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Names

25N-NBBr
N-(2-Bromobenzyl)-4-nitro-2,5-dimethoxyphenethylamine

IUPAC name

N-[(2-Bromophenyl)methyl]-2-(2,5-dimethoxy-4-nitrophenyl)ethan-1-amine

ID 14209 · Formula C₁₇H₁₉BrN₂O₄ · Molecular weight 395.248

InChI InChI=1S/C17H19BrN2O4/c1-23-16-10-15(20(21)22)17(24-2)9-12(16)7-8-19-11-13-5-3-4-6-14(13)18/h3-6,9-10,19H,7-8,11H2,1-2H3

InChI Key LWNGPUYFFFLJDM-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1cc(N(=O)=O)c(cc1CCNCc1ccccc1Br)OC

Wallach, J; McCorvy, J; Halberstadt, A. Selective, partial, and arrestin-biased 5-HT_2A agonists with utility in various disorders Patent WO 2022/241006 A1, 17 Nov 2022. 11.7 MB. #9

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 #25N-NBBr (9) LC,MS,NMR

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 associated with psychedelic potential Nat. Commun., 15 Dec 2023, 14 (1), 8221. 14.9 MB. https://doi.org/10.1038/s41467-023-44016-1 #9 MS,NMR

Duan, W; Cao, D; Wang, S; Cheng, J. Serotonin 2A receptor (5-HT_2AR) agonists: Psychedelics and non-hallucinogenic analogues as emerging antidepressants Chem. Rev., 10 Jan 2024, 124 (1), 124–163. 12.6 MB. https://doi.org/10.1021/acs.chemrev.3c00375 #152

25B-NB4NO₂ · 25B-NBpNO₂ · N-(4-Nitrobenzyl)-4-bromo-2,5-dimethoxyphenethylamine

7 Dec 2019 · · Isomer Design