Chemistry:N-Formylmescaline
From HandWiki
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| Other names | Formylmescaline; N-Formyl-3,4,5-trimethoxyphenethylamine; N-Formyl-3,4,5-TMPEA |
| Drug class | Serotonergic psychedelic; Hallucinogen |
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| Formula | C12H17NO4 |
| Molar mass | 239.271 g·mol−1 |
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N-Formylmescaline, also known as N-formyl-3,4,5-trimethoxyphenethylamine, is an alkaloid and possible psychedelic drug of the phenethylamine and scaline families related to mescaline.[1][2][3] It is the N-formyl derivative of mescaline.[1][2][3] N,N-Diformylmescaline has been found to be chemically unstable under acidic or basic conditions, breaking down into N-formylmescaline, which then further degrades into mescaline.[1][2][3] Relatedly, it is thought that N-formylmescaline and N,N-diformylmescaline may act as prodrugs of mescaline in vivo.[1][2][3] N-Formylmescaline is known to occur naturally in trace amounts in peyote.[2][3][4][5][6] It is not a controlled substance in Canada as of 2025.[7]
See also
- Scaline
- N,N-Diformylmescaline
- N-Acetylmescaline
- Trichocereine (N,N-dimethylmescaline)
- N-Methylmescaline
References
- ↑ 1.0 1.1 1.2 1.3 "The use of prodrugs as drugs of abuse". WIREs Forensic Science 6 (3). 2024. doi:10.1002/wfs2.1514. ISSN 2573-9468. "In January 2020, Australian authorities seized a powder suspected of being cocaine. After analysis by GC–MS, NMR and IR, the compound was identified as N,N-diformylmescaline. Under exposure to acid and basic conditions, the structure degraded to N-formylmescaline, a naturally occurring compound in Peyote, and further to mescaline (Gallagher et al., 2023).".
- ↑ 2.0 2.1 2.2 2.3 2.4 "N,N-Diformylmescaline: A novel analogue of mescaline detected in Queensland". Drug Testing and Analysis 15 (2): 204–212. February 2023. doi:10.1002/dta.3390. PMID 36245421.
- ↑ 3.0 3.1 3.2 3.3 3.4 "N,N-Diformylmescaline (Мескалин 2FORM)" (in ru). https://aipsin.com/newsubstance/1031/.
- ↑ "Mescaline". The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. 2014. pp. 774. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA774. Retrieved 31 October 2025.
- ↑ "β-Phenethylamines and ephedrines of plant origin.". The Alkaloids: Chemistry and Pharmacology. 35. Academic Press. 1989. pp. 77-154 (111). ISBN 978-0-08-086559-1. https://books.google.com/books?id=aQ16om_WW60C&pg=PA111. Retrieved 31 October 2025.
- ↑ "N-Formylmescaline". Trout’s Notes. Isomer Design. https://isomerdesign.com/bitnest/external/TCA/150.
- ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html.
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