2-羟基-3-苯基丙-2-烯醛 | 82140-91-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 中文名称: 2-羟基-3-苯基丙-2-烯醛
• 英文名称: 2-oxo-3-phenylpropanal
• 英文别名: 2-hydroxy-3-phenyl-2-propenal；2-Hydroxy-3-phenylprop-2-enal；2-hydroxy-3-phenylprop-2-enal
• CAS: 82140-91-8
• 化学式: C₉H₈O₂
• 分子量: 148.161
• InChiKey: QSZQTGNYQLNKAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-5'-benzylidenecyclohexanespiro-2'-(1',3'-dioxolan)-4'-one 在 diisobutylaluminum hydride 、 柠檬酸 作用下， 生成 2-羟基-3-苯基丙-2-烯醛
  参考文献：
  名称：

  Ramage, Robert; Griffiths, Gareth J.; Shutt, Fiona E., Journal of the Chemical Society. Perkin transactions I, 1984, # 7, p. 1531 - 1537

  摘要：

  DOI：

文献信息

• Chemistry around imidazopyrazine and ibuprofen: Discovery of novel fatty acid amide hydrolase (FAAH) inhibitors
  作者：Frédéric De Wael、Giulio G. Muccioli、Didier M. Lambert、Thérèse Sergent、Yves-Jacques Schneider、Jean-François Rees、Jacqueline Marchand-Brynaert

  DOI：10.1016/j.ejmech.2010.04.040

  日期：2010.9

  Based on the imidazo-[1,2-a]-pyrazin-3-(7H)-one scaffold, a dual action prodrug has been designed for combining antioxidant and anti-inflammatory activities, possibly unmasked upon oxidation. The construction of the target-molecule requires two building blocks, namely a 2-amino-1,4-pyrazine and a 2-ketoaldehyde. Attempts to synthesize the 2-ketoaldehyde (5a) derived from ibuprofen failed, but led to the corresponding 2-ketoaldoxime (7a) which could not be condensed with the pyrazine synthons. However, a model compound, i.e. phenylglyoxal aldoxime, reacted well under microwave activation to furnish novel imidazo[1,2-a]-pyrazine-3-(7H)-imine derivatives (18a,b). These heterobicycles behave as antioxidants by inhibiting the lipid peroxidation, and one compound (18b) is endowed with a significant anti-inflammatory effect in a cellular test. Unexpectedly, all the synthetic intermediates derived from ibuprofen are good inhibitors of FAAH, the most active compound (4a) featuring the 1,3-dithian-2-yl motif. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Ramage, Robert; Griffiths, Gareth J.; Shutt, Fiona E., Journal of the Chemical Society. Perkin transactions I, 1984, # 7, p. 1531 - 1537
  作者：Ramage, Robert、Griffiths, Gareth J.、Shutt, Fiona E.、Sweeney, John N. A.

  DOI：——

  日期：——