4-HO-DsBT, also known as 4-hydroxy-N,N-di-sec-butyltryptamine, is a tryptamine derivative which acts as a serotonin receptor agonist.
Use and effects 4-HO-DsBT was first made by Alexander Shulgin and is mentioned in his book TiHKAL (Tryptamines I Have Known and Loved), but was never tested by him.4-HO-DBT TiHKAL entry "Back to the rational world. Two n-butyl groups gives the compound 4-HO-DBT, the theme of this recipe. It is not active at 20 milligrams, but I suspect that it will be so at a somewhat higher dose. There is the secondary-isomer, 4-hydroxy-N,N-di-sec-butyltryptamine (4-HO-DSBT, an oil that never crystallized) which should be an isomer of increased activity, but it has not been assayed. The iso-isomer (4-HO-DIBT, mp 152–154 °C) should be yet less active as the steric mess around that important nitrogen atom is much larger, and indeed it is not active at the same 20 milligram level. The tertiary isomer (4-HO-DTBT) has yet to be made and, as it is extremely crowded around that innocent nitrogen atom, it may be unmakable. The activity is unknown, as the compound itself is unknown. The four methyl butyl possibilities are all known, and are mentioned in the recipe for 4-HO-MPT."
Interactions
Pharmacology Pharmacodynamics It has been tested in vitro and unlike the n-butyl and isobutyl isomers which are much weaker, the s-butyl derivative retains reasonable potency, with a similar 5-HT2A receptor affinity to MiPT but better selectivity over the 5-HT1A and 5-HT2B subtypes.
Chemistry Analogues Analogues of 4-HO-DsBT include 4-HO-DBT, 4-HO-DiBT, 4-HO-DtBT, 4-HO-DiPT, 4-HO-McPeT, 4-HO-PiPT, 5-MeO-DBT, dibutyltryptamine (DBT), and N-tert-butyltryptamine (NtBT), among others.
History 4-HO-DsBT was first described in the scientific literature by David Repke and colleagues by 1981.
See also Substituted tryptamine Robalzotan
References
External links 4-HO-DSBT - Isomer Design