(E)-3-(2,6-Dimethoxy-phenyl)-1-(2-hydroxy-4,6-dimethoxy-phenyl)-propenone | 944447-05-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(2,6-Dimethoxy-phenyl)-1-(2-hydroxy-4,6-dimethoxy-phenyl)-propenone
• 英文别名: (E)-3-(2,6-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one
• CAS: 944447-05-6
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: MKTGYSUVGDWVHR-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-3-(2,6-Dimethoxy-phenyl)-1-(2-hydroxy-4,6-dimethoxy-phenyl)-propenone 在 indium(III) bromide 、 silica gel 作用下， 反应 0.75h， 以95%的产率得到2-(2,6-Dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
  参考文献：
  名称：

  硅胶负载的InBr 3和InCl 3：在无溶剂条件下将2'-羟基查耳酮和黄烷酮轻松快速氧化为相应的黄酮的新型催化剂

  摘要：

  硅胶负载的InBr 3或InCl 3（15–20 mol％）被研究为一种新型的固体载体催化剂，可在无溶剂条件下方便，有效地氧化2'-羟基查耳酮和黄烷酮，以产生>的相应黄酮。 80％的产率。在温和的反应条件下，该催化剂易于制备，稳定且有效。

  DOI：

  10.1016/j.tetlet.2004.11.062
• 作为产物：
  描述：

  2-羟基-4,6-二甲氧基苯乙酮 、 2,6-二甲氧基苯甲醛 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以58%的产率得到(E)-3-(2,6-Dimethoxy-phenyl)-1-(2-hydroxy-4,6-dimethoxy-phenyl)-propenone
  参考文献：
  名称：

  Antimitotic and Antiproliferative Activities of Chalcones: Forward Structure–Activity Relationship

  摘要：

  A series of 59 chalcones was prepared and evaluated for the antimitotic effect against K562 leukemia cells. The most active chalcones were evaluated for their antiproliferative activity against a panel of I I human and murine cell cancer lines. We found that three chalcones were of great interest as potential antimitotic drugs. In vivo safety studies conducted on one of the most active chalcones revealed that the compound was safe, allowing further in vivo antitumor evaluation.

  DOI：

  10.1021/jm0708331

文献信息

• US9896415B2
  申请人：——

  公开号：US9896415B2

  公开（公告）日：2018-02-20
• Silica gel supported InBr3 and InCl3: new catalysts for the facile and rapid oxidation of 2′-hydroxychalcones and flavanones to their corresponding flavones under solvent free conditions
  作者：Naseem Ahmed、Hasrat Ali、Johan E. van Lier

  DOI：10.1016/j.tetlet.2004.11.062

  日期：2005.1

  Silica gel supported InBr3 or InCl3 (15–20 mol %) were explored as a new solid-support catalysts for the facile and efficient oxidation, under solvent free conditions, of 2′-hydroxychalcones and flavanones to yield the corresponding flavones in >80% yield. The catalysts are easily prepared, stable, and efficient under mild reaction conditions.

  硅胶负载的InBr 3或InCl 3（15–20 mol％）被研究为一种新型的固体载体催化剂，可在无溶剂条件下方便，有效地氧化2'-羟基查耳酮和黄烷酮，以产生>的相应黄酮。 80％的产率。在温和的反应条件下，该催化剂易于制备，稳定且有效。
• Antimitotic and Antiproliferative Activities of Chalcones: Forward Structure–Activity Relationship
  作者：Ahcène Boumendjel、Julien Boccard、Pierre-Alain Carrupt、Edwige Nicolle、Madeleine Blanc、Annabelle Geze、Luc Choisnard、Denis Wouessidjewe、Eva-Laure Matera、Charles Dumontet

  DOI：10.1021/jm0708331

  日期：2008.4.1

  A series of 59 chalcones was prepared and evaluated for the antimitotic effect against K562 leukemia cells. The most active chalcones were evaluated for their antiproliferative activity against a panel of I I human and murine cell cancer lines. We found that three chalcones were of great interest as potential antimitotic drugs. In vivo safety studies conducted on one of the most active chalcones revealed that the compound was safe, allowing further in vivo antitumor evaluation.