1-cyclopropyl-3-[3-(4-hydroxy-butyl)-imidazo[1,2-a]pyridin-2-ylmethyl]-1,3-dihydro-imidazo[4,5-c]pyridin-2-one | 1383079-68-2

• 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: 1-cyclopropyl-3-[3-(4-hydroxy-butyl)-imidazo[1,2-a]pyridin-2-ylmethyl]-1,3-dihydro-imidazo[4,5-c]pyridin-2-one
• 英文别名: 1-Cyclopropyl-3-[[3-(4-hydroxybutyl)imidazo[1,2-a]pyridin-2-yl]methyl]imidazo[4,5-c]pyridin-2-one
• CAS: 1383079-68-2
• 化学式: C₂₁H₂₃N₅O₂
• 分子量: 377.446
• InChiKey: DZZAFGZLFFDVJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  咪唑吡啶-2-羧酸乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 氯化亚砜 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.5h， 生成 1-cyclopropyl-3-[3-(4-hydroxy-butyl)-imidazo[1,2-a]pyridin-2-ylmethyl]-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

文献信息

• Discovery of Imidazopyridine Derivatives as Highly Potent Respiratory Syncytial Virus Fusion Inhibitors
  作者：Song Feng、Di Hong、Baoxia Wang、Xiufang Zheng、Kun Miao、Lisha Wang、Hongying Yun、Lu Gao、Shuhai Zhao、Hong C. Shen

  DOI：10.1021/acsmedchemlett.5b00008

  日期：2015.3.12

  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.