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Showing content from https://en.wikipedia.org/wiki/Methylbutyltryptamine below:

Methylbutyltryptamine - Wikipedia

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

MBT, or N-methyl-N-butyltryptamine, is a lesser-known psychedelic drug. MBT was first synthesized by Alexander Shulgin. In his book TiHKAL (Tryptamines I Have Known and Loved), the minimum dosage is listed as 250-400 mg, and the duration listed as 4–6 hours. MBT produces a heavy body load with dehydration, and causes visuals similar to those of DMT. Very little data exists about the pharmacological properties, metabolism, and toxicity of MBT.

TiHKAL mentions that a structural isomer of MBT exists, with the butyl group attached at the nitrogen atom. It is known as N-s-butyl-N-methyltryptamine, or MSBT. However, little is known about its psychoactivity.

• Tryptamine
• Psychedelics, dissociatives and deliriants

• MBT Entry in TIHKAL
• MBT entry in TiHKAL • info

• v
• t
• e

• CYB004 (deuDMT)
• DALT
• DBT
• DCPT
• DET (T-9)
• DiPT
• DMT
• DPT
• EiPT
• EPT
• iPALT (ALiPT)
• MALT
• MET
• MiPT
• MPT
• NBoc-DMT
• NMT
• PALT
• PiPT
• Tryptamine (T)

• 4-HO-DALT (daltocin)
• 4-HO-DBT
• 4-HO-DET (ethocin; CZ-74)
• 4-HO-DiPT (iprocin)
• 4-HO-DPT (deprocin)
• 4-HO-EPT
• 4-HO-MALT
• 4-HO-McPT
• 4-HO-MET (metocin)
• 4-HO-MiPT (miprocin)
• 4-HO-MPT (meprocin)
• 4-HO-NALT
• 4-HO-T
• 4-HO-TMT
• 4-HO-5-MeO-DMT
• 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-Acetoxytryptamines: 4-AcO-DALT (daltacetin)
• 4-AcO-DET (ethacetin)
• 4-AcO-DiPT (ipracetin)
• 4-AcO-DMT (psilacetin)
• 4-AcO-DPT (depracetin)
• 4-AcO-MET (metocetin)
• 4-AcO-MiPT (mipracetin)
• 4-GO-DiPT (RE-104, FT-104)
• 4-GO-DMT (RE-109)
• 4-PrO-DMT

• Bufotenin (5-HO-DMT)
• Serotonin (5-HT; 5-HO-T)

• 5-Acetoxytryptamines: O-Acetylbufotenine (5-AcO-DMT)
• O-Pivalylbufotenine (5-(t-BuCO)-DMT)

• 4-HO-5-MeO-DMT
• 5-MeO-2,N,N-TMT
• 5-MeO-4,N,N-TMT
• 5-MeO-DALT
• 5-MeO-DET
• 5-MeO-DiPT
• 5-MeO-DMT (mebufotenin)
• 5-MeO-DPT
• 5-MeO-EiPT
• 5-MeO-MALT
• 5-MeO-MET
• 5-MeO-MiPT
• 5-MeO-NiPT
• 5-MeO-NMT
• ASR-3001 (5-MeO-iPALT)

• 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
• Bretisilocin (GM-2505; 5-fluoro-MET)

• 4-HO-AMT
• 4-Methyl-AMT
• 5-Fluoro-AMT
• 6-Fluoro-AMT
• AMT (Indopan)
• α-Methylserotonin (5-HO-αMT)

• 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)

• 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

• 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)

• Benzofurans (e.g., 5-MeO-DiBF, dimemebfe (5-MeO-BFE), mebfap)
• Benzothiophenes (e.g., 3-APBT)
• Indazoles (e.g., AL-38022A, O-methyl-AL-34662)
• Indenes (e.g., C-DMT)
• Isotryptamines (e.g., 6-MeO-isoDMT, Ro60-0175)
• MYCO-005
• Quinolinylethylamines (e.g., mefloquine)

