4-HO-MBT

4-HO-MBT, also known as 4-hydroxy-N-methyl-N-butyltryptamine, is a chemical compound of the tryptamine and 4-hydroxytryptamine families related to the psychedelic drug psilocin (4-HO-DMT).^[1][2]

4-HO-MBT

Clinical data
Other names	4-OH-MBT; 4-Hydroxy-N-methyl-N-butyltryptamine
ATC code	None
Identifiers
IUPAC name 3-[2-[butyl(methyl)amino]ethyl]-1H-indol-4-ol
PubChem CID	21786587
ChemSpider	10513077
Chemical and physical data
Formula	C15H22N2O
Molar mass	246.354 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCN(C)CCC1=CNC2=C1C(=CC=C2)O
InChI InChI=1S/C15H22N2O/c1-3-4-9-17(2)10-8-12-11-16-13-6-5-7-14(18)15(12)13/h5-7,11,16,18H,3-4,8-10H2,1-2H3 Key:CVGNGEGPBYQCMP-UHFFFAOYSA-N

Use and effects

4-HO-MBT was briefly described by Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved), but was not tested by him and its properties and effects are unknown.^[1]

Chemistry

Isomers

There are four possible isomers of 4-HO-MBT, with the others including 4-HO-MiBT, 4-HO-MsBT, and 4-HO-MtBT.^[1] Of these, only 4-HO-MtBT has been tested as a possible psychedelic drug.^[1] According to Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved), a dose of 15 mg 4-HO-MtBT orally produced virtually no effects.^[1] Higher doses were not explored.^[1]

Analogues

Analogues of 4-HO-MBT include methylbutyltryptamine (MBT), 4-HO-MET (metocin), 4-HO-MPT (meprocin), psilocin (4-HO-DMT), and 4-HO-DBT, among others.^[1]

History

4-HO-MBT was first described in the scientific literature by David Repke and colleagues in 1981.^[2] It was further described by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).^[1]

See also

• Substituted tryptamine