4-HO-MET

4-HO-MET Summary

IUPAC Name: 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol

Molecular Weight: 218.295

Formula: C13H18N2O

InChI: 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

InChI Key: ORWQBKPSGDRPPA-UHFFFAOYSA-N

SMILES: CCN(CCc1c[nH]c2c1c(O)ccc2)C

Links:

Similar Compounds:

5-MEO-DALT
2-ME-DMT
DIPT
MIPT
MPT
MET
DPT
4-ACO-DMT
4-ACO-MET
4-ACO-DET
4-HO-MIPT
4-ACO-DPT
4-ACO-MIPT
4-HO-DET
4-HO-MCPT
4-HO-EPT
4-HO-MPT
4-HO-MALT
4-MEO-MIPT
EPT
METHALLYLESCALINE
1P-LSD
MIPLA
1B-LSD
1P-ETH-LAD
1CP-LSD
ALD-52
ETH-LAD

References:

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 #4-HO-MET  LC,MS

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

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

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., , 26 (8), 1327-1337. 845 kB. https://doi.org/10.1016/j.euroneuro.2016.05.001

Shulgin, AT. Basic Pharmacology and Effects. In Hallucinogens. A Forensic Drug Handbook; Laing, R; Siegel, JA, Eds., Academic Press, London, ; pp 67–137. 6.3 MB.

Taschwer, M; Ebner, E; Schmid, MG. Test purchase of new synthetic tryptamines via the Internet: Identity check by GC-MS and separation by HPLC. J. Appl. Pharm. Sci., 1 Jan 2016, 6 (1), 028–034. 504 kB. https://doi.org/10.7324/JAPS.2016.600105

Bruni, PS; Grafinger, KE; Nussbaumer, S; König, S; Schürch, S; Weinmann, W. Study of the in vitro and in vivo metabolism of 4-HO-MET. Forensic Sci. Int., 1 Sep 2018, 290 103–110. 932 kB. https://doi.org/10.1016/j.forsciint.2018.06.037 #4-HO-MET

EMCDDA. New drugs in Europe, 2008, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2009. 265 kB. #5

Zamberlan, F; Sanz, C; Vivot, RM; Pallavicini, C; Erowid, F; Erowid, E; Tagliazucchi, E. The varieties of the psychedelic experience: A preliminary study of the association between the reported subjective effects and the binding affinity profiles of substituted phenethylamines and tryptamines. Front. Integr. Neurosci., 8 Nov 2018, 12 n/a. 5.0 MB. https://doi.org/10.3389/fnint.2018.00054 #4-OH-MET

Luethi, D; Liechti, ME. Monoamine transporter and receptor interaction profiles in vitro predict reported human doses of novel psychoactive stimulants and psychedelics. Int. J. Neuropsychoph., 1 Oct 2018, 21 (10), 926–931. 254 kB. https://doi.org/10.1093/ijnp/pyy047 #S2 Tryptamines 4-OH-MET