N-t-BOC-MDMA

N-t-BOC-MDMA is a chemical compound which can be both a synthetic precursor to, or a prodrug of the empathogenic drug MDMA. It was first identified in Australia in 2015 as a seizure by customs, and has subsequently been found in China, the Netherlands and other European countries. Originally it was thought to be intended as a non-illegal form of MDMA which could be easily converted into the prohibited final product after importation, however one seizure by police found N-t-BOC-MDMA in the process of being pressed into pills, and experiments with simulated gastric fluid confirmed that it can be broken down to MDMA by human stomach acid. Similar N-protected compounds such as N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine, N-t-BOC-norketamine and N-methoxycarbonyl-MDA have also been encountered by law enforcement.[1][2][3][4][5][6][7]

N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine and N-methoxycarbonyl-MDA
N-t-BOC-MDMA
Identifiers
IUPAC name
  • tert-butyl N-[1-(1,3-benzodioxol-5-yl)propan-2-yl]-N-methylcarbamate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC16H23NO4
Molar mass293.363 g·mol−1
3D model (JSmol)
SMILES
  • CC(CC1=CC2=C(C=C1)OCO2)N(C)C(=O)OC(C)(C)C
InChI
  • InChI=1S/C16H23NO4/c1-11(17(5)15(18)21-16(2,3)4)8-12-6-7-13-14(9-12)20-10-19-13/h6-7,9,11H,8,10H2,1-5H3
  • Key:AXMVJRRNQRXHMX-UHFFFAOYSA-N

N-t-BOC-MDMA has been specifically listed as an illicit drug in Singapore and South Korea,[8][9] but is also controlled by general drug analogue provisions in Australia and various European countries.

See also

References
  1. Collins M, Donnelly C, Cameron S, Tahtouh M, Salouros H (March 2017). "Identification and characterization of N-tert-butoxycarbonyl-MDMA: a new MDMA precursor". Drug Testing and Analysis. 9 (3): 399–404. doi:10.1002/dta.2059. PMID 27574107.
  2. Sugie KI, Kurakami D, Akutsu M, Saito K (2018). "Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry". Forensic Toxicology. 36 (2): 261–269. doi:10.1007/s11419-017-0400-y. PMC 6002434. PMID 29963202.
  3. Salouros H (2018). "Illicit drug chemical profiling: current and future state". Australian Journal of Forensic Sciences. 50 (6): 689–696. doi:10.1080/00450618.2018.1424244. S2CID 80559699.
  4. Collins M, Bhattarai A, Salouros H (2018). "Another chemically masked drug: p‐tosyl methylamphetamine". Drug Testing and Analysis. 10 (5): 898–905. doi:10.1002/dta.2363.
  5. Johnson CS, Bogun B (2019). "Chemical camouflage: illicit drug concealment using di-tert-butyldicarbonate". Australian Journal of Forensic Sciences. 51: S217–S219. doi:10.1080/00450618.2019.1569135. S2CID 86747489.
  6. European Monitoring Centre for Drugs and Drug Addiction (2019). "Drug precursor developments in the European Union" (PDF). EMCDDA Papers. Luxembourg: Publications Office of the European Union.
  7. "Prosecutors Detail 500 Kilogram Ketamine Precursor Raid". ICRT.com. 3 March 2020.
  8. "Singapore Misuse of Drugs (Amendment No. 2) Regulations 2020".
  9. "Han-soo L. Ministry lists 10 substances on temporary narcotics list". Korea Biomedical Review. 11 May 2018.
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