4-HO-DBT


4-HO-DBT, also known as 4-hydroxy-N,''N''-dibutyltryptamine, is a psychedelic drug of the tryptamine family related to psilocin. It is taken orally.

Use and effects

In his book TiHKAL, Alexander Shulgin reported that a 20mg dose of 4-HO-DBT orally produced no 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.

Interactions

Chemistry

Properties

4-HO-DBT is found either as its crystalline hydrochloride salt or as an oily or crystalline base.

Synthesis

The chemical synthesis of 4-HO-DBT has been described.

Isomers

Several different isomers of 4-HO-DBT could be made, including 4-HO-DiBT, 4-HO-DsBT, and 4-HO-DtBT, but of these only the isobutyl isomer 4-HO-DiBT was synthesized by Alexander Shulgin and was also found to be inactive at a 20mg dose. The serotonin receptor interactions of these isomers have been studied. 4-HO-DiBT showed 43-fold lower affinity and 4-HO-DsBT 6.5-fold lower affinity for the serotonin 5-HT2A receptor compared to psilocin.

History

4-HO-DBT was first described in the scientific literature by David Repke and colleagues in 1977. It was subsequently described in further detail by Alexander Shulgin in his 1997 book TiHKAL.