5H-quinolin[3,4-b] [1,4]-benzothiazin-6(12H)-one | 128881-39-0

• 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: 5H-quinolin[3,4-b] [1,4]-benzothiazin-6(12H)-one
• 英文别名: 5,12-Dihydroquinolino[3,4-b][1,4]benzothiazin-6-one
• CAS: 128881-39-0
• 化学式: C₁₅H₁₀N₂OS
• 分子量: 266.323
• InChiKey: XLUGYNZNMUIVSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-喹啉二醇 、 2-氨基苯硫醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以65%的产率得到5H-quinolin[3,4-b] [1,4]-benzothiazin-6(12H)-one
  参考文献：
  名称：

  Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture

  摘要：

  We report here the synthesis of aromatic coumarins and aromatic alpha-quinolones which were evaluated in vitro for their protective potentialities against tert-butyl hydroperoxide (t-BHP)-induced oxidative damage on human liver cell death, i.e., human hepatoma HepG2 cell line and human hepatocytes in primary culture. We found that the presence of a benzylidene at the 3-position or a heterocycle with N and S heteroatoms on the benzopyrone or quinolone system was essential for the protective effect of these compounds against t-BHP-induced decrease in viability of cells. We found also that a methoxy group on the aromatic ring systems decreased this potential. t-BHP-induced cytotoxicity in primary cultures of human hepatocytes could be therefore prevented by these compounds suggesting that they could display hepatoprotective effects in humans. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.07.006

文献信息

• Jayashree, A.; Rao, V. Sudhakar; Darbarwar, Malleshwar, Synthetic Communications, 1990, vol. 20, # 7, p. 919 - 924
  作者：Jayashree, A.、Rao, V. Sudhakar、Darbarwar, Malleshwar

  DOI：——

  日期：——
• JAYASHREE, A.;RAO, V. SUDHAKAR;DARBARWAR, MALLESHWAR, SYNTH. COMMUN., 20,(1990) N, C. 919-924
  作者：JAYASHREE, A.、RAO, V. SUDHAKAR、DARBARWAR, MALLESHWAR

  DOI：——

  日期：——
• Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture
  作者：Bernard Refouvelet、Catherine Guyon、Yves Jacquot、Corinne Girard、Hervé Fein、Françoise Bévalot、Jean-François Robert、Bruno Heyd、Georges Mantion、Lysiane Richert、Alain Xicluna

  DOI：10.1016/j.ejmech.2004.07.006

  日期：2004.11

  We report here the synthesis of aromatic coumarins and aromatic alpha-quinolones which were evaluated in vitro for their protective potentialities against tert-butyl hydroperoxide (t-BHP)-induced oxidative damage on human liver cell death, i.e., human hepatoma HepG2 cell line and human hepatocytes in primary culture. We found that the presence of a benzylidene at the 3-position or a heterocycle with N and S heteroatoms on the benzopyrone or quinolone system was essential for the protective effect of these compounds against t-BHP-induced decrease in viability of cells. We found also that a methoxy group on the aromatic ring systems decreased this potential. t-BHP-induced cytotoxicity in primary cultures of human hepatocytes could be therefore prevented by these compounds suggesting that they could display hepatoprotective effects in humans. (C) 2004 Elsevier SAS. All rights reserved.