3-(8-quinolinyloxy)aniline | 116253-64-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(8-quinolinyloxy)aniline
• 英文别名: 8-(3-aminophenoxy)quinoline；3-Quinolin-8-yloxyaniline
• CAS: 116253-64-6
• 化学式: C₁₅H₁₂N₂O
• mdl: MFCD25020004
• 分子量: 236.273
• InChiKey: DYOMSENBKUFVIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(8-quinolinyloxy)aniline 生成 N-[3-(quinolin-8-yloxy)phenyl]-4-chlorobenzenesulphonamide
  参考文献：
  名称：

  MOHRS, KLAUS;PERZBORN, ELISABETH;SEUTER, FRIEDEL;FRUCHTMANN, ROMANIS;KOHL+

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(8-quinolinyloxy)nitrobenzene 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以50%的产率得到3-(8-quinolinyloxy)aniline
  参考文献：
  名称：

  N-[(Arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene d4 antagonists of novel structure

  摘要：

  Two series of compounds, N-[(arylmethoxy)phenyl] sulfonamides and N-[(arylmethoxy)naphthyl] sulfonamides, were prepared as leukotriene D4 (LTD4) antagonists. In the phenyl series, N-[3-(2-quinolinylmethoxy)phenyl]-trifluoromethanesulfonamide (Wy-48,252, 16) was the most potent inhibitor of LTD4-induced bronchoconstriction in the guinea pig. With an intragastric ID50 of 0.1 mg/kg (2-h pretreatment), 16 was 300 times more potent than LY-171,883. Compound 16 also intragastrically inhibited ovalbumin-induced bronchoconstriction in the guinea pig with an ID50 of 0.6 mg/kg. In vitro against LTD4-induced contraction of isolated guinea pig trachea pretreated with indomethacin and L-cysteine, 16 produced a pKB value of 7.7. In the rat PMN assay 16 inhibited both 5-lipoxygenase and cyclooxygenase (IC50's = 4.6 and 3.3 microM). In the naphthyl series, N-[7-(2-quinolinylmethoxy)-2-naphthyl]trifluoromethanesulfonamide (Wy-48,090, 47) in addition to potent LTD4 antagonist activity (on isolated guinea pig trachea 47 had a pKB value of 7.04) also had antiinflammatory activity (63% inhibition at 50 mg/kg in the rat carrageenan paw edema assay and 34% inhibition of TPA-induced inflammation at 1 mg/ear in the mouse ear edema model). Perhaps the antiinflammatory activity of 47 was due to its additional activity of inhibiting both 5-lipoxygenase and cyclooxygenase enzymes (IC50's = 0.23 and 11.9 microM, respectively, in rat PMN).

  DOI：

  10.1021/jm00126a006

文献信息

• Substituierte Phenylsulfonamide
  申请人：BAYER AG

  公开号：EP0261539A2

  公开（公告）日：1988-03-30

  Neue substituierte Phenylsulfonamide können durch Umsetzung von entsprechenden Aminen mit Sulfonhalogeniden hergestellt werden. Die neuen Verbindungen können als Wirkstoffe zur Hemmung von enzymatischen Reaktionen und zur Hemmung der Thrombozytenaggregationen eingesetzt werden.

  通过将相应的胺与磺酰卤反应，可以生成新的取代苯基磺酰胺。 新化合物可用作抑制酶反应和抑制血小板聚集的活性物质。
• MUSSER, JOHN H.;KREFT, ANTHONY F.;BENDER, REINHOLD H. W.;KUBRAK, DENNIS M+, J. MED. CHEM., 32,(1989) N, C. 1176-1183
  作者：MUSSER, JOHN H.、KREFT, ANTHONY F.、BENDER, REINHOLD H. W.、KUBRAK, DENNIS M+

  DOI：——

  日期：——
• US5093340A
  申请人：——

  公开号：US5093340A

  公开（公告）日：1992-03-03
• US5070096A
  申请人：——

  公开号：US5070096A

  公开（公告）日：1991-12-03
• US5202336A
  申请人：——

  公开号：US5202336A

  公开（公告）日：1993-04-13