6,8-Difluoro-1-iodoimidazo[1,5-A]pyridine | 1431163-22-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6,8-Difluoro-1-iodoimidazo[1,5-A]pyridine
• CAS: 1431163-22-2
• 化学式: C₇H₃F₂IN₂
• 分子量: 280.016
• InChiKey: NWXCJSPMKHNIGQ-UHFFFAOYSA-N

物化性质

• 密度：
  2.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,8-Difluoro-1-iodoimidazo[1,5-A]pyridine 在 isopropyl magnesium chloride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome

  摘要：

  Using a structure based design approach we have identified a series of indazole substituted pyrrolopyrazines, which are potent inhibitors of JAK3. Intramolecular electronic repulsion was used as a strategy to induce a strong conformational bias within the ligand. Compounds bearing this conformation participated in a favorable hydrophobic interaction with a cysteine residue in the JAK3 binding pocket, which imparted high selectivity versus the kinome and improved selectivity within the JAK family. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.012
• 作为产物：
  描述：

  2-氰基-3,5-二氟吡啶 在 盐酸 、 palladium on activated charcoal 、 氢气 、 碘 、 碳酸氢钠 、 三氯氧磷 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 20.0~110.0 ℃ 、310.27 kPa 条件下， 反应 3.5h， 生成 6,8-Difluoro-1-iodoimidazo[1,5-A]pyridine
  参考文献：
  名称：

  Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome

  摘要：

  Using a structure based design approach we have identified a series of indazole substituted pyrrolopyrazines, which are potent inhibitors of JAK3. Intramolecular electronic repulsion was used as a strategy to induce a strong conformational bias within the ligand. Compounds bearing this conformation participated in a favorable hydrophobic interaction with a cysteine residue in the JAK3 binding pocket, which imparted high selectivity versus the kinome and improved selectivity within the JAK family. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.012