(4-Acetyl-3-hydroxy-phenoxy)-acetonitrile | 38040-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-Acetyl-3-hydroxy-phenoxy)-acetonitrile
• 英文别名: 2-(4-Acetyl-3-hydroxyphenoxy)acetonitrile
• CAS: 38040-65-2
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: KAMXPMMUXJOXMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-Acetyl-3-hydroxy-phenoxy)-acetonitrile 在 吡啶 、 potassium tert-butylate 作用下， 反应 1.0h， 生成 [3-Hydroxy-4-((Z)-3-hydroxy-3-phenyl-acryloyl)-phenoxy]-acetonitrile
  参考文献：
  名称：

  Synthesis of functionalized acetophenones as protein tyrosine phosphatase 1B inhibitors

  摘要：

  Protein tyrosine phosphatase 1B (PTP1B) is an enzyme that plays a critical role in down-regulating insulin signaling through dephosphorylation of the insulin receptor. Studies have shown that PTP1B knock-out mice showed increased insulin sensitivity in muscle and liver as well as resistance to obesity. A series of functionalized acetophenones were synthesized and evaluated for their PTP1B inhibitory activity. Some of the screened compounds displayed good inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.024
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 、 溴乙腈 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 (4-Acetyl-3-hydroxy-phenoxy)-acetonitrile
  参考文献：
  名称：

  Synthesis of functionalized acetophenones as protein tyrosine phosphatase 1B inhibitors

  摘要：

  Protein tyrosine phosphatase 1B (PTP1B) is an enzyme that plays a critical role in down-regulating insulin signaling through dephosphorylation of the insulin receptor. Studies have shown that PTP1B knock-out mice showed increased insulin sensitivity in muscle and liver as well as resistance to obesity. A series of functionalized acetophenones were synthesized and evaluated for their PTP1B inhibitory activity. Some of the screened compounds displayed good inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.024