Exploring 2C-E. To explore a different substance…

Names:
2C-E · 4-Ethyl-2,5-dimethoxyphenethylamine · 2,5-Dimethoxy-4-ethylphenethylamine
IUPAC name:
2-(4-Ethyl-2,5-dimethoxyphenyl)ethan-1-amine
ID: 24 · Formula: C12H19NO2 · Molecular weight: 209.285
InChI: InChI=1S/C12H19NO2/c1-4-9-7-12(15-3)10(5-6-13)8-11(9)14-2/h7-8H,4-6,13H2,1-3H3

Altun, A; Golcuk, K; Kumru, M; Jalbout, AF. Electron-conformation study for the structure-hallucinogenic activity relationships of phenylalkylamines. Bioorg. Med. Chem., 1 Dec 2003, 11 (24), 3861–3868. 577 kB. http://dx.doi.org/10.1016/S0968-0896(03)00437-1

Lewin, AH; Navarro, HA; Mascarella, SW. Structure-activity correlations for β-phenethylamines at human trace amine receptor 1. Bioorg. Med. Chem., 1 Aug 2008, 16 (15),. 366 kB. http://dx.doi.org/10.1016/j.bmc.2008.06.009

McGrane, O; Simmons, J; Jacobsen, E; Skinner, C. Alarming trends in a novel class of designer drugs. J. Clinic. Toxicol., 1 Nov 2011, 1 (2). 775 kB. http://dx.doi.org/10.4172/2161-0495.1000108

Kusin, S; Tesar, J; Hatten, B; Horowitz, BZ; Hendrickson, R; Leman, R; Buser, G. Severe methemoglobinemia and haemolytic anemia from aniline purchased as 2C-E (4-ethyl-2,5-dimethoxyphenethylamine), a recreational drug, on the internet – Oregon, 2011. MMWR, 10 Feb 2012, 61 (5), 85–88. 273 kB.

Thakur, M; Thakur, A; Khadikar, PV. QSAR studies on psychotomimetic phenylalkylamines. Bioorg. Med. Chem., 15 Feb 2004, 12 (4), 825–831. 323 kB. http://dx.doi.org/10.1016/j.bmc.2003.10.027

Meyer, MR; Robert, A; Maurer, HH. Toxicokinetics of novel psychoactive substances: Characterization of N-acetyltransferase (NAT) isoenzymes involved in the phase II metabolism of 2C designer drugs. Toxicol. Lett., 5 Jun 2014, 227 (2), 124–128. 865 kB. http://dx.doi.org/10.1016/j.toxlet.2014.03.010

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Aug 2015, 1 (1). 2.6 MB. http://dx.doi.org/10.16889/isomerdesign-1 Open access DOI

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. Supplementary Data. BLOTTER, 1 Aug 2015, 1 (1). 11.9 MB. http://dx.doi.org/10.16889/isomerdesign-1-supp Open access DOI

Shulgin, AT. Abused substances. Tech. Rev., 1 Jan 2005, August, 80–81. 415 kB.

Trachsel, D. Fluorine in psychedelic phenethylamines. Drug Test. Analysis, 1 Jul 2012, 4 (7-8), 577-590. 1.0 MB. http://dx.doi.org/10.1002/dta.413

Braden, MR. Towards a biophysical understanding of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2007. 8.4 MB.

Theobald, DS. The 2C-series—A new class of designer drugs. Ph. D. Thesis, Universität des Saarlandes, Saarbrücken, Germany, 18 Dec 2006. 1.4 MB.

Glennon, RA; Kier, LB; Shulgin, AT. Molecular connectivity analysis of hallucinogenic mescaline analogs. J. Pharm. Sci., 1 Jan 1979, 68 (7), 906–907. 252 kB. http://dx.doi.org/10.1002/jps.2600680733

Meyers-Riggs, B. The alkylated 2Cs. countyourculture, countyourculture: rational exploration of the underground, 4 Oct 2010.

Ray, TS. Psychedelics and the human receptorome. PLOS ONE, 2 Feb 2010, 5 (2), e9019. 791 kB. http://dx.doi.org/10.1371/journal.pone.0009019

