3-(benzylamino)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-7-carbonitrile | 1311992-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(benzylamino)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-7-carbonitrile
• CAS: 1311992-26-3
• 化学式: C₂₁H₁₅ClN₄
• 分子量: 358.83
• InChiKey: LKFXXWUNIITJAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 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：
  0.05
• 拓扑面积：
  53.12
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(benzylamino)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-7-carbonitrile 在 甲酸 、 30% Pd/C 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以46%的产率得到3-amino-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-7-carbonitrile
  参考文献：
  名称：

  Combinatorial Discovery of Fluorescent Pharmacophores by Multicomponent Reactions in Droplet Arrays

  摘要：

  Fluorescence imaging in clinical diagnostics and biomedical research relies to a great extent on the use of small organic fluorescent probes. Because of the difficulty of combining fluorescent and molecular-recognition properties, the development of such probes has been severely restricted to a number of well-known fluorescent scaffolds. Here we demonstrate that autofluorescing druglike molecules are a valuable source of bioimaging probes. Combinatorial synthesis and screening of chemical libraries in droplet microarrays allowed the identification of new types of fluorophores. Their concise and clean assembly by a multicomponent reaction presents a unique potential for the one-step synthesis of thousands of structurally diverse fluorescent molecules. Because they are based upon a druglike scaffold, these fluorophores retain their molecular recognition potential and can be used to design specific imaging probes.

  DOI：

  10.1021/ja204016e
• 作为产物：
  描述：

  苄异腈 、 4-氯苯甲醛 、 2-氨基-4-氰基吡啶 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以53%的产率得到3-(benzylamino)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-7-carbonitrile
  参考文献：
  名称：

  Combinatorial Discovery of Fluorescent Pharmacophores by Multicomponent Reactions in Droplet Arrays

  摘要：

  Fluorescence imaging in clinical diagnostics and biomedical research relies to a great extent on the use of small organic fluorescent probes. Because of the difficulty of combining fluorescent and molecular-recognition properties, the development of such probes has been severely restricted to a number of well-known fluorescent scaffolds. Here we demonstrate that autofluorescing druglike molecules are a valuable source of bioimaging probes. Combinatorial synthesis and screening of chemical libraries in droplet microarrays allowed the identification of new types of fluorophores. Their concise and clean assembly by a multicomponent reaction presents a unique potential for the one-step synthesis of thousands of structurally diverse fluorescent molecules. Because they are based upon a druglike scaffold, these fluorophores retain their molecular recognition potential and can be used to design specific imaging probes.

  DOI：

  10.1021/ja204016e