Talk:5-MeO-aMT

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Summary sheet: 5-MeO-aMT
5-MeO-aMT
5-MeO-aMT.svg
Chemical Nomenclature
Common names 5-MeO-aMT, 5-MeO-αMT, Alpha-O, Alpha-O-Dimethyl-Serotonin, α,O-Dimethylserotonin
Substitutive name 5-Methoxy-α-methyltryptamine, 5-Methoxy-alpha-methyltryptamine
Systematic name 1-(5-methoxy-1H-indol-3-yl)propan-2-amine
Class Membership
Psychoactive class Entactogen / Psychedelic
Chemical class Tryptamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Threshold 0.5 mg
Light 0.5 - 2 mg
Common 2 - 4 mg
Strong 4 - 5 mg
Heavy 5 mg+ Heavy doses are associated with hospitalisations unconciousness and death
Duration
Total 12 - 18 hours
Onset 60 - 180 minutes









DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Interactions


5-Methoxy-α-methyltryptamine (also known as 5-MeO-aMT, a,O-Dimethylserotonin, a,O-DMS, and "Alpha-O") is a synthetic psychedelic substance of the tryptamine chemical class that produces potent, long-lived psychedelic, entactogenic, and stimulant effects when administered.[1]

Following a DEA bust of one of the world's major LSD suppliers in the 2000s, 5-MeO-AMT was reportedly found being sold in 4 mg tablets by the street name "Alpha-O". 5-MeO-AMT may have occasionally been sold under the guise of LSD in liquid, sugar cube, or blotter form. However, this may be based solely on DEA reports of finding it in the same distribution medium as opposed to actual misrepresentation.[2][3]

Chemistry

5-MeO-aMT, or 5-methoxy-α-methyltryptamine, is a synthetic indole alkaloid molecule of the tryptamine class. Tryptamines share a core structure comprised of a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain. Like aMT, 5-MeO-aMT is substituted at the alpha carbon Rα of its tryptamine backbone with a methyl group, but differs from aMT by a methoxy group added to the R5 position.

A comparison of the R- and S-isomers found that the S-isomer is "clearly three or four times more potent" than the R-isomer. The S-isomer is the d- or dextrorotary one and has been noted to possess the absolute configuration of the active member of the isomer pairs of amphetamine, methamphetamine, and MDMA.[1]

Pharmacology

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This pharmacology section is incomplete.

You can help by adding to it.

Further information: Serotonergic psychedelic

5-MeO-aMT's psychedelic effects are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

5-MeO-AMT also inhibits monoamines (dopamine, serotonin and norepinephrine) reuptake and stimulates their release.[4]

Subjective effects

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects
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Visual effects
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Cognitive effects
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Experience reports

Anecdotal reports which describe the effects of this compound within our experience index include:

Additional experience reports can be found here:

Toxicity and harm potential

As a powerful monoamine reuptake inhibitor, 5-MeO-aMT can be dangerous when taken in excessive doses or when combined with substances such as MAOIs, RIMAs, stimulants and any substance which act as a releasing agent or reuptake inhibitor of serotonin and dopamine. There is one reported death from 5-MeO-aMT, but it is not known how much of the substance was taken.[5] Erowid states that they have received "a handful of unverifiable reports of hospitalization after high-dose (over 60 mg oral) 5-MeO-aMT ingestion."[6]

The toxicity and long-term health effects of recreational 5-MeO-aMT use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because 5-MeO-aMT is a research chemical with very little history of human usage. Anecdotal evidence from people who have tried 5-MeO-aMT within the psychedelic community suggests that there are no negative health effects attributed to simply trying the substance 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 worth noting that 5-MeO-aMT's analogue αET has been shown to produce long-lasting serotonergic neurotoxicity at very high doses.[7] It is possible that 5-MeO-aMT could cause the same neurotoxicity at high dosages or with repeated long-term use.

It is strongly recommended that one use harm reduction practices when using this substance.

Tolerance and addiction potential

5-MeO-aMT 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-aMT are built almost immediately after ingestion. After that, it takes about Time to half tolerance::1 week for the tolerance to be reduced to half and Time to zero tolerance::2 weeks to be back at baseline (in the absence of further consumption). 5-MeO-aMT presents cross-tolerance with all psychedelics, meaning that after the consumption of 5-MeO-aMT all psychedelics will have a reduced effect.

Dangerous interactions

Warning: Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).

Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

Deaths from 5-MeO-aMT are rare but as a powerful monoamine reuptake inhibitor (MRI), injury could occur when excessive doses are taken or when it is taken with substances such as MAOIs, RIMAs, stimulants and any substance which act as a releasing agent or reuptake inhibitor of neurotransmitters such as serotonin and dopamine.[9]

Legal status

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This legality section is a stub.

As such, it may contain incomplete or wrong information. You can help by expanding it.

  • United States: 5-MeO-AMT is unscheduled in the United States. It is possible that it could be considered an analog (of AMT), in which case, sales for human consumption or possession with the intent to ingest could be prosecuted under the Federal Analogue Act. The DEA and the US Department of Justice consider 5-MeO-AMT a controlled substance analogue, making it a Schedule I substance when intended for human consumption.[10]

See also

External links

Discussion

References

  1. 1.0 1.1 Shulgin, A., & Shulgin, A. (1991). Erowid Online Books: "TIHKAL" - #5 - a,O-DMS. Retrieved Jun 20, 2017.
  2. Zimmerman, Michelle M. (January–June 2003). "The Identification of 5-Methoxy-alpha-methyltryptamine (5-MeO-AMT)". Microgram Journal. Drug Enforcement Administration. 1. Retrieved 2011-09-16.
  3. Erowid 5-MeO-AMT Vault : Police Reports of 5-MeO-AMT | https://www.erowid.org/chemicals/5meo_amt/5meo_amt_info2.shtml
  4. The Effects of Non-Medically Used Psychoactive Drugs on Monoamine Neurotransmission in Rat Brain | https://pubmed.ncbi.nlm.nih.gov/17223101
  5. Boland DM, Andollo W, Hime GW, Hearn WL. “Fatality due to acute alpha-methyltryptamine intoxication”. J Anal Toxicol. 2005 Jul-Aug;29(5):394-7. | https://www.erowid.org/references/refs_view.php?ID=6603
  6. 5-MeO-aMT (Alphamethyltryptamine, IT-290) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/5-MeO-aMT/5-MeO-aMT_death.shtml
  7. Reduction in brain serotonin markers by α-ethyltryptamine (Monase) (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/001429999190686K
  8. 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. doi:10.1007/BF03161089. ISSN 1556-9039. 
  9. Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity | http://bja.oxfordjournals.org/content/95/4/434
  10. 5-MeO-AMT Fast Facts, US DOJ, 2022