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25E-NBOMe
25E-NBOH
25E-NBF
25E-NBMD
25E-NB3OMe
25E-NB4OMe
DOET
4C-E
α-Cl-2C-E
BOE
2C-2-TOET
2C-G-12
2C-G-22
2C-B
2C-C
2C-D
2C-F
2C-H
2C-I
2C-N
2C-O-4
2C-P
2C-SE
2C-T
2C-T-2
2C-T-4
2C-T-7
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
TMPEA
2C-CN
2C-CA · 2C-COOH
2C-TFM
2C-O-2
2C-O-7
2C-O-19
2C-SE-2
2C-SE-4
2C-SE-7
2C-SE-21
2C-TE
2C-T-10
2C-T-11
2C-T-12
2C-T-14
2C-T-5
2C-T-16
2C-T-6
2C-T-19
2C-T-21.5
2C-T-22
2C-T-18
2C-T-23
2C-YN
2C-pEtOH
2C-pKet
2C-T-3
2C-T-25
2C-T-27
2C-T-28
2C-T-30
2C-T-31
2C-T-32
2C-T-33
2C-VI
2C-BI-1
2C-BI-2
2C-BI-3
2C-BI-4
2C-BI-5
2C-BI-6
2C-BI-7
2C-BI-8
2C-BI-9
2C-BI-10
2C-BI-11
2C-BI-12
2326
2324
2327
2C-IP
2C-EF
2C-NH
2C-HM
2C-IB
2C-TFE
2C-O-22
2C-O-21.5
2C-O-21
2C-A
2CE-5ETO
2C-5-TOET
2C-G
DOM
ψ-DOM
2,5-DMMA · METHYL-DMA
4C-H
4C-DMPEA
N-Me-2C-D
2C-D-2-EtO · 2CD-2ETO
2C-D-5-EtO · 2CD-5ETO
m-DOM · 5-DOM
o-DOM · 2-DOM
6-Me-2,4-DOM · Z-7.1
2,4-DMMA
ψ-2C-E
4-Propoxynorephedrine
homo-DMA
homo-N-Me-2,5-DMPEA
BO3MDM
BO3MEA
BO3EE
BO3P
N,N-Me-DMPEA-2
N-Me-2,3-DMA
N-Me-2,3-EMPEA
4C-2,4-DMPEA
2,4-DEPEA
N-Me,N-iPr-DHPEA
N-Bu-DHPEA
N-iBu-DHPEA
MHEA
N-Me-α-Et-GEA
Salicifoline
HMEA
N,N-Me-DMPEA
N-Et-DMPEA
DMMA
N-Me-EMPEA
EMA
MEA
DEPEA
β-HO-N-Me-2-M-5-MeA
N,N-Me-2,5-HMA
N,N-Me-2,5-DMPEA
β,N-Me-2,5-DMPEA
N,N-Me-3,5-DMPEA
N-Me-3,5-DMA
N,N-Me-2,6-DMPEA
N-Me-2,6-DMA
4-Me-2,3-DOM
3-Me-2,4-DOM
2-Me-3,4-DOM
5-Me-2,3-DOM
3-DOM
2-Me-3,5-DOM
β-Me-2C-D
5-Me-3,4-DOM
4-Me-3,5-DOM
6-Me-2,3-DOM
3-Me-2,6-DOM
2-Me-3,6-DOM
6-Me-2,4-EMPEA
944
25E-NBOMe
25E-NBOH
25E-NBF
25E-NBMD
25E-NB3OMe
25E-NB4OMe
DOET
4C-E
α-Cl-2C-E
BOE
2C-2-TOET
2C-G-12
2C-G-22
2C-B
2C-C
2C-D
2C-F
2C-H
2C-I
2C-N
2C-O-4
2C-P
2C-SE
2C-T
2C-T-2
2C-T-4
2C-T-7
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-21
TMPEA
2C-CN
2C-CA · 2C-COOH
2C-TFM
2C-O-2
2C-O-7
2C-O-19
2C-SE-2
2C-SE-4
2C-SE-7
2C-SE-21
2C-TE
2C-T-10
2C-T-11
2C-T-12
2C-T-14
2C-T-5
2C-T-16
2C-T-6
2C-T-19
2C-T-21.5
2C-T-22
2C-T-18
2C-T-23
2C-YN
2C-pEtOH
2C-pKet
2C-T-3
2C-T-25
2C-T-27
2C-T-28
2C-T-30
2C-T-31
2C-T-32
2C-T-33
2C-VI
2C-BI-1
2C-BI-2
2C-BI-3
2C-BI-4
2C-BI-5
2C-BI-6
2C-BI-7
2C-BI-8
2C-BI-9
2C-BI-10
2C-BI-11
2C-BI-12
2326
2324
2327
2C-IP
2C-EF
2C-NH
2C-HM
2C-IB
2C-TFE
2C-O-22
2C-O-21.5
2C-O-21
2C-A
2CE-5ETO
2C-5-TOET
2C-G
DOM
ψ-DOM
2,5-DMMA · METHYL-DMA
4C-H
4C-DMPEA
N-Me-2C-D
2C-D-2-EtO · 2CD-2ETO
2C-D-5-EtO · 2CD-5ETO
m-DOM · 5-DOM
o-DOM · 2-DOM
6-Me-2,4-DOM · Z-7.1
2,4-DMMA
ψ-2C-E
4-Propoxynorephedrine
homo-DMA
homo-N-Me-2,5-DMPEA
BO3MDM
BO3MEA
BO3EE
BO3P
N,N-Me-DMPEA-2
N-Me-2,3-DMA
N-Me-2,3-EMPEA
4C-2,4-DMPEA
2,4-DEPEA
N-Me,N-iPr-DHPEA
N-Bu-DHPEA
N-iBu-DHPEA
MHEA
N-Me-α-Et-GEA
Salicifoline
HMEA
N,N-Me-DMPEA
N-Et-DMPEA
DMMA
N-Me-EMPEA
EMA
MEA
DEPEA
β-HO-N-Me-2-M-5-MeA
N,N-Me-2,5-HMA
N,N-Me-2,5-DMPEA
β,N-Me-2,5-DMPEA
N,N-Me-3,5-DMPEA
N-Me-3,5-DMA
N,N-Me-2,6-DMPEA
N-Me-2,6-DMA
4-Me-2,3-DOM
3-Me-2,4-DOM
2-Me-3,4-DOM
5-Me-2,3-DOM
3-DOM
2-Me-3,5-DOM
β-Me-2C-D
5-Me-3,4-DOM
4-Me-3,5-DOM
6-Me-2,3-DOM
3-Me-2,6-DOM
2-Me-3,6-DOM
6-Me-2,4-EMPEA
944
27 March 2017 · Creative Commons BY-NC-SA ·