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Specification
Product Name: 4-HO-MiPT
IUPAC Name: 3-(2-[Isopropyl (methyl) amino]ethyl)-1H-indol-4-ol
Other Names: 4-HO-MiPT, Miprocin
Molecular Formula: None
Molar Mass: 237.26 g·mol−1
Effect: stimulant, psychedelic
Purity of the substance: 99.9%
Physical properties: Crystals, Powder
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Table of Contents

  1. Introduction

    • Background on 4-HO-MiPT
    • Classification within the Tryptamine Class
    • Relation to Psilocin
  2. History and Culture

    • Synthesis and Evaluation by Alexander Shulgin
    • Inclusion in Shulgin's TiHKAL
    • Comparison to Psilocin
  3. Chemistry

    • Molecular Structure
    • Pharmacology and Receptor Interaction
    • Dosage Guidelines
  4. Subjective Effects

    • Sedation & Stimulation
    • Spontaneous Physical Sensations
    • Visual and Auditory Effects
    • Hallucinatory States
    • Cognitive Effects
  5. Combination Effects

    • Cannabis
    • Dissociatives
    • Benzodiazepines
    • Psychedelics
  6. Toxicity and Harm Potential

    • Scientific Exploration and Lack of Research
    • Anecdotal Evidence and Cautionary Measures
    • Tolerance and Addiction Potential
    • Dangerous Interactions
  7. Legal Status Worldwide

    • Brazil
    • Germany
    • Japan
    • Poland
    • Sweden
    • Switzerland
    • United Kingdom
    • United States
  8. FAQ (Frequently Asked Questions)

    • What is the legal status of 4-HO-MiPT in the United States?
    • How does 4-HO-MiPT compare to other psychedelics?
    • What are the potential risks and side effects?
    • How does 4-HO-MiPT interact with other substances?
    • What harm reduction practices should be followed?

Introduction

4-Hydroxy-N-methyl-N-isopropyltryptamine, commonly known as 4-HO-MiPT or Miprocin, stands as a distinctive psychedelic substance within the tryptamine class. Its administration induces psychedelic effects akin to psilocybin, representing a part of the broader family of psychedelic substituted tryptamines, including compounds like 4-AcO-DMT, 4-HO-MET, and 4-HO-DiPT. These substances are recognized for producing variations of the core psychedelic effects reminiscent of psilocin.

Historical Overview

Despite being relatively uncommon, 4-HO-MiPT has a brief history of human use. In 1979, Alexander Shulgin conducted trials evaluating its effects on humans, reporting a richly insightful and highly erotic experience with a 12mg dose. Shulgin's exploration of 4-HO-MiPT is documented in his 1997 book, TiHKAL (Tryptamines I Have Known and Loved). Anecdotal reports and Shulgin's trials suggest that the substance shares similar activity with psilocin, the primary active component in psilocybin mushrooms.

Limited Pharmacological Knowledge

While 4-HO-MiPT has been subject to human trials, there is a dearth of comprehensive data regarding its pharmacological properties, metabolism, and toxicity in humans. Similar to psilocin, there have been no reported deaths associated with 4-HO-MiPT use, despite instances of individuals consuming doses well above the active threshold. This observation hints at its physiological tolerance, although further research is needed to elucidate the substance's complete pharmacological profile.

Current Status and Use

In contemporary times, 4-HO-MiPT finds applications both recreationally and as an entheogenic substance. Typically, it is distributed through online vendors as a grey-area research chemical. The availability of this compound in such a manner highlights the ongoing exploration and interest in novel psychedelics within various communities.

In conclusion, 4-Hydroxy-N-methyl-N-isopropyltryptamine, or 4-HO-MiPT, occupies a unique position in the realm of psychedelic substances. Its psilocybin-like effects, limited historical use, and sparse pharmacological data contribute to the mystique surrounding this compound. As research in the field of psychedelics progresses, a more comprehensive understanding of 4-HO-MiPT and its potential applications may emerge.

History and Culture

The inception of 4-HO-MiPT dates back to 1981 when a team of chemists, spearheaded by David Repke, published the first synthesis of this compound. In subsequent collaboration, Repke and Alexander Shulgin explored the effects of various oxygen substituents on the MiPT structure. Their findings positioned 4-HO-MiPT as the most intriguing member of the series, uniquely possessing classical hallucinogenic effects.