• 2-Bromomescaline
• 3-TE
• 3-TM
• 4-Desoxymescaline (DESOXY)
• 4-TE
• 4-TM
• Allylescaline
• Beta-D
• Cyclopropylmescaline
• Difluoroescaline
• Difluoromescaline
• Escaline
• Fluoroproscaline
• Isobuscaline
• Isoproscaline
• Jimscaline
• Mescaline (3,4,5-TMPEA)
• Metaescaline
• Methallylescaline
• N-Methylmescaline (M-M)
• NBOMe-escaline
• NBOMe-mescaline
• Proscaline
• Thioproscaline
• Tomscaline
• Trichocereine (N,N-dimethylmescaline; MM-M)
• Trifluoroescaline
• Trifluoromescaline

• 2C-B
• 2C-B-AN
• 2C-Bn
• 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-NH2
• 2C-P
• 2C-SE
• 2C-tBu
• 2C-TFE
• 2C-TFM
• 2C-YN
• 2C-V

• 2C-T-x: 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
• CYB210010 (2C-T-TFM, 2C-T-36)

• 2C-O-x: 2C-O
• 2C-O-2
• 2C-O-4

• 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, BOH-2C-B)
• (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, ASR-2001 (2CB-5PrO))

• 3C-AL
• 3C-BZ
• 3C-DFE
• 3C-E
• 3C-MAL
• 3C-P
• TMA

• 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: DOM-NBOMe
• Ganeshas (G-x) (e.g., Ganesha (G, G-1)

• 4C-B
• 4C-C
• 4C-D (Ariadne)
• 4C-E
• 4C-I
• 4C-N
• 4C-P
• 4C-T-2

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

• 2C-B-FLY
• 2C-B-BUTTERFLY
• 2C-B-DragonFLY
• 2C-B-DragonFLY-NBOH
• 2C-B-FLY-NB2EtO5Cl
• 2CB-5-hemifly
• 2CBFly-NBOMe
• Bromo-DragonFLY
• DOB-FLY
• DOH-FLY
• TFMFly

• 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
• 25D-NBOH
• 25E-NBOH
• 25I-NBOH
• 25P-NBOH

• Others: 25B-NB (N-benzyl-2C-B)
• 2C2-NBOMe
• 2CBCB-NBOMe
• 2CBFly-NBOMe
• DOM-NBOMe
• NBOMe-escaline
• NBOMe-mescaline

• 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)
• CT-5172
• 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

• Structure undisclosed: CYB005

• 1-Aminomethylindanes (e.g., 2CB-Ind, jimscaline)
• 2-Aminoindanes (e.g., DOM-AI)
• 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)
• Phenyloxazolamines (aminorexes) (e.g., 2C-B-aminorex)
• Z3517967757
• ZC-B

• 2,3-Dihydro-LSD
• DAL
• DAM (DAM-57)
• DPL
• ECPLA
• EIPLA
• EPLA (LEP; LEP-57)
• Ergine (LSA, LA-111)
• Ergometrine (ergonovine, ergobasine)
• ETFELA
• Isoergine (iso-LSA, iso-LA)
• 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
• 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)
• 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): 1B-LSD
• 1cP-AL-LAD
• 1cP-LSD
• 1cP-MiPLA
• 1D-LSD
• 1DD-LSD
• 1H-LSD
• 1P-AL-LAD
• 1P-ETH-LAD
• 1P-LSD
• 1P-MIPLA
• 1S-LSD
• 1T-AL-LAD
• 1T-LSD
• 1V-LSD
• ALA-10 (1-acetyl-LAE)
• ALD-52 (1-acetyl-LSD)

• Other ring system-substituted lysergamides: 12-Hydroxy-LSD
• 12-Methoxy-LSD

• Bioisosteres: JRT

• 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)
• Quinazolinylethylamines (e.g., RH-34)

