8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione | 189075-14-7

• 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: 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione
• 英文别名: 8-Hydroxy-1,2,3,4-tetrahydrobenzo[b]phenanthridine-7,12-dione
• CAS: 189075-14-7
• 化学式: C₁₇H₁₃NO₃
• 分子量: 279.295
• InChiKey: INNWSRBLNMJFIF-UHFFFAOYSA-N

物化性质

• 沸点：
  543.6±50.0 °C(Predicted)
• 密度：
  1.413±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione 在 氧气 作用下， 以 乙腈 为溶剂， 反应 504000.0h， 以95%的产率得到8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-1,7,12-trione
  参考文献：
  名称：

  Studies on quinones. Part 32. Regioselective synthesis of benz[b]phenantridines related to phenantroviridone

  摘要：

  The Diels-Alder reaction of juglone (4) and bromojuglone 18 with 1-cyclohesenecarbosaldehyde dimethylhydrazone (3) is described. Through these cycloaddition reactions 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione (5) was obtained in 55 and 78% yield, respectively. Oxidation of 5 to 8-hydroxybenz[b]phenantridin-7,12-dione (6) and 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-1,7,12-trione (15) is also reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00278-1
• 作为产物：
  描述：

  N-dimethylamino-8-hydroxy-1,2,3,4,6,12b-hexahydrobenz[b]phenantridin-7,12-dione 在 盐酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以78%的产率得到8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione
  参考文献：
  名称：

  Studies on quinones. Part 32. Regioselective synthesis of benz[b]phenantridines related to phenantroviridone

  摘要：

  The Diels-Alder reaction of juglone (4) and bromojuglone 18 with 1-cyclohesenecarbosaldehyde dimethylhydrazone (3) is described. Through these cycloaddition reactions 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-7,12-dione (5) was obtained in 55 and 78% yield, respectively. Oxidation of 5 to 8-hydroxybenz[b]phenantridin-7,12-dione (6) and 8-hydroxy-1,2,3,4-tetrahydrobenz[b]phenantridin-1,7,12-trione (15) is also reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00278-1