2C-T-21

2C-T-21, also known as 4-(2-fluoroethylthio)-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family.[1][2] It is taken orally.[1][2]

2C-T-21 was first described in the scientific literature by Alexander Shulgin and colleagues in 1991.[3] Shortly after this, Shulgin described 2C-T-21 in greater detail in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1] The drug has been encountered as a novel designer drug.[2]

## Contents

* 1 Use and effects
* 2 Toxicity
* 3 Interactions
* 4 Pharmacology
* 4.1 Pharmacodynamics
* 5 Chemistry
* 5.1 Synthesis
* 5.2 Analogues
* 6 History
* 7 Society and culture
* 7.1 Legal status
* 7.1.1 Canada
* 7.1.2 United States
* 8 See also
* 9 References
* 10 External links

## Use and effects

In his book PiHKAL (Phenethylamines I Have Known And Loved), Alexander Shulgin lists 2C-T-21's dose as 8 to 12 mg orally and its duration as 7 to 10 hours.[1][2] Its onset is described as 15 minutes to 1 hour and peak effects occur after 1 to 2 hours.[1] The effects of 2C-T-21 have been described.[1]

## Toxicity

On March 9, 2004, a 22-year-old quadriplegic man named James Edwards Downs in St. Francisville, Louisiana, consumed an unknown dose of 2C-T-21 by sticking his tongue into a vial of powder he had purchased online. He developed a temperature of 108 °F (42 °C),[4] had a tonic-clonic seizure, and slipped into a coma. Four days later, on March 13, Downs died at Lane Memorial Hospital in Zachary, LA. This death became part of a two-year DEA investigation called Operation Web Tryp which was launched in 2002. On July 22, 2004, the owners of American Chemical Supply were arrested on federal charges relating to distribution of controlled substance analogues and the death of James Edwards Downs. Little is known about the toxicity of 2C-T-21 beyond this incident.

## Interactions

## Pharmacology

### Pharmacodynamics

2C-T-21 shows high affinity for the serotonin 5-HT2A receptor (Ki = 27 nM).[5] It produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.[5]

## Chemistry

### Synthesis

The chemical synthesis of 2C-T-21 has been described.[1]

### Analogues

Analogues of 2C-T-21 include 2C-T-2, 2C-T-21.5, and 2C-T-22, among others.[5][1][6]

## History

2C-T-21 was first described in the scientific literature by Alexander Shulgin and colleagues in a journal article in 1991.[3] Shortly thereafter, it was described in greater detail by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1] The potential applications of 2C-T-21 in psychedelic-assisted psychotherapy were explored by Myron Stolaroff.[7] The drug was encountered as a novel designer drug online in 2014 and in the Netherlands in 2019.[2]

## Society and culture

### Legal status

#### Canada

As of October 31, 2016, 2C-T-21 is a controlled substance (Schedule III) in Canada.[8]

#### United States

2C-T-21 is unscheduled and uncontrolled in the United States,[9] but possession and sales of 2C-T-21 would probably be prosecuted under the Federal Analog Act because of its structural similarities to 2C-T-7 and its known potential to cause death. In the wake of Operation Web Tryp in July 2004, at least one distributor faced charges as a consequence of the death of James Downs from 2C-T-21 overdose.

## See also

* 2C (psychedelics)

## References

1. ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml. https://erowid.org/library/books_online/pihkal/pihkal049.shtml
2. ↑ 2.0 2.1 2.2 2.3 2.4 "2C-T-21" (in ru). https://aipsin.com/newsubstance/704/.
3. ↑ 3.0 3.1 "Central nervous system (CNS) activity of two new psychoactive compounds". Journal of Psychoactive Drugs 23 (1): 95–96. January 1991. doi:10.1080/02791072.1991.10472583. PMID 1941371. https://bibliography.maps.org/resources/download/11956.
4. ↑ "News from DEA, News Releases, 07/22/04". http://www.dea.gov/pubs/pressrel/pr072204.html.
5. ↑ 5.0 5.1 5.2 "Use of the head-twitch response to investigate the structure-activity relationships of 4-thio-substituted 2,5-dimethoxyphenylalkylamines". Psychopharmacology 240 (1): 115–126. January 2023. doi:10.1007/s00213-022-06279-2. PMID 36477925.
6. ↑ (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. 2013. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ.
7. ↑ "Thanatos To Eros, 35 Years of Psychedelic Exploration". Multidisciplinary Association for Psychedelic Studies (MAPS). 1994. http://www.maps.org/index.php?option=com_content&view=article&id=5406.
8. ↑ Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)
9. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026, https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf

## External links

* 2C-T-21 - Isomer Design
* 2C-T-21 - PsychonautWiki
* 2C-T-21 - Erowid
* The Big & Dandy 2C-T-21 Thread - Bluelight
* 2C-T-21 - PiHKAL - Erowid
* 2C-T-21 - PiHKAL - Isomer Design

* v
* t
* e

Psychedelics

Tryptamines|

| No ring subs.|

* CYB004 (deuDMT)
* DALT
* DBT
* DET (T-9)
* DiPT
* DMT
* DMT-d4 (D4DMT)
* DPT
* EiPT
* EPT
* iPALT (ALiPT)
* MALT
* McPT
* MET
* MiPT
* MPT
* NMT
* PALT
* PiPT
* SPL028 (D2-DMT)
* Tryptamine (T)

|

4-Hydroxytryptamines|

* 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-HO-T (4-HT)
* 4-MeO-DMT
* CYB003 (deupsilocin)
* Psilocin (4-HO-DMT; CX-59)

* 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: 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|

