N-benzyl-N-[(2-bromophenyl)methyl]but-2-ynamide | 1226868-59-2

• 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-benzyl-N-[(2-bromophenyl)methyl]but-2-ynamide
• CAS: 1226868-59-2
• 化学式: C₁₈H₁₆BrNO
• 分子量: 342.235
• InChiKey: KCTCAFBIGQETDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-[(2-bromophenyl)methyl]but-2-ynamide 在 四(三苯基膦)钯 、 水 、 sodium formate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到(4Z)-2-benzyl-4-ethylidene-1H-isoquinolin-3-one
  参考文献：
  名称：

  Synthesis and Antitumor Evaluation of a Novel Class of 4-Substituted-1,4-Dihydroisoquinolin-3-ones

  摘要：

  An efficient method for the solution-phase parallel synthesis of 4-substituted-1,4-dihydroisoquinolin-3-ones is developed. The isoquinolinones were constructed employing an intramolecular Heck reaction, providing full regio- and stereoselectivity. Most of the synthesized compounds showed potent antiproliferative activities against tumor cell lines.

  DOI：

  10.1021/cc100021t
• 作为产物：
  描述：

  2-丁炔酸 、 N-benzyl-N-(2-bromobenzyl)amine 在 4-二甲氨基吡啶 、 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 N-benzyl-N-[(2-bromophenyl)methyl]but-2-ynamide
  参考文献：
  名称：

  Synthesis and Antitumor Evaluation of a Novel Class of 4-Substituted-1,4-Dihydroisoquinolin-3-ones

  摘要：

  An efficient method for the solution-phase parallel synthesis of 4-substituted-1,4-dihydroisoquinolin-3-ones is developed. The isoquinolinones were constructed employing an intramolecular Heck reaction, providing full regio- and stereoselectivity. Most of the synthesized compounds showed potent antiproliferative activities against tumor cell lines.

  DOI：

  10.1021/cc100021t

文献信息

• Synthesis and Antitumor Evaluation of a Novel Class of 4-Substituted-1,4-Dihydroisoquinolin-3-ones
  作者：Ting Ma、Wenteng Chen、Guolin Zhang、Yongping Yu

  DOI：10.1021/cc100021t

  日期：2010.7.12

  An efficient method for the solution-phase parallel synthesis of 4-substituted-1,4-dihydroisoquinolin-3-ones is developed. The isoquinolinones were constructed employing an intramolecular Heck reaction, providing full regio- and stereoselectivity. Most of the synthesized compounds showed potent antiproliferative activities against tumor cell lines.