N-t-BOC-MDMA

Last updated

N-t-BOC-MDMA
N-t-BOC-MDMA.svg
Clinical data
Other namesNBoc-MDMA; NB-MDMA; N-tert-Butoxycarbonyl-3,4-methylenedioxymethamphetamine; N-tert-Butoxycarbonyl-MDMA
Identifiers
  • tert-Butyl N-[1-(1,3-benzodioxol-5-yl)propan-2-yl]-N-methylcarbamate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C16H23NO4
Molar mass 293.363 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, also known as N-tert-butoxycarbonyl-MDMA, is a chemical compound which can be both a synthetic precursor to, or a prodrug of the entactogenic drug MDMA ("ecstasy"). 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]

Contents

Chemical structures of N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine, and N-methoxycarbonyl-MDA Protected-narc structure.png
Chemical structures of N-t-BOC-methamphetamine, N-p-tosyl-methamphetamine, N-t-BOC-ketamine, and N-methoxycarbonyl-MDA

Society and culture

Asia

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.

Canada

N-t-BOC-MDMA is controlled substance in Canada under phenethylamine blanket-ban language. [10]

United States

N-t-BOC-MDMA is not an explicitly controlled substance in the United States. [11] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

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. 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.
  10. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. 5 December 2025. Retrieved 20 January 2026.
  11. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026
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