2-(benzimidazol-1-yl)-6-chloro-N-(5-methoxy-2-methylphenyl)pyrimidin-4-amine | 918870-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(benzimidazol-1-yl)-6-chloro-N-(5-methoxy-2-methylphenyl)pyrimidin-4-amine
• CAS: 918870-35-6
• 化学式: C₁₉H₁₆ClN₅O
• 分子量: 365.822
• InChiKey: FMAZGGUXSRCPNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  597.3±60.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  2-(benzimidazol-1-yl)-6-chloro-N-(5-methoxy-2-methylphenyl)pyrimidin-4-amine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到3-(2-(1H-benzo[d]imidazol-1-yl)-6-chloropyrimidin-4-ylamino)-4-methylphenol
  参考文献：
  名称：

  The development of 2-benzimidazole substituted pyrimidine based inhibitors of lymphocyte specific kinase (Lck)

  摘要：

  This communication details the synthesis, biological activity, and binding mode of a novel class of 2-benzimidazole substituted pyrimidines. The most potent analogs disclosed showed low nanomolar activity for the inhibition of Lck kinase and a representative analog was co-crystallized with Hck (a structurally related member of the Src family kinases).

  DOI：

  10.1016/j.bmcl.2006.08.132
• 作为产物：
  描述：

  5-甲氧基-2-甲基苯胺 在 Oxone 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(benzimidazol-1-yl)-6-chloro-N-(5-methoxy-2-methylphenyl)pyrimidin-4-amine
  参考文献：
  名称：

  The development of 2-benzimidazole substituted pyrimidine based inhibitors of lymphocyte specific kinase (Lck)

  摘要：

  This communication details the synthesis, biological activity, and binding mode of a novel class of 2-benzimidazole substituted pyrimidines. The most potent analogs disclosed showed low nanomolar activity for the inhibition of Lck kinase and a representative analog was co-crystallized with Hck (a structurally related member of the Src family kinases).

  DOI：

  10.1016/j.bmcl.2006.08.132

文献信息

• The development of 2-benzimidazole substituted pyrimidine based inhibitors of lymphocyte specific kinase (Lck)
  作者：Mark Sabat、John C. VanRens、Matthew J. Laufersweiler、Todd A. Brugel、Jennifer Maier、Adam Golebiowski、Biswanath De、Vijayasurian Easwaran、Lily C. Hsieh、Richard L. Walter、Marlene J. Mekel、Artem Evdokimov、Michael J. Janusz

  DOI：10.1016/j.bmcl.2006.08.132

  日期：2006.12

  This communication details the synthesis, biological activity, and binding mode of a novel class of 2-benzimidazole substituted pyrimidines. The most potent analogs disclosed showed low nanomolar activity for the inhibition of Lck kinase and a representative analog was co-crystallized with Hck (a structurally related member of the Src family kinases).