N-{2-chloro-6-[difluoro(4-fluorophenyl)methyl]-4-pyrimidinyl}-6-(methyloxy)-1,3-benzothiazol-2-amine | 1246034-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-{2-chloro-6-[difluoro(4-fluorophenyl)methyl]-4-pyrimidinyl}-6-(methyloxy)-1,3-benzothiazol-2-amine
• 英文别名: N-[2-chloro-6-[difluoro-(4-fluorophenyl)methyl]pyrimidin-4-yl]-6-methoxy-1,3-benzothiazol-2-amine
• CAS: 1246034-23-0
• 化学式: C₁₉H₁₂ClF₃N₄OS
• 分子量: 436.845
• InChiKey: AVZRACWENAMHRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  88.2
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-{2-chloro-6-[difluoro(4-fluorophenyl)methyl]-4-pyrimidinyl}-6-(methyloxy)-1,3-benzothiazol-2-amine 、 trans-4-Aminocyclohexanol 在 N,N-二异丙基乙胺 作用下， 以 异丙醇 为溶剂， 生成 C₂₅H₂₄F₃N₅O₂S
  参考文献：
  名称：

  Identification of a Novel and Selective Series of Itk Inhibitors via a Template-Hopping Strategy

  摘要：

  Inhibition of Itk potentially constitutes a novel, nonsteroidal treatment for asthma and other T-cell mediated diseases. In-house kinase cross-screening resulted in the identification of an aminopyrazole-based series of Itk inhibitors. Initial work on this series highlighted selectivity issues with several other kinases, particularly AurA and AurB. A template-hopping strategy was used to identify a series of aminobenzothiazole Itk inhibitors, which utilized an inherently more selective hinge binding motif Crystallography and modeling were used to rationalize the observed selectivity. Initial exploration of the SAR around this series identified potent Itk inhibitors in both enzyme and cellular assays.

  DOI：

  10.1021/ml400206q

文献信息

• [EN] PYRIMIDINE DERIVATIVES USED AS ITK INHIBITORS<br/>[FR] DÉRIVÉS DE PYRIMIDINE UTILISÉS COMME INHIBITEURS DE LTK
  申请人：GLAXO GROUP LTD

  公开号：WO2010106016A1

  公开（公告）日：2010-09-23

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I): and salts thereof. The compounds of the invention are inhibitors of kinase activity, in particular ltk activity.

  本发明涉及某些新颖化合物。具体而言，本发明涉及以下公式（I）的化合物及其盐类。发明的化合物是激酶活性的抑制剂，特别是ltk活性的抑制剂。
• PYRIMIDINE DERIVATIVES USED AS ITK INHIBITORS
  申请人：Alder Catherine Mary

  公开号：US20120058984A1

  公开（公告）日：2012-03-08

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I): and salts thereof. The compounds of the invention are inhibitors of kinase activity, in particular Itk activity.

  本发明涉及某些新型化合物。具体而言，本发明涉及公式（I）的化合物及其盐。本发明的化合物是激酶活性抑制剂，特别是Itk活性抑制剂。
• Identification of a Novel and Selective Series of Itk Inhibitors via a Template-Hopping Strategy
  作者：Catherine M. Alder、Martin Ambler、Amanda J. Campbell、Aurelie C. Champigny、Angela M. Deakin、John D. Harling、Carol A. Harris、Tim Longstaff、Sean Lynn、Aoife C. Maxwell、Chris J. Mooney、Callum Scullion、Onkar M. P. Singh、Ian E. D. Smith、Donald O. Somers、Christopher J. Tame、Gareth Wayne、Caroline Wilson、James M. Woolven

  DOI：10.1021/ml400206q

  日期：2013.10.10

  Inhibition of Itk potentially constitutes a novel, nonsteroidal treatment for asthma and other T-cell mediated diseases. In-house kinase cross-screening resulted in the identification of an aminopyrazole-based series of Itk inhibitors. Initial work on this series highlighted selectivity issues with several other kinases, particularly AurA and AurB. A template-hopping strategy was used to identify a series of aminobenzothiazole Itk inhibitors, which utilized an inherently more selective hinge binding motif Crystallography and modeling were used to rationalize the observed selectivity. Initial exploration of the SAR around this series identified potent Itk inhibitors in both enzyme and cellular assays.