N-benzyl-7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxamide | 1300029-62-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-benzyl-7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxamide
• 英文别名: N-benzyl-7-methyl-2-phenyl-imidazo[1,2-a]pyridine-3-carboxamide
• CAS: 1300029-62-2
• 化学式: C₂₂H₁₉N₃O
• 分子量: 341.412
• InChiKey: WWICBPOCFFKZAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苄胺 、 7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以80%的产率得到N-benzyl-7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxamide
  参考文献：
  名称：

  Generation and exploration of new classes of antitubercular agents: The optimization of oxazolines, oxazoles, thiazolines, thiazoles to imidazo[1,2-a]pyridines and isomeric 5,6-fused scaffolds

  摘要：

  Tuberculosis (TB) is a devastating disease resulting in a death every 20 s. Thus, new drugs are urgently needed. Herein we report ten classes of compounds-oxazoline, oxazole, thiazoline, thiazole, pyrazole, pyridine, isoxazole,imidazo[1,2-a] pyridine, imidazo[1,2-a] pyrimidine and imidazo[1,2-c] pyrimidine-which have good (micromolar) to excellent (sub-micromolar) antitubercular potency. The 5,6-fused heteroaromatic compounds were the most potent with MIC's as low as < 0.195 mu M (9 and 11). Overall, the imidazo[1,2-a] pyridine class was determined to be most promising, with potency similar to isoniazid and PA-824 against replicating Mtb H(37)Rv, clinically relevant drug sensitive, multi-and extensively resistant Mtb strains as well as having good in vitro metabolic stability. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.025

文献信息

• IMIDAZO[1,2-A]PYRIDINE COMPOUNDS, SYNTHESIS THEREOF, AND METHODS OF USING SAME
  申请人：University of Notre Dame du Lac

  公开号：EP3257854A1

  公开（公告）日：2017-12-20

  Embodiments relate to the field of chemistry and biochemistry, and, more specifically, to imidazopyridine compounds, synthesis thereof, and methods of using same. Disclosed herein are various imidazo[1,2-a]pyridine compounds and methods of using the novel compounds to treat or prevent tuberculosis in a subject or to inhibit fungal growth on plant species. Other embodiments include methods of synthesizing imidazo[1,2-a]pyridine compounds, such as the disclosed imidazo[1,2-a]pyridine compounds.

  本发明实施例涉及化学和生物化学领域，更具体地说，涉及咪唑并吡啶化合物、其合成及其使用方法。本发明公开了各种咪唑并[1,2-a]吡啶化合物以及使用这些新型化合物治疗或预防受试者的结核病或抑制植物真菌生长的方法。其他实施方案包括合成咪唑并[1,2-a]吡啶化合物的方法，例如所公开的咪唑并[1,2-a]吡啶化合物。