N-benzyl-6-methyl-2-(naphthalene-2-yl)imidazo[1,2-a]pyridine-3-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-benzyl-6-methyl-2-(naphthalene-2-yl)imidazo[1,2-a]pyridine-3-amine
• 英文别名: N-benzyl-6-methyl-2-naphthalen-2-ylimidazo[1,2-a]pyridin-3-amine
• 化学式: C₂₅H₂₁N₃
• 分子量: 363.462
• InChiKey: BQKJEGPNOWKTSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苄异腈 、 (5-methyl-pyridin-2-yl)-naphthalen-2-ylmethylene-amine 以 甲醇 为溶剂， 以197 mg的产率得到N-benzyl-6-methyl-2-(naphthalene-2-yl)imidazo[1,2-a]pyridine-3-amine
  参考文献：
  名称：

  Nonacidic Farnesoid X Receptor Modulators

  摘要：

  As a cellular bile acid sensor, farnesoid X receptor (FXR) participates in regulation of bile acid, lipid and glucose homeostasis, and liver protection. Clinical results have validated FXR as therapeutic target in hepatic and metabolic diseases. To date, potent FXR agonists share a negatively ionizable function that might compromise their pharmacokinetic distribution and behavior. Here we report the development and characterization of a high-affinity FXR modulator not comprising an acidic residue.

  DOI：

  10.1021/acs.jmedchem.7b00903

文献信息

• Microwave-assisted multi-component synthesis of fused 3-aminoimidazoles
  作者：Sarah M. Ireland、Heather Tye、Mark Whittaker

  DOI：10.1016/s0040-4039(03)00941-9

  日期：2003.6

  A variety of fused 3-aminoimidazoles have been synthesised by a microwave assisted Ugi three-component Coupling (3cc) reaction catalysed by scandium triflate in methanol as solvent. Yields of 33-93% have been achieved after just 10 mill of microwave irradiation using a simple one-stage procedure. The methodology described is suitable for the rapid and efficient synthesis of a range of fused heterocycles of pharmacological interest. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Nonacidic Farnesoid X Receptor Modulators
  作者：Daniel Flesch、Sun-Yee Cheung、Jurema Schmidt、Matthias Gabler、Pascal Heitel、Jan Kramer、Astrid Kaiser、Markus Hartmann、Mara Lindner、Kerstin Lüddens-Dämgen、Jan Heering、Christina Lamers、Hartmut Lüddens、Mario Wurglics、Ewgenij Proschak、Manfred Schubert-Zsilavecz、Daniel Merk

  DOI：10.1021/acs.jmedchem.7b00903

  日期：2017.8.24

  As a cellular bile acid sensor, farnesoid X receptor (FXR) participates in regulation of bile acid, lipid and glucose homeostasis, and liver protection. Clinical results have validated FXR as therapeutic target in hepatic and metabolic diseases. To date, potent FXR agonists share a negatively ionizable function that might compromise their pharmacokinetic distribution and behavior. Here we report the development and characterization of a high-affinity FXR modulator not comprising an acidic residue.