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dimethyltryptamine

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dimethyltryptamine

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Also known as DMT, N,N-dimethyltryptamine, 3-(2-dimethylaminoethyl)indole, N,N-dimethyl-1H-indole-3-ethylamine, 3-[2-(dimethylamino)ethyl]indole, 2-(3-indolyl)ethyldimethylamine, Indolalkylamine der, 2-(1H-Indol-3-yl)-N,N-dimethylethanamine (ACD/Name 4.0)

Dimethyltryptamine (DMT), also known as '''N,N-dimethyltryptamine (N,N-DMT'''), is a serotonergic hallucinogen and investigational drug of the tryptamine family that occurs naturally in many plants and animals. DMT is used as a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen.

Key facts

Drug.width2
200px
Drug.verifiedrevid
623685269
Drug.Watchedfields
changed
Drug.drug_name
Dimethyltryptamine
Drug.image
DMT.svg
Drug.image_class
skin-invert-image
Drug.width
175px
Drug.image2
Dimethyltryptamine molecule ball.png
Drug.image_class2
bg-transparenT
Drug.receptors
At least 13 receptors (e.g., serotonin, sigma, trace amine)
Drug.precursor
Tryptophan
Drug.source_tissues
Central nervous system (exact source tissues are not fully established)
Drug.target_tissues
Central nervous system
Drug.routes_of_administration
Oral (with ), inhalation (smoking or vaping), intramuscular, subcutaneous, intravenous (bolus or infusion)
Drug.class
Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Drug.dependency_liability
None or very low
Drug.addiction_liability
None or very low
Drug.ATC_prefix
None

via Wikipedia infobox

Chemical data

Formula
C12H16N2
Molecular weight
188.27 g/mol
IUPAC name
2-(1H-indol-3-yl)-N,N-dimethylethanamine
SMILES
CN(C)CCC1=CNC2=CC=CC=C21
InChIKey
DMULVCHRPCFFGV-UHFFFAOYSA-N
XLogP
2.5
Polar surface area
19 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
188.131349
Image
D-Tryp.jpg
Show 8 more facts
Commons category
Dimethyltryptamine
chemical formula
C₁₂H₁₆N₂
density
1.076
canonical SMILES
CN(C)CCC1=CNC2=CC=CC=C21
boiling point
332.12
melting point
47
decomposition point
49
pKa
8.68
Sources (4)

via Wikidata · CC0

~63 min read

Article

52 sections
Contents
  • Use and effects
  • Forms, routes, and doses
  • Subjective effects
  • Entity encounters
  • Near-death experiences
  • Physiological effects
  • Endogenous production and effects
  • Contraindications
  • Adverse effects
  • Psychological reactions
  • Addiction and dependence liability
  • Tolerance
  • Long-term use
  • Overdose
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Absorption
  • Distribution
  • Metabolism
  • Elimination
  • Chemistry
  • Appearance and form
  • Laboratory synthesis
  • Clandestine manufacture
  • Detection in body fluids
  • Indolethylamine ''N''-methyltransferase (INMT)
  • Analogues and derivatives
  • Natural occurrence
  • Evidence in mammals
  • Endogenous DMT
  • Biosynthesis
  • History
  • Society and culture
  • Popular culture
  • Cantelmoism
  • Black market
  • Legal status
  • International law
  • By continent and country
  • Asia
  • Europe
  • North America
  • Other
  • Oceania
  • Research
  • Depression
  • Endogenous role
  • See also
  • References
  • External links

Dimethyltryptamine (DMT), also known as '''N,N-dimethyltryptamine (N,N-DMT'''), is a serotonergic hallucinogen and investigational drug of the tryptamine family that occurs naturally in many plants and animals. DMT is used as a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen.

DMT has a rapid onset, intense effects, and a relatively short duration of action. For those reasons, DMT was known as the "businessman's trip" during the 1960s in the United States, as a user could access the full depth of a psychedelic experience in considerably less time than with other substances such as LSD or psilocybin mushrooms. DMT can be inhaled or injected and its effects depend on the dose, as well as the mode of administration. When inhaled or injected, the effects last about five to fifteen minutes. Effects can last three hours or more when orally ingested along with a monoamine oxidase inhibitor (MAOI), such as the ayahuasca brew of many native Amazonian tribes. DMT induces intense, often indescribable subjective experiences involving vivid visual hallucinations, altered sensory perception, ego dissolution, and encounters with seemingly autonomous entities. DMT is generally considered non-addictive with low dependence and no tolerance buildup, but it may cause acute psychological distress or cardiovascular effects, especially in predisposed individuals.

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