5-羟基-1-(3-甲氧基-4-((三甲基甲硅烷基)氧基)苯基)癸烷-3-酮 | 1035798-55-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5-羟基-1-(3-甲氧基-4-((三甲基甲硅烷基)氧基)苯基)癸烷-3-酮
• 英文名称: 5-hydroxy-1-(3-methoxy-4-((trimethylsilyl)oxy)phenyl)decan-3-one
• CAS: 1035798-55-0
• 化学式: C₂₀H₃₄O₄Si
• 分子量: 366.573
• InChiKey: AMPOHVKZDNCFGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  25.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-羟基-1-(3-甲氧基-4-((三甲基甲硅烷基)氧基)苯基)癸烷-3-酮 在 四丁基氟化铵 、 水 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以150 mg的产率得到5-羟基-1-(4-羟基-3-甲氧基苯基)-3-癸酮
  参考文献：
  名称：

  Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators

  摘要：

  In order to explore the structural determinants for the TRPV1 and TRPA1 agonist properties of gingerols, a series of nineteen analogues (1b-5) of racemic [6]-gingerol (1a) was synthesized and tested on TRPV1 and TRPA1 channels. The exploration of the structure-activity relationships, by modulating the three pharmacophoric regions of [6]-gingerol, led to the identification of some selective TRPV1 agonists/desensitizers of TRPV1 channels (3a, 3f, and 4) and of some full TRPA1 antagonists (2c, 2d, 3b, and 3d). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.113
• 作为产物：
  描述：

  trimethylsilylzingerone 、 正己醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 5-羟基-1-(3-甲氧基-4-((三甲基甲硅烷基)氧基)苯基)癸烷-3-酮
  参考文献：
  名称：

  Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators

  摘要：

  In order to explore the structural determinants for the TRPV1 and TRPA1 agonist properties of gingerols, a series of nineteen analogues (1b-5) of racemic [6]-gingerol (1a) was synthesized and tested on TRPV1 and TRPA1 channels. The exploration of the structure-activity relationships, by modulating the three pharmacophoric regions of [6]-gingerol, led to the identification of some selective TRPV1 agonists/desensitizers of TRPV1 channels (3a, 3f, and 4) and of some full TRPA1 antagonists (2c, 2d, 3b, and 3d). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.113