N-[2-(1-Oxo-1,2-dihydro-naphtho[2,1-b]furan-9-yl)-ethyl]-acetamide | 177656-76-7

• 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: N-[2-(1-Oxo-1,2-dihydro-naphtho[2,1-b]furan-9-yl)-ethyl]-acetamide
• 英文别名: N-[2-(1-oxobenzo[e][1]benzofuran-9-yl)ethyl]acetamide
• CAS: 177656-76-7
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: JKDJHCNMGOZSAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-(1-Oxo-1,2-dihydro-naphtho[2,1-b]furan-9-yl)-ethyl]-acetamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以85%的产率得到N-(2-Naphtho[2,1-b]furan-9-yl-ethyl)-acetamide
  参考文献：
  名称：

  Synthesis and biological activity of conformationally restricted tricyclic analogs of the hormone melatonin

  摘要：

  A serie of rotationally restricted tricyclic naphthalenic and tetrahydronaphthalenic analogs of the hormone melatonin has been synthesized, the C-7 oxygen being incorporated in a pyran, furan or dioxan heterocyclic ring. The receptor binding profile of these compounds is a function of the directionality of the lone pairs electrons of this C-7 oxygen. In these two studied analogous series the agonist activity seems to be correlated with the existence of a naphthalene nucleus. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00175-8
• 作为产物：
  描述：

  N-(2-(7-羟基萘-1-基)乙基)乙酰胺 在 sodium hydroxide 、 PPA 、 potassium carbonate 作用下， 生成 N-[2-(1-Oxo-1,2-dihydro-naphtho[2,1-b]furan-9-yl)-ethyl]-acetamide
  参考文献：
  名称：

  Synthesis and biological activity of conformationally restricted tricyclic analogs of the hormone melatonin

  摘要：

  A serie of rotationally restricted tricyclic naphthalenic and tetrahydronaphthalenic analogs of the hormone melatonin has been synthesized, the C-7 oxygen being incorporated in a pyran, furan or dioxan heterocyclic ring. The receptor binding profile of these compounds is a function of the directionality of the lone pairs electrons of this C-7 oxygen. In these two studied analogous series the agonist activity seems to be correlated with the existence of a naphthalene nucleus. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00175-8