1-(4-hydroxy-3-(3-methylbut-3-en-2-yl)phenyl)ethanone | 1313891-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-hydroxy-3-(3-methylbut-3-en-2-yl)phenyl)ethanone
• 英文别名: 1-[4-hydroxy-3-(3-methylbut-3-en-2-yl)phenyl]ethanone
• CAS: 1313891-14-3
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: USLMDWRBYOWFIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4-hydroxy-3-(3-methylbut-3-en-2-yl)phenyl)ethanone 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 58.0h， 生成 (E)-3-(5-bromo-2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)-1-(4-methoxy-3-(3-methylbut-3-en-2-yl)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis, and evaluation of bromo-retrochalcone derivatives as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A series of bromo-retrochalcones was designed, synthesized and evaluated as PTP1B inhibitors based on licochalcone A and E. Compounds 6, 12, 13, 14, 25, 36, 37, 39, and 41 showed potent inhibitory effects against PTP1B, and compound 37, the most potent among the series, had an IC(50) value of 1.9 mu M, about two-fold better than that of the positive control, ursolic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.057
• 作为产物：
  描述：

  4-(3-methylbut-2-enyloxy)acetophenone 在 N,N-二乙基苯胺 作用下， 反应 20.0h， 以72%的产率得到1-(4-hydroxy-3-(3-methylbut-3-en-2-yl)phenyl)ethanone
  参考文献：
  名称：

  Design, synthesis, and evaluation of bromo-retrochalcone derivatives as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A series of bromo-retrochalcones was designed, synthesized and evaluated as PTP1B inhibitors based on licochalcone A and E. Compounds 6, 12, 13, 14, 25, 36, 37, 39, and 41 showed potent inhibitory effects against PTP1B, and compound 37, the most potent among the series, had an IC(50) value of 1.9 mu M, about two-fold better than that of the positive control, ursolic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.057