1-(but-3-enyl)-6-chloro-N-(2,6-dimethylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine | 927681-10-5

• 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: 1-(but-3-enyl)-6-chloro-N-(2,6-dimethylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine
• 英文别名: 1-but-3-enyl-6-chloro-N-(2,6-dimethylphenyl)pyrazolo[3,4-d]pyrimidin-3-amine
• CAS: 927681-10-5
• 化学式: C₁₇H₁₈ClN₅
• 分子量: 327.816
• InChiKey: BWTDLPFPSCIPIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(but-3-enyl)-6-chloro-N-(2,6-dimethylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-amine 、 苯胺 在 三氟乙酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 1-(but-3-enyl)-N3-(2,6-dimethylphenyl)-N6-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamine
  参考文献：
  名称：

  WO2007/24680

  摘要：

  公开号：
• 作为产物：
  描述：

  4-(1-(but-3-enyl)hydrazinyl)-2-chloro-N-(2,6-dimethylphenyl)pyrimidine-5-carboxamide 在 五氯化磷 作用下， 以 甲苯 为溶剂， 生成 1-(but-3-enyl)-6-chloro-N-(2,6-dimethylphenyl)-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

文献信息

• Pyrazolopyridine and pyrazolopyrimidine compounds
  申请人：Buchanan L. John

  公开号：US20070072851A1

  公开（公告）日：2007-03-29

  The present invention relates to compounds of Formula I or a stereomer, a tautomer, a solvate, a pharmaceutically acceptable salt, or a prodrug thereof, pharmaceutical formulations containing the compounds, methods of treatments using the compounds, for example, protein tyrosine kinase-associated disorders such as immunologic and oncologic disorders and methods of preparing medicaments comprising the compounds.

  本发明涉及公式I的化合物，或其立体异构体、互变异构体、溶剂化物、药学上可接受的盐或前药，含有该化合物的制药配方，使用该化合物进行治疗的方法，例如与蛋白酪氨酸激酶相关的疾病，如免疫和肿瘤疾病，以及制备含有该化合物的药物的方法。
• Substituted pyrazolo[3,4-d]pyrimidines as ACK-1 and LCK inhibitors
  申请人：Amgen Inc.

  公开号：US07763624B2

  公开（公告）日：2010-07-27

  The present invention relates to compounds of Formula I or a stereomer, a tautomer, a solvate, a pharmaceutically acceptable salt, or a prodrug thereof, pharmaceutical formulations containing the compounds, methods of treatments using the compounds, for example, protein tyrosine kinase-associated disorders such as immunologic and oncologic disorders and methods of preparing medicaments comprising the compounds.

  本发明涉及I式化合物或其立体异构体、互变异构体、溶剂化物、药学上可接受的盐或其前药，含有该化合物的制药组合物，使用该化合物的治疗方法，例如，蛋白酪氨酸激酶相关疾病，如免疫学和肿瘤学疾病，以及制备含有该化合物的药物的方法。
• WO2007/24680
  申请人：——

  公开号：——

  公开（公告）日：——
• US7763624B2
  申请人：——

  公开号：US7763624B2

  公开（公告）日：2010-07-27
• Identification and optimization of N3,N6-diaryl-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamines as a novel class of ACK1 inhibitors
  作者：David J. Kopecky、Xiaolin Hao、Yi Chen、Jiasheng Fu、XianYun Jiao、Juan C. Jaen、Mario G. Cardozo、Jinsong Liu、Zhulun Wang、Nigel P.C. Walker、Holger Wesche、Shyun Li、Ellyn Farrelly、Shou-Hua Xiao、Frank Kayser

  DOI：10.1016/j.bmcl.2008.10.092

  日期：2008.12

  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.