在死后病例中识别5-aminometonitazene和5-acetamidometonitazene:酸尼塔是否不稳定?
Claire Parks1,2, Peter D Maskell1,2, Denise A McKeown1,2
1SPA Forensic Services, Govan, Glasgow G51 3AD, United Kingdom.
Journal of analytical toxicology
|September 2, 2024
概括
合成阿片类药物甲尼可以在未保存的血液中降解,形成5-aminometonitazene和5-acetamidometonitazene. 在保存血液中没有观察到这种降解,这凸显了需要更新的法医图书馆来检测这些新型精神活性物质的需要.
科学领域:
- 法医毒理学 法医毒理学
- 有机化学 有机化学
- 药理学 药理学是指药理学的学科.
背景情况:
- 新型精神活性物质 (NPS) 包括强大的合成阿片类药物,如2-基胺醇阿片类药物 (尼塔).
- 由于高强度和多药性风险,尼塔的流行率增加引发了公共卫生方面的担忧.
- 准确的检测需要法医实验室保持更新的化合物库,并利用敏感的分析仪器来检测低度的药物,代谢物和降解产品.
研究的目的:
- 为了研究死后 (PM) 血液中一种酸 (nitro-nitazene) 的metonitazene的潜在降解.
- 为了识别和表征甲尼塔降解/代谢产品.
- 为了比较未保存的与保存的PM血液样本中的降解.
主要方法:
- 使用液体染色学三重四极质谱法 (LC-QQQ-MS) 分析未保存的死后血液.
- 使用液体染色学-四极飞行时间质谱法 (LC-QTOF-MS) 的降解产品,5-aminometonitazene和5-acetamidometonitazene的假定识别.
- 在未保存的血样和保存的 (化物/氧沙酸盐) 血样中比较甲尼的稳定性.
主要成果:
- 在未保存的死后血液中观察到甲尼坦降解为5-aminometonitazene和5-acetamidometonitazene的证据.
- 在保存的血液样本 (化物/氧沙酸盐) 中没有检测到显著的降解.
- 这些发现表明,-尼塔可能在体外发生类似于-二甲的降解.
结论:
- 尼托尼塔和甲基尼塔一样,在未保存的生物样本中容易降解.
- 降解产品,如5-aminometonitazene和5-acetamidometonitazene应纳入法医分析库.
- 在可用的情况下,建议对保存的血液样本中的酸尼进行量化,以确保准确的毒理学评估.
相关概念视频
Preparation of Amines: Reduction of Oximes and Nitro Compounds
Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and aromatic nitro compounds to primary amines takes place by either catalytic hydrogenation or by using active metals like Fe, Zn, and Sn in the presence of an acid.
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...
2° Amines to N-Nitrosamines: Reaction with NaNO2
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
Amines: Introduction
Amines are organic derivatives of ammonia. They are formed by replacing one or more ammonia protons with alkyl or aryl groups. Depending upon the number of organyl groups bonded to nitrogen, amines are classified as primary, secondary, or tertiary. Primary amines have one organyl group attached to the nitrogen atom, while secondary and tertiary amines have two and three organyl groups attached to the nitrogen atom, respectively.
Physical Properties of Amines
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.


