2-(N,N-diethylamino)ethyl 6-acetyl-5-[2-(N,N-diethylamino)ethoxy]-2-methyl-1-benzofuran-3-carboxylate | 1450877-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-(N,N-diethylamino)ethyl 6-acetyl-5-[2-(N,N-diethylamino)ethoxy]-2-methyl-1-benzofuran-3-carboxylate
• 英文别名: 2-Diethylaminoethyl 6-acetyl-5-(2-diethylaminoethyloxy)-2-methyl-benzofuran-3-carboxylate；2-(diethylamino)ethyl 6-acetyl-5-[2-(diethylamino)ethoxy]-2-methyl-1-benzofuran-3-carboxylate
• CAS: 1450877-63-0
• 化学式: C₂₄H₃₆N₂O₅
• 分子量: 432.56
• InChiKey: AMXJXXZMPKLLMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  72.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(N,N-diethylamino)ethyl 6-acetyl-5-[2-(N,N-diethylamino)ethoxy]-2-methyl-1-benzofuran-3-carboxylate 在 盐酸 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Microwave-assisted preparation and antimicrobial activity of O-alkylamino benzofurancarboxylates

  摘要：

  A series of derivatives of 2 and 3-benzofurancarboxylates were synthesized under microwave-assisted conditions. Their in-vitro antimicrobial properties were assessed. Inhibition by the compounds of the growth of antibiotic-susceptible standards and clinically isolated strains of Gram-positive and Gram-negative bacteria, yeasts, and a human fungal pathogen was moderate to significant. Methyl 5-bromo-7-[2-(N,N-diethylamino)ethoxy]-6-methoxy-2-benzofurancarboxylate hydrochloride was identified as the most active compound (MIC 3-12 x 10(-3) mu mol/cm(3) against Gram-positive bacteria; MIC 9.4 x 10(-2) mu mol/cm(3) against Candida and Aspergillus brasiliensis). The molecular and crystal structures of 2-(N,N-diethylamino)ethyl 6-acetyl-5-hydroxy-2-methyl-3-benzofurancarboxylate were established by single-crystal X-ray diffraction..

  DOI：

  10.1007/s00706-013-1067-7
• 作为产物：
  描述：

  6-acetyl-5-hydroxy-2-methyl-1-benzofuran-3-carboxylic acid 、 2-二乙氨基氯乙烷盐酸盐 在 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.4h， 生成 2-(N,N-diethylamino)ethyl 6-acetyl-5-hydroxy-2-methyl-1-benzofuran-3-carboxylate 、 2-(N,N-diethylamino)ethyl 6-acetyl-5-[2-(N,N-diethylamino)ethoxy]-2-methyl-1-benzofuran-3-carboxylate
  参考文献：
  名称：

  Microwave-assisted preparation and antimicrobial activity of O-alkylamino benzofurancarboxylates

  摘要：

  A series of derivatives of 2 and 3-benzofurancarboxylates were synthesized under microwave-assisted conditions. Their in-vitro antimicrobial properties were assessed. Inhibition by the compounds of the growth of antibiotic-susceptible standards and clinically isolated strains of Gram-positive and Gram-negative bacteria, yeasts, and a human fungal pathogen was moderate to significant. Methyl 5-bromo-7-[2-(N,N-diethylamino)ethoxy]-6-methoxy-2-benzofurancarboxylate hydrochloride was identified as the most active compound (MIC 3-12 x 10(-3) mu mol/cm(3) against Gram-positive bacteria; MIC 9.4 x 10(-2) mu mol/cm(3) against Candida and Aspergillus brasiliensis). The molecular and crystal structures of 2-(N,N-diethylamino)ethyl 6-acetyl-5-hydroxy-2-methyl-3-benzofurancarboxylate were established by single-crystal X-ray diffraction..

  DOI：

  10.1007/s00706-013-1067-7