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MiPT (N-methyl-N-isopropyltryptamine) is a synthetic psychedelic of the tryptamine class. It is the unsubstituted parent compound of the MiPT series — structurally related to DMT but orally active without additional drugs. It partially activates serotonin receptors in the brain, producing the introspective and cognitive shifts characteristic of classical psychedelics.[1]

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Threshold
< 5 mg
Light
5 – 10 mg
Common
10 – 20 mg
Strong
20 – 25 mg
Heavy
25+ mg
12340 h1 h2 h3 h
1Onset
15m–30m2Come-up
15m–30m3Peak
45m–1.5h4Resolution
45m–1hAftereffects1h–2h
Total3h–4h
Builduprapid
Full reset7 days
Cross-tol.
LSD, psilocybin, DMT +4 more
Absolute5 entries
psychotic disordersbipolar disorderpregnancyMAOI uselithium use
Relative3 entries
cardiovascular diseasehepatic impairmentSSRI/SNRI use
Dosage varies by body weight, tolerance & metabolism · Not medical advice · Terms

Repke, Grotjahn, and Shulgin first described MiPT in 1985, demonstrating that an asymmetric nitrogen structure could bypass the enzyme that normally destroys tryptamines before they reach the brain.[2] Shulgin later documented its effects in depth in TiHKAL (1997), establishing the compound's unusual cognitive-dominant character.[3] MiPT remains exceptionally rare, with virtually no forensic or clinical reports in circulation.

Subjective effects include color brightening, auditory enhancement, flowing introspective thought, and entheogenic ideation.[2][3] The experience is defined by cognitive intensity rather than visual spectacle — clear and introspective, with remarkably little of the geometric patterning typical of tryptamines. Anxiety, confusion, and restless body load are characteristic unwanted effects.

MiPT does not produce physical dependence, and no human toxicity data exist.[4] The greatest danger is combining it with MAOIs or other serotonergic drugs, which can dramatically amplify its effects and trigger a life-threatening overheating and seizure response.[5] What is known rests almost entirely on structural inference and a small number of self-experiment accounts — direct human safety data are absent.

History[edit]

Discovery

Repke, Grotjahn, and Shulgin first described MiPT in 1985 in the Journal of Medicinal Chemistry, showing that a bulky isopropyl group on the nitrogen could block the enzyme that degrades tryptamines during digestion — making oral activity possible without MAOI co-administration.[2] The 1981 date cited in some sources likely refers to unpublished laboratory work; no published record from that year has been identified.[2]

Characterization and documentation

Alexander Shulgin documented MiPT in TiHKAL (1997), entry #47, recording two synthetic routes, dosage ranges, and detailed self-experiment narratives.[3] He noted the compound's unusually cognitive character and its remarkable physical stability — the freebase resists air oxidation far better than most tryptamines.[3]

Modern status

MiPT appeared as a novel psychoactive substance in Europe around 2005 but has remained exceptionally rare.citation needed Unlike its ring-substituted relatives 5-MeO-MiPT and 5-MeO-DiPT, it has produced virtually no clinical or forensic reports.citation needed

Chemistry[edit]

Structural class

MiPT belongs to the substituted tryptamine family — compounds built on an indole ring with an ethylamine side chain.[3] Its nitrogen carries an asymmetric pair of groups: one methyl and one isopropyl. The bulky isopropyl group shields the molecule from the enzyme that destroys DMT during digestion, granting MiPT oral activity that DMT lacks.[2][3]

Molecular properties

MiPT's molecular formula is C₁₄H₂₀N₂ (molecular weight 216.32 g/mol). The freebase has a melting point of 82–83 °C and is unusually resistant to air oxidation — most tryptamine freebases degrade quickly when exposed to light and oxygen.[3][6] It is the unsubstituted-ring parent in a series that includes 4-HO-MiPT and 5-MeO-MiPT.[2]

Pharmacology[edit]

Mechanism of action

MiPT partially activates serotonin receptors in the brain — it stimulates the receptor but not as forcefully as serotonin itself.[1] Unlike related tryptamines such as 5-MeO-MiPT, it shows no meaningful activity at a separate serotonin pathway linked to stimulation and anxiety reduction.[1][7] MiPT also enters neurons through the SERT and may accumulate inside the cell — what this contributes to the experience remains unknown.[8]

Oral activity

The isopropyl group on MiPT's nitrogen acts as a physical shield against the enzyme that destroys tryptamines during digestion.[3][2] This is why DMT — which lacks this protection — must be smoked or injected rather than taken orally.

