4-HO-MET

4-HO-MET

4-HO-MET

Psychoactive Research chemicals are new synthetic substances that are structurally similar to the original drug, while being functional analogs. Research on the effects of, and treatment for, abuse of these drugs is limited due to the fact that they’re fairly new and have avoided mainstream notice. Research chemicals do not have a lot of human consumption data, and thus harm-reduction and special care should be taken if choosing to ingest them.

Psychedelics are drugs which cause profound changes in a one’s perceptions of reality, otherwise known as hallucinations. While under the influence of hallucinogens, users might see images, hear sounds or feel sensations. These chemicals offer some of the most intense psychological experiences and care should be taken when ingesting them.

This is a commonly used substance with well known and widely available human consumption data. This does not guarantee that the substance will be safe. The safety profile has been established based on usage data commonly available.

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Description

4-HO-MET

Also known as:

  • 1H-Indol-4-ol, 3-[2-(ethylmethylamino)ethyl]-[ACD/Index Name]
  • 3-[2-(Ethyl-methyl-amino)-ethyl]-1H-indol-4-ol
  • 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol[ACD/IUPAC Name]
  • 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol[German][ACD/IUPAC Name]
  • 3-{2-[Éthyl(méthyl)amino]éthyl}-1H-indol-4-ol[French][ACD/IUPAC Name]
  • 4-hydroxy-N-methyl-N-ethyltryptamine
  • 3-(2-(ethyl(methyl)amino)ethyl)-1H-indol-4-ol
  • 3-(2-(ETHYL-METHYL-AMINO)-ETHYL)-1H-INDOL-4-OL
  • 3-?[2-?(ETHYLMETHYLAMINO)ETHYL]-?1H-?INDOL-?4-?OL
  • 3-[2-(ethylmethylamino)-ethyl]-1h-indol-4-ol
  • 3-[2-(ethylmethylamino)ethyl]-1H-Indol-4-ol
  • 3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-ol
  • 3-2-ethyl(methyl) amine)ethyl)-1 H-indole-4-ol[ACD/IUPAC Name]
  • 4-HO-MET
  • 4-hydroxy MET
  • '77872-41-4
  • MFCD09032995[MDL number]
  • N-Ethyl-4-hydroxy-N-methyltryptamine

A lesser known psychedelic tryptamine. Functional analogue of Psilocin. Very poorly soluble in water and alcohol.

Summary

4-HO-MET is chemically similar to Psilocin, the active ingredient in psilocybin mushrooms ("magic mushrooms"). Like other substituted tryptamines, it produces its psychedelic effects by acting on serotonin receptors in the brain. 4-HO-MET was first synthesized by Alexander Shulgin and reported in his 1997 book TiHKAL ("Tryptamines I Have Known and Loved").

Reports of human use began to surface in the late 2000s following its appearance on the online research chemicals market. It has been sold alongside other psilocybin analogues such as 4-AcO-DMT and 4-HO-MiPT. User reports typically describe 4-HO-MET as a more recreational version of psilocybin mushrooms or psilocin (4-HO-DMT) due to its less serious headspace and greater emphasis on visual effects.

Notable effects include geometric visual hallucinations, time distortion, enhanced introspection, and ego loss. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-HO-MET. It is assumed to have a similar risk and toxicity profile as psilocybin but there is no data to support this.

It is highly advised to use harm reduction practices if using this substance.

History

Chemistry

4-HO-MET

4-HO-MET

Tryptamines share a core structure comprised of a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain.

4-HO-MET is substituted at R4 of its indole heterocycle with a hydroxyl functional group OH−.

It also contains a methyl group and an ethyl chain bound to the terminal amine RN of its tryptamine backbone (MET). 4-HO-MET is a 4-hydroxy homolog of 4-AcO-MET and the N-substituted ethyl homolog of psilocin (4-HO-DMT).

It is also the 4-hydroxyl analog of the base tryptamine MET.

