1-(3,5-diisopropyl-4-(methoxymethoxy)phenyl)-2,2,2-trifluoroethanone | 849402-27-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3,5-diisopropyl-4-(methoxymethoxy)phenyl)-2,2,2-trifluoroethanone
• 英文别名: 2,2,2-Trifluoro-1-[4-(methoxymethoxy)-3,5-di(propan-2-yl)phenyl]ethanone
• CAS: 849402-27-3
• 化学式: C₁₆H₂₁F₃O₃
• 分子量: 318.336
• InChiKey: XGILPAKLPGSACQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(3,5-diisopropyl-4-(methoxymethoxy)phenyl)-2,2,2-trifluoroethanone 、 甲基三苯基溴化膦 在 双(三甲基硅烷基)氨基钾 作用下， 以 甲苯 、 苯 为溶剂， 以70%的产率得到2-(Methoxymethoxy)-1,3-di(propan-2-yl)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene
  参考文献：
  名称：

  Discovery of novel soluble crystalline anesthetics

  摘要：

  该发明揭示了从异丙酚衍生的化合物，其比异丙酚具有更大的水溶性，并且可用作麻醉剂。该发明进一步揭示了制备该发明化合物的方法。该发明还揭示了通过向受试者施用该发明化合物来诱导受试者麻醉的方法。

  公开号：

  US20070043121A1
• 作为产物：
  描述：

  1-三氟乙酰基哌啶 、 5-bromo-1,3-diisopropyl-2-(methoxymethoxy)benzene 在 碘 magnesium 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到1-(3,5-diisopropyl-4-(methoxymethoxy)phenyl)-2,2,2-trifluoroethanone
  参考文献：
  名称：

  Discovery of novel soluble crystalline anesthetics

  摘要：

  该发明揭示了从异丙酚衍生的化合物，其比异丙酚具有更大的水溶性，并且可用作麻醉剂。该发明进一步揭示了制备该发明化合物的方法。该发明还揭示了通过向受试者施用该发明化合物来诱导受试者麻醉的方法。

  公开号：

  US20070043121A1

文献信息

• Comparative molecular field analysis and synthetic validation of a hydroxyamide-propofol binding and functional block of neuronal voltage-dependent sodium channels
  作者：Milton L. Brown、Hilary A. Eidam、Mikell Paige、Paulianda J. Jones、Manoj K. Patel

  DOI：10.1016/j.bmc.2008.11.069

  日期：2009.10

  Voltage gated sodium channels represent an important therapeutic target for a number of neurological disorders including epilepsy. Unfortunately, medicinal chemistry strategies for discovering new classes of antagonist for trans-membrane ion channels have been limited to mostly broad screening compound arrays. We have developed new sodium channel antagonist based on a propofol scaffold using the ligand based strategy of comparative molecular field analysis (CoMFA). The resulting CoMFA model was correlated and validated to provide insights into the design of new antagonists and to prioritize synthesis of these new structural analogs (compounds 4 and 5) that satisfied the steric and electrostatic model. Compounds 4 and 5 were evaluated for [H-3]-batrachotoxinin-A-20-alpha-benzoate ([H-3]-BTX-B) displacement yielding IC50's of 22 and 5.7 mu M, respectively. We further examined the potency of these two compounds to inhibit neuronal sodium currents recorded from cultured hippocampal neurons. At a concentration of 50 mu M, compounds 4 and 5 tonically inhibited sodium channels currents by 59 +/- 7.8% (n = 5) and 70 +/- 7.5% (n = 7), respectively. This clearly demonstrates that these compounds functionally antagonize native neuronal sodium channel currents. In summary, we have shown that CoMFA can be effectively used to discover new classes of sodium channel antagonists. (C) 2008 Elsevier Ltd. All rights reserved.
• Discovery of novel soluble crystalline anesthetics
  申请人：Brown L. Milton

  公开号：US20070043121A1

  公开（公告）日：2007-02-22

  The invention discloses compounds derived from propofal which have greater aqueous solubility than propofal and are useful as anesthetic agents. The invention further discloses methods of preparing compounds of the invention. The invention also discloses methods of inducing anesthesia in a subject by administering compounds of the invention to the subject.

  该发明揭示了从异丙酚衍生的化合物，其比异丙酚具有更大的水溶性，并且可用作麻醉剂。该发明进一步揭示了制备该发明化合物的方法。该发明还揭示了通过向受试者施用该发明化合物来诱导受试者麻醉的方法。