Pharmacokinetics

No human studies have measured how MiPT is absorbed, distributed, or eliminated. Metabolism is inferred from the close structural analog 5-MeO-MiPT, involving liver enzymes CYP2D6 and CYP3A4.[9][10]inferred

Neuroscience[edit]

Where it acts

No neuroimaging data exist for MiPT. Based on its partial serotonin receptor activation,[1] its primary effects are expected in the prefrontal cortex — the region most densely packed with the relevant receptors.citation needed Activation there disrupts the brain's normal filtering of sensory and cognitive information, increasing crosstalk between regions that ordinarily operate independently.citation needed

MiPT's entry into neurons via the SERT[8] raises the additional possibility of effects through a separate signaling pathway inside the cell.[8] Whether this contributes meaningfully to the experience remains unknown.

Why it matters

One influential theory proposes that serotonin receptor activation loosens the brain's reliance on established expectations, allowing raw sensory input more influence over conscious experience.citation needed MiPT's cognitive-dominant, visually sparse profile puts this theory under pressure — it produces significant mental disruption without the perceptual distortion the theory typically predicts. Whether partial activation reaches the threshold needed to promote structural neural growth, as full psychedelics may, is also unresolved.[1]citation needed

Subjective Effects[edit]

Summary

MiPT is defined by what it does to thought rather than sight. The experience opens a clear, introspective space — ideas deepen, emotional resonance intensifies, and the visual world stays largely intact.[2][3] At higher amounts the cognitive depth increases further, but the geometric patterning typical of other tryptamines never arrives.

Among short-acting tryptamines, MiPT is less visually intense than DPT and less potent than 5-MeO-MiPT, occupying a quieter, more cognitively grounded niche.[1] Where perceptual distortion normally anchors the psychedelic experience, MiPT relies almost entirely on internal state and surroundings — making set and setting unusually determinative.

Effect Grid

Dose Level:
Description

At common doses (10–20 mg oral), the characteristic MiPT profile manifests: considerable central stimulation, brightened colors, and enhanced appreciation for music. Cognitive effects predominate — increased associative thinking, conceptual fluidity, and a psychedelic headspace with entheogenic qualities. Visual distortion is notably minimal compared to other tryptamines; geometric patterning and visual hallucination are largely absent.

Physically, mild-to-moderate stimulation, pupil dilation, and possible jaw tension or restlessness are reported. Body load remains lighter than many classical tryptamines.

Duration is 3–4 hours with a manageable afterglow. Sleep may be difficult for 1–2 hours after effects subside.

Modeled from the effect's dose-dependence curve — not per-substance measurements.

Perception(40)likelihood · intensity
Color enhancement
possible
Visual drifting
possible
Music enhancement
possible
Geometry
possible
Visual breathing
possible
Color alteration
possible
Tracers
possible
Brightness alteration
possible
Double vision!
rare

Visual breathing · Color alteration · Tracers · Brightness alteration · Auditory enhancement · Light sensitivity · Sound sensitivity · After-images · Auditory distortion · Depth perception distortion · Environmental patterning · Holotropic state · Peripheral vision distortion · Perspective distortion · Proprioceptive distortion · Spatial disorientation · Symmetrical texture repetition · Touch enhancement · Visual diffraction · Visual haze / noise · Visual morphing · Visual acuity enhancement · Auditory misinterpretation · Dreaming enhancement · Vestibular distortion · Visual melting · Visual processing acceleration · Peripheral misidentification · Synesthesia · Tinnitus · Visual recursion · External hallucinations · Internal hallucinations · Object transformations · Auditory hallucinations

Auditory enhancement · Light sensitivity · Sound sensitivity · After-images · Auditory distortion · Depth perception distortion · Environmental patterning · Holotropic state · Peripheral vision distortion · Perspective distortion · Proprioceptive distortion · Spatial disorientation · Symmetrical texture repetition · Touch enhancement · Visual diffraction · Visual haze / noise · Visual morphing · Visual acuity enhancement · Auditory misinterpretation · Dreaming enhancement · Vestibular distortion · Visual melting · Visual processing acceleration · Peripheral misidentification · Synesthesia · Tinnitus · Visual recursion · External hallucinations · Internal hallucinations · Object transformations · Auditory hallucinations

