4'-Phenoxychalcon

• 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: 4'-Phenoxychalcon
• 英文别名: 4'-phenoxy-chalcone；4'-Phenoxy-chalkon；1-(4-phenoxyphenyl)-3-phenylprop-2-en-1-one
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: QZENWWUJBKYHFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4'-Phenoxychalcon 在 氯仿 、 溴 作用下， 生成 2,3-dibromo-1-(4-phenoxy-phenyl)-3-phenyl-propan-1-one
  参考文献：
  名称：

  Dilthey et al., Journal fur praktische Chemie (Leipzig 1954), 1927, vol. <2>117, p. 359

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯醚 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 作用下， 生成 4'-Phenoxychalcon
  参考文献：
  名称：

  Kohler,Heritage,Burnley, American Chemical Journal, 1910, vol. 44, p. 68

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Oxidative Carbonylative Coupling Reactions of Arylboronic Acids with Styrenes to Chalcones under Mild Aerobic Conditions
  作者：Xiao-Feng Wu、Helfried Neumann、Matthias Beller

  DOI：10.1002/asia.201100630

  日期：2012.2.6

  Do the coupling: A palladium‐catalyzed oxidative carbonylative coupling process of arylboronic acid with styrenes to chalcone has been developed. The reactions proceed under mild conditions using air as the terminal oxidant reagent.

  进行偶合：已开发了芳基硼酸与苯乙烯的钯催化氧化羰基偶合至查尔酮的方法。该反应在温和的条件下使用空气作为末端氧化剂进行。
• ALLOSTERIC PROTEIN KINASE MODULATORS
  申请人：Engel Matthias

  公开号：US20120046307A1

  公开（公告）日：2012-02-23

  The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

  该发明提供了特定的小分子化合物，可以对AGC蛋白激酶和Aurora蛋白激酶家族的活性进行变构调节或调节蛋白质-蛋白质相互作用，以及制备它们的方法，包括它们的制药组合物，以及它们用于制备治疗与AGC蛋白激酶或Aurora家族蛋白激酶异常活性相关的疾病的药物的用途。
• Allosteric protein kinase modulators
  申请人：Engel Matthias

  公开号：US08912186B2

  公开（公告）日：2014-12-16

  The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

  本发明提供了一种特定的小分子化合物，可以变构地调节AGC蛋白激酶和Aurora家族蛋白激酶的活性或调节它们之间的蛋白质相互作用，以及制备它们的方法、包含它们的制药组合物，以及它们用于制备治疗与AGC蛋白激酶或Aurora家族蛋白激酶异常活性相关的疾病的药物。
• Site-selective carbonylation of arenes via C(sp2)-H thianthrenation: Palladium-catalyzed direct access to α,β-unsaturated ketones
  作者：Jiajun Zhang、Le-Cheng Wang、Yuanrui Wang、Bing-Hong Teng、Xiao-Feng Wu

  DOI：10.1016/j.jcat.2024.115454

  日期：2024.4

  palladium-catalyzed carbonylative Heck reaction of aryl thianthrenium salts with carbon monoxide and alkenes has been developed. This protocol can greatly reduce the quantity of olefins used in the carbonylative Heck reaction. In addition, the reaction can also proceed when the coupling partner is a non-activated olefin which is not common in such carbonylative Heck reactions. Combined with C–H thianthrenation

  在此，开发了一种有效的钯催化的芳基铊盐与一氧化碳和烯烃的羰基化 Heck 反应。该方案可以大大减少羰基化Heck反应中使用的烯烃的量。此外，当偶联配对物是在此类羰基化Heck反应中不常见的非活化烯烃时，该反应也可以进行。结合芳烃的C-H噻嗪化反应，该工作为芳烃的位点选择性C-H羰基化Heck反应提供了一种有效的方法。它可能作为未来复杂分子修饰的重要后期羰基化工具。
• Inhibitors of Yellow Fever Virus replication based on 1,3,5-triphenyl-4,5-dihydropyrazole scaffold: Design, synthesis and antiviral evaluation
  作者：Rossella Fioravanti、Nicoletta Desideri、Antonio Carta、Elena Maria Atzori、Ilenia Delogu、Gabriella Collu、Roberta Loddo

  DOI：10.1016/j.ejmech.2017.09.060

  日期：2017.12

  By the antiviral screening of an in house library of pyrazoline compounds, 4-(3-(4-phenoxyphenyl)-5pheny1-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide (5a) was identified as a promising hit compound for the development of anti-Yellow Fever Virus (YFV) agents. Structural optimization studies were focused on the development of 5a analogues which retain the potency as YFV inhibitors and show a reduced cytotoxicity. The synthesized 1-3,5-triphenyl-pyrazolines (4a-j, 5a-j, 6a-j) were evaluated in cell based assays for cytotoxicity and antiviral activity against representative viruses of two of the three genera of the Flaviviridae family, i.e.: Pestivirus (BVDV) and Flavivirus (YFV). These compounds were also tested against a large panel of different pathogenic RNA and DNA viruses. Most of the new 1-3,5-triphenyl-pyrazolines (4a-j, 5a j, 6a-j) exhibited a specific activity against YFV, showing EC50 values in the low micromolar range with almost a 10-fold improvement in potency compared to the reference inhibitor 6-azauridine. However, the selectivity indexes of the unsubstituted (4a-j) and the phenoxy (5a-j) analogues were generally modest due to the pronounced cytotoxicity against BHK-21 cells. Otherwise, the benzyloxy derivatives (6a-j) generally coupled high potency and selectivity. On the basis of both anti-YFV activity and selectivity index, pyrazolines 6a and 6b were chosen for time of addition experiments. The selected pyrazolines and the reference inhibitor 6-azauridine displayed maximal inhibition when added in the pretreatment or during the infection. (C) 2017 Elsevier Masson SAS. All rights reserved.