MDMA

Also known as 3,4-methylenedioxymethamphetamine, N,alpha-dimethyl-1,3-benzodioxole-5-ethanamine, (RS)-3,4-(methylenedioxy)methamphetamine, DL-(3,4-Methylenedioxy)methamphetamine, ecstasy, Molly, Mandy, Adam

3,4-Methylenedioxymethamphetamine (MDMA), commonly known as ecstasy (tablet form), and molly (crystal form), is an entactogen with stimulant and minor psychedelic properties.

AI overview

MDMA, commonly known as ecstasy or molly, is a drug that produces stimulant effects and mild psychedelic experiences by altering how the brain processes certain chemicals. It's a significant substance in public health and drug policy discussions because of its popularity as a recreational drug and its potential effects on users.

AI-generated from the Wikipedia summary — may contain errors.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 632164040
Drug.drug_name: MDMA
Drug.INN: Midomafetamine
Drug.image: MDMA structure.svg
Drug.image_class: skin-invert-image
Drug.width: 235px
Drug.alt: MDMA structure
Drug.caption: Skeletal structure of racemic MDMA
Drug.image2: MDMA molecule from xtal ball.png
Drug.image_class2: bg-transparent
Drug.alt2: Ball-and-stick model of MDMA molecule enantiomers
Drug.width2: 225px
Drug.caption2: Ball-and-stick model of MDMA
Drug.pronounce: methylenedioxymethamphetamine:
Drug.routes_of_administration: Common: By mouth Uncommon: Insufflation, inhalation, injection, rectal
Drug.class: Entactogen; Stimulant; Psychedelic; Serotonin–norepinephrine–dopamine releasing agent; 5-HT2 receptor agonist
Drug.dependency_liability: Physical: Not typicalPsychological: Moderate

via Wikipedia infobox

Chemical data

Formula: C11H15NO2
Molecular weight: 193.24 g/mol
IUPAC name: 1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC
InChIKey: SHXWCVYOXRDMCX-UHFFFAOYSA-N
XLogP: 2.2
Polar surface area: 30.5 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

6,654 papers

Neurotoxicity of MDMA: Main effects and mechanisms.Experimental neurology · 2022
MDMA interactions with pharmaceuticals and drugs of abuse.Expert opinion on drug metabolism & toxicology · 2020
[MDMA-assisted therapy for PTSD].Laeknabladid · 2024
MDMA-Assisted Psychotherapy for Treatment of Posttraumatic Stress Disorder: A Systematic Review With Meta-Analysis.Journal of clinical pharmacology · 2022
MDMA related neuro-inflammation and adenosine receptors.Neurochemistry international · 2022

via PubMed

Wikidata facts

Mass: 193.110279
Image: Ecstasy-02.jpg

Show 5 more facts

short name: MDMA
Commons category: MDMA
chemical formula: C₁₁H₁₅NO₂
boiling point: 115
canonical SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC

Sources (10)

via Wikidata · CC0

~63 min read

Article

51 sections

Contents

Uses
Recreational
Medical
Others
Forms
Effects
Side effects
Short-term
Long-term
Reinforcement disorders
During pregnancy
Overdose
Interactions
Pharmacology
Pharmacodynamics
Pharmacokinetics
Absorption
Distribution
Metabolism
Elimination
Chemistry
Properties
Synthesis
Detection in body fluids
Analogues
History
Early research and use
Shulgin's research
Rising recreational use
Media attention and scheduling
United States
United Nations
Post-scheduling
Society and culture
Legal status
Australia
Canada
Finland
Netherlands
United Kingdom
United States
Demographics
Economics
Europe
North America
Australia
Corporate logos on pills
Research
See also
References
External links

3,4-Methylenedioxymethamphetamine (MDMA), commonly known as ecstasy (tablet form), and molly (crystal form), is an entactogen with stimulant and minor psychedelic properties.

MDMA was first synthesized in 1912 by Merck chemist Anton Köllisch. It was used to enhance psychotherapy beginning in the 1970s and became popular as a street drug in the 1980s. MDMA is commonly associated with dance parties, raves, and electronic dance music. Tablets sold as ecstasy may be mixed with other substances such as ephedrine, amphetamine, and methamphetamine. In 2016, about 21 million people between the ages of 15 and 64 used ecstasy (0.3% of the world population). In the United States, as of 2017, about 7% of people have used MDMA at some point in their lives and 0.9% have used it in the last year. The lethal risk from one dose of MDMA is estimated to be from 1 death in 20,000 instances to 1 death in 50,000 instances.