Chemistry

4-HO-MiPT, or 4-hydroxy-N-methyl-N-isopropyltryptamine, belongs to the synthetic indole alkaloid molecules within the tryptamine class. Tryptamines share a common core structure, featuring a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain. In the case of 4-HO-MiPT, it is substituted at R4 of its indole heterocycle with a hydroxyl (HO) functional group (OH-). Additionally, it incorporates a methyl group and an isopropyl chain bound to the terminal amine RN of its tryptamine backbone (MiPT). Notably, 4-HO-MiPT serves as the N-substituted isopropyl homologue of 4-HO-DMT (Psilocin).

Pharmacology

The psychedelic effects of 4-HO-MiPT are attributed to its efficacy at the 5-HT2A receptor as a partial agonist. However, the intricacies of these interactions and their manifestation in the psychedelic experience remain elusive. Categorized as a serotonergic psychedelic, 4-HO-MiPT is believed to act through the partial agonism of 5-HT2A and 5-HT1A serotonin receptors, a mechanism shared with other serotonergic psychedelics.

Dosage Guidelines

Understanding the appropriate dosage is crucial for a safe and controlled experience with 4-HO-MiPT. The following dosage ranges are commonly referenced:

  • Threshold: 5 mg
  • Light: 10 - 15 mg
  • Common: 15 - 25 mg
  • Strong: 25 - 35 mg
  • Heavy: 35 mg and above

These guidelines provide a framework for users to gauge their desired level of experience, emphasizing the importance of responsible and informed usage. As research progresses, a more nuanced understanding of 4-HO-MiPT's pharmacology may emerge, contributing to a safer exploration of its psychedelic effects.

Subjective Effects of 4-HO-MiPT

Disclaimer

The following subjective effects are based on the Subjective Effect Index (SEI), derived from anecdotal user reports and personal analyses by contributors to PsychonautWiki. It is essential to approach these effects with a level of skepticism. Moreover, the occurrence of these effects may not follow a predictable pattern, and higher doses increase the likelihood of a full spectrum of effects. Adverse effects, including addiction, severe injury, or death, become more likely at higher doses.

Physical Effects

  • Sedation & Stimulation: 4-HO-MiPT exhibits a paradoxical property, inducing both relaxation and mild sedation along with a marked sense of physical stimulation. This sets it apart from related substances like psilocybin mushrooms or 4-AcO-DMT.

  • Spontaneous Physical Sensations: Users experience a pleasurable, warm, soft, and all-encompassing tingling sensation, often described as a "body high." This sensation rises steadily following onset and peaks during the experience.

  • Changes in Felt Bodily Form: Accompanied by warmth or psychophysical unity, users may feel physically connected to or conjoined with other objects in a seamless continuity. This can manifest as a comfortable, tranquil feeling or, in some cases, bodily tension.

  • Changes in Felt Gravity: Users may perceive alterations in gravity, contributing to a unique and immersive experience.

  • Pain Relief: Distinct from opioid-induced pain relief, 4-HO-MiPT's effect on pain appears to result from changes in the user's perception of their body rather than direct pain suppression.

  • Nausea: This effect can be mitigated with an empty stomach before ingestion. The nausea is generally considered less prominent than with psilocybin mushrooms.

  • Temperature Regulation Suppression: Fluctuations in the internal sense of temperature, leading to sudden bouts of coldness or warmth, emphasize the importance of a climate-controllable environment.

  • Muscle Contractions: Transient and benign muscle contractions may occur, differing from other tryptamines, phenethylamines, and lysergamides.

  • Olfactory Hallucination, Frequent Urination, Pupil Dilation, Increased Salivation, Excessive Yawning, Watery Eyes, Teeth Grinding: These physical effects are associated with 4-HO-MiPT, with variations in intensity and occurrence.

Visual Effects

  • Enhancements: Color enhancement, pattern recognition enhancement, visual acuity enhancement.

  • Distortions: Drifting, color shifting, depth perception distortions, perspective distortions, symmetrical texture repetition, tracers, after-images, brightness alteration, diffraction, geometry.

  • Visual Geometry: Resembling psilocin, ayahuasca, and 2C-E more than LSD or 2C-B, the visual geometry is intricate, abstract, organic, structured, brightly lit, multicolored, glossy, soft-edged, large, slow, smooth, rounded, non-immersive, and consistent in intensity.

Hallucinatory States

  • Machinescapes, Transformations: These visual experiences are part of the high-level hallucinatory states induced by 4-HO-MiPT.

  • Internal Hallucination (Autonomous Entities, Settings, Sceneries, Landscapes, Perspective Hallucinations, Scenarios, Plots): Occurs consistently in dark environments at higher dosages, featuring lucid believability, interactivity, new experiences, autonomy, and geometry-based styles.

