2-(2-Bromophenoxy)-2-methylpropanal | 160463-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-Bromophenoxy)-2-methylpropanal
• CAS: 160463-10-5
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: OHYRUAGCEXAVPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Bromophenoxy)-2-methylpropanal 在 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 22.0h， 生成 (Z)-6-(2-Bromo-phenoxy)-6-methyl-2-methylene-hept-4-enal
  参考文献：
  名称：

  通往无环取代的α，β-不饱和醛的简便方法：丙二烯克莱森重排

  摘要：

  [反应：见正文]烯丙基醚的正向重排提供了高产率的α，β-不饱和醛。

  DOI：

  10.1021/ol990305m
• 作为产物：
  描述：

  2-溴-2-甲基丙醛 、 2-溴苯酚 在 sodium hydride 作用下， 生成 2-(2-Bromophenoxy)-2-methylpropanal
  参考文献：
  名称：

  Dual-Acting Thromboxane Receptor Antagonist/Synthase Inhibitors: Synthesis and Biological Properties of [2-Substituted-4-(3-pyridyl)-1,3-dioxan-5-yl]alkenoic Acids

  摘要：

  The design, synthesis, and pharmacology of a new class of compounds possessing both thromboxane receptor antagonist and thromboxane synthase inhibitory properties are described. Replacement of the phenol group of the known thromboxane antagonist series 4(Z)-6-[(4RS,5SR)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hex-4-enoic acid by a 3-pyridyl group led to a series of compounds, 5, which were potent thromboxane synthase inhibitors and weak thromboxane antagonists. Further modifications at the dioxane C2 position led to compounds, 7, which were potent dual-acting agents. In the case of compound 7w, the dual activity was shown to reside almost exclusively in the (-)-enantiomer, 7x. Following oral dosing to rats and dogs, 7x (3 mg/kg) displayed significant dual activity over a period of at least 8 h.

  DOI：

  10.1021/jm00004a014