List of psychedelic drugs
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This is a list of psychedelic drugs, also known as serotonergic psychedelics or classical hallucinogens.[1][2] These drugs act specifically as serotonin 5-HT2A receptor agonists.[3] They belong to three major structural families, including the tryptamines, phenethylamines, and lysergamides, although exceptions exist.[4][5][6][7]
Tryptamines
[edit]No ring substitutions
[edit]- CYB004 (deuDMT)
- Diallyltryptamine (DALT)
- Dibutyltryptamine (DBT)
- Diethyltryptamine (DET; T-9)
- Diisopropyltryptamine (DiPT)
- Dimethyltryptamine (DMT)
- Dipropyltryptamine (DPT)
- Ethylisopropyltryptamine (EiPT)
- Ethylpropyltryptamine (EPT)
- Isopropylallyltryptamine (iPALT; ALiPT)
- Methylallyltryptamine (MALT)
- Methylcyclopropyltryptamine (McPT)
- Methylethyltryptamine (MET)
- Methylisopropyltryptamine (MiPT)
- Methylpropyltryptamine (MPT)
- N-Methyltryptamine (NMT)
- Propylallyltryptamine (PALT)
- Propylisopropyltryptamine (PiPT)
- SPL028 (D2-DMT)
- Tryptamine (T)[4][8]
4-Hydroxytryptamines
[edit]- 4-HO-DALT (daltocin)
- 4-HO-DBT
- 4-HO-DET (ethocin; CZ-74)
- 4-HO-DiPT (iprocin)
- 4-HO-DPT (deprocin)
- 4-HO-EPT (eprocin)
- 4-HO-MALT (maltocin)
- 4-HO-McPT
- 4-HO-MET (metocin)
- 4-HO-MiPT (miprocin)
- 4-HO-MPT (meprocin)
- 4-HO-NALT
- 4-HO-NBnT
- 4-HO-NET
- 4-HO-NiPT
- 4-HO-NPT
- 4-HO-TMT
- 4-HO-5-MeO-DMT
- 4-Hydroxytryptamine (4-HO-T; 4-HT)
- 4-MeO-DMT
- CYB003 (deupsilocin)
- Psilocin (4-HO-DMT; CX-59)
4-Phosphoryloxytryptamines
[edit]4-Acyloxytryptamines
[edit]- 4-AcO-DALT (daltacetin)
- 4-AcO-DET (ethacetin)
- 4-AcO-DiPT (ipracetin)
- 4-AcO-DMT (psilacetin)
- 4-AcO-DPT (depracetin)
- 4-AcO-EiPT (ethipracetin)
- 4-AcO-EPT
- 4-AcO-MALT
- 4-AcO-McPT
- 4-AcO-MET (metacetin)
- 4-AcO-MiPT (mipracetin)
- 4-AcO-MPT
- 4-GO-DMT (RE-109)
- 4-PrO-DiPT
- 4-PrO-DMT
- 4-PrO-MET
- Luvesilocin (4-GO-DiPT; RE-104, FT-104)
5-Hydroxytryptamines
[edit]5-Acyloxytryptamines
[edit]5-Methoxytryptamines
[edit]Other ring substitutions
[edit]α-Alkyltryptamines
[edit]5-Methoxy-α-alkyltryptamines
[edit]Others
[edit]Structure undisclosed
[edit]Cyclized tryptamines
[edit]- Ergolines/lysergamides (e.g., LSD)
- Ibogalogs (e.g., ibogainalog, tabernanthalog)
- O-Methylnordehydrobufotenine
- Partial ergolines (e.g., NDTDI, RU-28306, CT-5252)
- Piperidinylethylindoles (e.g., pip-T)
- Pyrrolidinylethylindoles (e.g., pyr-T, 5-MeO-pyr-T)
- Pyrrolidinylmethylindoles (e.g., MPMI, 4-HO-MPMI (lucigenol), 5-MeO-MPMI, MSP-2020)
- Tetrahydropyridinylindoles (e.g., RU-28253 (5-MeO-THPI), NEtPhOH-THPI)
Tryptamine bioisosteres
[edit]- Benzofurans (e.g., 5-MeO-DiBF (1-oxa-5-MeO-DiPT), dimemebfe (5-MeO-BFE; 1-oxa-5-MeO-DMT), mebfap (5-MeO-3-APB; 1-oxa-5-MeO-AMT))
- Benzothiophenes (e.g., 3-APBT (1-thia-AMT))
- Indazolethylamines (e.g., AL-38022A, O-methyl-AL-34662)
- Indenylethylamines (e.g., C-DMT)
- Isotryptamines (e.g., 6-MeO-isoDMT, Ro60-0175)
- MYCO-005
