Chemistry:3-Thiometaescaline

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3-Thiometaescaline (3-TME), also known as 3-ethylthio-4,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline.[1][2][3][4] It is the analogue of metaescaline in which the ethoxy group at the 3 position has been replaced with an ethylthio group.[1][2][3][4] The drug is one of three possible positional isomers of thiometaescaline (TME), the others being 4-thiometaescaline (4-TME) and 5-thiometaescaline (5-TME).[1][2][3][4]

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 3-TME's dose as 60 to 100 mg orally and its duration as 10 to 15 hours.[1][2][3] Its onset is "quite early" and substantial effects occur by 1.5 hours.[1] The drug is approximately 4 to 6 times as potent as mescaline.[2][3][4] The effects of 3-TME have been reported to include introspection and insights, disinhibition, easy humor, sleep disturbances, and increased psychological strength after the experience.[1] One person reported it as producing a "remarkable state" and another remarked that it was a kind of experience that should be had once a year if not more often.[1] No visual or other perceptual effects were mentioned.[1]

The chemical synthesis of 3-TME has been described.[1][4]

3-TME was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1984.[4] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1]

See also

References

  1. ↑ 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml.  https://www.erowid.org/library/books_online/pihkal/pihkal163.shtml
  2. ↑ 2.0 2.1 2.2 2.3 2.4 "Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". Hallucinogens: An Update. National Institute on Drug Abuse Research Monograph Series. 146. National Institute on Drug Abuse. 1994. pp. 74–91. https://bibliography.maps.org/resources/download/11534. 
  3. ↑ 3.0 3.1 3.2 3.3 3.4 "Basic Pharmacology and Effects". Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. 2003. pp. 67–137. ISBN 978-0-12-433951-4. https://bibliography.maps.org/resources/download/12634. 
  4. ↑ 4.0 4.1 4.2 4.3 4.4 4.5 "Sulfur analogues of psychotomimetic agents. 3. Ethyl homologues of mescaline and their monothio analogues". J Med Chem 27 (7): 881–888. July 1984. doi:10.1021/jm00373a013. PMID 6737431. 



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