1,5-bis-[3-methoxy-4-(2-oxo-2-pyridin-3-ylethoxy)phenyl]penta-1,4-dien-3-one

• 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: 1,5-bis-[3-methoxy-4-(2-oxo-2-pyridin-3-ylethoxy)phenyl]penta-1,4-dien-3-one
• 英文别名: (1E,4E)-1,5-bis[3-methoxy-4-(2-oxo-2-pyridin-3-ylethoxy)phenyl]penta-1,4-dien-3-one
• 化学式: C₃₃H₂₈N₂O₇
• 分子量: 564.595
• InChiKey: DFRCYDBYFUHQQT-MKICQXMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-(2-溴乙酰基)吡啶 、 (1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以80%的产率得到1,5-bis-[3-methoxy-4-(2-oxo-2-pyridin-3-ylethoxy)phenyl]penta-1,4-dien-3-one
  参考文献：
  名称：

  Antiangiogenic and growth inhibitory effects of synthetic novel 1, 5-diphenyl-1,4 pentadiene-3-one-3-yl-ethanone pyridine curcumin analogues on Ehrlich ascites tumor in vivo

  摘要：

  In the present investigation we have synthesized novel substituted dienone pyridine ethanone curcumin analogues 3a and 3b by nucleophilic substitution reactions with 2-bromo-1-pyridine-3-yl ethanone and characterized by H-1 nuclear magnetic resonance (NMR), infrared IR, mass, and CHNS analysis. The compounds demonstrated tumor growth inhibition and antiangiogenic effects against mouse Ehrlich ascites tumor in vivo and suppressed neovascularization in a chorio allantoic membrane model.

  DOI：

  10.1007/s00044-008-9095-2

文献信息

• Antiangiogenic and growth inhibitory effects of synthetic novel 1, 5-diphenyl-1,4 pentadiene-3-one-3-yl-ethanone pyridine curcumin analogues on Ehrlich ascites tumor in vivo
  作者：H. Chandru、A. C. Sharada、C. S. Ananda Kumar、K. S. Rangappa

  DOI：10.1007/s00044-008-9095-2

  日期：2008.10

  In the present investigation we have synthesized novel substituted dienone pyridine ethanone curcumin analogues 3a and 3b by nucleophilic substitution reactions with 2-bromo-1-pyridine-3-yl ethanone and characterized by H-1 nuclear magnetic resonance (NMR), infrared IR, mass, and CHNS analysis. The compounds demonstrated tumor growth inhibition and antiangiogenic effects against mouse Ehrlich ascites tumor in vivo and suppressed neovascularization in a chorio allantoic membrane model.