- Quinolinylethylamines (e.g., mefloquine)
Phenethylamines
[edit]Scalines
[edit]- 2-Bromomescaline
- 4-D (4-trideuteromescaline)
- 4-Desoxymescaline (desoxy)
- Allylescaline (AL)
- Beta-D (β-D; β-dideuteromescaline)
- Cyclopropylmescaline (CPM)
- Difluoroescaline (DFE)
- Difluoromescaline (DFM)
- N,N-Diformylmescaline
- Escaline (E)
- Fluoroescaline (FE)
- Fluoroproscaline (FP)
- N-Formylmescaline
- Isobuscaline (IB)
- Isoproscaline (IP)
- Jimscaline
- Mescaline (M; 3,4,5-TMPEA)
- Metadifluoromescaline (MDFM)
- Metaescaline (ME)
- Methallylescaline (MAL)
- N-Methylmescaline (M-M)
- Proscaline (P)
- Tomscaline
- Trichocereine (N,N-dimethylmescaline; MM-M)
- Trifluoroescaline (TFE)
- Trifluoromescaline (TFM)
Thioscalines
[edit]2C-x
[edit]2C-T-x
[edit]2C-O-x
[edit]Others
[edit]- 2C-B-AN
- 2C-DB
- 2C-G-x (e.g., 2C-G-3, 2C-G-5)
- β-Keto-2C-B (βk-2C-B)
- β-Keto-2C-I (βk-2C-I)
- β-Methyl-2C-B (BMB)
- BOx (e.g., BOB, BOD, BOHB)
- HOT-x (e.g., HOT-2, HOT-7, HOT-17)
- N-Ethyl-2C-B
- TWEETIOs (e.g., 2CB-2-EtO, 2CD-2-EtO, 2CD-5-EtO, 2CE-5-EtO, 2CE-5iPrO, 2CT2-5-EtO, ASR-2001 (2CB-5-PrO))
3C-x
[edit]DOx
[edit]Aleph-x (DOT-x)
[edit]TMA-2 and derivatives (Mxx)
[edit]Others
[edit]- DODB
- DODC
- DOM-NBOMe
- DOTMA
- Ganeshas (G-x) (e.g., Ganesha (G, G-0), G-3, G-5)
- N-Hydroxy-DOM
4C-x
[edit]Ψ-PEA
[edit]MDxx
[edit]FLY
[edit]Hemi/semi-FLY drugs
[edit]25x-NB (NBOMes)
[edit]25x-NBOMe
[edit]25x-NBOH
[edit]Others
[edit]Others
[edit]- 2-DM-DOM
- 25B-NAcPip
- 4-HA
- 5-DM-DOM
- Benzofurans (e.g., 5-APB, 5-APDB, 6-APB, 6-APDB, F, F-2, F-22)
- Benzothiophenes (e.g., 5-APBT, 6-APBT)
- CT-5172
- DMAs (e.g., 2,4-DMA, 3,4-DMA)
- Fenfluramine
- MMA (3-MeO-4-MA)
- Norfenfluramine
- PEA-NDEPAs (e.g., 25D-NM-NDEAOP, DOB-NDEPA, DOI-NDEPA, DOM-NDEPA, DOTFM-NDEPA, M-NDEPA, TMA-2-NDEPA)
- PMA (4-MA)
- Thio-2Cs (e.g., 2C-5-TOET)
- Thio-DOx (e.g., 2-TOM, 5-TOET, 5-TOM, TOMSO)
- TMAs (e.g., TMA-3, TMA-4, TMA-5)
- ZDCM-04 (DOC-fenethylline)
Structure undisclosed
[edit]Cyclized phenethylamines
[edit]- 1-Aminomethylindanes (e.g., 2CB-Ind, jimscaline)
- 2-Aminoindanes (e.g., DOM-AI)
- 3-Benzazepines (e.g., lorcaserin)
- 3-Phenylpiperidines (e.g., LPH-5, LPH-48)
- Benzocyclobutenes (e.g., 2CBCB-NBOMe, TCB-2, tomscaline)
- Benzoxepins (e.g., BBOX, IBOX, TFMBOX)
- DMBMPP (juncosamine)
- Ergolines/lysergamides (e.g., LSD)
- Glaucine
- Partial ergolines (e.g., NDTDI, DEIMDHPCA, DEMPDHPCA, DEMTMPDHPCA, DEMNDHPCA)
- Phenylcyclopropylamines (e.g., DMCPA, TMT)
- Phenyloxazolamines (aminorexes) (e.g., 2C-B-aminorex)
- Pyridopyrroloquinoxalines (e.g., IHCH-7113)
- Z3517967757
- ZC-B
Lysergamides
[edit]No substitutions
[edit]Amide-substituted lysergamides
[edit]- DAL
- DAM (DAM-57)
- DiPLA
- DPL
- EcPLA
- EiPLA
- EPLA (LEP; LEP-57)
- Ergometrine (ergonovine, ergobasine)
- ETFELA
- iPLA
- LA-3Cl-SB (Cl-LSB)
- LAE (LAE-32)
- LAM
- LAMPA
- LAP
- LME (LME-54)
- LMP (LMP-55)
- LPD (LPD-824)
- LSB
- LSD (LSD-25, METH-LAD; lysergide)
- LSD-Pip
- LSDP (DPL)
- LSH (LAH)
