5-MeO-aMT
Clinical data
Routes of
administration
Oral
Legal status
Legal status
  • US: not scheduled
Identifiers
  • 1-(5-methoxy-1H-indol-3-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H16N2O
Molar mass204.2712 g/mol g·mol−1
3D model (JSmol)
Melting point216 to 218 °C (421 to 424 °F)
  • O(c1cc2c(cc1)ncc2CC(N)C)C
  • InChI=1S/C12H16N2O/c1-8(13)5-9-7-14-12-4-3-10(15-2)6-11(9)12/h3-4,6-8,14H,5,13H2,1-2H3 checkY
  • Key:OGNJZVNNKBZFRM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

5-MeO-aMT or 5-methoxy-α-methyltryptamine, α,O-Dimethylserotonin (Alpha-O) is a potent psychedelic tryptamine. It is soluble in alcohol.

Pharmacology

The sympathomimetic effects may in turn be caused by 5-MeO-AMT's structural similarity to the amphetamines. As noted by Alexander Shulgin, the alpha-methylated tryptamines can be looked at as the tryptamine homologues of the amphetamines (alpha-methylated phenethylamines).

Mechanisms of action such as inhibition of monoamine reuptake may be involved also.[1]

Recreational usage

5-MeO-AMT blotters.

5-MeO-AMT is supposedly sold in 4 mg tablets by the street name Alpha-O and taken as a recreational drug. Since the DEA arrests of the makers of a huge percentage of the United States' LSD in 2000, 5-MeO-AMT may have occasionally been sold under the guise of LSD in liquid, sugar cube, or blotter form, though this may be due to DEA reports of finding it on sugar cubes and blotters like LSD.[2][3]

The most common route of administration for 5-MeO-AMT is orally. Anecdotal reports, however, have described snorting or smoking the substance. Intravenous (IV) and intramuscular (IM) routes are rarely, if ever, used outside research settings due to the high potency, powerful effects and quicker onset.

Effects

Tabs of gelatin containing 5-MeO-AMT.

The effects of 5-MeO-AMT occur at 4–7 mg orally for most users.

Erowid lists the following effects:[4]

Positive

Neutral

Negative

Expected at any dose:

At higher doses or pending potential allergic/histamine reaction:

High dose side effects:

Dangers

If misrepresented as LSD, 5-MeO-AMT can be extremely dangerous; users may take a number of "hits" of 5-MeO-AMT, assuming that it is LSD. Unlike LSD, which is very safe in overdose, 5-MeO-AMT can be very harmful or fatal. Particularly sensitive individuals can experience symptoms of overdose at dosages in the normal (for most users) range — as low as 20 mg. This has led to at least a few hospitalizations and possibly more than one death.[5] It is likely that the overdose potential of the compound is due to its sympathomimetic effects, as the side effects noted in overdose cases include cardiac arrhythmia and seizure. It also seems that oral consumption is safer than insufflation.[citation needed]

Gloria Discerni, 18, died after overdosing on a drug initially believed to be LSD. Authorities learned months later that the drug wasn't LSD but a "designer drug" identified as 5-MeO-AMT.[6]

Legality

See also

References

  1. ^ Nagai F, Nonaka R, Satoh Hisashi Kamimura K (2007). "The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain". European Journal of Pharmacology. 559 (2–3): 132–7. doi:10.1016/j.ejphar.2006.11.075. PMID 17223101. ((cite journal)): Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Zimmerman, Michelle M. (2003). "The Identification of 5-Methoxy-alpha-methyltryptamine (5-MeO-AMT)". Microgram Journal. 1. Drug Enforcement Administration. Retrieved 2011-09-16. ((cite journal)): Unknown parameter |month= ignored (help)
  3. ^ Erowid 5-MeO-AMT Vault : Police Reports of 5-MeO-AMT
  4. ^ Erowid. "5-MeO-AMT Vault: Effects".
  5. ^ [1] [2]
  6. ^ http://www.spokesman.com/stories/2006/dec/13/charges-dropped-in-drug-death/
  7. ^ http://www.notisum.se/rnp/sls/sfs/20040696.pdf
  8. ^ US Department of Justice. "5-MeO-AMT Fast Facts" (PDF).

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