首页> 外文期刊>Journal of Chromatographic Science >Analysis of 1-(3-Methoxy-4,5-Methylenedioxyphenyl)-2-Propanamine (MMDA) Derivatives Synthesized from Nutmeg Oil and 3-Methoxy-4,5-Methylenedioxybenzaldehyde
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Analysis of 1-(3-Methoxy-4,5-Methylenedioxyphenyl)-2-Propanamine (MMDA) Derivatives Synthesized from Nutmeg Oil and 3-Methoxy-4,5-Methylenedioxybenzaldehyde

机译:肉豆蔻油和3-甲氧基-4,5-亚甲基二氧基苯甲醛合成的1-(3-甲氧基-4,5-亚甲基二氧基苯基)-2-丙胺(MMDA)衍生物的分析

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摘要

Myristicin, a natural product found in nutmeg oil and nutmeg extract, contains the carbon skeleton for a series of drugs of abuse related to the 3,4-methylenedioxyamphetamines (MDAs). Myristicin, 1-(3-methoxy-4,5-methylenedioxyphenyl)-2-propene, was identified as the major component of commercially available nutmeg oil and in the organic extract of nutmeg powder. The starting materials, intermediates, and products in the synthesis of the drug of abuse N-methyl-H3-methoxy-4,5-methylenedioxyphenyl)-2-propanarnine (MMDMA) from myristicin were characterized by gas chromato-graphic-mass spectrometric analysis. MMDMA and several primary amine derivatives including 1-(3-methoxy-4,5-methylene-dioxyphenyl)-2-ethanamine, -propanamine, and -butanamine were also prepared from the commercially available aldehyde, 3-methoxy-4,5-methylenedioxybenzaldehyde. Each of these amine derivatives has a distinct mass spectrum characterized by amine-dominated fragmentation. All four amines in this study were resolved by reversed-phase liquid chromatography using an acidic aqueous mobile phase. Relative retention in this system was determined by differences in the hydrophobic surface area of the four amines.
机译:肉豆蔻油是肉豆蔻油和肉豆蔻提取物中的天然产物,含有与3,4-亚甲二氧基苯丙胺(MDA)相关的一系列滥用药物的碳骨架。肉豆蔻素1-(3-甲氧基-4,5-亚甲基二氧苯基)-2-丙烯被确定为市售肉豆蔻油的主要成分,并且在肉豆蔻粉的有机提取物中。气相色谱-质谱联用分析了从肉豆蔻碱合成滥用药物N-甲基-H3-甲氧基-4,5-亚甲基二氧苯基)-2-丙胺类药物(MMDMA)的原料,中间体和产物。 MMDMA和几种伯胺衍生物,包括1-(3-甲氧基-4,5-亚甲基-二氧基苯基)-2-乙胺,-丙胺和-丁胺也由市售的醛,3-甲氧基-4,5-制备。亚甲二氧基苯甲醛。这些胺衍生物中的每一种均具有以胺为主的断裂为特征的独特质谱。本研究中的所有四种胺均通过使用酸性含水流动相的反相液相色谱分离。通过四种胺的疏水表面积的差异来确定在该系统中的相对保留。

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