5-hydroxy-2-phenethyl-4H-pyran-4-one | 1443302-59-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 5-hydroxy-2-phenethyl-4H-pyran-4-one
• 英文别名: 5-Hydroxy-2-(2-phenylethyl)pyran-4-one；5-hydroxy-2-(2-phenylethyl)pyran-4-one
• CAS: 1443302-59-7
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: PJPIHIBAZHQMCG-UHFFFAOYSA-N

物化性质

• 沸点：
  414.0±45.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-5-(benzyloxy)-2-styryl-4H-pyran-4-one 在 盐酸 、 5%-palladium/activated carbon 、 氢气 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 49.0h， 生成 5-hydroxy-2-phenethyl-4H-pyran-4-one
  参考文献：
  名称：

  Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase

  摘要：

  A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit D-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.062

文献信息

• Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase
  作者：Mithun Raje、Niyada Hin、Bridget Duvall、Dana V. Ferraris、James F. Berry、Ajit G. Thomas、Jesse Alt、Camilo Rojas、Barbara S. Slusher、Takashi Tsukamoto

  DOI：10.1016/j.bmcl.2013.04.062

  日期：2013.7

  A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit D-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors. (c) 2013 Elsevier Ltd. All rights reserved.