1-Bromo-6-[2-(2-methoxy-ethoxy)-ethoxy]-hexane | 646066-49-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Bromo-6-[2-(2-methoxy-ethoxy)-ethoxy]-hexane
• 英文别名: 1-Bromo-6-[2-(2-methoxyethoxy)ethoxy]hexane；1-bromo-6-[2-(2-methoxyethoxy)ethoxy]hexane
• CAS: 646066-49-1
• 化学式: C₁₁H₂₃BrO₃
• 分子量: 283.206
• InChiKey: OPZDFMZUVLTSGS-UHFFFAOYSA-N

物化性质

• 沸点：
  314.4±27.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Bromo-6-[2-(2-methoxy-ethoxy)-ethoxy]-hexane 在 sodium acetate 、 sodium hydride 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 四氯化碳 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 31.5h， 生成 [2-Methoxy-3-[6-[2-(2-methoxyethoxy)ethoxy]hexoxy]phenyl] [3-[(5-methyl-1,3-thiazol-3-ium-3-yl)methyl]phenyl] phosphate
  参考文献：
  名称：

  Analogs of platelet activating factor. 6. Mono- and bis-aryl phosphate antagonists of platelet activating factor

  摘要：

  A series of aryl phosphoglyceride (3, 19-6 1) and bis-aryl phosphate (67-135) antagonists of platelet activating factor (PAF) were prepared. A group of four bifunctional phosphorus reagents (5a-c and 7) were developed that allowed the preparation of these aryl phosphates in which the position of aromatic substitution can be varied. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. Selected compounds were also evaluated for their ability to displace [H-3]PAF from its receptor on rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in both the mouse and rabbit, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Compound 105 (CL 184005) has been selected to undergo further development as a potential therapeutic agent for the treatment of septic shock in man.

  DOI：

  10.1021/jm00087a023
• 作为产物：
  描述：

  1,6-二溴己烷 、 二乙二醇单甲醚 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 48.0h， 以60%的产率得到1-Bromo-6-[2-(2-methoxy-ethoxy)-ethoxy]-hexane
  参考文献：
  名称：

  Oligo(aryl-triazole)s CH⋯Cl⁻interactions guide chloride efficient and selective transmembrane transport

  摘要：

  使用特定的C–H⋯Cl⁻相互作用，基于寡聚(芳基-三唑)的传输体通过调整它们的分子亲脂性和阴离子亲和力，实现了高效/选择性的Cl⁻跨膜传输。

  DOI：

  10.1039/c6cc07792g

文献信息

• Highly Stable Giant Supramolecular Vesicles Composed of 2D Hydrogen-Bonded Sheet Structures of Guanosine Derivatives
  作者：Isao Yoshikawa、Jun Sawayama、Koji Araki

  DOI：10.1002/anie.200704535

  日期：2008.1.25
• Analogs of platelet activating factor. 6. Mono- and bis-aryl phosphate antagonists of platelet activating factor
  作者：A. Wissner、M. L. Carroll、K. E. Green、S. S. Kerwar、W. C. Pickett、R. E. Schaub、L. W. Torley、S. Wrenn、C. A. Kohler

  DOI：10.1021/jm00087a023

  日期：1992.5

  A series of aryl phosphoglyceride (3, 19-6 1) and bis-aryl phosphate (67-135) antagonists of platelet activating factor (PAF) were prepared. A group of four bifunctional phosphorus reagents (5a-c and 7) were developed that allowed the preparation of these aryl phosphates in which the position of aromatic substitution can be varied. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. Selected compounds were also evaluated for their ability to displace [H-3]PAF from its receptor on rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in both the mouse and rabbit, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Compound 105 (CL 184005) has been selected to undergo further development as a potential therapeutic agent for the treatment of septic shock in man.
• Oligo(aryl-triazole)s CH⋯Cl⁻interactions guide chloride efficient and selective transmembrane transport
  作者：Sujun Chen、Sitong Zhang、Chunyan Bao、Chenxi Wang、Qiuning Lin、Linyong Zhu

  DOI：10.1039/c6cc07792g

  日期：——

  Using specific C–H⋯Cl⁻interactions, oligo(aryl-triazole) based transporters realized efficient/selective Cl⁻transmembrane transport by adjusting their molecular lipophilicity and anion affinity.

  使用特定的C–H⋯Cl⁻相互作用，基于寡聚(芳基-三唑)的传输体通过调整它们的分子亲脂性和阴离子亲和力，实现了高效/选择性的Cl⁻跨膜传输。