4,6-dimethoxy-3-methyl-N²-pyridin-4-yl-1-benzofuran-2,7-dicarboxamide

• 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: 4,6-dimethoxy-3-methyl-N²-pyridin-4-yl-1-benzofuran-2,7-dicarboxamide
• 英文别名: 4,6-dimethoxy-3-methyl-2-N-pyridin-4-yl-1-benzofuran-2,7-dicarboxamide
• 化学式: C₁₈H₁₇N₃O₅
• 分子量: 355.35
• InChiKey: KZWCBQRXERQTJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-4,6-二甲氧基苯乙酮 在 硫酸 、 溴 、 potassium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.67h， 生成 4,6-dimethoxy-3-methyl-N²-pyridin-4-yl-1-benzofuran-2,7-dicarboxamide
  参考文献：
  名称：

  Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines

  摘要：

  A novel series of 3-methyl-1-benzofuran derivatives were synthesized and screened in vitro for their antiproliferative activity against two human NSCLC cell lines (NSCLC-N6 mutant p53 and A549 wild type p53). Most promising compounds presented a structural analogy with the west part of cercosporamide, a natural product of biological interest. In particular, compounds 10, 12 and 31 showed cytotoxic activities at micromolar concentrations (IC50 < 9.3 mu M) and compounds 13, 18 and 32 displayed moderate ICso values (25-40 mu M). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.09.013

文献信息

• Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines
  作者：Marc-Antoine Bazin、Lizeth Bodero、Christophe Tomasoni、Bénédicte Rousseau、Christos Roussakis、Pascal Marchand

  DOI：10.1016/j.ejmech.2013.09.013

  日期：2013.11

  A novel series of 3-methyl-1-benzofuran derivatives were synthesized and screened in vitro for their antiproliferative activity against two human NSCLC cell lines (NSCLC-N6 mutant p53 and A549 wild type p53). Most promising compounds presented a structural analogy with the west part of cercosporamide, a natural product of biological interest. In particular, compounds 10, 12 and 31 showed cytotoxic activities at micromolar concentrations (IC50 < 9.3 mu M) and compounds 13, 18 and 32 displayed moderate ICso values (25-40 mu M). (C) 2013 Elsevier Masson SAS. All rights reserved.