4-cyano-N-(5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-4',4'-dimethyl-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide | 1238244-37-5

• 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: 4-cyano-N-(5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-4',4'-dimethyl-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide
• CAS: 1238244-37-5
• 化学式: C₃₀H₄₃BN₄O₄Si
• 分子量: 562.592
• InChiKey: USUGQQDFEWYOHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  40.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  98.4
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5-溴-2-甲氧基吡啶 、 4-cyano-N-(5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-4',4'-dimethyl-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide 在 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-4-(6-methoxy-pyridin-3-yl)-phenyl]-amide
  参考文献：
  名称：

  Reducing ion channel activity in a series of 4-heterocyclic arylamide FMS inhibitors

  摘要：

  During efforts to improve the bioavailability of FMS kinase inhibitors 1 and 2, a series of saturated and aromatic 4-heterocycles of reduced basicity were prepared and evaluated in an attempt to also improve the cardiovascular safety profile over lead arylamide 1, which possessed ion channel activity. The resultant compounds retained excellent potency and exhibited diminished ion channel activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.013
• 作为产物：
  描述：

  4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [4-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-amide 、 联硼酸新戊二醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-cyano-N-(5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-4',4'-dimethyl-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide
  参考文献：
  名称：

  Reducing ion channel activity in a series of 4-heterocyclic arylamide FMS inhibitors

  摘要：

  During efforts to improve the bioavailability of FMS kinase inhibitors 1 and 2, a series of saturated and aromatic 4-heterocycles of reduced basicity were prepared and evaluated in an attempt to also improve the cardiovascular safety profile over lead arylamide 1, which possessed ion channel activity. The resultant compounds retained excellent potency and exhibited diminished ion channel activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.013