4-HO-DET

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	22204-89-3 ;
PubChem CID	9991554;
ChemSpider	8167136 ;
UNII	7E0BR15575;
ChEMBL	ChEMBL143202 ;
CompTox Dashboard (EPA)	DTXSID60176755 ;
Chemical and physical data
Formula	C14H20N2O
Molar mass	232.327 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	104 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 ; Key:OHHYMKDBKJPILO-UHFFFAOYSA-N ;
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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]

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]

References

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.
"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.

External links

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[Greene_2021-1] 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.