Chemical compound
Pharmaceutical compound
Dipropyltryptamine (DPT ), also known as N ,N -dipropyltryptamine or as "The Light ", is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT).[ 1] [ 3] It is taken orally or by other routes .[ 1]
The drug acts as a serotonin receptor modulator , including as a serotonin 5-HT2A receptor agonist .[ 4] [ 5] [ 6] [ 7] [ 8] It is a close structural homologue of DMT and diethyltryptamine (DET).[ 1] Derivatives of DPT include 4-HO-DPT and 5-MeO-DPT , among others.[ 1]
DPT was first described in the literature by 1959.[ 9] [ 10] [ 11] It was encountered as a novel designer drug by 1968[ 12] and was reported as a possible treatment for alcoholism in 1973.[ 2] [ 3] [ 13] The drug is the sacrament of the Temple of the True Inner Light , a New York City -based religious group.[ 1] [ 14] [ 15]
In his book TiHKAL (Tryptamines I Have Known and Loved ), Alexander Shulgin lists DPT's dose range as 100 to 250 mg orally and its duration as 2 to 4 hours.[ 1] [ 2] A 500 mg dose was also reported, which was described as "exhausting" and as lasting 12 hours.[ 1] The onset and time to peak effects were not given, but it was implied to have a fast onset.[ 1] In addition to oral administration, DPT has been assessed by smoking at a dose of 100 mg, by intramuscular injection at low doses of 15 to 30 mg, moderate doses of 30 to 70 mg, and "peak experience" doses of 75 to 125 mg, and by intravenous injection at 12 to 36 mg.[ 1] [ 16]
The effects of DPT have been reported to include visuals , being intensely visual at high doses, changes in time perception , feeling like one is in a different place like on a mountain in clouds or in a big castle, enhanced recall of memories and experiences, enhanced emotional expressiveness and self-exploration, entity encounters , and religious feelings.[ 1] [ 17] [ 13] Other effects included trouble talking, feeling uncomfortable, nervousness , feeling light, and body rush.[ 1] Given at a high dose intravenously, it was described as every bit as powerful as a psychedelic as DMT.[ 1] According to one account however, DPT and DMT, despite their chemical similarity, "reveal completely different worlds".[ 17]
Other reports have stated effects of DPT including visual and auditory hallucinations , increased color intensity, flashes of light and sparkles, apparitions of faces, increased music appreciation, ego dissolution , stimulation , euphoria , relaxation , paranoia , psychosis , anxiety , nausea , dizziness , muscle tremors , and increased heart rate , among others.[ 2] Its duration is described as much shorter than those of certain other psychedelics like LSD, which can be advantageous in a clinical setting.[ 18] [ 19] [ 20] However, it is also said to have a rapid onset that can be psychologically overwhelming.[ 18] [ 20]
Although tryptamines such as psilocybin and dimethyltryptamine (DMT) have relatively well‐characterized safety , synthetic analogues like DPT lack thorough toxicological evaluation and are mainly associated with anecdotal reports of intoxication and a few cases of fatal outcomes when used recreationally.[ 21] The pharmacological similarity of DPT to DMT suggests a generally low intrinsic toxicity at controlled doses but a pronounced risk of acute adverse reactions, including agitation , tachycardia , hyperthermia , and serotonergic crisis , particularly in combination with monoamine oxidase inhibitors or other serotonergic substances.[ 21]
A meta-analysis of tryptamine psychedelics have further demonstrated cognitive effects through serotonin 5-HT2A receptor modulation but have not identified persistent neurotoxicity .[ 22] The main safety concerns are acute psychophysiological and behavioral disturbances rather than long‐term organ toxicity. Overall, DPT is a potent, short‐acting serotonergic hallucinogen with limited safety data and a toxicity profile comparable to related tryptamines such as DMT and 5-MeO-DMT .[ 21] [ 22]
