N-(3-((1H-benzo[d]imidazol-2-yl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide | 1202482-56-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-((1H-benzo[d]imidazol-2-yl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide
• CAS: 1202482-56-1
• 化学式: C₂₂H₁₇F₃N₄O
• 分子量: 410.398
• InChiKey: GDHOTOMWQVMVQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  69.81
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,6-二氯嘧啶 、 N-(3-((1H-benzo[d]imidazol-2-yl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以80%的产率得到N-{3-[1-(6-chloro-pyrimidin-4-yl)-1H-benzoimidazol-2-ylamino]-4-methyl-phenyl}-3-trifluoromethyl-benzamide
  参考文献：
  名称：

  Discovery of pyrimidine benzimidazoles as Src-family selective Lck inhibitors. Part II

  摘要：

  A series of 4-amino-6-benzimidazole-pyrimidines was designed to target lymphocyte-specific tyrosine kinase (Lck), a member of the Src-family kinases (SFKs). These type II inhibitors were optimized using a cellular Lck-dependent proliferation assay and are capable of inhibiting Lck at single-digit nanomolar concentrations. This scaffold is likely to serve a valuable template for developing potent inhibitors of a number of SFKs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.123
• 作为产物：
  描述：

  2-氯苯并咪唑 、 N-(3-氨基-4-甲基苯基)-3-(三氟甲基)苯甲酰胺 在 甲烷磺酸 作用下， 以 1,3-dimethyl-2-imidazolinone 为溶剂， 反应 2.0h， 以88%的产率得到N-(3-((1H-benzo[d]imidazol-2-yl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Discovery of pyrimidine benzimidazoles as Src-family selective Lck inhibitors. Part II

  摘要：

  A series of 4-amino-6-benzimidazole-pyrimidines was designed to target lymphocyte-specific tyrosine kinase (Lck), a member of the Src-family kinases (SFKs). These type II inhibitors were optimized using a cellular Lck-dependent proliferation assay and are capable of inhibiting Lck at single-digit nanomolar concentrations. This scaffold is likely to serve a valuable template for developing potent inhibitors of a number of SFKs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.123