Methylenedioxydimethylamphetamine

"MDDM" redirects here. For the opioid known as 6-MDDM, see 6-Methylenedihydrodesoxymorphine.

Methylenedioxydimethylamphetamine

Names
IUPAC name (2-Benzo[1,3]dioxol-5-yl-1-methyl-ethyl)-dimethylamine
Other names 3,4-Methylenedioxy-N,N-dimethylamphetamine 3,4-Methylenedioxy-(alpha,N,N-trimethyl)-1-ethane
Identifiers
CAS Number	74698-50-3 Y
Jmol 3D model	Interactive image
SMILES C1=C2C(=CC=C1CC(C)N(C)C)OCO2
Properties
Chemical formula	C12H17NO2
Molar mass	207.27 g/mol
Melting point	172 to 173 °C (342 to 343 °F; 445 to 446 K)
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

3,4-Methylenedioxy-N,N-dimethylamphetamine (MDDM) is a lesser-known psychedelic drug. It is also the N,N-dimethyl analog of 3,4-methylenedioxyamphetamine (MDA). MDDM was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), the dosage is unspecified and the duration unknown. MDDM produces only mild effects that are not well characterized in PiHKAL. Very little data exists about the pharmacological properties, metabolism, and toxicity of MDDM. This compound is however occasionally encountered as an impurity in 3,4-methylenedioxy-N-methylamphetamine (MDMA) which has been synthesized by methylation of MDA using methylating reagents such as methyl iodide. An excess of reagent or a reaction temperature that is too high results in some double methylation of the amine nitrogen, yielding MDDM as well as MDMA. The presence of MDDM as an impurity can thus reveal which synthetic route was used to manufacture seized samples of MDMA. MDDM is also known as MDMMA, or as "sass" on the streets. This is in reference to the sassafrass plant from which MDDM can be derived.

See also

• Phenethylamine
• Psychedelics, dissociatives and deliriants
• MDA

External links

• MDDM entry in PiHKAL
• MDDM entry in PiHKAL