N-乙基-4-(4-硝基苯基)偶氮-N-(苯基甲基)苯胺 | 3025-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-乙基-4-(4-硝基苯基)偶氮-N-(苯基甲基)苯胺
• 中文别名: 1H-二苯并[b,e][1,4]重氮基庚英-1-酮,2,3,4,11a-四氢-11-甲基-
• 英文名称: 4-<4-Nitro-phenylazo>-N-aethyl-N-benzyl-anilin
• 英文别名: N-ethyl-N-{p-[(p-nitrophenyl)azo]phenyl}benzylamine；N-Ethyl-N-(p-((p-nitrophenyl)azo)phenyl)benzylamine；N-benzyl-N-ethyl-4-[(4-nitrophenyl)diazenyl]aniline
• CAS: 3025-78-3
• 化学式: C₂₁H₂₀N₄O₂
• 分子量: 360.415
• InChiKey: UTUZCERLQWINGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2927000090

反应信息

• 作为反应物：
  描述：

  N-乙基-4-(4-硝基苯基)偶氮-N-(苯基甲基)苯胺 在 sodium sulfide 、 水 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  Tuning Photochromic Ion Channel Blockers

  摘要：

  Photochromic channel blockers provide a conceptually simple and convenient way to modulate neuronal activity with light. We have recently described a family of azobenzenes that function as tonic blockers of K-v channels but require UV-A light to unblock and need to be actively switched by toggling between two different wavelengths. We now introduce red-shifted compounds that fully operate in the visible region of the spectrum and quickly turn themselves off in the dark. Furthermore, we have developed a version that does not block effectively in the dark-adapted state, can be switched to a blocking state with blue light, and reverts to the inactive state automatically. Photochromic blockers of this type could be useful for the photopharmacological control of neuronal activity under mild conditions.

  DOI：

  10.1021/cn200037p
• 作为产物：
  描述：

  N-乙基-N-苄基苯胺 、 4-硝基苯胺 在 盐酸 、 亚硝酸异戊酯 作用下， 以 甲醇 为溶剂， 以87%的产率得到N-乙基-4-(4-硝基苯基)偶氮-N-(苯基甲基)苯胺
  参考文献：
  名称：

  Tuning Photochromic Ion Channel Blockers

  摘要：

  Photochromic channel blockers provide a conceptually simple and convenient way to modulate neuronal activity with light. We have recently described a family of azobenzenes that function as tonic blockers of K-v channels but require UV-A light to unblock and need to be actively switched by toggling between two different wavelengths. We now introduce red-shifted compounds that fully operate in the visible region of the spectrum and quickly turn themselves off in the dark. Furthermore, we have developed a version that does not block effectively in the dark-adapted state, can be switched to a blocking state with blue light, and reverts to the inactive state automatically. Photochromic blockers of this type could be useful for the photopharmacological control of neuronal activity under mild conditions.

  DOI：

  10.1021/cn200037p

文献信息

• Novel azo disperse dyes derived from N-benzyl–N-ethyl–aniline: Synthesis, solvatochromic and optical properties
  作者：M.R. Yazdanbakhsh、A. Mohammadi、E. Mohajerani、H. Nemati、N. Hosain Nataj、A. Moheghi、E. Naeemikhah

  DOI：10.1016/j.molliq.2009.11.010

  日期：2010.2

  Seven new azo disperse dyes based on N-benzyl-N-ethyl-aniline were synthesized and characterized by UV-Vis, FT-IR and H-1 NMR spectroscopic techniques. The UV-visible studies and solvatochromic behavior of all dyes in 15 solvents with different polarity were examined and a meaningful correlation was observed. In the optical characterization of dyes using Z-Scan experiment, thin films of polymethyl metacrylate doped with guest synthesized chromophores 2, 3, 4 and 7 were investigated. (C) 2009 Elsevier B.V. All rights reserved.
• Tuning Photochromic Ion Channel Blockers
  作者：Alexandre Mourot、Michael A. Kienzler、Matthew R. Banghart、Timm Fehrentz、Florian M. E. Huber、Marco Stein、Richard H. Kramer、Dirk Trauner

  DOI：10.1021/cn200037p

  日期：2011.9.21

  Photochromic channel blockers provide a conceptually simple and convenient way to modulate neuronal activity with light. We have recently described a family of azobenzenes that function as tonic blockers of K-v channels but require UV-A light to unblock and need to be actively switched by toggling between two different wavelengths. We now introduce red-shifted compounds that fully operate in the visible region of the spectrum and quickly turn themselves off in the dark. Furthermore, we have developed a version that does not block effectively in the dark-adapted state, can be switched to a blocking state with blue light, and reverts to the inactive state automatically. Photochromic blockers of this type could be useful for the photopharmacological control of neuronal activity under mild conditions.