4-carbaldehyde-2H-benzofuro[3,2-g]-1-benzopyran-2-one | 872595-54-5

• 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: 4-carbaldehyde-2H-benzofuro[3,2-g]-1-benzopyran-2-one
• 英文别名: 2H-Benzofuro[3,2-g]-1-benzopyran-4-carboxaldehyde, 2-oxo-；2-oxo-[1]benzofuro[3,2-g]chromene-4-carbaldehyde
• CAS: 872595-54-5
• 化学式: C₁₆H₈O₄
• 分子量: 264.237
• InChiKey: UJPXHNQGGABSND-UHFFFAOYSA-N

物化性质

• 熔点：
  259-261 °C
• 沸点：
  521.6±50.0 °C(Predicted)
• 密度：
  1.530±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-carbaldehyde-2H-benzofuro[3,2-g]-1-benzopyran-2-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 12.0h， 生成 4-((2-methoxyphenylamino)methyl)-2H-benzofuro[3,2-g]chromen-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

  摘要：

  Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19 +/- 0.01 mu M and a high selectivity for AChE/BuChE, and compound 6b acted as 0 non-competitive AChE inhibitor with IC50 value of 0.43 +/- 0.02 mu M. Structure-activity, relationships (SARs) of prepared compounds were discussed. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.07.014
• 作为产物：
  描述：

  4-甲基-7-(2-氧代环己基氧基)-色烯-2-酮 在 palladium on activated charcoal sodium hydroxide 、 selenium(IV) oxide 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 、 xylene 为溶剂， 反应 33.0h， 生成 4-carbaldehyde-2H-benzofuro[3,2-g]-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

  摘要：

  Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19 +/- 0.01 mu M and a high selectivity for AChE/BuChE, and compound 6b acted as 0 non-competitive AChE inhibitor with IC50 value of 0.43 +/- 0.02 mu M. Structure-activity, relationships (SARs) of prepared compounds were discussed. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.07.014