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Chemical compound
Pharmaceutical compound
5-MeO-T-NBOMe
2-(5-methoxy-1H-indol-3-yl)-N-[(2-methoxyphenyl)methyl]ethanamine
CAS Number PubChem CID ChemSpider Formula C 19 H 22 N 2 O 2 Molar mass 310.397 g·mol−1 3D model (JSmol )
COC1=CC2=C(C=C1)NC=C2CCNCC3=CC=CC=C3OC
InChI=1S/C19H22N2O2/c1-22-16-7-8-18-17(11-16)14(13-21-18)9-10-20-12-15-5-3-4-6-19(15)23-2/h3-8,11,13,20-21H,9-10,12H2,1-2H3
Key:OROYLKZKNDLGIQ-UHFFFAOYSA-N
5-MeO-T-NBOMe (5MT-NBOMe , NBOMe-5-MeO-T ) is a psychedelic of the tryptamine class that has been sold online as a designer drug . It is many times less potent than comparable phenethylamines such as 25C-NBOMe , but is still a reasonably potent and effective partial agonist for the 5-HT2 family of serotonin receptors .[ 1] [ 2]
^ Nichols DE, Sassano MF, Halberstadt AL, Klein LM, Brandt SD, Elliott SP, Fiedler WJ (July 2015). "N-Benzyl-5-methoxytryptamines as Potent Serotonin 5-HT2 Receptor Family Agonists and Comparison with a Series of Phenethylamine Analogues" . ACS Chemical Neuroscience . 6 (7): 1165–1175. doi :10.1021/cn500292d . PMC 4505863 . PMID 25547199 .
^ Toro-Sazo M, Brea J, Loza MI, Cimadevila M, Cassels BK (2019). "5-HT2 receptor binding, functional activity and selectivity in N-benzyltryptamines" . PLOS ONE . 14 (1): e0209804. Bibcode :2019PLoSO..1409804T . doi :10.1371/journal.pone.0209804 . PMC 6328172 . PMID 30629611 .
Psychedelics (5-HT2A agonists)
Benzofurans Lyserg‐ amides Phenethyl‐ amines
2C-x
3C-x 4C-x DOx HOT-x MDxx Mescaline (subst.) TMAs
TMA
TMA-2
TMA-3
TMA-4
TMA-5
TMA-6
Others
Piperazines Tryptamines
alpha -alkyltryptaminesx -DALT x -DET x -DiPT x -DMT
4,5-DHP-DMT
2,N,N-TMT
4-AcO-DMT
4-HO-5-MeO-DMT
4,N,N-TMT
4-Propionyloxy-DMT
5,6-diBr-DMT
5-AcO-DMT
5-Bromo-DMT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
5-MeO-α,N,N-TMT
5-MeO-DMT
5-N ,N -TMT
7,N,N-TMT
α,N,N-TMT
(Bufotenin) 5-HO-DMT
DMT
Norbaeocystin
(Psilocin) 4-HO-DMT
(Psilocybin) 4-PO-DMT
x -DPT Ibogaine-related x -MET x -MiPT Others
Others
Dissociatives (NMDAR antagonists )
Deliriants (mAChR antagonists ) Others
Tryptamines
1-Methyl-T
1-Methylpsilocin
2-HO-NMT
2-Me-DET
2-Methyl-5-HT
2,N ,N -TMT
4,5-DHP-DMT
4-AcO-DALT
4-AcO-DET
4-AcO-DiPT
4-AcO-DPT
4-AcO-EPT
4-AcO-MALT
4-AcO-MET
4-AcO-MiPT
4-AcO-NMT
4-AcO-TMT
4-F-5-MeO-DMT
4-Fluoro-T
4-HO-5-MeO-DMT
4-HO-DALT
4-HO-DBT
4-HO-DET
4-HO-DiPT
4-HO-DPT
4-HO-DSBT
4-HO-EPT
4-HO-MALT
4-HO-MET
4-HO-McPT
4-HO-McPeT
4-HO-MiPT
4-HO-MPT
4-HO-MsBT
4-HO-NALT
4-HO-NMT
4-HO-PiPT
4-HO-pyr-T
4-HO-TMT
4-HT
4-MeO-DiPT
4-MeO-DMT
4-MeO-MiPT
