Chemistry:N-t-BOC-MDMA

From HandWiki
Short description: Chemical compound

N-t-BOC-MDMA
Clinical data
Other namesNBoc-MDMA; NB-MDMA; N-tert-Butoxycarbonyl-3,4-methylenedioxymethamphetamine; N-tert-Butoxycarbonyl-MDMA
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC16H23NO4
Molar mass293.363 g·mol−1
3D model (JSmol)

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][8][9][10]

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,[11][12] 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.[13]

United States

N-t-BOC-MDMA is not an explicitly controlled substance in the United States.[14] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

  1. ↑ "Identification and characterization of N-tert-butoxycarbonyl-MDMA: a new MDMA precursor". Drug Testing and Analysis 9 (3): 399–404. March 2017. doi:10.1002/dta.2059. PMID 27574107. 
  2. ↑ "Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry". Forensic Toxicology 36 (2): 261–269. 2018. doi:10.1007/s11419-017-0400-y. PMID 29963202. 
  3. ↑ "Illicit drug chemical profiling: current and future state.". Australian Journal of Forensic Sciences 50 (6): 689–696. 2018. doi:10.1080/00450618.2018.1424244. 
  4. ↑ "Another chemically masked drug: p-tosyl methylamphetamine.". Drug Testing and Analysis 10 (5): 898–905. 2018. doi:10.1002/dta.2363. PMID 29388381. 
  5. ↑ "Chemical camouflage: illicit drug concealment using di-tert-butyldicarbonate". Australian Journal of Forensic Sciences 51: S217–S219. 2019. doi:10.1080/00450618.2019.1569135. 
  6. ↑ European Monitoring Centre for Drugs and Drug Addiction (2019). "Drug precursor developments in the European Union". EMCDDA Papers. Luxembourg: Publications Office of the European Union. https://www.emcdda.europa.eu/system/files/publications/12137/20195889_TDAU19003ENN_1.pdf. 
  7. ↑ "Prosecutors Detail 500 Kilogram Ketamine Precursor Raid.". ICRT.com.. 3 March 2020. https://www.icrt.com.tw/info_details.php?mlevel1=6&mlevel2=12&news_id=174698. 
  8. ↑ Mayer A, Copp B, Bogun B, Miskelly G. Identification and characterization of chemically masked derivatives of pseudoephedrine, ephedrine, methamphetamine, and MDMA. Drug Test Anal. 2020 Apr;12(4):524-537. doi:10.1002/dta.2764 PMID 31943846
  9. ↑ Xu J, George AV, Salouros H. Preparation and characterization of protected methylamphetamine and MDMA products. Forensic Chemistry. 2020 May 1;18:100210. doi:10.1016/j.forc.2019.100210
  10. ↑ "The use of prodrugs as drugs of abuse". WIREs Forensic Science 6 (3). 2024. doi:10.1002/wfs2.1514. ISSN 2573-9468. https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/wfs2.1514. Retrieved 27 October 2025. 
  11. ↑ "Singapore Misuse of Drugs (Amendment No. 2) Regulations 2020". https://sso.agc.gov.sg/SL-Supp/S750-2020/Published/20200903?DocDate=20200903. 
  12. ↑ "Han-soo L. Ministry lists 10 substances on temporary narcotics list.". Korea Biomedical Review. 11 May 2018. https://www.koreabiomed.com/news/articleView.html?idxno=3244. 
  13. ↑ "Controlled Drugs and Substances Act". 5 December 2025. https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 
  14. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026, https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf 



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