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Methylenedioxydimethylamphetamine

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Methylenedioxydimethylamphetamine
Names
IUPAC name (2-Benzodioxol-5-yl-1-methyl-ethyl)-dimethyl-amine
Other names 3,4-Methylenedioxy-N,N-dimethylamphetamine
3,4-Methylenedioxy-(alpha,N,N-trimethyl)-1-ethane
Identifiers
CAS Number
3D model (JSmol)
CompTox Dashboard (EPA)
SMILES
  • C1=C2C(=CC=C1CC(C)N(C)C)OCO2
Properties
Chemical formula C12H17NO2
Molar mass 207.27 g/mol
Melting point 172-173 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

3,4-Methylenedioxy-N,N-dimethylamphetamine (MDDM) is a lesser-known psychedelic drug. It is also the N,N-dimethyl analogue of 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 characterised 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 MDMA which has been synthesized by methylation of MDA using methylating reagents such as methyl iodide, as an excess of reagent or too high a reaction temperature results in some double methylation of the amine nitrogen, yielding MDDM as well as MDMA. 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

External links

Phenethylamines
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
Phenylalkylpyrrolidines
Catecholamines
(and close relatives)
Miscellaneous

Template:PiHKAL

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