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Chemical compound
Pharmaceutical compound
Propylisopropyltryptamine (PiPT ) is a chemical in the tryptamine family, which reportedly produces psychedelic and hallucinogenic effects that resemble those of other related dialkyl tryptamine derivatives,[ 1] designer drug , first being identified in 2021 in British Columbia , Canada .[ 2]
PiPT is short for N -propyl -N -isopropyl -tryptamine . PiPT is a tryptamine, which all belong to a larger family of compounds known as indolethyl amines . PiPT is closely related to the compounds DPT and DiPT .
PiPT is reported as being active at doses of 50-100mg orally, or 25mg smoked.[citation needed
Very little is known about the psychopharmacological properties of PiPT, but reports suggest it produces psychedelic effects similar to those of other hallucinogenic tryptamine derivatives, that can last around 2-4 hours.[citation needed
There have been no reported deaths or hospitalizations from PiPT, but its safety profile is unknown.[citation needed
PiPT is unscheduled and uncontrolled in the United States, but possession and sales of PiPT could be prosecuted under the Federal Analog Act because of its structural similarities to other hallucinogenic tryptamine derivatives.
^ Catalani V, Corkery JM, Guirguis A, Napoletano F, Arillotta D, Zangani C, Vento A, Schifano F (August 2021). "Psychonauts' psychedelics: A systematic, multilingual, web-crawling exercise" . European Neuropsychopharmacology . 49 : 69– 92. doi :10.1016/j.euroneuro.2021.03.006 . hdl :2299/24309 PMID 33857740 . S2CID 233206904 . ^ Knill A, Tobias S, Matthews J, Ti L (June 2022). A Report on British Columbia’s Unregulated Drug Supply. Drug checking trends across British Columbia, January to December 2021 (PDF) . British Columbia Centre on Substance Use (Report).
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-MeO-2,N ,N -TMT 5-MeO-4,N ,N -TMT 6-Fluoro-DMT Bretisilocin (GM-2505; 5-fluoro-MET) α-Alkyltryptamines Others
Ergolines /lysergamides (e.g., LSD )Harmala alkaloidsβ-carbolines (e.g., harmine , harmaline )Iboga alkaloids18-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 )
Benzofurans (e.g., 5-MeO-DiBF , dimemebfe (5-MeO-BFE) , mebfap )Benzothiophenes (e.g., 3-APBT )Indazoles (e.g., AL-38022A , O -methyl-AL-34662Indenes (e.g., C-DMT )Isotryptamines (e.g., 6-MeO-isoDMT , Ro60-0175 )MYCO-005 Quinolinylethylamines (e.g., mefloquine )
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) BOB , BOD , BOH-2C-B )HOT-2 , HOT-7 , HOT-17 )N -Ethyl-2C-B2CD-2-ETO , 2CD-5-ETO , 2CE-5-ETO , 2CE-5iPrO , 2CT2-5-ETO , ASR-2001 (2CB-5PrO) ) 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-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 25D-NM-NDEAOP , DOB-NDEPA , DOI-NDEPA , DOM-NDEPA , DOTFM-NDEPA , M-NDEPA , TMA-2-NDEPA )PMA (4-MA) 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 )Benzoxepins (e.g., BBOX , IBOX , TFMBOX )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 Natural sources
Tryptamines: Acacia spp.Acacia acuminata Acacia confusa Ayahuasca and vinho de Jurema (e.g., Psychotria viridis (chacruna)Dipolopterys cabrerana (chaliponga, chacruna)Mimosa tenuiflora (Mimosa hostilis ; jurema)Brosimum 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)
Tryptamines 4-Hydroxytryptamines 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-DiPT 5-HO-NiPT 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 EMDT (2-Et-5-MeO-DMT) HIOC Indorenate (TR-3369) Isamide (N -CA-5-MT) L-741604 MS-245 N -DEAOP-5-MeO-NETN -DEAOP-5-MeO-NMTN -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 -Acetyltryptaminesα-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 Triptans Cyclized tryptamines
Barettin Bufothionine Ciclindole Cyclic 3-OHM Ergolines and lysergamides (e.g., LSD )Flucindole Frovatriptan Harmala alkaloidsβ-carbolines (e.g., 6-MeO-THH , 9-Me-BC , β-carboline (norharman) , harmaline , harmalol , harmane , harmine , pinoline , tetrahydroharmine , tryptoline )Iboga alkaloidsibogaine , ibogamine , noribogaine , tabernanthine )Ibogalogs (e.g., ibogainalog , ibogaminalog (DM-506) , noribogainalog , tabernanthalog )Imidazolylindoles (e.g., AGH-107 , AGH-192 , AH-494 )LY-266,097 LY-344864 Metralindole O -MethylnordehydrobufoteninePartial ergolines and lysergamides (e.g., NDTDI , RU-27849 , RU-28251 , RU-28306 , 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 )PHA-57378 Piperidinylethylindoles (e.g., Pip-T , indolylethylfentanyl )PNU-22394 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-135807 , eletriptan )Tetrahydropyridinylindoles (e.g., RS134-49 , RU-28253 )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 Amedalin Benzindopyrine Benzofurans (e.g., 3-APB , 5-MeO-DiBF , BPAP , 3-F-BPAP , dimemebfe , mebfap )Benzothiophenes (e.g., 3-APBT )CP-94253 CT-4436 Daledalin Gramine Histamine I-32 IAL IN-399 Indazoles (e.g., AL-34662 , AL-38022A , O -methyl-AL-34662VU6067416 , YM-348 )Indenes (e.g., C-DMT )Indolizines (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 Latrepirdine Masupirdine Medmain Molindone Non-tryptamine triptans (e.g., avitriptan , LY-334370 , naratriptan )
Phenethylamines (e.g., phenethylamine , amphetamine )Piperidinylindoles (e.g., BRL-54443 , LY-334370 , naratriptan , sertindole , SN-22 )Pirlindole Pyridinylindoles (e.g., tepirindole )Pyrrolylethylamines (e.g., 2-pyrrolylethylamine (NEA) , 3-pyrrolylethylamine (3-NEA) , 3-pyrrolylpropylamine )Quinolinylethylamines (e.g., mefloquine )(R )-69 (3IQ) Ro60-0213 Selisistat Tetrahydropyridinylindoles (e.g., EMD-386088 , LY-367265 , RU-24,969 )Tetrindole Tiflucarbine Tipindole Zilpaterol (RU-42173)
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