5-HO-DiPT

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-HT2A affinity and good selectivity over 5-HT1A,[3] while being more lipophilic than the related drug bufotenine (5-HO-DMT), which produces mainly peripheral effects.

5-HO-DiPT
Identifiers
IUPAC name
  • 3-(2-(diisopropylamino)ethyl)-1H-indol-5-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H24N2O
Molar mass260.381 g·mol−1
3D model (JSmol)
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

See also

References
  1. Yu AM (June 2008). "Indolealkylamines: biotransformations and potential drug-drug interactions". The AAPS Journal. 10 (2): 242–53. doi:10.1208/s12248-008-9028-5. PMC 2751378. PMID 18454322.
  2. Brandt SD, Martins CU (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 DJ, Repke DB, Lo L, Peroutka SJ (March 1990). "Differential interactions of indolealkylamines with 5-hydroxytryptamine receptor subtypes". Neuropharmacology. 29 (3): 193–8. doi:10.1016/0028-3908(90)90001-8. PMID 2139186.


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