* 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|

* 4-HO-5-MeO-DMT
* 5-MeO-2,N,N-TMT
* 5-MeO-DALT
* 5-MeO-DBT
* 5-MeO-DET
* 5-MeO-DiPT
* 5-MeO-DMT (mebufotenin)
* 5-MeO-DMT-d4
* 5-MeO-DPT
* 5-MeO-EiPT
* 5-MeO-MALT
* 5-MeO-MET
* 5-MeO-MiPT
* 5-MeO-MsBT
* 5-MeO-NiPT
* 5-MeO-NMT
* 5-MeO-T-NBOMe
* 5-MeO-T-NB3OMe
* 5-MeO-T (5-MT)
* ASR-3001 (5-MeO-iPALT)
* NB-5-MeO-DALT
* NB-5-MeO-MiPT

Other ring subs.|

* 2,N,N-TMT (2-methyl-DMT)
* 4,N,N-TMT (4-methyl-DMT)
* 5-Bromo-DMT
* 5-Chloro-DMT
* 5-Fluoro-DMT
* 5-Nitro-T (Nitro-I)
* 5-PhO-T (OVT2)
* 5-N,N-TMT (5-methyl-DMT)
* 7,N,N-TMT (7-methyl-DMT)
* 5-MeO-2,N,N-TMT
* 6-Fluoro-DMT
* 6-Hydroxy-DET (6-HO-DET)
* Bretisilocin (GM-2505; 5-fluoro-MET)
* NBoc-DMT (NB-DMT)

α-Alkyltryptamines|

* 4-HO-AMT
* 4-Methyl-AMT
* 5-Fluoro-AMT
* 6-Fluoro-AMT
* AMT (Indopan)
* α-Methylserotonin (5-HO-αMT)
* α,N,N-TMT (α-Me-DMT; Alpha-N)
* N-Hydroxy-AMT

* 5-Methoxy-α-alkyltryptamines: 5-MeO-AET
* 5-MeO-AMT (α,O-DMS; Alpha-O)
* α,N,O-TMS (5-MeO-α,N-DMT)
* α,N,N,O-TeMS (5-MeO-α,N,N-TMT)

Others|

* N-DEAOP-Ts (e.g., N-DEAOP-NET, N-DEAOP-NMT, 5-MeO-N-DEAOP-NMT, 5-MeO-N-DEAOP-NET)

* Structure undisclosed: CT-4201
* EB-002 (EB-373)
* MSP-1014
* MYCO-004

Cyclized|

* 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)

Bioisosteres|

* 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|

| Scalines|

* 2-Bromomescaline
* 4-D (4-trideuteromescaline)
* 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)
* Mescaline (M; 3,4,5-TMPEA)
* Metadifluoromescaline (MDFM)
* Metaescaline (ME)
* Methallylescaline (MAL)
* N-Methylmescaline (M-M)
* Proscaline (P)
* Trichocereine (N,N-dimethylmescaline; MM-M)
* Trifluoroescaline (TFE)
* Trifluoromescaline (TFM)

* Thioscalines: 3-Thioasymbescaline (3-TASB)
* 3-Thioescaline (3-TE)
* 3-Thiomescaline (3-TM)
* 3-Thiometaescaline (3-TME)
* 4-Thioasymbescaline (4-TASB)
* 4-Thioescaline (4-TE)
* 4-Thiomescaline (4-TM)
* 5-Thioasymbescaline (5-TASB)
* Thiobuscaline (TB; 4-TB)
* Thioproscaline (TP; 4-TP)

* Others: 4-Desoxymescaline (desoxy)
* Jimscaline
* Tomscaline

|

2C-x|

* 2C-B
* 2C-Bu
* 2C-C
* 2C-CN
* 2C-CP
* 2C-D
* 2C-E
* 2C-EF
* 2C-F
* 2C-H
* 2C-I
* 2C-iBu
* 2C-iP
* 2C-N
* 2C-P
* 2C-Se
* 2C-Se-TFM
* 2C-tBu
* 2C-TFE
* 2C-TFM
* 2C-YN
* 2C-V

* 2C-T-x: 2C-T
* 2C-T-2
* 2C-T-3 (2C-T-20)
* 2C-T-4
* 2C-T-7
* 2C-T-8
* 2C-T-9
* 2C-T-13
* 2C-T-15
* 2C-T-16
* 2C-T-17
* 2C-T-19
* 2C-T-21
* 2C-T-21.5
* 2C-T-22
* 2C-T-25
* 2C-T-27
* 2C-T-28
* 2C-T-30
* CYB210010 (2C-T-TFM, 2C-T-36)

* 2C-O-x: 2C-O (2,4,5-TMPEA; TMPEA-2)
* 2C-O-4
* 2C-O-22

* Others: 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, 2CT2-2-EtO, ASR-2001 (2CB-5-PrO))

3C-x|

* 3C-AL
* 3C-BZ
* 3C-DFE
* 3C-E
* 3C-FP
* 3C-MAL
* 3C-P
* TMA (3C-M)

DOx|

* DOAM
* DOB
* DOBU
* DOC
* DOEF
* DOET
* DOH (2,5-DMA)
* DOI
* DOIB
* DOIP
* DOM
* DON
* DOPR
* DOTFM
* DOYN

* Aleph-x (DOT-x): Aleph (DOT)
* Aleph-2
* Aleph-4
* Aleph-6
* Aleph-7

* TMA-2 and derivatives (Mxx): MALM
* MEM
* MDFEM
* MFEM
* MIPM
* MMALM
* MPM
* MTFEM
* TMA-2

