2-oxo-2H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester | 1221-46-1

• 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-furo[2,3-h]chromene-8-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-oxofuro[2,3-h]chromene-8-carboxylate
• CAS: 1221-46-1
• 化学式: C₁₄H₁₀O₅
• 分子量: 258.23
• InChiKey: XWYGZNDQZWPDTH-UHFFFAOYSA-N

物化性质

• 熔点：
  212-213 °C(Solv: ethanol (64-17-5))
• 沸点：
  433.4±40.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-oxo-2H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 反应 2.0h， 生成 2-oxo-2H-furo[2,3-h]chromene-8-carboxylic acid
  参考文献：
  名称：

  An efficient synthesis of furanocoumarins

  摘要：

  An efficient synthesis of linear and angular furanocoumarins has been carried out starting from iodoumbelliferone derivatives. First synthesis of 6-iodoumbelliferone is described. The average yields are higher than those reported before.

  DOI：

  10.1016/s0040-4020(01)92200-8
• 作为产物：
  描述：

  7-羟基香豆素 在 copper(I) oxide 、 碘 、 potassium iodide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-oxo-2H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antifungal activity of coumarins and angular furanocoumarins

  摘要：

  Angelicin, a naturally occurring furanocoumarin, that showed antifungal activity, was considered as a lead structure for a group of synthetic coumarins. Antifungal activities of the synthesized coumarins and angelicin derivatives were reported against Candida albicans, Cryptococcus neoformans, Saccharomyces cerevisiae and Aspergillus niger. Human cell line cytotoxicity of several coumarins was evaluated against KB cells. Angelicin and several potent antifungals showed to be non-toxic in this assay.

  DOI：

  10.1016/s0968-0896(99)00138-8

文献信息

• An efficient synthesis of furanocoumarins
  作者：Eva Zubía、Francisco Rodríguez Luis、Guillermo M. Massanet、Isidro G. Collado

  DOI：10.1016/s0040-4020(01)92200-8

  日期：1992.1

  An efficient synthesis of linear and angular furanocoumarins has been carried out starting from iodoumbelliferone derivatives. First synthesis of 6-iodoumbelliferone is described. The average yields are higher than those reported before.
• Synthesis and antifungal activity of coumarins and angular furanocoumarins
  作者：Soroush Sardari、Yoki Mori、Kiyoshi Horita、Ronald G Micetich、Sansei Nishibe、Mohsen Daneshtalab

  DOI：10.1016/s0968-0896(99)00138-8

  日期：1999.9

  Angelicin, a naturally occurring furanocoumarin, that showed antifungal activity, was considered as a lead structure for a group of synthetic coumarins. Antifungal activities of the synthesized coumarins and angelicin derivatives were reported against Candida albicans, Cryptococcus neoformans, Saccharomyces cerevisiae and Aspergillus niger. Human cell line cytotoxicity of several coumarins was evaluated against KB cells. Angelicin and several potent antifungals showed to be non-toxic in this assay.