N-(2-(4-aminophenyl)-2-hydroxyethyl)-3-(4-nitrophenyl)acrylamide | 1197366-98-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-(2-(4-aminophenyl)-2-hydroxyethyl)-3-(4-nitrophenyl)acrylamide
• CAS: 1197366-98-5
• 化学式: C₁₇H₁₇N₃O₄
• 分子量: 327.34
• InChiKey: RGHAZUGJFZHQTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  118.49
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1-(4-硝基苯基)-2-硝基乙醇 在 5%-palladium/activated carbon 、 氢气 、 三乙胺 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 N-(2-(4-aminophenyl)-2-hydroxyethyl)-3-(4-nitrophenyl)acrylamide
  参考文献：
  名称：

  Synthesis and cytotoxicity of 1-phenylethanolamine carboxamide derivatives: effects on the cell cycle

  摘要：

  Seven novel analogues of 1-phenylethanolamine carboxamide derivatives, 3a-3g, related to carboxamides isolated from Isodon excisus were synthesized and evaluated for their cytotoxic and apoptosis-induction properties against murine B16 and leukemia L1210 cell lines. Compounds containing no substitution at the 4'-position (3a-3d) or containing a 4'-amino (3e-3g) group were investigated. Generally, the amino-containing compounds were slightly more active than their unsubstituted congeners. Also, the indole-containing compounds 3c and 3f gave the strongest cytotoxic activity (IC50 = 25-87 mu M) against the growth of L1210 and B16 cancer cells. Compound 3f was subjected to flow cytometry studies and it was found to induce L1210 cells grown in culture to undergo apoptosis.

  DOI：

  10.1007/s00044-009-9258-9