Pharmaceutical compound
2C-P , also known as 2,5-dimethoxy-4-propylphenethylamine , is a relatively potent and long-acting psychedelic phenethylamine of the 2C family .
In his book PiHKAL , Shulgin listed 2C-P's dosage range as 6–10 mg and wrote that while most reports with dosages between 6 and 12 mg were favorable, "there was one report of an experience in which a single dosage of 16 mg was clearly an overdose, with the entire experiment labeled a physical disaster, not to be repeated."[ 1] He cautioned readers regarding dosing with 2C-P by commenting that "a consistent observation is that there may not be too much latitude in dosage between that which would be modest, or adequate, and that which would be excessive. The need for individual titration would be most important with this compound."[ 1] 2C-P is one of the most potent compounds in the 2C family of psychedelics, rivaled only by 2C-TFM . A wider dosage range of 1 to 16 mg or more, with a dose estimate of 7 mg, has also been reported.[ 2]
2C-P produces intense hallucinogenic , psychedelic , and entheogenic effects including open eye visualizations and closed-eye visualizations .[ 1] It can have a very slow onset if ingested, and peak effects reportedly do not occur for 3 to 5 hours.[ 1] The peak lasts for five to ten hours, with the overall experience lasting up to 20 hours.
2C drugs like 2C-P are known to be metabolized by the monoamine oxidase (MAO) enzymes MAO-A and MAO-B .[ 3] [ 4] Monoamine oxidase inhibitors (MAOIs) such as phenelzine , tranylcypromine , moclobemide , and selegiline may potentiate the effects of 2C drugs like 2C-P.[ 3] [ 4] [ 5] This may result in overdose and serious toxicity .[ 5] [ 3]
Overdoses and deaths [ edit ]
Unknown (or unreported) dosages taken by teenagers at a Connecticut , US concert in September 2013 caused seven people to require emergency medical help including CPR and defibrillation to resuscitate some of them, with all seven being taken to a hospital and four of those being hospitalized until at least the next day.[ 6] It was reported that none of the overdose victims died[ 7] while CNN 's "OutFront" blog claimed the police called it a "mass casualty event"[ 8] blaming the problems on 2C-P and drugs apparently being sold as "Molly", a common name for MDMA .
Louella Fletcher-Michie, the daughter of actor John Michie , died from a 2C-P overdose in September 2017 at the Bestival festival in Dorset , UK, the first reported death from 2C-P.[ 9] Her boyfriend was found guilty of manslaughter, for giving her the drug and failing to act to help her for over six hours after she overdosed. His conviction for failing to act was quashed in August 2020.[ 10]
2C-P activities
Target
Affinity (Ki , nM)
5-HT1A
110
5-HT1B
ND
5-HT1D
ND
5-HT1E
ND
5-HT1F
ND
5-HT2A
8.1 (Ki ) 90 (EC50 Tooltip half-maximal effective concentration ) 63% (Emax Tooltip maximal efficacy )
5-HT2B
ND (Ki ) 130 (EC50 ) 72% (Emax )
5-HT2C
40 (Ki )ND (EC50 )ND (Emax )
5-HT3
ND
5-HT4
ND
5-HT5A
ND
5-HT6
ND
5-HT7
ND
α1A
3,500
α1B , α1D
ND
α2A
90
α2B , α2C
ND
β1 –β3
ND
D1
8,400
D2
2,300
D3
5,200
D4 , D5
ND
H1
21,000
H2 –H4
ND
M1 –M5
ND
I1
ND
σ1 , σ2
ND
TAAR1 Tooltip Trace amine-associated receptor 1
280 (Ki ) (mouse) 20 (Ki ) (rat) 560 (EC50 ) (mouse) 30 (EC50 ) (rat) 4,200 (EC50 ) (human) 91% (Emax ) (mouse) 84% (Emax ) (rat) 72% (Emax ) (human)
SERT Tooltip Serotonin transporter
19,000 (Ki ) 30,000 (IC50 Tooltip half-maximal inhibitory concentration )ND (EC50 )
NET Tooltip Norepinephrine transporter
18,000 (Ki ) 94,000 (IC50 )ND (EC50 )
DAT Tooltip Dopamine transporter
40,000 (Ki ) 198,000 (IC50 )ND (EC50 )
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: [ 11] [ 12] [ 13]
