Dibutyltryptamine
Dibutyltryptamine, also known as N,''N''-dibutyltryptamine, is a psychedelic drug of the tryptamine family.
Use and effects
In his book TiHKAL, Alexander Shulgin reported that a dose of 1mg/kg by intramuscular injection was active, but less so than dimethyltryptamine or diethyltryptamine. This suggests that an active dose of DBT will be in the 100mg range. It has been sold as a "research chemical" and has been confirmed to be an active hallucinogen, although somewhat weaker than other similar tryptamine derivatives.Pharmacology
Pharmacodynamics
DBT produces the head-twitch response in mice.Chemistry
DBT is found either as its crystalline hydrochloride salt or as an oily or crystalline base.Synthesis
The chemical synthesis of DBT has been described.Isomers
There are four symmetrical isomers of DBT which can be made, or ten isomers in total if unsymmetrical substitution is used. Of these only the n-butyl analogue DBT is known to be active in humans; the isobutyl, sec-butyl, and tert-butyl isomers DIBT, DSBT and DTBT have never been tested and only DBT and DIBT were made by Shulgin.The unsymmetrical isomers BIBT, BSBT, BTBT, IBSBT, IBTBT and SBTBT are also possible but have never been made and no predictions have been made about their activity. Shulgin speculates that the s-butyl isomer DSBT may be more potent than the straight chain compound DBT, but that the more highly branched DIBT and DTBT would probably be inactive due to the bulk of the substituent group. As for longer chain compounds than butyl, they have not been made and would probably be inactive. Shulgin mentions that the monohexyl compound NHT is without activity. However the unsymmetrical compounds such as methylbutyltryptamine show more promise, and a wide range of possible compounds could be made by pairing the various butyl isomers with methyl, ethyl, propyl, isopropyl or allyl groups.