4-methoxy-7-nitro-1H-benzo[d]imidazole | 1314324-70-3

• 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: 4-methoxy-7-nitro-1H-benzo[d]imidazole
• 英文别名: 7-methoxy-4-nitro-1H-benzimidazole
• CAS: 1314324-70-3
• 化学式: C₈H₇N₃O₃
• 分子量: 193.162
• InChiKey: CGKQXAPDXADCGD-UHFFFAOYSA-N

物化性质

• 熔点：
  265-267 °C
• 沸点：
  522.6±30.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxy-7-nitro-1H-benzo[d]imidazole 在 吡啶 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-nitro-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation ofN-(4-methoxy-1H-benzo[d]imidazol-7-yl)-arylsulfonamide andN-aryl-(4-methoxy-1H-benzo[d]imidazol)-7-sulfonamide analogs of combretastatin A-4

  摘要：

  Two series of novel benzoimidazole sulfonamides as combretastatin A-4 analogs were synthesized. The cytotoxicities of the title compounds were evaluated against five different cancer cell lines. Among the tested compounds, four compounds displayed cytotoxicities against the HCT8 cell line. Compound 6a has shown the strongest potency against the tested human tumor cell lines with an IC50 value ranging from submicromolar to micromolar level.

  DOI：

  10.1080/10286020.2011.556091
• 作为产物：
  描述：

  2-氨基-3-硝基苯酚 在 sodium nitrate 、 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4-methoxy-7-nitro-1H-benzo[d]imidazole 、 4-甲氧基-5-硝基-1H-苯并咪唑
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation ofN-(4-methoxy-1H-benzo[d]imidazol-7-yl)-arylsulfonamide andN-aryl-(4-methoxy-1H-benzo[d]imidazol)-7-sulfonamide analogs of combretastatin A-4

  摘要：

  Two series of novel benzoimidazole sulfonamides as combretastatin A-4 analogs were synthesized. The cytotoxicities of the title compounds were evaluated against five different cancer cell lines. Among the tested compounds, four compounds displayed cytotoxicities against the HCT8 cell line. Compound 6a has shown the strongest potency against the tested human tumor cell lines with an IC50 value ranging from submicromolar to micromolar level.

  DOI：

  10.1080/10286020.2011.556091

文献信息

• Synthesis and cytotoxic evaluation of<i>N</i>-(4-methoxy-1<i>H</i>-benzo[<i>d</i>]imidazol-7-yl)-arylsulfonamide and<i>N</i>-aryl-(4-methoxy-1<i>H</i>-benzo[<i>d</i>]imidazol)-7-sulfonamide analogs of combretastatin A-4
  作者：Jie Zhou、Yi Zhang、Yi-Wen Cui、Zhan-Mei Li、Hong-Rui Song、Jin-Hua Dong、Xiao-Guang Chen、Bai-Ling Xu

  DOI：10.1080/10286020.2011.556091

  日期：2011.4

  Two series of novel benzoimidazole sulfonamides as combretastatin A-4 analogs were synthesized. The cytotoxicities of the title compounds were evaluated against five different cancer cell lines. Among the tested compounds, four compounds displayed cytotoxicities against the HCT8 cell line. Compound 6a has shown the strongest potency against the tested human tumor cell lines with an IC50 value ranging from submicromolar to micromolar level.