2C-P acts as an agonist of the serotonin 5-HT2 receptors .[ 12] It also binds to the serotonin 5-HT1A receptor with about 14-fold lower affinity than for the serotonin 5-HT2A receptor .[ 12] The drug shows little or no affinity for the monoamine transporters (MATs) and shows very weak or negligible monoamine reuptake inhibition .[ 12] [ 14] It shows high affinity for the rat trace amine-associated receptor 1 (TAAR1) and lower but still high affinity for the mouse TAAR1.[ 12]
In contrast to many other psychedelics, 2C-P, as well as 2C-C and certain 2C NBOMe analogues , has shown reinforcing effects in rodents.[ 15] [ 14] It produces dose-dependent conditioned place preference (CPP) in mice and self-administration in rats.[ 15] [ 14] These findings suggest that 2C-P may have misuse potential .[ 15] [ 14] The mechanism by which these effects are produced is unknown.[ 14] However, 2C-P was found to decrease dopamine transporter (DAT) expression and to increase DAT phosphorylation in the nucleus accumbens similarly to methamphetamine in rodents.[ 15] [ 14] Decreased DAT expression may result in reduced dopamine reuptake , while DAT phosphorylation is associated with dopamine reverse transport and efflux , in turn increasing extracellular dopamine levels.[ 15] [ 14]
2C-P has also been found to produce neurotoxicity at high doses in rodents, which appears to be mediated via neuroinflammation .[ 14]
The drug only weakly inhibits the monoamine oxidases .[ 16]
2C-P is 2,5-dimethoxy-4-n -propylphenethylamine. The full name of the chemical is 2-(2,5-dimethoxy-4-propylphenyl)ethanamine. The hydrochloride salt is the most common form, normally found as a white powder,[ 17] [unreliable source? ] or white crystals.[ 1]
Alexander Shulgin 's 2C-P crude freebase (soluble in chloroform), after "removal of the solvent under vacuum," was an off-white colored oil which he distilled at 100–110 °C at 40 Pa (0.3 mmHg) (turning it "water white" in color), and it "spontaneously crystallized" upon cooling.
Society and culture [ edit ]
2C-P is not scheduled by the United Nations ' Convention on Psychotropic Substances .
As of October 31, 2016; 2C-P is a controlled substance (Schedule III) in Canada.[ 18]
As of October 2015 2C-P is a controlled substance in China.[ 19]
In Denmark, 2C-P has been added to the list of Schedule B controlled substances.[ 20]
Scheduled in "government decree on psychoactive substances banned from the consumer market".[ 21]
2C-P is an Anlage I controlled drug.
The Riksdag added 2C-P to Narcotic Drugs Punishments Act under swedish schedule I ("substances, plant materials and fungi which normally do not have medical use" ) as of August 16, 2016, published by Medical Products Agency (MPA) in regulation HSLF-FS 2016:80 listed as 2,5-dimetoxi-4-propylfenetylamin.[ 22]
2C-P is a Class A drug in the UK.[ 23]
2C-P was placed into Schedule I (with the DEA Drug Code of 7524) making it illegal to possess, distribute and/or manufacture without a license in the United States by an act of the US Congress on July 9, 2012 when US President Barack Obama signed the Synthetic Drug Abuse Prevention Act of 2012 (SDAPA) .[ 24] The law came into effect on January 4, 2013.[ 25]
In the first episode of the CBS fictional TV drama series Battle Creek , a local police detective is tasked with solving a double murder where an assisting FBI agent claims the victims were operating a clandestine laboratory manufacturing 2C-P.
^ a b c d e f g "Erowid Online Books : "PIHKAL" - #36 2C-P" . erowid.org . Archived from the original on 2015-04-21. Retrieved 2015-04-06 .
^ Luethi D, Liechti ME (October 2018). "Monoamine Transporter and Receptor Interaction Profiles in Vitro Predict Reported Human Doses of Novel Psychoactive Stimulants and Psychedelics" . Int J Neuropsychopharmacol . 21 (10): 926– 931. doi :10.1093/ijnp/pyy047 . PMC 6165951 . PMID 29850881 .
