Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.
This is a commonly used substance with well known effects, but that does not guarantee the substance will be safe. The safety profile has been established based on usage data commonly reported by others.
Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.
Description
DMT Also known as:
- (2-Indol-3-ylethyl)
dimethylamine
- 1H-Indole-3-ethanam
ine, N,N-dimethyl- [ACD/Index Name]
- 2-(1H-Indol-3-yl)-N
,N-dimethylethanamin [German][ACD/IUPAC Name]
- 2-(1H-Indol-3-yl)-N
,N-dimethylethanami [ACD/IUPAC Name]ne
- 2-(1H-Indol-3-yl)-N
,N-diméthyléthanami [French][ACD/IUPAC Name]ne
- 200-508-4[EINECS]
- 61-50-7[RN]
- Dimethyltryptamine[Wiki]
- DMT
- Indole, 3-(2-(dimet
hylamino)ethyl)-
- Indole, 3-[2- (dime
thylamino)ethyl]-
- Indole, 3-[2-(dimet
hylamino)ethyl]-
- MFCD00055989[MDL number]
- N,N-Dimethyl-1H-ind
ole-3-ethanamine
- N,N-dimethyl-1H-ind
ole-3-ethylamine
- N,N-Dimethyltryptam
ine [Wiki]
- N,N-DMT
- tryptamine, dimethy
l-
- [2-(1H-Indol-3-yl)-
ethyl]-dimethyl-
- [2-(1H-indol-3-yl)e
thyl]dimethylamine
- [2-(1H-Indol-3-yl)-
ethyl]-dimethyl-ami ne
- 138259[Beilstein]
- 1H-INDOLE-3-ETHANAM
INE,N,N-DIMETHYL
- 1H-Indole-3-ethanam
ine,N,N-dimethyl-
- 2-(1H-indol-3-yl)et
hyl-dimethyl-amine
- 2-(1H-indol-3-yl)-N
,N-dimethyl-ethanam ine
- 2-(3-indolyl)ethyld
imethylamine
- 3-(2-(Dimethylamino
)ethyl)-Indole
- 3-(2-Dimethylaminoe
thyl) indole
- 3-(2-dimethylaminoe
thyl)indole
- 3-[2- (Dimethylamin
o)ethyl]-Indole
- 3-[2-(dimethylamino
)ethyl]indole
- 5-22-10-00048 (Beil
stein Handbook Refe [Beilstein]rence)
- N N-DIMETHYL-1H-IND
OLE-3-ETHYLAMINE
- WLN: T56 BMJ D2N1&1
A popular and powerful psychedelic, typically used in two ways; either it is vapourised for a short ‘breakthrough’ experience, or it is taken in combination with an enzyme inhibitor for a long, intense trip (this is also known as ayahuasca or pharmahuasca).
Summary
Despite being one of the simplest psychedelic compounds, it is known for its unique ability to produce short-lived but intense visionary states and complete hallucinations. It is thought to produce its psychedelic effects by binding to serotonin receptors in the brain, although the precise mechanism is not fully understood. DMT is present in over 65 species of plants and has been identified as being a normal constituent of human metabolism and an endogenous neurotransmitter in certain rodents.
Its presence is also known to be widespread throughout the plant kingdom. Although various theories have been postulated, its neurobiological function has yet to be determined. Depending on the dosage and method of administration, the effects of DMT can range from mild psychedelic states to powerfully immersive life-altering experiences which are often described as the ultimate displacement from ordinary consciousness in which users report experiencing ineffable spiritual realms or alternate dimensions.
When vaporized or smoked, DMT produces short-lived effects with a very rapid onset that is sometimes described as an “inconceivably high-speed rollercoaster ride. " When ingested in combination with a MAOI or RIMA agent, it becomes active orally and significantly longer lasting, immersive, and interactive in nature: this combination is known as ayahuasca. Ayahuasca brews have been used traditionally in South America since at least around the year 1500.
Unlike most highly prohibited substances, DMT is not considered to be addictive or toxic by the scientific community. Nevertheless, unpredictable adverse reactions such as uncontrollable anxiety, delusions and psychosis can always occur, particularly among those predisposed to mental disorders. While these negative reactions or “bad trips” can often be attributed to user inexperience or improper preparation of set and setting, they have been known to happen spontaneously among even highly experienced users as well.
It is therefore highly advised to use harm reduction practices if using this substance.
History
In 1955, a team of American chemists led by Evan Horning isolated and formally identified DMT in the seeds and pods of Anadenanthera peregrina. Since 1955, DMT has been found in a host of organisms: in at least fifty plant species belonging to ten families, and in at least four animal species, including one gorgonian and three mammalian species.
Chemistry
Tryptamines share a core structure consisting of a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain.
