丙泊酚苯甲酸酯 | 2005-09-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: 丙泊酚苯甲酸酯
• 英文名称: 2,6-Diisopropylphenyl benzoate
• 英文别名: benzoic acid-(2,6-diisopropyl-phenyl ester)；Benzoesaeure-(2,6-diisopropyl-phenylester)；Benzoesaeure-<2,6-diisopropyl-phenylester>；Benzoic acid 2,6-diisopropyl-phenyl ester；[2,6-di(propan-2-yl)phenyl] benzoate
• CAS: 2005-09-6
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: FWWZVJVOMUKVKV-UHFFFAOYSA-N

物化性质

• 熔点：
  73.6-74.5 °C
• 沸点：
  415.0±34.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916310090

反应信息

• 作为反应物：
  描述：

  丙泊酚苯甲酸酯 在 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 丙泊酚
  参考文献：
  名称：

  Process of purification of 2,6-diisopropylphenol

  摘要：

  本发明涉及一种2,6-二异丙基苯酚（丙泊酚）的纯化过程，通过将粗丙泊酚与羧酸或磺酸形成其酯，晶化和水解来实现。

  公开号：

  US05589598A1
• 作为产物：
  描述：

  丙泊酚 、 苯甲酰氯 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 丙泊酚苯甲酸酯
  参考文献：
  名称：

  Process of purification of 2,6-diisopropylphenol

  摘要：

  本发明涉及一种2,6-二异丙基苯酚（丙泊酚）的纯化过程，通过将粗丙泊酚与羧酸或磺酸形成其酯，晶化和水解来实现。

  公开号：

  US05589598A1

文献信息

• High-pressure transesterification of sterically hindered esters
  作者：Jan Romanski、Piotr Nowak、Krzysztof Kosinski、Janusz Jurczak

  DOI：10.1016/j.tetlet.2012.07.094

  日期：2012.9

  efficient method for the solvolysis of sterically hindered esters under high pressure is described. Transesterification is carried out in the presence of DBU at room temperature and at a pressure of 10 kbar to give quantitative conversions within short reaction times. The substrates examined included aromatic and aliphatic esters of sterically hindered alcohols and phenols. An optically pure benzyl ester

  描述了在高压下溶剂解位阻酯的温和，快速和有效的方法。酯交换反应是在DBU存在下于室温和10 kbar压力下进行的，以在较短的反应时间内给出定量转化率。检查的底物包括空间受阻醇和酚的芳族和脂族酯。选择光学纯的苯丙氨酸苄酯来研究氨基酸酯在高压反应条件下的外消旋作用。
• The First Allylation of Esters by an Allylsilane: One-Pot Domino Synthesis of Triallylmethane Derivatives
  作者：Chenna Kesava Reddy Bandi、Anatoly Belostotskii、Alfred Hassner

  DOI：10.1002/adsc.201400296

  日期：2014.8.11

  AbstractWe report the first successful allylation of aromatic esters by allyltrimethylsilane. The reaction is mediated by 0.3–1.0 equiv. of titanium tetrachloride (TiCl4) at room temperature and leads in a multi‐step, one‐pot reaction to quaternary triallylmethane derivatives 5. The most efficient ester possessed two ortho‐methoxy substituents on the phenol ring. Molecular modelling revealed the ability of this compound to form a bidentate titanium complex, thus improving the steric accessibility of the ester carbonyl to nucleophilic attack.magnified image
• Some Reactions of 2,6-Dialkylphenols¹
  作者：T. H. Coffield、A. H. Filbey、G. G. Ecke、A. J. Kolka

  DOI：10.1021/ja01575a051

  日期：1957.9
• Propofol Analogues. Synthesis, Relationships between Structure and Affinity at GABA_A Receptor in Rat Brain, and Differential Electrophysiological Profile at Recombinant Human GABA_A Receptors
  作者：Giuseppe Trapani、Andrea Latrofa、Massimo Franco、Cosimo Altomare、Enrico Sanna、Marcello Usala、Giovanni Biggio、Gaetano Liso

  DOI：10.1021/jm970681h

  日期：1998.5.1

  A number of propofol (2,6-diisopropylphenol) congeners and derivatives were synthesized and their in vitro capability to affect GABA(A) receptors determined by the inhibition of the specific [S-35]-tert-butylbicyclophosphorothionate ([S-35]TBPS) binding to rat whole brain membranes. Introduction of halogen (Cl, Br, and I) and benzoyl substituents in the para position of the phenyl group resulted in ligands with higher potency at inhibiting [S-35]TBPS binding. A quantitative structure-affinity relationship (QSAR) study demonstrated that affinity is enhanced by increases in lipophilicity of the ligand whereas affinity is adversely affected by increases in size of the substituent para to the phenolic hydroxyl group. Consistent with the displacement of [S-35]TBPS and with the activation of GABA(A) receptors, we demonstrate that ligands displaying high affinity (i.e., 2-4, and 8) are able to increase GABA-stimulated chloride currents in oocytes expressing human GABA(A) receptors and to directly activate chloride currents in an electrophysiological assay. Among them, compound 4 showed a rather peculiar profile in the electrophysiological examination with cloned alpha(1) beta(2) gamma(2) GABA(A) receptors. Indeed, compared to propofol, it displayed a much greater efficacy at potentiating GABA-elicited chloride currents, but a much lower efficacy at producing a direct activation of the chloride channel in the absence of GABA. This behavior may give to compound 4 pharmacological properties that are more similar to anxiolytic and anticonvulsant drugs than to those of general anesthetics.
• PROCESS FOR THE PURIFICATION OF 2,6-DIISOPROPYLPHENOL
  申请人：ZAMBON GROUP S.p.A.

  公开号：EP0783473B1

  公开（公告）日：1999-03-24