(E)-2-(7-(methoxycarbonyl)-2-(4-methoxystyryl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate | 1311992-40-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-2-(7-(methoxycarbonyl)-2-(4-methoxystyryl)imidazo[1,2-a]pyridin-3-ylamino)acetic acid trifluoroacetate
• CAS: 1311992-40-1
• 化学式: C₂HF₃O₂*C₂₀H₁₉N₃O₅
• 分子量: 495.412
• InChiKey: GDRLUBHFUORFFC-HAAWTFQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  139.46
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(7-(methoxycarbonyl)-2-(4-methoxystyryl)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54%的产率得到(E)-methyl 3-(2-(dipropylamino)-2-oxoethylamino)-2-(4-methoxystyryl)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-氨基异烟酸甲酯 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-2-(7-(methoxycarbonyl)-2-(4-methoxystyryl)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