- LSM (LSM-775)
- LSP
- LSZ (LA-SS-Az)
- Lysergic acid pyrrolinide (LPN)
- Methylergometrine (methylergonovine, methylergobasine)
- MiPLA
6-Alkyllysergamides
[edit]1-Alkyllysergamides (prodrugs)
[edit]1-Acyllysergamides (prodrugs)
[edit]Others
[edit]Lysergamide bioisosteres
[edit]Others
[edit]- Arylpiperazines (e.g., 2C-B-PP, 2-NP, mCPP, MK-212, ORG-12962, pCPP, pFPP, quipazine, TFMPP)
- Dihydrobenzoxazines (e.g., efavirenz)
- Phenoxyethylamines (e.g., CT-4719, ORG-37684)
- Pyridopyrroloquinoxalines (e.g., IHCH-7113)
- Quinazolinylethylamines (e.g., RH-34)
Structure undisclosed
[edit]Natural sources
[edit]Tryptamines
[edit]- Acacia spp. (e.g., Acacia acuminata, Acacia confusa)
- Ayahuasca and vinho de Jurema (e.g., Psychotria viridis (chacruna), Dipolopterys cabrerana (chaliponga, chacruna), Mimosa tenuiflora (Mimosa hostilis; jurema))
- Brosimum (e.g., Brosimum acutifolium (takini))
- Hallucinogenic snuffs (e.g., Anadenanthera peregrina (yopo, jopo, cohoba, parica, ebene), Anadenanthera colubrina (vilca, cebil))
- Incilius alvarius (Bufo alvarius; Colorado River toad, Sonoran Desert toad; bufo)
- Psilocybin-containing mushrooms (magic mushrooms, shrooms) (e.g., Psilocybe cubensis, Psilocybe mexicana (teonanacatl))
Phenethylamines
[edit]Lysergamides
[edit]- Achnatherum robustum (sleepy grass)
- Epichloë spp.
- Ergot (Claviceps) (e.g., Claviceps purpurea, Claviceps paspali)
- Morning glory (Convolvulaceae) seeds (e.g., Ipomoea tricolor (tlitliltzin, badoh negro; Ipomoea violacea), Ipomoea corymbosa (coaxihuitl, ololiúqui; Rivea Corymbosa, Turbina Corymbosa), Argyreia nervosa (Hawaiian baby woodrose; HBWR))
- Periglandula spp. (e.g., Periglandula ipomoeae, Periglandula clandestina)
See also
[edit]- List of drugs
- List of hallucinogens
- List of entheogens
- List of entactogens
- List of designer drugs
- List of investigational hallucinogens and entactogens
- Psychedelic plants
- PiHKAL and TiHKAL
- List of psychedelic chemists
References
[edit]- ^ Nichols DE (February 2004). "Hallucinogens". Pharmacol Ther. 101 (2): 131–181. doi:10.1016/j.pharmthera.2003.11.002. PMID 14761703.
- ^ Nichols DE (April 2016). "Psychedelics". Pharmacol Rev. 68 (2): 264–355. doi:10.1124/pr.115.011478. PMC 4813425. PMID 26841800.
- ^ Gumpper RH, Nichols DE (October 2024). "Chemistry/structural biology of psychedelic drugs and their receptor(s)". Br J Pharmacol. doi:10.1111/bph.17361. PMID 39354889.
- ^ a b Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
- ^ Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
- ^ Trachsel, D.; Lehmann, D.; Enzensperger, C. (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
- ^ Nichols DE (2018). "Chemistry and Structure-Activity Relationships of Psychedelics". Curr Top Behav Neurosci. 36: 1–43. doi:10.1007/7854_2017_475. PMID 28401524.
- ^ Martin WR, Sloan JW (1970). "Effects of infused tryptamine in man". Psychopharmacologia. 18 (3): 231–237. doi:10.1007/BF00412669. PMID 4922520.