2-Oxo-2H-chromene-6-carboxylic acid benzyl ester | 550346-24-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-Oxo-2H-chromene-6-carboxylic acid benzyl ester
• 英文别名: Coumarin-6-carboxylic acid benzyl ester；benzyl 2-oxochromene-6-carboxylate
• CAS: 550346-24-2
• 化学式: C₁₇H₁₂O₄
• 分子量: 280.28
• InChiKey: KPHKIQJRIOGBFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲酰基-4-羟基苯甲酸 在 APTS 、 N,N-二乙基苯胺 作用下， 反应 7.5h， 生成 2-Oxo-2H-chromene-6-carboxylic acid benzyl ester
  参考文献：
  名称：

  Acaricidal Activity of Tonka Bean Extracts. Synthesis and Structure−Activity Relationships of Bioactive Derivatives

  摘要：

  The acaricidal effects of tonka bean, Dipterix odorata, extracts were investigated on Dermatophagoides pteronyssinus, the European house dust mite, and compared with benzyl benzoate as a standard acaricidal compound. A cyclohexane extract was the most effective, with an EC50 = 0.075 g/m(2) after a 24 h period, as compared with benzyl benzoate (0.025 g/m(2)). Bioassay-guided fractionation of this extract led to the isolation of coumarin (1). Pharmacomodulation of this compound led us to test 20 analogues (2-21), which were either synthesized or purchased.

  DOI：

  10.1021/np020563j

文献信息

• Acaricidal Activity of Tonka Bean Extracts. Synthesis and Structure−Activity Relationships of Bioactive Derivatives
  作者：Christophe Gleye、Guy Lewin、Alain Laurens、Jean-Christophe Jullian、Philippe Loiseau、Christian Bories、Reynald Hocquemiller

  DOI：10.1021/np020563j

  日期：2003.5.1

  The acaricidal effects of tonka bean, Dipterix odorata, extracts were investigated on Dermatophagoides pteronyssinus, the European house dust mite, and compared with benzyl benzoate as a standard acaricidal compound. A cyclohexane extract was the most effective, with an EC50 = 0.075 g/m(2) after a 24 h period, as compared with benzyl benzoate (0.025 g/m(2)). Bioassay-guided fractionation of this extract led to the isolation of coumarin (1). Pharmacomodulation of this compound led us to test 20 analogues (2-21), which were either synthesized or purchased.