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TWEETIO
Group of psychedelic drugs From Wikipedia, the free encyclopedia
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TWEETIO is a family of phenethylamine psychedelic drugs.[1][2][3][4] They are analogues of the 2C drugs (4-substituted 2,5-dimethoxyphenethylamines) in which one or both of the methoxy groups at positions 2 and 5 of the phenyl ring have been lengthened to ethoxy groups.[1][2][4] Examples include 2CD-2-ETO (a TWEETIO of 2C-D), 2CE-5-ETO (a TWEETIO of 2C-E), and 2CT2-5-ETO (a TWEETIO of 2C-T-2), among many others.[1][2][3][4]
The TWEETIO drugs are said to have been named in a humorous way by pronouncing the simplest structural form of "2-EtO-X".[1] Limited human data are available on the TWEETIO compounds.[1][4] In any case, some generalizations have been made, including that the 2-ETO compounds tend to have a shorter duration and decreased potency, the 5-ETO drugs tend to have enhanced potency and remarkably increased durations, and the 2,5-Di-ETO drugs tend to be inactive.[1][2]
The TWEETIO compounds were developed by Darrell Lemaire as potential "smart drugs" in the 1970s or 1980s.[5][6][7][8] The compounds were described in the scientific literature by Alexander Shulgin via personal communication with Lemaire in the 1990s and 2000s.[9][1][2][4] It was said by Shulgin in 2003 that the propoxy analogues had not yet been synthesized.[1] In 2023, the propoxy derivative ASR-2001 (2CB-5PrO) was reported by Nick Cozzi and Paul F. Daley of the Alexander Shulgin Research Institute.[10][11][12][13][14] It is under development for potential medical use.[10][11][12][13]
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List and properties of TWEETIO drugs
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Alexander Shulgin also described some of these compounds in additional detail in his book PiHKAL (Phenethylamines I Have Known and Loved).[9]
According to Shulgin in 2011, 2CB-5-EtO is not in the published scientific literature.[15] In a 1994 literature review however, Shulgin described 2CB-5-EtO as being active but 2-fold less potent than 2C-B.[2]
ASR-2001 (2CB-5PrO), a non-hallucinogenic TWEETIO analogue of 2C-B with a 5-propoxy group, is under development by the Alexander Shulgin Research Institute for use as a mild stimulant-like medication for the treatment of psychiatric disorders.[10][11][12][13][14]
Another known TWEETIO-related drug, a 2C-E analogue with a 5-isopropoxy group, is 2CE-5iPrO.[16]
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Related compounds
DOx compounds
Various DOx compounds featured extended methoxy groups.[9][15] These include Florence (DOM-2ETO), Iris (DOM-5ETO), DOM-2,5-DiEtO, MEM, MME, MEE, EMM, EME, EEM, and EEE, among others.[9][15] They are derivatives of DOM and/or TMA-2.[9][15]
Scalines
Various scalines, or mescaline analogues, featured extended methoxy groups.[9][15] These include asymbescaline, escaline, metaescaline, metaproscaline, proscaline, symbescaline, and trisescaline (trescaline), among others.[9][15]
MDxx compounds
EMDA-2 (2-ethoxy-4,5-methylenedioxyamphetamine) has been described by Alexander Shulgin as the "TWEETIO" analogue of MMDA-2.[9] It is active as a psychedelic, producing closed-eye visuals and other effects, with a potency of about one-third that of MMDA-2 and a duration of 10 to 12 hours.[9]
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References
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