2-(2,4-bis(benzyloxy)phenyl)-3-(cyclohexylamino)imidazo[1,2-a]pyridine-6-carboxamide | 1251607-07-4

• 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-(2,4-bis(benzyloxy)phenyl)-3-(cyclohexylamino)imidazo[1,2-a]pyridine-6-carboxamide
• 英文别名: 2-[2,4-Bis(phenylmethoxy)phenyl]-3-(cyclohexylamino)imidazo[1,2-a]pyridine-6-carboxamide
• CAS: 1251607-07-4
• 化学式: C₃₄H₃₄N₄O₃
• 分子量: 546.669
• InChiKey: NZBMGFSIVNADRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  90.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氨基烟酰胺 、 异氰环已烷 、 2,4-二苄氧基苯甲醛 在 montmorillonite clay K₁₀ 作用下， 以 1,4-二氧六环 为溶剂， 反应 40.0h， 以85%的产率得到2-(2,4-bis(benzyloxy)phenyl)-3-(cyclohexylamino)imidazo[1,2-a]pyridine-6-carboxamide
  参考文献：
  名称：

  6-Substituted imidazo[1,2-a]pyridines: Synthesis and biological activity against colon cancer cell lines HT-29 and Caco-2

  摘要：

  A range of 6-substituted imidazo[1,2-a]pyridines were synthesized using a multicomponent coupling reaction. Most of these compounds were found to exhibit excellent activity against the colon cancer cell lines HT-29 and Caco-2, whilst not showing significant toxicity against white blood cells. Our studies have shown that the proteolytic phase of apoptosis was initiated 2 h after treatment with these imidazo [1,2-a]pyridines. The data suggests that the imidazo[1,2-a]pyridine-induced cell death in HT-29 and Caco-2 cells is mediated via pathway(s) that include the release of cytochrome c from the mitochondria to the cytosol and the activation of caspase 3 and caspase 8. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.036

文献信息

• 6-Substituted imidazo[1,2-a]pyridines: Synthesis and biological activity against colon cancer cell lines HT-29 and Caco-2
  作者：Nurit Dahan-Farkas、Candice Langley、Amanda L. Rousseau、Dharmendra B. Yadav、Hajierah Davids、Charles B. de Koning

  DOI：10.1016/j.ejmech.2011.07.036

  日期：2011.9

  A range of 6-substituted imidazo[1,2-a]pyridines were synthesized using a multicomponent coupling reaction. Most of these compounds were found to exhibit excellent activity against the colon cancer cell lines HT-29 and Caco-2, whilst not showing significant toxicity against white blood cells. Our studies have shown that the proteolytic phase of apoptosis was initiated 2 h after treatment with these imidazo [1,2-a]pyridines. The data suggests that the imidazo[1,2-a]pyridine-induced cell death in HT-29 and Caco-2 cells is mediated via pathway(s) that include the release of cytochrome c from the mitochondria to the cytosol and the activation of caspase 3 and caspase 8. (C) 2011 Elsevier Masson SAS. All rights reserved.