3,4-Methylenedioxymethamphetamine

Base Information

• Chemical Name: 3,4-Methylenedioxymethamphetamine
• CAS No.: 42542-10-9
• Deprecated CAS: 69610-10-2,54946-52-0
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2932999099
• UNII: KE1SEN21RM
• DSSTox Substance ID: DTXSID90860791
• Nikkaji Number: J276.360E
• Wikipedia: MDMA
• Wikidata: Q69488
• NCI Thesaurus Code: C61081
• Pharos Ligand ID: QSU2N2ZPKBBG
• Metabolomics Workbench ID: 52856
• ChEMBL ID: CHEMBL43048
• Mol file: 42542-10-9.mol

Synonyms:Ecstasy (Drug);Hydrochloride, N-Methyl-3,4-methylenedioxyamphetamine;MDMA;Methylenedioxymethamphetamine;N Methyl 3,4 methylenedioxyamphetamine;N Methyl 3,4 methylenedioxyamphetamine Hydrochloride;N-Methyl-3,4-methylenedioxyamphetamine;N-Methyl-3,4-methylenedioxyamphetamine Hydrochloride

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 3,4-Methylenedioxymethamphetamine

Chemical Property:

• Vapor Pressure: 0.000272mmHg at 25°C
• Boiling Point: 283.39 °C at 760 mmHg
• PKA: 10.32±0.10(Predicted)
• Flash Point: 113.23 °C
• PSA: 30.49000
• Density: 1.1 g/cm³
• LogP: 1.95660
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC
• Recent ClinicalTrials: Randomized Placebo-controlled Study of MDMA-assisted Therapy in People With PTSD - Israel
• Recent EU Clinical Trials: An Open- Label, Phase 2, Multicenter Feasibility Study if Manualized MDMA-Assisted Psychotherapy with an fMRI sub-study Assessing Changes in Brain Activity in Subjects with Posttraumatic Stress Disorder.

Technology Process of 3,4-Methylenedioxymethamphetamine

There total 19 articles about 3,4-Methylenedioxymethamphetamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(R)-ethyl 1-(benzo[d][1,3]dioxol-5-yl)propan-2-ylcarbamate (1616297-03-0) → (-)-3,4-Methylenedioxymethamphetamine (42542-10-9,66142-89-0,69610-10-2,81262-70-6,54946-52-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Reflux;

DOI:10.1016/j.ejmech.2014.04.044

Reference yield: 78.0%

1-(1,3-benzodioxol-5-yl)-2-propanone (4676-39-5) + methylamine (74-89-5) → 3,4-methylenedioxymethamphetamine (42542-10-9,54946-52-0)

Guidance literature:

1-(1,3-benzodioxol-5-yl)-2-propanone; methylamine; In ethanol; water; at 20 ℃; for 1h;

With hydrogen; platinum(IV) oxide; In ethanol; water; for 3.5h; under 2896.11 Torr; Further stages.;

DOI:10.1021/ac702559s

Reference yield:

(R)-(+)-N-formyl-1-(1,3-benzodioxol-5-yl)-2-propanamine → (-)-3,4-Methylenedioxymethamphetamine (42542-10-9,66142-89-0,69610-10-2,81262-70-6,54946-52-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h; Yield given; Heating;

DOI:10.1021/jm00160a035

upstream raw materials:

1-allyl-3,4-methylenedioxybenzene

1-(1,3-benzodioxol-5-yl)-2-propanone

methylamine hydrochloride

methylamine

Downstream raw materials:

N-(2-benzo[1,3]dioxol-5-yl-1-methylethyl)-N-methylformamide

1-(1,3-benzodioxol-5-yl)-2-propanone

benzo[1,3]dioxol-5-yl-acetaldehyde

3,4-methylenedioxyamphetamine

Refernces

• 1、 Taschwer, Magdalena,Seidl, Yvonne,Mohr, Stefan,Schmid, Martin G.. "Chiral separation of cathinone and amphetamine derivatives by HPLC/UV using sulfated β-cyclodextrin as chiral mobile phase additive". . p. 411 - 418. Retrieved 2014/08/05.
• 2、 Buchanan, Hilary A. S.,Daeid, Niamh Nic,Meier-Augenstein, Wolfram,Kemp, Helen F.,Kerr, William J.,Middleditch, Michael. "Emerging use of isotope ratio mass spectrometry as a tool for discrimination of 3,4-methylenedioxymethamphetamine by synthetic route". . p. 3350 - 3356. Retrieved 2008/09/20.