1-Cyclopropyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-8-ethyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 258346-03-1

• 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: 1-Cyclopropyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-8-ethyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• CAS: 258346-03-1
• 化学式: C₂₄H₂₃N₃O₅
• 分子量: 433.464
• InChiKey: NKBDOQUMTQPEHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  105.68
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-Cyclopropyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-8-ethyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 镍 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、207.72 kPa 条件下， 反应 6.0h， 以46%的产率得到6-Amino-1-cyclopropyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-8-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Studies on 6-Aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-ethyl- and 6-amino-8-methoxyquinolones

  摘要：

  From our quantitative structure-activity relationship (QSAR) study on a large set of 6-aminoquinolones, which indicated that a group larger than methyl could be allocated at C-8 position, we have synthesized two new series of 6-aminoquinolones characterized by the presence of an ethyl or a methoxy group at C-8 position. The antibacterial evaluation shows that, while the 8-ethyl derivatives were devoid of any antibacterial activity, the introduction of methoxy group gave compounds with good antibacterial activity, especially against Gram-positive bacteria. A tentative explanation of the different behaviours among the 8-substituted analogues is given taking into account both the length and electronic properties of the C-8 groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00207-2
• 作为产物：
  描述：

  ethyl 1-cyclopropyl-6-chloro-8-ethyl-6-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 33.0h， 生成 1-Cyclopropyl-7-(3,4-dihydro-1H-isoquinolin-2-yl)-8-ethyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Studies on 6-Aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-ethyl- and 6-amino-8-methoxyquinolones

  摘要：

  From our quantitative structure-activity relationship (QSAR) study on a large set of 6-aminoquinolones, which indicated that a group larger than methyl could be allocated at C-8 position, we have synthesized two new series of 6-aminoquinolones characterized by the presence of an ethyl or a methoxy group at C-8 position. The antibacterial evaluation shows that, while the 8-ethyl derivatives were devoid of any antibacterial activity, the introduction of methoxy group gave compounds with good antibacterial activity, especially against Gram-positive bacteria. A tentative explanation of the different behaviours among the 8-substituted analogues is given taking into account both the length and electronic properties of the C-8 groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00207-2