[1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](methyl)amine hydrochloride

• ChemBase ID: 130780
• Molecular Formular: C11H16ClNO2
• Molecular Mass: 229.70324
• Monoisotopic Mass: 229.08695644
• SMILES: CC(Cc1ccc2c(c1)OCO2)NC.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](methyl)amine hydrochloride
• IUPAC Traditional name: MDMA hydrochloride
• Synonyms: (±)-MDMA hydrochloride; DL-3,4-Methylenedioxymethamphetamine; DL-MDMA hydrochloride; Ecstasy; XTC hydrochloride; DL-3,4-Methylenedioxymethamphetamine hydrochloride solution; DL-MDMA hydrochloride solution; XTC hydrochloride solution; (±)-3,4-Methylenedioxymethamphetamine hydrochloride solution; (±)-3,4-Methylenedioxymethamphetamine hydrochloride; N,α-Dimethyl-1,3-benzodioxole-5-ethanamine Hydrochloride; 3,4-Methylenedioxymethylamphetamine Hydrochloride; Ecstasy Hydrochloride; MDMA Hydrochloride; NSC 168383; 3,4-Methylenedioxy Methamphetamine Hydrochloride; DL-3,4-亚甲二氧基甲基苯异丙胺 盐酸盐 溶液; DL-MDMA 盐酸盐 溶液; XTC 盐酸盐 溶液; (±)-3,4-亚甲二氧基甲基苯异丙胺 盐酸盐 溶液; (±)-MDMA 盐酸盐; DL-3,4-亚甲二氧基甲基苯异丙胺; DL-MDMA 盐酸盐; XTC 盐酸盐; 摇头丸; (±)-3,4-亚甲二氧基甲基苯异丙胺 盐酸盐

Database IDs

• CAS Number: 64057-70-1
• MDL Number: MFCD00079444
• PubChem SID: 162225058; 24897006; 24896969
• PubChem CID: 71285

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: 21.603132 Å^3
• Polar Surface Area: 30.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Flash Point: 11 °C; 51.8 °F

Safety Information

• RTECS: SH5700000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230; 2811
• German water hazard class: 1; 3
• Hazard Class: 3; 6.1
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25; 25-36/37/38
• Safety Statements: 16-36/37-45; 26-45
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H331-H370; H301-H315-H319-H335
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311; P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1230 3/PG 2; UN 2811 6.1/PG 2
• Drug Control: Home Office Schedule 1; stupéfiant; kontrollierte Droge in Deutschland; USDEA Schedule I; Home Office Schedule 1; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (HPLC)
• Concentration: ~1 mg/mL in methanol; 1.0 mg/mL±5% in methanol
• Grade: analytical standard, for drug analysis
• Suitability: corresponds for H-NMR
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C11H15NO2 · HCl

DETAILS

Sigma Aldrich - M6403

Biochem/physiol Actions
迷幻剂；从轴突终末释放羟色胺和多巴胺；选择性血清素能神经毒素。

Sigma Aldrich - 18087

Packaging
ampoule contains 1.2mL solution

Sigma Aldrich - 65963

Biochem/physiol Actions
Hallucinogen; releases serotonin and dopamine from axon terminals; selective serotonergic neurotoxin.

Toronto Research Chemicals - M303985

3,4-Methylenedioxymethamphetamine (MDMA) is 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)