(1,2-dihydronaphtho[2,1-b]furan-2-yl)(4-hydroxyphenyl)methanone | 62019-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (1,2-dihydronaphtho[2,1-b]furan-2-yl)(4-hydroxyphenyl)methanone
• 英文别名: (1,2-dihydro-naphtho[2,1-b]furan-2-yl)-(4-hydroxy-phenyl)-methanone；1,2-dihydrobenzo[e][1]benzofuran-2-yl-(4-hydroxyphenyl)methanone
• CAS: 62019-38-9
• 化学式: C₁₉H₁₄O₃
• 分子量: 290.318
• InChiKey: GRBGJATXGIOVIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  214-215 °C(Solv: ethanol (64-17-5))
• 沸点：
  543.0±45.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1-(二甲基胺甲基)萘酚 、 1-(2-(4-hydroxyphenyl)-2-oxoethyl)pyridin-1-ium bromide 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以50%的产率得到(1,2-dihydronaphtho[2,1-b]furan-2-yl)(4-hydroxyphenyl)methanone
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-acylbenzofuranes as novel α-glucosidase inhibitors with hypoglycemic activity

  摘要：

  A series of benzofuran derivatives was synthesized as analogues of known natural α‐glucosidase inhibitors. Their activity was evaluated in enzymatic assay and in rat model of diabetes mellitus. Newly identified inhibitors demonstrate significant potency with IC50 values ranging from 6.50 to 722.2 μm, as well as hypoglycemic activity exceeding the reference drug acarbose. Docking simulations provided insight into structure‐activity relationships to direct further development of these novel hypoglycemic agents.

  DOI：

  10.1111/cbdd.13038