5-甲氧基-1,7-二苯基-3-庚酮 | 100667-54-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 中文名称: 5-甲氧基-1,7-二苯基-3-庚酮
• 英文名称: 5-methoxy-1,7-diphenyl-3-heptanone
• 英文别名: 5-methoxy-1,7-diphenylheptan-3-one
• CAS: 100667-54-7
• 化学式: C₂₀H₂₄O₂
• 分子量: 296.409
• InChiKey: PVYORFBABSDDNC-UHFFFAOYSA-N

物化性质

• 沸点：
  448.1±40.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-甲氧基-1,7-二苯基-3-庚酮 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 1,7-diphenylhept-4-en-3-one
  参考文献：
  名称：

  Diarylheptanoids from the rhizome of Alpinia officinarum Hance.

  摘要：

  从Alpinia officinarum HANCE（姜科）的根茎中分离出六种二芳基庚烷，包括三种新化合物。根据光谱数据，确定新化合物的结构分别为7-(4"-羟基苯基)-1-苯基-4-庚烯-3-酮（I）、5-甲氧基-7-(4"-羟基苯基)-1-苯基-3-庚酮（II）和5-甲氧基-1,7-二苯基-3-庚酮（III）。这是首次从Alpinia spp中分离出苯环均被取代的化合物IV。

  DOI：

  10.1248/cpb.33.4889
• 作为产物：
  描述：

  甲醇 、 5-hydroxy-1,7-diphenylheptan-3-one 在 盐酸 作用下， 以25%的产率得到5-甲氧基-1,7-二苯基-3-庚酮
  参考文献：
  名称：

  Synthesis and Evaluation of Estrogen Agonism of Diaryl 4,5-Dihydroisoxazoles, 3-Hydroxyketones, 3-Methoxyketones, and 1,3-Diketones: A Compound Set Forming a 4D Molecular Library

  摘要：

  In this paper, the preparation and systematic evaluation of estrogen receptor alpha (ER alpha) and estrogen receptor beta (ER beta) activities of some diaryl-1,3-diones and their synthetic intermediates, diaryl-4,5-dihydroisoxazoles, diaryl-3-hydroxyketones, diaryl-3-methoxyketones, and diaryl-2-(dimethyl-lambda(4)-sulfanylidene)-1,3-diones, is described. The set of 72 compounds constitutes a general schematic structure aryl1-linker1-spacer-linker2-aryl2, where the linker1-spacer-linker2 length varies between 4 and 8 carbons. The set of compounds was applied here to map and explore the active sites of subtypes ER alpha and ER beta. The highest activities were obtained with dihydroisoxazole and hydroxyketone spacers, but even the most flexible diones with unsubstituted aryl groups showed some agonism. Most compounds were found to be ER alpha selective or to activate both receptors, but in some cases we saw also clearly stronger ER beta activation.

  DOI：

  10.1021/jm8001795

文献信息

• Synthesis and Evaluation of Estrogen Agonism of Diaryl 4,5-Dihydroisoxazoles, 3-Hydroxyketones, 3-Methoxyketones, and 1,3-Diketones: A Compound Set Forming a 4D Molecular Library
  作者：Juha T. Pulkkinen、Paavo Honkakoski、Mikael Peräkylä、Istvan Berczi、Reino Laatikainen

  DOI：10.1021/jm8001795

  日期：2008.6.1

  In this paper, the preparation and systematic evaluation of estrogen receptor alpha (ER alpha) and estrogen receptor beta (ER beta) activities of some diaryl-1,3-diones and their synthetic intermediates, diaryl-4,5-dihydroisoxazoles, diaryl-3-hydroxyketones, diaryl-3-methoxyketones, and diaryl-2-(dimethyl-lambda(4)-sulfanylidene)-1,3-diones, is described. The set of 72 compounds constitutes a general schematic structure aryl1-linker1-spacer-linker2-aryl2, where the linker1-spacer-linker2 length varies between 4 and 8 carbons. The set of compounds was applied here to map and explore the active sites of subtypes ER alpha and ER beta. The highest activities were obtained with dihydroisoxazole and hydroxyketone spacers, but even the most flexible diones with unsubstituted aryl groups showed some agonism. Most compounds were found to be ER alpha selective or to activate both receptors, but in some cases we saw also clearly stronger ER beta activation.
• Diarylheptanoids from the rhizome of Alpinia officinarum Hance.
  作者：HIDEJI ITOKAWA、HIROSHI MORITA、IKUKO MIDORIKAWA、RITSUO AIYAMA、MAKOTO MORITA

  DOI：10.1248/cpb.33.4889

  日期：——

  Six diarylheptanoids, including three new compounds, were isolated from the rhizomes of Alpinia officinarum HANCE (Zingiberaceae). The structures of the new compounds were determined to be 7-(4"-hydroxyphenyl)-1-phenyl-4-hepten-3-one (I), 5-methoxy-7-(4"-hydroxyphenyl)-1-phenyl-3-heptanone (II), and 5-methoxy-1, 7-diphenyl-3-heptanone (III) on the basis of the spectroscopic data. This is the first time that compound IV, in which both phenyl rings are substituted, has been isolated from Alpinia spp.

  从Alpinia officinarum HANCE（姜科）的根茎中分离出六种二芳基庚烷，包括三种新化合物。根据光谱数据，确定新化合物的结构分别为7-(4"-羟基苯基)-1-苯基-4-庚烯-3-酮（I）、5-甲氧基-7-(4"-羟基苯基)-1-苯基-3-庚酮（II）和5-甲氧基-1,7-二苯基-3-庚酮（III）。这是首次从Alpinia spp中分离出苯环均被取代的化合物IV。