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2,5-Dimethoxy-4-ethylamphetamine

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 1 Chemistry 2 Effects 3 Pharmacology 4 Dangers 5 Legality 6 See also 7 References 8 External links

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.

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.

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-HT_2A serotonin receptor.

Dangers

The toxicity of DOET is not known.

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].

See also

• DOM
• PiHKAL

References

External links

• DOET Entry in PiHKAL

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