DPT activities
Target
Affinity (Ki , nM)
Species
5-HT1A
31.8–1,641 (Ki ) 274–>10,000 (EC50 Tooltip half-maximal effective concentration ) 99% (Emax Tooltip maximal efficacy )
Human Human Human
5-HT1B
854–8,081 (Ki ) 1,210 (EC50 )
Human Human
5-HT1D
619
Human
5-HT1E
2,338
Human
5-HT2A
3.0–2,579 (Ki ) 26.1–943a (EC50 ) 85a –97% (Emax )
Human Human Human
5-HT2B
42
Human
5-HT2C
281–3,500 (Ki ) 444a (EC50 ) 93%a (Emax )
Human Human Human
5-HT3
>10,000
Human
5-HT4
ND
ND
5-HT5A
4,373
Human
5-HT6
4,543
Human
5-HT7
284
Human
D1
>10,000
Human
D2
9,249
Human
D3
1,361
Human
D4
2,014
Human
D5
>10,000
Human
α1A
881
Human
α1B
443
Human
α1D
ND
ND
α2A
458
Human
α2B
339
Human
α2C
514
Human
β1 –β2
>10,000
Human
H1
125
Human
H2 –H4
>10,000
Human
M1 –M5
>10,000
Human
I1
340
Human
σ1
397
Human
σ2
2,917
Human
SERT Tooltip Serotonin transporter
157–480 (Ki ) 157–23,000 (IC50 Tooltip half-maximal inhibitory concentration ) >100,000 (EC50 )
Human Human Rat
NET Tooltip Norepinephrine transporter
>10,000 (Ki ) 2,900–3,202 (IC50 ) >100,000 (EC50 )
Human Human Rat
DAT Tooltip Dopamine transporter
1,500 (Ki ) 2,218–9,100 (IC50 ) >100,000 (EC50 )
Human Human Rat
Notes: The smaller the value, the more avidly the drug binds to the site. Footnotes: a = Stimulation of IP1 Tooltip inositol phosphate formation. Refs: [ 4] [ 5] [ 6] [ 7] [ 8] [ 23] [ 24]
DPT produces the head-twitch response , a behavioral proxy of psychedelic -like effects, in rodents.[ 16] [ 25] Studies on rodents have found that the effectiveness with which a selective 5-HT2A receptor antagonist blocks the behavioral actions of DPT strongly suggests that the 5-HT2A receptor is an important site of action for the drug, but the modulatory actions of a serotonin 5-HT1A receptor antagonist also imply a serotonin 5-HT1A receptor-mediated component to the actions of DPT.[ 25]
DPT HCl Powder DPT hydrochloride powder.
DPT, also known as N ,N -dipropyltryptamine, is a substituted tryptamine related to dimethyltryptamine (DMT).[ 1] It is found either as a crystalline hydrochloride salt or as an oily or crystalline base . The drug is synthetic and has not been found to occur endogenously .[ 17]
DPT changes Ehrlich's reagent violet and causes the marquis reagent to turn yellow.[ 26]
The chemical synthesis of DPT has been described.[ 1]
Analogues of DPT include dimethyltryptamine (DMT), diethyltryptamine (DET), diisopropyltryptamine (DiPT), diallyltryptamine (DALT), methylethyltryptamine (MET), methylpropyltryptamine (MPT), ethylpropyltryptamine (EPT), propylisopropyltryptamine (PiPT), 4-HO-DPT , 5-HO-DPT , and 5-MeO-DPT , among others.[ 1]
DPT was first described in the scientific literature by 1959.[ 9] [ 10] [ 11] Use of DPT as a designer drug has been documented by law enforcement officials since as early as 1968.[ 12] It was described as a treatment for alcoholism by Stanislav Grof and colleagues in 1973.[ 3] [ 2] [ 13] [ 27] It was also studied for treatment of anxiety associated with terminal cancer in the late 1970s.[ 27] However, it was not further studied for such purposes after 1980.[ 28]
Society and culture [ edit ]
DPT is used as a religious sacrament by the Temple of the True Inner Light , a New York City offshoot of the Native American Church .[ 1] The Temple believes DPT and other entheogens are physical manifestations of God .[ 1] [ 29]
DPT is illegal in Sweden as of 26 January 2016.[ 30]
DPT is a Class A drug in the United Kingdom, making it illegal to possess or distribute.
DPT is not scheduled at the federal level in the United States,[ 31] but it could be considered an analog of 5-MeO-DiPT , DMT , or DET , in which case purchase, sale, or possession could be prosecuted under the Federal Analogue Act .
"DPT (N,N-Dipropyltryptamine)" is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess in Florida.[ 32]
DPT is a Schedule I controlled substance in the state of Maine making it illegal to buy, sell, or possess in Maine.
