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5-MeO-DMT

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5-MeO-DMT
5-MeO-DMT
General
Systematic name 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
Other names 5-Methoxy-N,N-dimethyltryptamine;

5-methoxy-3-[2-(dimethylamino)ethyl]indole

Molecular formula C13H18N2O
SMILES COC1=CC2=C(NC=C2CCN(C)C)C=C1
Molar mass 218.298 g/mol
Appearance  ?
CAS number [?-?-?]
Properties
Density and phase  ? g/cm³, ?
Solubility in water  ? g/100 ml (?°C)
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Basicity (pKb)  ?
Chiral rotation [α]D  ?°
Viscosity  ? cP at ?°C
Structure
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geometry
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Dipole moment  ? D
Hazards
MSDS External MSDS
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NFPA 704
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R/S statement R: ?
S: ?
RTECS number  ?
Related compounds
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Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

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 thousands of years.

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

Bufo alvarius1

Bufo alvarius, which has 5-MeO-DMT in its venom and skin.

When used as a drug in its purified form, 5-MeO-DMT is smoked, insuffilated, 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.

Erowid lists the following effects for smoked 5-MeO-DMT:[1]

Positive

  • short duration
  • immersive experiences
  • powerful "rushing" sensation
  • radical perspective shifting
  • profound life-changing spiritual experiences
  • some people experience erotic / sensual enhancement
  • occasional euphoria
  • internal visions (actual visual effects not as common)

Neutral

  • change in perception of time
  • experience of "the void"
  • lack of memory of experience
  • muscle jerking, twitching, abnormal vocalizations
  • unconsciousness / nonresponsiveness lasting 5-20 minutes
  • dissociation

Negative

  • overly-intense experiences
  • hard on the lungs to smoke
  • difficulty integrating experiences
  • fear, terror and panic
  • dysphoria (bad feelings)
  • fast onset and intensity can lead to problems if not prepared (dropped pipe, knocking things over, falling & hitting head, etc)

See Also

External links

References

  1. Erowid. Effects.


Tryptamines edit
4-Acetoxy-DET | 4-Acetoxy-DIPT | 5-MeO-α-ET | 5-MeO-α-MT | 5-MeO-DALT | 5-MeO-DET | 5-MeO-DIPT | 5-MeO-DMT | 5-MeO-DPT | 5-MeO-MIPT | α-ET | α-MT | Baeocystin | Bufotenin | DET | DIPT | DMT | DPT | EIPT | Ethocin | Ibogaine | Iprocin | MET | MIPT | Miprocin | Melatonin | NMT | Norbaeocystin | Psilocin | Psilocybin | Rizatriptan | Serotonin | Sumatriptan | Tryptamine | Tryptophan
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