N-(2-propionylphenyl)cinnamamide | 1449231-24-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-propionylphenyl)cinnamamide
• CAS: 1449231-24-6
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: PVRSHYXHMAKJMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.66
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-propionylphenyl)cinnamamide 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以62%的产率得到(E)-2-styryl-3-methylquinolin-4(1H)-one
  参考文献：
  名称：

  Structure–activity relationship study of intervenolin derivatives: synthesis, antitumor, and anti-Helicobacter pylori activities

  摘要：

  Intervenolin is a natural antitumor quinolone that inhibits the growth of MKN-74 gastric tumor cells cocultured with Hs738 gastric stromal cells, and exhibits selective anti-Helicobacter pylori activities. In this report, a structure activity relationship study of intervenolin is presented. Suitable substituents on the nitrogen, including iminodithiocarbonate moiety, alleviated acute toxicity, and four derivatives displayed specific anti-H. pylori activity. One intervenolin analog with quinoline scaffold also exhibited selective growth inhibition toward cocultured MKN-74, and in vivo antitumor effect. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.033
• 作为产物：
  描述：

  1-(2-氨基-苯基)-丙烷-1-酮 、 肉桂酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以62%的产率得到N-(2-propionylphenyl)cinnamamide
  参考文献：
  名称：

  Structure–activity relationship study of intervenolin derivatives: synthesis, antitumor, and anti-Helicobacter pylori activities

  摘要：

  Intervenolin is a natural antitumor quinolone that inhibits the growth of MKN-74 gastric tumor cells cocultured with Hs738 gastric stromal cells, and exhibits selective anti-Helicobacter pylori activities. In this report, a structure activity relationship study of intervenolin is presented. Suitable substituents on the nitrogen, including iminodithiocarbonate moiety, alleviated acute toxicity, and four derivatives displayed specific anti-H. pylori activity. One intervenolin analog with quinoline scaffold also exhibited selective growth inhibition toward cocultured MKN-74, and in vivo antitumor effect. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.033