Chemistry:7-Hydroxy-DMT

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7-Hydroxy-DMT (7-HO-DMT), also known as 7-hydroxy-N,N-dimethyltryptamine, is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT).[1][2] It is the 7-hydroxy derivative of DMT and is a positional isomer of psilocin (4-HO-DMT), bufotenin (5-HO-DMT), and 6-HO-DMT.[1][2] The drug shows affinity for serotonin receptors in the rat fundus strip.[1][2] However, it had the lowest serotonin receptor affinity of any other assessed compounds in a series of assessed tryptamines.[1][2] In a later study, its affinity (Ki) for the serotonin 5-HT2A receptor was >10,000 nM.[3][4] 7-Hydroxy-DMT is said to be biologically active in animals but to show low potency.[1] The drug was first described in the scientific literature by at least 1962.[5][6] It is a Schedule I controlled substance in the United States as a positional isomer of psilocin.[7][8]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 "Indolealkylamine and phenalkylamine hallucinogens: a brief overview". Neuroscience and Biobehavioral Reviews 6 (4): 489–497. 1982. doi:10.1016/0149-7634(82)90030-6. PMID 6757811. 
  2. ↑ 2.0 2.1 2.2 2.3 "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry 22 (4): 428–432. April 1979. doi:10.1021/jm00190a014. PMID 430481. 
  3. ↑ "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–297. January 1988. doi:10.1016/0014-2999(88)90432-3. PMID 3350047. 
  4. ↑ "Interaction of Phenylisopropylamines with Central 5-HT2 Receptors: Analysis by Quantitative Structure—Activity Relationships". Probing Bioactive Mechanisms. 413. Washington, DC: American Chemical Society. 14 November 1989. pp. 264–280. doi:10.1021/bk-1989-0413.ch018. ISBN 978-0-8412-1702-7. https://bitnest.netfirms.com/external/10.1021/bk-1989-0413.ch018. 
  5. ↑ "Pharmacological studies upon neurones of the lateral geniculate nucleus of the cat". British Journal of Pharmacology and Chemotherapy 18 (2): 217–246. April 1962. doi:10.1111/j.1476-5381.1962.tb01404.x. PMID 13882768. 
  6. ↑ "The identification of some proscribed psychedelic drugs". Journal - Forensic Science Society 7 (1): 46–50. January 1967. doi:10.1016/s0015-7368(67)70370-9. PMID 6074429. 
  7. ↑ 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 
  8. ↑ Drug Enforcement Administration (3 December 2007). "Definition of “Positional Isomer” as It Pertains to the Control of Schedule I Controlled Substances". https://www.federalregister.gov/documents/2007/12/03/E7-23413/definition-of-positional-isomer-as-it-pertains-to-the-control-of-schedule-i-controlled-substances. 



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