5-MeO-PiPT

5-MeO-PiPT
Identifiers
	IUPAC name N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-(propan-2-yl)propan-1-amine;
PubChem CID	166468735;
Chemical and physical data
Formula	C17H26N2O
Molar mass	274.408 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)N(CCC)CCc1c[NH]c2ccc(cc21)OC;
	InChI InChI=1S/C17H26N2O/c1-5-9-19(13(2)3)10-8-14-12-18-17-7-6-15(20-4)11-16(14)17/h6-7,11-13,18H,5,8-10H2,1-4H3; Key:KLRSMSBDLVDLKK-UHFFFAOYSA-N;

5-Methoxy-N-propyl-N-isopropyltryptamine (5-MeO-PiPT) is a substituted tryptamine derivative which is claimed to have psychedelic effects. It acts as a 5-HT_1A and 5-HT_2A receptor agonist,^[1] with an EC₅₀ of 13.8 nM and an efficacy of 89% (vs 5-HT),^[2] and has been sold as a designer drug, first being identified in 2021 in British Columbia, Canada.^[3]

References

^ Warren AL, Lankri D, Cunningham MJ, Serrano IC, Parise LF, Kruegel AC, Duggan P, Zilberg G, Capper MJ, Havel V, Russo SJ, Sames D, Wacker D. Structural pharmacology and therapeutic potential of 5-methoxytryptamines. Nature. 2024 Jun;630(8015):237-246. doi:10.1038/s41586-024-07403-2 PMID 38720072
^ Banister S, Jorgensen W, Jinlong T. Compounds. Patent WO 2023/115167
^ Knill A, Tobias S, Matthews J, Ti L (June 2022). A Report on British Columbia's Unregulated Drug Supply. Drug checking trends across British Columbia, January to December 2021 (PDF). British Columbia Centre on Substance Use (Report).

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[1] Warren AL, Lankri D, Cunningham MJ, Serrano IC, Parise LF, Kruegel AC, Duggan P, Zilberg G, Capper MJ, Havel V, Russo SJ, Sames D, Wacker D. Structural pharmacology and therapeutic potential of 5-methoxytryptamines. Nature. 2024 Jun;630(8015):237-246. doi:10.1038/s41586-024-07403-2 PMID 38720072

[2] Banister S, Jorgensen W, Jinlong T. Compounds. Patent WO 2023/115167

[3] Knill A, Tobias S, Matthews J, Ti L (June 2022). A Report on British Columbia's Unregulated Drug Supply. Drug checking trends across British Columbia, January to December 2021 (PDF). British Columbia Centre on Substance Use (Report).

[1]

[2]

[3]

Identifiers

IUPAC name N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-(propan-2-yl)propan-1-amine
PubChem CID	166468735
Chemical and physical data
Formula	C₁₇H₂₆N₂O
Molar mass	274.408 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(C)N(CCC)CCc1c[NH]c2ccc(cc21)OC
InChI InChI=1S/C17H26N2O/c1-5-9-19(13(2)3)10-8-14-12-18-17-7-6-15(20-4)11-16(14)17/h6-7,11-13,18H,5,8-10H2,1-4H3 Key:KLRSMSBDLVDLKK-UHFFFAOYSA-N

5-MeO-PiPT

See also

References