EEE (psychedelic)

Last updated
EEE
EEE.png
EEE-3d-sticks.png
Names
Preferred IUPAC name
1-(2,4,5-Triethoxyphenyl)propan-2-amine
Other names
2,4,5-Triethoxyamphetamine
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C15H25NO3/c1-5-17-13-10-15(19-7-3)14(18-6-2)9-12(13)8-11(4)16/h9-11H,5-8,16H2,1-4H3 Yes check.svgY
    Key: PVOHHXSVHWUAMS-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C15H25NO3/c1-5-17-13-10-15(19-7-3)14(18-6-2)9-12(13)8-11(4)16/h9-11H,5-8,16H2,1-4H3
    Key: PVOHHXSVHWUAMS-UHFFFAOYAO
  • CCOc1cc(OCC)c(cc1OCC)CC(C)N
Properties
C15H25NO3
Molar mass 267.369 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

EEE (2,4,5-triethoxyamphetamine ) is a lesser-known psychedelic drug. It is the triethoxy analog of TMA-2. EEE was first synthesized by Alexander Shulgin. In his book PiHKAL , both the dosage and duration are unknown. [1] EEE produces few to no effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of EEE.

See also

Related Research Articles

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Trimethoxyamphetamines (TMAs) are a family of isomeric psychedelic hallucinogenic drugs. There exist six different TMAs that differ only in the position of the three methoxy groups: TMA, TMA-2, TMA-3, TMA-4, TMA-5, and TMA-6. The TMAs are analogs of the phenethylamine cactus alkaloid mescaline. The TMAs are substituted amphetamines, however, their mechanism of action is more complex than that of the unsubstituted compound amphetamine, probably involving agonist activity on serotonin receptors such as the 5HT2A receptor in addition to the generalised dopamine receptor agonism typical of most amphetamines. This action on serotonergic receptors likely underlie the psychedelic effects of these compounds. It is reported that some TMAs elicit a range of emotions ranging from sadness to empathy and euphoria. TMA was first synthesized by Hey, in 1947. Synthesis data as well as human activity data has been published in the book PiHKAL.

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<span class="mw-page-title-main">2,5-Dimethoxy-4-ethoxyamphetamine</span> Psychedelic drug

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<span class="mw-page-title-main">F-2 (drug)</span> Psychedelic drug

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References