N,N'-[(4-cyanophenyl)methylene]bisacrylamide

• 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,N'-[(4-cyanophenyl)methylene]bisacrylamide
• 英文别名: N-[(4-cyanophenyl)-(prop-2-enoylamino)methyl]prop-2-enamide
• 化学式: C₁₄H₁₃N₃O₂
• 分子量: 255.276
• InChiKey: KFGDGCKBXJHWLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯酰胺 、 4-氰基苯甲醛 在 camphor-10-sulfonic acid 作用下， 以 甲苯 为溶剂， 以66%的产率得到N,N'-[(4-cyanophenyl)methylene]bisacrylamide
  参考文献：
  名称：

  Synthesis and Cytotoxic Activity of N,N′-(Arylmethylene)bisamides

  摘要：

  N,N'-(Arylmethylene) bisamides were prepared by an acidcatalyzed reaction of arylaldehydes with cinnamamide or acrylamides. The reaction was carried out in refluxing toluene for a few hours, and simple collection of the precipitate gave the desired products. The bisamides were designed as cytotoxic molecules based on the structure of the potently cytotoxic marine natural product (-)-zampanolide. The activities of the bisamides against two cancer cell lines were evaluated, and several compounds were found to show medium potency with IC50 values in the lower micromolar level.

  DOI：

  10.1055/s-0034-1380437

文献信息

• Synthesis and Cytotoxic Activity of N,N′-(Arylmethylene)bisamides
  作者：Junichi Uenishi、Tatsuhiro Yoshiki、Hirokazu Hirano、Tsuyoshi Ueda、Naoyuki Hoshiya、Hiromi Ii

  DOI：10.1055/s-0034-1380437

  日期：——

  N,N'-(Arylmethylene) bisamides were prepared by an acidcatalyzed reaction of arylaldehydes with cinnamamide or acrylamides. The reaction was carried out in refluxing toluene for a few hours, and simple collection of the precipitate gave the desired products. The bisamides were designed as cytotoxic molecules based on the structure of the potently cytotoxic marine natural product (-)-zampanolide. The activities of the bisamides against two cancer cell lines were evaluated, and several compounds were found to show medium potency with IC50 values in the lower micromolar level.