1-[2-羟基-4-(4-甲氧基-苯甲酰氧基)-苯基]-3-(4-甲氧基-苯基)-丙烷-1,3-二酮 | 102664-14-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: 1-[2-羟基-4-(4-甲氧基-苯甲酰氧基)-苯基]-3-(4-甲氧基-苯基)-丙烷-1,3-二酮
• 英文名称: 1-[2-hydroxy-4-(4-methoxy-benzoyloxy)-phenyl]-3-(4-methoxy-phenyl)-propane-1,3-dione
• 英文别名: 3-(4-Methoxy-phenyl)-1-[2-hydroxy-4-(4-methoxy-benzoyloxy)-phenyl]-propandion-(1.3)；1-[2-Hydroxy-4-(4-methoxy-benzoyloxy)-phenyl]-3-(4-methoxy-phenyl)-propan-1,3-dion；ο-4-Dianisoyl-resacetophenon
• CAS: 102664-14-2
• 化学式: C₂₄H₂₀O₇
• 分子量: 420.419
• InChiKey: YPQVVOOWPHPUAN-UHFFFAOYSA-N

物化性质

• 沸点：
  648.7±55.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99.13
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-[2-羟基-4-(4-甲氧基-苯甲酰氧基)-苯基]-3-(4-甲氧基-苯基)-丙烷-1,3-二酮 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 21.0h， 生成 (Z)-N'-((7-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-8-yl)methylene)isonicotinohydrazide
  参考文献：
  名称：

  Flavonoid analogues as urease inhibitors: Synthesis, biological evaluation, molecular docking studies and in-silico ADME evaluation

  摘要：

  A series of novel flavonoid analogues were designed and synthesized. The aimed compounds for urease inhibitory activities were clearly superior to the control drug thiourea (more than 10 times). Among these compounds, L2 (IC₅₀ = 1.343 µM) and L12 (IC₅₀ = 1.207 µM) exhibited the most excellent urease inhibitory activity in vitro. The molecular dockings of L2, L12 and L22 into urease were performed to explore the binding modes and their structure-activity relationship. Furthermore, these aimed compounds showed good druggable properties.

  DOI：

  10.1016/j.bioorg.2020.104370
• 作为产物：
  描述：

  对甲氧基苯甲酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 1-[2-羟基-4-(4-甲氧基-苯甲酰氧基)-苯基]-3-(4-甲氧基-苯基)-丙烷-1,3-二酮
  参考文献：
  名称：

  Facile Synthesis of 7‐Methoxy‐2‐aryl‐3‐phenyl/or‐H‐8‐[2‐(4,6‐dimethyl‐3,5‐dicarbethoxy‐pyridyl)]‐4H‐1‐benzopyran‐4‐ones

  摘要：

  DOI：

  10.1080/00397910601133581

文献信息

• An Efficient One-Pot Synthesis and Anticancer Activity of 4'-Substituted Flavonoids
  作者：X. Wang、J. Liu、Y. Zhang

  DOI：10.1134/s1070363218050328

  日期：2018.5

  A number of 4'-substituted (R = H, Me, Cl, F) flavone derivatives is synthesized from 2-hydroxyacetophenones using the modified Baker–Venkataraman reaction. Compound [3-(4-fluorobenzoyl)-5- hydroxy-4'-fluoroflavone] was synthesized for the first time with the yield of 12%. Antiproliferative assays indicate that the synthesized flavones with F substituent at the 4' position demonstrate higher activity

  使用修饰的Baker-Venkataraman反应，由2-羟基苯乙酮合成了许多4'-取代的（R = H，Me，Cl，F）黄酮衍生物。首次合成化合物[3-（4-氟苯甲酰基）-5-羟基-4'-氟黄酮]，产率为12％。抗增殖试验表明，合成的黄酮在4'位具有F取代基，显示出比其他黄酮衍生物更高的活性，特别是针对HeLa和MCF-7的IC 50为9.5和2.7μM。
• 322. Molecular rearrangement of some o-acyloxyacetophenones and the mechanism of the production of 3-acylchromones
  作者：Wilson Baker

  DOI：10.1039/jr9330001381

  日期：——
• SYNTHESIS OF RING-A HYDROXYLATED FLAVONES BY SODIUM HYDROXIDE-CATALYZED CYCLIZATION OF 1,3-DIKETONES IN WATER
  作者：Lijun Tang、Shufen Zhang、Jinzong Yang、Wentao Gao、Jian Cui

  DOI：10.1080/00304940409356629

  日期：2004.10