2-(2-Chlorophenyl)-5,7-dimethoxy-8-(piperidin-1-ylmethyl)chromen-4-one | 926647-13-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(2-Chlorophenyl)-5,7-dimethoxy-8-(piperidin-1-ylmethyl)chromen-4-one
• CAS: 926647-13-4
• 化学式: C₂₃H₂₄ClNO₄
• 分子量: 413.901
• InChiKey: IJLJEJRINMQLOK-UHFFFAOYSA-N

物化性质

• 沸点：
  586.2±50.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-Chlorophenyl)-5,7-dimethoxy-8-(piperidin-1-ylmethyl)chromen-4-one 在 三氯化铝 作用下， 以 乙腈 为溶剂， 生成 2-(2-Chlorophenyl)-5-hydroxy-7-methoxy-8-(piperidin-1-ylmethyl)chromen-4-one
  参考文献：
  名称：

  Nitrogen-containing flavonoids as CDK1/Cyclin B inhibitors: Design, synthesis, and biological evaluation

  摘要：

  A novel series of nitrogen-containing flavonoids 5a-1, 6a,b, and 7a,b were designed and synthesized as cyclin-dependent kinases (CDKs) inhibitors. The representative compounds 5a, 5b, 5e, and 5g showed potent CDK1/Cyclin B inhibitory activities. All compounds displayed a significant growth inhibitory action in vitro against Bel-7402, PC-3, ECA-109, A-549, HL-60, and MCF-7 cancer cell lines. Flow cytometry analysis showed that 5b induced apoptosis in PC-3 cells. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.07.088
• 作为产物：
  描述：

  2,4,6-三羟基苯乙酮一水合物 在 盐酸 、 氢氧化钾 、 硫酸 、 碘 、 potassium carbonate 作用下， 以 乙醇 、 水 、 二甲基亚砜 、 异丙醇 、 丙酮 为溶剂， 生成 2-(2-Chlorophenyl)-5,7-dimethoxy-8-(piperidin-1-ylmethyl)chromen-4-one
  参考文献：
  名称：

  Nitrogen-containing flavonoids as CDK1/Cyclin B inhibitors: Design, synthesis, and biological evaluation

  摘要：

  A novel series of nitrogen-containing flavonoids 5a-1, 6a,b, and 7a,b were designed and synthesized as cyclin-dependent kinases (CDKs) inhibitors. The representative compounds 5a, 5b, 5e, and 5g showed potent CDK1/Cyclin B inhibitory activities. All compounds displayed a significant growth inhibitory action in vitro against Bel-7402, PC-3, ECA-109, A-549, HL-60, and MCF-7 cancer cell lines. Flow cytometry analysis showed that 5b induced apoptosis in PC-3 cells. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.07.088

文献信息

• Nitrogen-containing flavonoids as CDK1/Cyclin B inhibitors: Design, synthesis, and biological evaluation
  作者：Tao Liu、Zhongmiao Xu、Qiaojun He、Yanhong Chen、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.bmcl.2006.07.088

  日期：2007.1

  A novel series of nitrogen-containing flavonoids 5a-1, 6a,b, and 7a,b were designed and synthesized as cyclin-dependent kinases (CDKs) inhibitors. The representative compounds 5a, 5b, 5e, and 5g showed potent CDK1/Cyclin B inhibitory activities. All compounds displayed a significant growth inhibitory action in vitro against Bel-7402, PC-3, ECA-109, A-549, HL-60, and MCF-7 cancer cell lines. Flow cytometry analysis showed that 5b induced apoptosis in PC-3 cells. (c) 2006 Published by Elsevier Ltd.