7-ethyl-10-hydroxy-(20S, 21S)-fluorcamptothecin | 1454575-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-ethyl-10-hydroxy-(20S, 21S)-fluorcamptothecin
• 英文别名: (S,S)-7-ethyl-10-hydroxy-21-fluorocamptothecin
• CAS: 1454575-13-3
• 化学式: C₂₂H₂₁FN₂O₄
• 分子量: 396.418
• InChiKey: MVVZSBNJSJVBOG-YADHBBJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  84.58
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  10-benzyloxy-7-ethylcamptothecin 在 钾硼氢 、 二乙胺基三氟化硫 、 platinum on activated charcoal 、 氢气 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， -95.0~20.0 ℃ 、300.01 kPa 条件下， 反应 18.17h， 生成 7-ethyl-10-hydroxy-(20S, 21S)-fluorcamptothecin
  参考文献：
  名称：

  Synthesis and biological activities of fluorinated 10-hydroxycamptothecin and SN38

  摘要：

  It is an important strategy for fluorine substitution in drug design because of its small size and high electronegativity. Fluorinated 10-hydroxycamptothecin and SN 38 were prepared and screened for antiproliferative activities. Among them, fluorinated compound MF-6 showed higher antiproliferative activities against A549, HCT116 and MDA-MB-435 cancer cells than unfluorinated compound. The result of Topoisomerase I activity also confirmed that the C-21 carbonyl group of camptothecin structure is unnecessary to antitumor activity. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.10.016