5-MeO-MiPT |
| 5-MeO-MiPT | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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| The skeletal formula of 5-MeO-MiPT. | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical Nomenclature | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Common names | 5-MeO-MiPT, Moxy | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Substitutive name | 5-methoxy-N-methyl-N-isopropyltryptamine | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Systematic name | N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-methylpropan-2-amine | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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| Psychoactive class | Psychedelic, Entactogen | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical class | Tryptamine | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Routes of Administration | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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| Summary sheet: 5-MeO-MiPT |
5-MeO-MiPT (also known as 5-methoxy-N-methyl-N-isopropyltryptamine or Moxy) is a psychedelic and entactogenic drug in a class of compounds commonly known as tryptamines. It has structural and pharmacodynamic properties similar to the drugs 5-MeO-DiPT, DiPT, and MiPT.
5-MeO-MiPT has no history of human usage prior to the 1985 publication of its synthesis and pharmacology in the Journal of Medicinal Chemistry by Repke, Grotjahn & Shulgin. In modern times it is used as a recreational drug and an entheogen, rarely sold on the streets and almost exclusively obtained as a grey area research chemical through the use of online vendors.
Contents
Chemistry
5-MeO-MiPT or 5-methoxy-N-methyl-N-isopropyltryptamine is a synthetic indole alkaloid molecule of the tryptamine class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R3 to an amino group via an ethyl side chain. 5-MeO-MiPT is substituted at R5 of its indole heterocycle with a methoxy (MeO) functional group CH3O−; it also contains a methyl group and an isopropyl chain bound to the terminal amine RN of its tryptamine backbone (MiPT). 5-MeO-MiPT is the N-substituted isopropyl homologue of 5-MeO-DMT.[1]
Pharmacology
5-MeO-MiPT's psychedelic effects are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist and additional mechanisms of action such as inhibition of MAO are also involved.[2][3] However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
Subjective effects
The effects listed below are based upon the subjective effects index and personal experiences of PsychonautWiki contributors. The listed effects will rarely (if ever) occur all at once, but heavier dosages will increase the chances and are more likely to induce a full range of effects.
Physical effects
- Stomach bloating (severe) - At higher dosages, this compound can induce severe stomach bloating within those who are susceptible to it. This can be partially to fully mitigated through the use of antacids.
- Spontaneous tactile sensations - The "body high" of 5-MeO-MiPT can be described as a pleasurable, warm, soft and all-encompassing glow. There is also a cold, sharp tingling sensation that is manifested spontaneously at different unpredictable points throughout the trip but for others can maintain a consistent presence that steadily rises with the onset and hits its limit once the peak has been reached.
- Stimulation and Sedation - In terms of its effects on physical energy levels, 5-MeO-MiPT can be both sedating and stimulating. The physical energy levels seem to manifest themselves in waves in an unpredictable pattern. This seems to be partially setting dependant and during physically strenuous situations such as running or dancing it can become stimulating and energetic. In contrast, however, calm environments such as darkened rooms with comfortable seating can become relaxing, peaceful and even moderately sedating.
- Nausea - As the tripper begins to come up, nausea is not uncommon and can sometimes result in initial vomiting, but passes once this is over or the trip begins to fully set in. In comparison to other psychedelics such as psilocin, LSD, and 2C-E, this could actually be considered very mild in its intensity. In comparison to 5-MeO-DIPT, this substance has a much lower tendency to trigger unpleasant physical reactions and has been described as much less physically stimulating.
- Stimulating and Sedation At dosages below 15mg, this compounds stimulating energy levels are comparable to that of LSD. However, dosages above 15mg the compound becomes extremely sedating in a manner which is similar to LSA
- Headaches
- Increased heart rate
- Pupil dilation
- Vasoconstriction
Cognitive effects
At low to moderate dosages, the cognitive effects of 5-MeO-MiPT are often described by many as both insightful and moderately relaxing, but at some points quite stimulating. This substance produces a large number of typical psychedelic cognitive effects which progressively intensify proportional to dosage. At higher dosages, however, it becomes primarily sedating and impairing with depersonalization and no accompanying insight.
The most prominent of these effects generally include:
- Analysis enhancement - This component is Introspection dominant and consistently manifested only in the context of a non-social setting in which the user is alone.
- Empathy, love and sociability enhancement - This component is consistently manifested only in the context of social settings in which one is within the company of others. These feelings of sociability, love and empathy are a little weaker and less sharp than those found on substances such as MDMA and 2C-B but still prove strong enough to provide long-lasting therapeutic effects.
- Depersonalization - Unlike most traditional psychedelics, 5-MeO-MiPT can cause extreme depersonalization and dissociation for some users throughout the duration of the experience.
- Conceptual thinking
- Increased music appreciation
- Emotion enhancement
- Increased libido
- Memory suppression
- Novelty enhancement
- Personal bias suppression
- Thought acceleration
- Thought connectivity
- Time distortion
- Wakefulness
Visual effects
Enhancements
Distortions
- Drifting (Melting, Breathing, Warping and Flowing) - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion and static in appearance.
