4-HO-DET

4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, is a hallucinogenic drug and psychedelic compound of moderate duration. 4-HO-DET is a substituted tryptamine, structurally related to psilocin, ethocybin, and 4-HO-DIPT.[1]

4-HO-DET
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A
Identifiers
IUPAC name
  • 3-(2-Diethylaminoethyl)-1H-indol-4-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H20N2O
Molar mass232.327 g·mol−1
3D model (JSmol)
Melting point104 to 106 °C (219 to 223 °F)
SMILES
  • CCN(CC)CCc1c[nH]c2cccc(O)c12
InChI
  • InChI=1S/C14H20N2O/c1-3-16(4-2)9-8-11-10-15-12-6-5-7-13(17)14(11)12/h5-7,10,15,17H,3-4,8-9H2,1-2H3 Y
  • Key:OHHYMKDBKJPILO-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Analogs

The acetic acid ester of 4-HO-DET is known as 4-AcO-DET. The phosphoric acid ester of 4-HO-DET is known as 4-phosphoryloxy-DET, CEY-19, or ethocybin.

History

4-HO-DET received the lab code CZ-74 in the late 1950s by the inventors of the substance, Albert Hofmann and Franz Troxler. The substance was used together with its phosphoryloxy-analog ethocybin in human clinical trials in the 1960s by the German researchers Hanscarl Leuner and G. Baer.

Dosage

10–25 mg is the usual oral dosage for 4-HO-DET, while the acetate and phosphate esters are said to require a slightly higher dosage.

Effects

4-HO-DET produces entheogenic effects similar to LSD and psilocybin.

Drug prohibition laws

Sweden

Sveriges riksdags health ministry Statens folkhälsoinstitut classified 4-HO-DET as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Nov 1, 2005, in their regulation SFS 2005:733 listed as 4-hydroxi-N,N-diethyltryptamin (4-HO-DET), making it illegal to sell or possess.[2]

See also

  • TiHKAL
  • Indoles

References

  1. Greene SL (2021). "Tryptamines". In Dargan PI, Wood DM (eds.). Novel Psychoactive Substances: Classification, Pharmacology and Toxicology (Second ed.). London, United Kingdom: Academic Press. p. 499. ISBN 978-0-12-819030-2.
  2. "Förordning om ändring i förordningen (1999:58) om förbud mot vissa hälsofarliga varor;" [Ordinance amending the ordinance (1999: 58) on the prohibition of certain dangerous goods;] (PDF). Svensk författningssamling (Swedish Code of Statutes) (in Swedish). 6 October 2005.
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