^ a b c Dean BV, Stellpflug SJ, Burnett AM, Engebretsen KM (June 2013). "2C or not 2C: phenethylamine designer drug review" . J Med Toxicol . 9 (2): 172– 178. doi :10.1007/s13181-013-0295-x . PMC 3657019 . PMID 23494844 .
^ a b Theobald DS, Maurer HH (January 2007). "Identification of monoamine oxidase and cytochrome P450 isoenzymes involved in the deamination of phenethylamine-derived designer drugs (2C-series)". Biochem Pharmacol . 73 (2): 287– 297. doi :10.1016/j.bcp.2006.09.022 . PMID 17067556 .
^ a b Halman A, Kong G, Sarris J, Perkins D (January 2024). "Drug-drug interactions involving classic psychedelics: A systematic review" . J Psychopharmacol . 38 (1): 3– 18. doi :10.1177/02698811231211219 . PMC 10851641 . PMID 37982394 .
^ "Four overdose at Quassy Amusement Park concert - WTNH.com Connecticut" . 27 November 2013. Archived from the original on 27 November 2013.
^ "New 'it' drug? Molly's powerful, deadly cousin" . HLN TV. Archived from the original on 2016-03-05. Retrieved 2015-04-06 .
^ "Police: "2C-P" and "Molly" involved in drug overdoses amusement park concert" . cnn.com . Archived from the original on 2016-03-04. Retrieved 2015-04-06 .
^ Siddique, Haroon (5 February 2019). "Party drugs killed TV actor's daughter at music festival, court hears" . The Guardian . Archived from the original on 5 February 2019. Retrieved 5 February 2019 .
^ "Bestival death: Ceon Broughton jailed for manslaughter" . BBC News . March 1, 2019. Archived from the original on September 14, 2019. Retrieved September 3, 2019 .
^ "Kᵢ Database" . PDSP . 1 April 2025. Retrieved 1 April 2025 .
^ a b c d e Rickli A, Luethi D, Reinisch J, Buchy D, Hoener MC, Liechti ME (December 2015). "Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)" (PDF) . Neuropharmacology . 99 : 546– 553. doi :10.1016/j.neuropharm.2015.08.034 . PMID 26318099 .
^ Simmler LD, Buchy D, Chaboz S, Hoener MC, Liechti ME (April 2016). "In Vitro Characterization of Psychoactive Substances at Rat, Mouse, and Human Trace Amine-Associated Receptor 1". J Pharmacol Exp Ther . 357 (1): 134– 144. doi :10.1124/jpet.115.229765 . PMID 26791601 .
^ a b c d e f g h Kim YJ, Ma SX, Hur KH, Lee Y, Ko YH, Lee BR, Kim SK, Sung SJ, Kim KM, Kim HC, Lee SY, Jang CG (April 2021). "New designer phenethylamines 2C-C and 2C-P have abuse potential and induce neurotoxicity in rodents". Arch Toxicol . 95 (4): 1413– 1429. doi :10.1007/s00204-021-02980-x . PMID 33515270 .
^ a b c d e Gil-Martins E, Barbosa DJ, Borges F, Remião F, Silva R (June 2025). "Toxicodynamic insights of 2C and NBOMe drugs - Is there abuse potential?" . Toxicol Rep . 14 : 101890. doi :10.1016/j.toxrep.2025.101890 . PMC 11762925 . PMID 39867514 .
^ Wagmann L, Brandt SD, Stratford A, Maurer HH, Meyer MR (February 2019). "Interactions of phenethylamine-derived psychoactive substances of the 2C-series with human monoamine oxidases". Drug Test Anal . 11 (2): 318– 324. doi :10.1002/dta.2494 . PMID 30188017 .
^ "Erowid 2C-P Vault : Images" . erowid.org . Archived from the original on 2015-04-12. Retrieved 2015-04-06 .
^ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)" . The Government of Canada. April 15, 2016. Archived from the original on 2016-08-31. Retrieved 2017-06-22 .
^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015 .
^ "Bekendtgørelse om euforiserende stoffer - retsinformation.dk" . Archived from the original on 2013-10-04. Retrieved 2013-09-13 .
