1. Isolation and characterization of a newly identified impurity in methamphetamine synthesized via reductive amination of 1-phenyl-2-propanone (P2P) made from phenylacetic acid/lead (II) acetate
- Author
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Jennifer B. McConnell, Jennifer M. Tuten, Jaclyn L. Brown, Steven G. Toske, Ira S. Lurie, Etienne R. Vazquez, Erin E. Miller, Patrick A. Hays, Monica Z. Phillips, and Elizabeth M. Guest
- Subjects
Chemistry ,Hydrochloride ,Lead(II) acetate ,010401 analytical chemistry ,Impurity profiling ,Pharmaceutical Science ,Phenylacetic acid ,Methamphetamine ,01 natural sciences ,Reductive amination ,0104 chemical sciences ,Analytical Chemistry ,1-phenyl-2-propanone ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Impurity ,medicine ,Environmental Chemistry ,Organic chemistry ,030216 legal & forensic medicine ,Spectroscopy ,medicine.drug - Abstract
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. Copyright © 2015 John Wiley & Sons, Ltd.
- Published
- 2015
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