DMT contains two methyl groups (CH3-) bound to the terminal amine RN at the end of this chain. DMT has many homologs and analogs from base tryptamines like MET and DPT, to four and five position substituted variants such as 4-PO-DMT (psilocybin), 4-AcO-DMT (psilacetin), 5-HO-DMT (bufotenin), and 5-MeO-DMT. DMT is a white, pungent-smelling, crystalline solid.
It is insoluble in water, but soluble in organic solvents and aqueous acids.
Common Name | Dimethyltryptamine |
Systematic name | Dimethyltryptamine |
Formula | C_{12}H_{16}N_{2} |
SMILES | CN(C)CCc1c[nH]c2c1cccc2 |
Std. InChi | InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3 |
Std. InChiKey | DMULVCHRPCFFGV-UHFFFAOYSA-N |
Avg. Mass | 188.2688 Da |
Molecular Weight | 188.2688 |
Monoisotopic Mass | 188.131348 Da |
Nominal Mass | 188 |
ChemSpider ID | 5864 |
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Dose Chart
Vapourised | |
---|---|
Threshold | 5-10mg |
Light | 10-15mg |
Common | 15-25mg |
Strong | 25-35mg |
Heavy | 35mg+ |
Insufflated | |
---|---|
Light | 10-25mg |
Common | 25-50mg |
Strong | 50-125mg+ |
Intravenous | |
---|---|
Light | 10-15mg |
Common | 15-25mg |
Strong | 25-40mg |
Duration Chart
Vaporized/smoked | |
---|---|
Onset | 0-2 minutes |
Duration | 3-10 minutes |
After-effects | 15-60 minutes |
Interactions
Caution
- Cannabis
- Cannabis has an unexpectedly strong and somewhat unpredictable synergy with psychedelics.
- Amphetamines
- Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
- Cocaine
- Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
Dangerous
- Tramadol
- Tramadol is well known to lower seizure threshold and psychedelics also cause occasional seizures.
Low Synergy
- Alcohol
- GHB/GBL
- Benzodiazepines
- SSRIs
No Synergy
- Caffeine
- Opioids
High Synergy
- Mushrooms
- LSD
- Mescaline
- DOx
- NBOMes
- 2C-x
- 2C-T-x
- αMT
- 5-MeO-xxT
- Ketamine
- MXE
- DXM
- PCP
- N2O
- MDMA
- MAOIs
Legal Status
Internationally, DMT is classified as a Schedule I controlled substance under the United Nations 1971 Convention on Psychotropic Substances, meaning that international trade in DMT is supposed to be closely monitored and its use is supposed to be restricted to scientific research and medical use. Natural materials containing DMT, including ayahuasca, are not regulated under the 1971 Psychotropic Convention.
Sources
References
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Springer Nature Dimethyltryptamin: Its metabolism in man; the relation of its psychotic effect to the serotonin metabolism
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Springer Nature Dimethyltryptamine and other hallucinogenic tryptamines exhibit substrate behavior at the serotonin uptake transporter and the vesicle monoamine transporter
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Springer Nature Dimethyltryptamine levels in blood of schizophrenic patients and control subjects
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Springer Nature Discriminative stimulus effects of N,N-diisopropyltryptamine
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Springer Nature Effects of ayahuasca on sensory and sensorimotor gating in humans as measured by P50 suppression and prepulse inhibition of the startle reflex, respectively
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Springer Nature Effects of pargyline and SKF-525A on brain N,N-dimethyltryptamine concentrations and hyperactivity in mice
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Springer Nature Effects of psychotropic drugs on open-field behaviour in rats
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Springer Nature Effects of selected opioid agonists and antagonists on DMT-and LSD-25-induced disruption of food-rewarded bar pressing behavior in the rat
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Springer Nature Electroencephalographic studies on the development of tolerance and cross tolerance to mescaline in the rat
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Springer Nature Exploring the therapeutic potential of Ayahuasca: acute intake increases mindfulness-related capacities
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Springer Nature Factors affecting the urinary excretion of endogenously formed dimethyltryptamine in normal human subjects
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Springer Nature Gas chromatographic-mass spectrometric isotope dilution determination of N,N-dimethyltryptamine concentrations in normals and psychiatric patients
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Springer Nature Hallucinogenic agents as discriminative stimuli: A correlation with serotonin receptor affinities
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Springer Nature Hallucinogenic drug interactions with neurotransmitter receptor binding sites in human cortex
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Springer Nature High specific activity tritium labelling of some sigma-1 receptor agonists
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Springer Nature High-affinity 3H-serotonin binding to caudate: Inhibition by hallucinogens and serotoninergic drugs
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Springer Nature Hydroxylation and N-demethylation of N,N-dimethyltryptamine
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Springer Nature Immunohistochemical and behavioral analysis of spinal lesions induced by a substance P antagonist and protection by thyrotropin releasing hormone
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Springer Nature In vivo kinetics and displacement study of a carbon-11-labeled hallucinogen, N,N-[11C]dimethyltryptamine
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Springer Nature Increased frontal and paralimbic activation following ayahuasca, the pan-amazonian inebriant
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Springer Nature Interaction of synthetic opioid metenkephalin peptide analogs, lilly 127623 and FK 33-824 with indole hallucinogens: Antagonism of N,N-dimethyltryptamine- and LSD-induced disruption of food-rewarded bar pressing behavior in the rat
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Springer Nature LDH isoenzyme spectrum in the myocardium of rats after repeated doses of isoproterenol
