3-amino-4-nitro-4'-hydroxydiphenyl ether | 43210-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-4-nitro-4'-hydroxydiphenyl ether
• 英文别名: 2-nitro-5-(4-hydroxyphenoxy)aniline；4-(4-hydroxy-phenoxy)-2-amino-nitrobenzene；3-amino-4-nitro-4'-hydroxy-diphenyl ether；3-Amino-4-nitro-4'-hydroxydiphenylether；4-(3-Amino-4-nitrophenoxy)phenol
• CAS: 43210-66-8
• 化学式: C₁₂H₁₀N₂O₄
• 分子量: 246.222
• InChiKey: GSEQKTXBQNBKLO-UHFFFAOYSA-N

物化性质

• 熔点：
  210-211 °C
• 沸点：
  440.2±35.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-amino-4-nitro-4'-hydroxydiphenyl ether 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、448.16 kPa 条件下， 以98%的产率得到3,4-diamino-4'-hydroxydiphenyl ether
  参考文献：
  名称：

  Hyperbranched Polyphenylquinoxalines from Self-Polymerizable AB₂ and A₂B Monomers

  摘要：

  A self-polymerizable AB(2) monomer, 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline, and an A(2)B monomer, 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline, were prepared and polymerized to afford phenol-terminated and aryl fluoride terminated, hyperbranched polyphenylquinoxalines (HPPQs), respectively. MALDI-TOF analysis showed that intramolecular cyclization was a dominant process for the low molecular weight portion during the polymerizations. After isolation and complete dryness, the phenol-terminated HPPQ 1 was only soluble in strong organic acids, while the aryl fluoride terminated HPPQ 2 was soluble in most common organic solvents. HPPQ 1 was treated with allyl bromide to afford an allyl ether terminated HPPQ 3, which was also soluble in most organic solvents. Intrinsic viscosity measurements and SEC analysis indicated that HPPQ 2 had a much higher M-w and a much broader molecular weight distribution (PDI similar to 60) than HPPQ 1 and HPPQ 3 (PDI similar to 4). The results also suggested that HPPQ 1 formed aggregates in solution and that HPPQ 2 had a much more extended and open conformation. All the HPPQs, which were highly fluorescent, had UV absorption maxima near 375 nm in THF. However, the wavelength of their emission maxima, which ranged from 424 to 466 nm, depended on their end groups.

  DOI：

  10.1021/ma0489467
• 作为产物：
  描述：

  2,4-二氟硝基苯 在 氢氧化钾 、 ammonium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 28.0h， 生成 3-amino-4-nitro-4'-hydroxydiphenyl ether
  参考文献：
  名称：

  Hyperbranched Polyphenylquinoxalines from Self-Polymerizable AB₂ and A₂B Monomers

  摘要：

  A self-polymerizable AB(2) monomer, 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline, and an A(2)B monomer, 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline, were prepared and polymerized to afford phenol-terminated and aryl fluoride terminated, hyperbranched polyphenylquinoxalines (HPPQs), respectively. MALDI-TOF analysis showed that intramolecular cyclization was a dominant process for the low molecular weight portion during the polymerizations. After isolation and complete dryness, the phenol-terminated HPPQ 1 was only soluble in strong organic acids, while the aryl fluoride terminated HPPQ 2 was soluble in most common organic solvents. HPPQ 1 was treated with allyl bromide to afford an allyl ether terminated HPPQ 3, which was also soluble in most organic solvents. Intrinsic viscosity measurements and SEC analysis indicated that HPPQ 2 had a much higher M-w and a much broader molecular weight distribution (PDI similar to 60) than HPPQ 1 and HPPQ 3 (PDI similar to 4). The results also suggested that HPPQ 1 formed aggregates in solution and that HPPQ 2 had a much more extended and open conformation. All the HPPQs, which were highly fluorescent, had UV absorption maxima near 375 nm in THF. However, the wavelength of their emission maxima, which ranged from 424 to 466 nm, depended on their end groups.

  DOI：

  10.1021/ma0489467

文献信息

• 5-芳基酚-2烷基取代脲苯并咪唑类化合物及 其应用
  申请人：中国科学院广州生物医药与健康研究院

  公开号：CN104876878B

  公开（公告）日：2018-04-27

  本发明公开了一种5‑芳基酚‑2烷基取代脲苯并咪唑类化合物及其应用，所述化合物具有式（Ⅰ）结构。本发明涉及的5‑芳基酚‑2烷基取代脲苯并咪唑类化合物在体外能够显著抑制多种肿瘤细胞的增殖，对肿瘤细胞的微管形成与细胞周期G2/M期的阻滞呈现出剂量依赖性；同时为临床治疗肿瘤提供了新的药物选择。
• US3954791A
  申请人：——

  公开号：US3954791A

  公开（公告）日：1976-05-04
• US3984561A
  申请人：——

  公开号：US3984561A

  公开（公告）日：1976-10-05
• US4010272A
  申请人：——

  公开号：US4010272A

  公开（公告）日：1977-03-01
• Hyperbranched Polyphenylquinoxalines from Self-Polymerizable AB₂ and A₂B Monomers
  作者：Jong-Beom Baek、Frank W. Harris

  DOI：10.1021/ma0489467

  日期：2005.1.1

  A self-polymerizable AB(2) monomer, 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline, and an A(2)B monomer, 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline, were prepared and polymerized to afford phenol-terminated and aryl fluoride terminated, hyperbranched polyphenylquinoxalines (HPPQs), respectively. MALDI-TOF analysis showed that intramolecular cyclization was a dominant process for the low molecular weight portion during the polymerizations. After isolation and complete dryness, the phenol-terminated HPPQ 1 was only soluble in strong organic acids, while the aryl fluoride terminated HPPQ 2 was soluble in most common organic solvents. HPPQ 1 was treated with allyl bromide to afford an allyl ether terminated HPPQ 3, which was also soluble in most organic solvents. Intrinsic viscosity measurements and SEC analysis indicated that HPPQ 2 had a much higher M-w and a much broader molecular weight distribution (PDI similar to 60) than HPPQ 1 and HPPQ 3 (PDI similar to 4). The results also suggested that HPPQ 1 formed aggregates in solution and that HPPQ 2 had a much more extended and open conformation. All the HPPQs, which were highly fluorescent, had UV absorption maxima near 375 nm in THF. However, the wavelength of their emission maxima, which ranged from 424 to 466 nm, depended on their end groups.