Common Name4-hydroxy-N-methyl-N-ethyltryptamine
Systematic name4-hydroxy-N-methyl-N-ethyltryptamine
FormulaC_{13}H_{18}N_{2}O
SMILESCCN(C)CCc1c[nH]c2c1c(ccc2)O
Std. InChiInChI=1S/C13H18N2O/c1-3-15(2)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14,16H,3,7-8H2,1-2H3
Std. InChiKeyORWQBKPSGDRPPA-UHFFFAOYSA-N
Avg. Mass218.2948 Da
Molecular Weight218.2948
Monoisotopic Mass218.141907 Da
Nominal Mass218
ChemSpider ID10513072

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Dosing Guide

Oral
Light10mg
Common10-15mg
Strong20mg+
Intravenous
Light5mg
Common10-15mg
Strong20mg+

Duration

Oral
Onset5-60 minutes
Duration3-7 hours
After-effects2-8 hours

Interactions and Synergies

There are no existing interaction or synergy data for this drug.

General Information

Experiences
Oral
Vaporization
Come up
Dosage
EffectsA trip similar to mushrooms, hallucination and general shift in consciousness.
After Effects
Avoid
Warning
Risks
Test Kits
Marguis Test Result
Tolerance
DetectionNot known to be tested for in any standard drug tests
Half-life
Advice
Note
Note 2:
Note 3:

Effects

Pharmacological Effects

4-HO-MET’s psychedelic effects are believed to come from its activity at the 5-HT2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience remains subject to on-going scientific investigation.

Subjective Effects

A large body of anecdotal reports suggests that the active dose can vary greatly. Some users report very heavy experiences with doses as low as 17mg, while others report light experiences with doses as high as 30 mg. Possible causes for this observed effect may be attributed to individual differences in neurochemistry and metabolism as well as large variations in the quality of different batches and physical forms (e.g. the HCl vs. fumarate salt) that it has appeared in.

Physical Effects

  • Stimulation - 4-HO-MET is primarily stimulating, although it can also be relaxing and stoning. This sets it apart from tryptamines like psilocybin and 4-AcO-DMT, which are primarily sedating.
  • Spontaneous bodily sensations - The "body high" of 4-HO-MET can be described as a pleasurable, warm, soft, and all-encompassing tingling sensation. This maintains a consistent presence that steadily rises following the onset and hits its limit once the peak has been reached.
  • Changes in felt bodily form - This effect is often accompanied by a sense of warmth or unity and usually occurs around or directly after the peak of the experience. Users can feel as if they are physically part of or conjoined with other objects in a seamless continuity. This is usually reported as feeling comfortable, tranquil and mindful, although it can also manifest in the form of bodily tension
  • Nausea - This effect can be greatly lessened or even completely avoided if the individual has an empty stomach prior to ingestion. It is sometimes recommended that one either refrain from eating for approximately 6 to 8 hours before-hand, or to eat a light meal 2 hours before if the user is feeling physically fatigued and undernourished. The nausea produced by 4-HO-MET is generally considered to be much less prominent than it is with psilocybin mushrooms, which has been attributed to the lack of fungal-matter the body has to digest when the isolated synthetic form is consumed.
  • Temperature regulation suppression - 4-HO-MET can cause fluctuations in the user's internal sense of temperature, which can manifest as sudden bouts of uncomfortable coldness or warmth.
  • Muscle contractions - The muscle contractions that can occasionally be produced by 4-HO-MET tend to be transient and benign feeling in nature, compared to many other tryptamines, phenethylamines and lysergamides.
  • Increased heart rate
  • Olfactory hallucination
  • Pupil dilation
  • Increased salivation
  • Excessive yawning - This effect seems to be uniquely pronounced among psilocin and related tryptamines. It can occur to a lesser degree on LSD and very rarely on psychedelic phenethylamines like mescaline. It typically occurs in conjunction with watery eyes.
  • Watery eyes
  • Teeth grinding - This component is considerably less intense when compared with that of substances like MDMA when it does happen to occur, but happens more readily than with related substances like psilocin or psilocybin, perhaps owing to the greater degree of stimulation it produces.
  • Brain zaps - Brain zaps are uncommon and thought to only occur in those who are susceptible to them. They are much less prevalent and intense than those that occur with serotonin releasing agents such as MDMA.
  • Seizure - Psychedelics are known to lower the seizure threshold and may increase the likelihood of a seizure occurring in those who have a personal susceptibility or a family history of epilepsy. It is not considered a risk in healthy people.

