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Design and Synthesis of Labeled 2C-B-FLY and Bromo-DragonFLY for Internal Standards Used in Forensic/Clinical Toxicology Analysis

Authors: Heather Lima, Uma Sreenivasan, Kenan Yaser
Presented at American Chemical Society (ACS), Dallas, TX, March 16-20, 2014

2C-B-FLY (1) and Bromo-DragonFLY (2), are recreational designer drugs based on phenethylamines such as 2C-B (3). 2C-B-FLY and Bromo-DragonFLY exhibit potent and long lasting psychedelic and hallucinogenic properties.1-3 Compounds 1 and 2 were synthesized from literature methods,1-3 and formulated into certified reference materials (CRM’s) for forensic and clinical toxicology testing by LC/ MS and/or GC/MS.
Stable labeled internal standards (IS’s) are required for accurate quantitation by mass spectrometry (MS). Labeling can be accomplished through the incorporation of deuterium, carbon-13 and/or nitrogen-15. The design and synthesis of the desired labeled materials will be presented.
1. J. Med. Chem. 1196, 39, 2953-2961
2. J. Med. Chem. 2001, 44, 1003-1010
3. J. Med. Chem. 1998, 41, 5148-5149
4. Forensic Toxicol. 2010, 28, 9-18

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