10-methyl-8-phenyl-11-(3-pyridyl)-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b]quinoline

• 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: 10-methyl-8-phenyl-11-(3-pyridyl)-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b]quinoline
• 英文别名: 15-methyl-13-phenyl-17-pyridin-3-yl-11,13,14-triazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,11,14,16-heptaene
• 化学式: C₂₆H₂₀N₄
• 分子量: 388.472
• InChiKey: JXPQPLXFWINZFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-吡啶甲醛 、 3-甲基-1-苯基吡唑 、 β-四氢萘酮 反应 0.07h， 以55%的产率得到10-methyl-8-phenyl-11-(3-pyridyl)-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b]quinoline
  参考文献：
  名称：

  Two isomeric 10-methyl-8-phenyl-11-pyridyl-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b]quinolines: cyclic hydrogen-bonded tetramersversusisolated molecules

  摘要：

  The molecules of 10-methyl-8-phenyl-11-(3-pyridyl)-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b] quinoline, C26H20N4, (I), are linked by a single C-H center dot center dot center dot N hydrogen bond into cyclic R-4(4)(12) tetramers generated by a (4) over bar axis. In isomeric 10-methyl-8-phenyl-11-(4-pyridyl)-6,8-dihydro-5H-benzo[f] pyrazolo[3,4-b]quinoline, (II), which crystallizes with Z'=2 in space group P2(1)2(1)2, the two independent molecules are nearly enantiomeric but there are no direction-specific interactions between them.

  DOI：

  10.1107/s0108270105021876

文献信息

• Regioselective synthesis of fused benzopyrazolo[3,4-b]quinolines under solvent-free conditions
  作者：Jairo Quiroga、Jaime Portilla、Hugo Serrano、Rodrigo Abonía、Braulio Insuasty、Manuel Nogueras、Justo Cobo

  DOI：10.1016/j.tetlet.2007.01.074

  日期：2007.3

  New 6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b]quinolines 6 have been obtained in a novel solvent-free three-component reaction involving beta-tetralone along with 5-aminopyrazoles 1 and benzaldehydes 2. The isomeric 6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinolines 9 could not be prepared in a similar fashion directly from alpha-tetralone, but were obtained by the reaction of amines 1 with benzylidene-derivative 10 of alpha-tetralone in similar conditions. The yields of quinolines obtained via this novel protocol were good and the reaction times varied from few minutes to just few seconds. (c) 2007 Elsevier Ltd. All rights reserved.
• Two isomeric 10-methyl-8-phenyl-11-pyridyl-6,8-dihydro-5<i>H</i>-benzo[<i>f</i>]pyrazolo[3,4-<i>b</i>]quinolines: cyclic hydrogen-bonded tetramers<i>versus</i>isolated molecules
  作者：Jaime Portilla、Hugo Serrano、Justo Cobo、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270105021876

  日期：2005.8.15

  The molecules of 10-methyl-8-phenyl-11-(3-pyridyl)-6,8-dihydro-5H-benzo[f]pyrazolo[3,4-b] quinoline, C26H20N4, (I), are linked by a single C-H center dot center dot center dot N hydrogen bond into cyclic R-4(4)(12) tetramers generated by a (4) over bar axis. In isomeric 10-methyl-8-phenyl-11-(4-pyridyl)-6,8-dihydro-5H-benzo[f] pyrazolo[3,4-b]quinoline, (II), which crystallizes with Z'=2 in space group P2(1)2(1)2, the two independent molecules are nearly enantiomeric but there are no direction-specific interactions between them.