6,7-dicyano-5,8-dihydroxyisoquinoline | 102072-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6,7-dicyano-5,8-dihydroxyisoquinoline
• 英文别名: 5,8-Dihydroxyisoquinoline-6,7-dicarbonitrile；5,8-dihydroxyisoquinoline-6,7-dicarbonitrile
• CAS: 102072-80-0
• 化学式: C₁₁H₅N₃O₂
• 分子量: 211.18
• InChiKey: VDQSQJGIBZYSOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-dicyano-5,8-dihydroxyisoquinoline 在 硝酸 作用下， 以 溶剂黄146 为溶剂， 以37%的产率得到5-hydroxy-7,8-dioxoisoquinoline-6-carbonitrile
  参考文献：
  名称：

  Streptonigrin. 1. Structure-activity relationships among simple bicyclic analogs. Rate dependence of DNA degradation on quinone reduction potential

  摘要：

  A series of simple aza and diaza bicyclic quinones related to the AB ring system of streptonigrin (1) have been synthesized and tested in vitro for their ability to degrade DNA under conditions similar to those used with the parent drug. The results obtained from a study of 22 quinones indicate that there is a quantitative linear relationship between their reduction potentials and the rate at which they degrade DNA under identical conditions in vitro. Almost all of the synthetic substances were superior to 1 in their DNA-degrading ability.

  DOI：

  10.1021/jm00158a002
• 作为产物：
  描述：

  5-羟基异喹啉 在 盐酸 、 硝酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.03h， 生成 6,7-dicyano-5,8-dihydroxyisoquinoline
  参考文献：
  名称：

  Streptonigrin. 1. Structure-activity relationships among simple bicyclic analogs. Rate dependence of DNA degradation on quinone reduction potential

  摘要：

  A series of simple aza and diaza bicyclic quinones related to the AB ring system of streptonigrin (1) have been synthesized and tested in vitro for their ability to degrade DNA under conditions similar to those used with the parent drug. The results obtained from a study of 22 quinones indicate that there is a quantitative linear relationship between their reduction potentials and the rate at which they degrade DNA under identical conditions in vitro. Almost all of the synthetic substances were superior to 1 in their DNA-degrading ability.

  DOI：

  10.1021/jm00158a002

文献信息

• Streptonigrin. 1. Structure-activity relationships among simple bicyclic analogs. Rate dependence of DNA degradation on quinone reduction potential
  作者：Iftikhar A. Shaikh、Francis Johnson、Arthur P. Grollman

  DOI：10.1021/jm00158a002

  日期：1986.8

  A series of simple aza and diaza bicyclic quinones related to the AB ring system of streptonigrin (1) have been synthesized and tested in vitro for their ability to degrade DNA under conditions similar to those used with the parent drug. The results obtained from a study of 22 quinones indicate that there is a quantitative linear relationship between their reduction potentials and the rate at which they degrade DNA under identical conditions in vitro. Almost all of the synthetic substances were superior to 1 in their DNA-degrading ability.