8-(4-Methylpiperazin-1-yl)-6,7-dihydro-[1]benzoxepino[4,5-c]quinoline | 151080-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 8-(4-Methylpiperazin-1-yl)-6,7-dihydro-[1]benzoxepino[4,5-c]quinoline
• CAS: 151080-33-0
• 化学式: C₂₂H₂₃N₃O
• 分子量: 345.444
• InChiKey: LQGPXIKYBHFESW-UHFFFAOYSA-N

物化性质

• 沸点：
  561.3±50.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  28.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(4-Methylpiperazin-1-yl)-6,7-dihydro-[1]benzoxepino[4,5-c]quinoline 在 sodium hydride 、 N,N-二甲基甲酰胺 作用下， 反应 0.33h， 以87%的产率得到3-ethenyl-4-(2-hydroxyphenyl)-2-(4-methyl-1-piperazinyl)quinoline
  参考文献：
  名称：

  Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand

  摘要：

  Two synthetic routes to the achievement of the title compound are described. The [1]benzoxepino[4,5-c]quinoline nucleus was prepared by nucleophilic aromatic fluoride displacement-cyclization and functionalized with N-methylpiperazine moiety. Alternatively the oxepino ring closure is shifted as the final step. An oxepine ring cleavage occurred in compounds (9) and (3); a mechanistical interpretation is proposed.

  DOI：

  10.3987/com-92-6276
• 作为产物：
  描述：

  2-氨基-2-氟苯甲酮 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 sodium hydride 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 16.17h， 生成 8-(4-Methylpiperazin-1-yl)-6,7-dihydro-[1]benzoxepino[4,5-c]quinoline
  参考文献：
  名称：

  Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand

  摘要：

  Two synthetic routes to the achievement of the title compound are described. The [1]benzoxepino[4,5-c]quinoline nucleus was prepared by nucleophilic aromatic fluoride displacement-cyclization and functionalized with N-methylpiperazine moiety. Alternatively the oxepino ring closure is shifted as the final step. An oxepine ring cleavage occurred in compounds (9) and (3); a mechanistical interpretation is proposed.

  DOI：

  10.3987/com-92-6276

文献信息

• Characterization of quinoline derivatives. Part 3. Mass spectrometry and X-ray crystallography of biologically interesting arylquinolines 1Part 2 of this paper has been submitted to Acta Cryst. 1
  作者：Gianluca Giorgi、Andrea Cappelli、Maurizio Anzini、Salvatore Vomero

  DOI：10.1016/s0022-2860(98)00371-8

  日期：1998.10

  The structural characterization of a novel series of biologically interesting arylquinolines based on four-ring fused heterocyclic systems is carried out. Chlorinated precursors 1-5 as well as final products 6-8, active as potent and selective 5-HT3 receptor antagonists, are characterized in the gas phase by low- and high-resolution mass spectrometry and tandem mass spectrometry. For the 4-methyl-1-piperazinylbenzophenanthridine derivative 6 the crystal and molecular structures were also determined. These data, compared to those obtained for its analogous benzopyrane (7) and benzoxepine (8) derivatives, allow for an evaluation of the influence exerted by the ring fused at the face c of the quinoline on the conformational properties of the molecule. (C) 1998 Elsevier Science B.V. All rights reserved.
• Synthesis of 6,7-Dihydro-8-(4-methyl-1-piperazinyl)-[1]benzoxepino[4,5-c]quinoline as Potential 5-HT3 Receptor Ligand
  作者：Maurizio Anzini、Andrea Cappelli、Salvatore Vomero

  DOI：10.3987/com-92-6276

  日期：——

  Two synthetic routes to the achievement of the title compound are described. The [1]benzoxepino[4,5-c]quinoline nucleus was prepared by nucleophilic aromatic fluoride displacement-cyclization and functionalized with N-methylpiperazine moiety. Alternatively the oxepino ring closure is shifted as the final step. An oxepine ring cleavage occurred in compounds (9) and (3); a mechanistical interpretation is proposed.