4-HO-DSBT

4-HO-DSBT

Identifiers
IUPAC name 3-[2-[di(butan-2-yl)amino]ethyl]-1H-indol-4-ol
CAS Number	127507-01-1  N 4-HO-DBT:  63065-89-4  Y
PubChem CID	21786580
ChemSpider	10513070
UNII	E943EL34UU 4-HO-DBT:  R3EY4G4BLQ  Y
CompTox Dashboard (EPA)	DTXSID001045425
Chemical and physical data
Formula	C18H28N2O
Molar mass	288.435 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(C)N(CCc1c[nH]c2cccc(O)c12)C(C)CC
InChI InChI=1S/C18H28N2O/c1-5-13(3)20(14(4)6-2)11-10-15-12-19-16-8-7-9-17(21)18(15)16/h7-9,12-14,19,21H,5-6,10-11H2,1-4H3 Key:SMKFHUHBZWMALV-UHFFFAOYSA-N

4-HO-DsBT (4-hydroxy-N,N-di-sec-butyltryptamine) is a tryptamine derivative which acts as a serotonin receptor agonist. It was first made by Alexander Shulgin and is mentioned in his book TiHKAL, but was never tested by him. ^[1] However it has subsequently 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-HT_2A receptor affinity to MiPT but better selectivity over the 5-HT_1A and 5-HT_2B subtypes. ^[2]

See also

• 4-HO-DiPT
• 4-HO-DBT
• 4-HO-McPeT
• 4-HO-PiPT
• 5-MeO-DBT
• Dibutyltryptamine
• N-t-Butyltryptamine
• Robalzotan

References

1. 4-HO-DBT TiHKAL entry
2. McKenna DJ, Repke DB, Lo L, Peroutka SJ (March 1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–8. doi: 10.1016/0028-3908(90)90001-8 . PMID   2139186. S2CID   24188017.