4-(1,3-Benzothiazol-2-yl)-N,N-bis(4-methylphenyl)aniline | 144970-63-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(1,3-Benzothiazol-2-yl)-N,N-bis(4-methylphenyl)aniline
• 英文别名: N-[4-(1,3-benzothiazol-2-yl)phenyl]-4-methyl-N-(4-methylphenyl)aniline
• CAS: 144970-63-8
• 化学式: C₂₇H₂₂N₂S
• 分子量: 406.551
• InChiKey: XOSUXHTTXZAPFE-UHFFFAOYSA-N

物化性质

• 熔点：
  135-139 °C
• 沸点：
  590.2±60.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-二对甲苯胺基苯甲醛 、 2-氨基苯硫醇 以 乙醇 为溶剂， 反应 6.0h， 以82%的产率得到4-(1,3-Benzothiazol-2-yl)-N,N-bis(4-methylphenyl)aniline
  参考文献：
  名称：

  Small-molecule fluorescent dyes based on benzothiazole derivatives for targeting endoplasmic reticulum and tissue imaging

  摘要：

  Small-molecule fluorescent dyes with excellent biocompatibility and deep tissue permeability are playing an important part in biological development. Herein, a series of D-A typesmall-molecules L1, L2 and L3 containing different terminal groups have been designed and synthesized, of which the structures were confirmed by single crystal X-ray diffraction analysis. Interestingly, it was found that different end groups within the molecules gave an obvious effect on the fluorescent emission properties while unconspicuous influence on the absorption properties. Moreover, these compounds were successfully applied to fluorescent imaging for staining cellular endoplasmic reticulum (ER) and tissue slice from mouse exhibiting negligible cytotoxicity as well as favourable permeability. These compounds may act as probes for ER targeting and alternative bio-imaging reagents. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.151703

文献信息

• Small-molecule fluorescent dyes based on benzothiazole derivatives for targeting endoplasmic reticulum and tissue imaging
  作者：Hui Wang、Yongling Xu、Bingsong Xu、Hao Chen、Fengze Cai、Le Zhou、Yan Wei、Jing He、Xuebin Shen、Lei Hu

  DOI：10.1016/j.tetlet.2020.151703

  日期：2020.4

  Small-molecule fluorescent dyes with excellent biocompatibility and deep tissue permeability are playing an important part in biological development. Herein, a series of D-A typesmall-molecules L1, L2 and L3 containing different terminal groups have been designed and synthesized, of which the structures were confirmed by single crystal X-ray diffraction analysis. Interestingly, it was found that different end groups within the molecules gave an obvious effect on the fluorescent emission properties while unconspicuous influence on the absorption properties. Moreover, these compounds were successfully applied to fluorescent imaging for staining cellular endoplasmic reticulum (ER) and tissue slice from mouse exhibiting negligible cytotoxicity as well as favourable permeability. These compounds may act as probes for ER targeting and alternative bio-imaging reagents. (C) 2020 Elsevier Ltd. All rights reserved.