Fragile X syndrome [ edit ]
DPT has been found to completely prevent audiogenic seizures in mouse models of fragile X syndrome (FXS) at a 10 mg/kg dose, with its mechanism of action appearing to be independent of serotonin and sigma σ1 receptor activation.[ 33] While DPT is an agonist at several serotonin receptors in vitro , its anticonvulsant effects were not blocked by selective serotonin 5-HT2A , 5-HT1A , or 5-HT1B receptor antagonists nor by a selective sigma σ1 receptor antagonist in vivo .[ 33] The drug's beneficial effects may be mediated by non-serotonergic pathways, possibly involving direct auditory processing modulation.[ 33] At higher doses, DPT switched from anticonvulsant to proconvulsant action, indicating complex interactions.[ 33]
^ a b c d e f g h i j k l m n o p q r s t u Shulgin A , Shulgin A (September 1997). TiHKAL: The Continuation . Berkeley, California : Transform Press . ISBN 0-9630096-9-9 . OCLC 38503252 .
^ a b c d e Tittarelli R, Mannocchi G, Pantano F, Romolo FS (January 2015). "Recreational use, analysis and toxicity of tryptamines" . Curr Neuropharmacol . 13 (1): 26– 46. doi :10.2174/1570159X13666141210222409 . PMC 4462041 . PMID 26074742 . Dipropyl-tryptamine (DPT) was firstly synthesized in the 1950s [34], but it was firstly reported for use in the scientific literature only in 1973 [35], as an adjunct in psychotherapy of alcoholics. It is found either as its crystalline hydrochloride salt or as an oily or crystalline base and, as DET, it has not been found to occur naturally. There are few peer-reviewed experimental studies that try to explain the ways of interaction among DPT and serotonin receptors: Nagai revealed a strong inhibition of 5-HT reuptake in rat synaptosomes [16], and Thiagaraj also observed a moderate affinity partial agonism at the human 5-HT1A receptor [34]. Experiences related to DPT assumption are mostly psychedelic sensations, such as an increase of music and colors intensity, the vision of pleasant flashes of light and sparkles, a complete ego loss, and apparitions of faces. The dosage of DPT, for oral administration, is 100-250 mg and the duration of the psychoactive effects varies from 2 to 4 hours.
^ a b c Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP, Huestis MA (December 2020). "Toxicology and Analysis of Psychoactive Tryptamines" . Int J Mol Sci . 21 (23): 9279. doi :10.3390/ijms21239279 . PMC 7730282 . PMID 33291798 .
^ a b Ray TS (February 2010). "Psychedelics and the human receptorome" . PLOS ONE . 5 (2) e9019. Bibcode :2010PLoSO...5.9019R . doi :10.1371/journal.pone.0009019 . PMC 2814854 . PMID 20126400 .
^ a b Kozell LB, Eshleman AJ, Swanson TL, Bloom SH, Wolfrum KM, Schmachtenberg JL, et al. (April 2023). "Pharmacologic Activity of Substituted Tryptamines at 5-Hydroxytryptamine (5-HT)2A Receptor (5-HT2A R), 5-HT2C R, 5-HT1A R, and Serotonin Transporter" . The Journal of Pharmacology and Experimental Therapeutics . 385 (1): 62– 75. doi :10.1124/jpet.122.001454 . PMC 10029822 . PMID 36669875 .
^ a b Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB (October 2014). "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes" . Psychopharmacology . 231 (21): 4135– 4144. doi :10.1007/s00213-014-3557-7 . PMC 4194234 . PMID 24800892 .
^ a b Nagai F, Nonaka R, Satoh Hisashi Kamimura K (March 2007). "The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain". European Journal of Pharmacology . 559 (2– 3): 132– 137. doi :10.1016/j.ejphar.2006年11月07日5 . PMID 17223101 .
^ a b Nelson DL, Lucaites VL, Audia JE, Nissen JS, Wainscott DB (June 1993). "Species differences in the pharmacology of the 5-hydroxytryptamine2 receptor: structurally specific differentiation by ergolines and tryptamines" . The Journal of Pharmacology and Experimental Therapeutics . 265 (3): 1272– 1279. doi :10.1016/S0022-3565(25)38269-8 . PMID 8510008 . Retrieved 11 December 2024 .
^ a b Barlow RB, Khan I (December 1959). "The use of the guinea-pig ileum preparation for testing the activity of substances which imitate or antagonize the actions of 5-hydroxytryptamine and tryptamine" . British Journal of Pharmacology and Chemotherapy . 14 (4): 553– 558. doi :10.1111/j.1476-5381.1959.tb00963.x . PMC 1481908 . PMID 13796840 .
