N-(p-benzoylphenyl)-N'-phenylurea | 109805-15-4

• 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: N-(p-benzoylphenyl)-N'-phenylurea
• 英文别名: N-(4-benzoyl-phenyl)-N'-phenyl-urea；N-(4-Benzoyl-phenyl)-N'-phenyl-harnstoff；1-(4-Benzoylphenyl)-3-phenylurea
• CAS: 109805-15-4
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: FPVKTDRLERQLAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯甲酰苯 、 苯基脲 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以87%的产率得到N-(p-benzoylphenyl)-N'-phenylurea
  参考文献：
  名称：

  Palladium-catalyzed reaction of aryl halides with ureas

  摘要：

  A new method for the palladium-catalyzed arylation of ureas is described. The coupling reaction of urea and phenylurea with aryl halides containing electron-withdrawing groups in the p-position in dioxane in the presence of 0.5-1.0 mol% of Pd(2)dba(2). CHCl3, Xantphos and Cs2CO3 as a base gives N,N'-diarylureas in yields of 64-92%. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00716-x

文献信息

• Chipping away at the mystery of drug responses
  作者：J C Rockett

  DOI：10.1038/sj.tpj.6500039

  日期：2001.3.1
• ——
  作者：G. A. Artamkina、A. G. Sergeev、I. P. Beletskaya

  DOI：10.1023/a:1016503307552

  日期：——

  Urea arylation with aryl halides in the presence of catalyst precursor Pd(2)dba(3)-CHCl3/Xantphos and Cs2CO3 in dioxane at 100degreesC affords symmetrical N,N-diarylureas in 64-92% yield. With the same catalytic system the reaction between N-phenylurea and aryl bromides containing electron-withdrawing substituents in the para-position provided N-aryl-N'-phenylureas in 64-91% yields.
• Chemical Modulators of Pro-Apoptotic BAX and BCL-2 Polypeptides
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20160171150A1

  公开（公告）日：2016-06-16

  The invention provides a method for identifying a compound which modulates the activity of a BCL-2 family polypeptide, the method comprising: a) contacting said BCL-2 family polypeptide with a compound under conditions suitable for modulation of the activity of said BCL-2 filially polypeptide; and b) detecting modulation of the activity of said BCL-2 family polypeptide by the compound, wherein the compound interacts with a binding site comprising one or more of an α1 helix, α2 helix, a loop between α1-α2, α.6 helix, and select residues of α4, α.5, and α.8 helices in said BCL-2 family polypeptide; wherein the interaction of the compound with the binding site occurs at a horizontal hydrophobic groove with or without a perimeter of charged and hydrophilic residues, a superior juxta-loop, an inferior juxta-loop, or combination thereof.
• Palladium-catalyzed reaction of aryl halides with ureas
  作者：Galina A Artamkina、Alexey G Sergeev、Irina P Beletskaya

  DOI：10.1016/s0040-4039(01)00716-x

  日期：2001.6

  A new method for the palladium-catalyzed arylation of ureas is described. The coupling reaction of urea and phenylurea with aryl halides containing electron-withdrawing groups in the p-position in dioxane in the presence of 0.5-1.0 mol% of Pd(2)dba(2). CHCl3, Xantphos and Cs2CO3 as a base gives N,N'-diarylureas in yields of 64-92%. (C) 2001 Elsevier Science Ltd. All rights reserved.