  • External Hallucination (Autonomous Entities, Settings, Sceneries, Landscapes, Perspective Hallucinations, Scenarios, Plots): More common in dark environments, similar to internal hallucinations, with lucid believability, interactivity, new experiences, autonomy, and geometry-based styles, often of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical, or transcendental nature.

Cognitive Effects

  • Analysis Enhancement
  • Conceptual Thinking
  • Autonomous Voice Communication
  • Déjà Vu
  • Emotion Enhancement
  • Enhancement and Suppression Cycles: Waves of stimulated thinking followed by general thought suppression and mental intoxication in a cyclic fashion.
  • Cognitive Euphoria
  • Increased Libido
  • Immersion Enhancement
  • Novelty Enhancement
  • Creativity Enhancement
  • Feelings of Impending Doom
  • Catharsis
  • Rejuvenation
  • Increased Sense of Humor
  • Laughter Fits
  • Increased Music Appreciation
  • Memory Suppression
  • Ego Death
  • Personal Bias Suppression
  • Thought Connectivity
  • Thought Loops
  • Confusion
  • Delusion
  • Time Distortion
  • Wakefulness

Auditory Effects

  • Auditory Enhancement
  • Auditory Distortion
  • Auditory Hallucination

Multi-sensory Effects

  • Synaesthesia: Rare and non-reproducible, more likely in individuals predisposed to synaesthetic states.

Transpersonal Effects

  • Spirituality Enhancement
  • Existential Self-Realization
  • Unity and Interconnectedness

Combination Effects Overview

Exploring the combination effects of 4-HO-MiPT with other substances adds a layer of complexity to the psychedelic experience. It is crucial to approach such combinations with caution due to the potential for amplified effects and unpredictable interactions.

Cannabis

Amplification of Effects

Cannabis has the potential to significantly amplify the sensory and cognitive effects of 4-HO-MiPT. However, this combination demands extreme caution, especially for those inexperienced with psychedelics. It can intensify anxiety, confusion, and delusion aspects of cannabis. Users are advised to start with a fraction of their usual cannabis dose and slow down their intake considerably.

Dissociatives

Enhanced Effects

Dissociatives, when combined with 4-HO-MiPT, can enhance geometry, euphoria, dissociation, and hallucinatory effects. The presence of dissociative-induced holes, spaces, and voids can result in more vivid visuals and intense internal hallucinations. However, this combination may also lead to increased confusion, nausea, delusions, and a higher risk of a psychotic reaction. Caution is paramount.

Benzodiazepines

Intensity Reduction

Benzodiazepines, depending on the dosage, have the potential to reduce the intensity of cognitive, physical, and visual effects during a 4-HO-MiPT trip. While effective in mitigating a bad trip, they come with the trade-off of amnesia and reduced trip intensity. Caution is urged when using benzodiazepines for this purpose, given their high addiction potential.

Psychedelics

Synergy and Intensification

Combining 4-HO-MiPT with other psychedelics results in a strong synergy, intensifying the physical, cognitive, and visual effects of each substance. However, the unpredictability of this synergy makes it generally unadvised. If users choose to combine psychedelics, it is recommended to start with lower dosages than they would take for either substance individually.

Experience Reports

Note: Experience reports provide valuable insights into individual encounters with 4-HO-MiPT. These reports offer a diverse range of subjective experiences and can serve as a resource for those seeking a better understanding of the substance's effects in various contexts.

Toxicity and Harm Potential of 4-HO-MiPT

Scientific Exploration and Lack of Research

The toxicity and long-term health effects of recreational 4-HO-MiPT use remain largely unexplored within a scientific context, primarily due to its classification as a research chemical with minimal human usage history. The absence of a defined toxic dose further contributes to the uncertainty surrounding its safety profile.

Anecdotal Evidence and Cautionary Measures

Anecdotal evidence from individuals who have experimented with 4-HO-MiPT suggests no apparent negative health effects at low to moderate doses when used sparingly. However, it is crucial to exercise caution, as individual responses can vary. Independent research is imperative to ensure the safety of combining 4-HO-MiPT with other substances, as the interaction effects remain largely unpredictable.

Harm reduction practices are strongly recommended for those using this substance, emphasizing the importance of informed and responsible use.

Tolerance and Addiction Potential

Contrary to habit-forming substances, 4-HO-MiPT is not known to be addictive. In fact, the desire to use it may decrease with continued use, often resulting in self-regulation.

