5-MeO-DMT

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5-MeO-DMT
Chemical formulaC13H18N2O
Chemical name 5-Methoxy-N,N-dimethyltryptamine or
5-methoxy-3-[2-(dimethylamino)ethyl]indole
Molecular mass218.298 g/mol
Melting point67.7 °C (154 °F)
CAS number1019-45-0
SMILES COC1=CC2=C(NC=C2CCN(C)C)C=C1
Image:5-MeO-DMT.png

5-MeO-DMT is a very powerful psychedelic tryptamine. It is found in a wide variety of plant and toad species, and like its close relative DMT, it has been used as an entheogen by South American shamans for over 1200 years.

Contents

Chemistry

5-MeO-DMT was first synthesized in 1936, and in 1959 it was isolated as one of the psychoactive ingredients of Anadenanthera peregrina seeds used in Yopo snuff.

History

Traditionally 5-MeO-DMT has been used as a psychedelic snuff, such as Yopo or Vilca, and may be a trace constituent of ayahuasca when plants such as Diplopterys cabrerana are used as an admixture. 5-MeO-DMT is also found in the venom of the Colorado River toad (Bufo alvarius), although there is no direct evidence this was used as a hallucinogen until recent times.

Use and effects

When used as a drug in its purified form, 5-MeO-DMT is smoked, snorted, or injected and is active at a dose of as little as 2mg. 5-MeO-DMT is also active orally, when taken with an monoamine oxidase inhibitor, but according to numerous reports, the combination with MAOI is extremely unpleasant and has a strong bodyload. According to the researcher Jonathan Ott, 5-MeO-DMT is active orally with doses over 30mg without aid of an MAOI.

The onset of effects occurs in seconds after smoking/injecting, or minutes after insufflating, and the experience is sometimes described as similar to a near-death experience. Peak effects last for approximately 5-10 minutes, when smoked. When insufflated, the peak effects are considerably less intense, but last for 15-25 minutes on average.

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