3,4-Methylenedioxy-N,N-dimethylamphetamine (MDDM) is a lesser-known research chemical. 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.^[1][2][3]

Quick Facts Names, Identifiers ...

Methylenedioxydimethyl­amphetamine

Names
Preferred IUPAC name 1-(2H-1,3-Benzodioxol-5-yl)-N,N-dimethylpropan-2-amine
Other names 3,4-Methylenedioxy-N,N-dimethylamphetamine 3,4-Methylenedioxy-(α,N,N-trimethyl)-1-ethane
Identifiers
CAS Number	74698-50-3 Y
3D model (JSmol)	Interactive image
ChemSpider	479880 N
PubChem CID	551630
UNII	L6K8DR1S8O Y
InChI InChI=1S/C12H17NO2/c1-9(13(2)3)6-10-4-5-11-12(7-10)15-8-14-11/h4-5,7,9H,6,8H2,1-3H3 N Key: JEJGUIDNYBAPGN-UHFFFAOYSA-N N InChI=1/C12H17NO2/c1-9(13(2)3)6-10-4-5-11-12(7-10)15-8-14-11/h4-5,7,9H,6,8H2,1-3H3 Key: JEJGUIDNYBAPGN-UHFFFAOYAU
SMILES CC(Cc1ccc2c(c1)OCO2)N(C)C
Properties
Chemical formula	C12H17NO2
Molar mass	207.27 g/mol
Melting point	172 to 173 °C (342 to 343 °F; 445 to 446 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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• Phenethylamine
• MDMA
• MDA
• Dimethylone