* Others: DODB
* DODC
* DOM-NBOMe
* DOTMA
* Ganeshas (G-x) (e.g., Ganesha (G, G-0), G-3, G-5)
* MME (TMA2-5-EtO)
* N-Hydroxy-DOM

4C-x|

* 4C-B
* 4C-D (Ariadne)
* 4C-I
* 4C-P (4C-Pr)
* 4C-T-2
* 4C-TFM

Ψ-PEA|

* 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)

MDxx|

* 5-Methyl-MDA
* 6-Methyl-MDA
* DMMDA
* DMMDA-2
* EIDA
* EMDA-2
* IDA
* Lophophine (MMDPEA)
* Lys-MDA
* MDA (tenamfetamine)
* MDHMA (FLEA; MDMOH)
* MDMA (midomafetamine; ecstasy)
* MDOH
* MMDA
* MMDA-2
* MMDA-3a
* MMDA-3b
* MMDMA
* N-t-BOC-MDMA
* (R)-MDMA

FLY|

* 2C-B-FLY
* 2C-B-BUTTERFLY
* 2C-B-DragonFLY
* 2CBFly-NBOMe
* Bromo-DragonFLY
* DOB-FLY
* DOH-FLY
* TFMFly

* Hemi/semi-FLY drugs: 2CB-5-hemiFLY
* DOH-5-hemiFLY (semi-fly; SF)
* DOB-5-hemiFLY (bromo-semi-fly; B-SF)

25x-NB (NBOMes)|

* 25x-NBOMe: 25B-NBOMe
* 25C-NBOMe
* 25CN-NBOMe
* 25D-NBOMe
* 25E-NBOMe
* 25F-NBOMe
* 25G-NBOMe
* 25H-NBOMe
* 25I-NBOMe
* 25iP-NBOMe
* 25N-NBOMe
* 25O-NBOMe
* 25P-NBOMe
* 25T-NBOMe
* 25T2-NBOMe
* 25T4-NBOMe
* 25T7-NBOMe
* 25TFM-NBOMe

* 25x-NBOH: 25B-NBOH
* 25C-NBOH
* 25CN-NBOH
* 25E-NBOH
* 25I-NBOH

* Others: 2,4,6-TMPEA-NBOMe
* 25B-NB (N-benzyl-2C-B)
* 2C-B-AN
* 2C2-NBOMe
* 2CBCB-NBOMe
* 2CBFly-NBOMe
* DOM-NBOMe
* NBOMe-escaline
* NBOMe-mescaline
* TGF-8027

Others|

* 25B-NAcPip
* 2-DM-DOM
* 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: CYB005

Cyclized|

* 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|

* 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): Methysergide (1-methylmethylergonovine; UML-491)
* MLA-74 (1-methyl-LAE)
* MLD-41 (1-methyl-LSD)
* MPD-75 (1-methyl-LPD)
* OML-632 (1-hydroxymethyl-LSD)

* 1-Acyllysergamides (prodrugs): 1-Formyl-LSD
* 1B-LSD
* 1BP-LSD
* 1Bz-LSD
* 1cP-AL-LAD
* 1cP-LSD
* 1cP-MiPLA
* 1D-AL-LAD
* 1D-LSD
* 1DD-LSD
* 1F-LSD
* 1Fe-LSD
* 1H-LSD
* 1P-AL-LAD
* 1P-ETH-LAD
* 1P-LSD
* 1P-MiPLA
* 1S-LSD
* 1SB-LSD (1BS-LSD)
* 1T-AL-LAD
* 1T-LSD
* 1V-LSD
* ALA-10 (1-acetyl-LAE; 1A-LAE)
* ALD-52 (1-acetyl-LSD; 1A-LSD)

* Others: 2,3-Dihydro-LSD
* 12-Hydroxy-LSD
* 12-Methoxy-LSD

* 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|

* 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)

* See also: Hallucinogens
* Entactogens
* Tryptamines
* Phenethylamines
* Ergolines and lysergamides
* Serotonin receptor modulators
* List of psychedelic drugs

* v
* t
* e

Serotonin receptor modulators

5-HT1|

| 5-HT1A|

* Agonists: 8-OH-DPAT
* Adatanserin
* Amphetamine
* Antidepressants (e.g., etoperidone, hydroxynefazodone, nefazodone, trazodone, triazoledione, vilazodone, vortioxetine)
* Atypical antipsychotics (e.g., aripiprazole, asenapine, brexpiprazole, cariprazine, clozapine, lurasidone, quetiapine, ziprasidone)
* Azapirones (e.g., buspirone, eptapirone, gepirone, perospirone, tandospirone)
* Bay R 1531
* Befiradol
* BMY-14802
* Cannabidiol
* Dimemebfe
* Dopamine
* Ebalzotan
* Eltoprazine
* Enciprazine
* Ergolines (e.g., bromocriptine, cabergoline, dihydroergotamine, ergotamine, lisuride, LSD, methylergometrine (methylergonovine), methysergide, pergolide)
* F-11461
* F-12826
* F-13714
* F-14679
* F-15063
* F-15,599
* Flesinoxan
* Flibanserin
* Flumexadol
* Hypidone
* Lesopitron
* LY-293284
* LY-301317
* mCPP
* MKC-242
* Naluzotan
* NBUMP
* Osemozotan
* Oxaflozane
* Pardoprunox
* Piclozotan
* Rauwolscine
* Repinotan
* Roxindole
* RU-24,969
* S-14,506
* S-14671
* S-15535
* Sarizotan
* Serotonin (5-HT)
* SSR-181507
* Sunepitron
* Tryptamines (e.g., 5-CT, 5-MeO-DMT, 5-MT, bufotenin, DMT, indorenate, N-Me-5-HT, psilocin, psilocybin)
* TGBA01AD
* U-92,016-A
* Urapidil
* Vilazodone
* Xaliproden
* Yohimbine

