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Pharmaceutical compound
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[1][2][3]
Drug classPsychoactive drug
ATC code
  • None
Pharmacokinetic data
Onset of action3–4 hours (plateau)[1]
Duration of action16–24 hours[1][2][3]
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.[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

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References

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  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.
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