diethyl-[4-(5-phenyl-1H-pyrrol-3-yl)-benzyl]-amine | 862201-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl-[4-(5-phenyl-1H-pyrrol-3-yl)-benzyl]-amine
• 英文别名: Benzenemethanamine, N,N-diethyl-4-(5-phenyl-1H-pyrrol-3-yl)-；N-ethyl-N-[[4-(5-phenyl-1H-pyrrol-3-yl)phenyl]methyl]ethanamine
• CAS: 862201-36-3
• 化学式: C₂₁H₂₄N₂
• 分子量: 304.435
• InChiKey: CHQRCFHPHPHSFB-UHFFFAOYSA-N

物化性质

• 熔点：
  116-117 °C(Solv: ethanol (64-17-5))
• 沸点：
  465.3±45.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  diethyl-[4-(5-phenyl-1H-pyrrol-3-yl)-benzyl]-amine 在 三氟化硼乙醚 、 乙酸酐 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 N-[[4-[(2Z)-2-(1-difluoroboranyl-3,5-diphenylpyrrol-2-yl)imino-5-phenylpyrrol-3-yl]phenyl]methyl]-N-ethylethanamine
  参考文献：
  名称：

  PET modulated fluorescent sensing from the BF2 chelated azadipyrromethene platform

  摘要：

  新的关/开光诱导电子转移（PET）调制荧光传感器基于 BF2 螯合四芳基氮杂吡咯并菲平台，可在可见光谱中具有重要生物医学意义的红色区域工作。二乙胺和吗啉受体的加入促进了微环境极性和 pH 值的关/开传感。水性配方和体外细胞成像证明了它们在细胞内传感方面的潜力。

  DOI：

  10.1039/b514788c
• 作为产物：
  描述：

  3-(diethylaminomethyl-phenyl)-4-nitro-1-phenyl-butan-1-one 在 氢氧化钾 、 ammonium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 diethyl-[4-(5-phenyl-1H-pyrrol-3-yl)-benzyl]-amine
  参考文献：
  名称：

  A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes

  摘要：

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.

  DOI：

  10.1021/jo050696k

文献信息

• A Modular Synthesis of Unsymmetrical Tetraarylazadipyrromethenes
  作者：Michael J. Hall、Shane O. McDonnell、John Killoran、Donal F. O'Shea

  DOI：10.1021/jo050696k

  日期：2005.7.1

  A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their alpha-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.
• PET modulated fluorescent sensing from the BF2 chelated azadipyrromethene platform
  作者：Michael J. Hall、Lorcan T. Allen、Donal F. O'Shea

  DOI：10.1039/b514788c

  日期：——

  A convergent building block synthesis has been applied to new off/on photoinduced electron transfer (PET) modulated fluorescent sensors which are based on a BF2 chelated tetraarylazadipyrromethene platform and operate in the biomedically important red region of the visible spectrum. Incorporation of diethylamine and morpholine receptors facilitates off/on microenvironment polarity and pH sensing. Aqueous formulation and in vitro cellular imaging demonstrates their potential for intracellular sensing.

  新的关/开光诱导电子转移（PET）调制荧光传感器基于 BF2 螯合四芳基氮杂吡咯并菲平台，可在可见光谱中具有重要生物医学意义的红色区域工作。二乙胺和吗啉受体的加入促进了微环境极性和 pH 值的关/开传感。水性配方和体外细胞成像证明了它们在细胞内传感方面的潜力。