- Tracers
- After images
- Symmetrical texture repetition
- Colour shifting
- Scenery slicing
Geometry
The visual geometry that is present throughout this trip can be described as more similar in appearance to that of Psilocin, 4-AcO-DMT or ayahuasca than that of LSD or 2C-B. It can be comprehensively described through its variations as intricate in complexity, abstract in form, organic in feel, brightly lit, multicoloured in scheme, glossy in shading, equal in blurred and sharp edges, large in size, fast in speed, smooth in motion, equal in rounded and angular corners, non-immersive in depth and progressive in intensity. At higher dosages they are significantly more likely to result in states of level 8B visual geometry over level 8A.
Hallucinatory states
5-MeO-MiPT produces 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.
These effects generally include:
- Transformations
- Internal hallucinations (autonomous entities; settings, sceneries, and landscapes; alterations in perspective and scenarios and plots) - In comparison to other psychedelics such as LSD, 5-MeO-MiPT is extremely high in hallucinations at appropriate dosages. These are more common in darkness and can be comprehensibly described through their variations as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, geometry-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.
Auditory effects
Subjective differences between methods of consumption
This substance can be taken via oral ingestion or it can be smoked. When ingested orally the experience puts more of an emphasis on visual effects but can be broken up into two stages; the first half of the trip feels stimulating and entactogenic whilst the second half feels more similar to a traditional tryptamine psychedelic.
If smoked however these stages of experience are not present and the experience places more of an emphasis on physically and cognitively stimulating effects accompanied by subtle and mild changes in visual perception.
Toxicity and harm potential
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The toxicity and long-term health effects of recreational 5-MeO-MiPT do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because 5-MeO-MiPT is a research chemical with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried 5-MeO-MiPT suggests that there are no negative health effects attributed to simply trying the drug by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption.
It is strongly recommended that one use harm reduction practices when using this drug.
Tolerance and addiction potential
5-MeO-MiPT is not habit-forming and the desire to use it can actually decrease with use. It is most often self-regulating.
Tolerance to the effects of 5-MeO-MiPT are built almost immediately after ingestion. After that, it takes about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence of further consumption). 5-MeO-MiPT presents cross-tolerance with all psychedelics, meaning that after the consumption of 5-MeO-MiPT all psychedelics will have a reduced effect.
Dangerous interactions
There are no known deaths from 5-MeO-MiPT but, as a monoamine reuptake inhibitor (MRI)[4], injury could occur when excessive doses are taken or when it is taken with drugs such as MAOIs, RIMAs, stimulants and any substance which act as a releasing agent or reuptake inhibitor of neurotransmitters such as serotonin and dopamine.[5]
Legal issues
- United States: 5-MeO-MiPT is technically not scheduled in the United States (except for three states), but could be considered an analogue of 5-MeO-DMT and therefore a Schedule I drug.
- United Kingdom: 5-MeO-MiPT is a Class A drug in the United Kingdom, as are most ethers of ring-hydroxy tryptamines.
- Romania: 5-MeO-MiPT and other derivatives are illegal in Romania, as of January 2011.
- Japan: 5-MeO-MiPT is controlled as a "Designated Substance" (Shitei-Yakubutsu) by the Pharmaceutical Affairs Law, making it illegal to possess or sell.
- Latvia: 5-MeO-MiPT is a Schedule I drug.[9]
- China: The drug is controlled as a Category I psychotropic substance and is illegal to sell, buy, import, export, and manufacture.[10]
- Finland: 5-MeO-MiPT was banned in Finland in December 2014.[11]
See also
External links
- 5-MeO-MiPT (Wikipedia)
- 5-MeO-MiPT (Erowid)
- 5-MeO-MiPT (TiHKAL)
- 5-MeO-MiPT (TripSit)
- 5-MeO-MiPT (Bluelight)
- 5-MeO-MiPT experiences (Erowid)
References
- ↑ http://isomerdesign.com/PiHKAL/read.php?domain=tk&id=40
- ↑ Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents | http://pubs.acs.org/doi/abs/10.1021/jm00145a007
- ↑ The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811
- ↑ The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. (PubMed.gov / NCBI) | https://www.ncbi.nlm.nih.gov/pubmed/17223101
- ↑ Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity | http://bja.oxfordjournals.org/content/95/4/434
- ↑ The 2015 Florida Statutes - Title XLVI CRIMES - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL | http://www.leg.state.fl.us/Statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/Sections/0893.03.html
- ↑ 5-MeO-MiPT Legal Status by Erowid | https://www.erowid.org/chemicals/5meo_mipt/5meo_mipt_law.shtml
- ↑ 2015 Minnesota Statutes | https://www.revisor.mn.gov/statutes/?id=152.02
- ↑ Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (Triptamīni) | http://likumi.lv/doc.php?id=121086
- ↑ Erowid China Psychoactive Law Update: September 2015 | https://www.erowid.org/psychoactives/law/countries/china/china_law_2015_09_27_list_of_newly_controlled_chemicals.pdf
- ↑ Finland's Prohibited Psychoactive Substances: December 19, 2014. https://www.erowid.org/psychoactives/law/countries/finland/finland_law1_2014.pdf
