2CD-5EtO

Last updated

2CD-5EtO
2CD-5EtO structure.svg
2CD-5EtO ball-and-stick structure.png
Clinical data
Other names2C-D-5-EtO; 2CD-5-EtO; 5-Ethoxy-2-methoxy-4-methylphenethylamine; 2-Methoxy-5-ethoxy-4-methylphenethylamine; 4-Methyl-2-methoxy-5-ethoxyphenethylamine; 2-Methoxy-4-methyl-5-ethoxyphenethylamine
Routes of
administration
Oral [1]
Drug class Serotonergic psychedelic; Hallucinogen
Pharmacokinetic data
Onset of action ~2 hours (peak) [1]
Duration of action 12 hours [1] [2] [3]
Identifiers
  • 1-(5-ethoxy-2-methoxy-4-methylphenyl)-ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C12H19NO2
Molar mass 209.289 g·mol−1
3D model (JSmol)
  • CCOC1=CC(=C(C=C1C)OC)CCN
  • InChI=1S/C12H19NO2/c1-4-15-11-8-10(5-6-13)12(14-3)7-9(11)2/h7-8H,4-6,13H2,1-3H3 Yes check.svgY
  • Key:ZMQDQUPRBYFPSO-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

2CD-5EtO, also known as 5-ethoxy-2-methoxy-4-methylphenethylamine, is a psychedelic drug of the phenethylamine, 2C, and TWEETIO families related to 2C-D. [1] [2] [3] It is the analogue of 2C-D in which the methoxy group at the 5 position has been extended to an ethoxy group. [1] [2] [3]

Contents

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 2CD-5EtO's dose as 40 to 50 mg orally, its onset as slow and gradual, its time to peak or full effects as about 2 hours, and its duration as 12 hours. [1] [2] [3] The effects of 2CD-5EtO were said to include being "largely free from excitement", having "a friendly openness and outgoingness that allowed easy talk, interaction, humor", and allowing for healthy appetite. [1]

Interactions

Chemistry

Synthesis

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

History

2CD-5EtO was first described in the literature by Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991. [1] It was developed and tested by Darrell Lemaire, with publication via personal communication with Shulgin. [2] [4] [5] [6] [7]

Society and culture

2CD-5EtO is a controlled substance in Canada under phenethylamine blanket-ban language. [8]

See also

References

  1. 1 2 3 4 5 6 7 8 9 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN   0-9630096-0-5. OCLC   25627628. https://www.erowid.org/library/books_online/pihkal/pihkal023.shtml#:~:text=2CD%2D5ETO
  2. 1 2 3 4 5 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 Jacob P, Shulgin AT (1994). "Structure-activity relationships of the classic hallucinogens and their analogs". NIDA Research Monograph. 146: 74–91. PMID   8742795.
  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. Lazar (Darrell Lemaire), Hosteen Nez (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.