methyl 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-7-carboxylate | 1311991-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-7-carboxylate
• 英文别名: Methyl 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-7-carboxylate
• CAS: 1311991-67-9
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: GMBDMRWBWXBGNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-7-carboxylate 在 lithium aluminium tetrahydride 、 氯化亚砜 、 苄基三乙基氯化铵 、 水 、 caesium carbonate 、 potassium iodide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Discovery of novel potent GPR40 agonists containing imidazo[1,2-a]pyridine core as antidiabetic agents

  摘要：

  Free fatty acid receptor 1 (FFA1 or GPR40) has been studied for many years as a target for the treatment of type 2 diabetes mellitus. In order to increase potency and reduce hepatotoxicity, a series of novel compounds containing imidazo[1,2-a]pyridine scaffold as GPR40 agonist were synthesized. Compound I-14 was identified as an effective agonist as shown by the conspicuous drop in blood glucose in normal and diabetic mice. It had no risk of hepatotoxicity compared with TAK-875. Moreover, good pharmacokinetic (PK) properties of I-14 were observed (CL = 27.26 ml/h/kg, t1/2 = 5.93 h). The results indicate that I-14 could serve as a possible candidate to treat diabetes.

  DOI：

  10.1016/j.bmc.2020.115574
• 作为产物：
  描述：

  对甲氧基苯乙酮 在 sodium carbonate 、 copper(ll) bromide 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 生成 methyl 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-7-carboxylate
  参考文献：
  名称：

  Discovery of novel potent GPR40 agonists containing imidazo[1,2-a]pyridine core as antidiabetic agents

  摘要：

  Free fatty acid receptor 1 (FFA1 or GPR40) has been studied for many years as a target for the treatment of type 2 diabetes mellitus. In order to increase potency and reduce hepatotoxicity, a series of novel compounds containing imidazo[1,2-a]pyridine scaffold as GPR40 agonist were synthesized. Compound I-14 was identified as an effective agonist as shown by the conspicuous drop in blood glucose in normal and diabetic mice. It had no risk of hepatotoxicity compared with TAK-875. Moreover, good pharmacokinetic (PK) properties of I-14 were observed (CL = 27.26 ml/h/kg, t1/2 = 5.93 h). The results indicate that I-14 could serve as a possible candidate to treat diabetes.

  DOI：

  10.1016/j.bmc.2020.115574

文献信息

• Combinatorial Discovery of Fluorescent Pharmacophores by Multicomponent Reactions in Droplet Arrays
  作者：Olga N. Burchak、Laurent Mugherli、Mariano Ostuni、Jean Jacques Lacapère、Maxim Y. Balakirev

  DOI：10.1021/ja204016e

  日期：2011.7.6

  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.