4-HO-DBT

4-HO-DBT
Systematic (IUPAC) name
N-Butyl-N-[2-(4-hydroxy-1H-indol-3-yl)ethyl]butan-1-amine
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 63065-89-4
ATC code  ?
ChemSpider 10579818 Y
Chemical data
Formula C18H28N2O 
Mol. mass 288.44 g/mol
SMILES eMolecules & PubChem
Physical data
Melt. point 74–75 °C (165–167 °F)
 Y(what is this?)  (verify)

4-Hydroxydibutyltryptamine (4-HO-DBT) is a psychedelic drug belonging to the tryptamine family. It is found either as its crystalline hydrochloride salt or as an oily or crystalline base. 4-HO-DBT was first made by the chemist Alexander Shulgin and reported in his book TiHKAL. Shulgin reported a dosage of 20mg orally to be without effects. However this compound has subsequently been sold as a "research chemical" and anecdotal reports suggest that at higher doses 4-HO-DBT is indeed an active hallucinogen, although somewhat weaker than other similar tryptamine derivatives.

Several different isomers of this compound could potentially be made (see DBT for a fuller discussion) but of these only the isobutyl isomer 4-HO-DIBT has been synthesised (mp 152-154 °C) and was also found to be inactive at a 20mg dose.

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