^ https://finlex.fi/fi/laki/ajantasa/2014/20141130
^ "Gemensamma författningssamlingen avseende hälso- och sjukvård, socialtjänst, läkemedel, folkhälsa m.m." (PDF) . Archived from the original (PDF) on 2017-10-30. Retrieved 2017-04-21 .
^ "Bestival death: Ceon Broughton jailed for manslaughter" . BBC News . BBC. 1 March 2019. Archived from the original on 1 March 2019. Retrieved 1 March 2019 .
^ "Text of S. 3190 (112th): Synthetic Drug Abuse Prevention Act of 2012 (Introduced version) - GovTrack.us" . GovTrack.us . Archived from the original on 2015-04-12. Retrieved 2015-04-06 .
^ "Rules - 2013 > Establishment of Drug Codes for 26 Substances" . Archived from the original on 2015-03-22. Retrieved 2015-04-06 .
No ring subs. 4-Hydroxytryptamines 5-Hydroxytryptamines 5-Methoxytryptamines Other ring subs.
2,N ,N -TMT
4,N ,N -TMT
5-Bromo-DMT
5-N ,N -TMT
7,N ,N -TMT
5-Fluoro-DMT
5-Me-MiPT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
6-Fluoro-DMT
α-Alkyltryptamines Others
Ergolines /lysergamides (e.g., LSD )
Harmala alkaloids and β-carbolines (e.g., harmaline )
Iboga alkaloids (e.g., 18-MAC , 18-MC , coronaridine , ibogaine , ibogamine , ME-18-MC , noribogaine , tabernanthine , voacangine )
Ibogalogs (e.g., ibogainalog )
Partial ergolines (e.g., NDTDI , RU-28306 , DEIMDHPCA , 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 )
Others: 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)
(e.g., BOB , BOD )
(e.g., HOT-2 , HOT-7 , HOT-17 )
N -Ethyl-2C-B
(e.g., 2CD-2-ETO , 2CD-5-ETO , 2CE-5-ETO , 2CE-5iPrO , 2CT2-5-ETO )
(NBOMes and related) Others
2-TOET
2-TOM
4-HA
5-TOET
5-TOM
Benzofurans (e.g., F-2 , F-22 )
Benzothiophenes (e.g., 5-APBT , 6-APBT )
DMAs (e.g., 2,4-DMA , 3,4-DMA )
Fenfluramine
MMA (3-MeO-4-MA)
Norfenfluramine
(e.g., 25D-NM-NDEAOP , DOB-NDEPA , DOI-NDEPA , DOM-NDEPA , DOTFM-NDEPA , M-NDEPA , TMA-2-NDEPA )
PMA (4-MA)
(e.g., TMA-3 , TMA-4 , TMA-5 , TMA-6 )
TOMSO
ZDCM-04
1-Aminomethylindanes (e.g., 2CB-Ind , jimscaline )
2-Aminoindanes (e.g., DOM-AI )
2-Aminotetralins (e.g., DOM-AT )
3-Phenylpiperidines (e.g., LPH-5 , LPH-48 )
Benzazepines (e.g., lorcaserin )
Benzocyclobutenes (e.g., 2CBCB-NBOMe , TCB-2 , tomscaline )
DMBMPP (juncosamine)
Ergolines /lysergamides (e.g., LSD )
Glaucine
IHCH-7113
Partial ergolines (e.g., NDTDI , DEIMDHPCA , DEMPDHPCA , DEMTMPDHPCA , DEMNDHPCA )
Phenylcyclopropylamines (e.g., DMCPA , TMT )
Phenylmorpholines (phenmetrazines) (e.g., 2C-B-morpholine )
Phenyloxazolamines (aminorexes ) (e.g., 2C-B-aminorex )
Z3517967757
ZC-B
Others
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-11,461
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
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
5-HT1D
Agonists: CP-122,288
CP-135807
CP-286601
Ergolines (e.g., bromocriptine , cabergoline , dihydroergotamine , ergotamine , LSD , methysergide )
GR-46611
L-694247
L-772405
mCPP
PNU-109291
PNU-142633
Serotonin (5-HT)
TGBA01AD
Triptans (e.g., almotriptan , avitriptan , donitriptan , eletriptan , frovatriptan , naratriptan , rizatriptan , sumatriptan , zolmitriptan )
Tryptamines (e.g., 5-BT , 5-CT , 5-Et-DMT , 5-MT , 5-(nonyloxy)tryptamine , DMT )
5-HT1E
5-HT1F
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
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
