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Chemical compound
5-Methoxy-2,N,N-trimethyltryptamine (5-MeO-2,N,N-TMT, 5-MeO-TMT) is a psychoactive drug of the tryptamine chemical class which acts as a psychedelic. It was first synthesized by Alexander Shulgin and reported in his book TiHKAL ("Tryptamines i Have Known And Loved").[1] 5-MeO-TMT is claimed to show psychoactive effects at a dosage of 75–150 mg orally, but these are relatively mild compared to those of other similar compounds. This suggests that while the methyl group on the 2-position of the molecule has impaired the binding of metabolic enzymes like monoamine oxidase (MAO), it is also interfering with binding to and/or activation of the serotonin 5-HT2A receptor, the target responsible for mediating the hallucinogenic effects of such compounds.
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- 1-Methylpsilocin
- 2,alpha-DMT
- 2-Me-DET
- 2-Methyl-5-HT
- 2,N,N-TMT
- 4,5-DHP-DMT
- 4,5-MDO-DMT
- 4,5-MDO-DiPT
- 4-AcO-DALT
- 4-AcO-DET
- 4-AcO-DMT
- 4-AcO-DiPT
- 4-AcO-EPT
- 4-AcO-NMT
- 4-AcO-MALT
- 4-AcO-MET
- 4-AcO-DPT
- 4-AcO-MiPT
- 4-F-5-MeO-DMT
- 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-MPMI
- 4-HO-MPT
- 4-HO-MsBT
- 4-HO-NMT
- 4-HO-PiPT
- 4-HO-pyr-T
- 4-HO-αMT
- 4-Me-αET
- 4-Me-αMT
- 4-MeO-DiPT
- 4-MeO-DMT
- 4-MeO-MiPT
- 4-PrO-DMT
- 5,6-MeO-MiPT
- 5,6-MDO-DiPT
- 5,6-MDO-DMT
- 5,6-MDO-MiPT
- 5,7-Dihydroxytryptamine
- 5-BT
- 5-Bromo-DMT
- 5-CT
- 5-Chloro-αMT
- 5-Chloro-DMT
- 5-Ethoxy-αMT
- 5-Ethoxy-DMT
- 5-Ethyl-DMT
- 5-Fluoro-AET
- 5-Fluoro-αMT
- 5-Fluoro-DET
- 5-Fluoro-DMT
- 5-Fluoro-EPT
- 5-Fluoro-MET
- 5-HO-αMT
- 5-HO-DiPT
- 5-HTP
- 5-iPrO-AMT
- 5-MeS-DMT
- 5-Methoxytryptamine
- 5-MeO-7,N,N-TMT
- 5-Methyl-αET
- 5-MeO-2-TMT
- 5-MeO-αET
- 5-MeO-αMT
- 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-MPMI
- 5-MeO-NMT
- 5-MeO-pyr-T
- 5-MeO-NBpBrT
- 5-Methyl-DMT
- 5-(Nonyloxy)tryptamine
- 6-Fluoro-αMT
- 6-Fluoro-DMT
- 6-Hydroxymelatonin
- 6-MeO-THH
- 7-Chloro-AMT
- 7-Methyl-α-ethyltryptamine
- 7-Methyl-DMT
- Acetryptine
- Aeruginascin
- αET
- Alpha,N-DMT
- α,N,N-Trimethyltryptamine
- Alpha,N,O-TMS
- AL-37350A
- αMT
- Baeocystin
- BNC-210
- Bufotenidine
- Bufotenin (5-HO-DMT)
- BW-723C86
- Convolutindole A
- CP-132,484
- DALT
- DBT
- Desformylflustrabromine
- DET
- DiPT
- DPT
- E-6801
- E-6837
- Ethocybin
- EiPT
- EMDT
- EPT
- FGIN-127
- FGIN-143
- Harmaline
- HIOC
- Ibogaine
- Idalopirdine
- Indorenate
- Iprocin
- Lespedamine
- Luzindole
- MET
- Methylbutyltryptamine
- MiPT
- MPT
- Miprocin
- Melatonin
- MPMI
- MS-245
- NAS
- N-Ethyltryptamine
- N-Feruloylserotonin
- NMT
- DMT
- Norbaeocystin
- Normelatonin
- N-t-Butyltryptamine
- O-4310
- Oxypertine
- Plakohypaphorine
- PiPT
- Psilocin (4-HO-DMT)
- Psilocybin (4-PO-DMT)
- Pyr-T
- Rizatriptan
- RU-28306
- Serotonin
- ST-1936
- Sumatriptan
- Tryptamine
- Tryptophan
- Yohimbine
- Yuremamine
- Zolmitriptan
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Psychedelics (5-HT2A agonists) | Benzofurans | |
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Lyserg‐ amides | |
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Phenethyl‐ amines | 2C-x |
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3C-x | |
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4C-x | |
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DOx | |
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HOT-x | |
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MDxx | |
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Mescaline (subst.) | |
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TMAs |
- TMA
- TMA-2
- TMA-3
- TMA-4
- TMA-5
- TMA-6
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Others | |
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Piperazines | |
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Tryptamines | alpha-alkyltryptamines | |
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x-DALT | |
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x-DET | |
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x-DiPT | |
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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
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x-DPT | |
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Ibogaine-related | |
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x-MET | |
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x-MiPT | |
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Others | |
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Others | |
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Dissociatives (NMDAR antagonists) | |
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Deliriants (mAChR antagonists) | |
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Others | |
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