^ a b Barlow RB, Khan I (June 1959). "Actions of some analogues of 5-hydroxytryptamine on the isolated rat uterus and the rat fundus strip preparations" . British Journal of Pharmacology and Chemotherapy . 14 (2): 265– 272. doi :10.1111/j.1476-5381.1959.tb01397.x . PMC 1481803 . PMID 13662587 .
^ a b Vane JR (March 1959). "The relative activities of some tryptamine analogues on the isolated rat stomach strip preparation" . British Journal of Pharmacology and Chemotherapy . 14 (1): 87– 98. doi :10.1111/j.1476-5381.1959.tb00933.x . PMC 1481817 . PMID 13651584 .
^ a b "Microgram Journal Volume One No. 7" (PDF) . Microgram Journal . One (Seven). U.S DOJ , Bureau of Narcotics and Dangerous Drugs : 23. April 1968 [1968]. Retrieved 5 April 2021 .
^ a b c Soskin RA, Grof S, Richards WA (June 1973). "Low doses of Dipropyltryptamine in psychotherapy". Arch Gen Psychiatry . 28 (6): 817– 821. doi :10.1001/archpsyc.1973.01750360047006 . PMID 4575167 .
^ Jim DeKorne (26 July 2011). Psychedelic Shamanism, Updated Edition: The Cultivation, Preparation, and Shamanic Use of Psychotropic Plants . North Atlantic Books. p. 81. ISBN 978-1-58394-290-1 .
^ Kaplan E (October 1987). "Still hippies, after all these years" . Spy Magazine (October 1987): 61.
^ a b Halberstadt AL, Chatha M, Klein AK, Wallach J, Brandt SD (May 2020). "Correlation between the potency of hallucinogens in the mouse head-twitch response assay and their behavioral and subjective effects in other species" (PDF) . Neuropharmacology . 167 107933. doi :10.1016/j.neuropharm.2019.107933 . PMC 9191653 . PMID 31917152 . Table 4 Human potency data for selected hallucinogens. [...]
^ a b c Pinchbeck D (2003). Breaking Open The Head: A Psychedelic Journey Into the Heart of Contemporary Shamanism . Broadway Books. pp. 262– 263, 265, 272, 275– 278. ISBN 978-0-7679-0743-9 .
^ a b Dutta V (2012). "Repression of death consciousness and the psychedelic trip" . J Cancer Res Ther . 8 (3): 336– 342. doi :10.4103/0973-1482.103509 . PMID 23174711 . Dipropyltryptamine (DPT), another psychedelic was also examined in two cancer studies in lieu of the LSD, since its properties were similar to LSD but was less time consuming.[38] It took about 1 1⁄2 to 6 hours to act, and its effects too wore off easily unlike the LSD that demanded a considerable amount of time. Post-therapeutically DPT's benefits would mimic LSD. It was suggested to be a better alternative than LSD, but because of its quick onset, patients often found the sudden psychological upheaval overwhelming.[39]
^ Richards WA, Rhead JC, Dileo FB, Yensen R, Kurland AA (1977). "The Peak Experience Variable in DPT-Assisted Psychotherapy with Cancer Patients" . Journal of Psychedelic Drugs . 9 (1): 1– 10. doi :10.1080/02791072.1977.10472020 . ISSN 0022-393X . Retrieved 8 November 2025 .
^ a b Richards WA, Rhead JC, Grof S, Goodman LE, Di Leo F, Rush L (1980). "DPT as an Adjunct in Brief Psychotherapy with Cancer Patients" . OMEGA - Journal of Death and Dying . 10 (1): 9– 26. doi :10.2190/NGUB-V4RM-T7DC-XTH3 . ISSN 0030-2228 . Retrieved 8 November 2025 .
^ a b c Araújo AM, Carvalho F, Bastos M, Guedes de Pinho P, Carvalho M (August 2015). "The hallucinogenic world of tryptamines: an updated review". Archives of Toxicology . 89 (8): 1151– 1173. Bibcode :2015ArTox..89.1151A . doi :10.1007/s00204-015-1513-x . PMID 25877327 .
^ a b Castelhano J, Lima G, Teixeira M, Soares C, Pais M, Castelo-Branco M (2021). "The Effects of Tryptamine Psychedelics in the Brain: A meta-Analysis of Functional and Review of Molecular Imaging Studies" . Frontiers in Pharmacology . 12 739053. doi :10.3389/fphar.2021.739053 . PMC 8511767 . PMID 34658876 .
