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Biological: Behavioural genetics · Evolutionary psychology · Neuroanatomy · Neurochemistry · Neuroendocrinology · Neuroscience · Psychoneuroimmunology · Physiological Psychology · Psychopharmacology (Index, Outline)
| 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) |
| Melting point | ?°C (? K) |
| Boiling point | ?°C (? K) |
| Acidity (pKa) | ? |
| Basicity (pKb) | ? |
| Chiral rotation [α]D | ?° |
| Viscosity | ? cP at ?°C |
| Structure | |
| Molecular shape | ? |
| Coordination geometry |
? |
| Crystal structure | ? |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | ? |
| NFPA 704 | |
| Flash point | ?°C |
| R/S statement | R: ? S: ? |
| RTECS number | ? |
| Related compounds | |
| Related compounds | ? |
| 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 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
- 5-MeO-AMT
- 5-MeO-DIPT
External links
References
| 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 |
- fr:5-MeO-DMT
- pl:5-MeO-DMT
- fi:5-MeO-DMT
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