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Springer Nature Mefloquine and psychotomimetics share neurotransmitter receptor and transporter interactions in vitro
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Springer Nature Mismatch negativity generation in the human 5HT2A agonist and NMDA antagonist model of psychosis
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Springer Nature Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors
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Springer Nature Myo-inositol attenuates the enhancement of the serotonin syndrome by lithium
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Springer Nature N-dimethylated indoleamines in blood of acute schizophrenics
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Springer Nature Naloxone enhancement of DMT and LSD-25 induced suppression of food-rewarded bar pressing behavior in the rat
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Springer Nature Neurochemical investigations of the interaction of N,N-dimethyltryptamine with the dopaminergic system in rat brain
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Springer Nature Neurotheologie
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Springer Nature New fluorophore-forming reactions for histochemical visualization of N-acetylated and tertiary indolamines using glyoxylic acid, aluminum-formaldehyde and trifluoroacetic acid anhydride as reagents
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Springer Nature On the transmethylation hypothesis: stress, N,N-dimethyltryptamine, and positive symptoms of psychosis
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Springer Nature Pharmacological evidence of neuro-pharmacological activity of Acacia tortilis leaves in mice
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Springer Nature Pharmacological modulation of the neural basis underlying inhibition of return (IOR) in the human 5-HT2A agonist and NMDA antagonist model of psychosis
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Springer Nature Pharmacology of ayahuasca administered in two repeated doses
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Springer Nature Phenelzine withdrawal
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Springer Nature Platelet serotonin uptake sites increased in drinkers ofayahuasca
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Springer Nature Receptors for 5-hydroxytryptamine on the sympathetic nerves of the rabbit heart
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Springer Nature Relative potency of amphetamine derivatives and N,N-dimethyltryptamines
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Springer Nature Severe aggression in rats induced by mescaline but not other hallucinogens
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Springer Nature Stimulation of rat prolactin secretion by indolealkylamine hallucinogens
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Springer Nature Structure activity relations of some indolealkylamines in comparison to phenethylamines on motor activity and acquisition of avoidance behavior
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Springer Nature Subjective effects and tolerability of the South American psychoactive beverage Ayahuasca in healthy volunteers
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Springer Nature Substituierte t-Hexylamine als neuer Typ hypotensiv wirksamer Verbindungen
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Springer Nature Switch to mania after ayahuasca consumption in a man with bipolar disorder: a case report
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Springer Nature The effect of MAO inhibition on the experimental psychosis induced by dimethyltryptamin
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Springer Nature The effect of N,N-dimethyltryptamine in human subjects tolerant to lysergic acid diethylamide
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Springer Nature The effects of 5-hydroxytryptamine and some related compounds on the cat superior cervical ganglion in situ
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Springer Nature The effects of N,N-dimethyltryptamine on operant behavior in squirrel monkeys
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Springer Nature The hallucinogenic world of tryptamines: an updated review
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Springer Nature The inhibition of the cage-leaving responseu2014A model for studies of the serotonergic neurotransmission in the rat
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Springer Nature The psychedelic properties of banana peel: an appraisal
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Springer Nature The role of 5-HT2A, 5-HT2C and mGlu2 receptors in the behavioral effects of tryptamine hallucinogens N,N-dimethyltryptamine and N,N-diisopropyltryptamine in rats and mice
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Springer Nature Vergleich ver??nderter Bewu??tseinszust??nde unter den Halluzinogenen (???)-??9-trans-Tetrahydrocannabinol (??9-THC) und N,N-Dimethyltryptamin (DMT)
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SynQuest 3H32-1-0R
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The Merck Index Online cs000000007449
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Thieme Chemistry SD-110-00020
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Thomson Pharma 00483902
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Thoreauchem TH-B00149
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Tocris Bioscience 3428
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Tractus Company Limited
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Urine Metabolome Database HMDB0005973
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VulcanChem VC009379
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Wikidata Q407217
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Wikipedia Dimethyltryptamine
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Wikipedia N,N-Dimethyltryptamine
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xPharm 9015
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ZINC ZINC00897457
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