1-(2-hydroxy-5-methoxyphenyl)-3-p-tolylpropane-1,3-dione | 208998-54-3

• 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: 1-(2-hydroxy-5-methoxyphenyl)-3-p-tolylpropane-1,3-dione
• 英文别名: 1-(2-Hydroxy-5-methoxyphenyl)-3-(4-methylphenyl)propane-1,3-dione
• CAS: 208998-54-3
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: ZYYCOOKBSWAMKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxy-5-methoxyphenyl)-3-p-tolylpropane-1,3-dione 在 Montmorillonite K 10 clay 作用下， 以 二氯甲烷 为溶剂， 反应 0.03h， 以80%的产率得到6-methoxy-2-(p-tolyl)-4H-chromen-4-one
  参考文献：
  名称：

  An Expeditious Synthesis of Flavones on Montmorillonite K 10 Clay with Microwaves†‡

  摘要：

  通过使用微波在粘土表面对邻羟基二苯甲酰甲烷进行固态脱水环化，描述了一种操作简单、快速的黄酮合成方法。

  DOI：

  10.1039/a709146j
• 作为产物：
  描述：

  2'-羟基-5'-甲氧基苯乙酮 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-(2-hydroxy-5-methoxyphenyl)-3-p-tolylpropane-1,3-dione
  参考文献：
  名称：

  Extensive SAR and Computational Studies of 3-{4-[(Benzylmethylamino)methyl]phenyl}-6,7-dimethoxy-2H-2-chromenone (AP2238) Derivatives

  摘要：

  AP2238 was the first compound published to bind both anionic sites of the human acetylcholinesterase, allowing the simultaneous inhibition of the catalytic and the amyloid-beta pro-aggregating activities of AChE. Here we attempted to derive a comprehensive structure-activity relationship picture for this molecule, affording 28 derivatives for which AChE and BChE inhibitory activities were evaluated. Selected compounds were also tested for their ability to prevent the AChE-induced A beta-aggregation. Moreover, docking simulations and molecular orbital calculations were performed.

  DOI：

  10.1021/jm070100g

文献信息

• An Expeditious Synthesis of Flavones on Montmorillonite K 10 Clay with Microwaves†‡
  作者：Rajender S. Varma、Rajesh K. Saini、Dalip Kumar

  DOI：10.1039/a709146j

  日期：——

  A manipulatively simple and rapid method for the synthesis of flavones is described via a solid-state dehydrative cyclization of o-hydroxydibenzoylmethanes on a clay surface using microwaves.

  通过使用微波在粘土表面对邻羟基二苯甲酰甲烷进行固态脱水环化，描述了一种操作简单、快速的黄酮合成方法。
• Kucukislamoglu, Mustafa; Nebioglu, Mehmet; Zengin, Mustafa, Journal of Chemical Research, 2005, # 9, p. 556 - 557
  作者：Kucukislamoglu, Mustafa、Nebioglu, Mehmet、Zengin, Mustafa、Arslan, Mustafa、Yayli, Nurettin

  DOI：——

  日期：——
• Extensive SAR and Computational Studies of 3-{4-[(Benzylmethylamino)methyl]phenyl}-6,7-dimethoxy-2<i>H</i>-2-chromenone (AP2238) Derivatives
  作者：Lorna Piazzi、Andrea Cavalli、Federica Belluti、Alessandra Bisi、Silvia Gobbi、Stefano Rizzo、Manuela Bartolini、Vincenza Andrisano、Maurizio Recanatini、Angela Rampa

  DOI：10.1021/jm070100g

  日期：2007.8.1

  AP2238 was the first compound published to bind both anionic sites of the human acetylcholinesterase, allowing the simultaneous inhibition of the catalytic and the amyloid-beta pro-aggregating activities of AChE. Here we attempted to derive a comprehensive structure-activity relationship picture for this molecule, affording 28 derivatives for which AChE and BChE inhibitory activities were evaluated. Selected compounds were also tested for their ability to prevent the AChE-induced A beta-aggregation. Moreover, docking simulations and molecular orbital calculations were performed.