8-chloro-2-methyl-5,7,10-trimethoxybenzo[h]chromen-4-one | 1204476-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 8-chloro-2-methyl-5,7,10-trimethoxybenzo[h]chromen-4-one
• 英文别名: 8-Chloro-5,7,10-trimethoxy-2-methylbenzo[h]chromen-4-one
• CAS: 1204476-37-8
• 化学式: C₁₇H₁₅ClO₅
• 分子量: 334.756
• InChiKey: NXHYIAIPBJIJJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-chloro-2-methyl-5,7,10-trimethoxybenzo[h]chromen-4-one 在 吡啶 、 ammonium cerium (IV) nitrate 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 、 乙腈 、 苯 为溶剂， 反应 19.5h， 生成 10-Hydroxy-5,8-dimethoxy-2-methylnaphtho[2,3-h]chromene-4,7,12-trione
  参考文献：
  名称：

  Synthesis and Biological Activities of Topopyrones

  摘要：

  Structure-activity studies were employed to investigate the stabilization of DNA-topoisomerases I and II covalent binary complexes by topopyrone analogues. The synthesis of five new topopyrone derivatives and study of their ability to stabilize DNA topoisomerase I and DNA-topoisomerase II covalent binary complexes are described. The biochemical assays suggest that the orientation of the fused 1,4-pyrone ring and halogen substituents contribute importantly to the overall potency of the topopyrones as topoisomerase poisons.

  DOI：

  10.1021/np200777z
• 作为产物：
  描述：

  1-(6-chloro-1-hydroxy-3,5,8-trimethoxynaphthalen-2-yl)ethan-1-one 在 sodium hydride 、 三氟乙酸 作用下， 以 mineral oil 为溶剂， 反应 1.75h， 生成 8-chloro-2-methyl-5,7,10-trimethoxybenzo[h]chromen-4-one
  参考文献：
  名称：

  Synthesis and Biological Activities of Topopyrones

  摘要：

  Structure-activity studies were employed to investigate the stabilization of DNA-topoisomerases I and II covalent binary complexes by topopyrone analogues. The synthesis of five new topopyrone derivatives and study of their ability to stabilize DNA topoisomerase I and DNA-topoisomerase II covalent binary complexes are described. The biochemical assays suggest that the orientation of the fused 1,4-pyrone ring and halogen substituents contribute importantly to the overall potency of the topopyrones as topoisomerase poisons.

  DOI：

  10.1021/np200777z