4-HO-PiPT

4-HO-PiPT, also known as 4-hydroxy-N-propyl-N-isopropyltryptamine or as piprocin, is a substituted tryptamine derivative which is claimed to have psychedelic effects.^[1] It has been encountered as a novel designer drug.^[2]

4-HO-PiPT

Clinical data
Other names	4-Hydroxy-N-propyl-N-isopropyltryptamine; Piprocin
Routes of administration	Oral
Drug class	Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Identifiers
IUPAC name 3-{2-[(propan-2-yl)(propyl)amino]ethyl}-1H-indol-4-ol
CAS Number	2767428-88-4 Y
PubChem CID	166468747
Chemical and physical data
Formula	C16H24N2O
Molar mass	260.381 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C)N(CCC)CCc1c[NH]c2cccc(O)c21
InChI InChI=1S/C16H24N2O/c1-4-9-18(12(2)3)10-8-13-11-17-14-6-5-7-15(19)16(13)14/h5-7,11-12,17,19H,4,8-10H2,1-3H3 Key:CUTUPKOZXNFVHK-UHFFFAOYSA-N

Use and effects

4-HO-EPT was not included or mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).^[3]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

4-HO-PiPT acts as a serotonin 5-HT_2A receptor agonist, with an EC₅₀Tooltip half-maximal effective concentration of 13.8 nM and an efficacy of 104.8%.^[4]

Chemistry

Analogues

Analogues of 4-HO-PiPT include propylisopropyltryptamine (PiPT), 5-MeO-PiPT, 4-HO-MiPT, 4-HO-EiPT, 4-HO-EiBT, 4-HO-DiPT, 4-HO-DsBT, 4-HO-McPT, and 4-HO-McPeT, among others.

History

4-HO-PiPT has been sold as a designer drug, first being identified in 2021 in British Columbia, Canada.^[2]

See also

• Substituted tryptamine
• Ebalzotan