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List of psychedelic drugs

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This is a list of psychedelic drugs, also known as serotonergic psychedelics or classical hallucinogens. These drugs act specifically as serotonin 5-HT2A receptor agonists. They belong to three major structural families, including the tryptamines, phenethylamines, and lysergamides, although exceptions exist.

{{Tooltip|Tryptamines|2-Indolylethylamines}}

Main article: Substituted tryptamine

No ring substitutions

  • 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-Hydroxytryptamines

Main article: Substituted 4-hydroxytryptamine

4-Phosphoryloxytryptamines

  • Aeruginascin (4-PO-TMT)
  • Baeocystin (4-PO-NMT)
  • Ethocybin (4-PO-DET; CEY-19)
  • Norbaeocystin (4-PO-T)
  • Psilocybin (4-PO-DMT; CY-39)

4-Acyloxytryptamines

5-Hydroxytryptamines

Main article: Substituted 5-hydroxytryptamine

  • 5-HO-MET
  • Bufotenin (5-HO-DMT)
  • Serotonin (5-HT; 5-HO-T)

5-Acyloxytryptamines

  • O-Acetylbufotenine (5-AcO-DMT)
  • O-Pivalylbufotenine (5-t-BuCO-DMT)

5-Methoxytryptamines

Main article: Substituted 5-methoxytryptamine

Other ring substitutions

α-Alkyltryptamines

Main article: Substituted α-alkyltryptamine

5-Methoxy-α-alkyltryptamines

Others

Structure undisclosed

  • CT-4201
  • EB-002 (EB-373)
  • MSP-1014
  • MYCO-004

{{Tooltip|Cyclized tryptamines|Side chain-cyclized tryptamines}}

Main article: Cyclized tryptamine

  • 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)

{{Tooltip|Tryptamine bioisosteres|Tryptamine relatives with the indole ring system replaced with similar ring systems}}

Main article: Substituted tryptamine#Related compounds

  • 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)

{{Tooltip|Phenethylamines|2-Phenylethylamines (including α-alkylphenethylamines like amphetamines)}}

Main article: Substituted phenethylamine

Main article: Scaline

  • 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

{{Tooltip|2C-x|4-Substituted 2,5-dimethoxyphenethylamines}}

Main article: 2C (psychedelics)

2C-T-x

2C-O-x

Others

{{Tooltip|3C-x|4-Substituted 3,5-dimethoxyamphetamines (but primarily 4-alkoxy-substituted)}}

Main article: 3C (psychedelics)

{{Tooltip|DOx|4-Substituted 2,5-dimethoxyamphetamines}}

Main article: DOx (psychedelics)

Aleph-x (DOT-x)

  • Aleph (DOT)
  • Aleph-2
  • Aleph-4
  • Aleph-6
  • Aleph-7

TMA-2 and derivatives (Mxx)

Others

  • DODB
  • DODC
  • DOM-NBOMe
  • DOTMA
  • Ganeshas (G-x) (e.g., Ganesha (G, G-0), G-3, G-5)
  • N-Hydroxy-DOM

{{Tooltip|4C-x|4-Substituted 2,5-dimethoxy-α-ethylphenethylamines}}

Main article: 4C (psychedelics)

{{Tooltip|Ψ-PEA|4-Substituted 2,6-dimethoxyphenethylamines}}

Main article: Ψ-PEA (psychedelics)

  • 2,4,6-TMPEA-NBOMe
  • Ψ-2C-DFMO (ψ-2C-O-35)
  • Ψ-2C-T-4
  • Ψ-DODFMO
  • Ψ-DOM
  • TMA-6 (Ψ-TMA-2)

{{Tooltip|MDxx|3,4- or 2,3-Methylenedioxyphenethylamines}}

Main article: Substituted methylenedioxyphenethylamine

{{Tooltip|FLY|4-Substituted 2,3- and/or 5,6-furan-/pyran-substituted phenethylamines (mostly benzodifurans)}}

Main article: FLY (psychedelics)

Hemi/semi-FLY drugs

  • 2CB-5-hemiFLY
  • DOH-5-hemiFLY (semi-fly; SF)
  • DOB-5-hemiFLY (bromo-semi-fly; B-SF)

{{Tooltip|25x-NB (NBOMes)|N-Benzyl-2,5-dimethoxyphenethylamines (and other N-benzylphenethylamines)}}

Main article: 25-NB (psychedelics)

25x-NBOMe

25x-NBOH

Others

Others

Structure undisclosed

  • CYB005

{{Tooltip|Cyclized phenethylamines|Side chain-cyclized phenethylamines}}

Main article: Cyclized phenethylamine

  • 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

{{Tooltip|Lysergamides|Lysergic acid amides or 6-methyl-9,10-didehydro-8-carboxamidoergolines}}

Main article: Substituted lysergamide

No substitutions

  • Ergine (LSA, LA-111)
  • Isoergine (iso-LSA, iso-LA)

Amide-substituted lysergamides

  • 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

  • BU-LAD
  • CE-LAD (CHLORETH-LAD)
  • CPM-LAD
  • CYP-LAD (TRALA-22)
  • ETH-LAD
  • FLUORETH-LAD (FE-LAD)
  • FP-LAD
  • IP-LAD
  • NBOMe-LAD
  • PARGY-LAD
  • PRO-LAD

1-Alkyllysergamides (prodrugs)

1-Acyllysergamides (prodrugs)

Others

Lysergamide bioisosteres

  • JRT (isoindole-LSD)

Others

  • 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

  • BMB-202
  • EGX-A
  • EGX-B
  • HBL20016
  • Lucid-PSYCH (Lucid-201)
  • MSP-4018
  • MSP-4019
  • MSP-4020

Natural sources

Main article: List of psychoactive plants, fungi, and animals

Tryptamines

  • 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

  • Pachycereus pringlei (saguesa, elephant cactus, cardon)
  • Peyote (Lophophora williamsii; peyotl)
  • Echinopsis cacti (e.g., San Pedro, Peruvian torch)

Lysergamides

  • 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)

References

References

  1. (February 2004). "Hallucinogens". Pharmacol Ther.
  2. (April 2016). "Psychedelics". Pharmacol Rev.
  3. (October 2024). "Chemistry/structural biology of psychedelic drugs and their receptor(s)". Br J Pharmacol.
  4. {{CiteTiHKAL
  5. {{CitePiHKAL
  6. (2013). "Phenethylamine: von der Struktur zur Funktion". Nachtschatten-Verlag.
  7. (2018). "Chemistry and Structure-Activity Relationships of Psychedelics". Curr Top Behav Neurosci.
  8. (1970). "Effects of infused tryptamine in man". Psychopharmacologia.
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