2-(allyloxy)-4-(4-methylpent-3-enyloxy) quinoline | 1228185-75-8

• 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-(allyloxy)-4-(4-methylpent-3-enyloxy) quinoline
• 英文别名: 2-Allyloxy-4-(4-methylpent-3-enoxy)quinoline；4-(4-methylpent-3-enoxy)-2-prop-2-enoxyquinoline
• CAS: 1228185-75-8
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: ILUJCPFSDYETHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-((4-methylpent-3-en-1-yl)oxy)quinolin-2(1H)-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以69%的产率得到2-(allyloxy)-4-(4-methylpent-3-enyloxy) quinoline
  参考文献：
  名称：

  Synthesis and anti-HIV activity of alkylated quinoline 2,4-diols

  摘要：

  Naturally occurring quinolone alkaloids, buchapine (1) and compound 2 were synthesized as reported in literature and evaluated for anti-HIV potential in human CD4+ T cell line CEM-GFP, infected with HIV-1(NL4.3) virus by p24 antigen capture ELISA assay. The compounds 1 and 2 showed potent inhibitory activity with IC50 value of 2.99 and 3.80 mu M, respectively. Further, 45 alkylated derivatives of quinoline 2,4-diol were synthesized and tested for anti-HIV potential in human CD4+ T cell line CEM-GFP. Among these, 13 derivatives have shown more than 60% inhibition. We have identified three most potent inhibitors 6, 9 and 23; compound 6 was found to be more potent than lead molecule 1 with IC50 value of 2.35 mu M and had better therapeutic index (26.64) as compared to AZT (23.07). Five derivatives 7, 19a, 19d, 21 and 24 have displayed good noticeable anti-HIV activity. All active compounds showed higher CC50 values which indicate that they have better therapeutic indices. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.015