Tolerance to 4-HO-MiPT's effects develops almost immediately after ingestion. It takes approximately 3 days for the tolerance to decrease by half and about 7 days to return to baseline, assuming no further consumption. Notably, 4-HO-MiPT induces cross-tolerance with other psychedelics, reducing their effects after its consumption.

Dangerous Interactions

Warning: The combination of psychoactive substances, even those considered safe individually, can pose dangers when combined with certain other substances. Some known dangerous interactions, though not exhaustive, should be approached with caution:

Lithium

  • Lithium, commonly prescribed for bipolar disorder, is reported to significantly increase the risk of psychosis and seizures when combined with psychedelics. This combination is strongly discouraged.

Cannabis

  • Cannabis may exhibit an unexpectedly strong and unpredictable synergy with 4-HO-MiPT, elevating the risk of adverse psychological reactions such as anxiety, paranoia, panic attacks, and psychosis. Users are advised to start with a fraction of their usual cannabis dose and take extended breaks between hits to avoid unintentional overdose.

Stimulants

  • Stimulants like amphetamine, cocaine, or methylphenidate, when combined with 4-HO-MiPT, may increase the risk of anxiety, paranoia, panic attacks, and thought loops. Additionally, there is a potential for an elevated risk of mania and psychosis.

Tramadol

  • Tramadol, known to lower the seizure threshold, coupled with psychedelics, may act as a trigger for seizures in susceptible individuals. Caution is warranted in this combination.

Legal Landscape of 4-HO-MiPT

Legal Status Worldwide

As of the latest available information, the legal status of 4-HO-MiPT varies across different countries, reflecting a range of regulatory approaches.

Brazil

In Brazil, 4-HO-MiPT has been classified as illegal since August 21, 2018, according to Portaria SVS/MS nº 344. The possession, distribution, and use of this substance are prohibited.[7]

Germany

Controlled under the NpSG (New Psychoactive Substances Act) since July 18, 2019, 4-HO-MiPT faces stringent regulations in Germany. Production and import with the intent to market, administration to others, placing it on the market, and trading are punishable offenses. Possession, while illegal, is not subject to punishment. There is also consideration that orders of 4-HO-MiPT may be treated as an incitement to place it on the market.

Japan

Japan designated 4-HO-MiPT as a controlled substance effective March 25, 2015, making its possession and distribution illegal within the country.

Poland

4-HO-MiPT falls under the category of NPS (New Psychoactive Substances) class drugs in Poland, rendering its possession and distribution illegal.

Sweden

Classified as a health hazard under the "Act on the Prohibition of Certain Goods Dangerous to Health" since November 1, 2005, 4-HO-MiPT is illegal to sell or possess in Sweden.

Switzerland

Listed under Verzeichnis E, 4-HO-MiPT is considered a controlled substance in Switzerland.

United Kingdom

In the United Kingdom, 4-HO-MiPT is designated as a Class A drug, falling under the tryptamine catch-all clause.

United States

As of now, 4-HO-MiPT is unscheduled in the United States. However, it may be considered an analogue of psilocin (4-HO-DMT), which is a Schedule I drug under the Controlled Substances Act. This means that the sale for human consumption or the use for illicit non-medical or industrial purposes could lead to prosecution under the Federal Analogue Act.

Frequently Asked Questions (FAQ)

Q: What is the legal status of 4-HO-MiPT in the United States?

A: As of now, 4-HO-MiPT is unscheduled in the United States. However, its analog status may lead to prosecution under the Federal Analogue Act if used for illicit non-medical or industrial purposes.

Q: How does 4-HO-MiPT compare to other psychedelics?

A: 4-HO-MiPT is classified within the tryptamine class and is considered to produce psilocybin-like effects. It shares similarities with psilocin, the active component in psilocybin mushrooms.

Q: What are the potential risks and side effects?

A: While anecdotal evidence suggests no negative health effects at low to moderate doses, the long-term health effects are largely unknown due to limited scientific research. Caution and harm reduction practices are strongly recommended.

Q: How does 4-HO-MiPT interact with other substances?

A: Interactions can vary, and caution is advised. It may amplify effects when combined with cannabis, dissociatives, or psychedelics. Dangerous interactions can occur with substances like lithium, stimulants, or tramadol.

Q: What harm reduction practices should be followed?

A: Users are advised to conduct independent research before combining substances. Starting with low doses, ensuring a safe environment, and being mindful of potential dangers can contribute to harm reduction.


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