Escaline

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Escaline (E), also known as 3,5-dimethoxy-4-ethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline.<ref name="PiHKAL" /> It is the 4-ethoxy analogue of mescaline (3,4,5-trimethoxyphenethylamine) and the phenethylamine (non-α-methyl) analogue of 3C-E (3,5-dimethoxy-4-ethoxyamphetamine).<ref name="PiHKAL" />

Effects

The effects of escaline and related mescaline analogues in humans were first described by Alexander Shulgin.<ref name="PiHKAL" /> In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin lists the dosage range as 40 to 60Template:Nbspmg of the hydrochloride salt taken orally.<ref name="PiHKAL">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref><ref name="HalberstadtChathaKlein2020" /> The duration of action was stated to be 8 to 12Template:Nbsphours.<ref name="PiHKAL" /> Escaline is approximately 5- to 8-fold more potent than mescaline in humans.<ref name="BlaazerSmidKruse2008">Template:Cite journal</ref>

Pharmacology

The receptor interactions of escaline analogues have been described.<ref name="KolaczynskaLuethiTrachsel2021">Template:Cite journal</ref>

Escaline produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.<ref name="HalberstadtChathaChapman2019">Template:Cite journal</ref><ref name="HalberstadtChathaKlein2020">Template:Cite journal</ref> It partially substitutes for LSD in rodent drug discrimination tests.<ref name="CasselsSáez-Briones2018">Template:Cite journal</ref>

History

Escaline was first synthesized and reported in the scientific literature by Benington and colleagues in 1954.<ref name="BeningtonMorinClarke1954">Template:Cite journal</ref> It was later re-examined in the laboratory of David E. Nichols, who prepared a series of mescaline analogues that included escaline, proscaline, and isoproscaline and published their work in 1977.<ref name="NicholsDyer1977">Template:Cite journal</ref><ref name="NicholsShulginDyer1977">Template:Cite journal</ref>

Legal status

Sweden

Escaline is illegal in Sweden as of 26 January 2016.<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

United States

Escaline is a Schedule I controlled substance (DEA #7930) in the United States with the reason cited being that it is a positional isomer of TMA (3,4,5-trimethoxyamphetamine).<ref name="USDOJ">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

See also

• Substituted mescaline analogue

External links

• Escaline - Isomer Design
• Escaline - PsychonautWiki
• The Small & Handy Escaline Thread - Bluelight
• Escaline - PiHKAL - Erowid
• Escaline - PiHKAL - Isomer Design

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