[1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](2H3)methylamine hydrochloride

• ChemBase ID: 173651
• Molecular Formular: C11H16ClNO2
• Molecular Mass: 229.70324
• Monoisotopic Mass: 229.08695644
• SMILES: c12c(ccc(c1)CC(NC)C)OCO2.Cl
• Canonical SMILES: CNC(Cc1ccc2c(c1)OCO2)C.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

NAMES AND DATABASE IDS

Names

• IUPAC name: [1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](^2H₃)methylamine hydrochloride
• IUPAC Traditional name: [1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](^2H₃)methylamine hydrochloride
• Synonyms: N,α-Dimethyl-1,3-benzodioxole-5-ethanamine-d3 Hydrochloride; 3,4-Methylenedioxymethylamphetamine-d3 Hydrochloride; Ecstasy-d3 Hydrochloride; MDMA-d3 Hydrochloride; NSC 168383-d3; 3,4-Methylenedioxy Methamphetamine-d3 Hydrochloride

Database IDs

• PubChem SID: 164229561
• PubChem CID: 71750315

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3648726
• LogD (pH = 7.4): -0.76064247
• Log P: 1.8600644
• Molar Refractivity: 54.2467 cm^3
• Polarizability: 21.603134 Å^3
• Polar Surface Area: 30.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M303987

Labelled 3,4-Methylenedioxymethamphetamine (MDMA), an Entactogen; It is the N-methyl derivative of MDA. The (S)-form of MDMA possesses more potent CNS activity than the (R) form of MDMA.MDMA is controlled substance (hallucinogen).

REFERENCES

• Ellison, G., et al.: Science, 201, 276 (1978)
• Escubedo, E., et al.: J. Pharmacol. Exp. Ther., 315, 658 (1978)
• Fayuk, D., et al.: J. Physiol., 566, 759 (1978)
• Tretter, L., et al.: Neurochem. Int., 50, 139 (1978)