1,2-Dibromo-4,5-bis-[2-(2-methoxy-ethoxy)-ethoxy]-benzene | 178813-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-Dibromo-4,5-bis-[2-(2-methoxy-ethoxy)-ethoxy]-benzene
• 英文别名: 1,2-Dibromo-4,5-bis[2-(2-methoxyethoxy)ethoxy]benzene
• CAS: 178813-94-0
• 化学式: C₁₆H₂₄Br₂O₆
• 分子量: 472.171
• InChiKey: PYOJCWJJZGKSMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2-Dibromo-4,5-bis-[2-(2-methoxy-ethoxy)-ethoxy]-benzene 在 lithium carbonate 作用下， 以 戊醇 为溶剂， 反应 66.0h， 以34%的产率得到2,3,9,10,16,17,23,24-octakis(3,6-dioxaheptyloxy)phthalocyanine
  参考文献：
  名称：

  The synthesis and photophysical properties of polyether substituted phthalocyanines of potential use in photodynamic therapy

  摘要：

  报告并讨论了一系列聚醚取代的金属和游离基酞菁的合成、光物理性质和单态氧产率，背景是这些化合物作为血红素卟啉衍生物（HpD）在癌症光动疗法（PDT）中潜在应用的可能性。采用纳秒激光闪光光解和脉冲辐射解法研究了酞菁的单重态。单重态光吸收最大值位于约510到525纳米，单重态形成的量子产率（ϕT）范围为0.14到0.32。单重态寿命在26到155微秒之间。酞菁的单重态（T1）向基态分子氧O23Σg-转移能量以产生单态氧O21ωg的效率很高，且在完全氘化苯中提供了建立平衡的证据，方程式（a）。通过时间分辨近红外发光测定的单态氧量子产率（ϕΔ）与单重态产率相当，这表明高比例的猝灭相遇导致单态氧的形成。金属酞菁的光物理性质依赖于中心金属离子的相对原子质量和磁性质。

  DOI：

  10.1039/a701079f
• 作为产物：
  描述：

  1-溴-2-(2-甲氧基乙氧基)乙烷 在 溴 、 碘 、 铁粉 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1,2-Dibromo-4,5-bis-[2-(2-methoxy-ethoxy)-ethoxy]-benzene
  参考文献：
  名称：

  Poly(oxyethylene)-Substituted Copper and Lutetium Phthalocyanines

  摘要：

  A new family of nonionic water-soluble lutetium bisphthalocyanines and a copper monophthalocyanine have been synthesized and characterized. Optical absorption determinations demonstrate aggregation processes in water. Optical microscopy, differential scanning calorimetry (DSC), and X-ray diffraction measurements have also been performed on the materials. The substituted copper complex yields a hexagonal columnar Liquid crystal above 62 degrees C; this mesophase can incorporate up to 16% (w/w) of triethylene glycol without significant disturbance of the structure, One of the substituted lutetium bisphthalocyanines affords a tetragonal columnar mesophase; the other bisphthalocyanine derivatives show only highly ordered crystalline like phases. Conductivity measurements have been carried out on thin films of the previous derivatives to determine the relative electronic and ionic conduction contributions.

  DOI：

  10.1021/jp960504c

文献信息

• A double branched photosensitive prodrug: synthesis and characterization of light triggered drug release
  作者：Wei Liu、Li Liang、Pik Kwan Lo、Xiao Jun Gou、Xiao Hua Sun

  DOI：10.1016/j.tetlet.2016.01.064

  日期：2016.2

  A novel oNB based, double branched photosensitive prodrug 1, and a biphenyl counterpart 2 were designed and synthesized. Their photo-triggered drug release properties were studied by HPLC and UV–vis spectra. The isobestic points in UV–vis spectra of prodrug 1 indicated that homogeneous photolysis reaction happened upon xenon-based light irradiation. HPLC analysis confirmed that (antitumor) chlorambucil

  一种新颖的ø NB系，双支链感光前药1，和联苯对方2设计并合成。通过HPLC和UV-vis光谱研究了它们的光触发药物释放特性。前药1的UV-vis光谱中的等渗点表明，基于氙的光辐照发生了均匀的光解反应。HPLC分析证实，（抗肿瘤）苯丁酸氮芥与光副产物一起迅速释放。前药1的半衰期（t 1/2）为12.4分钟，表明对光辐照具有良好的敏感性，使其成为紫外线受限的应用的有希望的候选者。
• 一种光响应型化疗药物共递送系统及其制备方法
  申请人：中国医药集团总公司四川抗菌素工业研究所