Psychological Effects

The cognitive effects of 4-HO-MET are described by many as somewhat relaxing yet fast-paced in style with similarities to psychedelics such as LSD or 2C-B which tend to be cognitively energetic and stimulating.

Visual Effects

4-HO-MET is commonly reported to produce visual effects with minimal accompanying cognitive effects or "head space" at lower doses.

Enhancements

Distortions

Geometry

The visual geometry produced by 4-HO-MET can be described as somewhat similar in appearance to that of psilocin (4-HO-DMT) and 4-HO-MiPT but with far stronger synthetic digital undertones reminiscent of LSD or 2C-B. 4-HO-MET can be comprehensively described through its variations as intricate in complexity, abstract in form, equally synthetic and organic in style, structured in organization, extremely brightly lit and multicoloured in scheme, glossy in shading, sharp in edges, large in size, fast in speed, smooth in motion, angular in corners, non-immersive in-depth and consistent in intensity. The visuals have a contradictory natural and synthetic feel to them which is reminiscent of both LSD and psilocybin.

Hallucinatory states

4-HO-MET and its various other forms produce 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:

Auditory Effects

Sensory Effects

  • Synaesthesia - In its fullest manifestation, this is a very rare and non-reproducible effect. Increasing the dosage can increase the likelihood of this occurring, but seems to only be a prominent part of the experience among those who are already predisposed to synaesthetic states.

Transpersonal Effects

Users report that transpersonal effects tend to occur less reliably and impactfully with 4-HO-MET than the closely related psilocin or psilocybin, and generally require heavier doses to induce. They are listed below as follows:

Legal Status

  • Austria: 4-HO-MET is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich).
  • Germany: 4-HO-MET is controlled under the NpSG (New Psychoactive Substances Act) as of July 18, 2019. Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.
  • Sweden: Sveriges Riksdag added 4-HO-MET to Schedule I ("substances, plant materials and fungi which normally do not have medical use") as narcotics in Sweden as of May 1, 2012.
  • United Kingdom: 4-HO-MET is a Class A drug in the United Kingdom as a result of the tryptamine catch-all clause.
  • United States: 4-HO-MET is unscheduled in the United States. It may be considered an analogue of psilocin (4-HO-DMT), a Schedule I drug under the Controlled Substances Act. As such, the sale for human consumption or the use for illicit non-medical or industrial intents and purposes could be prosecuted as crimes under the Federal Analogue Act.

  • References

    1. Erowid. (2011). Erowid 4-HO-MET Vault. Retrieved from https://erowid.org/chemicals/4_ho_met/4_ho_met.shtml
    2. http://isomerdesign.com/PiHKAL/read.php?domain=tk&id=21
    3. Rickli A.; Moning O.D.; Hoener M.C.; Liechti M.E. "Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens". :10.1016/j.euroneuro.2016.05.001. PMID 27216487.
    4. https://www.erowid.org/chemicals/4_ho_met/4_ho_met_dose.shtml
    5. Täljemark J, Johansson BA. (2012). Drug-induced acute psychosis in an adolescent first-time user of 4-HO-MET. Eur Child Adolesc Psychiatry. 21(9), 527-8. doi:10.1007/s00787-012-0282-9
    6. Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67. :10.1007/BF03161089.  1556-9039.
    7. "Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    8. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    9. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    10. https://lakemedelsverket.se/upload/lvfs/LVFS_2012_6.pdf
    11. Misuse of Drugs Act 1971 (Legislation.gov.uk) |http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I#reference-M_F_c7632653-ddad-4420-f307-e3da1e36d30e

    Sources

    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

    Additional APIs were used to construct this information. Thanks for ChemSpider, NCBI, PubChem etc.

    Data is constantly updated so please check back later to see if there is any more available information on this substance.