(5-Acetyl-1-benzofuran-6-yl) 3,4-dimethoxybenzoate | 862824-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (5-Acetyl-1-benzofuran-6-yl) 3,4-dimethoxybenzoate
• CAS: 862824-00-8
• 化学式: C₁₉H₁₆O₆
• 分子量: 340.332
• InChiKey: MQJWBPKUEWRXJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5-Acetyl-1-benzofuran-6-yl) 3,4-dimethoxybenzoate 在 吡啶 、 硫酸 、 potassium tert-butylate 、 溶剂黄146 作用下， 反应 6.0h， 生成 7-(3,4-dimethoxy-phenyl)-furo[3,2-g]chromen-5-one
  参考文献：
  名称：

  Synthesis of benzofuran scaffold-based potential PTP-1B inhibitors

  摘要：

  Protein tyrosine phosphatase 113 (PTP-1B) is an enzyme that plays a critical role in down-regulating insulin signaling through dephosphorylation of the insulin receptor. Studies have shown that PTP-1B knockout mice showed increased insulin sensitivity in muscle and liver as well as resistance to obesity. A series of hydroxy benzofuran methyl ketones and their naturally mimicking dimers and linear and angular furanochalcones and flavones have been evaluated as PTP-1B inhibitors. Screened compounds displayed good inhibitory activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.053
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 A 15 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 0.17h， 生成 (5-Acetyl-1-benzofuran-6-yl) 3,4-dimethoxybenzoate
  参考文献：
  名称：

  Synthesis of benzofuran scaffold-based potential PTP-1B inhibitors

  摘要：

  Protein tyrosine phosphatase 113 (PTP-1B) is an enzyme that plays a critical role in down-regulating insulin signaling through dephosphorylation of the insulin receptor. Studies have shown that PTP-1B knockout mice showed increased insulin sensitivity in muscle and liver as well as resistance to obesity. A series of hydroxy benzofuran methyl ketones and their naturally mimicking dimers and linear and angular furanochalcones and flavones have been evaluated as PTP-1B inhibitors. Screened compounds displayed good inhibitory activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.053

文献信息

• Synthesis of functionalized acetophenones as protein tyrosine phosphatase 1B inhibitors
  作者：Manish Dixit、Brajendra K. Tripathi、Arvind K. Srivastava、Atul Goel

  DOI：10.1016/j.bmcl.2005.05.024

  日期：2005.7

  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.