4-HO-NALT References

4-HO-NALT
Identifiers
	IUPAC name 3-[2-(Prop-2-enylamino)ethyl]-1H-indol-4-ol;
PubChem CID	166468743;
Chemical and physical data
Formula	C13H16N2O
Molar mass	216.284 g·mol−1
3D model ( JSmol)	Interactive image;
	SMILES C=CCNCCC1=CNC2=C1C(=CC=C2)O;
	InChI InChI=1S/C13H16N2O/c1-2-7-14-8-6-10-9-15-11-4-3-5-12(16)13(10)11/h2-5,9,14-16H,1,6-8H2; Key:QOFKSOQRTVFMAL-UHFFFAOYSA-N;

4-Hydroxy-N-allyltryptamine (4-HO-NALT) is a tryptamine derivative developed by modification of norpsilocin (4-HO-NMT). It produces a head-twitch response in mice consistent with psychedelic-like activity, as do the corresponding ethyl, propyl, isopropyl and benzyl derivatives (4-HO-NET, 4-HO-NPT, 4-HO-NiPT and 4-HO-NBnT), but the bulkier t-butyl and cyclohexyl derivatives are inactive.^[1]

References

^ Sherwood AM, Burkhartzmeyer EK, Williamson SE, Baumann MH, Glatfelter GC (January 2024). "Psychedelic-like Activity of Norpsilocin Analogues". ACS Chemical Neuroscience. 15 (2): 315–327. doi: 10.1021/acschemneuro.3c00610. PMC 10797613. PMID 38189238.

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[pmid38189238-1] Sherwood AM, Burkhartzmeyer EK, Williamson SE, Baumann MH, Glatfelter GC (January 2024). "Psychedelic-like Activity of Norpsilocin Analogues". ACS Chemical Neuroscience. 15 (2): 315–327. doi: 10.1021/acschemneuro.3c00610. PMC 10797613. PMID 38189238.

[1]

Identifiers

IUPAC name 3-[2-(Prop-2-enylamino)ethyl]-1H-indol-4-ol
PubChem CID	166468743
Chemical and physical data
Formula	C₁₃H₁₆N₂O
Molar mass	216.284 g·mol⁻¹
3D model ( JSmol)	Interactive image
SMILES C=CCNCCC1=CNC2=C1C(=CC=C2)O
InChI InChI=1S/C13H16N2O/c1-2-7-14-8-6-10-9-15-11-4-3-5-12(16)13(10)11/h2-5,9,14-16H,1,6-8H2 Key:QOFKSOQRTVFMAL-UHFFFAOYSA-N

See also

References