* Antagonists: Atypical antipsychotics (e.g., iloperidone, risperidone, sertindole)
* AV965
* Beta blockers (e.g., alprenolol, carteolol, cyanopindolol, iodocyanopindolol, isamoltane, oxprenolol, penbutolol, pindobind, pindolol, propranolol, tertatolol)
* BMY-7,378
* CSP-2503
* Dotarizine
* Ergolines (e.g., metergoline)
* FCE-24379
* Flopropione
* GR-46611
* Isamoltane
* Lecozotan
* Mefway
* Metitepine (methiothepin)
* MIN-117 (WF-516)
* MPPF
* NAN-190
* Robalzotan
* S-15535
* SB-649,915
* SDZ 216-525
* Spiperone
* Spiramide
* Spiroxatrine
* UH-301
* WAY-100135
* WAY-100635
* Xylamidine

* Unknown/unsorted: Acetryptine
* Carvedilol
* Ergolines (e.g., ergometrine (ergonovine))

5-HT1B|

* Agonists: Anpirtoline
* CGS-12066A
* CP-93129
* CP-94253
* CP-122,288
* CP-135807
* Eltoprazine
* Ergolines (e.g., bromocriptine, dihydroergotamine, ergotamine, methylergometrine (methylergonovine), methysergide, pergolide)
* mCPP
* RU-24,969
* Serotonin (5-HT)
* Triptans (e.g., avitriptan, donitriptan, eletriptan, sumatriptan, zolmitriptan)
* TFMPP
* Tryptamines (e.g., 5-BT, 5-CT, 5-MT, DMT)
* Vortioxetine

* Antagonists: AR-A000002
* Beta blockers (e.g., alprenolol, carteolol, isamoltane, oxprenolol, penbutolol, propranolol, tertatolol)
* Elzasonan
* Ergolines (e.g., metergoline)
* GR-127935
* Isamoltane
* LY-393558
* Metitepine (methiothepin)
* SB-216641
* SB-224289
* SB-236057
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., cabergoline, ergometrine (ergonovine), lisuride)

5-HT1D|

* Agonists: CP-122,288
* CP-135807
* CP-286601
* Ergolines (e.g., bromocriptine, cabergoline, dihydroergotamine, ergotamine, LSD, methysergide)
* Chemistry:GR-46611
* L-694247
* Chemistry:L-772405
* mCPP
* PNU-109291
* PNU-142633
* Serotonin (5-HT)
* TGBA01AD
* Triptans (e.g., almotriptan, avitriptan, donitriptan, [[Chemistry:Eleeletriptan, Frovatriptan|frovatriptan]], naratriptan, rizatriptan, sumatriptan, zolmitriptan)
* Tryptamines (e.g., 5-BT, 5-CT, 5-Et-DMT, 5-MT, 5-(nonyloxy)tryptamine, DMT)

* Antagonists: Alniditan
* BRL-15,572
* Elzasonan
* Ergolines (e.g., metergoline)
* GR-127935
* Ketanserin
* LY-310762
* LY-367642
* LY-393558
* LY-456219
* LY-456220
* Metitepine (methiothepin)
* Mianserin
* Ritanserin
* Yohimbine
* Ziprasidone

* Unknown/unsorted: Acetryptine
* Ergolines (e.g., lisuride, lysergol, pergolide)

5-HT1E|

* Agonists: BRL-54443
* Ergolines (e.g., methysergide)
* Serotonin (5-HT)
* Triptans (e.g., eletriptan)
* Tryptamines (e.g., tryptamine)

* Antagonists: Metitepine (methiothepin)

* Unknown/unsorted: ErgIrindaloneolines (e.g., ergometrine (ergonovine), lysergol, methylergometrine (methylergonovine)

5-HT1F|

* Agonists: BRL-54443
* CP-122,288
* Ergolines (e.g., bromocriptine, lysergol, methylergometrine (methylergonovine) methysergide)
* Lasmiditan
* LY-334370
* Serotonin (5-HT)
* Triptans (e.g., eletriptan, naratriptan, sumatriptan)
* Tryptamines (e.g., 5-MT)

* Antagonists: Metitepine (methiothepin)
* Mianserin

5-HT2|

| 5-HT2A|

* Agonists: 25H/NB series (e.g., 25I-NBF, 25I-NBMD, 25I-NBOH, 25I-NBOMe, 25B-NBOMe, 25C-NBOMe, 25TFM-NBOMe, 2CBCB-NBOMe, 25CN-NBOH, 2CBFly-NBOMe)
* 2Cs (e.g., 2C-B, 2C-E, 2C-I, 2C-T-2, 2C-T-7, 2C-T-21)
* 2C-B-FLY
* 2CB-Ind
* 5-Methoxytryptamines (5-MeO-DET, 5-MeO-DiPT, 5-MeO-DMT, 5-MeO-DPT, 5-MT)
* α-Alkyltryptamines (e.g., 5-Cl-αMT, 5-Fl-αMT, 5-MeO-αET, 5-MeO-αMT, α-Me-5-HT, αET, αMT)
* AL-34662
* AL-37350A
* Bromo-DragonFLY
* Dimemebfe
* DMBMPP
* DOx (e.g., DOB, DOC, DOI, DOM)
* Efavirenz
* Ergolines (e.g., 1P-LSD, ALD-52, bromocriptine, cabergoline, ergine (LSA), ergometrine (ergonovine), ergotamine, lisuride, LA-SS-Az, LSB, LSD, LSD-Pip, LSH, LSP, methylergometrine (methylergonovine), pergolide)
* Flumexadol
* IHCH-7113
* Jimscaline
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* O-4310
* Oxaflozane
* PHA-57378
* PNU-22394
* PNU-181731
* RH-34
* SCHEMBL5334361
* Phenethylamines (e.g., lophophine, mescaline)
* Piperazines (e.g., BZP, quipazine, TFMPP)
* Serotonin (5-HT)
* TCB-2
* TFMFly
* Tryptamines (e.g., 5-BT, 5-CT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)

