4-bromo-5,6-dichloro-1H-benzo[d]imidazol-2-ol | 1421703-87-8

• 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: 4-bromo-5,6-dichloro-1H-benzo[d]imidazol-2-ol
• 英文别名: 4-Bromo-5,6-dichloro-1,3-dihydrobenzimidazol-2-one
• CAS: 1421703-87-8
• 化学式: C₇H₃BrCl₂N₂O
• 分子量: 281.924
• InChiKey: WPSBIOBNPXESMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-5,6-dichloro-1H-benzo[d]imidazol-2-ol 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以98%的产率得到4-bromo-2,5,6-trichloro-1H-benzo[d]imidazole
  参考文献：
  名称：

  Optimization of a Novel Series of TRPV4 Antagonists with In Vivo Activity in a Model of Pulmonary Edema

  摘要：

  High-throughput screening and subsequent hit optimization identified 1-piperidinyl-benzimidazoles, exemplified by compound 1, as TRPV4 inhibitors. Lead optimization identified potent TRPV4 blocker 19, which has good target activity and pharmacokinetic properties. Inhibitor 19 was then profiled in an in vivo rat model, demonstrating its ability to inhibit TRPV4-mediated pulmonary edema.

  DOI：

  10.1021/ml300449k
• 作为产物：
  描述：

  2-溴-3,4-二氯-6-硝基苯胺 在 tin(ll) chloride 作用下， 以 乙腈 为溶剂， 反应 7.0h， 生成 4-bromo-5,6-dichloro-1H-benzo[d]imidazol-2-ol
  参考文献：
  名称：

  Optimization of a Novel Series of TRPV4 Antagonists with In Vivo Activity in a Model of Pulmonary Edema

  摘要：

  High-throughput screening and subsequent hit optimization identified 1-piperidinyl-benzimidazoles, exemplified by compound 1, as TRPV4 inhibitors. Lead optimization identified potent TRPV4 blocker 19, which has good target activity and pharmacokinetic properties. Inhibitor 19 was then profiled in an in vivo rat model, demonstrating its ability to inhibit TRPV4-mediated pulmonary edema.

  DOI：

  10.1021/ml300449k