4-(4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl)pyridine | 956612-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl)pyridine
• 英文别名: 4-[4-(6-methoxy-2-naphthyl)-2-phenyl-1H-imidazol-5-yl]pyridine；4-[4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl]pyridine
• CAS: 956612-81-0
• 化学式: C₂₅H₁₉N₃O
• 分子量: 377.445
• InChiKey: DPJSQOJKUDXWPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-((6-methoxynaphthalen-2-yl)ethynyl)pyridine 在 potassium permanganate 、 ammonium acetate 、 氧气 作用下， 以 丙酮 、 正丁醇 为溶剂， 反应 6.0h， 生成 4-(4-(6-methoxynaphthalen-2-yl)-2-phenyl-1H-imidazol-5-yl)pyridine
  参考文献：
  名称：

  Trisubstituted Imidazoles as Mycobacterium tuberculosis Glutamine Synthetase Inhibitors

  摘要：

  Mycobacterium tuberculosis glutamine synthetase (MtGS) is a promising target for antituberculosis drug discovery. In a recent high-throughput screening study we identified several classes of MtGS inhibitors targeting the ATP-binding site. We now explore one of these classes, the 2-tert-butyl-4,5-diarylimidazoles, and present the design, synthesis, and X-ray crystallographic studies leading to the identification of MtGS inhibitors with submicromolar IC(50) values and promising antituberculosis MIC values.

  DOI：

  10.1021/jm201212h

文献信息

• Optimization of triarylimidazoles for Tie2: Influence of conformation on potency
  作者：Neil W. Johnson、Marcus Semones、Jerry L. Adams、Michael Hansbury、Jim Winkler

  DOI：10.1016/j.bmcl.2007.08.052

  日期：2007.10

  In an effort to understand the effect of N-alkylation of triarylimidazoles on Tie2 inhibition, ortho-substituted C-2 aryl analogs were synthesized to investigate the effect of different torsion angles on potency. This exercise resulted in the identification of a potent and selective tetrasubstituted imidazole that was efficacious in an animal model of angiogenesis. (c) 2007 Elsevier Ltd. All rights reserved.