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	763035-03-6 (Free base) N 77872-42-5 (Hydrochloride) N
3D model (JSmol)	Interactive image
ChemSpider	10513074 Y
PubChem CID	21786584
UNII	37A55H0XW4
CompTox Dashboard (EPA)	DTXSID90904008
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]

Effects and dosage

For psychedelic effects, the dosage and duration are listed as "unknown" in TiHKAL.^[1] In more recent literature, the dosage has been reported to be 20 to 30 mg orally.^[2] 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]

Legal status

4-HO-MPT is not scheduled by the United Nations' Convention on Psychotropic Substances.^[3]

United States

4-HO-MPT is not scheduled at the federal level in the United States,^[4] 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.^[5]