toluene-4-sulfonic acid 6-chloro-3,5,8-trimethoxynaphthalen-1-yl ester | 1204476-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: toluene-4-sulfonic acid 6-chloro-3,5,8-trimethoxynaphthalen-1-yl ester
• 英文别名: (6-Chloro-3,5,8-trimethoxynaphthalen-1-yl) 4-methylbenzenesulfonate
• CAS: 1204476-25-4
• 化学式: C₂₀H₁₉ClO₆S
• 分子量: 422.886
• InChiKey: FXNKCUPZXHCBQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 6-chloro-3,5,8-trimethoxynaphthalen-1-yl ester 在 四氯化钛 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 4.08h， 生成 1-(6-chloro-1-hydroxy-3,5,8-trimethoxynaphthalen-2-yl)ethan-1-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
• 作为产物：
  描述：

  2-chloro-5-hydroxy-7-methoxy-1,4-naphthoquinone 在 palladium on activated charcoal 、 氢气 、 potassium carbonate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 9.0h， 生成 toluene-4-sulfonic acid 6-chloro-3,5,8-trimethoxynaphthalen-1-yl ester
  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.