2-(2-(2-hydroxy-4-methylphenyl)-7-(methoxycarbonyl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate | 1311992-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-(2-hydroxy-4-methylphenyl)-7-(methoxycarbonyl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate
• CAS: 1311992-45-6
• 化学式: C₂HF₃O₂*C₁₈H₁₇N₃O₅
• 分子量: 469.374
• InChiKey: JREHUJWJAIZKJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  150.46
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-hydroxy-4-methylphenyl)-7-(methoxycarbonyl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate 、 二正丙胺 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以57%的产率得到methyl 3-((2-(dipropylamino)-2-oxoethyl)amino)-2-(2-hydroxy-4-methylphenyl)imidazo[1,2-a]pyridine-7-carboxylate
  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：

  2-羟基-4-甲基苯甲醛 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(2-(2-hydroxy-4-methylphenyl)-7-(methoxycarbonyl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate
  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