* Antagonists: 5-I-R91150
* 5-MeO-NBpBrT
* AC-90179
* Adatanserin
* Altanserin
* Antihistamines (e.g., cyproheptadine, hydroxyzine, ketotifen, perlapine)
* AMDA
* Atypical antipsychotics (e.g., amperozide, aripiprazole, asenapine, blonanserin, brexpiprazole, carpipramine, clocapramine, clorotepine, clozapine, fluperlapine, gevotroline, iloperidone, lurasidone, melperone, mosapramine, ocaperidone, olanzapine, paliperidone, quetiapine, risperidone, sertindole, zicronapine, ziprasidone, zotepine)
* Chlorprothixene
* Cinanserin
* CSP-2503
* Deramciclane
* Dotarizine
* Eplivanserin
* Ergolines (e.g., amesergide, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* Fananserin
* Flibanserin
* Glemanserin
* Irindalone
* Ketanserin
* KML-010
* Landipirdine
* LY-393558
* mCPP
* Medifoxamine
* Metitepine (methiothepin)
* MIN-117 (WF-516)
* Naftidrofuryl
* Nantenine
* Nelotanserin
* Opiranserin (VVZ-149)
* Pelanserin
* Phenoxybenzamine
* Pimavanserin
* Pirenperone
* Pizotifen
* Pruvanserin
* Rauwolscine
* Ritanserin
* Roluperidone
* S-14671
* Sarpogrelate
* Serotonin antagonists and reuptake inhibitors (e.g., etoperidone, hydroxynefazodone, lubazodone, mepiprazole, nefazodone, triazoledione, trazodone)
* SR-46349B
* TGBA01AD
* Teniloxazine
* Temanogrel
* Tetracyclic antidepressants (e.g., amoxapine, aptazapine, esmirtazapine, maprotiline, mianserin, mirtazapine)
* Tricyclic antidepressants (e.g., amitriptyline)
* Typical antipsychotics (e.g., chlorpromazine, fluphenazine, haloperidol, loxapine, perphenazine, pimozide, pipamperone, prochlorperazine, setoperone, spiperone, spiramide, thioridazine, thiothixene, trifluoperazine)
* Volinanserin
* Xylamidine
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., dihydroergotamine, nicergoline)

5-HT2B|

* Agonists: 4-Methylaminorex
* Aminorex
* Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine)
* BW-723C86
* DOx (e.g., DOB, DOC, DOI, DOM)
* Ergolines (e.g., cabergoline, dihydroergocryptine, dihydroergotamine, ergotamine, methylergometrine (methylergonovine), methysergide, pergolide)
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* Piperazines (e.g., TFMPP)
* PNU-22394
* Ro60-0175
* Serotonin (5-HT)
* Tryptamines (e.g., 5-BT, 5-CT, 5-MT, α-Me-5-HT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)

* Antagonists: Agomelatine
* Atypical antipsychotics (e.g., amisulpride, aripiprazole, asenapine, brexpiprazole, cariprazine, clozapine, N-desalkylquetiapine (norquetiapine), N-desmethylclozapine (norclozapine), olanzapine, pipamperone, quetiapine, risperidone, ziprasidone)
* Cyproheptadine
* EGIS-7625
* Ergolines (e.g., amesergide, bromocriptine, lisuride, LY-53857, LY-272015, mesulergine)
* Ketanserin
* LY-393558
* mCPP
* Metadoxine
* Metitepine (methiothepin)
* Pirenperone
* Pizotifen
* Propranolol
* PRX-08066
* Rauwolscine
* Ritanserin
* RS-127445
* Sarpogrelate
* SB-200646
* SB-204741
* SB-206553
* SB-215505
* SB-221284
* SB-228357
* SDZ SER-082
* Tegaserod
* Tetracyclic antidepressants (e.g., amoxapine, mianserin, mirtazapine)
* Trazodone
* Typical antipsychotics (e.g., chlorpromazine)
* TIK-301
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., ergometrine (ergonovine))

5-HT2C|

* Agonists: 2Cs (e.g., 2C-B, 2C-E, 2C-I, 2C-T-2, 2C-T-7, 2C-T-21)
* 5-Methoxytryptamines (5-MeO-DET, 5-MeO-DiPT, 5-MeO-DMT, 5-MeO-DPT, 5-MT)
* α-Alkyltryptamines (e.g., 5-Cl-αMT, 5-Fl-αMT, 5-MeO-αET, 5-MeO-αMT, α-Me-5-HT, αET, αMT)
* A-372159
* AL-38022A
* Alstonine
* CP-809101
* Dimemebfe
* DOx (e.g., DOB, DOC, DOI, DOM)
* Ergolines (e.g., ALD-52, cabergoline, dihydroergotamine, ergine (LSA), ergotamine, lisuride, LA-SS-Az, LSB, LSD, LSD-Pip, LSH, LSP, pergolide)
* Flumexadol
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* MK-212
* ORG-12962
* ORG-37684
* Oxaflozane
* PHA-57378
* Phenethylamines (e.g., lophophine, mescaline)
* Piperazines (e.g., aripiprazole, BZP, mCPP, quipazine, TFMPP)
* PNU-22394
* PNU-181731
* Ro60-0175
* Ro60-0213
* Serotonin (5-HT)
* Tryptamines (e.g., 5-BT, 5-CT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)
* Vabicaserin
* WAY-629
* WAY-161503
* YM-348

