chempirical

MDMA

C11H15NO2CAS 42542-10-9193.25 g/mol

Open in Covalent MOL file
NHOO
AcetalEtherSecondary amine

Properties

Molecular formula
C11H15NO2
Molar mass
193.25 g/mol
Exact mass
193.1103 Da
Boiling point
100–110 °C (at 0.4 Torr)
pKa
9.9
logP
1.57Crippen estimate
Polar surface area
30.5 Ų
H-bond donors / acceptors
1 / 3
Rotatable bonds
3

Midomafetamine (MDMA) - submitted to the FDA in 2024 as the first psychedelic to reach a PDUFA decision in modern history. The agency issued a Complete Response Letter on 9 August 2024 requesting an additional Phase-3 trial despite Phase-3 data showing 67% of MDMA-arm participants no longer meeting PTSD diagnostic criteria (vs 32% on placebo). Sponsor Lykos Therapeutics restructured by ~75% and the FDA released the full CRL in September 2025. When the Trump administration's 18 April 2026 psychedelic executive order paired with FDA priority vouchers, MDMA was conspicuously not among the three picks - vouchers went instead to two psilocybin programs and Transcend Therapeutics' methylone, leaving MDMA-AT in regulatory limbo while the rest of the field accelerates.

Hazards

Not classified as hazardous under GHS. Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
42542-10-9
SMILES
CNC(C)Cc1ccc2c(c1)OCO2
InChIKey
SHXWCVYOXRDMCX-UHFFFAOYSA-N
InChI
InChI=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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

20 names · show all
  • 3,4-Methylenedioxymethamphetamine
  • 1,3-Benzodioxole-5-ethanamine, N,α-dimethyl-
  • (±)-N-Methyl-3,4-(methylenedioxy)amphetamine
  • (±)-N-Methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane
  • (±)-(3,4-Methylenedioxy)methamphetamine
  • Ecstasy
  • Dl-(3,4-Methylenedioxy)methamphetamine
  • (RS)-3,4-(Methylenedioxy)methamphetamine
  • XTC
  • 3,4-Methylenedioxy-N-methylamphetamine
  • Methylenedioxymethamphetamine
  • N-Methyl-3,4-methylenedioxyamphetamine
  • rac-1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine
  • Midomafetamine
  • [1-(2H-1,3-Benzodioxol-5-yl)propan-2-yl](methyl)amine
  • 1-Benzo[1,3]dioxol-5-yl-N-methyl-propan-2-amine
  • (±)-MDMA hydrochloride
  • Phenethylamine, N,α-dimethyl-3,4-methylenedioxy-
  • N,α-Dimethyl-1,3-benzodioxole-5-ethanamine
  • 3,4-Methylenedioxy-N,α-dimethyl-β-phenylethylamine

Work with MDMA

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Helional1205-17-054 % similar Methamphetamine537-46-250 % similar Macelignan107534-93-048 % similar Methylone186028-79-547 % similar N,α-Dimethylphenethylamine hydrochloride300-42-546 % similar Piperonyl chloride20850-43-546 % similar 1,3-Benzodioxole-5-methanamine2620-50-046 % similar Piperonyl alcohol495-76-146 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Ethyl 4-(dimethylamino)benzoate10287-53-3 β-Amino-4-ethylbenzenepropanoic acid117391-52-3 (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol163439-82-5 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline1745-07-9 4-(Diethylamino)-2-hydroxybenzaldehyde17754-90-4 tert-Butyl 4-aminobenzoate18144-47-3 N,N-Diethyl-2-hydroxybenzamide19311-91-2 1-Methylethyl 3-amino-4-methylbenzoate21447-47-2

Elsewhere

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