Body(39)likelihood · intensity
Pupil dilation
likely
Body scan awareness
likely
Stimulation
likely
Spontaneous body sensations
possible
Wakefulness
possible
Body high
possible
Vasoconstriction!
possible
Motor control impairment!
possible
Temperature dysregulation!
possible

Spontaneous body sensations · Wakefulness · Body high · Nausea · Muscle tension · Tingling / electric sensations · Vibrations / buzzing · Dry mouth · Appetite suppression · Breathing alteration · Heart rate perception changes · Laughter fits · Physical fatigue · Restlessness · Tactile euphoria · Bodily pressures · Body schema distortion · Dehydration sensation · Dizziness · Excessive sweating · Insomnia · Kundalini-like energy · Temperature dysregulation · Yawning · Abnormal heartbeat · Bruxism · Diarrhea · Headache · Involuntary body movements · Nystagmus (eye wobbles) · Trembling · Vomiting · Bodily dissociation · Tactile hallucination

Nausea · Muscle tension · Tingling / electric sensations · Vibrations / buzzing · Dry mouth · Appetite suppression · Breathing alteration · Heart rate perception changes · Laughter fits · Physical fatigue · Restlessness · Tactile euphoria · Bodily pressures · Body schema distortion · Dehydration sensation · Dizziness · Excessive sweating · Insomnia · Kundalini-like energy · Yawning · Abnormal heartbeat · Bruxism · Diarrhea · Headache · Involuntary body movements · Nystagmus (eye wobbles) · Trembling · Vomiting · Bodily dissociation · Tactile hallucination

Thinking(35)likelihood · intensity
Thought connectivity
likely
Pattern recognition enhancement
possible
Conceptual thinking
possible
Novelty enhancement
possible
Immersion enhancement
possible
Aesthetic enhancement
possible
Cognitive euphoria
possible
Suggestibility enhancement!
possible
Decision impairment!
possible

Novelty enhancement · Immersion enhancement · Aesthetic enhancement · Cognitive euphoria · Introspection enhancement · Openness enhancement · Thought acceleration · Cognitive flexibility · Multiple thought streams · Creativity enhancement · Humor enhancement · Memory suppression · Cognitive fatigue · Cognitive impairment · Confusion · Focus suppression · Increased nature relatedness · Synchronicity · Thought disorganization · Thought loops · Analysis enhancement · Cognitive dysphoria · Information processing suppression · Language suppression · Memory fragmentation · Motivation suppression · Focus enhancement · Information processing enhancement · Language enhancement · Motivation enhancement

Introspection enhancement · Openness enhancement · Thought acceleration · Cognitive flexibility · Multiple thought streams · Creativity enhancement · Humor enhancement · Memory suppression · Cognitive fatigue · Cognitive impairment · Confusion · Focus suppression · Increased nature relatedness · Synchronicity · Thought disorganization · Thought loops · Analysis enhancement · Cognitive dysphoria · Information processing suppression · Language suppression · Memory fragmentation · Motivation suppression · Focus enhancement · Information processing enhancement · Language enhancement · Motivation enhancement

Feeling(13)likelihood · intensity
Emotional enhancement
possible
Euphoria
possible
Emotional lability
possible
Simultaneous emotions
possible
Anxiety
possible
Empathy enhancement
possible
Anxiety suppression
possible
Paranoia!
possible
Depression!
rare

Simultaneous emotions · Anxiety · Empathy enhancement · Anxiety suppression · Catharsis · Anhedonia · Dysphoria · Irritability

Catharsis · Anhedonia · Dysphoria · Irritability

Self(18)likelihood · intensity
Emotional susceptibility
possible
Derealization
possible
Disinhibition
possible
Flow state
possible
Communication suppression
possible
Depersonalization
possible
Social connection
possible
Communication enhancement
possible
Self-control suppression!
v.rare

Communication suppression · Depersonalization · Social connection · Communication enhancement · Sociability enhancement · Ego inflation · Sociability suppression · Social disconnection · Boundary dissolution · Cognitive disconnection · Identity alteration · Ego dissolution · Telepathic feelings

Sociability enhancement · Ego inflation · Sociability suppression · Social disconnection · Boundary dissolution · Cognitive disconnection · Identity alteration · Ego dissolution · Telepathic feelings

Time(6)likelihood · intensity
Time alteration
likely
Present-moment absorption
possible
Temporal disorientation
possible
Deja vu
possible
Jamais vu
rare
Time cessation
v.rare

