Template:Simple tryptamines and their common derivatives

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Simple tryptamines and their common derivatives
Simple	4-Hydroxy	4-Acetoxy	5-Methoxy	5-Hydroxy
Tryptamine (T)	4-HO-T (dinorpsilocin)	4-AcO-T	5-MeO-T (O-methylserotonin)	5-HO-T (serotonin; 5-HT)
NAcT	4-HO-NAcT	4-AcO-NAcT	5-MeO-NAcT (melatonin)	5-HO-NAcT (normelatonin; NAS)
NMT	4-HO-NMT (norpsilocin)	4-AcO-NMT	5-MeO-NMT	5-HO-NMT (N-methylserotonin)
NET	4-HO-NET	4-AcO-NET	5-MeO-NET	5-HO-NET
NPT	4-HO-NPT	4-AcO-NPT	5-MeO-NPT	5-HO-NPT
NiPT	4-HO-NiPT	4-AcO-NiPT	5-MeO-NiPT	5-HO-NiPT
NALT	4-HO-NALT	4-AcO-NALT	5-MeO-NALT	5-HO-NALT
NBT	4-HO-NBT	4-AcO-NBT	5-MeO-NBT	5-HO-NBT
NiBT	4-HO-NiBT	4-AcO-NiBT	5-MeO-NiBT	5-HO-NiBT
NsBT	4-HO-NsBT	4-AcO-NsBT	5-MeO-NsBT	5-HO-NsBT
NtBT	4-HO-NtBT	4-AcO-NtBT	5-MeO-NtBT	5-HO-NtBT
NAT	4-HO-NAT	4-AcO-NAT	5-MeO-NAT	5-HO-NAT
NHT	4-HO-NHT	4-AcO-NHT	5-MeO-NHT	5-HO-NHT
NcPT	4-HO-NcPT	4-AcO-NcPT	5-MeO-NcPT	5-HO-NcPT
NBnT	4-HO-NBnT	4-AcO-NBnT	5-MeO-NBnT	5-HO-NBnT
NBOMeT	4-HO-NBOMeT	4-AcO-NBOMeT	5-MeO-NBOMeT	5-HO-NBOMeT
NB3OMeT	4-HO-NB3OMeT	4-AcO-NB3OMeT	5-MeO-NB3OMeT	5-HO-NB3OMeT
DMT	4-HO-DMT (psilocin)	4-AcO-DMT (psilacetin)	5-MeO-DMT (mebufotenin)	5-HO-DMT (bufotenin)
DET	4-HO-DET (ethocin)	4-AcO-DET (ethacetin)	5-MeO-DET	5-HO-DET
DPT	4-HO-DPT (deprocin)	4-AcO-DPT (depracetin)	5-MeO-DPT	5-HO-DPT (DiPS, NDPS)
DiPT	4-HO-DiPT (iprocin)	4-AcO-DiPT (ipracetin)	5-MeO-DiPT (foxy)	5-HO-DiPT
DALT	4-HO-DALT (daltocin)	4-AcO-DALT (dalcetin)	5-MeO-DALT (foxtrot)	5-HO-DALT
DBT	4-HO-DBT	4-AcO-DBT	5-MeO-DBT	5-HO-DBT
DiBT	4-HO-DiBT	4-AcO-DiBT	5-MeO-DiBT	5-HO-DiBT
DsBT	4-HO-DsBT	4-AcO-DsBT	5-MeO-DsBT	5-HO-DsBT
DtBT	4-HO-DtBT	4-AcO-DtBT	5-MeO-DtBT	5-HO-DtBT
DAT	4-HO-DAT	4-AcO-DAT	5-MeO-DAT	5-HO-DAT
DHT	4-HO-DHT	4-AcO-DHT	5-MeO-DHT	5-HO-DHT
DcPT	4-HO-DcPT	4-AcO-DcPT	5-MeO-DcPT	5-HO-DcPT
MET	4-HO-MET (metocin)	4-AcO-MET (metacetin)	5-MeO-MET	5-HO-MET
MPT	4-HO-MPT (meprocin)	4-AcO-MPT	5-MeO-MPT	5-HO-MPT
MiPT	4-HO-MiPT (miprocin)	4-AcO-MiPT (mipracetin)	5-MeO-MiPT (moxy)	5-HO-MiPT
MALT	4-HO-MALT (maltocin)	4-AcO-MALT	5-MeO-MALT	5-HO-MALT
MBT	4-HO-MBT	4-AcO-MBT	5-MeO-MBT	5-HO-MBT
