4-(2-Phenylimidazo[1,2-a]pyridin-3-yl)phenol | 1416319-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2-Phenylimidazo[1,2-a]pyridin-3-yl)phenol
• 英文别名: 4-(2-phenylimidazo[1,2-a]pyridin-3-yl)phenol
• CAS: 1416319-51-1
• 化学式: C₁₉H₁₄N₂O
• 分子量: 286.333
• InChiKey: NXZUUYHJJFBAKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-Phenylimidazo[1,2-a]pyridin-3-yl)phenol 、 三甲基丙酮酸 在 tricyclohexylphosphine tetrafluoroborate 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 以6%的产率得到[4-(2-Phenylimidazo[1,2-a]pyridin-3-yl)phenyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-diarylimidazo[1,2-a]pyridines as antileishmanial agents

  摘要：

  A novel series of 2,3-diarylimidazo[1,2-a]pyridines was synthesized and evaluated for their antileishmanial activities. Four derivatives exhibited good activity against the promastigote and intracellular amastigote stages of Leishmania major, coupled with a low cytotoxicity against the HeLa human cell line. The impact of compound lipophilicity on antiparasitic activities was investigated by Log D comparison. Although LmCK1 could be the parasitic target for three compounds (13, 18, 21), the inhibition of another target is under study to explain the antileishmanial effect of the most promising compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.048
• 作为产物：
  描述：

  imidazo[1,2-a]pyridin-2-yl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 tricyclohexylphosphine tetrafluoroborate 、 palladium diacetate 、 sodium carbonate 、 potassium carbonate 、 三甲基丙酮酸 作用下， 以 1,4-二氧六环 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 19.0h， 生成 4-(2-Phenylimidazo[1,2-a]pyridin-3-yl)phenol
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-diarylimidazo[1,2-a]pyridines as antileishmanial agents

  摘要：

  A novel series of 2,3-diarylimidazo[1,2-a]pyridines was synthesized and evaluated for their antileishmanial activities. Four derivatives exhibited good activity against the promastigote and intracellular amastigote stages of Leishmania major, coupled with a low cytotoxicity against the HeLa human cell line. The impact of compound lipophilicity on antiparasitic activities was investigated by Log D comparison. Although LmCK1 could be the parasitic target for three compounds (13, 18, 21), the inhibition of another target is under study to explain the antileishmanial effect of the most promising compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.048

文献信息

• Synthesis and biological evaluation of 2,3-diarylimidazo[1,2-a]pyridines as antileishmanial agents
  作者：Sophie Marhadour、Pascal Marchand、Fabrice Pagniez、Marc-Antoine Bazin、Carine Picot、Olivier Lozach、Sandrine Ruchaud、Maud Antoine、Laurent Meijer、Najma Rachidi、Patrice Le Pape

  DOI：10.1016/j.ejmech.2012.10.048

  日期：2012.12

  A novel series of 2,3-diarylimidazo[1,2-a]pyridines was synthesized and evaluated for their antileishmanial activities. Four derivatives exhibited good activity against the promastigote and intracellular amastigote stages of Leishmania major, coupled with a low cytotoxicity against the HeLa human cell line. The impact of compound lipophilicity on antiparasitic activities was investigated by Log D comparison. Although LmCK1 could be the parasitic target for three compounds (13, 18, 21), the inhibition of another target is under study to explain the antileishmanial effect of the most promising compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.