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4-HO-MALT

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
4-HO-MALT
Clinical data
Other names4-OH-MALT; 4-Hydroxy-N-methyl-N-allyltryptamine; Maltocin; Malocin
Routes of
administration
Oral
Drug class Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 3-[2-[methyl(prop-2-enyl)amino]ethyl]-1H-indol-4-ol
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H18N2O
Molar mass 230.311 g·mol−1
3D model (JSmol)
  • CN(CCC1=CNC2=C1C(=CC=C2)O)CC=C
  • InChI=1S/C14H18N2O/c1-3-8-16(2)9-7-11-10-15-12-5-4-6-13(17)14(11)12/h3-6,10,15,17H,1,7-9H2,2H3
  • Key:NWEWNVPCYZONHK-UHFFFAOYSA-N

4-HO-MALT, also known as 4-hydroxy-N-methyl-N-allyltryptamine or as maltocin, is a tryptamine derivative related to 4-HO-DALT (dalocin) which has been sold as a designer drug, first being detected in Slovenia in 2021.[1] [2]

Use and effects

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4-HO-MALT was not included or mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[3]

Interactions

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Pharmacology

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Pharmacodynamics

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4-HO-MALT acts as an agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[4] It also interacts with other serotonin receptors. The drug produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[4]

Chemistry

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Analogues

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Analogues of 4-HO-MALT include methylallyltryptamine (MALT), 4-AcO-MALT, 5-MeO-MALT, 4-HO-DALT, 4-AcO-DALT, 4-HO-NALT, 4-HO-MiPT, 4-HO-McPT, and 4-HO-MPT, among others.

See also

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References

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  1. ^ Klein AK, Chatha M, Laskowski LJ, Anderson EI, Brandt SD, Chapman SJ, McCorvy JD, Halberstadt AL (April 2021). "Investigation of the Structure-Activity Relationships of Psilocybin Analogues". ACS Pharmacology & Translational Science. 4 (2): 533–542. doi:10.1021/acsptsci.0c00176. PMC 8033608 . PMID 33860183.
  2. ^ European Monitoring Centre for Drugs and Drug Addiction. (June 2022). New psychoactive substances: 25 years of early warning and response in Europe. An update from the EU Early Warning System (PDF). European Monitoring Centre for Drugs and Drug Addiction. doi:10.2810/882318 (inactive 1 July 2025). ISBN 978-92-9497-737-3.{{cite book}}: CS1 maint: DOI inactive as of July 2025 (link)
  3. ^ Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
  4. ^ a b Klein AK, Chatha M, Laskowski LJ, Anderson EI, Brandt SD, Chapman SJ, McCorvy JD, Halberstadt AL (April 2021). "Investigation of the Structure-Activity Relationships of Psilocybin Analogues". ACS Pharmacol Transl Sci. 4 (2): 533–542. doi:10.1021/acsptsci.0c00176. PMC 8033608 . PMID 33860183.
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Tryptamines
No ring subs.
4-Hydroxytryptamines
5-Hydroxytryptamines
5-Methoxytryptamines
Other ring subs.
α-Alkyltryptamines
Others
Cyclized
Bioisosteres
Phenethylamines
Scalines
2C-x
3C-x
DOx
4C-x
Ψ-PEA
MDxx
FLY
25x-NB (NBOMes)
Others
Cyclized
Lysergamides
  • Bioisosteres: JRT
Others
Natural sources
5-HT1
5-HT1A
  • Positive allosteric modulators: Oleamide
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT3 7
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
  • Negative allosteric modulators: Oleamide
Tryptamines
4-Hydroxytryptamines
and esters/ethers
5-Hydroxy- and
5-methoxytryptamines
N-Acetyltryptamines
α-Alkyltryptamines
Cyclized tryptamines
Isotryptamines
Related compounds

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