^ "PDSP Database" . UNC (in Zulu). Retrieved 11 December 2024 .
^ Tyagi R, Saraf TS, Canal CE (October 2023). "The Psychedelic N ,N -Dipropyltryptamine Prevents Seizures in a Mouse Model of Fragile X Syndrome via a Mechanism that Appears Independent of Serotonin and Sigma1 Receptors" . ACS Pharmacology & Translational Science . 6 (10): 1480– 1491. doi :10.1021/acsptsci.3c00137 . PMC 10580393 . PMID 37854624 .
^ a b Fantegrossi WE, Reissig CJ, Katz EB, Yarosh HL, Rice KC, Winter JC (January 2008). "Hallucinogen-like effects of N,N-dipropyltryptamine (DPT): possible mediation by serotonin 5-HT1A and 5-HT2A receptors in rodents" . Pharmacology, Biochemistry, and Behavior . 88 (3): 358– 365. doi :10.1016/j.pbb.200709007 . PMC 2322878 . PMID 17905422 .
^ Spratley T (2004). "Analytical Profiles for Five "Designer" Tryptamines" (PDF) . Microgram Journal . 3 (1– 2): 55. Retrieved 9 October 2013 .
^ a b Garcia-Romeu A, Kersgaard B, Addy PH (August 2016). "Clinical applications of hallucinogens: A review" . Exp Clin Psychopharmacol . 24 (4): 229– 268. doi :10.1037/pha0000084 . PMC 5001686 . PMID 27454674 . Like other classic hallucinogens, research with DMT ceased with the passage of the Controlled Substances Act, and was never investigated as an aid in clinical treatment to the extent LSD was. However, research with dipropyltryptamine (DPT), a closely related synthetic analog of DMT, revealed some promise as an adjunct to psychotherapy both with alcoholics (Grof et al., 1973; Rhead et al., 1977; Soskin et al., 1973), and those with anxiety associated with a terminal cancer diagnosis (Richards et al., 1977; 1980; Richards, 1978).
^ Garcia-Romeu A, Richards WA (August 2018). "Current perspectives on psychedelic therapy: use of serotonergic hallucinogens in clinical interventions". Int Rev Psychiatry . 30 (4): 291– 316. doi :10.1080/09540261.2018.1486289 . PMID 30422079 . Others, like N, N-dipropyltryptamine (DPT), have been used in preliminary studies showing therapeutic potential (Grof et al., 1973; Richards, 1978; Richards, Rhead, DiLeo, Yensen, & Kurland, 1977; Richards et al., 1980), but have not been examined since.
^ "Temple of the True Inner Light" . tripod.com .
^ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.
^ "SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I." CFR . Archived from the original on 27 August 2009. Retrieved 17 December 2014 .
^ Florida Statutes – Chapter 893 – DRUG ABUSE PREVENTION AND CONTROL
^ a b c d Tyagi R, Saraf TS, Canal CE (October 2023). "The Psychedelic N ,N -Dipropyltryptamine Prevents Seizures in a Mouse Model of Fragile X Syndrome via a Mechanism that Appears Independent of Serotonin and Sigma1 Receptors" . ACS Pharmacology & Translational Science . 6 (10): 1480– 1491. doi :10.1021/acsptsci.3c00137 . PMC 10580393 . PMID 37854624 .
Tryptamines No ring subs. 4-Hydroxytryptamines 5-Hydroxytryptamines 5-Methoxytryptamines Other ring subs.
