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NCJ Number: 250868 Find in a Library
Title: Analytical Differentiation of 1-Alkyl-3-acylindoles and 1-Acyl-3-alkylindoles: Isomeric Synthetic Cannabinoids
Journal: Analytical Chemistry  Volume:86  Issue:8  Dated:April 2016  Pages:3801-3808
Author(s): J. DeRuiter; F. T. Smith; K. Abdel-Hay; C. R. Clark
Date Published: April 2016
Page Count: 8
Sponsoring Agency: National Institute of Justice (NIJ)
Washington, DC 20531
Grant Number: 2012-DN-BX-K026
Document: HTML
Type: Report (Grant Sponsored); Report (Study/Research); Research (Applied/Empirical)
Format: Article; Document (Online)
Language: English
Country: United States of America
Annotation: This study determined that the 1-alkyl-3-acylindoles and the inverse regioisomeric 1-acyl-3-alkylindoles of synthetic cannabinoids can be prepared directly from a common set of precursor materials using similar synthetic strategies.
Abstract: The EI mass spectra for these isomers show a number of unique ions which allow for the differentiation of the 1-alkyl-3-acylindole compounds from the inverse regioisomeric 1-acyl-3-alkylindoles. The base peak at m/z 214 in the 1-n-pentyl-3-benzoylindole represents the M-77 cation fragment resulting from the loss of the phenyl group, and this ion is not observed in the inverse isomer. The 1-benzoyl-3-n-pentylindole inverse regioisomer shows a base peak at m/z 105 for the benzoyl cation. Thus, these two base peaks are the result of fragmentation initiated at the carbonyl-oxygen for both isomers. The 1-pentyl-3-benzoylindole is characterized by the strong intensity carbonyl band at 1703 cm–1, and the amide carbonyl appears as a strong band of equal intensity at 1681 cm–1 in the 1-benzoyl-3-pentyl regioisomer. (Publisher abstract modified)
Main Term(s): Forensic sciences
Index Term(s): Designer drugs; Drug analysis; Drug manufacturing; National Institute of Justice (NIJ); NIJ grant-related documents
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