1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime | 1233713-14-8

• 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: 1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime
• 英文别名: N-[1-[3-[tert-butyl(dimethyl)silyl]oxy-4-propan-2-ylphenyl]-2,2,2-trifluoroethylidene]hydroxylamine
• CAS: 1233713-14-8
• 化学式: C₁₇H₂₆F₃NO₂Si
• 分子量: 361.48
• InChiKey: TZJMRAGFHIRDAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.93
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime tosylate 、 1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime tosylate
  参考文献：
  名称：

  m-Azipropofol (AziPm) a Photoactive Analogue of the Intravenous General Anesthetic Propofol

  摘要：

  Propofol is the most commonly used sedative-hypnotic drug for noxious procedures, yet the molecular targets underlying either its beneficial or toxic effects remain uncertain. In order to determine targets and thereby mechanisms of propofol, we have synthesized a photoactivateable analogue by substituting an alkyldiazirinyl moiety for one of the isopropyl arms but in the meta position. m-Azipropofol retains the physical, biochemical, GABA(A) receptor modulatory, and in vivo activity of propofol and photoadducts to amino acid residues in known propofol binding sites in natural proteins. Using either mass spectrometry or radiolabeling, this reagent may be used to reveal sites and targets that underlie the mechanism of both the desirable and undesirable actions of this important clinical compound.

  DOI：

  10.1021/jm1004072
• 作为产物：
  描述：

  1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone 在 吡啶 、 盐酸羟胺 作用下， 反应 4.0h， 生成 1-[3-(tert-butyldimethylsilanyloxy)-4-isopropylphenyl]-2,2,2-trifluoroethanone oxime
  参考文献：
  名称：

  m-Azipropofol (AziPm) a Photoactive Analogue of the Intravenous General Anesthetic Propofol

  摘要：

  Propofol is the most commonly used sedative-hypnotic drug for noxious procedures, yet the molecular targets underlying either its beneficial or toxic effects remain uncertain. In order to determine targets and thereby mechanisms of propofol, we have synthesized a photoactivateable analogue by substituting an alkyldiazirinyl moiety for one of the isopropyl arms but in the meta position. m-Azipropofol retains the physical, biochemical, GABA(A) receptor modulatory, and in vivo activity of propofol and photoadducts to amino acid residues in known propofol binding sites in natural proteins. Using either mass spectrometry or radiolabeling, this reagent may be used to reveal sites and targets that underlie the mechanism of both the desirable and undesirable actions of this important clinical compound.

  DOI：

  10.1021/jm1004072