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Toske S.G.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Mcconnell J.B.,North Carolina State Crime Laboratory 121 East Tryon Road Raleigh | Brown J.L.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Tuten J.M.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | And 6 more authors.
Drug Testing and Analysis | Year: 2015

A trace processing impurity found in certain methamphetamine exhibits was isolated and identified as trans-N-methyl-4-methyl-5-phenyl-4-penten-2-amine hydrochloride (1). It was determined that this impurity was produced via reductive amination of trans-4-methyl-5-phenyl-4-penten-2-one (4), which was one of a cluster of related ketones generated during the synthesis of 1-phenyl-2-propanone (P2P) from phenylacetic acid and lead (II) acetate. This two-step sequence resulted in methamphetamine containing elevated levels of 1. In contrast, methamphetamine produced from P2P made by other methods produced insignificant (ultra-trace or undetectable) amounts of 1. These results confirm that 1 is a synthetic marker compound for the phenylacetic acid and lead (II) acetate method. Analytical data for 1 and 4, and a postulated mechanism for the production of 4, are presented. © 2015 John Wiley & Sons, Ltd.


Casale J.F.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Casale E.S.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Toske S.G.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Hays P.A.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles | Panicker S.,Special Testing And Research Laboratory Us Drug Enforcement Administration 22624 Dulles Summit Court Dulles
Drug Testing and Analysis | Year: 2015

Two significant compounds often found in the gas chromatographic analysis of the acid/neutral extracts from illicit heroin have remained uncharacterized for 30years. The unknown compounds are referred to as the 'B' and 'C' compounds. It has been postulated that these compounds arise from acetylation of porphyroxine, a rhoeadine alkaloid found at trace levels in the opium poppy, Papaver somniferum. Porphyroxine was isolated from opium and acetylated to produce N,O8-diacetylporphyroxine. Mild hydrolysis produced N,O8-diacetyl-O14-desmethyl-epi-porphyroxine (the C compound) and N-acetyl-O14-desmethyl-epi-porphyroxine (the B compound). Both N,O8-diacetyl-O14-desmethyl-epi-porphyroxine and N-acetyl-O14-desmethyl-epi-porphyroxine were determined to be C-14 epimers of porphyroxine and N,O8-diacetylporphyroxine. The non-epimerized isomers of the B and C compounds were also detected in illicit heroin, but at much lower levels. Chromatographic and spectroscopic data are presented for the aforementioned compounds. The presence/absence and relative concentrations of these compounds is presented for the four types of heroin (Southwest Asian, South American, Southeast Asian, and Mexican). The prevalence of detection for the B and C compounds are Southwest Asian=92-93%, South American=64-72%, Southeast Asian=45-49%, and Mexican≤3%. When detected, the overall trend of relative concentrations of dicaetylporhyroxine, the B-compound, and C-compound is Southwest Asian>South American>Southeast Asian, each by an order of magnitude. These compounds were rarely detected in Mexican heroin. The presence/absence and relative concentrations of these compounds provide pertinent forensic signature characteristics that significantly enhance the final regional classifications. © 2015 John Wiley & Sons, Ltd.

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