 | |
 | |
| Clinical data | |
|---|---|
| Other names | 4-OH-MBT; 4-Hydroxy-N-methyl-N-butyltryptamine |
| ATC code |
|
| Identifiers | |
| |
| PubChemCID | |
| ChemSpider | |
| Chemical and physical data | |
| Formula | C15H22N2O |
| Molar mass | 246.354 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
4-HO-MBT, also known as4-hydroxy-N-methyl-N-butyltryptamine, is achemical compound of thetryptamine and4-hydroxytryptamine families related to thepsychedelic drugpsilocin (4-HO-DMT).[1][2]
4-HO-MBT was briefly described byAlexander Shulgin in his bookTiHKAL (Tryptamines I Have Known and Loved), but was not tested by him and its properties and effects are unknown.[1]
There are four possibleisomers 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 toAlexander Shulgin in his bookTiHKAL (Tryptamines I Have Known and Loved), a dose of 15 mg 4-HO-MtBTorally produced virtually no effects.[1] Higher doses were not explored.[1]
Analogues of 4-HO-MBT includemethylbutyltryptamine (MBT),4-HO-MET (metocin),4-HO-MPT (meprocin),psilocin (4-HO-DMT), and4-HO-DBT, among others.[1]
4-HO-MBT was first described in thescientific literature byDavid Repke and colleagues in 1981.[2] It was further described byAlexander Shulgin in his 1997 bookTiHKAL (Tryptamines I Have Known and Loved).[1]
How far can this argument be pushed? What about one of the N-alkyl groups [of 4-HO-MPT] having four carbons? Keeping the other N-alkyl group as the smallest and most simple methyl group, all four isomeric compounds are known. There is the n-butyl isomer (4-HO-MBT, an oil), the isobutyl isomer (4-HO-MIBT, mp 142–145 °C), the secondary butyl isomer (4-HO-MSBT, mp 138–140 °C) and the tertiary butyl isomer (4-HO-MTBT, mp 225–226 °C). Of these four materials only 4-HO-MTBT has been looked at as a possible psychedelic. Some 15 milligrams produced virtually no effects, maybe a hint of something in a few minutes and then nothing. Probably pure placebo.