2,N ,N -TMT
4,N ,N -TMT
5-Bromo-DMT
5-Chloro-DMT
5-Fluoro-DMT
5-N ,N -TMT
7,N ,N -TMT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
6-Fluoro-DMT
6-Hydroxy-DET (6-HO-DET)
Bretisilocin (GM-2505; 5-fluoro-MET)
α-Alkyltryptamines
5-Methoxy-α-alkyltryptamines: 5-MeO-AET
α,N ,N -TMT (α-Me-DMT; Alpha-N)
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 Cyclized
Ergolines /lysergamides (e.g., LSD )
β-Carbolines and Harmala alkaloids (e.g., harmine , harmaline , 6-methoxyharmalan )
Iboga alkaloids (e.g., 18-MAC , 18-MC , coronaridine , ibogaine , ibogamine , ME-18-MC , noribogaine , tabernanthine , voacangine )
Ibogalogs (e.g., ibogainalog )
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 )
Tetrahydropyridinylindoles (e.g., RU-28253 (5-MeO-THPI) , NEtPhOH-THPI )
Bioisosteres
Benzofurans (e.g., 5-MeO-DiBF , dimemebfe (5-MeO-BFE) , mebfap )
Benzothiophenes (e.g., 3-APBT )
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 2C-x
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 , BOH-2C-B )
HOT-x (e.g., HOT-2 , HOT-7 , HOT-17 )
N -Ethyl-2C-B
TWEETIOs (e.g., 2CD-2-ETO , 2CD-5-ETO , 2CE-5-ETO , 2CE-5iPrO , 2CT2-5-ETO , ASR-2001 (2CB-5PrO) )
3C-x DOx 4C-x Ψ-PEA MDxx FLY 25x-NB (NBOMes) Others
2-TOET
2-TOM
25B-NAcPip
4-HA
5-TOET
5-TOM
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)
TMAs (e.g., TMA-3 , TMA-4 , TMA-5 )
TOMSO
ZDCM-04
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 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 )
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) )
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 )
5-HT1 5-HT1A
Agonists: 4-F-5-MeO-pyr-T
5-MeO-pip-T
5-MeO-pyr-T
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-15599
Flesinoxan
Flibanserin
Flumexadol
Hypidone
Lesopitron
LY-293284
LY-301317
mCPP
MKC-242
Naluzotan
NBUMP
Osemozotan
Oxaflozane
Pardoprunox
Piclozotan
Rauwolscine
Repinotan
Roxindole
RU-24969
S-14506
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-92016-A
Urapidil
Vilazodone
Xaliproden
Yohimbine
Positive allosteric modulators: Oleamide
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-7378
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-649915
SDZ 216-525
Spiperone
Spiramide
Spiroxatrine
UH-301
WAY-100135
WAY-100635
Xylamidine
5-HT1B
Agonists: Anpirtoline
AZ10419369
Benzofurans (e.g., 5-MAPB , 6-MAPB , BK-5-MAPB , BK-6-MAPB )
Benzothiophenes (e.g., 5-MAPBT , 6-MAPBT , BK-5-MAPBT )
CGS-12066A
CP-93129
CP-94253
CP-122288
CP-135807
Eltoprazine
Ergolines (e.g., bromocriptine , dihydroergotamine , ergotamine , methylergometrine (methylergonovine) , methysergide , pergolide )
mCPP
Methylenedioxyphenethylamines (e.g., MDMA , methylone )
PZKKN-94
RU-24969
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-122288
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-215840 , 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-215840 , 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)
Cilansetron
CSP-2503
Dazopride
Dolasetron
Galanolactone
Granisetron
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-12233
GW-742457
Idalopirdine
Ketanserin
Landipirdine
Latrepirdine (dimebolin)
Masupirdine
Metitepine (methiothepin)
MS-245
PRX-07034
PZKKN-94
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-12233
Ergolines (e.g., 2-Br-LSD (BOL-148) , amesergide , bromocriptine , cabergoline , dihydroergotamine , ergotamine , LY-53857 , LY-215840 , mesulergine , metergoline , methysergide , sergolexole )