MiBT	4-HO-MiBT	4-AcO-MiBT	5-MeO-MiBT	5-HO-MiBT
MsBT	4-HO-MsBT	4-AcO-MsBT	5-MeO-MsBT	5-HO-MsBT
MtBT	4-HO-MtBT	4-AcO-MtBT	5-MeO-MtBT	5-HO-MtBT
McPT	4-HO-McPT	4-AcO-McPT	5-MeO-McPT	5-HO-McPT
McPMT	4-HO-McPMT	4-AcO-McPMT	5-MeO-McPMT	5-HO-McPMT
McPeT	4-HO-McPeT	4-AcO-McPeT	5-MeO-McPeT	5-HO-McPeT
EPT	4-HO-EPT (eprocin)	4-AcO-EPT	5-MeO-EPT	5-HO-EPT
EiPT	4-HO-EiPT (eiprocin)	4-AcO-EiPT	5-MeO-EiPT	5-HO-EiPT
EALT	4-HO-EALT	4-AcO-EALT	5-MeO-EALT	5-HO-EALT
EBT	4-HO-EBT	4-AcO-EBT	5-MeO-EBT	5-HO-EBT
EiBT	4-HO-EiBT (eibucin)	4-AcO-EiBT	5-MeO-EiBT	5-HO-EiBT
EsBT	4-HO-EsBT	4-AcO-EsBT	5-MeO-EsBT	5-HO-EsBT
EtBT	4-HO-EtBT	4-AcO-EtBT	5-MeO-EtBT	5-HO-EtBT
EcPT	4-HO-EcPT	4-AcO-EcPT	5-MeO-EcPT	5-HO-EcPT
PiPT	4-HO-PiPT (piprocin)	4-AcO-PiPT	5-MeO-PiPT	5-HO-PiPT
PALT	4-HO-PALT	4-AcO-PALT	5-MeO-PALT	5-HO-PALT
PBT	4-HO-PBT	4-AcO-PBT	5-MeO-PBT	5-HO-PBT
PiBT	4-HO-PiBT	4-AcO-PiBT	5-MeO-PiBT	5-HO-PiBT
PsBT	4-HO-PsBT	4-AcO-PsBT	5-MeO-PsBT	5-HO-PsBT
PtBT	4-HO-PtBT	4-AcO-PtBT	5-MeO-PtBT	5-HO-PtBT
PcPT	4-HO-PcPT	4-AcO-PcPT	5-MeO-PcPT	5-HO-PcPT
iPALT (ALiPT)	4-HO-iPALT	4-AcO-iPALT	5-MeO-iPALT (ASR-3001)	5-HO-iPALT
iPBT (BiPT)	4-HO-iPBT	4-AcO-iPBT	5-MeO-iPBT	5-HO-iPBT
iPiBT	4-HO-iPiBT	4-AcO-iPiBT	5-MeO-iPiBT	5-HO-iPiBT
iPsBT	4-HO-iPsBT	4-AcO-iPsBT	5-MeO-iPsBT	5-HO-iPsBT
iPtBT	4-HO-iPtBT	4-AcO-iPtBT	5-MeO-iPtBT	5-HO-iPtBT
iPcPT	4-HO-iPcPT	4-AcO-iPcPT	5-MeO-iPcPT	5-HO-iPcPT
TMT	4-HO-TMT	4-AcO-TMT	5-MeO-TMT	5-HO-TMT
Pyr-T	4-HO-pyr-T	4-AcO-pyr-T	5-MeO-pyr-T	5-HO-pyr-T
Pip-T	4-HO-pip-T	4-AcO-pip-T	5-MeO-pip-T	5-HO-pip-T
Mor-T	4-HO-mor-T	4-AcO-mor-T	5-MeO-mor-T	5-HO-mor-T
MPMI	4-HO-MPMI (lucigenol)	4-AcO-MPMI	5-MeO-MPMI (CP-108509)	5-HO-MPMI
THPI	4-HO-THPI	4-AcO-THPI	5-MeO-THPI (RU-28253)	5-HO-THPI
IsoqT	4-HO-IsoqT	4-AcO-IsoqT	5-MeO-IsoqT	5-HO-IsoqT
N-DEAOP-NMT	4-HO-N-DEAOP-NMT	4-AcO-N-DEAOP-NMT	5-MeO-N-DEAOP-NMT	5-HO-N-DEAOP-NMT
N-DEAOP-NET	4-HO-N-DEAOP-NET	4-AcO-N-DEAOP-NET	5-MeO-N-DEAOP-NET	5-HO-N-DEAOP-NET
