Talk:5-MeO-aMT

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Summary sheet: 5-MeO-aMT

Template:SubstanceBox/5-MeO-aMT

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. 5-MeO-aMT is substituted at the alpha carbon Rα of its tryptamine backbone with a methyl group.

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

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.

Subjective effects

The effects listed below are based on the subjective effect index, which is based on anecdotal reports and the personal experiences of PsychonautWiki contributors. As a result, they should be treated with a healthy amount of skepticism. It is worth noting that these effects will rarely (if ever) occur all at once but heavier doses will increase the chances of inducing a full range of effects. Likewise, adverse effects become much more likely on higher doses and may include serious 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.[4] Erowid states that they have received "a handful of unverifiable reports of hospitalization after high-dose (over 60 mg oral) 5-MeO-aMT ingestion."[5]

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.[6] 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

Although many psychoactive substances are reasonably safe to use on their own, they can quickly become dangerous or even life-threatening when taken with other substances. The following lists some known dangerous combinations, but cannot be guaranteed to include all of them. Independent research should always be conducted to ensure that a combination of two or more substances is safe to consume. Some interactions listed have been sourced from TripSit.

  • Lithium - Lithium is commonly prescribed in the treatment of bipolar disorder. There is a large body of anecdotal evidence that suggests taking it with psychedelics significantly increases the risk of psychosis and seizures. As a result, this combination is strictly discouraged.
  • Cannabis - Cannabis has an unexpectedly strong and unpredictable synergy with the effects of psychedelics. Caution is advised with this combination as it can significantly increase the risk of adverse psychological reactions like anxiety, paranoia, panic attacks, and psychosis. Users are advised to start off with only a fraction of their normal cannabis dose and take long breaks between hits to avoid over intake.
  • Stimulants (Amphetamine, cocaine, methylphenidate, ...) - Stimulants affect many parts of the brain and alter dopaminergic function. Combined with psychedelics, stimulation can turn into severe anxiety, panic, thought loops, and paranoia. This interaction may result in an elevated risk of mania and psychosis.[citation needed]
  • Tramadol - Tramadol lowers the seizure threshold[7] and psychedelics may act as triggers for seizures in susceptible individuals.[citation needed]

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.[8]

Legality

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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.


See also

External links

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. 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
  5. 5-MeO-aMT (Alphamethyltryptamine, IT-290) Fatalities / Deaths by Erowid | https://www.erowid.org/chemicals/5-MeO-aMT/5-MeO-aMT_death.shtml
  6. Reduction in brain serotonin markers by α-ethyltryptamine (Monase) (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/001429999190686K
  7. 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. https://doi.org/10.1007/BF03161089
  8. Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity | http://bja.oxfordjournals.org/content/95/4/434