(E)-3-(2-(2-methoxyquinolin-3-yl)vinyl)-5-phenyl-1,2,4-oxadiazole

• 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: (E)-3-(2-(2-methoxyquinolin-3-yl)vinyl)-5-phenyl-1,2,4-oxadiazole
• 英文别名: 3-[(E)-2-(2-methoxy-3-quinolyl)vinyl]-5-phenyl-1,2,4-oxadiazole；3-[(E)-2-(2-methoxyquinolin-3-yl)ethenyl]-5-phenyl-1,2,4-oxadiazole
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: BFXKHFPKEMSWBM-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-苯甲酰-1H-苯并三唑 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 (E)-3-(2-(2-methoxyquinolin-3-yl)vinyl)-5-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Identification of a novel class of quinoline–oxadiazole hybrids as anti-tuberculosis agents

  摘要：

  A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H(37)Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values < 0.5 mu M and selectivity index >500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.057

文献信息

• Identification of a novel class of quinoline–oxadiazole hybrids as anti-tuberculosis agents
  作者：Puneet P. Jain、Mariam S. Degani、Archana Raju、Aarti Anantram、Madhav Seervi、Sadhana Sathaye、Muktikanta Ray、M.G.R. Rajan

  DOI：10.1016/j.bmcl.2015.11.057

  日期：2016.1

  A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H(37)Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values < 0.5 mu M and selectivity index >500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents. (C) 2015 Elsevier Ltd. All rights reserved.