4-[(2-Acetyl-4-bromophenoxy)methyl]benzonitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(2-Acetyl-4-bromophenoxy)methyl]benzonitrile
• 化学式: C₁₆H₁₂BrNO₂
• 分子量: 330.181
• InChiKey: OTSQHXZDPPSBTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(2-Acetyl-4-bromophenoxy)methyl]benzonitrile 、 氨基胍碳酸氢盐 以 乙醇 为溶剂， 生成 2-[1-[5-bromo-2-[(4-cyanophenyl)methoxy]phenyl]ethylideneamino]guanidine
  参考文献：
  名称：

  CCR5 receptor antagonists: Discovery and SAR study of guanylhydrazone derivatives

  摘要：

  High throughput screening (HTS) led to the identification of the guanylhydrazone of 2-(4-chlorobenzyloxy)-5-bromobenzaldehyde as a CCR5 receptor antagonist. Initial modifications of the guanylhydrazone series indicated that substitution of the benzyl group at the para-position was well tolerated. Substitution at the 5-position of the central phenyl ring was critical for potency. Replacement of the guanylhydrazone group led to the discovery of a novel series of CCR5 antagonists. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.052
• 作为产物：
  描述：

  2-羟基-5-溴苯乙酮 、 对氰基氯苄 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-[(2-Acetyl-4-bromophenoxy)methyl]benzonitrile
  参考文献：
  名称：

  CCR5 receptor antagonists: Discovery and SAR study of guanylhydrazone derivatives

  摘要：

  High throughput screening (HTS) led to the identification of the guanylhydrazone of 2-(4-chlorobenzyloxy)-5-bromobenzaldehyde as a CCR5 receptor antagonist. Initial modifications of the guanylhydrazone series indicated that substitution of the benzyl group at the para-position was well tolerated. Substitution at the 5-position of the central phenyl ring was critical for potency. Replacement of the guanylhydrazone group led to the discovery of a novel series of CCR5 antagonists. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.052