5-HO-DiPT

5-HO-DiPT
Identifiers
	IUPAC name 3-(2-(diisopropylamino)ethyl)-1H-indol-5-ol;
CAS Number	36288-76-3
PubChem (CID)	71360804
ChemSpider	29358411
Chemical and physical data
Formula	C16H24N2O
Molar mass	260.37 g/mol
3D model (Jmol)	Interactive image
	SMILES CC(C)N(CCC1=CNC2=C1C=C(C=C2)O)C(C)C ;
	InChI InChI=1S/C16H24N2O/c1-11(2)18(12(3)4)8-7-13-10-17-16-6-5-14(19)9-15(13)16/h5-6,9-12,17,19H,7-8H2,1-4H3 ; Key:HWOLNTJLIUHEOG-UHFFFAOYSA-N ;

5-HO-DiPT (5-hydroxy-N,N-di-iso-propyltryptamine) is a tryptamine derivative which acts as a serotonin receptor agonist. It is primarily known as a metabolite of the better known psychoactive drug 5-MeO-DiPT,^[1] but 5-HO-DiPT has also rarely been encountered as a designer drug in its own right.^[2] Tests in vitro show 5-HO-DiPT to have high 5-HT_2A affinity and good selectivity over 5-HT_1A,^[3] while being more lipophilic than the related drug bufotenine (5-HO-DMT), which produces mainly peripheral effects.

References[edit]

^ Yu, A. M. (2008). "Indolealkylamines: Biotransformations and Potential Drug–Drug Interactions". The AAPS Journal. 10 (2): 242–253. doi:10.1208/s12248-008-9028-5. PMC 2751378. PMID 18454322.
^ Brandt, S. D.; Martins, C. U. P. B. (2010). "Analytical methods for psychoactive N,N-dialkylated tryptamines". TrAC Trends in Analytical Chemistry. 29 (8): 858. doi:10.1016/j.trac.2010.04.008.
^ McKenna, D. J.; Repke, D. B.; Lo, L.; Peroutka, S. J. (1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–198. doi:10.1016/0028-3908(90)90001-8. PMID 2139186.

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[1] Yu, A. M. (2008). "Indolealkylamines: Biotransformations and Potential Drug–Drug Interactions". The AAPS Journal. 10 (2): 242–253. doi:10.1208/s12248-008-9028-5. PMC 2751378. PMID 18454322.

[2] Brandt, S. D.; Martins, C. U. P. B. (2010). "Analytical methods for psychoactive N,N-dialkylated tryptamines". TrAC Trends in Analytical Chemistry. 29 (8): 858. doi:10.1016/j.trac.2010.04.008.

[3] McKenna, D. J.; Repke, D. B.; Lo, L.; Peroutka, S. J. (1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–198. doi:10.1016/0028-3908(90)90001-8. PMID 2139186.

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[2]

[3]

5-HO-DiPT

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Identifiers

IUPAC name 3-(2-(diisopropylamino)ethyl)-1H-indol-5-ol
CAS Number	36288-76-3^N
PubChem (CID)	71360804
ChemSpider	29358411
Chemical and physical data
Formula	C₁₆H₂₄N₂O
Molar mass	260.37 g/mol
3D model (Jmol)	Interactive image
SMILES CC(C)N(CCC1=CNC2=C1C=C(C=C2)O)C(C)C
InChI InChI=1S/C16H24N2O/c1-11(2)18(12(3)4)8-7-13-10-17-16-6-5-14(19)9-15(13)16/h5-6,9-12,17,19H,7-8H2,1-4H3 Key:HWOLNTJLIUHEOG-UHFFFAOYSA-N