(3-bromoimidazo[1,2-a]pyridin-2-yl)-methanol | 59938-41-9

• 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: (3-bromoimidazo[1,2-a]pyridin-2-yl)-methanol
• 英文别名: (3-Bromoimidazo[1,2-a]pyridin-2-yl)methanol
• CAS: 59938-41-9
• 化学式: C₈H₇BrN₂O
• 分子量: 227.06
• InChiKey: UERLUJRUFRZVRN-UHFFFAOYSA-N

物化性质

• 熔点：
  131-134 °C(Solv: benzene (71-43-2))
• 密度：
  1.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (3-bromoimidazo[1,2-a]pyridin-2-yl)-methanol 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 氯化亚砜 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.5h， 生成 3-{3-[4-(tert-butyl-dimethylsilanyloxy)-but-1-ynyl]-imidazo[1,2-a]pyridin-2-ylmethyl}-1-cyclopropyl-1,3-dihydro-imidazo[4,5-c]pyridin-2-one
  参考文献：
  名称：

  Discovery of Imidazopyridine Derivatives as Highly Potent Respiratory Syncytial Virus Fusion Inhibitors

  摘要：

  A series of imidazolepyridine derivatives were designed and synthesized according to the established docking studies. The imidazopyridine derivatives were found to have good potency and physical-chemical properties. Several highly potent compounds such as 8ji, 8j1, and 8jm were identified with single nanomolar activities. The most potent compound 8jrn showed an IC50 of 3 nM, lower nnicrosome clearance and no CYP inhibition. The profile of 8jrn appeared to be superior to BMS433771, and supported further optimization.

  DOI：

  10.1021/acsmedchemlett.5b00008
• 作为产物：
  描述：

  咪唑并[1,2-A]吡啶-2-甲醇 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙腈 为溶剂， 以98.2%的产率得到(3-bromoimidazo[1,2-a]pyridin-2-yl)-methanol
  参考文献：
  名称：

  Discovery of Imidazopyridine Derivatives as Highly Potent Respiratory Syncytial Virus Fusion Inhibitors

  摘要：

  A series of imidazolepyridine derivatives were designed and synthesized according to the established docking studies. The imidazopyridine derivatives were found to have good potency and physical-chemical properties. Several highly potent compounds such as 8ji, 8j1, and 8jm were identified with single nanomolar activities. The most potent compound 8jrn showed an IC50 of 3 nM, lower nnicrosome clearance and no CYP inhibition. The profile of 8jrn appeared to be superior to BMS433771, and supported further optimization.

  DOI：

  10.1021/acsmedchemlett.5b00008