View source for 2,5-Dimethoxy-4-ethylamphetamine

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{| border="1" cellpadding="2" cellspacing="0" align="right" style="margin-left:1em"
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! colspan="2" bgcolor="#cccccc" | DOET
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| [[IUPAC nomenclature|Chemical name]]
| 1-(2,5-dimethoxy-4-ethylphenyl)propan-2-amine
|-----
| [[Chemical formula]]
| C<sub>13</sub>H<sub>21</sub>NO<sub>2</sub>
|-----
| [[Molecular mass]] || 223.32
|-----
| [[Melting point]] || 194-195 °C [[hydrochloride]]
|-----
| [[CAS registry number|CAS numbers]] || 22004-32-6
|-----
| [[Simplified molecular input line entry specification|SMILES]]
| COc1cc(CC)c(cc1CC(C)N)OC
|-----
| colspan="2" align="center" | [[Image:DOET.gif|Chemical structure of DOET]]
|}

'''DOET''',  '''HECATE''', or 2,5-di[[methoxy]]-4-[[ethyl]][[amphetamine]] is an [[analog (chemistry)|analogue]] of [[2,5-dimethoxy-4-methylamphetamine|DOM]], and is the three-carbon chain [[homologous series|homologue]] to [[2C-E]].  It produces [[Psychedelics, dissociatives and deliriants|hallucinogenic]], [[psychedelic]], and [[entheogen|entheogenic]] effects.

==Chemistry==

DOET is in a class of compounds commonly known as alpha-[[methyl]] [[phenethylamine]]s, or [[amphetamine]]s and the full chemical name is 4-Ethyl-2,5-dimethoxy-alpha-methylbenzeneethanamine, or 1-(2,5-dimethoxy-4-ethylphenyl)propan-2-amine.  It has an active [[stereocenter]] and (R)-DOET is the more active isomer.

==Effects==

DOET produces psychedelic and entheogenic effects that last up 14-20 hours.  In his book [[PiHKAL]], [[Alexander Shulgin]] lists a dosage of DOET as being 2-7 [[milligram|mg]] orally, with 6-7mg being the dosage for full, desired effects.

==Pharmacology==

The mechanism that produces the hallucinogenic and entheogenic effects of DOET is thought to result from its action as an [[agonist]] at the [[5-HT2A receptor|5-HT<sub>2A</sub> serotonin receptor]].

==Dangers==

The toxicity of DOET is not known.

==Legality==

DOET is classified as a [[Controlled Substances Act#Schedule I drugs|Schedule 1]] substance in the United States, and is similarly controlled in other parts of the world. Internationally, DOET is a Schedule I drug under the [[Convention on Psychotropic Substances]][http://www.incb.org/pdf/e/list/green.pdf].

==See also==

*[[2,5-dimethoxy-4-methylamphetamine|DOM]]
*[[PiHKAL]]

==External links==
*[http://www.erowid.org/library/books_online/pihkal/pihkal066.shtml DOET Entry in PIHKAL]

==Categorization==

{{Hallucinogenic phenethylamines}}
{{PiHKAL}}

[[Category:Psychedelic phenethylamines]]
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