View source for MDDM

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{| border="1" cellpadding="2" cellspacing="0" align="right" style="margiN,N-left:1em"
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! colspan="2" bgcolor="#cccccc" | MDDM
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| [[IUPAC nomenclature|Chemical name]]
| 3,4-methylenedioxy-N,N-dimethylamphetamine or<br>3,4-methylenedioxy-(alpha,N,N-trimethyl)-1-ethane
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| [[Chemical formula]]
| C<sub>12</sub>H<sub>17</sub>NO<sub>2</sub>
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| [[CAS registry number|CAS number]] || 74698-50-3
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| [[Molecular mass]] || 207.27 g/mol
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| [[Melting point]] || 172-173°C
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| [[Simplified molecular input line entry specification|SMILES]]
| ?
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| colspan = "2" align = "center" | [[Image:MDDM.png|200px]]
|}

'''MDDM''', or '''3,4-[[methyl]]enedi[[oxy]]-[[Nitrogen|N,N]]-di[[methyl]][[amphetamine]]''', is a lesser-known [[Psychedelics, dissociatives and deliriants|psychedelic drug]]. It is also the [[Nitrogen|N,N]]-di[[methyl]] isomer 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 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 [[3,4-Methylenedioxyamphetamine|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.

== See also ==

* [[Phenethylamine]]
* [[Psychedelics, dissociatives and deliriants]]
* [[3,4-methylenedioxyamphetamine|MDA]]

== External links ==

* [http://www.erowid.org/library/books_online/pihkal/pihkal105.shtml MDDM Entry in ''PIHKAL'']

==Categorization==
{{PiHKAL}}

[[Category:Psychedelic phenethylamines]]
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