Chemistry:2CE-5-EtO

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2CE-5-EtO, also known as 4-ethyl-2-methoxy-5-ethoxyphenethylamine or as Eternity, is a psychoactive drug of the phenethylamine, 2C, and TWEETIO families related to the psychedelic drug 2C-E.[1][2][3] It is the derivative of 2C-E in which the methoxy group at the 5 position has been replaced with an ethoxy group.[1][2][3]

According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, 2CE-5-EtO's dose is 10 to 15 mg orally and its duration is 16 to 24 hours.[1][2][3] It has a slow onset of 3 to 4 hours to reach a plateau of effects and is described as extremely long-lived, with a duration 2 to 3 times longer than that of 2C-E.[1][2] The drug is said to be gentle and forgiving, but its effects were not otherwise described.[1] Due to its very long duration, it has sometimes been counteracted with a benzodiazepine like diazepam or triazolam at the 16-hour point to allow sleep, but with effects still evident the next day.[1] One subject gave it the nickname "Eternity".[1]

The chemical synthesis of 2CE-5-EtO has been described.[1]

2CE-5-EtO was first described in the literature by Shulgin in PiHKAL in 1991.[1] It was developed and tested by Darrell Lemaire, with publication via personal communication with Shulgin.[2][4][5][6][7] The drug is a controlled substance in Canada under phenethylamine blanket-ban language.[8]

See also

  • TWEETIO (psychedelics)

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 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.  "[...] Ethylation of this material serves as the starting point for the synthesis of 2CE-5ETO. [...] One Tweetio of 2C-E is known. The 5-EtO-homologue of 2C-E is 5-ethoxy-4-ethyl-2-methoxyphenethylamine, or 2CE-5ETO. The nitrostyrene intermediate had a melting point of 110-110.5 °C, and the final hydrochloride a melting point of 184-185 °C. The effective level of 2CE-5ETO is in the 10 to 15 milligram range. It is gentle, forgiving, and extremely long lived. Some 3 to 4 hours were needed to achieve plateau, and on occasion experiments were interrupted with Valium or Halcion at the 16 hour point. After a night's sleep, there were still some effects evident the next day. Thus, the dose is comparable to the parent compound 2C-E, but the duration is 2 to 3 times longer. It was given the nickname "Eternity" by one subject."
  2. ↑ 2.0 2.1 2.2 2.3 2.4 "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. 
  3. ↑ 3.0 3.1 3.2 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. 2013. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. 
  4. ↑ "Erowid Darrell Lemaire Vault". https://erowid.org/culture/characters/lemaire_darrell/lemaire_darrell.shtml. 
  5. ↑ Morris H (7 December 2016). "The Lazy Lizard School of Hedonism". Hamilton's Pharmacopeia. Season 1. Episode 6. Vice Media. Viceland.
  6. ↑ "Notes About Psychoactive Compounds". Radiant Minds: Scientists Explore the Dimensions of Consciousness. Millay. 2010. pp. 201–207. ISBN 978-0-615-29633-3. https://erowid.org/culture/characters/lemaire_darrell/lemaire_darrell_article1.pdf. 
  7. ↑ Certain Exotic Transmitters as Smart Pills or Compounds that Increase the Capacity for Mental Work in Humans: A Story About LAZAR as Told by Hosteen Nez (2nd ed.). 1990. https://erowid.org/chemicals/2cd/2cd_smartpills1.pdf. 
  8. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 



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