4-HO-MPT

4-Hydroxy-N-methyl-N-propyltryptamine, commonly known as 4-HO-MPT or meprocin, is a psychedelic drug in the tryptamine class of chemical compounds and is a higher homologue of the naturally occurring substituted tryptamine psilocin as well as being the 4-hydroxyl analog of MPT.

4-HO-MPT
Names
Preferred IUPAC name
3-{2-[Methyl(propyl)amino]ethyl}-1H-indol-4-ol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C14H20N2O/c1-3-8-16(2)9-7-11-10-15-12-5-4-6-13(17)14(11)12/h4-6,10,15,17H,3,7-9H2,1-2H3 Y
    Key: XFQDDPQGBLSNCN-UHFFFAOYSA-N Y
  • InChI=1S/C14H20N2O/c1-3-8-16(2)9-7-11-10-15-12-5-4-6-13(17)14(11)12/h4-6,10,15,17H,3,7-9H2,1-2H3
    Key: XFQDDPQGBLSNCN-UHFFFAOYAC
SMILES
  • OC1=CC=CC2=C1C(CCN(C)CCC)=CN2
Properties
Chemical formula
C14H20N2O
Molar mass 232.327 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

History

4-HO-MPT was first synthesized and bioassayed by biochemist Alexander Shulgin and written about in his 1994 book TiHKAL.[1]

Dosage and duration

For psychedelic effects, the dosage and duration are listed as "unknown" in TiHKAL.[1]

Effects

Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-HO-MPT. In a single trial of 8 mg orally of 4-HO-MPT HCl from TiHKAL, it is described as producing visual distortion, vertigo, and slight insomnia.[1]

4-HO-MPT is not scheduled by the United Nations' Convention on Psychotropic Substances.[2]

United States

4-HO-MPT is not scheduled at the federal level in the United States,[3] but it is possible that 4-HO-MPT could legally be considered an analog of psilocin, in which case, sales or possession with intent for human consumption could potentially be prosecuted under the Federal Analogue Act.[4]

References

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