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N-Phosphonooxymethyl-DMT

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N-Phosphonooxymethyl-DMT
BERJAYA
Clinical data
Other namesVLS-02-23-10; N-POM-DMT; N-Phosphonooxymethyl-N,N-dimethyltryptamine
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • [2-(1H-indol-3-yl)ethyl-dimethylazaniumyl]methyl hydrogen phosphate
PubChem CID
Chemical and physical data
FormulaC13H19N2O4P
Molar mass298.279 g·mol−1
3D model (JSmol)
  • C[N+](C)(CCC1=CNC2=CC=CC=C21)COP(=O)(O)[O-]
  • InChI=1S/C13H19N2O4P/c1-15(2,10-19-20(16,17)18)8-7-11-9-14-13-6-4-3-5-12(11)13/h3-6,9,14H,7-8,10H2,1-2H3,(H-,16,17,18)
  • Key:RFEMNANKBGCRLY-UHFFFAOYSA-N

N-Phosphonooxymethyl-DMT, or N-POM-DMT, also known as VLS-02-23-10, is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT).[1][2] It is the N-phosphonooxymethyl derivative of DMT.[1][2] The drug is a prodrug of DMT with modified pharmacokinetic properties compared to DMT in rodents.[1][2] The chemical synthesis of N-phosphonooxymethyl-DMT has been described.[2] Various analogues of N-phosphonooxymethyl-DMT have also been described.[1][2] One of these is N-phosphonooxymethyl-5-MeO-DMT (N-POM-5-MeO-DMT), which is a putative prodrug of 5-MeO-DMT.[1][2] N-Phosphonooxymethyl-DMT was patented by Tanweer A. Khan and colleagues in affiliation with Atai Therapeutics in 2024.[1][2]

See also

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References

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  1. 1 2 3 4 5 6 Palfreyman MG, Varty GB, Stang E, Boltaev U, Avery K, Nivorozhkin A (December 2025). "Modification of natural tryptamines for the treatment of neuropsychiatric diseases". Journal of Psychopharmacology. 39 (12): 1338–1350. doi:10.1177/02698811251368362. PMID 41045211. In addition to psilocin, DMT and 5-MeO-DMT have been made into prodrugs despite lacking the 4-hydroxyl group attachment point. [...] In another approach, the dimethylamino group of DMT or 5-MeO-DMT has been used to generate betaine-like prodrugs of these classic psychedelics (e.g., see N-phosphonooxymethyl prodrugs of DMT and 5-MeO-DMT in Table 3 (Khan et al., 2024)). [...] Table 3. Betaine-like prodrugs of DMT and 5-MeO-DMT. [...]
  2. 1 2 3 4 5 6 7 "Prodrugs of dimethyltryptamine and derivatives thereof". Google Patents. 1 May 2024. Retrieved 30 May 2026.
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