  公开号：CN106943602A

  公开（公告）日：2017-07-14

  本发明公开了一种光响应型化疗药物的共递送系统及其制备方法，它是以邻硝基苄基为结构单元的双支化型光敏载体与不同作用机制的抗肿瘤药物共价连接制备成前药而形成的光响应型化疗药物的共递送系统。本发明所公开的光响应型药物共递送系统结合了外源激发光子的极佳操控性及肿瘤治疗中联合化疗能有效抑制肿瘤的多药耐药(MDR)效应的优点，通过改变激发光的参数实现不同药物的可控释放，以解决现有药物共递送系统中药物智能释放的技术性问题，可应用于肿瘤的治疗。
• Poly(oxyethylene)-Substituted Copper and Lutetium Phthalocyanines
  作者：Thierry Toupance、Pierre Bassoul、Ludovic Mineau、Jacques Simon

  DOI：10.1021/jp960504c

  日期：1996.1.1

  A new family of nonionic water-soluble lutetium bisphthalocyanines and a copper monophthalocyanine have been synthesized and characterized. Optical absorption determinations demonstrate aggregation processes in water. Optical microscopy, differential scanning calorimetry (DSC), and X-ray diffraction measurements have also been performed on the materials. The substituted copper complex yields a hexagonal columnar Liquid crystal above 62 degrees C; this mesophase can incorporate up to 16% (w/w) of triethylene glycol without significant disturbance of the structure, One of the substituted lutetium bisphthalocyanines affords a tetragonal columnar mesophase; the other bisphthalocyanine derivatives show only highly ordered crystalline like phases. Conductivity measurements have been carried out on thin films of the previous derivatives to determine the relative electronic and ionic conduction contributions.
• The synthesis and photophysical properties of polyether substituted phthalocyanines of potential use in photodynamic therapy
  作者：Sarah Foley、Gurnos Jones、Raffaelle Liuzzi、David J. McGarvey、Martin H. Perry、T. George Truscott

  DOI：10.1039/a701079f

  日期：——

  The synthesis, photophysical properties and singlet oxygen yields of a range of polyether substituted metallo and free-base phthalocyanines are reported and discussed in the context of the potential use of these compounds as alternatives to haematoporphyrin derivatives (HpD) in the photodynamic therapy (PDT) of cancer. The triplet states of the phthalocyanines have been studied in benzene and methanol using nanosecond laser flash photolysis and pulse radiolysis. Triplet state absorption maxima occur at ca. 510 to 525 nm and the quantum yields of triplet formation (ϕT) lie in the range 0.14 to 0.32. Triplet state lifetimes are in the range 26 to 155 µs. Energy transfer from the triplet state (T1) of the phthalocyanines to ground state molecular oxygen O23Σg- to produce singlet oxygen O21ωg is efficient and evidence is presented for the establishment of an equilibrium in perdeuterated benzene, eqn. (a).Singlet oxygen quantum yields (ϕΔ), determined by time resolved near infrared luminescence, are comparable with the triplet yield suggesting a high proportion of quenching encounters result in the formation of singlet oxygen.The photophysical properties of the metallophthalocyanines are dependent on the relative atomic mass and the magnetic properties of the central metal ion.

  报告并讨论了一系列聚醚取代的金属和游离基酞菁的合成、光物理性质和单态氧产率，背景是这些化合物作为血红素卟啉衍生物（HpD）在癌症光动疗法（PDT）中潜在应用的可能性。采用纳秒激光闪光光解和脉冲辐射解法研究了酞菁的单重态。单重态光吸收最大值位于约510到525纳米，单重态形成的量子产率（ϕT）范围为0.14到0.32。单重态寿命在26到155微秒之间。酞菁的单重态（T1）向基态分子氧O23Σg-转移能量以产生单态氧O21ωg的效率很高，且在完全氘化苯中提供了建立平衡的证据，方程式（a）。通过时间分辨近红外发光测定的单态氧量子产率（ϕΔ）与单重态产率相当，这表明高比例的猝灭相遇导致单态氧的形成。金属酞菁的光物理性质依赖于中心金属离子的相对原子质量和磁性质。