7-(thiophen-2-yl)imidazo[1,2-a]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 7-(thiophen-2-yl)imidazo[1,2-a]pyridine
• 英文别名: 7-Thiophen-2-ylimidazo[1,2-a]pyridine；7-thiophen-2-ylimidazo[1,2-a]pyridine
• 化学式: C₁₁H₈N₂S
• 分子量: 200.264
• InChiKey: VNOHURAYGPPYAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对溴甲苯 、 7-(thiophen-2-yl)imidazo[1,2-a]pyridine 在 sodium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以56%的产率得到7-(thiophen-2-yl)-3-(p-tolyl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Computer aided drug discovery of highly ligand efficient, low molecular weight imidazopyridine analogs as FLT3 inhibitors

  摘要：

  The FLT3 kinase represents an attractive target to effectively treat AML. Unfortunately, no FLT3 targeted therapeutic is currently approved. In line with our continued interests in treating kinase related disease for anti-FLT3 mutant activity, we utilized pioneering synthetic methodology in combination with computer aided drug discovery and identified low molecular weight, highly ligand efficient, FLT3 kinase inhibitors. Compounds were analyzed for biochemical inhibition, their ability to selectively inhibit cell proliferation, for FLT3 mutant activity, and preliminary aqueous solubility. Validated hits were discovered that can serve as starting platforms for lead candidates. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.052
• 作为产物：
  描述：

  2-氨基-4-氯吡啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium carbonate 、 三环己基膦 作用下， 以 水 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 13.0h， 生成 7-(thiophen-2-yl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Computer aided drug discovery of highly ligand efficient, low molecular weight imidazopyridine analogs as FLT3 inhibitors

  摘要：

  The FLT3 kinase represents an attractive target to effectively treat AML. Unfortunately, no FLT3 targeted therapeutic is currently approved. In line with our continued interests in treating kinase related disease for anti-FLT3 mutant activity, we utilized pioneering synthetic methodology in combination with computer aided drug discovery and identified low molecular weight, highly ligand efficient, FLT3 kinase inhibitors. Compounds were analyzed for biochemical inhibition, their ability to selectively inhibit cell proliferation, for FLT3 mutant activity, and preliminary aqueous solubility. Validated hits were discovered that can serve as starting platforms for lead candidates. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.052

文献信息

• Computer aided drug discovery of highly ligand efficient, low molecular weight imidazopyridine analogs as FLT3 inhibitors
  作者：Brendan Frett、Nick McConnell、Catherine C. Smith、Yuanxiang Wang、Neil P. Shah、Hong-yu Li

  DOI：10.1016/j.ejmech.2015.02.052

  日期：2015.4

  The FLT3 kinase represents an attractive target to effectively treat AML. Unfortunately, no FLT3 targeted therapeutic is currently approved. In line with our continued interests in treating kinase related disease for anti-FLT3 mutant activity, we utilized pioneering synthetic methodology in combination with computer aided drug discovery and identified low molecular weight, highly ligand efficient, FLT3 kinase inhibitors. Compounds were analyzed for biochemical inhibition, their ability to selectively inhibit cell proliferation, for FLT3 mutant activity, and preliminary aqueous solubility. Validated hits were discovered that can serve as starting platforms for lead candidates. (C) 2015 Elsevier Masson SAS. All rights reserved.