MDMA
Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formula	C11H16ClNO2
Molecular mass	229.70 g/mol
Chirality	racemic

Identifiers []
IUPAC name	1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine;hydrochloride
SMILES	CC(CC1=CC2=C(C=C1)OCO2)NC.Cl
InChI	InChI=1S/C11H15NO2.ClH/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;1H
InChIKey	LUWHVONVCYWRMZ-UHFFFAOYSA-N

Dosing
Elimination half-life	MDMA: 8.7 (range 4.6–16) hours, (''S'')-MDMA: 5.1 (range 3.5–7.4) hours, (''R'')-MDMA: 11 (range 5.1–24) hours
Duration of action	3–6 hours

3,4-Methylenedioxymethamphetamine

3,4-Methylenedioxymethamphetamine (also known as MDMA hydrochloride, Metabolites, MDMA HCl, 3,4-Methylenedioxymethamphetamine hydrochloride, midomafetamine hydrochloride, N,α-Dimethyl-1,3-benzodioxole-5-ethanamine hydrochloride, 1,3-Benzodioxole-5-ethanamine, N,α-dimethyl-, hydrochloride, 3,4-Methylenedioxy-N,α-dimethyl-β-phenylethylamine hydrochloride, Phenethylamine, N,α-dimethyl-3,4-methylenedioxy-, hydrochloride or methylenedioxymethamphetamine hydrochloride) is a antidepressant substance of the amphetamine class.

Chemistry

Stereochemistry

Stereoisomers []
(+)-3,4-Methylenedioxymethamphetamine	(-)-3,4-Methylenedioxymethamphetamine

Legal status

• Australia: 3,4-Methylenedioxymethamphetamine is a S8 (PTSD), S9 (all other uses) substance.
• Brazil: 3,4-Methylenedioxymethamphetamine is a F2 substance.
• Canada: 3,4-Methylenedioxymethamphetamine is a Schedule I substance.
• Germany: 3,4-Methylenedioxymethamphetamine is a Anlage I substance.
• New Zealand: 3,4-Methylenedioxymethamphetamine is a Class B substance.
• United Kingdom: 3,4-Methylenedioxymethamphetamine is a Class A substance.
• United States: 3,4-Methylenedioxymethamphetamine is a Schedule I substance.
• United Nations: 3,4-Methylenedioxymethamphetamine is a Schedule I substance.

See also

• Antidepressant
• Depressant
• Amphetamine
• Substituted amphetamines
• Substituted methylenedioxyphenethylamines
• Bluedark

External links

• 3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (Wikipedia)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (Wikidata)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (PubChem)
• 3,4-Methylenedioxymethamphetamine (ChemSpider)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (ChEMBL)
• 3,4-Methylenedioxymethamphetamine (Probes & Drugs)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (Common Chemistry)
• 3,4-Methylenedioxymethamphetamine (KEGG)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (UNII)
• 3,4-Methylenedioxymethamphetamine / (+)-3,4-Methylenedioxymethamphetamine / (-)-3,4-Methylenedioxymethamphetamine (EPA DSSTox)