2-(4-{[4-(tert-butoxycarbonylmethyl-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-imidazol-2-yl)-4-methoxy-1H-benzoimidazole-5-carboxylic acid | 918304-04-8

• 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-{[4-(tert-butoxycarbonylmethyl-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-imidazol-2-yl)-4-methoxy-1H-benzoimidazole-5-carboxylic acid
• CAS: 918304-04-8
• 化学式: C₂₄H₂₇N₇O₆
• 分子量: 509.522
• InChiKey: AKLPXSROVKVGQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  165.39
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-(4-{[4-(tert-butoxycarbonylmethyl-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-imidazol-2-yl)-4-methoxy-1H-benzoimidazole-5-carboxylic acid 、 乙酸酐 、 4-叔丁氧羰氨基-1-甲基-1H-吡咯-2-苯并噻唑羧酸甲酯 、 4-(4-((叔丁氧基羰基)氨基)-1-甲基-1H-吡咯-2-甲酰胺基)-1-甲基-1H-咪唑-2-羧酸 、 N-Alpha-(9-芴甲氧羰基)-N-β-叔丁氧羰基-D-2,4-二氨基丁酸 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成
  参考文献：
  名称：

  Exploring the limits of benzimidazole DNA-binding oligomers for the hypoxia inducible factor (HIF) site

  摘要：

  The vascular endothelial growth factor (VEGF) and its receptors have been implicated as key-factors in tumor angiogenesis and are major targets in cancer therapy. New oligomers which mimic the architecture of DNA-binding polyamides have been designed to target the hypoxia inducible factor (HIF-1 alpha) binding site on the promoter of VEGF gene. These oligomers incorporate an increasing number of six-five fused rings such as hydroxybenzimidazole-imidazole, benzimidazole pyrrole, benzimidazole-chlorothiophene, and imidazopyridine-pyrrole, and bind the VEGF hypoxia response element (HRE) 5'-TACGT-3' with high affinity and selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.028
• 作为产物：
  描述：

  1-甲基-4-硝基吡咯-2-羧酸 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~90.0 ℃ 、506.66 kPa 条件下， 反应 77.0h， 生成 2-(4-{[4-(tert-butoxycarbonylmethyl-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-imidazol-2-yl)-4-methoxy-1H-benzoimidazole-5-carboxylic acid
  参考文献：
  名称：

  Exploring the limits of benzimidazole DNA-binding oligomers for the hypoxia inducible factor (HIF) site

  摘要：

  The vascular endothelial growth factor (VEGF) and its receptors have been implicated as key-factors in tumor angiogenesis and are major targets in cancer therapy. New oligomers which mimic the architecture of DNA-binding polyamides have been designed to target the hypoxia inducible factor (HIF-1 alpha) binding site on the promoter of VEGF gene. These oligomers incorporate an increasing number of six-five fused rings such as hydroxybenzimidazole-imidazole, benzimidazole pyrrole, benzimidazole-chlorothiophene, and imidazopyridine-pyrrole, and bind the VEGF hypoxia response element (HRE) 5'-TACGT-3' with high affinity and selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.028