4-(4-diethylamino-phenylazo)-benzoic acid | 90827-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-(4-diethylamino-phenylazo)-benzoic acid
• 英文别名: (E)-4-((4-(diethylamino)phenyl)diazenyl)benzoic acid；4-(4-Diaethylamino-phenylazo)-benzoesaeure；Benzoesaeure-(4 azo 4)-(N.N-diaethyl-anilin)；4'-Diaethylamino-azobenzol-carbonsaeure-(4)
• CAS: 90827-97-7
• 化学式: C₁₇H₁₉N₃O₂
• 分子量: 297.357
• InChiKey: PBZJMBFTLXQQPG-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.26
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(4-diethylamino-phenylazo)-benzoic acid 在 NaOAc-KCl-HCl buffer 作用下， 以 甲醇 、 水 为溶剂， 生成 4-(4-Diethylamino-phenylazo)-benzoic acid anion
  参考文献：
  名称：

  Dubini-Paglia, Ernestina; Marcandalli, Bruno; Liddo, Livia Pelliciari-Di, Journal of the Chemical Society. Perkin transactions II, 1980, p. 937 - 940

  摘要：

  DOI：
• 作为产物：
  描述：

  4'-carboxy-4-diethylaminoazobenzene 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 4-(4-diethylamino-phenylazo)-benzoic acid
  参考文献：
  名称：

  Marcandalli, Bruno; Pellicciari-Di Liddo, Livia; Di Fede, Cinzia, Journal of the Chemical Society. Perkin transactions II, 1984, # 4, p. 589 - 594

  摘要：

  DOI：

文献信息

• Controlling Ca²⁺ Permeable α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid (AMPA) Receptors with Photochromic Ion Channel Blockers
  作者：Niels G. Nørager、Mette H. Poulsen、Kristian Strømgaard

  DOI：10.1021/acs.jmedchem.8b00756

  日期：2018.9.13

  Ionotropic glutamate receptors (iGluRs) play a critical role in normal brain function and neurodegenerative diseases. Development of light-dependent compounds would enable studies of iGluRs within intact mammalian neural tissue, as light is noninvasive and can be applied with high spatiotemporal precision. Here we develop a potent photochromic antagonist that selectively targets the Ca2+ permeable

  离子型谷氨酸受体（iGluRs）在正常的脑功能和神经退行性疾病中起关键作用。光依赖性化合物的开发将使研究完整的哺乳动物神经组织内的iGluR成为可能，因为光是非侵入性的并且可以以高时空精度应用。在这里，我们开发了一种有效的光致变色拮抗剂，该拮抗剂选择性靶向靶向Ca 2+的AMPA型iGuRs，从而为研究AMPA型iGluRs对神经元活动的贡献提供了重要的工具。
• Coloring composition, anisotropic light absorption film, laminate, polarizing plate, image display device and compound
  申请人：FUJIFILM Corporation

  公开号：US10280181B2

  公开（公告）日：2019-05-07

  A coloring composition containing one or more species of compounds represented by Formula (I) or Formula (II) below, wherein each of R1 and R2 represents a hydrogen atom or substituent, each of Ar1 to Ar8 independently represents an optionally substituted aromatic hydrocarbon group or optionally substituted heterocyclic group, and each of L1 and L2 independently represents a divalent linking group which interrupts π electron conjugated system:

  一种着色组合物，含有下式（I）或式（II）所代表的一种或多种化合物，其中 R1 和 R2 各代表一个氢原子或取代基，Ar1 至 Ar8 各独立地代表一个任选取代的芳香烃基团或任选取代的杂环基团，L1 和 L2 各独立地代表一个二价连接基团，该连接基团可打断 π 电子共轭体系：
• Thermal and Light Control of the Sol-Gel Phase Transition in Cholesterol-Based Organic Gels. Novel Helical Aggregation Modes As Detected by Circular Dichroism and Electron Microscopic Observation
  作者：Kazutaka Murata、Masayoshi Aoki、Tsuyoshi Suzuki、Takaaki Harada、Hirosuke Kawabata、Takashi Komori、Fumio Ohseto、Keiko Ueda、Seiji Shinkai

  DOI：10.1021/ja00094a023

  日期：1994.7

  Nineteen cholesterol derivatives containing a variety of azobenzene moieties coupled to C-3 of a steroidal moiety through an ester linkage were synthesized. We employed two different esterification methods by which cholesterol derivatives with the natural (S)-configuration at C-3 and those with the inverted (R)-configuration at C-3 were obtained (the latter derivatives are indicated by a prime). Among them, cholesterol derivatives bearing a p-alkoxyazobenzene moiety (2R and 2R') acted as excellent thermally-reversible gelators of various organic fluids, but the gelation ability is fairly different between 2R and 2R': 2R could gelatinize hydrocarbons such as n-hexane, n-octane, and toluene, halogen solvents such as 1,2-dichloroethane and dichloromethane, ether solvents such as diethyl ether and THF, and alcohols such as ethanol and I-butanol whereas 2R' could gelatinize ketones, methanol, and polysiloxanes. In general, the solubility of 2R' in apolar solvents is superior to that of 2R, so 2R is useful for gelation of apolar solvents whereas 2R' is useful for gelation of polar solvents. We found that the sol-gel phase transition is sensitively ''read-out'' by a change in the circular dichroism (CD) spectrum: the gel phase is CD-active whereas the sol phase is totally CD-silent. For example, the 2Me-1-butanol gel gave a positive exciton coupling band with (R)-chirality whereas the 2Et'-methanol gel gave a negative exciton coupling band with (S)-chirality. These results mean that dipoles in the azobenzene moiety are oriented in a clockwise (in (R)-chirality) or anticlockwise (in (S)-chirality) direction when they interact in the excited state. Strangely, we accidentally found that the CD sign of the gels prepared from 2Pr, 2Bu, and 3Me' (azobenzene-linked cholesterol derivative with p-NMe(2)) is frequently inverted. After careful examination of the gel preparation conditions, we found that inversion takes place only when the cooling speed is fast. The scanning electron microscopic studies established that gelators form three-dimensional networks with helical fibrils. Interestingly, we found that in the 3Me' gel prepared from cyclohexane the gel with (R)-chirality in CD possesses a right- handed helix whereas the gel with (S)-chirality in the CD possesses a left-handed helix. The sol-gel phase transition was also induced by photoresponsive cis-trans isomerism of the azobenzene moiety: the gel formed from the trans-isomer was efficiently converted to the sol when trans-to-cis isomerization was photochemically induced, and this process can be repeated reversibly. The photoinduced sol-gel phase transition was also ''read-out'' as a change in CD spectroscopy.
• Rupp, Archiv der Pharmazie, 1915, vol. 253, p. 372
  作者：Rupp

  DOI：——

  日期：——
• COLORING COMPOSITION, ANISOTROPIC LIGHT ABSORPTION FILM, LAMINATE, POLARIZING PLATE, IMAGE DISPLAY DEVICE AND COMPOUND
  申请人：FUJIFILM Corporation

  公开号：US20160340367A1

  公开（公告）日：2016-11-24

  A coloring composition containing one or more species of compounds represented by Formula (I) or Formula (II) below, wherein each of R 1 and R 2 represents a hydrogen atom or substituent, each of Ar 1 to Ar 8 independently represents an optionally substituted aromatic hydrocarbon group or optionally substituted heterocyclic group, and each of L 1 and L 2 independently represents a divalent linking group which interrupts π electron conjugated system: