5-(4-methoxyphenyl)-2-(2-(N,N-bis((6-fluoropyridin-2-yl)methyl)aminomethyl)-4-pyridyl)oxazole | 956387-28-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-methoxyphenyl)-2-(2-(N,N-bis((6-fluoropyridin-2-yl)methyl)aminomethyl)-4-pyridyl)oxazole
• 英文别名: 1-(6-fluoropyridin-2-yl)-N-[(6-fluoropyridin-2-yl)methyl]-N-[[4-[5-(4-methoxyphenyl)-1,3-oxazol-2-yl]pyridin-2-yl]methyl]methanamine
• CAS: 956387-28-3
• 化学式: C₂₈H₂₃F₂N₅O₂
• 分子量: 499.52
• InChiKey: WXOGJUFPECJRJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-(4-methoxyphenyl)-2-(2-(N,N-bis((6-fluoropyridin-2-yl)methyl)aminomethyl)-4-pyridyl)oxazole 、 zinc trifluoromethanesulfonate 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Design of Emission Ratiometric Metal-Ion Sensors with Enhanced Two-Photon Cross Section and Brightness

  摘要：

  To develop metal-responsive fluorescence probes with optimized nonlinear optical properties for two-photon excitation fluorescence microscopy (TPEM), we investigated the utility of donor-acceptor architectures where the metal-ion coordinates to the acceptor rather than donor site of the fluorophore. Zn(II) binding to such a probe consisting of a tris(picolyl)amine-substituted acceptor site connected with an anisole donor moiety and an oxazole central core resulted in a significant increase of the two-photon absorption cross section (delta) and fluorescence brightness (eta delta). The fluorophore showed also a strong shift of the emission peak upon saturation with Zn(II), rendering the proposed approach suitable for two-photon excited emission ratiometric sensing.

  DOI：

  10.1021/ja073240o
• 作为产物：
  描述：

  5-(4-methoxyphenyl)-2-(2-aminomethyl-4-pyridyl)oxazole 、 2-(溴甲基)-6-氟吡啶 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以36%的产率得到5-(4-methoxyphenyl)-2-(2-(N,N-bis((6-fluoropyridin-2-yl)methyl)aminomethyl)-4-pyridyl)oxazole
  参考文献：
  名称：

  Design of Emission Ratiometric Metal-Ion Sensors with Enhanced Two-Photon Cross Section and Brightness

  摘要：

  To develop metal-responsive fluorescence probes with optimized nonlinear optical properties for two-photon excitation fluorescence microscopy (TPEM), we investigated the utility of donor-acceptor architectures where the metal-ion coordinates to the acceptor rather than donor site of the fluorophore. Zn(II) binding to such a probe consisting of a tris(picolyl)amine-substituted acceptor site connected with an anisole donor moiety and an oxazole central core resulted in a significant increase of the two-photon absorption cross section (delta) and fluorescence brightness (eta delta). The fluorophore showed also a strong shift of the emission peak upon saturation with Zn(II), rendering the proposed approach suitable for two-photon excited emission ratiometric sensing.

  DOI：

  10.1021/ja073240o