* Antagonists: Adatanserin
* Agomelatine
* Atypical antipsychotics (e.g., asenapine, clorotepine, clozapine, fluperlapine, iloperidone, melperone, olanzapine, paliperidone, quetiapine, risperidone, sertindole, ziprasidone, zotepine)
* Captodiame
* CEPC
* Cinanserin
* Cyproheptadine
* Deramciclane
* Desmetramadol
* Dotarizine
* Eltoprazine
* Ergolines (e.g., amesergide, bromocriptine, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* Etoperidone
* Fluoxetine
* FR-260010
* Irindalone
* Ketanserin
* Ketotifen
* Latrepirdine (dimebolin)
* Medifoxamine
* Metitepine (methiothepin)
* Nefazodone
* Pirenperone
* Pizotifen
* Propranolol
* Ritanserin
* RS-102221
* S-14671
* SB-200646
* SB-206553
* SB-221284
* SB-228357
* SB-242084
* SB-243213
* SDZ SER-082
* Tedatioxetine
* Tetracyclic antidepressants (e.g., amoxapine, aptazapine, esmirtazapine, maprotiline, mianserin, mirtazapine)
* TIK-301
* Tramadol
* Trazodone
* Tricyclic antidepressants (e.g., amitriptyline, nortriptyline)
* Typical antipsychotics (e.g., chlorpromazine, loxapine, pimozide, pipamperone, thioridazine)
* Xylamidine

* Unknown/unsorted: Efavirenz
* Ergolines (e.g., ergometrine (ergonovine), methylergometrine (methylergonovine))

5-HT3–7|

| 5-HT3|

* Agonists: Alcohols (e.g., butanol, ethanol (alcohol), trichloroethanol)
* m-CPBG
* Phenylbiguanide
* Piperazines (e.g., BZP, mCPP, quipazine)
* RS-56812
* Serotonin (5-HT)
* SR-57227
* SR-57227A
* Tryptamines (e.g., 2-Me-5-HT, 5-CT, bufotenidine (5-HTQ))
* Volatiles/gases (e.g., halothane, isoflurane, toluene, trichloroethane)
* YM-31636

* Antagonists: Alosetron
* Chemistry:Arazasetron
* AS-8112
* Atypical antipsychotics (e.g., clozapine, olanzapine, quetiapine)
* Azasetron
* Batanopride
* Bemesetron (MDL-72222)
* Bupropion
* Cilansetron
* CSP-2503
* Dazopride
* Dolasetron
* Galanolactone
* Granisetron
* Hydroxybupropion
* Lerisetron
* Memantine
* Ondansetron
* Palonosetron
* Ramosetron
* Renzapride
* Ricasetron
* Tedatioxetine
* Tetracyclic antidepressants (e.g., amoxapine, mianserin, mirtazapine)
* Thujone
* Tropanserin
* Tropisetron
* Typical antipsychotics (e.g., loxapine)
* Volatiles/gases (e.g., nitrous oxide, sevoflurane, xenon)
* Vortioxetine
* Zacopride
* Zatosetron

* Unknown/unsorted: LY-53857
* Piperazines (e.g., naphthylpiperazine)

5-HT4|

* Agonists: 5-MT
* BIMU8
* Capeserod
* Cinitapride
* Cisapride
* CJ-033466
* Dazopride
* Metoclopramide
* Minesapride
* Mosapride
* Prucalopride
* PRX-03140
* Renzapride
* RS-67,333
* RS-67,506
* Serotonin (5-HT)
* Tegaserod
* Usmarapride
* Velusetrag
* Zacopride

* Antagonists: GR-113808
* GR-125487
* L-Lysine
* Piboserod
* RS-39604
* RS-67532
* SB-203186
* SB-204070

5-HT5A|

* Agonists: Ergolines (e.g., 2-Br-LSD (BOL-148), ergotamine, LSD)
* Serotonin (5-HT)
* Tryptamines (e.g., 5-CT)
* Valerenic acid

* Antagonists: Asenapine
* Latrepirdine (dimebolin)
* Metitepine (methiothepin)
* Ritanserin
* SB-699551

* Unknown/unsorted: Ergolines (e.g., metergoline, methysergide)
* Piperazines (e.g., naphthylpiperazine)

5-HT6|

* Agonists: Ergolines (e.g., dihydroergocryptine, dihydroergotamine, ergotamine, lisuride, LSD, mesulergine, metergoline, methysergide)
* Hypidone
* Serotonin (5-HT)
* Tryptamines (e.g., 2-Me-5-HT, 5-BT, 5-CT, 5-MT, Bufotenin, E-6801, E-6837, EMD-386088, EMDT, LY-586713, N-Me-5-HT, ST-1936, tryptamine)
* WAY-181187
* WAY-208466

* Antagonists: ABT-354
* Atypical antipsychotics (e.g., aripiprazole, asenapine, clorotepine, clozapine, fluperlapine, iloperidone, olanzapine, tiospirone)
* AVN-101
* AVN-211
* AVN-322
* AVN-397
* BGC20-760
* BVT-5182
* BVT-74316
* Cerlapirdine
* EGIS-12,233
* GW-742457
* Idalopirdine
* Ketanserin
* Landipirdine
* Latrepirdine (dimebolin)
* Masupirdine
* Metitepine (methiothepin)
* MS-245
* PRX-07034
* Ritanserin
* Ro 04-6790
* Ro 63-0563
* SB-258585
* SB-271046
* SB-357134
* SB-399885
* SB-742457
* Tetracyclic antidepressants (e.g., amoxapine, mianserin)
* Tricyclic antidepressants (e.g., amitriptyline, clomipramine, doxepin, nortriptyline)
* Typical antipsychotics (e.g., chlorpromazine, loxapine)

