4-(4-fluorophenoxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one | 1266775-01-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-fluorophenoxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one
• CAS: 1266775-01-2
• 化学式: C₁₇H₁₂FNO₃
• 分子量: 297.286
• InChiKey: ZEQRTYNOXFMOGI-UHFFFAOYSA-N

物化性质

• 沸点：
  466.2±45.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.46
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-羟乙基哌啶 、 4-(4-fluorophenoxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以55%的产率得到4-(4-fluorophenoxy)-1-(4-[2-(piperidin-1-yl)ethoxy]phenyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of novel phenylpyridone derivatives as potent and selective MCH1R antagonists

  摘要：

  The design, synthesis and structure-activity relationships of a novel class of N-phenylpyridone MCH1R antagonists are described. The core part of the N-phenylpyridone structure was newly designed and the side chain moieties that were attached to the core part were extensively explored. As a result of optimization of the N-phenylpyridone leads, we successfully developed the orally available, and brain-penetrable MCH1R selective antagonist 7c, exhibiting excellent anti-obese effect in diet-induced obese (DIO) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.002
• 作为产物：
  描述：

  4-碘-2-吡啶酮 在 吡啶 、 copper(l) iodide 、 copper diacetate 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 61.5h， 生成 4-(4-fluorophenoxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of novel phenylpyridone derivatives as potent and selective MCH1R antagonists

  摘要：

  The design, synthesis and structure-activity relationships of a novel class of N-phenylpyridone MCH1R antagonists are described. The core part of the N-phenylpyridone structure was newly designed and the side chain moieties that were attached to the core part were extensively explored. As a result of optimization of the N-phenylpyridone leads, we successfully developed the orally available, and brain-penetrable MCH1R selective antagonist 7c, exhibiting excellent anti-obese effect in diet-induced obese (DIO) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.002