2CE-5-EtO

2CE-5-EtO
Clinical data
Other names2CE-5EtO; 2CE-5-ETO; 2CE-5ETO; 2-Methoxy-4-ethyl-5-ethoxyphenethylamine; 4-Ethyl-2-methoxy-5-ethoxyphenethylamine; Eternity
Routes of
administration		Oral
Drug classPsychoactive drug
ATC code
  • None
Pharmacokinetic data
Onset of action3–4 hours (plateau)
Duration of action16–24 hours
Identifiers
  • 2-(5-ethoxy-4-ethyl-2-methoxyphenyl)ethan-1-amine
Chemical and physical data
FormulaC13H21NO2
Molar mass223.316 g·mol−1
3D model (JSmol)
  • CCC(C(OCC)=C1)=CC(OC)=C1CCN
  • InChI=1S/C13H21NO2/c1-4-10-8-12(15-3)11(6-7-14)9-13(10)16-5-2/h8-9H,4-7,14H2,1-3H3
  • Key:DDGVPHDBSPJOPN-UHFFFAOYSA-N

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. It is the derivative of 2C-E in which the methoxy group at the 5 position has been replaced with an ethoxy group.

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. 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. The drug is said to be gentle and forgiving, but its effects were not otherwise described. 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. One subject gave it the nickname "Eternity".

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

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

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. "[...] 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. 1 2 3 4 5 6 7 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
  3. 1 2 3 4 5 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
  4. ↑ "Erowid Darrell Lemaire Vault". erowid.org. Retrieved 14 November 2025.
  5. ↑ Morris H (7 December 2016). "The Lazy Lizard School of Hedonism". Hamilton's Pharmacopeia. Season 1. Episode 6. Vice Media. Viceland.
  6. ↑ Nez H, Lemaire D (2010). "Notes About Psychoactive Compounds" (PDF). In Targ R, Radin D (eds.). Radiant Minds: Scientists Explore the Dimensions of Consciousness. Millay. pp. 201–207. ISBN 978-0-615-29633-3.
  7. ↑ Nez H, Lemaire D (Lazar) (1990). 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.). Archived from the original (PDF) on 9 July 2001.
  8. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.