochromene-3-carbonyl)amino]ethoxy]ethoxy]ethyl (E)-2-cyano-3-(5-piperidin-1-ylthiophen-2-yl)prop-2-enoate
  参考文献：
  名称：

  Self-calibrating viscosity probes: Design and subcellular localization

  摘要：

  We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.026
• 作为产物：
  描述：

  2,2-dimethyl-4-oxo-3,8,11-trioxa-5-azatridecan-13-yl 2-cyanoacetate 在 苯甲醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.5h， 生成 2-(2-(2-aminoethoxy)ethoxy)ethyl (E)-2-cyano-3-(5-(piperidin-1-yl)thiophen-2-yl)acrylate
  参考文献：
  名称：

  Self-calibrating viscosity probes: Design and subcellular localization

  摘要：

  We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.026