Notes: (1) Other notable acyloxy derivatives of the above include 4-PrO-DMT, 4-PrO-DiPT, 4-PrO-MET, 4-GO-DMT, and 4-GO-DiPT (luvesilocin). (2) 4-Phosphoroxy derivatives of the above include norbaeocystin (4-PO-T), baeocystin (4-PO-NMT), psilocybin (4-PO-DMT), ethocybin (4-PO-DET), 4-PO-DiPT, 4-PO-MET, and aeruginascin (4-PO-TMT). (3) α-Alkyl derivatives of the above are as follows: Tryptamine: AMT, AET, 4-HO-AMT, 4-HO-AET, 5-MeO-AMT, 5-MeO-AET, and 5-HO-AMT (α-methylserotonin); NMT: α,N-DMT and α,N,O-TMS; NPT: IPAP (α,N-DPT); DMT: α,N,N-TMT and α,N,N,O-TeMS; and no others for the rest.

Template documentation

v t e Tryptamines
Tryptamines	1-Methyl-DMT (1,N,N-TMT, 1-TMT) 1-Methyl-T 2-HO-NMT 2-Methyl-DET 2-Methyl-DiPT 2-Methyl-iPALT (ASR-3002) 2,N,N-TMT (2-methyl-DMT) 3-IAAR 4-Fluoro-DMT 4-Fluoro-T 5-Bromo-DMT 5-Bromo-T 5-Chloro-DMT 5-Chloro-T 5-CT 5-Ethyl-DMT 5-Fluoro-DET 5-Fluoro-DMT 5-Fluoro-EPT 5-Fluoro-T 5-Me-MiPT 5-MeS-DMT 5-Methyl-DMT 5-Methyl-T 6-Fluoro-DET 6-Fluoro-DMT 6-Fluoro-T 6-HO-DET 6-HO-DMT 6-HO-T (6-HT) 6-MeO-DMT 6-MeO-T 6-Methyl-T 6,7-DHT 7-Chloro-T 7-HO-T (7-HT) 7-MeO-DMT 7-MeO-T 7-Methyl-DMT 7-Methyl-T Acetryptine (5-AT) Almotriptan Benzotript (4-CB-Trp) BGE Bretisilocin (5-fluoro-MET; GM-2505) Convolutindole A (2,4,6-TBr,1,7-DiMeO-DMT) DALT DAT DBT Desformylflustrabromine DET (T-9) DHT DiPT DMT DPT E-6801 E-6837 EB-003 EiPT EPT FGIN-127 FGIN-143 Idalopirdine iPALT (ALiPT; ASR-3003) Lespedamine (1-MeO-DMT) L-694247 MBT MET MiPT MPT MsBT N-Benzyltryptamine (T-NB, NB-T) N-DEAOP-NET N-DEAOP-NMT NAT NBoc-DMT NET/NETP NHT NiPT NMT NsBT NtBT PALT (ASR-3004) PiPT Rizatriptan ST-1936 (2-Me-5-Cl-DMT) Sumatriptan TCS-1205 Tryptamine (T; indolylethylamine) Tryptophan (Trp) WAY-181187 Yuremamine Z2876442907 Zolmitriptan
4-Hydroxytryptamines and esters/ethers	1-Methylpsilocin (CMY-16) 4-AcO-DALT 4-AcO-DET (ethacetin, ethylacybin) 4-AcO-DiPT (ipracetin) 4-AcO-DMT (psilacetin; O-acetylpsilocin) 4-AcO-DPT (depracetin) 4-AcO-EPT 4-AcO-MALT 4-AcO-MET (metacetin) 4-AcO-MiPT (mipracetin) 4-AcO-NMT 4-AcO-TMT 4-HO-5-MeO-T 4-HO-DALT (daltocin) 4-HO-DBT 4-HO-DET (ethocin; CZ-74) 4-HO-DiBT 4-HO-DiPT (iprocin) 4-HO-DPT (deprocin) 4-HO-DsBT 4-HO-EiBT (eibucin) 4-HO-EiPT 4-HO-EPT (eprocin) 4-HO-MALT (maltocin) 4-HO-MET (metocin) 4-HO-McPT 4-HO-McPeT 