4-HO-MiPT
4-HO-MiPT is a synthetic psychedelic tryptamine structurally related to psilocin, the primary active compound in psilocybin mushrooms. First described in scientific literature in 19811 and later evaluated by Alexander Shulgin,2 it produces psilocin-like effects with a somewhat shorter duration. The substance remains relatively uncommon with limited human use history. No fatalities have been reported despite documented high-dose experiences, suggesting reasonable physiological tolerability, though formal toxicity data remains scarce.
Contents
Dosage & Duration
Dosage
Nausea may be reduced by taking the dose on an empty stomach; onset timing varies with the form taken and with stomach contents. Reported dose ranges are based on a small number of accounts and should be treated as tentative.
Duration
Subjective Effects
Effects vary widely by individual, dose, and context.
Physical
Cognitive
The cognitive effects of 4-HO-MiPT are described by many as extremely relaxing, profound and stoning in style when compared to other commonly used psychedelics such as LSD or 2C-B which tend to be energetic and stimulating.
Visual
Geometry
The visual geometry that is present throughout this trip can be described as more similar in appearance to that of Psilocin, Ayahuasca and 2C-E than LSD or 2C-B. It can be comprehensively described through its variations as intricate in complexity, abstract in form, organic in style, structured in organization, brightly lit and multicoloured in scheme, glossy in shading, soft in edges, large in size, slow in speed, smooth in motion, rounded in corners, unimmersive in depth and consistent in intensity. The visuals have a very 'natural' feel to them and at higher dosages are significantly more likely to result in states of Level 8B visual geometry over Level 8A.
Hallucinatory States
4-HO-MiPT and its various other forms produce a full range of high level hallucinatory states in a fashion that is more consistent and reproducible than that of many other commonly used psychedelics.
Auditory
The auditory effects of 4-HO-MiPT are common in their occurrence and exhibit a full range of effects.
Reagent Testing
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Pharmacology
Pharmacodynamics
4-HO-MiPT acts as a non-selective serotonin receptor agonist with its psychedelic effects primarily attributed to activity at the 5-HT2A receptor. It shows the highest potency and efficacy as an agonist of the 5-HT2A receptor, moderate potency as a partial agonist of the 5-HT2B receptor, and low potency with high efficacy as a partial agonist of the 5-HT2C receptor. The compound exhibits approximately 7-fold selectivity for activation of the 5-HT2A receptor over the 5-HT2C receptor. Additionally, 4-HO-MiPT acts as a moderate-potency serotonin reuptake inhibitor, with approximately 4-fold preference for 5-HT2A activation relative to serotonin transporter inhibition. Its low affinity at the 5-HT1A receptor suggests minimal contribution from this target to the drug's overall effects.
Pharmacokinetics
4-HO-MiPT is taken orally and is structurally analogous to psilocin.2 The acetate ester prodrug 4-AcO-MiPT may be metabolized to 4-HO-MiPT in the body, similar to how psilocybin is converted to psilocin. The 4-hydroxyl group on the indole ring is believed to contribute to oral activity.2 Detailed pharmacokinetic parameters in humans have not been established.
Tolerance
Psychedelics
Harm Potential
Addiction & Dependence
Psychological
Extremely LowAs a classical psychedelic, 4-HO-MiPT is not considered to have significant abuse potential or habit-forming properties.3 There are no reports suggesting psychological dependence develops with use.
Physical
Extremely Low4-HO-MiPT is not known to produce physical dependence or withdrawal symptoms.3
Psychosis Risk
As with other psychedelics, 4-HO-MiPT may produce confusion, delusions, paranoia, and feelings of impending doom, particularly at higher doses. The risk of psychotic reactions increases when combined with cannabis or stimulants, and in those predisposed to such conditions.
Seizure Risk
Seizures are considered a rare potential effect that may occur in those predisposed to them, particularly under physically taxing conditions such as dehydration, fatigue, or overheating. No documented cases of seizures have been reported with this compound alone.
History & Culture
Synthesis and Early Research
4-HO-MiPT was first synthesized and described in the scientific literature by David Repke and colleagues in 1981.1 The compound's effects in humans were subsequently evaluated and documented by Repke in collaboration with Alexander Shulgin in…
Trip Reports
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Legality
International
1961 Single Convention: 4-HO-MiPT is not individually scheduled.
1971 Convention on Psychotropic Substances: 4-HO-MiPT is not individually scheduled.
1988 Convention: 4-HO-MiPT is not listed in precursor Tables I or II.
By Country
References
Citations
- (September 2019). The fumarate salts of the ''N''-isopropyl-''N''-methyl derivatives of DMT and psilocin. Acta Crystallographica Section E, 75(Pt 9), 1316–1320. https://doi.org/10.1107/s205698901901125312
- (July 1985). Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. Journal of Medicinal Chemistry, 28(7), 892–896. https://doi.org/10.1021/jm00145a00712345
- Schlag AK, Aday J, Salam I, Neill JC, & Nutt DJ. (2022). Adverse effects of psychedelics: From anecdotes and misinformation to systematic science. 36(3), 258–272. https://doi.org/10.1177/0269881121106910012
- (March 1990). Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes. Neuropharmacology, 29(3), 193–198. https://doi.org/10.1016/0028-3908(90)90001-81
- (2018-08-21). Resolução RDC nº 246, de 21 de agosto de 2018 — Atualização do Anexo I (Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial) da Portaria SVS/MS nº 344. ANVISA / Diário Oficial da União. https://www.in.gov.br/materia/-/asset_publisher/Kujrw0TZC2Mb/content/id/377856711
- (n.d.). Neue-psychoaktive-Stoffe-Gesetz, Anlage. gesetze-im-internet.de. https://www.gesetze-im-internet.de/npsg/anlage_1.html1
- (2005-10-06). Förordning (SFS 2005:733) om ändring i förordningen (1999:58) om förbud mot vissa hälsofarliga varor. Riksdagen / Swedish Code of Statutes. http://data.riksdagen.se/dokument/sfs-1999-581
- (n.d.). Misuse of Drugs Act 1971 generic tryptamine control. gov.uk. https://www.gov.uk/government/publications/forensic-early-warning-system-fews-annual-report/annual-report-on-the-home-office-forensic-early-warning-system-fews-2021-to-20221
Automated synthesisInformation aggregated and synthesized using an autonomous workflow built by Josie Kins.
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