• Structure undisclosed: BMB-202
• EGX-A
• EGX-B
• HBL20016
• Lucid-PSYCH (Lucid-201)
• MSP-4018
• MSP-4019
• MSP-4020
• Triptax

• 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))

• Cyclized tryptamines: Banisteriopsis caapi (yagé)
• Peganum harmala (Syrian rue)
• Silene undulata
• Tabernanthe iboga (iboga)

• Phenethylamines: Pachycereus pringlei (saguesa, elephant cactus, cardon)
• Peyote (Lophophora williamsii; peyotl)
• Trichocereus 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

• v
• t
• e

• 1-Methyl-T
• 2-HO-NMT
• 2-Methyl-DET
• 2,N,N-TMT (2-Me-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-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
• EiPT
• EPT
• FGIN-127
• FGIN-143
• Idalopirdine
• iPALT (ALiPT)
• Lespedamine (1-MeO-DMT)
• L-694247
• MBT
• MET
• MiPT
• MPT
• MSBT
• N-Benzyltryptamine (T-NB, NB-T)
• N-DEAOP-NET
• N-DEAOP-NMT
• NBoc-DMT
• NET/NETP
• NiPT
• NMT
• NSBT
• NTBT
• PALT
• PiPT
• Rizatriptan
• ST-1936 (2-Me-5-Cl-DMT)
• Sumatriptan
• TCS-1205
• Tryptamine (T; indolylethylamine)
• Tryptophan (Trp)
• Yuremamine
• Z2876442907
• Zolmitriptan

• 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 (dalocin)
• 4-HO-DBT
• 4-HO-DET (ethocin; CZ-74)
• 4-HO-DPT (deprocin)
• 4-HO-DSBT
• 4-HO-EiBT (eibucin)
• 4-HO-EPT
• 4-HO-MALT
• 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-NiPT
• 4-HO-PiPT (piprocin)
• 4-HO-TMT
• 4-HT (dinorpsilocin)
• 4-MeO-DiPT
• 4-MeO-DMT
• 4-MeO-MiPT
• 4-MeO-T
• 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)
• Iprocin (4-HO-DiPT)
• 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-104 (FT-104; 4-GO-DiPT)
• RE-109 (4-GO-DMT)

• 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)

• 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)

• 1-Methyl-AMT
• 2,α-DMT (2-Me-AMT)
• 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)
• 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

• Barettin
• Bufothionine
• Ciclindole
• Cyclic 3-OHM
• Ergolines and lysergamides (e.g., LSD)
• Flucindole
• Frovatriptan
• 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, pinoline, tetrahydroharmine, tryptoline)
• Iboga alkaloids (e.g., ibogaine, ibogamine, noribogaine, tabernanthine)
• Ibogalogs (e.g., catharanthalog, fluorogainalog, ibogainalog, ibogaminalog (DM-506), LS-22925, noribogainalog, noribogaminalog, PNU-22394, tabernanthalog)
• Imidazolylindoles (e.g., AGH-107, AGH-192, AH-494)
• LY-266,097
• LY-344864
• Metralindole
• O-Methylnordehydrobufotenine
• 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)
• PHA-57378
• Piperidinylethylindoles (e.g., 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-135807, eletriptan)
• Tetrahydropyridinylindoles (e.g., RS134-49, RU-28253)
• Yohimbans (e.g., yohimbine, rauwolscine, spegatrine, corynanthine, ajmalicine, reserpine, deserpidine, rescinnamine)

• 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

• 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)
• Carmoxirole
• CP-94253
• CT-4436
• Daledalin
• Gramine
• Histamine
• I-32
• IAL
• IN-399
• Indazoles (e.g., AL-34662, AL-38022A, O-methyl-AL-34662, VU6067416, 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)

• See also: Phenethylamines
• Ergolines and lysergamides
• Psychedelics

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