SOLUTION CHEMISTRY OF N-ACETYL-P-BENZOQUINONE IMINE

N-乙酰基-对苯二酚亚胺是一种重要的有毒代谢物 对乙酰氨基酚和非那西丁，两种常见的镇痛剂。 这种材料的某些环取代的衍生物也是 毒素。尽管有相当多的猜测关于 该化合物及其相关的苯二酚亚胺的作用机理 衍生品，几乎没有详细的化学知识。 这些化合物是这些猜想的基础。我们有 开始研究N-乙酰基-对苯二酚的化学 亚胺及相关化合物。我们的研究关注的是 苯二酚亚胺从其生成的机理 非那西丁代谢及其水解物的假定前体 水溶液中的反应及其与Lewis碱的反应 环境及其氧化还原化学。我们正在使用动能 涉及使用紫外分光光度和 高效液相色谱对这些反应进行表征。产品研究也是 正在进行，以努力了解其中的化学成分 材料。我们还使用循环伏安法和电子自旋共振方法 以检测可能涉及的自由基中间体 它的氧化还原反应。 我们期待这项研究的结果将提供一个更健全的 了解N-乙酰-对-D-天冬氨酸在体内活性的基础 苯醌亚胺及其可能的生成方法 生物系统。

N-Acetyl-p-benzoquinone imine is an important toxic metabolite of acetaminophen and phenacetin, two common analgesics. Certain ring-substituted derivatives of this material are also toxins. Although there is considerable speculation concerning the mechanism of action of this and related quinone imine derivatives, there is little detailed knowledge of the chemistry of these compounds on which to base such conjectures. We have commenced a study of the chemistry of N-acetyl-p-benzoquinone imine and related compounds. Our study is concerned with the mechanisms of the generation of the quinone imine from its assumed precursors in phenacetin metabolism, its hydrolysis reactions and its reactions with Lewis bases in an aqueous environment, and its redox chemistry. We are employing kinetic methods which involve the use of UV spectrophotometry and HPLC to characterize these reactions. Product studies are also being carried out in an effort to understand the chemistry of this material. We are also using cyclic voltammetry and ESR methods to detect possible radical intermediates that may be involved in its redox reactions. We expect that the results of this study will provide a more sound basis for understanding the in vivo activity of N-acetyl-p- benzoquinone imine, and the ways in which it may be generated in biological systems.