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5-MeO-DiPT

5-MeO-DiPT molecule structure5-MeO-DiPT molecule structure
5-Methoxy-N,N-diisopropyltryptamine
Foxy, Foxy Methoxy
Chemical Class
Tryptamine

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.

Threshold~3 mg
Light3-10 mg
Moderate10-15 mg
Strong15-20 mg
Heavy20+ mg

Duration

Onset20-40 minutes
Come Up10-50 minutes
Peak2-5 hours
Offset3-5 hours
After Effects2-3 hours
Total4-8 hours

Subjective Effects

Legacy content. A statistically backed ontology from Mindstate Design Labs is coming soon.

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

Confusion

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)

Reagent Testing

Expected colorimetric results for common reagent tests. Colors show reaction change over 1–2 minutes.

Marquis(MQ)
white → orange1 → green2
Mecke(ME)
white → red2 → brown2
Mandelin(MD)
yellow2 → yellow3
Morr(MO)
pink2 → blue1
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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

Interactions

Dangerous

Highest risk

These 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.

AMTMAOIsPCP

Unsafe

Avoid

There is considerable risk of physical harm when taking these combinations, they should be avoided where possible.

AmphetaminesCocaineDXMTramadol

Caution

Use caution

These 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.

2C-T-x compounds2C-x compoundsCannabisDOx compoundsMDMAMescalineNBOMe compoundsPregabalin
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Tolerance

Tolerance timelines are rules of thumb, not exact schedules, and vary widely between individuals and use patterns.

Full Tolerance
5-MeO-DiPT can produce tolerance very soon after it is taken.5 Consecutive-day use typically makes the second-day experience noticeably weaker.5
Baseline Reset
Approximately 7 days of abstinence, though some reports suggest that spacing doses 5-7 or more days apart effectively eliminates tolerance-related diminishment.5
Half Tolerance
Approximately 3 days
Cross Tolerance

Serotonergic psychedelics6

Harm Potential

Addiction & Dependence

Psychological

Extremely Low

Like 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

Central Nervous System

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

Renal

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

Illegal18
United States flagUnited StatesIllegal
Brazil flagBrazilIllegal
Canada flagCanadaIllegal
China flagChinaIllegal
Denmark flagDenmarkIllegal
France flagFranceIllegal
Germany flagGermanyIllegal
Greece flagGreeceIllegal
Italy flagItalyIllegal
Japan flagJapanIllegal
Latvia flagLatviaIllegal
New Zealand flagNew ZealandIllegal (analog/blanket ban)
Norway flagNorwayIllegal
Poland flagPolandIllegal
Russia flagRussiaIllegal
Singapore flagSingaporeIllegal
Ukraine flagUkraineIllegal
United Kingdom flagUnited KingdomIllegal (analog/blanket ban)
Controlled / restricted4
Austria flagAustriaRestricted
Finland flagFinlandRestricted
Sweden flagSwedenRestricted
Switzerland flagSwitzerlandRestricted
Not scheduled1
Spain flagSpainNot scheduled

References

Source Pages

  1. Bluelight: The Big & Dandy 5-MeO-DiPT Thread
  2. Erowid
  3. Erowid TiHKAL Entry #37: 5-MeO-DiPT
  4. Erowid: 5-MeO-DiPT Vault
  5. Isomer Design (TiHKAL/PiHKAL)
  6. PsychonautWiki
  7. TripSit Factsheets
  8. TripSit: Drug Combinations Wiki
  9. Wikipedia

Citations

  1. 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
  2. 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
  3. 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
  4. 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. 5-MeO-DiPT Basics. Erowid (2015-02-10). https://erowid.org/chemicals/5meo_dipt/5meo_dipt_basics.shtml123
  6. David E. Nichols. (April 2016). Psychedelics. Pharmacol Rev, 68(2), 264–355. https://doi.org/10.1124/pr.115.01147812
  7. 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
  8. 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
  9. Alexander Shulgin, & Ann Shulgin. (1997). TiHKAL: The Continuation. Transform Press. https://www.erowid.org/library/books_online/tihkal/tihkal37.shtml1
  10. 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

  1. Noworyta-Sokolowska et al. (2016). Neurotoxicity Research
  2. Ray, T. S. (2010). Psychedelics and the Human Receptorome
  3. Shulgin, A. T.; Carter, M. F. (1980). Communications in Psychopharmacology

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