6-chloro-N-(2,6-dimethylphenyl)-1-(3-methoxy-3-methylbutyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine | 1099657-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 6-chloro-N-(2,6-dimethylphenyl)-1-(3-methoxy-3-methylbutyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine
• CAS: 1099657-40-5
• 化学式: C₁₉H₂₄ClN₅O
• 分子量: 373.885
• InChiKey: XDUGRUAOGUBRJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.86
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-哌嗪基苯胺 、 6-chloro-N-(2,6-dimethylphenyl)-1-(3-methoxy-3-methylbutyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine 在 三氟乙酸 作用下， 以 1,4-二氧六环 、 正丁醇 为溶剂， 生成 N3-(2,6-dimethyl-phenyl)-1-(3-methoxy-3-methylbutyl)-N6-(4-piperazin-1-yl-phenyl)-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamine
  参考文献：
  名称：

  Identification and optimization of N3,N6-diaryl-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamines as a novel class of ACK1 inhibitors

  摘要：

  A new series of pyrazolo[3,4-d]pyrimidine-3,6-diamines was designed and synthesized as potent and selective inhibitors of the nonreceptor tyrosine kinase, ACK1. These compounds arose from efforts to rigidify an earlier series of N-aryl pyrimidine-5-carboxamides. The synthesis and structure-activity relationships of this new series of inhibitors are reported. The most promising compounds were also profiled for their pharmacokinetic properties.

  DOI：

  10.1016/j.bmcl.2008.10.092
• 作为产物：
  描述：

  2-chloro-N-(2,6-dimethylphenyl)-4-(1-(3-methoxy-3-methylbutyl)hydrazineyl)pyrimidine-5-carboxamide 在 五氯化磷 作用下， 以 甲苯 为溶剂， 生成 6-chloro-N-(2,6-dimethylphenyl)-1-(3-methoxy-3-methylbutyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine
  参考文献：
  名称：

  Identification and optimization of N3,N6-diaryl-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamines as a novel class of ACK1 inhibitors

  摘要：

  A new series of pyrazolo[3,4-d]pyrimidine-3,6-diamines was designed and synthesized as potent and selective inhibitors of the nonreceptor tyrosine kinase, ACK1. These compounds arose from efforts to rigidify an earlier series of N-aryl pyrimidine-5-carboxamides. The synthesis and structure-activity relationships of this new series of inhibitors are reported. The most promising compounds were also profiled for their pharmacokinetic properties.

  DOI：

  10.1016/j.bmcl.2008.10.092