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Names

5H-2C-B
4-Br-2-MPEA

IUPAC name

2-(4-Bromo-2-methoxyphenyl)ethan-1-amine

ID 6428 · Formula C₉H₁₂BrNO · Molecular weight 230.102

InChI InChI=1S/C9H12BrNO/c1-12-9-6-8(10)3-2-7(9)4-5-11/h2-3,6H,4-5,11H2,1H3

InChI Key OTADZJZZPXOZQT-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES NCCc1ccc(cc1OC)Br

ChemSpider 23233624
PubChem 15128236

Shulgin Index See #47 2,4-DMPEA · Table 4Page 326Row 28

Phenethylamine: Von der Strucktur zur Funktion 4-Br-2-MPEA: 7.2 (8) 475, 480, 481

Glennon, RA; Raghupathi, R; Bartyzel, P; Teitler, M; Leonhardt, S. Binding of phenylalkylamine derivatives at 5-HT_1C and 5-HT₂ serotonin receptors: evidence for a lack of selectivity. J. Med. Chem., 1 Feb 1992, 35 (4), 734–740. 1.1 MB. https://doi.org/10.1021/jm00082a014 #16 NMR

Schulze-Alexandru, M; Kovar, K; Vedani, A. Quasi-atomistic receptor surrogates for the 5-HT_2A receptor: A 3D-QSAR study on hallucinogenic substances. Quant. Struct.-Act. Relat., 1 Dec 1999, 18 (6), 548–560. 312 kB. https://doi.org/10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B #S2

Leth-Petersen, S; Petersen, IN; Jensen, AA; Bundgaard, C; Bæk, M; Kehler, J; Kristensen, JL. 5-HT_2A/5-HT_2C receptor pharmacology and intrinsic clearance of N-benzylphenethylamines modified at the primary site of metabolism. ACS Chem. Neurosci., 16 Nov 2016, 7 (11), 1614–1619. 684 kB. https://doi.org/10.1021/acschemneuro.6b00265

Trachsel, D; Nichols, DE; Kidd, S; Hadorn, M; Baumberger, F. 4-Aryl-substituted 2,5-dimethoxyphenethylamines: Synthesis and serotonin 5-HT_2A receptor affinities. Chem. Biodiv., 28 May 2008, 6 (5), 692–704. 271 kB. https://doi.org/10.1002/cbdv.200800235 #16 NMR

Marcher-Rørsted, E; Halberstadt, AL; Klein, AK; Chatha, M; Jademyr, S; Jensen, AA; Kristensen, JL. Investigation of the 2,5-dimethoxy motif in phenethylamine serotonin 2A receptor agonists. ACS Chem. Neurosci., 26 Mar 2020, 11 (9), 1238-1244. 3.8 MB. https://doi.org/10.1021/acschemneuro.0c00129 #5 LC,MS,NMR

5-Br-2-MPEA

3-Br-PHA

3-Bromotyramine

2H-2C-B · 4-Br-3-MeO-PEA

7 Dec 2019 · · Isomer Design