JNJ-18038683
Ketanserin
LY-215840
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
Negative allosteric modulators: Oleamide
DAT Tooltip Dopamine transporter (DRIs Tooltip Dopamine reuptake inhibitors )NET Tooltip Norepinephrine transporter (NRIs Tooltip Norepinephrine reuptake inhibitors )
Others: Antihistamines (e.g., brompheniramine , chlorphenamine , pheniramine , tripelennamine )
Antipsychotics (e.g., loxapine , ziprasidone )
Arylcyclohexylamines (e.g., ketamine , phencyclidine )
Dopexamine
Ephenidine
Ginkgo biloba
Indeloxazine
Nefazodone
Opioids (e.g., desmetramadol , methadone , pethidine (meperidine) , tapentadol , tramadol , levorphanol )
SERT Tooltip Serotonin transporter (SRIs Tooltip Serotonin reuptake inhibitors )
Others: A-80426
Amoxapine
Antihistamines (e.g., brompheniramine , chlorphenamine , dimenhydrinate , diphenhydramine , mepyramine (pyrilamine) , pheniramine , tripelennamine )
Antipsychotics (e.g., loxapine , ziprasidone )
Arylcyclohexylamines (e.g., 3-MeO-PCP , esketamine , ketamine , methoxetamine , phencyclidine )
Cyclobenzaprine
Delucemine
Dextromethorphan
Dextrorphan
Efavirenz
Hypidone
Medifoxamine
Mesembrine
Mifepristone
MIN-117 (WF-516)
N-Me-5-HT
Opioids (e.g., dextropropoxyphene , methadone , pethidine (meperidine) , levorphanol , tapentadol , tramadol )
Roxindole
VMATs Tooltip Vesicular monoamine transporters Others
Tryptamines 4-Hydroxytryptamines and esters /ethers 5-Hydroxy- and5-methoxytryptamines
2-Methyl-5-HT
4-HO-5-MeO-T
4-F-5-MeO-DMT
4,5-DHP-DMT
4,5-DHT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Ethoxy-DMT
5-HO-DET
5-HO-DiPT
5-HO-NiPT
5-HO-DPT
5-HTP (oxitriptan )
5-MeO-2-TMT
5-MeO-34MPEMT
5-MeO-7,N ,N -TMT
5-MeO-DALT
5-MeO-DBT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT (N ,N ,O -TMS; O -methylbufotenine)
5-MeO-DPT
5-MeO-EiPT
5-MeO-EPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-NET
5-MeO-NiPT
5-MeO-NMT (O ,N -DMS)
5-MeO-PiPT
5-MeO-NBpBrT
5-MeO-T (5-MT; mexamine; O -methylserotonin)
5-MeO-T-NBOMe
5-MT-NB3OMe
5-NOT
5,6-DHT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-MeO-MiPT
5,7-DHT
Arachidonoyl serotonin
ASR-3001 (5-MeO-iPALT)
BAB
Benanserin (BAS; SQ-4788)
BGC20-761
Bufotenidine (5-HTQ; N ,N ,N -TMS)
Bufotenin (5-HO-DMT; N ,N -DMS; mappine)
Bufoviridine (5-SO-DMT)
CP-132,484
Cqd 280
Cqd 285
Cqdd 280
Donitriptan
EMDT (2-Et-5-MeO-DMT)
HIOC
Indorenate (TR-3369)
Isamide (N -CA-5-MT)
L-741604
MS-245
N -DEAOP-5-MeO-NET
N -DEAOP-5-MeO-NMT
N -Feruloylserotonin (moschamine)
Norbufotenin (5-HO-NMT; NMS)
O -Acetylbufotenine (5-AcO-DMT)
O -Pivalylbufotenine (5-t -BuCO-DMT)
Psilomethoxin (4-HO-5-MeO-DMT)
Psilomethoxybin (4-PO-5-MeO-DMT)
Serotonin (5-HT)
N -Acetyltryptamines α-Alkyltryptamines
5-Hydroxy- and 5-alkoxy-α-alkyltryptamines: 1-Pr-5-MeO-AMT
5-Allyloxy-AMT
5-Ethoxy-αMT
5-iPrO-αMT
5-MeO-αET
5-MeO-αMT (α,O -DMS; Alpha-O)
α-Methyl-5-HTP
α-Methylmelatonin
α-Methylserotonin (5-HO-αMT; α-Me-5-HT)
α,N ,O -TMS (5-MeO-α,N -DMT)
α,N ,N ,O -TeMS (5-MeO-α,N ,N -TMT)
AL-37350A (4,5-DHP-αMT)
BW-723C86
Cyclized tryptamines
5-MeO-IsoqT
Barettin
Cyclic 3-OHM
Ergolines and lysergamides (e.g., LSD )
Harmala alkaloids and β-carbolines (e.g., 5-methoxyharmalan , 6-MeO-THH , 6-methoxyharmalan , 9-Me-BC , β-carboline (norharman) , fenharmane , harmaline , harmalol , harmane , harmine , LY-266,097 , pinoline , tetrahydroharmine , tryptoline )
