2CD-2-ETO

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2CD-2-EtO
Clinical data
Other names2CD-2EtO; 2CD-2-ETO; 2CD-2ETO; 2C-D-2-EtO; 2-Ethoxy-5-methoxy-4-methylphenethylamine; 2-Ethoxy-4-methyl-5-methoxyphenethylamine
Routes of
administration		Oral[1][2][3]
Drug classPsychoactive drug
ATC code
  • None
Pharmacokinetic data
Duration of action~4 hours[1][2][3]
Identifiers
  • 2-(2-ethoxy-5-methoxy-4-methylphenyl)ethan-1-amine
Chemical and physical data
FormulaC12H19NO2
Molar mass209.289 g·mol−1
3D model (JSmol)
  • CCC(C(OCC)=C1)=CC(OC)=C1CCN
  • InChI=1S/C12H19NO2/c1-4-15-12-7-9(2)11(14-3)8-10(12)5-6-13/h7-8H,4-6,13H2,1-3H3
  • Key:VYXRROQVSSPCGC-UHFFFAOYSA-N

2CD-2-EtO, also known as 2-ethoxy-5-methoxy-4-methylphenethylamine, is a psychoactive drug of the phenethylamine, 2C, and TWEETIO families related to the psychedelic drug 2C-D.[1][2][3] It is the derivative of 2C-D in which the methoxy group at the 2 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, 2CD-2-EtO's dose is 60 mg orally and its duration is about 4 hours.[1][2][3] The effects of 2CD-2-EtO have been reported to include feelings of closeness and intimacy between couples without an appreciable state of intoxication.[1][2][3]

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

2CD-2-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

References

  1. Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. "The 2-EtO homologue of 2C-D is 2-ethoxy-5-methoxy-4-methylphenethylamine, or 2CD-2ETO. The benzaldehyde (2-ethoxy-5-methoxy-4-tolualdehyde) had a melting point of 60.5–61 °C, the nitrostyrene intermediate a melting point of 110.5–111.5 °C, and the final hydrochloride a melting point of 207–208 °C. The hydrobromide salt had a melting point of 171–173 °C. At levels of 60 milligrams, there was the feeling of closeness between couples, without an appreciable state of intoxication. The duration was about 4 hours."
  2. 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. 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.