4-(3-amino-1-benzofuran-2-yl)-7-methyl-2H-chromen-2-one | 863288-73-7

• 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-(3-amino-1-benzofuran-2-yl)-7-methyl-2H-chromen-2-one
• 英文别名: 4-(3-amino-1-benzofuran-2-yl)-7-methylchromen-2-one
• CAS: 863288-73-7
• 化学式: C₁₈H₁₃NO₃
• 分子量: 291.306
• InChiKey: HHEQEBXIOFOBRR-UHFFFAOYSA-N

物化性质

• 熔点：
  259-260 °C(Solv: N,N-dimethylformamide (68-12-2); methanol (67-56-1))
• 沸点：
  515.8±50.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-amino-1-benzofuran-2-yl)-7-methyl-2H-chromen-2-one 、 原乙酸三乙酯 生成 3,7-Dimethyl-5,13-dioxa-8-aza-indeno[1,2-c]phenanthren-6-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel angularly fused polycyclic coumarins

  摘要：

  In a three-step sequence, an array of angularly fused polycyclic heterocycles with coumarin, benzofuran and pyridine rings were synthesized from 4-bromomethylcoumarins and salicylonitrile. All the final compounds were fully characterized and screened for anti-microbial, anti-inflammatory and analgesic activities. Several compounds exhibited promising inflammation inhibiting and anti-microbial properties. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.063
• 作为产物：
  描述：

  2-[(7-Methyl-2-oxochromen-4-yl)methoxy]benzonitrile 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 生成 4-(3-amino-1-benzofuran-2-yl)-7-methyl-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel angularly fused polycyclic coumarins

  摘要：

  In a three-step sequence, an array of angularly fused polycyclic heterocycles with coumarin, benzofuran and pyridine rings were synthesized from 4-bromomethylcoumarins and salicylonitrile. All the final compounds were fully characterized and screened for anti-microbial, anti-inflammatory and analgesic activities. Several compounds exhibited promising inflammation inhibiting and anti-microbial properties. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.063

文献信息

• Synthesis and properties of 4-(3-amino-2-benzofuranyl)-coumarins
  作者：M. S. Frasinyuk、S. V. Gorelov、S. P. Bondarenko、V. P. Khilya

  DOI：10.1007/s10593-010-0417-1

  日期：2009.10

  The alkylation of o-cyanophenol by 4-chloromethylcoumarins and subsequent intramolecular condensation by the cyano and methylene groups gives substituted 4-(3-amino-2-benzo-furanyl)coumarins. We studied the reactions of these compounds with acylating agents as well as with aldehydes, which lead to the 6H-[1]benzofuro[3,2-b]chromeno[4,3-d]pyridin-6-one system as the result of consecutive transformations

  4-氯甲基香豆素将邻氰基苯酚烷基化，然后氰基和亚甲基进行分子内缩合，得到取代的4-（3-氨基-2-苯并呋喃基）香豆素。我们研究了这些化合物与酰化剂以及与醛的反应，结果导致生成6H- [1]苯并呋喃[3,2-b] chromeno [4,3-d]吡啶-6-一系统连续变换。