2-[4-(1H-benzimidazol-2-yl)phenyl]-1,3-dihydro-2H-isoindole-1,3-dione | 20631-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-[4-(1H-benzimidazol-2-yl)phenyl]-1,3-dihydro-2H-isoindole-1,3-dione
• 英文别名: N-[4-(1H-benzoimidazol-2-yl)-phenyl]-phthalimide；2-[4-(1H-benzimidazol-2-yl)phenyl]-1H-isoindole-1,3(2H)-dione；2-[4-(1H-benzimidazol-2-yl)phenyl]isoindole-1,3-dione
• CAS: 20631-41-8
• 化学式: C₂₁H₁₃N₃O₂
• 分子量: 339.353
• InChiKey: NHOPRLYJCODXJT-UHFFFAOYSA-N

物化性质

• 沸点：
  615.5±65.0 °C(Predicted)
• 密度：
  1.427±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氨基苯甲醛 在 硼酸 作用下， 反应 2.5h， 生成 2-[4-(1H-benzimidazol-2-yl)phenyl]-1,3-dihydro-2H-isoindole-1,3-dione
  参考文献：
  名称：

  PEG-600-Mediated Efficient and Environmentally Sustainable Synthesis of N-[4-(1H-Benzazole-2-yl)phenyl]phthalimides

  摘要：

  An economically and environmentally sustainable protocol has been proposed for the synthesis ofN-[4-(1H-benzazole-2-yl)phenyl]phthalimides via stepwise and tandem reactions of phthalic anhydride, 4-aminobenzaldehyde, ando-phenylenediamine,N-methyl-o-phenylenediamine, 2-aminobenzenethiol, or 2-aminophenol in PEG-600 for 2-3 h in the presence of boric acid as catalyst. Binding of the synthesized molecules to the tubulin protein (PDB ID: 5CA1) was simulated using AutoDock. All molecules showed good binding energies as compared to Nocodazole. This simple methodology could be useful for environmentally sustainable chemistry with the advantages including shorter reaction time, nontoxic and nonhazardous catalyst, and mild conditions.

  DOI：

  10.1134/s1070428020070246

文献信息

• PEG-600-Mediated Efficient and Environmentally Sustainable Synthesis of N-[4-(1H-Benzazole-2-yl)phenyl]phthalimides
  作者：P. Karunakar、C. N. S. S. P. Kumar

  DOI：10.1134/s1070428020070246

  日期：2020.7

  An economically and environmentally sustainable protocol has been proposed for the synthesis ofN-[4-(1H-benzazole-2-yl)phenyl]phthalimides via stepwise and tandem reactions of phthalic anhydride, 4-aminobenzaldehyde, ando-phenylenediamine,N-methyl-o-phenylenediamine, 2-aminobenzenethiol, or 2-aminophenol in PEG-600 for 2-3 h in the presence of boric acid as catalyst. Binding of the synthesized molecules to the tubulin protein (PDB ID: 5CA1) was simulated using AutoDock. All molecules showed good binding energies as compared to Nocodazole. This simple methodology could be useful for environmentally sustainable chemistry with the advantages including shorter reaction time, nontoxic and nonhazardous catalyst, and mild conditions.