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N-t-BOC-MDMA

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
N-t-BOC-MDMA
Identifiers
  • tert-ButylN-[1-(1,3-benzodioxol-5-yl)propan-2-yl]-N-methylcarbamate
CAS Number
PubChemCID
ChemSpider
UNII
Chemical and physical data
FormulaC16H23NO4
Molar mass293.363 g·mol−1
3D model (JSmol)
  • CC(CC1=CC2=C(C=C1)OCO2)N(C)C(=O)OC(C)(C)C
  • 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 is a chemical compound which can be both a synthetic precursor to, or aprodrug of theempathogenic drugMDMA. 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 foundN-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. SimilarN-protected compounds such asN-t-BOC-methamphetamine,N-p-tosyl-methamphetamine,N-t-BOC-ketamine,N-t-BOC-norketamine, andN-methoxycarbonyl-MDA have also been encountered by law enforcement.[1][2][3][4][5][6][7]

Chemical structures ofN-t-BOC-methamphetamine,N-p-tosyl-methamphetamine,N-t-BOC-ketamine, andN-methoxycarbonyl-MDA

Legal status

[edit]

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

See also

[edit]

References

[edit]
  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.PMID 29388381.
  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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