2-(6-bromoquinolin-3-yl)-N-(4-fluorophenyl)-6-(6-methyl-1H-benzo[d]imidazol-2-yl)imidazo[1,2-a]pyridin-3-amine | 1297399-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(6-bromoquinolin-3-yl)-N-(4-fluorophenyl)-6-(6-methyl-1H-benzo[d]imidazol-2-yl)imidazo[1,2-a]pyridin-3-amine
• 英文别名: 2-(6-bromoquinolin-3-yl)-N-(4-fluorophenyl)-6-(6-methyl-1H-benzimidazol-2-yl)imidazo[1,2-a]pyridin-3-amine
• CAS: 1297399-16-6
• 化学式: C₃₀H₂₀BrFN₆
• 分子量: 563.431
• InChiKey: XZZSNRPZNFQNIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氨基烟酸 在 溶剂黄146 、 N,N-二异丙基乙胺 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.67h， 生成 2-(6-bromoquinolin-3-yl)-N-(4-fluorophenyl)-6-(6-methyl-1H-benzo[d]imidazol-2-yl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  Design, synthesis and in vitro antimicrobial evaluation of novel Imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole motifs

  摘要：

  New antimicrobial agents, imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole, have been synthesized. Their antimicrobial activities were conducted against various Gram-positive, Gram-negative bacteria and fungi. Compounds 6c, 7a, 10b, 11a, 12b, 14a, 14b, 15a and 15b, exerted strong inhibition of the investigated bacterial and fungal strains compared to control antibiotics amoxicillin and cefixime and the antifungal agent fluconazole. Results from this study showed that the nature of the substituents on the armed aryl groups determines the extent of the activity of the fused imidazopyridine and/or imidazobenzothiazole derivatives. Preliminary structure activity observations revealed that bromo-fluoro substituents enhanced the antimicrobial activity significantly compared to other substituents. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.051

文献信息

• Design, synthesis and in vitro antimicrobial evaluation of novel Imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole motifs
  作者：Taleb H. Al-Tel、Raed A. Al-Qawasmeh、Rania Zaarour

  DOI：10.1016/j.ejmech.2011.02.051

  日期：2011.5

  New antimicrobial agents, imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole, have been synthesized. Their antimicrobial activities were conducted against various Gram-positive, Gram-negative bacteria and fungi. Compounds 6c, 7a, 10b, 11a, 12b, 14a, 14b, 15a and 15b, exerted strong inhibition of the investigated bacterial and fungal strains compared to control antibiotics amoxicillin and cefixime and the antifungal agent fluconazole. Results from this study showed that the nature of the substituents on the armed aryl groups determines the extent of the activity of the fused imidazopyridine and/or imidazobenzothiazole derivatives. Preliminary structure activity observations revealed that bromo-fluoro substituents enhanced the antimicrobial activity significantly compared to other substituents. (C) 2011 Elsevier Masson SAS. All rights reserved.