4-MeO-T
4-PrO-DMT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Bromo-DMT
5-Bromo-T
5-Chloro-DMT
5-Chloro-T
5-CT
5-Ethoxy-DMT
5-Ethyl-DMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-MET
5-Fluoro-T
5-HO-DiPT
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
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
5-MeO-pyr-T
5-MeO-NBpBrT
5-MeO-T (5-MT; mexamine)
5-MeO-T-NBOMe
5-MeS-DMT
5-Methyl-DMT
5-Methyl-T
5-MT-NB3OMe
5-NOT
5,6-MeO-MiPT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-DHT
5,7-DHT
6-Fluoro-DMT
6-Fluoro-T
6-MeO-DMT
6-MeO-T
6-Methyl-T
7-Chloro-T
7-MeO-T
7-Methyl-DMT
7-Methyl-T
Acetryptine (5-AT)
Aeruginascin (4-PO-TMT)
AGH-107
AGH-192
AH-494
ALiPT
Alpertine
Baeocystin (4-PO-NMT)
Benzotript (4-chlorobenzoyl-L -tryptophan)
Bufotenidine (5-HTQ)
Bufotenin (5-HO-DMT)
Convolutindole A
CP-132,484
DALT
DBT
Desformylflustrabromine
DET
DiPT
DMT
DPT
E-6801
E-6837
EiPT
EMDT
EPT
Ethocybin (4-PO-DET)
FGIN-127
FGIN-143
FT-104
HIOC
Idalopirdine
Indolylethylfentanyl
Indorenate
Iprocin (4-HO-DiPT)
Isamide
Lespedamine
MBT
MET
Milipertine
Miprocin (4-HO-MiPT)
MiPT
MPT
MS-245
MSBT
N -Feruloylserotonin (moschamine)
NET/NETP
NiPT
NMT
Norbaeocystin (4-PO-T)
NTBT
O-4310
O -Pivalylbufotenine
Oxypertine
PiPT
Psilacetin (O -acetylpsilocin; 4-AcO-DMT)
Psilocin (4-HO-DMT)
Psilocybin (4-PO-DMT)
Pyr-T
RS134-49
Serotonin (5-HT)
Solypertine
ST-1936
Tryptamine (T)
Tryptophan
Yuremamine
Z2876442907
N -Acetyltryptaminesα-Alkyltryptamines
2,α-DMT
4-HO-αMT
4-HO-MPMI (lucigenol)
4-Me-αET
4-Me-αMT
5-Chloro-αET
5-Chloro-αMT
5-Ethoxy-αMT
5-Fluoro-αET
5-Fluoro-αMT
5-iPrO-αMT
5-MeO-α,N ,N -TMT
5-MeO-αET
5-MeO-αMT
5-MeO-MPMI
5-Methyl-αET
6-Fluoro-αMT
7-Chloro-αMT
7-Methyl-αET
α-Methyl-5-HTP
α-Methylmelatonin
α-Methylserotonin (5-HO-αMT)
α-Methyltryptophan (αMTP)
α,N -DMT (N -methyl-αMT)
α,N ,N -TMT
α,N ,O -TMS
αET (etryptamine)
αMT
AL-37350A (4,5-DHP-αMT)
BK-5Br-NM-AMT
BK-5Cl-NM-AMT
BK-5F-NM-AMT
BK-NM-AMT
BNC-210
BW-723C86
CP-135807
IPAP (α,N -DPT)
MPMI
Triptans Cyclized tryptamines
Bay R 1531
Ciclindole
Cyclic 3-OHM
Ergolines and lysergamides (e.g., LSD )
Flucindole
Harmala alkaloids and β-carbolines (e.g., 6-MeO-THH , 9-Me-BC , β-carboline (norharman) , harmaline , harmalol , harmane , harmine , pinoline , tetrahydroharmine , tryptoline )
Iboga alkaloids and related (e.g., DM-506 (ibogaminalog) , ibogaine , ibogamine , noribogaine , tabernanthalog , tabernanthine )
LY-266,097
Metralindole
NDTDI
PHA-57378
PNU-22394
PNU-181731
RU-28306
Yohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine )
Isotryptamines Related compounds