4-(5-chloro-4-iodo-1,2-oxazol-3-yl)-N-(4-morpholin-4-ylphenyl)pyridin-2-amine | 1531596-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(5-chloro-4-iodo-1,2-oxazol-3-yl)-N-(4-morpholin-4-ylphenyl)pyridin-2-amine
• CAS: 1531596-64-1
• 化学式: C₁₈H₁₆ClIN₄O₂
• 分子量: 482.708
• InChiKey: ZYSJCALTJNCGNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(5-chloro-4-iodo-1,2-oxazol-3-yl)-N-(4-morpholin-4-ylphenyl)pyridin-2-amine 在 四(三苯基膦)钯 、 sodium carbonate 、 三乙胺 作用下， 以 乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 4-(4-fluorophenyl)-N-methyl-3-[2-(4-morpholin-4-ylanilino)pyridin-4-yl]-1,2-oxazol-5-amine
  参考文献：
  名称：

  Synthesis and SAR of novel isoxazoles as potent c-jun N-terminal kinase (JNK) inhibitors

  摘要：

  The design and synthesis of isoxazole 3 is described, a potent JNK inhibitor with two fold selectivity over p38. Optimization of this scaffold led to compounds 27 and 28 which showed greatly improved selectivity over p38 by maintaining the JNK3 potency of compound 3. Extensive SAR studies will be described as well as preliminary in vivo data of the two lead compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.052
• 作为产物：
  描述：

  在 tris-(dibenzylideneacetone)dipalladium(0) 、 一氯化碘 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 4-(5-chloro-4-iodo-1,2-oxazol-3-yl)-N-(4-morpholin-4-ylphenyl)pyridin-2-amine
  参考文献：
  名称：

  Synthesis and SAR of novel isoxazoles as potent c-jun N-terminal kinase (JNK) inhibitors

  摘要：

  The design and synthesis of isoxazole 3 is described, a potent JNK inhibitor with two fold selectivity over p38. Optimization of this scaffold led to compounds 27 and 28 which showed greatly improved selectivity over p38 by maintaining the JNK3 potency of compound 3. Extensive SAR studies will be described as well as preliminary in vivo data of the two lead compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.052