2,5-Dimethoxy-4-ethylamphetamine

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2,5-Dimethoxy-4-ethylamphetamine
IUPAC name 1-(2,5-Dimethoxy-4-ethylphenyl)propan-2-amine
Identifiers
CAS number [22004-32-6]
SMILES COc1cc(CC)c(cc1CC(C)N)OC
Properties
Molecular formula C13H21NO2
Molar mass 223.32 g/mol
Melting point

194-195 °C (hydrochloride)

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

DOET, HECATE, or 2,5-dimethoxy-4-ethylamphetamine is an analogue of DOM, and is the three-carbon chain homologue to 2C-E. It produces hallucinogenic, psychedelic, and entheogenic effects.

Contents

[edit] Chemistry

DOET is in a class of compounds commonly known as substituted amphetamines; its 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 enantiomer. DOET is an extremely rare compound and reports of its effects and toxicology in humans are sparse. However, like the more common 2,5-dimethoxy-amphetamine analogues DOB, DOI and DOM, it is a potent and long-acting psychedelic. Removal of the alpha-methyl moiety yields the 2-carbon analogue, commonly known as 2C-E, another psychedelic compound first synthesized by Dr. Alexander Shuglin.

[edit] Effects

DOET produces psychedelic and entheogenic effects that last up 14-20 hours. In his book PiHKAL (Phenethylamines i Have Known And Loved), Alexander Shulgin lists a dosage of DOET as being 2-7 mg orally, with 6-7mg being the dosage for full, desired effects.

[edit] 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 serotonin receptor.

[edit] Dangers

The toxicity of DOET is not known.

[edit] Legality

DOET is classified as a 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[1].

[edit] See also

[edit] References

[edit] External links

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