Time cessation

Transpersonal(12)likelihood · intensity
Unity and interconnectedness
possible
Existential realization
rare
Noetic insight
rare
Transpersonal feelings
rare
Non-dual awareness
v.rare
Entity contact
v.rare
Transpersonal memory access
v.rare
Transpersonal visions
v.rare
Voidness
v.rare

Entity contact · Transpersonal memory access · Transpersonal visions · Voidness · Cessation · Death-rebirth sequence · Near-death experience

Cessation · Death-rebirth sequence · Near-death experience

Awareness(6)likelihood · intensity
Personal insight
possible
Lucidity enhancement
possible
Mindfulness enhancement
possible
Cognitive dissonance
possible
Reality testing impairment!
rare
Recursive awareness
rare

Recursive awareness

Likelihood: how common this effect is at the selected dose level.This effect has safety implications — review before use.

Timeline

Safety[edit]

Harm
Acute toxicity
Low
Chronic toxicity
Negligible
Withdrawal
None
Tolerance buildup
rapid
Tolerance reset
7 days
Dependence
Physical
None
Psychological
Negligible
Compulsive redosing
Negligible
Dose escalation
Negligible
Cross-tol.
LSD · psilo · DMT
Risk Shape
TOXPHYPSYWDRREDTOL

Toxicity

No lethal dose, therapeutic index, or toxicity data exist for MiPT in any species.safety citation needed No case reports of overdose or adverse events specific to MiPT have been published.

Analog toxicology

Safety inferences draw on the close structural analog 5-MeO-MiPT. One forensic case involved acute agitation following 5-MeO-MiPT use, though multiple other drugs were present, making single-substance conclusions impossible.[9] Preclinical studies have assessed cardiovascular and motor effects of 5-MeO-MiPT in mice.[11]

Class-level risks

As a serotonin receptor agonist, MiPT carries risks typical of classical psychedelicsinferred:

Psychological risks

Anxiety, panic, paranoia, and confusion occur with all classical psychedelics and are expected with MiPT.safety citation needed Persistent perceptual changes after the experience have not been reported, but the evidence base is too thin to assess actual risk. People with personal or family histories of psychotic disorders or bipolar disorder face elevated risk of psychiatric destabilization.safety citation needed

Tolerance and dependence

MiPT does not produce physical dependence, and no withdrawal has been documented. Tolerance builds rapidly after a single dose — serotonin receptors in the frontal cortex downregulate, blunting the response to any repeat dose within days.[4]

This cross-tolerance extends to LSD, psilocybin, and DMT.[12] Tryptamine psychedelics may build tolerance somewhat more slowly than LSD-class compounds,[13] and rapid tolerance itself limits reinforcing properties.

Drug interactions

Combining MiPT with monoamine oxidase inhibitors (MAOIs), serotonin reuptake inhibitors, lithium, or other serotonergic agents poses serious risks including serotonin syndrome, seizures, and unpredictable potentiation.

MAOIs block the breakdown of MiPT while raising serotonin levels — the combination dramatically amplifies and prolongs effects and risks a life-threatening overheating and seizure response.[5] This applies to pharmaceutical MAOIs (phenelzine, tranylcypromine, moclobemide) and to β-carboline MAOIs in ayahuasca.

SSRIs also carry serotonin syndrome risk in combination with serotonin receptor agonists, and may blunt psychedelic effects through chronic downregulation.[5] Lithium combined with serotonergic psychedelics is associated with seizures and severe neurological reactions — a class-level absolute contraindication.safety citation needed Stimulants increase cardiovascular stress.[9] CYP2D6/CYP3A4 inhibitors may slow metabolism and increase exposure.inferred Cannabis is anecdotally reported to intensify effects unpredictably.citation needed

Contraindications

No substance-specific contraindication studies exist — these are inferred from class pharmacology.

