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Names

25H-NBOH
N-(2-Hydroxybenzyl)-2,5-dimethoxyphenethylamine
2C-H-NBOH

IUPAC name

2-({[2-(2,5-Dimethoxyphenyl)ethyl]amino}methyl)phenol

ID 5385 · Formula C₁₇H₂₁NO₃ · Molecular weight 287.354

InChI InChI=1S/C17H21NO3/c1-20-15-7-8-17(21-2)13(11-15)9-10-18-12-14-5-3-4-6-16(14)19/h3-8,11,18-19H,9-10,12H2,1-2H3

InChI Key GWSDQXKNRDQTTQ-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1ccc(c(c1)CCNCc1ccccc1O)OC

ChemSpider 28555093
PubChem 71424713
Wikidata Q82834111
Project Response 25H-NBOH (1839-17)

Phenethylamine: Von der Strucktur zur Funktion 25H-NBOH: 7.3 (12) 493, 494 · 8.5 (333) 837, 838, 839

Braden, MR. Towards a biophysical understanding of hallucinogen action Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2007. 8.4 MB. #25H-NBOH

Braden, MR; Parrish, JC; Naylor, JC; Nichols, DE. Molecular interaction of serotonin 5-HT_2A receptor residues Phe339^(6.51) and Phe340^(6.52) with superpotent N-benzyl phenethylamine agonists Mol. Pharmacol., 1 Jan 2006, 70 (6), 1956–1964. 361 kB. https://doi.org/10.1124/mol.106.028720 #25H-NBOH

Burgos-Villaseca, J; Klagges-Troncoso, J; Decker, A; Navarro, H; Brea, J; Sáez-Briones, P; Tirapegui, C; Cassels, BK. Caracterización farmacológica in vitro e in vivo del agonista serotoninérgico 5-HT₂ superpotente 25B-NBOMe: Modulación de sus efectos inducida por bromación aromática ResearchGate, 1 Jan 2014. 382 kB. https://doi.org/10.13140/2.1.4332.8322 #25H-NB2OH

Pottie, E; Cannaert, A; Stove, CP. In vitro structure–activity relationship determination of 30 psychedelic new psychoactive substances by means of β-arrestin 2 recruitment to the serotonin 2A receptor Arch. Toxicol., 1 Oct 2020, 94 (10), 3449–3460. 919 kB. https://doi.org/10.1007/s00204-020-02836-w #25H-NBOH

Wallach, J; Cao, AB; Calkins, MM; Heim, AJ; Lanham, JK; Bonniwell, EM; Hennessey, JJ; Bock, HA; Anderson, EI; Sherwood, AM; Morris, H; de Klein, R; Klein, AK; Cuccurazzu, B; Gamrat, J; Fannana, T; Zauhar, R; Halberstadt, AL; McCorvy, JD. Identification of 5-HT_2A receptor signaling pathways responsible for psychedelic potential bioRxiv, 31 Jul 2023, 2023.07.29.551106. 9.8 MB. https://doi.org/10.1101/2023.07.29.551106 #25H-NBOH LC,MS,NMR

4-Benzyloxy-3,5-dimethoxyphenethylamine · 4-BzlO-3,5-DMPEA · BZ

24-NBOH · 24H-NBOH · N-(2-Hydroxybenzyl)-2,4-dimethoxyphenethylamine

2,5-Dimethoxy-4-(2-methoxyphenyl)phenethylamine · 2C-BI-2

2,5-Dimethoxy-4-(3-methoxyphenyl)phenethylamine · 2C-BI-6

2,5-Dimethoxy-4-(4-methoxyphenyl)phenethylamine · 2C-BI-8

N-(4-Hydroxypheethyl)-β,4-dihydroxyamphetamine · N-4HOPhEt-β,4-DHA · Ritodrine

3,4-DHA-NBOMe · N-(2-Methoxybenzyl)-3,4-dihydroxyamphetamine

Galantamine

Dihydromorphine

2C-O-27 · 4-Benzyloxy-2,5-dimethoxyphenethylamine

11874

Etodolac

7 Dec 2019 · · Isomer Design