* Unknown/unsorted: Ergolines (e.g., 2-Br-LSD (BOL-148), bromocriptine, lergotrile, pergolide)
* Piperazines (e.g., naphthylpiperazine)

5-HT7|

* Agonists: 8-OH-DPAT
* AS-19
* Bifeprunox
* E-55888
* Ergolines (e.g., LSD)
* LP-12
* LP-44
* LP-211
* RU-24,969
* Sarizotan
* Serotonin (5-HT)
* Triptans (e.g., frovatriptan)
* Tryptamines (e.g., 5-CT, 5-MT, bufotenin, N-Me-5-HT)

* Antagonists: Atypical antipsychotics (e.g., amisulpride, aripiprazole, asenapine, brexpiprazole, clorotepine, clozapine, fluperlapine, olanzapine, risperidone, sertindole, tiospirone, ziprasidone, zotepine)
* Butaclamol
* DR-4485
* EGIS-12,233
* Ergolines (e.g., 2-Br-LSD (BOL-148), amesergide, bromocriptine, cabergoline, dihydroergotamine, ergotamine, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* JNJ-18038683
* Ketanserin
* LY-215,840
* Metitepine (methiothepin)
* Ritanserin
* SB-258719
* SB-258741
* SB-269970
* SB-656104
* SB-656104A
* SB-691673
* SLV-313
* SLV-314
* Spiperone
* Chemistry:SSR-181507
* Tetracyclic antidepressants (e.g., amoxapine, maprotiline, mianserin, mirtazapine)
* Tricyclic antidepressants (e.g., amitriptyline, clomipramine, imipramine)
* Typical antipsychotics (e.g., acetophenazine, chlorpromazine, chlorprothixene, fluphenazine, loxapine, pimozide)
* Vortioxetine

* Unknown/unsorted: Ergolines (e.g., lisuride, pergolide)
* Piperazines (e.g., naphthylpiperazine)

* See also: Receptor/signaling modulators
* Adrenergics
* Dopaminergics
* Melatonergics
* Monoamine reuptake inhibitors and releasing agents
* Monoamine metabolism modulators
* Monoamine neurotoxins

* v
* t
* e

Phenethylamines

Phenethylamines|

* Psychedelics: 25B-NBOMe
* 25C-NBOMe
* 25D-NBOMe
* 25I-NBOMe
* 25N-NBOMe

* 2C-B
* 2C-B-AN
* 2C-Bn
* 2C-Bu
* 2C-C
* 2C-CN
* 2C-CP
* 2C-D
* 2C-E
* 2C-EF
* 2C-F
* 2C-G
* 2C-G-1
* 2C-G-2
* 2C-G-3
* 2C-G-4
* 2C-G-5
* 2C-G-6
* 2C-G-N
* 2C-H
* 2C-I
* 2C-iP
* 2C-N
* 2C-NH2
* 2C-O
* 2C-O-4
* 2C-P
* 2C-Ph
* 2C-SE
* 2C-T
* 2C-T-2
* 2C-T-3
* 2C-T-4
* 2C-T-5
* 2C-T-6
* 2C-T-7
* 2C-T-8
* 2C-T-9
* 2C-T-10
* 2C-T-11
* 2C-T-12
* 2C-T-13
* 2C-T-14
* 2C-T-15
* 2C-T-16
* 2C-T-17
* 2C-T-18
* 2C-T-19
* 2C-T-20
* 2C-T-21
* 2C-T-22
* 2C-T-22.5
* 2C-T-23
* 2C-T-24
* 2C-T-25
* 2C-T-27
* 2C-T-28
* 2C-T-30
* 2C-T-31
* 2C-T-32
* 2C-T-33
* 2C-TFE
* 2C-TFM
* 2C-YN
* 2C-V

* Allylescaline
* DESOXY
* Escaline
* Isoproscaline
* Jimscaline
* Macromerine
* MEPEA
* Mescaline
* Metaescaline
* Methallylescaline
* Proscaline
* Psi-2C-T-4
* TCB-2
Stimulants: Phenylethanolamine
* Hordenine
* Phenethylamine
* α-Methylphenethylamine (amphetamine)
* β-Methylphenethylamine
* m-Methylphenethylamine
* N-Methylphenethylamine
* o-Methylphenethylamine
* p-Methylphenethylamine
* Methylphenidate

