4-methoxy-1H-benzo[d]imidazole-7-sulfonic acid | 1314324-72-5

• 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-1H-benzo[d]imidazole-7-sulfonic acid
• CAS: 1314324-72-5
• 化学式: C₈H₈N₂O₄S
• 分子量: 228.229
• InChiKey: UKDJQAHLIVILGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.28
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-methoxy-1H-benzo[d]imidazole-7-sulfonic acid 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 N-(3,4,5-trifluorophenyl)-(4-methoxy-1H-benzo[d]imidazole)-7-sulfonamide
  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：

  4-甲氧基-1H-苯并咪唑 在 氯磺酸 作用下， 以66.7%的产率得到4-methoxy-1H-benzo[d]imidazole-7-sulfonic acid
  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