O-((8S,9S,9aR)-8-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-fluoro-2,2,4,4-tetraisopropyl-6,8,9,9a-tetrahydrocyclopenta[f][1,3,5,2,4]trioxadisilocin-9-yl) O-phenyl carbonothioate | 1373332-60-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-((8S,9S,9aR)-8-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-fluoro-2,2,4,4-tetraisopropyl-6,8,9,9a-tetrahydrocyclopenta[f][1,3,5,2,4]trioxadisilocin-9-yl) O-phenyl carbonothioate
• CAS: 1373332-60-5
• 化学式: C₂₉H₄₁FN₂O₇SSi₂
• 分子量: 636.889
• InChiKey: XRANZLHQWSMBAF-PFBJBMPXSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  42.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  101.01
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  O-((8S,9S,9aR)-8-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-fluoro-2,2,4,4-tetraisopropyl-6,8,9,9a-tetrahydrocyclopenta[f][1,3,5,2,4]trioxadisilocin-9-yl) O-phenyl carbonothioate 在 吡啶 、 1H-1,2,4-三唑 、 偶氮二异丁腈 、 四丁基氟化铵 、 三正丁基氢锡 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 反应 78.0h， 生成
  参考文献：
  名称：

  Fluorocyclopentenyl-cytosine with Broad Spectrum and Potent Antitumor Activity

  摘要：

  On the basis of the potent biological activity of cyclopentenyl-pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from D-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of tumor cell lines and very potent antitumor activity in a nude mouse tumor xenograft model implanted with A549 human lung cancer cells. However, its 2'-deoxycytidine derivative 5b did not show any antigrowth effects, indicating that 2'-hydroxyl group is essential for the biological activity.

  DOI：

  10.1021/jm3004009
• 作为产物：
  描述：

  在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 O-((8S,9S,9aR)-8-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-fluoro-2,2,4,4-tetraisopropyl-6,8,9,9a-tetrahydrocyclopenta[f][1,3,5,2,4]trioxadisilocin-9-yl) O-phenyl carbonothioate
  参考文献：
  名称：

  Fluorocyclopentenyl-cytosine with Broad Spectrum and Potent Antitumor Activity

  摘要：

  On the basis of the potent biological activity of cyclopentenyl-pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from D-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of tumor cell lines and very potent antitumor activity in a nude mouse tumor xenograft model implanted with A549 human lung cancer cells. However, its 2'-deoxycytidine derivative 5b did not show any antigrowth effects, indicating that 2'-hydroxyl group is essential for the biological activity.

  DOI：

  10.1021/jm3004009

文献信息

• Nucleoside derivatives and therapeutic uses therof
  申请人：Ahn H. Chang

  公开号：US20050222185A1

  公开（公告）日：2005-10-06

  The present invention relates to nucleoside derivatives represented by general formulas I and II, their synthetic methods and their pharmacologically acceptable salts thereof, and compositions containing such compounds. Methods for treating hyperproliferative disorders by administering the compounds are also included.

  本发明涉及由一般式I和II表示的核苷衍生物，它们的合成方法及其药理学上可接受的盐，以及含有这些化合物的组合物。还包括通过给予这些化合物来治疗过度增殖性疾病的方法。