2-(4-amino-1-methylimidazol-2-yl)-3H-imidazo[4,5-b]pyridine-5-carboxylic acid methyl ester | 953424-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-amino-1-methylimidazol-2-yl)-3H-imidazo[4,5-b]pyridine-5-carboxylic acid methyl ester
• CAS: 953424-28-7
• 化学式: C₁₂H₁₂N₆O₂
• 分子量: 272.266
• InChiKey: DJYKSWHRCVLZLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  111.71
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(4-amino-1-methylimidazol-2-yl)-3H-imidazo[4,5-b]pyridine-5-carboxylic acid methyl ester 、 二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 76.0h， 以258 mg的产率得到2-[4-(tert-butoxycarbonyl)amino-1-methylimidazol-2-yl]-3H-imidazo[4,5-b]pyridine-5-carboxylic acid
  参考文献：
  名称：

  Programmable oligomers targeting 5′-GGGG-3′ in the minor groove of DNA and NF-κB binding inhibition

  摘要：

  A series of hairpin oligomers containing benzimidazole (Bi) and imidazopyridine (I) rings were synthesized and screened to target 5'-WGGGGW-3', a core sequence in the DNA-binding site of NF-kappa B, a prolific transcription factor important in biology and disease. Five Bi and Ip containing oligomers bound to the 5'-WGGGGW-3' site with high affinity. One of the oligomers (Im-Im-Im-Im-gamma-Py-Bi-Py-Bi-beta-Dp) was able to inhibit DNA binding by the transcription factor NF-kappa B, (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.051
• 作为产物：
  描述：

  1-甲基-1H-咪唑-2-甲醛 在 palladium on activated charcoal air 、 硫酸 、 氢气 、 硝酸 、 乙酸酐 作用下， 以 硝基苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 69.0h， 生成 2-(4-amino-1-methylimidazol-2-yl)-3H-imidazo[4,5-b]pyridine-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Programmable oligomers targeting 5′-GGGG-3′ in the minor groove of DNA and NF-κB binding inhibition

  摘要：

  A series of hairpin oligomers containing benzimidazole (Bi) and imidazopyridine (I) rings were synthesized and screened to target 5'-WGGGGW-3', a core sequence in the DNA-binding site of NF-kappa B, a prolific transcription factor important in biology and disease. Five Bi and Ip containing oligomers bound to the 5'-WGGGGW-3' site with high affinity. One of the oligomers (Im-Im-Im-Im-gamma-Py-Bi-Py-Bi-beta-Dp) was able to inhibit DNA binding by the transcription factor NF-kappa B, (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.051