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
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
Anpirtoline
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
5-HT4
5-HT5A
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 )
5-HT7
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
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
TAAR1 Tooltip Trace amine-associated receptor 1
TAAR5 Tooltip Trace amine-associated receptor 5
Notes: (1) TAAR1 activity of ligands varies significantly between species. Some agents that are TAAR1 ligands in some species are not in other species. This navbox includes all TAAR1 ligands regardless of species. (2) See the individual pages for references, as well as the List of trace amines , TAAR , and TAAR1 pages. See also: Receptor/signaling modulators
Phenethylamines Amphetamines Phentermines Cathinones Phenylisobutylamines (and further-extended) Catecholamines (and close relatives) Cyclized phenethylamines
Phenylalkylpyrrolidines 2-Benzylpiperidines (phenidates ) Phenylmorpholines (phenmetrazines) Phenyloxazolamines (aminorexes) Isoquinolines andtetrahydroisoquinolines 2-Aminoindanes 2-Aminotetralins Others / unsorted
1-Aminomethylindanes (e.g., 2CB-Ind , AMMI , jimscaline )
2-ADN
2-Benzhydrylpyrrolidine
3-Benzhydrylmorpholine
3-Phenylpiperidines (e.g., 3-phenylpiperidine , OSU-6162 (PNU-96391) , LPH-5 , LPH-48 )
6-AB
AL-1095
Benzazepines (e.g., fenoldopam , lorcaserin , SCHEMBL5334361 )
Benzocyclobutenes (e.g., 2CBCB-NBOMe , S33005 , TCB-2 , tomscaline )
Butyltolylquinuclidine
Cypenamine (trans -2-phenylcyclopentylamine)
Diphenidine
Diphenylprolinol
DMBMPP
Ergolines (e.g., LSD )
GYKI-52895
HDMP-29
Ivabradine
Lumateperone and analogues (e.g., IHCH-7079 , IHCH-7086 , IHCH-7113 , ITI-1549 )
Methoxphenidine
Methylmorphenate
Milnacipran
MT-45
2-Naphthylamine
Org 6582
Partial ergolines (e.g., NDTDI , RU-27849 , DEIMDHPCA , DEMPDHPCA , RU-27251 )
PF-592,379
Phenylcyclopropylamines (e.g., DMCPA , TMT , tranylcypromine )
Tricyclics (e.g., benzoctamine , dizocilpine )
Z3517967757
ZC-B
Related compounds
2-Furylethylamine
2-Pyrrolylethylamine
3-Pyrrolylethylamine
3-Pyrrolylpropylamine
2-Tetrahydrofurylethylamine
4-Benzylpiperidine
7-AB
Alkylamines (e.g., 1,3-DMBA Tooltip 1,3-dimethylbutylamine , 1,4-DMAA Tooltip 1,4-dimethylamylamine , heptaminol , iproheptine , isometheptene , methylhexanamine/1,3-DMAA , octodrine , oenethyl , tuaminoheptane )
Benzylamines (e.g., benzylamine , α-methylbenzylamine , MDM1EA , ALPHA , M-ALPHA , pargyline )
Benzylpiperazines (e.g., benzylpiperazine , MDBZP , fipexide )
Cyclohexylaminopropanes (e.g., propylhexedrine , norpropylhexedrine )
Cyclopentylaminopropanes (e.g., isocyclamine , cyclopentamine )
Phenylalkenylamines (e.g., phenylbutenamine )
Phenylalkynylamines (e.g., phenylbutynamine )
Phenylpiperazines (e.g., 1-phenylpiperazine , mCPP Tooltip meta-chlorophenylpiperazine , TFMPP Tooltip trifluoromethylphenylpiperazine , oMPP Tooltip ortho-methylphenylpiperazine , pFPP Tooltip para-fluorophenylpiperazine , pMeOPP Tooltip para-methoxyphenylpiperazine )
Phenylpropylamines (e.g., phenylpropylamine , homo-MDA , homo-MDMA )
Thienylaminopropanes (thiopropamines) (e.g., thiopropamine , methiopropamine , thiothinone )