4-(4-methoxyphenoxy)-2-(trifluoromethyl)benzonitrile | 1097081-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-methoxyphenoxy)-2-(trifluoromethyl)benzonitrile
• CAS: 1097081-97-4
• 化学式: C₁₅H₁₀F₃NO₂
• 分子量: 293.245
• InChiKey: QEIYEEGDRZMURC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-甲氧基苯酚 、 4-氟-2-(三氟甲基)苯甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-methoxyphenoxy)-2-(trifluoromethyl)benzonitrile
  参考文献：
  名称：

  Diphenyl ethers as androgen receptor antagonists for the topical suppression of sebum production

  摘要：

  A series of diphenyl ethers was prepared and evaluated for androgen receptor antagonist activity in human androgen receptor binding and cellular functional assays. Analogs with potent in vitro activities were evaluated for topical in vivo efficacy in the Golden Syrian Hamster ear model. Several compounds showed reduction in wax esters in this validated animal model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.104

文献信息

• Copper-catalyzed <i>O</i>-arylation of phenols with diazonium salts
  作者：Xin Fang、Chengning Qi、Xiangqian Cao、Zhi-Gang Ren、David James Young、Hong-Xi Li

  DOI：10.1039/d3gc02541a

  日期：——

  It is well known that diazonium salts (ArN2+) react with phenols (Ar′OH) to give aryl diazoethers or diazo compounds, but their cross-coupling to exclusively access diaryl ethers is challenging. Herein we disclose the Cu-catalyzed etherification of phenols with aryl diazonium salts at room temperature, yielding diaryl ethers in moderate to excellent yields. The advantages of this protocol are mild

  众所周知，重氮盐（ArN 2 +）与酚（Ar'OH）反应生成芳基重氮醚或重氮化合物，但它们的交叉偶联以专门获得二芳基醚是具有挑战性的。在此，我们公开了在室温下铜催化的苯酚与芳基重氮盐的醚化，以中等至优异的产率产生二芳基醚。该方案的优点是反应条件温和、反应物易得、操作简单、对其他官能团的耐受性高且易于后处理。展示了其在复杂生物分子合成中的应用。反应经过单电子转移、氮挤出、氧化加成和还原消除，得到二芳基醚产物。
• Diphenyl ethers as androgen receptor antagonists for the topical suppression of sebum production
  作者：Lorna H. Mitchell、Lain-Yen Hu、Maria Nguyen、Stephen Fakhoury、Yvonne Smith、Donna Iula、Catherine Kostlan、Matthew Carroll、Danielle Dettling、Daniel Du、David Pocalyko、Kimberly Wade、Bruce Lefker

  DOI：10.1016/j.bmcl.2009.02.104

  日期：2009.4

  A series of diphenyl ethers was prepared and evaluated for androgen receptor antagonist activity in human androgen receptor binding and cellular functional assays. Analogs with potent in vitro activities were evaluated for topical in vivo efficacy in the Golden Syrian Hamster ear model. Several compounds showed reduction in wax esters in this validated animal model. (C) 2009 Elsevier Ltd. All rights reserved.