Benzyl 4-(6-fluorohexyloxy)-2-butynyl ether

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzyl 4-(6-fluorohexyloxy)-2-butynyl ether
• 化学式: C₁₇H₂₃FO₂
• 分子量: 278.367
• InChiKey: AURQTSPJWUAZJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-benzyloxy-2-butyn-1-ol 在 吡啶 、 氢氧化钾 、 氯化亚砜 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 27.0h， 生成 Benzyl 4-(6-fluorohexyloxy)-2-butynyl ether
  参考文献：
  名称：

  Preparation of a New Carboranyl Lactoside for the Treatment of Cancer by Boron Neutron Capture Therapy: Synthesis and Toxicity of Fluoro Carboranyl Glycosides for in vivo19F-NMR Spectroscopy

  摘要：

  The synthesis of new ortho-carboranyl lactosides 8, 17, 19 and glucosides 22 and 23 for the use in boron neutron capture therapy is reported. Carboranyl lactosides 17 and 19 as well as the glucosides 22 and 23 contain a fluorine atom to allow a noninvasive determination of these compounds in tumor cells by F-19-NMR spectroscopy. In cloning efficiency tests on human bronchial carcinoma cells the carboranyl lactosides 17 and 19 displayed almost no cytotoxicity. Thus, the considerably cytotoxic carboranyl alcohol 11 is detoxified when linked to a sugar moiety such as in carboranyl glucoside 22.

  DOI：

  10.1002/(sici)1521-3765(20000303)6:5<836::aid-chem836>3.0.co;2-8

文献信息

• Preparation of a New Carboranyl Lactoside for the Treatment of Cancer by Boron Neutron Capture Therapy: Synthesis and Toxicity of Fluoro Carboranyl Glycosides for in vivo19F-NMR Spectroscopy
  作者：Lutz F. Tietze、Ulrich Bothe、Ingrid Schuberth

  DOI：10.1002/(sici)1521-3765(20000303)6:5<836::aid-chem836>3.0.co;2-8

  日期：2000.3.3

  The synthesis of new ortho-carboranyl lactosides 8, 17, 19 and glucosides 22 and 23 for the use in boron neutron capture therapy is reported. Carboranyl lactosides 17 and 19 as well as the glucosides 22 and 23 contain a fluorine atom to allow a noninvasive determination of these compounds in tumor cells by F-19-NMR spectroscopy. In cloning efficiency tests on human bronchial carcinoma cells the carboranyl lactosides 17 and 19 displayed almost no cytotoxicity. Thus, the considerably cytotoxic carboranyl alcohol 11 is detoxified when linked to a sugar moiety such as in carboranyl glucoside 22.