Anodyne

MDMA
3,4-Methylenedioxymethamphetamine
Salts
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3,4-Methylenedioxymethamphetamine hydrochloride
3,4-Methylenedioxymethamphetamine hydrochloride
Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formulaC11H15NO2[1]
Molecular mass193.24 g/mol[1]
AppearanceOil[1]
Predicted LogP2.2[1]
Boiling pointBP: 100-110 °C at 0.4 mmHg[1]
Chiralityracemic[2]
Identifiers
[]
IUPAC name1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine[1]
SMILESCC(CC1=CC2=C(C=C1)OCO2)NC[1]
InChIInChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3[1]
InChIKeySHXWCVYOXRDMCX-UHFFFAOYSA-N[1]
Dosing
Elimination half-life| (R)-MDMA|(''R'')-MDMA: 11 (range 5.1–24) hours}}

3,4-Methylenedioxymethamphetamine

3,4-Methylenedioxymethamphetamine (also known as Ecstasy, Midomafetamine, Methylenedioxymethamphetamine, (3,4-Methylenedioxy)methamphetamine, N,α-Dimethyl-1,3-benzodioxole-5-ethanamine, midomafetamina, 1,3-Benzodioxole-5-ethanamine, N,α-dimethyl-, Methylenedioxymetamphetamine, Methylenedioxymethamfetamine or -(3,4-Methylenedioxy)methamphetamine) is a substance of the amphetamine class.

Chemistry

3,4-Methylenedioxymethamphetamine is typically found in the form of its hydrochloride salt.

Stereochemistry

(RS)-3,4-Methylenedioxymethamphetamine is a racemic mixture of the optical stereoisomers

Subjective effects

See also

References

  1. National Center for Biotechnology Information. PubChem Compound Summary for CID 1615, 3,4-Methylenedioxymethamphetamine. Accessed June 18, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/1615.

  2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 3,4-Methylenedioxymethamphetamine. UNII: KE1SEN21RM. Global Substance Registration System. Accessed June 18, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/KE1SEN21RM

  3. Anvisa. RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. July 24, 2023. Accessed June 18, 2025. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451