* Entactogens: Lophophine
* MDPEA
* MDMPEA
Others: BOH
* DMPEA

Amphetamines|

* Psychedelics: 3C-BZ
* 3C-E
* 3C-P
* Aleph
* Beatrice
* Bromo-DragonFLY
* D-Deprenyl
* DMA
* DMCPA
* DMMDA
* DOB
* DOC
* DOEF
* DOET
* DOI
* DOM
* DON
* DOPR
* DOTFM
* Ganesha
* MMDA
* MMDA-2
* Psi-DOM
* TMA
* TeMA
Stimulants: 2-FA
* 2-FMA
* 3-FA
* 3-FMA
* Acridorex
* Alfetamine
* Amfecloral
* Amfepentorex
* Amphetamine (Dextroamphetamine, Levoamphetamine)
* Amphetaminil
* Benfluorex
* Benzphetamine
* Cathine
* Clobenzorex
* Dimethylamphetamine
* Ephedrine
* Etilamfetamine
* Fencamfamin
* Fencamine
* Fenethylline
* Fenfluramine (Dexfenfluramine, Levofenfluramine)
* Fenproporex
* Flucetorex
* Fludorex
* Formetorex
* Furfenorex
* Gepefrine
* 4-Hydroxyamphetamine
* Iofetamine
* Isopropylamphetamine
* Lefetamine
* Lisdexamfetamine
* Mefenorex
* Metaraminol
* Methamphetamine (Dextromethamphetamine, Levomethamphetamine)
* Methoxyphenamine
* MMA
* Morforex
* Norfenfluramine
* L -Norpseudoephedrine
* N,alpha-Diethylphenylethylamine
* Oxifentorex
* Oxilofrine
* Ortetamine
* PBA
* PCA
* Phenpromethamine
* PFA
* PFMA
* PIA
* PMA
* PMEA
* PMMA
* Phenylpropanolamine
* Pholedrine
* Prenylamine
* Propylamphetamine
* Pseudoephedrine
* Sibutramine
* Tiflorex
* Tranylcypromine
* Xylopropamine
* Zylofuramine
Entactogens: 4-FA
* 4-FMA
* 4-MA
* 4-MMA
* 4-MTA
* 5-APB
* 5-APDB
* 5-EAPB
* 5-IT
* 5-MAPB
* 5-MAPDB
* 6-APB
* 6-APDB
* 6-Chloro-MDMA
* 6-EAPB
* 6-IT
* 6-MAPB
* 6-MAPDB
* EDA
* IAP
* 2,3-MDA
* 3,4-MDA (tenamfetamine)
* MDEA
* MDHMA
* MDMA (midomafetamine)
* MDOH
* Methamnetamine
* MMDMA
* Naphthylaminopropane
* TAP
Others: 3,4-DCA
* Amiflamine
* DiFMDA
* Selegiline (also D -Deprenyl)

Phentermines|

* Stimulants: Chlorphentermine
* Cloforex
* Clortermine
* Etolorex
* Mephentermine
* Pentorex
* Phentermine
Entactogens: MDPH
* MDMPH
Others: Cericlamine

Cathinones|

* Stimulants: 3-FMC
* 4-MC
* 4-BMC
* 4-CMC
* 4-EMC
* 4-FMC
* 4-MEC
* 4-MeMABP
* 4-MPD
* Amfepramone
* Benzedrone
* Brephedrone
* Buphedrone
* Bupropion
* Cathinone
* Dimethylcathinone
* Ethcathinone
* Eutylone
* Hydroxybupropion
* Methcathinone
* Methedrone
* NEB
* N-Ethylhexedrone
* N-Ethylpentedrone
* Pentedrone
* Pentylone
* Radafaxine
Entactogens: 3,4-DMMC
* 3-MMC
* Butylone
* Ethylone
* Methylone
* Methylenedioxycathinone
* Mephedrone

Phenylisobutylamines|

* Entactogens: 4-CAB
* 4-MAB
* Ariadne
* BDB
* Butylone
* EBDB
* Eutylone
* MBDB
Stimulants: Phenylisobutylamine

Phenylalkylpyrrolidines|

* Stimulants: α-PBP
* α-PHP
* α-PPP
* α-PVP
* MDPBP
* MDPPP
* MDPV
* 4-MePBP
* 4-MePHP
* 4-MePPP
* MOPPP
* MOPVP
* MPBP
* MPHP
* MPPP
* Naphyrone
* PEP
* Prolintane
* Pyrovalerone

Catecholamines
(and close relatives) |

* 6-FNE
* 6-OHDA
* a-Me-DA
* a-Me-TRA
* Adrenochrome
* Ciladopa
* D -DOPA (Dextrodopa)
* Dimetofrine
* Dopamine
* Epinephrine
* Epinine
* Etilefrine
* Ethylnorepinephrine
* Fenclonine
* Ibopamine
* Isoprenaline
* Isoetarine
* L -DOPA (Levodopa)
* L -DOPS (Droxidopa)
* L -Phenylalanine
* L -Tyrosine
* m-Tyramine
* Metanephrine
* Metaraminol
* Metaterol
* Metirosine
* Methyldopa
* N,N-Dimethyldopamine
* Nordefrin (Levonordefrin)
* Norepinephrine
* Norfenefrine (m-Octopamine)
* Normetanephrine
* Orciprenaline
* p-Octopamine
* p-Tyramine
* Phenylephrine
* Synephrine

Miscellaneous|

* AL-LAD
* Amidephrine
* Arbutamine
* Cafedrine
* Denopamine
* Desvenlafaxine
* Diphenidine
* Dizocilpine
* Dobutamine
* Dopexamine
* Ephenidine
* Etafedrine
* ETH-LAD
* Famprofazone
* Fluorolintane
* Hexapradol
* IP-LAD
* Lysergic acid amide
* Lysergic acid 2-butyl amide
* Lysergic acid 2,4-dimethylazetidide
* Lysergic acid diethylamide
* Methoxamine
* Methoxphenidine
* MT-45
* PARGY-LAD
* Phenibut
* PRO-LAD
* Pronethalol
* Salbutamol (Levosalbutamol)
* Solriamfetol
* Theodrenaline
* Thiamphenicol
* UWA-101

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Original source: https://en.wikipedia.org/wiki/2C-T-21. Read more

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*[NBOMe]: NB: N-benzyl; OMe: methoxy
*[NBOH]: NB: N-benzyl; OH: hydroxy