TWEETIO

Group of psychedelic drugs From Wikipedia, the free encyclopedia

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]

Examples of TWEETIO drugs. These are 2CD-2-ETO (left), 2CE-5-ETO (center), and 2CT2-5-ETO (right).

The TWEETIO drugs are said to have been named in a humorous way by pronouncing the simplest structural form of "2-EtO-X".[1][5] Limited human data are available on the TWEETIO compounds.[1][2][5][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][5]

The TWEETIO compounds were developed by Darrell Lemaire as potential "smart drugs" in the 1970s or 1980s.[6][7][8][9] The compounds were described in the scientific literature by Alexander Shulgin via personal communication with Lemaire in the 1990s and 2000s.[5][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]

List and properties of TWEETIO drugs

More information R4, Dosage (parent) ...
TWEETIO analogues of selected 2C drugs[1][2][3][4]
R4Dosage (parent)R2R5Code nameTrial doseComments of trial
Br-12–24 mgEt-Me-2CB-2-ETO15 mg"30–50 [mg] prolongs action"
Et-Et-2CB-DI-ETO>55 mg"restless sleep, only"
Me-20–60 mgEt-Me-2CD-2-ETO60 mg"intimate, no intox, 4 hrs"
Me-Et-2CD-5-ETO50 mg"12 hour duration"
Et-Et-2CD-DI-ETO>55 mg"mild, 4 hr duration"
Et-10–15 mgMe-Et-2CE-5-ETO15 mg"16–24 hr duration"
14–22 mgEt-Me-2CI-2-ETO5 mg"50 mg longer duration only"
MeS-60–100 mgEt-Me-2CT-2-ETO50 mg"mild, 4 hr duration"
Me-Et-2CT-5-ETO30 mg"15 hr duration"
EtS-12–25 mgEt-Me-2CT2-2-ETO50 mg"9 hr duration"
Me-Et-2CT2-5-ETO20 mg"16 hr duration"
Et-Et-2CT2-DI-ETO50 mg"only longer with higher dose"
iPrS-8–20 mgEt-Me-2CT4-2-ETO25 mg"dosage affects duration only"
PrS-10–30 mgEt-Me-2CT7-2-ETO20 mg"fast, out at 5 hrs"
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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).[5]

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-5-iPrO.[16]

DOx compounds

Various DOx compounds featured extended methoxy groups at the 2, 4, and/or 5 positions.[5][15] These include the DOM derivatives Florence (DOM-2-EtO), Iris (DOM-5-EtO), and DOM-2,5-DiEtO and the TMA-2 (DOMeO) derivatives EMM (TMA2-2-EtO), MEM (TMA2-4-EtO), MME (TMA2-5-EtO), EEM (TMA2-2,4-DiEtO), EME (TMA2-2,5-DiEtO), MEE (TMA2-4,5-DiEtO), EEE (TMA2-2,4,5-TriEtO), and MPM (TMA2-4-PrO), among others.[5][15][17]

Scalines

Various scalines, or mescaline analogues, featured extended methoxy groups.[5][15] These include asymbescaline, escaline, metaescaline, metaproscaline, proscaline, symbescaline, and trisescaline (trescaline), among others.[5][15]

MDxx compounds

EMDA-2 (2-ethoxy-4,5-methylenedioxyamphetamine) has been described by Alexander Shulgin as the "TWEETIO" analogue of MMDA-2.[5] 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.[5]

See also

References

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