3-(3H-imidazo[4,5-b]pyridin-2-yl)benzoic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(3H-imidazo[4,5-b]pyridin-2-yl)benzoic acid
• 英文别名: 3-(1H-imidazo[4,5-b]pyridin-2-yl)benzoic acid
• 化学式: C₁₃H₉N₃O₂
• 分子量: 239.233
• InChiKey: XZRYDUNYNRYBOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氨基吡啶 、 sodium (3-carboxyphenyl)(hydroxy)methanesulfonate 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以0.187 g的产率得到3-(3H-imidazo[4,5-b]pyridin-2-yl)benzoic acid
  参考文献：
  名称：

  Synthesis and potent cytotoxicity of some novel imidazopyridine derivatives against MCF-7 human breast adenocarcinoma cell line

  摘要：

  A series of novel 2-phenyl-3H-imidazo[4,5-b]pyridines and 2-phenyl-3H-imidazo[4,5-c]pyridines and their precursors were synthesized. Their in vitro cytotoxicity against MCF-7 human breast adenocarcinoma cell line has been investigated, and some of the tested compounds have shown high cytotoxic activity against MCF-7 cells. N-Hydroxy-4-(3H-imidazo[4,5-b]pyridin-2-yl)benzenecarboximidamide was the most active compound with IC50 equal to 0.082 mu M, which is an activity almost as high as that of a commonly used anticancer drugs docetaxel and imatinib mesylate.

  DOI：

  10.1007/s10593-015-1765-7

文献信息

• Novel Imidazo [4,5-b] Pyridine Derivatives as Inhibitors of Glycogen Synthase Kinase 3 for Use in the Treatment of Dementia and Neurodegenerative Disorders
  申请人：Arvidsson Per I

  公开号：US20080255085A1

  公开（公告）日：2008-10-16

  Compounds of formula I wherein X is or Y; and wherein A, Y, R 1 , R 2 , R 3 , R 4 and R 5 are as defined in the specification as a base or a pharmaceutically acceptable salt, solvate or solvate of salt thereof, processes for their preparation, new intermediates used therein, pharmaceutical formulations containing said compounds and to the use of said compounds in therapy.

  公式I的化合物，其中X为或Y；其中A、Y、R1、R2、R3、R4和R5如规范中所定义，作为基础物质或药学上可接受的盐、溶剂或其盐的溶剂，其制备过程，所用的新中间体，含有所述化合物的制药配方以及所述化合物在治疗中的应用。
• Synthesis and potent cytotoxicity of some novel imidazopyridine derivatives against MCF-7 human breast adenocarcinoma cell line
  作者：Mustafa Orhan Püsküllü、Cigdem Karaaslan、Filiz Bakar、Hakan Göker

  DOI：10.1007/s10593-015-1765-7

  日期：2015.8

  A series of novel 2-phenyl-3H-imidazo[4,5-b]pyridines and 2-phenyl-3H-imidazo[4,5-c]pyridines and their precursors were synthesized. Their in vitro cytotoxicity against MCF-7 human breast adenocarcinoma cell line has been investigated, and some of the tested compounds have shown high cytotoxic activity against MCF-7 cells. N-Hydroxy-4-(3H-imidazo[4,5-b]pyridin-2-yl)benzenecarboximidamide was the most active compound with IC50 equal to 0.082 mu M, which is an activity almost as high as that of a commonly used anticancer drugs docetaxel and imatinib mesylate.