5-MeO-DiPT
5-MeO-DiPT is a synthetic psychedelic of the tryptamine classcitation needed first described by Alexander Shulgin in 1980. It is considered an atypical psychedelic, characterized by prominent stimulating and mildly entactogenic effects rather than typical visual distortions. The compound is particularly noted for producing strong tactile and sexual enhancement alongside auditory distortions similar to those of the related compound DiPT. Higher doses are frequently reported to produce an unpleasant body load.
Dosage & Duration
Dosage
Doses are population estimates that vary widely between individuals.
Duration
Subjective Effects
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5-MeO-DiPT occupies an unusual position among the tryptamines, producing a primarily body-centered experience with stimulant- and entactogen-like qualities rather than a classically visionary psychedelic state. The experience is dominated by a strong bodily energy or buzzing sensation, pronounced tactile and sexual enhancement, and only light perceptual alterations, with full effects arriving within roughly the first hour of onset. Effects are sometimes described as wave-like, ebbing and flowing in intensity, and reports of deeply engrossing visions or hallucinations are notably absent even at strong doses.
Physical
The body load is prominent and polarizing: a buzzing muscular energy accompanied by stimulation, sweating, muscle tension, and jaw clenching. Gastrointestinal effects are characteristic, including stomach discomfort, gas, markedly increased peristalsis, and diarrhea, and many users find it difficult to sleep for 4-12 hours after the peak.
Stimulation
The substance is distinctly stimulating in both body and mind, producing a buzzing muscular energy that some users enjoy and others find aversive; restlessness is common.
Uncomfortable
Gastrointestinal disturbance is a well-known signature of the substance, though it does not affect all users.
Cognitive
The headspace tends toward euphoria, emotional openness, and an outgoing, socially oriented mental activation rather than deep introspection or intuitive insight. Time frequently feels slowed, particularly during the come-up, and some users experience confusion, ego softening, or an anxious edge to the stimulation.
Disruptive
Emotional
The emotional tone is generally positive and opening, though the stimulation can carry an anxious or unnerving edge, especially when the body load becomes uncomfortable.
Visual
Visual effects are light relative to most psychedelic tryptamines, consisting mainly of subtle enhancements and distortions; closed-eye imagery appears mainly at higher doses, and fully formed hallucinations are not reported.
Distortions
Auditory
Auditory effects lean toward distortion rather than enhancement; music can sound strange, fake, or shifted in a manner reminiscent of DiPT, and many users find music less engaging than usual.
Tactile
Tactile enhancement is a defining feature of the substance, with the entire body feeling alive and alert; touch takes on a strongly sensual or erotic quality for many users.
Olfactory
Gustatory
See also: Psychedelic Intensity Scale, Effects of psychedelics (visual, cognitive, miscellaneous)
Pharmacology
Pharmacodynamics
5-MeO-DiPT acts as a non-selective serotonin receptor agonist with activity at the 5-HT1A, 5-HT1B, 5-HT1D, 5-HT2A, 5-HT2B, and 5-HT2C receptors.citation needed Binding affinity is strongest at the 5-HT1A receptor, reported as 2-fold to 161-fold greater than at 5-HT2A across studies. In functional assays, however, activation potency is similar at 5-HT1A and 5-HT2A, with several-fold lower potency at 5-HT2C. The psychedelic effects are thought to result primarily from 5-HT2A receptor agonism.1 5-MeO-DiPT also acts as a serotonin reuptake inhibitor with variable reported potency, while showing no significant dopamine or norepinephrine reuptake inhibition and no monoamine releasing activity.2 In rodent models, the compound elevates brain serotonin levels (presumably via serotonin reuptake inhibition) and may also increase dopamine levels through an unknown mechanism, though findings on the latter are mixed.1
Pharmacokinetics
Human urine analyses identify three principal pathways: O-demethylation to 5-OH-DiPT, hydroxylation at the 6-position to 6-OH-5-MeO-DiPT, and N-deisopropylation to 5-MeO-NIPT. The two hydroxylated metabolites are excreted in part as sulfate and glucuronide conjugates and were more abundant than 5-MeO-NIPT in the examined specimens.3 In pooled human liver microsomes and recombinant-enzyme experiments, CYP2D6 was the major enzyme for O-demethylation to 5-OH-DiPT. CYP1A2, CYP2C8, and CYP3A4 were the major enzymes assigned to N-deisopropylation. These are in-vitro enzyme findings and do not quantify the effect of CYP genotype or inhibitors in living people.4 Parent 5-MeO-DiPT remained detectable in urine up to 35 hours after dosing in the specimens examined, but this is a urinary detection observation, not an elimination half-life. Controlled human values for bioavailability, Cmax, Tmax, clearance, volume of distribution, and terminal half-life have not been established by these studies.citation needed
Dangerous
Highest riskThese combinations are considered extremely harmful and should always be avoided. Reactions to these drugs taken in combination are highly unpredictable and have a potential to cause death.
Unsafe
AvoidThere is considerable risk of physical harm when taking these combinations, they should be avoided where possible.
