Ion trap mass spectrometry for the characterization of N-methyl-1-(3,4-methylenedioxyphenyl)-2-butanamine and N-ethyl-3,4-methylenedioxyamphetamine, two widely distributed street drugs

Garofano, Luciano; Santoro, Massimo; Patri, Paolo; Guidugli, Federico; Bollani, Tiziano; Favretto, Donata; Traldi, Pietro

doi:10.1002/(sici)1097-0231(19980630)12:12<779::aid-rcm233>3.0.co;2-q

Cited by 6 publications

(1 citation statement)

References 11 publications

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“…Numerous methods for the detection of amphetamines have been published in recent years (review of the years 1991 to 1997 [14]) using the following analytical techniques: high-pressure liquid chromatography (HPLC) [15][16][17][18][19], gas chromatography-mass spectrometry (GC-MS) [15,[20][21][22][23][24][25], liquid chromatography-mass spectrometry (LC-MS) [26,27], capillary electrophoresis [28,29], capillary electrophoresis-mass spectrometry [30] and highfield asymmetric waveform ion mobility spectrometrymass spectrometry [31]. Most of these methods, however, involve evaporation of the extract prior to derivatisation.…”

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confidence: 99%

Development of a validated method for the simultaneous determination of amphetamine, methamphetamine and methylenedioxyamphetamines (MDA, MDMA, MDEA) in serum by GC-MS after derivatisation with perfluorooctanoyl chloride

et al. 2007

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A rapid and simple method for the simultaneous detection and quantitation of amphetamine, methamphetamine, methylenedioxyamphetamine (MDA), methylenedioxymethamphetamine (MDMA) and methylenedioxyethylamphetamine (MDEA) in human serum was developed and fully validated. Serum samples were extracted with cyclohexane, derivatised with perfluorooctanoyl chloride without prior evaporation of the solvent and analysed with gas chromatography-mass spectrometry (GC-MS) in the selected ion monitoring mode (SIM). For quantitation, deuterated analogues were used as the internal standards. The limit of detection (LOD) and lower limit of quantitation (LLOQ), bias and within-day and between-day precision were determined. LODs calculated as the average of the six calibration curves were below 5 ng/mL for all of the measured compounds; LLOQs obtained in the same manner were below 20 ng/mL, with the exception of MDA (24.1 ng/mL). The coefficients of variation were below 7% within series, 10% or less between series and the bias was below 8% for all compounds. The calibration curves were linear between the lower limits of quantitation and 800 ng/mL.

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Section: Introductionmentioning

confidence: 99%

Development of a validated method for the simultaneous determination of amphetamine, methamphetamine and methylenedioxyamphetamines (MDA, MDMA, MDEA) in serum by GC-MS after derivatisation with perfluorooctanoyl chloride

et al. 2007

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Probing the Effects of Reagent Gas Pressure and Ion Source Temperature for Dimethyl Ether Chemical Ionization of Tricyclic Antidepressants in an External Source Ion Trap Mass Spectrometer

Lin

2003

J Chinese Chemical Soc

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This study examines the reagent gas pressure and ion source temperature dependence for dimethyl ether chemical ionization (DME CI) mass spectra recorded with an external source ion trap mass spectrometer (ITMS). Information for better controls of the reagent gas pressure in order to obtain fair CI spectra is provided. The origin of M +• ions observed in DME CIMS is discussed in detail. Furthermore, the ion source temperature effect on the DME CI is also investigated.

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LC‐MS/MS in the elucidation of an isomer of the recreational drug methylenedioxy ethylamphetamine: Methylenedioxy dimethylamphetamine

Casteele

Bouche

Bocxlaer

2005

J of Separation Science

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This paper describes the surplus value of a quadrupole-orthogonal acceleration TOF mass spectrometer, coupled to a liquid chromatographic separation system, for the unequivocal identification and structural elucidation of an unknown compound in the field of designer drugs. In a patient sample set (blood, tissues, vitreous humor, etc.), analyzed with a dedicated liquid chromatographic-fluorescence detection method for the determination of methylenedioxy amphetamine, methylenedioxy methamphetamine, and methylenedioxy ethylamphetamine (MDEA), a "strange" inexplicable peak appeared at a retention time not corresponding to any of our reference materials. Based on the identical excitation and emission wavelengths in detection, and a retention behavior comparable to MDEA, it was assumed that this unknown compound was an isomer of the recreational drug MDEA. With a simple and straightforward methodological crossover between LC fluorescence detection and LC-MS/MS, additional information for structural elucidation was easily obtained. Chromatographic separation was achieved on a Hypersil BDS C18 column (fluorescence detection part) and on a Hypersil BDS phenyl column (mass spectrometric detection part). MS showed that the unknown compound's molecular mass was identical to that of MDEA, and, in addition, its fragmentation pattern too proved quite similar to that of MDEA. A thorough literature overview and study of the fragmentation pattern by means of the MS/MS spectrum led to an evidence-based hypothesis of 3,4-methylenedioxy N,N-dimethylamphetamine (MDDM) being the unknown compound. To confirm this hypothesis, MDDM was synthesized and its presence in our biological sample was finally demonstrated by co-injection with alternatively synthesized MDDM and MDEA. This application shows the synergism between LC and MS in the elucidation of unknown compounds, nevertheless emphasizing the essence of chromatographic separation when dealing with isomers.

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Ion trap mass spectrometry for the characterization of N-methyl-1-(3,4-methylenedioxyphenyl)-2-butanamine and N-ethyl-3,4-methylenedioxyamphetamine, two widely distributed street drugs

Cited by 6 publications

References 11 publications

Development of a validated method for the simultaneous determination of amphetamine, methamphetamine and methylenedioxyamphetamines (MDA, MDMA, MDEA) in serum by GC-MS after derivatisation with perfluorooctanoyl chloride

Development of a validated method for the simultaneous determination of amphetamine, methamphetamine and methylenedioxyamphetamines (MDA, MDMA, MDEA) in serum by GC-MS after derivatisation with perfluorooctanoyl chloride

Probing the Effects of Reagent Gas Pressure and Ion Source Temperature for Dimethyl Ether Chemical Ionization of Tricyclic Antidepressants in an External Source Ion Trap Mass Spectrometer

LC‐MS/MS in the elucidation of an isomer of the recreational drug methylenedioxy ethylamphetamine: Methylenedioxy dimethylamphetamine

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