2-(5-N-dodecylamino-2-hydroxyphenyl)benzoxazole | 1609074-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-N-dodecylamino-2-hydroxyphenyl)benzoxazole
• 英文别名: 2-(1,3-Benzoxazol-2-yl)-4-(dodecylamino)phenol
• CAS: 1609074-40-9
• 化学式: C₂₅H₃₄N₂O₂
• 分子量: 394.557
• InChiKey: REKPRAJUBLYGMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氨基水杨酸 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 23.0h， 生成 2-(5-N-dodecylamino-2-hydroxyphenyl)benzoxazole
  参考文献：
  名称：

  Amphiphilic ESIPT benzoxazole derivatives as prospective fluorescent membrane probes

  摘要：

  Fluorescent amphiphilic benzoxazole derivatives were synthesized and used to produce photoactive phosphatidylcholine (PC) liposomes by reserve-phase evaporation. The dyes absorbed in the UV region and were fluorescent in the blue-green region (determined by solvent polarity). The alkyl chain length seemed to play a fundamental role in the photophysics of the benzoxazole fluorophore in reverse liposomes, and despite the same ESIPT core and phospholipid building block, each amphiphilic dye had a particular emission profile related to the dye location in the liposome. The fluorescence emission spectra from dye 5 showed that its fluorophore experienced a polar environment, due to the single normal emission, while dyes 6-7 had (in part) a normal emission, and the main fluorescent band ascribed to the ESIPT emission indicated a more hydrophobic environment. Despite the complex fluorescent profiles, the benzoxazole derivatives could be successfully introduced into the reverse liposome structure due to the interaction between the alkyl chain and PC bilayer. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.103