2-Butyl-1,3,4(2H)-isoquinolinetrione | 20863-90-5

• 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: 2-Butyl-1,3,4(2H)-isoquinolinetrione
• 英文别名: 2-butylisoquinoline-1,3,4(2H)-trione；N-Butyl-phthalonimid, N-Butyl-1,3,4-trioxo-1,2,3,4-tetrahydroisochinolin；2-butyl-isoquinoline-1,3,4-trione；Isoquinoline134trionenbutyl；2-butylisoquinoline-1,3,4-trione
• CAS: 20863-90-5
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: AFOJIMSSAXLMMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-Butyl homophthalimide 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 2-Butyl-1,3,4(2H)-isoquinolinetrione
  参考文献：
  名称：

  1,3,4(2H)-isoquinolinetrione herbicides: Novel redox mediators of photosystem I

  摘要：

  AbstractA series of 1,3,4(2H)‐isoquinolinetriones have been found to be fast‐acting post‐emergence herbicides, producing symptoms of desiccation. These redox‐active compounds are very potent stimulators of the light‐dependent consumption of oxygen at photosystem I in isolated chloroplasts. Pulse radiolysis studies on 2‐ethyl‐1,3,4(2H)‐isoquinolinetrione have shown it to have free‐radical properties which could enhance the generation of superoxide radicals in plants. Electrochemical studies further support a redox mediator mode of action for the series. The compounds were found to be unstable towards hydrolysis, and this was considered to be a major factor limiting the overall herbicidal effects. Other parameters, related to uptake and/or translocation, which may limit the full expression of the herbicidal activity of certain compounds, are discussed.

  DOI：

  10.1002/ps.2780440108

文献信息

• Metal-Free Air Oxidation in a Convenient Cascade Approach for the Access to Isoquinoline-1,3,4(2H)-triones
  作者：Antonia Di Mola、Consiglia Tedesco、Antonio Massa

  DOI：10.3390/molecules24112177

  日期：——

  methyl-2-(2-bromoacetyl)benzoate in reactions with primary amines. An unexpected in situ air oxidation that follows a cascade process allowed the access to a series of isoquinoline-1,3,4(2H)-triones, a class of heterocyclic compounds of great interest containing an oxygen-rich heterocyclic scaffold. A modification of the original protocol, utilizing a Staudinger reaction in the presence of trimethylphosphine

  在本文中，我们描述了易于获得的三官能芳族酮甲基-2-（2-溴乙酰基）苯甲酸甲酯在与伯胺反应中的非常有用的应用。一个意想不到的原位空气氧化遵循级联过程，允许获得一系列异喹啉-1,3,4(2H)-三酮，这是一类非常有趣的杂环化合物，含有富氧杂环支架。对原始协议的修改，在三甲基膦存在下利用施陶丁格反应，对于合成具有游离 NH 基团的 Caspase 抑制剂三酮是必要的。