Absolute:

  • Concurrent MAOI use — serotonin syndrome and dangerous potentiation
  • Concurrent lithium therapy — seizure risk
  • Personal history of psychotic disorders — psychosis precipitation
  • Personal history of bipolar I disorder — manic episode triggering

Relative:

  • Concurrent SSRI or SNRI use — serotonin syndrome risk and attenuated effects
  • Family history of psychotic disorders — elevated vulnerability
  • Heart conditions (high blood pressure, irregular heartbeat, heart failure) — cardiovascular stimulation at higher doses
  • Pregnancy and breastfeeding — no safety data exist
  • Liver impairment — inferred CYP2D6/CYP3A4 metabolism may produce elevated exposureinferred

Harm Reduction[edit]

Forms & Identification

Reagent ResultsNot recorded+ add reagent results
AppearanceNot recorded+ add appearance
Red FlagsNot recorded+ add red flags

MiPT is exceptionally rare and poorly documented in circulation. Misidentification is a significant risk — it could be confused with more potent relatives like 5-MeO-MiPT, which is active at lower doses and carries a different risk profile. Ehrlich reagent confirms tryptamine presence but cannot distinguish MiPT from its analogs; definitive identification requires laboratory analysis.[14]

Guidelines

  • Test all material with Ehrlich reagent before use to confirm indole presence
  • Use an accurate milligram scale — MiPT is active at 10 mg, making estimation dangerous
  • Start at the low end of the dose range for first experiences with a new batch
  • Allow a full experience to resolve before considering redosing — effects may develop slowly
  • Keep the environment calm, familiar, and physically safe
  • Have a sober sitter present, especially for unfamiliar dose ranges
  • Stay hydrated but avoid excessive water intake
  • Allow at least 7–14 days between sessions for full tolerance reset

Set & Setting

MiPT's cognitive-entheogenic character makes it unusually sensitive to mental preparation and environment.[3] Without strong visual anchoring, the experience is shaped primarily by internal state and external context. A calm, familiar setting with trusted companions provides the most supportive framework. First experiences benefit from a sober sitter who can offer grounding during periods of cognitive intensity.

Aftercare & integration. The cognitive-entheogenic character of MiPT means the experience may surface unfamiliar thoughts or emotional material that benefits from deliberate processing. Journaling within 24 hours helps capture insights before they fade. Conversations with trusted friends or a therapist experienced in psychedelic integration can help contextualize the experience.

Allow a full day of rest following a session. Eat well, sleep fully, and avoid demanding cognitive tasks. If distressing thoughts or perceptual changes persist beyond 48 hours, consult a mental health professional.

Recovery & Support

Classical psychedelics like MiPT carry low abuse liability — rapid tolerance and absence of withdrawal make compulsive use uncommon. If psychedelic use is becoming a way to avoid addressing underlying issues, or if frequency is increasing despite negative consequences, professional support is warranted. The Fireside Project (62-FIRESIDE) provides free psychedelic peer support. MAPS Integration List maintains a directory of therapists experienced with psychedelic experiences.

Recovery resources, crisis lines, and support pathways → View all

Emergency Response

Recognizing an emergency: Most MiPT experiences involve manageable anxiety or confusion that resolves within the duration. Seek immediate help if any of the following occur: sustained rapid heartbeat with chest pain, dangerously elevated body temperature (skin hot to the touch), seizure, loss of consciousness, severe agitation with risk of self-harm, or complete dissociation from reality with inability to communicate.

Immediate steps:

  • Move the person to a quiet, safe space
  • Call emergency services if symptoms are severe or worsening
  • Keep the person cool if overheating — remove excess clothing, apply cool water
  • Do not restrain unless there is immediate danger of self-harm
  • Stay with the person and speak calmly

What to tell the dispatcher: Name the substance (MiPT, a tryptamine psychedelic), estimated amount taken, time of ingestion, and current symptoms. Good Samaritan laws in many jurisdictions protect people who call for help during a drug emergency.

references

  1. [1] 
    ^abcdefBlough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB (2014) Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes. — Psychopharmacology doi:10.1007/s00213-014-3557-7
  2. [2] 
    ^abcdefghRepke DB, Grotjahn DB, Shulgin AT (1985) Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. — Journal of Medicinal Chemistry PMID:4009612
  3. [3] 
    ^abcdefghijShulgin (1997) TiHKAL: Tryptamines I Have Known and Loved
  4. [4] 
    ^abde la Fuente Revenga M, Jaster AM, McGinn J, Silva G, Saha S, Gonzalez-Maeso J (2022) Tolerance and Cross-Tolerance among Psychedelic and Nonpsychedelic 5-HT2A Receptor Agonists in Mice — ACS Chemical Neuroscience doi:10.1021/acschemneuro.2c00170
  5. [5] 
    ^abcMalcolm B, Thomas K (2022) Serotonin toxicity of serotonergic psychedelics — Psychopharmacology doi:10.1007/s00213-021-05876-x
  6. [6] 
    ^abWikiDoc contributors (2023) N-Methyl-N-isopropyltryptamine — WikiDoc Link