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Chemical compound
Pharmaceutical compound
4-AcO-MET Other names 4-Acetoxy-MET; Metacetin; 4-Acetoxy-N -methyl-N -ethyltryptamine Legal status
[3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-yl] acetate
CAS Number PubChem CID ChemSpider UNII CompTox Dashboard (EPA ) Formula C 15 H 20 N 2 O 2 Molar mass −1 3D model (JSmol )
CCN(C)CCc1c[nH]c2c1c(ccc2)OC(=O)C
InChI=1S/C15H20N2O2/c1-4-17(3)9-8-12-10-16-13-6-5-7-14(15(12)13)19-11(2)18/h5-7,10,16H,4,8-9H2,1-3H3
Key:OMDKHOOGGJRLLX-UHFFFAOYSA-N
4-acetoxy-MET (4-acetoxy-N -methyl -N -ethyl tryptamine ), also known as 4-AcO-MET or metacetin , is a hallucinogenic tryptamine . It is the acetate ester of 4-HO-MET , and a homologue of 4-AcO-DMT . It is a novel compound with very little history of human use.[ 2] research chemical by online retailers.
Due to its similarity to the psilocin prodrug 4-AcO-DMT, which is deacetylated to form psilocin in vivo ,[ 3] [ 4] 4-HO-MET by serum esterases , but human studies concerning the metabolic fate of this drug are lacking.
In the United States, 4-Acetoxy-MET is not scheduled. It may be considered an analogue of psilocin , a Schedule I drug under the Controlled Substances Act . As such, the sale for human consumption or the use for illicit non-medical purposes could be considered a crime under the Federal Analogue Act.[ 5]
In Switzerland, 4-Acetoxy-MET is a controlled substance under Verzeichnis E.[ 6]
In the United Kingdom, 4-Acetoxy-MET is a Class A drug in the UK because it is an ester of the drug 4-HO-MET, which is a Class A drug under the tryptamine catch-all clause.[ 7]
^ Anvisa (2024-05-28). "RDC Nº 877 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 877 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União . Archived from the original on 2024-09-25. Retrieved 2024-09-25 .^ "New psychoactive substances reported to the EMCDDA and Europol for the first time in 2009 under the terms of Council Decision 2005/387/JHA" (PDF) . www.emcdda.europa.eu . Retrieved 6 May 2022 .^ Nichols DE (February 1999). "Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin" . Synthesis . 1999 (6): 935–938. doi :10.1055/s-1999-3490 . S2CID 32044725 . ^ Pham DN, Chadeayne AR, Golen JA, Manke DR (February 2021). "Psilacetin derivatives: fumarate salts of the meth-yl-ethyl, meth-yl-allyl and diallyl variants of the psilocin prodrug" . Acta Crystallographica Section E . 77 (Pt 2): 101–106. Bibcode :2021AcCrE..77..101P . doi :10.1107/S2056989021000116 . PMC 7869532 PMID 33614134 . ^ "21 U.S. Code § 841 - Prohibited acts A" , LII / Legal Information Institute , retrieved 2016-08-02 ^ "Fedlex" . www.fedlex.admin.ch . Retrieved 2021-08-15 .^ "Misuse of Drugs Act 1971" . 2021-08-15. Archived from the original on 2012-11-11.
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 -PivalylbufotenineOxypertine 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 alkaloidsβ-carbolines (e.g., 6-MeO-THH , 9-Me-BC , β-carboline (norharman) , harmaline , harmalol , harmane , harmine , pinoline , tetrahydroharmine , tryptoline )Iboga alkaloidsDM-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
