3-(2-(1H-benzo[d]imidazol-1-yl)-6-chloropyrimidin-4-ylamino)-4-methylphenol | 918870-36-7

• 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: 3-(2-(1H-benzo[d]imidazol-1-yl)-6-chloropyrimidin-4-ylamino)-4-methylphenol
• 英文别名: 3-[[2-(benzimidazol-1-yl)-6-chloropyrimidin-4-yl]amino]-4-methylphenol
• CAS: 918870-36-7
• 化学式: C₁₈H₁₄ClN₅O
• 分子量: 351.795
• InChiKey: PVESGQMXHABCTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-(1H-benzo[d]imidazol-1-yl)-6-chloropyrimidin-4-ylamino)-4-methylphenol 在 氨 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 0.25h， 生成 3-(6-amino-2-benzoimidazol-1-yl-pyrimidin-4-ylamino)-4-methyl-phenol
  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：

  (6-chloro-2-methylsulfanyl-pyrimidin-4-yl)-(5-methoxy-2-methyl-phenyl)-amine 在 Oxone 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 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

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).