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4-PrO-DMT

Topic: Chemistry

 From HandWiki - Reading time: 15 min

4-PrO-DMT, also known as 4-propionyloxy-N,N-dimethyltryptamine or as O-propionylpsilocin, is a synthetic psychedelic drug of the tryptamine family with psychedelic that is believed to act as a prodrug of psilocin (4-HO-DMT).[1] It has been sold online as a designer drug since May 2019.[2] It was first identified as a new psychoactive substance in Sweden, in July 2019.[3] A number of related derivatives have been synthesized as prodrugs of psilocin for medical applications.[4]

Use and effects

4-PrO-DMT Crystals
4-PrO-DMT crystals.

4-PrO-DMT is reported to be orally active and while effects have been studied in mice, its effects and longevity on humans have not been formally studied. The effects of 4-PrO-DMT are similar to those of psilocin (4-HO-DMT), as it acts as a prodrug of this compound.[1][5] This is analogous to the case of 4-AcO-DMT and psilocybin (4-PO-DMT).

Toxicity

Very little data about the toxicity or pharmacology of 4-PrO-DMT is known. Its chemical structure and pharmacological activity are similar to psilacetin, a compound which isn't associated with compulsive use or physical dependence. However, due to lack of research and data, it cannot be definitively concluded that its pharmacological actions in the human body do not differ from those of psilacetin. To date, there have been no reported deaths from 4-PrO-DMT.[1]

Interactions

Pharmacology

Pharmacodynamics

Template:Psilocin activities

4-PrO-DMT is theorized to be a serotonergic psychedelic, and is partial agonist of the 5-HT1D, 5-HT1B and 5-HT1A serotonin receptors.[1][6] It produces the head-twitch response in mice.[1]

Chemistry

Analogues

Analogues of 4-PrO-DMT include 4-HO-DMT (psilocin), 4-AcO-DMT (psilacetin), 4-PrO-DiPT, 4-GO-DMT, luvesilocin (4-GO-DiPT), and psilocybin (4-PO-DMT), among others.

History

4-PrO-DMT was encountered as a novel designer drug online and in Sweden by 2019.[2][3]

Society and culture

Canada

4-PrO-DMT is not a controlled substance in Canada as of 2025.[7]

Sweden

4-PrO-DMT is a controlled substance in Sweden.[8]

United States

4-PrO-DMT is not an explicitly controlled substance in the United States.[9] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 "Receptor Binding Profiles for Tryptamine Psychedelics and Effects of 4-Propionoxy-N,N-dimethyltryptamine in Mice". ACS Pharmacology & Translational Science 6 (4): 567–577. April 2023. doi:10.1021/acsptsci.2c00222. PMID 37082754. 
  2. ↑ 2.0 2.1 "4-OH-DMT PROP (4-PrO-DMT)" (in ru). https://aipsin.com/newsubstance/226/. 
  3. ↑ 3.0 3.1 European Monitoring Center for Drugs and Drug Addiction (December 2020). New psychoactive substances: global markets, glocal threats and the COVID-19 pandemic. An update from the EU Early Warning System. Luxembourg: Publications Office of the European Union. doi:10.2810/921262. ISBN 9789294975584. https://www.emcdda.europa.eu/system/files/publications/13464/20205648_TD0320796ENN_PDF_rev.pdf. Retrieved 2021-06-17. 
  4. ↑ "Novel Psilocin Prodrugs with Altered Pharmacological Properties as Candidate Therapies for Treatment-Resistant Anxiety Disorders". Journal of Medicinal Chemistry 67 (2): 1024–1043. November 2023. doi:10.1021/acs.jmedchem.3c01225. PMID 37983270. 
  5. ↑ "Foundational Science for the Psilocybin Analog 4-PrO-DMT in Mice". 28 March 2023. https://caam.tech/foundational-science-for-the-psilocybin-analog-4-pro-dmt-in-mice/. 
  6. ↑ Greene, Shaun L. (2022-01-01), Dargan, Paul; Wood, David, eds., "Chapter18 - Tryptamines", Novel Psychoactive Substances (Second Edition) (Boston: Academic Press): pp. 495–532, doi:10.1016/b978-0-12-818788-3.00014-0, ISBN 978-0-12-818788-3, https://linkinghub.elsevier.com/retrieve/pii/B9780128187883000140, retrieved 2024-08-29 
  7. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 
  8. ↑ "Псилоцин PROP (4-PrO-DMT)" (in ru). https://aipsin.com/newsubstance/466/. 
  9. ↑ 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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