Exploring 4-HO-MET. To explore a different substance…

Names:
4-HO-MET
Metocin
3-[2-(Ethylmethylamino)ethyl]-4-indolol
N-Ethyl-4-hydroxy-N-methyltryptamine
4-Indolol, 3-[2-(ethylmethylamino)ethyl]
Tryptamine, N-ethyl-4-hydroxy-N-methyl
IUPAC name:
3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol
5021 · C13H18N2O · 218.295
InChI=1S/C13H18N2O/c1-3-15(2)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14,16H,3,7-8H2,1-2H3
ORWQBKPSGDRPPA-UHFFFAOYSA-N This stereoisomer Any stereoisomer

Repke, DB; Ferguson, WJ; Bates, DK. Psilocin analogs II. Synthesis of 3-[2-(dialkylamino)ethyl]-, 3-[2-(N-methyl-N-alkylamino)ethyl]-, and 3-[2-(cycloalkylamino)ethyl]indol-4-ols. J. Heterocycl. Chem., 1 Jan 1981, 18 (1), 175–179. 368 kB. https://doi.org/10.1002/jhet.5570180131

Kjellgren, A; Soussan, C. Heaven and Hell—A phenomenological study of recreational use of 4-HO-MET in Sweden. J. Psychoactive Drugs, 1 Jul 2011, 43 (3), 211–219. 231 kB. https://doi.org/10.1080/02791072.2011.605699

Meyer, MR; Caspar, A; Brandt, SD; Maurer, HH. A qualitative/quantitative approach for the detection of 37 tryptamine-derived designer drugs, 5 β-carbolines, ibogaine, and yohimbine in human urine and plasma using standard urine screening and multi-analyte approaches. Anal. Bioanal. Chem., 1 Jan 2014, 406 (1), 225–237. 457 kB. https://doi.org/10.1007/s00216-013-7425-9

Zhang, S; Fan, Y; Shi, Z; Cheng, S. DFT-based QSAR and action mechanism of phenylalkylamine and tryptamine hallucinogens. Chin. J. Chem., 1 Apr 2011, 29 (4), 623–630. 166 kB. https://doi.org/10.1002/cjoc.201190132 #62

Rickli, A; Moning, OD; Hoener, MC; Liechti, ME. Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens. Eur. Neuropsychopharmacol., 2016, 26 (8), 1327-1337. 845 kB. https://doi.org/10.1016/j.euroneuro.2016.05.001

Chapman, SJ. PeakAL: Protons I Have Known and Loved, Too — Another Fifty Shades of Grey-Market Spectra. Supplementary Data. BLOTTER, 1 Mar 2018, 3 (1). 5.7 MB. https://doi.org/10.16889/isomerdesign-5-supp Open access DOI

Chapman, SJ. PeakAL: Protons I Have Known and Loved, Too — Another Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Mar 2018, 3 (1). 1.2 MB. https://doi.org/10.16889/isomerdesign-5 Open access DOI

5-MeO-DMT
α,N,O-TMS
1-MeO-DMT · Lespedamine
CMY · 1-Methylpsilocin
5-MeO-α-ET
4-MeO-DMT
6-MeO-DMT
7-MeO-DMT
5-HTQ · Bufotenidine
5-MeO-NET
2-Methylpsilocin
α-Methylpsilocin
4-HO-DMHT
1-Methylbufotenine
5-EtO-NMT
5-IPrO-T
5-PrO-T
10611
4-Hydroxymethyl-DMT
5-HO-NIPT
19 June 2018 · Creative Commons BY-NC-SA ·