2-(2-((2-methylbenzyl)oxy)phenyl)oxazolo[5,4-b]pyridine

• 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-((2-methylbenzyl)oxy)phenyl)oxazolo[5,4-b]pyridine
• 英文别名: 2-{2-[(2-methylphenyl)methoxy]phenyl}-[1,3]oxazolo[5,4-b]pyridine；2-[2-[(2-Methylphenyl)methoxy]phenyl]-[1,3]oxazolo[5,4-b]pyridine；2-[2-[(2-methylphenyl)methoxy]phenyl]-[1,3]oxazolo[5,4-b]pyridine
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: IWDAAYPMURJDQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻三氟甲基苯酚 在 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 生成 2-(2-((2-methylbenzyl)oxy)phenyl)oxazolo[5,4-b]pyridine
  参考文献：
  名称：

  Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine

  摘要：

  Sphingomyelin synthase (SMS) is a key enzyme in sphingomyelin biosynthetic pathway, whose activity is highly related to the atherosclerosis progression. SMS2 could serve as a promising therapeutic target for atherosclerosis. Based on the structure of lead compound D2, a series of oxazolopyridine derivatives were designed, synthesized, and their inhibitory activities against purified SMS1 and SMS2 enzymes were evaluated respectively. The representative molecules QY4 and QY16 possess micromolar inhibitory activities against SMS2 and excellent isoform preferences over SMS1, qualified to be selected as potential molecules in further discovery of specific SMS2 inhibitors. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.05.074

文献信息

• Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine
  作者：Xiang-Yu Qi、Yang Cao、Ya-Li Li、Ming-Guang Mo、Lu Zhou、De-Yong Ye

  DOI：10.1016/j.bmcl.2017.05.074

  日期：2017.8

  Sphingomyelin synthase (SMS) is a key enzyme in sphingomyelin biosynthetic pathway, whose activity is highly related to the atherosclerosis progression. SMS2 could serve as a promising therapeutic target for atherosclerosis. Based on the structure of lead compound D2, a series of oxazolopyridine derivatives were designed, synthesized, and their inhibitory activities against purified SMS1 and SMS2 enzymes were evaluated respectively. The representative molecules QY4 and QY16 possess micromolar inhibitory activities against SMS2 and excellent isoform preferences over SMS1, qualified to be selected as potential molecules in further discovery of specific SMS2 inhibitors. (C) 2017 Elsevier Ltd. All rights reserved.