ethyl 2-methyl-4-(2-hydroxyphenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 2-methyl-4-(2-hydroxyphenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
• 英文别名: Ethyl 4-(2-hydroxyphenyl)-2-methyl-1,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
• 化学式: C₂₀H₁₉N₃O₃
• 分子量: 349.389
• InChiKey: KDQRIHQUIODTCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基苯并咪唑 、 乙酰乙酸乙酯 、 水杨醛 在 zinc perchlorate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以65%的产率得到ethyl 2-methyl-4-(2-hydroxyphenyl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
  参考文献：
  名称：

  One-pot synthesis of tricyclic dihydropyrimidine derivatives and their biological evaluation

  摘要：

  A series of tricyclic dihydropyrimidine derivatives were synthesized using a one-pot, three-component Traube-Schwarz reaction in the presence of catalyst Zn(ClO4)(2)center dot 6H(2)O. All the purified compounds were evaluated for their in vitro anticancer activity against three different cancer cell lines such as prostate cancer cells (PO), lung cancer cells (NCI-H1299) and colon cancer cells (HCT116). In vitro DNA-intercalation ability of the compounds was investigated by UV vis absorption spectroscopy, showing the insertion of compound into the DNA base pairs and a strong interaction with the DNA double helix. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.11.039