Iboga alkaloids (e.g., ibogaine , ibogamine , noribogaine , tabernanthine )
Ibogalogs (e.g., catharanthalog , fluorogainalog , ibogainalog , ibogaminalog (DM-506) , LS-22925 , noribogainalog , noribogaminalog , PHA-57378 , PNU-22394 , tabernanthalog )
Imidazolylindoles (e.g., AGH-107 , AGH-192 , AH-494 )
Metralindole
Morpholinylethylindoles (e.g., mor-T , 5-MeO-mor-T )
Partial ergolines and lysergamides (e.g., NDTDI , RU-27849 , RU-28251 , RU-28306 , FHATHBIN , LY-178210 , Bay R 1531 (LY-197206) , LY-293284 , 10,11-seco-LSD , 10,11-secoergoline (α,N -Pip-T) , CT-5252 )
Pertines (e.g., alpertine , milipertine , oxypertine , solypertine )
Piperidinylethylindoles (e.g., pip-T , 5-MeO-pip-T , indolylethylfentanyl )
Pyrrolidinylethylindoles (e.g., pyr-T , 4-HO-pyr-T , 5-MeO-pyr-T , 4-F-5-MeO-pyr-T )
Pyrrolidinylmethylindoles (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5F-MPMI , 5-MeO-MPMI , CP-122288 , CP-135807 , eletriptan )
Tetrahydrocarbazolamines (e.g., ciclindole , flucindole , frovatriptan , LY-344864 , ramatroban )
Tetrahydropyridinylindoles (e.g., RS134-49 , RU-28253 , NEtPhOH-THPI )
Tetrahydropyrroloquinolines (e.g., bufothionine , O -methylnordehydrobufotenine )
Yohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine )
Isotryptamines Related compounds
2-Azapsilocin
4-Aza-5-MeO-DPT
5-Aza-4-MeO-DiPT
5-HIAA
5-HIAL
5-HITCA
5-MIAL
7-Aza-5-MeO-DiPT
α-Carboline
γ-Carbolines (pyridoindoles) (e.g., γ-carboline , alosetron , gevotroline , latrepirdine , lurosetron , mebhydrolin , tiflucarbine )
Amedalin
Benzindopyrine
Benzofurans (e.g., 3-APB , 5-MeO-DiBF , BPAP , 3-F-BPAP , dimemebfe , mebfap , oxa-noribogaine )
Benzothiophenes (e.g., 3-APBT )
Carmoxirole
CT-4436
Daledalin
Gramine
Histamine
Homotryptamines (e.g., HT , DMHT )
I-32
IAL
IN-399
Indazolethylamines (e.g., AL-34662 , AL-38022A , O -methyl-AL-34662 , VU6067416 , YM-348 )
Indenylethylamines (e.g., C-DMT )
Indolizinylethylamines (e.g., TACT908 (2ZEDMA) , 1ZP2MA , 1Z2MAP1O )
Indolylaminopropanes (e.g., 1-API , 2-API , 4-API , 5-API (5-IT; PAL-571) , 6-API (6-IT) , 7-API )
Iprindole
Masupirdine
Medmain
Molindone
Non-tryptamine triptans (e.g., avitriptan , LY-334370 , naratriptan )
Ondansetron
Oxazinopyridoindoles (e.g., IHCH-8134 )
Phenethylamines (e.g., phenethylamine , amphetamine )
Piperidinylbenzimidazolines (e.g., benperidol , timiperone )
Piperazinylbenzisothiazoles (e.g., lurasidone , perospirone , tiospirone , ziprasidone )
Piperidinylbenzisoxazoles (e.g., iloperidone , milsaperidone , ocaperidone , paliperidone , risperidone )
Piperidinylindoles (e.g., BRL-54443 , LY-334370 , naratriptan , sertindole , SN-22 )
Pirlindole
Pyridinylbenzimidazoles (e.g., droperidol )
Pyridinylindoles (e.g., tepirindole )
Pyridopyrroloquinoxalines (e.g., IHCH-7113 , IHCH-7079 , IHCH-7086 , lumateperone , deulumateperone , ITI-1549 )
Pyrrolylethylamines (e.g., 2-pyrrolylethylamine (NEA) , 3-pyrrolylethylamine (3-NEA) , 3-pyrrolylpropylamine )
Pyrrolopyridinylethylamines (e.g., WAY-208466 )
Quinolinylethylamines (e.g., mefloquine )
Ro60-0213
Selisistat
Tetrahydropyridinylindoles (e.g., EMD-386088 , LY-367265 , RU-24,969 )
Tetrahydropyridinylpyrrolopyridines (e.g., (R )-69 (3IQ) , (R )-70 , CP-94253 )
Tetrindole
Tipindole
Zilpaterol (RU-42173)