N-(4-fluorophenyl)-2-(4-methylpiperazin-1-yl)pyrimidin-4-amine | 898805-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-(4-fluorophenyl)-2-(4-methylpiperazin-1-yl)pyrimidin-4-amine
• CAS: 898805-65-7
• 化学式: C₁₅H₁₈FN₅
• 分子量: 287.34
• InChiKey: DSUZZVXIWYNEEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.29
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(4-fluorophenyl)-2-(4-methylpiperazin-1-yl)pyrimidin-4-amine 、 1,2,4-三氯萘 以 1,2-二氯乙烷 为溶剂， 生成 3-(2-Chlorophenyl)-1-(4-fluorophenyl)-1-[2-(4-methylpiperazin-1-yl)pyrimidin-4-yl]urea
  参考文献：
  名称：

  Development of N-2,4-pyrimidine-N-phenyl-N′-phenyl ureas as inhibitors of tumor necrosis factor alpha (TNF-α) synthesis. Part 1

  摘要：

  A new class of tumor necrosis factor alpha (TNF-alpha) synthesis inhibitors based on an N-2,4-pyrimidine-N-phenyl-N'-phenyl urea scaffold is described. Many of these compounds showed low-nanomolar activity against lipopolysaccharide stimulated TNF-alpha production. X-ray co-crystallization studies with mutated p38alpha showed that these trisubstituted ureas interact with the ATP-binding pocket in a pseudo-bicyclic conformation brought about by the presence of an intramolecular hydrogen bonding interaction.

  DOI：

  10.1016/j.bmcl.2006.03.095
• 作为产物：
  描述：

  4-氟苯胺 在 sodium carbonate 、 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 、 乙醇 为溶剂， 生成 N-(4-fluorophenyl)-2-(4-methylpiperazin-1-yl)pyrimidin-4-amine
  参考文献：
  名称：

  Development of N-2,4-pyrimidine-N-phenyl-N′-phenyl ureas as inhibitors of tumor necrosis factor alpha (TNF-α) synthesis. Part 1

  摘要：

  A new class of tumor necrosis factor alpha (TNF-alpha) synthesis inhibitors based on an N-2,4-pyrimidine-N-phenyl-N'-phenyl urea scaffold is described. Many of these compounds showed low-nanomolar activity against lipopolysaccharide stimulated TNF-alpha production. X-ray co-crystallization studies with mutated p38alpha showed that these trisubstituted ureas interact with the ATP-binding pocket in a pseudo-bicyclic conformation brought about by the presence of an intramolecular hydrogen bonding interaction.

  DOI：

  10.1016/j.bmcl.2006.03.095