4-HO-DALT

Pharmaceutical compound From Wikipedia, the free encyclopedia

4-HO-DALT, also known as 4-hydroxy-N,N-diallyltryptamine or as daltocin, is a serotonin receptor agonist and serotonergic psychedelic of the tryptamine and 4-hydroxytryptamine families.[1][2][3] It has been encountered as a novel designer drug.[4]

Other names4-Hydroxy-N,N-diallyltryptamine; 4-Hydroxy-DALT; 4-OH-DALT; Daltocin; Dalocin
ATC code
  • None
Quick facts Clinical data, Other names ...
4-HO-DALT
Clinical data
Other names4-Hydroxy-N,N-diallyltryptamine; 4-Hydroxy-DALT; 4-OH-DALT; Daltocin; Dalocin
Drug classSerotonin receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 3-[2-[bis(prop-2-enyl)amino]ethyl]-1H-indol-4-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H20N2O
Molar mass256.349 g·mol−1
3D model (JSmol)
  • C=CCN(CCC1=CNC2=C1C(=CC=C2)O)CC=C
  • InChI=1S/C16H20N2O/c1-3-9-18(10-4-2)11-8-13-12-17-14-6-5-7-15(19)16(13)14/h3-7,12,17,19H,1-2,8-11H2
  • Key:JVIWQWJXRKVJTA-UHFFFAOYSA-N
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Use and effects

4-HO-DALT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[5] However, in a subsequently released entry, it was briefly mentioned.[5] He does not appear to have synthesized or tested it and its properties were not described, but Shulgin hypothesized that the drug, in its prodrug form 4-AcO-DALT, would have a very rapid onset of action.[5] Subsequently, 4-HO-DALT has emerged as a novel designer drug.[4] It is said to produce hallucinogenic effects similar to those of 4-HO-DiPT and 4-HO-DPT.[4]

Interactions

Pharmacology

Pharmacodynamics

4-HO-DALT binds to many of the serotonin receptors, including the serotonin 5-HT2A receptor, as well as other targets.[1][2] The drug acts as a potent full agonist of the serotonin 5-HT2A and 5-HT2B receptors, whereas it showed 60-fold lower potency as an agonist of the serotonin 5-HT2C receptor compared to the serotonin 5-HT2A receptor.[2] It produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.[1]

Chemistry

Analogues

Analogues of 4-HO-DALT include diallyltryptamine (DALT), 4-AcO-DALT, 5-MeO-DALT, 4-HO-MALT, psilocin (4-HO-DMT), 4-HO-DET (ethocin), 4-HO-DPT, and 4-HO-DiPT, among others.

History

4-HO-DALT was first described by Alexander Shulgin in a follow-up entry of TiHKAL (Tryptamines I Have Known and Loved) in 2004.[5] Subsequently, it was further described in 2017 and thereafter.[3][1][2] The drug was encountered online as a novel designer drug by 2014.[4] In 2023, it was found to be sold as an analytical standard.[4]

Society and culture

Canada

4-HO-DALT is not a controlled substance in Canada as of 2025.[6]

See also

References

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