File:DMT.svg · Wikimedia Commons · See Wikimedia Commons
dimetiltriptamina
Sign in to saveAlso 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)
composto chimico
OverviewAI-generated
Dimethyltryptamine is a chemical compound with the formula C₁₂H₁₆N₂. Its IUPAC name is 2-(1H-indol-3-yl)-N,N-dimethylethanamine. The substance has a mass of 188.131349 and a density of 1.076. It melts at 47 and decomposes at 49. The boiling point is 332.12, and the pKa is 8.68.
Chemical properties include an xlogp of 2.5 and a topological polar surface area of 19. The molecule contains one hydrogen bond donor and one hydrogen bond acceptor, with a charge of 0. The canonical SMILES notation is CN(C)CCC1=CNC2=CC=CC=C21.
The compound is referenced by 2,999 other encyclopedia articles. A PubMed search for dimethyltryptamine yields a count of 1446.
Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
Research
1,446 papers- N,N-dimethyltryptamine and the pineal gland: Separating fact from myth.Journal of psychopharmacology (Oxford, England) · 2018
- Dimethyltryptamine: Endogenous Role and Therapeutic Potential.Journal of psychoactive drugs · 2019
- N,N-dimethyltryptamine and Amazonian ayahuasca plant medicine.Human psychopharmacology · 2022
- Neuropharmacology of N,N-dimethyltryptamine.Brain research bulletin · 2016
- Ayahuasca and Dimethyltryptamine Adverse Events and Toxicity Analysis: A Systematic Thematic Review.International journal of toxicology · 2024
via PubMed
Article · Italiano
La N,N-dimetiltriptammina (N,N-DMT o DMT) è una triptammina psichedelica endogena, presente in molte piante e nel fluido cerebrospinale degli esseri umani, sintetizzata per la prima volta nel 1931 dal chimico Richard Manske. Cristalli di DMT La DMT è presente in alcune varietà di mimosa, acacia, Anadenanthera, Virola, Desmodium, graminacee del genere Phalaris e molte altre . L'estrazione è possibile con alcuni solventi quali alcool, gasolio, esano oppure per distillazione. Nel bacino amazzonico alcuni popoli tribali hanno una tradizione di uso di piante contenenti DMT (utilizzando la linfa degli alberi Virola, parente della noce moscata, o i semi macinati e tostati di Anadenanthera peregrina, un enorme albero della famiglia delle Leguminose). Strutturalmente la DMT è analoga al neurotrasmettitore serotonina, all'ormone melatonina e ad altre triptammine psicoattive come psilocibina, psilocina e bufotenina, avendo rispettivamente formula chimica 4-fosforilossi-N,N-dimetil-triptammina (4-PO-DMT), 4-idrossi-N,N-dimetiltriptammina (4-HO-DMT) e 5-idrossi-N,N-dimetiltriptammina (5-HO-DMT) e ha un effetto quasi del tutto simile a queste, anche se differente per intensità. Secondo Rick Strassman, medico specializzato in psichiatria che condusse numerose ricerche sulla DMT, la ghiandola pineale situata nell'encefalo è in grado di produrre più o meno blande quantità di DMT, specialmente intorno alle ore 3, 4 del mattino, durante la fase REM dei sogni. Neuroni di tipo D vengono accreditati per i ligandi con la molecola del DMT, 5HT-1 e 5HT-2 con precursori simili nel triptofano.
Abstract from DBpedia / Wikipedia · CC BY-SA