5,8-Dimethoxy-2-(2-naphthyl)quinoline | 618886-14-9

• 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: 5,8-Dimethoxy-2-(2-naphthyl)quinoline
• 英文别名: 5,8-dimethoxy-2-naphthalen-2-ylquinoline
• CAS: 618886-14-9
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: SIQALAOLEGJQQR-UHFFFAOYSA-N

物化性质

• 沸点：
  510.7±45.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,8-Dimethoxy-2-(2-naphthyl)quinoline 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 0.75h， 生成 2-naphthalen-2-ylquinoline-5,8-dione
  参考文献：
  名称：

  Design of quinolinedione-Based geldanamycin analogues

  摘要：

  Quinoline-5,8-dione-based compounds were designed from the structure of the geldanamycin-bound Hsp-90 active site. The active site model predicted that aromatic substituents should be present at the 2-position, to take advantage of a hydrophobic pocket, and amino substituents should be present at the 6- or 7-position. COMPARE analysis revealed that the LC50 profile of 2-phenyl-6-(2-chloroethylamino)quinoline-5,8-dione has the highest geldanamycin-like activity (0.74 correlation coefficient). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00650-4
• 作为产物：
  描述：

  2-amino-3,6-dimethoxylbenzaldehyde 、 2-萘乙酮 在 base 作用下， 生成 5,8-Dimethoxy-2-(2-naphthyl)quinoline
  参考文献：
  名称：

  Design of quinolinedione-Based geldanamycin analogues

  摘要：

  Quinoline-5,8-dione-based compounds were designed from the structure of the geldanamycin-bound Hsp-90 active site. The active site model predicted that aromatic substituents should be present at the 2-position, to take advantage of a hydrophobic pocket, and amino substituents should be present at the 6- or 7-position. COMPARE analysis revealed that the LC50 profile of 2-phenyl-6-(2-chloroethylamino)quinoline-5,8-dione has the highest geldanamycin-like activity (0.74 correlation coefficient). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00650-4