Caution
Use cautionThese combinations are not usually physically harmful, but may produce undesirable effects, such as physical discomfort or overstimulation. Extreme use may cause physical health issues. Synergistic effects may be unpredictable. Care should be taken when choosing to use this combination.
Tolerance
Tolerance timelines are rules of thumb, not exact schedules, and vary widely between individuals and use patterns.
Harm Potential
Addiction & Dependence
Psychological
Extremely LowLike other serotonergic psychedelics, 5-MeO-DiPT is not habit-forming.6 Evidence remains limited, but related tryptamines are not typically described as addictive or prone to compulsive use.
Toxicity
Serotonergic neurotoxicity has been demonstrated in rodent models, with cognitive deficits in spatial navigation, cognitive flexibility, and attention observed following adolescent exposure; effects are described as less severe than those of MDMA, and human relevance remains unclear.citation needed
Rhabdomyolysis and acute renal failure have been reported in the context of overdose; this appears to be an acute toxicity concern rather than a chronic use issue.citation needed
Psychosis Risk
One report describes a prolonged delusional state associated with 5-MeO-DiPT.7 Those whose family history includes schizophrenia or early-onset mental illness should be cautious, because psychedelics may trigger latent psychological or mental problems.
History & Culture
5-MeO-DiPT was first synthesized and tested by American chemist Alexander Shulgincitation needed, who conducted the initial human trials of the compound in 1975. Shulgin subsequently co-authored a paper with M. F. Carter detailing the synthesis and human psychopharmacology of both 5-MeO-DiPT and…
Legality
International
5-MeO-DiPT does not appear in the official schedules to the 1961 Single Convention, the 1971 Convention on Psychotropic Substances, or the Tables of the 1988 Convention. International scheduling of other tryptamines does not itself schedule 5-MeO-DiPT.
By Country
References
Source Pages
Citations
- Karolina Noworyta-Sokołowska, Katarzyna Kamińska, Grzegorz Kreiner, Zofia Rogóż, & Krystyna Gołembiowska. (November 2016). Neurotoxic Effects of 5-MeO-DIPT: A Psychoactive Tryptamine Derivative in Rats. Neurotox Res, 30(4), 606–619. https://doi.org/10.1007/s12640-016-9654-01234
- Bruce E. Blough, Antonio Landavazo, Ann M. Decker, John S. Partilla, Michael H. Baumann, & Richard B. Rothman. (October 2014). Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes. Psychopharmacology (Berl), 231(21), 4135–4144. https://doi.org/10.1007/s00213-014-3557-7123
- Metabolism of the psychotomimetic tryptamine derivative 5-methoxy-N,N-diisopropyltryptamine in humans: identification and quantification of its urinary metabolites. pubmed.ncbi.nlm.nih.gov (n.d.). https://doi.org/10.1124/dmd.105.00583512
- Shizuo Narimatsu, Rei Yonemoto, Keita Saito, Kazuo Takaya, Takuya Kumamoto, Tsutomu Ishikawa, Masato Asanuma, Masahiko Funada, Kimio Kiryu, Shinsaku Naito, Yuzo Yoshida, Shigeo Yamamoto, & Nobumitsu Hanioka. (April 2006). Oxidative metabolism of 5-methoxy-N,N-diisopropyltryptamine (Foxy) by human liver microsomes and recombinant cytochrome P450 enzymes. Biochem Pharmacol, 71(9), 1377–1385. https://doi.org/10.1016/j.bcp.2006.01.01512
- 5-MeO-DiPT Basics. Erowid (2015-02-10). https://erowid.org/chemicals/5meo_dipt/5meo_dipt_basics.shtml123
- David E. Nichols. (April 2016). Psychedelics. Pharmacol Rev, 68(2), 264–355. https://doi.org/10.1124/pr.115.01147812
- Yasuko Fuse-Nagase, & Toru Nishikawa. (April 2013). Prolonged delusional state triggered by repeated ingestion of aromatic liquid in a past 5-methoxy-N, N-diisopropyltryptamine abuser. Addict Sci Clin Pract, 8(1). https://doi.org/10.1186/1940-0640-8-91
- Susan C. Smolinske, Rahul Rastogi, & Stephen Schenkel. (December 2005). Foxy methoxy: a new drug of abuse. J Med Toxicol, 1(1), 22–25. https://doi.org/10.1007/bf031609011
- Alexander Shulgin, & Ann Shulgin. (1997). TiHKAL: The Continuation. Transform Press. https://www.erowid.org/library/books_online/tihkal/tihkal37.shtml1
- Neue-Psychoaktive-Substanzen-Gesetz (NPSG) and Neue-Psychoaktive-Substanzen-Verordnung. ris.bka.gv.at (n.d.). https://ris.bka.gv.at/GeltendeFassung.wxe?Abfrage=Bundesnormen&Gesetzesnummer=200076051
Further Reading
- Noworyta-Sokolowska et al. (2016). Neurotoxicity Research
Ray, T. S. (2010). Psychedelics and the Human Receptorome- Shulgin, A. T.; Carter, M. F. (1980). Communications in Psychopharmacology
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Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more
Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more
Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more
Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more
Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more
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