4-HO-MiPT (miprocin) 4-HO-MPT (meprocin) 4-HO-MsBT 4-HO-NALT 4-HO-NBnT 4-HO-NcHT 4-HO-NET 4-HO-NiPT 4-HO-NnBT 4-HO-NPT 4-HO-NtBT 4-HO-PiPT (piprocin) 4-HO-TMT 4-HT (dinorpsilocin) 4-MeO-DET 4-MeO-DiPT 4-MeO-DMT 4-MeO-MiPT 4-MeO-T 4-PrO-DiPT 4-PrO-DMT 4,5-DHT 4,5-MDO-DMT 4,5-MDO-DiPT Aeruginascin (4-PO-TMT) Baeocystin (4-PO-NMT) EB-002 (EB-373) Ethocybin (4-PO-DET; CEY-19) Luvesilocin (4-GO-DiPT; RE-104; FT-104) MSP-1014 Norbaeocystin (4-PO-T) Norpsilocin (4-HO-NMT) O-4310 (1-iPrO-6-F-psilocin) Psilocin (4-HO-DMT; CX-59) Psilocybin (4-PO-DMT; CY-39) Psilomethoxin (4-HO-5-MeO-DMT) Psilomethoxybin (4-PO-5-MeO-DMT) RE-109 (4-GO-DMT)
5-Hydroxy- and 5-methoxytryptamines	2-Methyl-5-HT 2-Methyl-5-MeO-DALT 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	2-Iodomelatonin 2-Phenylmelatonin 5-Methoxyluzindole 6-Chloromelatonin 6-Fluoromelatonin 6-Hydroxymelatonin 6-Methoxymelatonin 6,7-Dichloro-2-methylmelatonin α-Methylmelatonin Luzindole Melatonin (N-Ac-O-Me-serotonin; N-Ac-5-MeO-T) Normelatonin (N-acetylserotonin; NAS) N-Acetyltryptamine N-Butanoylmelatonin N-Propionylmelatonin Piromelatine TIK-301 (LY-156735)
α-Alkyltryptamines	1-Methyl-AMT 2,α-DMT (2-Me-AMT) 4-HO-αET 4-HO-αMT (MP-14) 4-Methyl-αET 4-Methyl-αMT (MP-809) 5-Chloro-αET (PAL-526) 5-Chloro-αMT (PAL-542) 5-Fluoro-αET (PAL-545) 5-Fluoro-αMT (PAL-212; PAL-544) 5-Methyl-αET 6-Fluoro-αMT 7-Chloro-αMT 7-Me-αET α-Methyltryptophan (αMTP) α,N-DMT (N-Me-αMT; SKF-7024, Ro 3-1715) α,N,N-TMT (α-Me-DMT; Alpha-N) αET (etryptamine; Monase) αMT (Indopan; IT-290; 3-API; 3-IT) IPAP (α,N-DPT) N-Hydroxy-AMT Soclenicant (BNC-210; Ile–Trp) 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 β-Keto-α-alkyltryptamines: BK-5Br-NM-AMT BK-5Cl-NM-AMT BK-5F-NM-AMT BK-NM-AMT
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	5-MeO-isoDMT 6-MeO-isoDMT isoAMT (1-API; 1-IT; α-Me-isoT) isoDMT Isotryptamine (isoT) Ro60-0175 VER-3323 Zalsupindole (DLX-001, AAZ-A-154) Cyclized isotryptamines: JRT PNU-181731
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)
See also: Phenethylamines Ergolines and lysergamides Psychedelics

See also