8-chloro-5-methoxy-2-methylbenzo[h]chromene-4,7,10-trione | 1370291-33-0

• 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-5-methoxy-2-methylbenzo[h]chromene-4,7,10-trione
• CAS: 1370291-33-0
• 化学式: C₁₅H₉ClO₅
• 分子量: 304.686
• InChiKey: JAYQXGWXRDTVIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-chloro-5-methoxy-2-methylbenzo[h]chromene-4,7,10-trione 在 吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 19.0h， 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 ammonium cerium (IV) nitrate 、 sodium hydride 、 三氟乙酸 作用下， 以 水 、 乙腈 、 mineral oil 为溶剂， 反应 2.25h， 生成 8-chloro-5-methoxy-2-methylbenzo[h]chromene-4,7,10-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

文献信息

• Synthesis and Biological Activities of Topopyrones
  作者：Paul A. Zaleski、Rumit Maini、Simon J. Leiris、Mark A. Elban、Sidney M. Hecht

  DOI：10.1021/np200777z

  日期：2012.4.27

  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.