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Names

25CN-NBMD
N-(2,3-Methylenedioxybenzyl)-4-cyano-2,5-dimethoxyphenethylamine
2C-CN-NBMD

IUPAC names

4-(2-{[(2H-1,3-Benzodioxol-4-yl)methyl]amino}ethyl)-2,5-dimethoxybenzonitrile
4-{2-[(1,3-Benzodioxol-4-ylmethyl)amino]ethyl}-2,5-dimethoxybenzonitrile

ID 1282 · Formula C₁₉H₂₀N₂O₄ · Molecular weight 340.373

InChI InChI=1S/C19H20N2O4/c1-22-17-9-15(10-20)18(23-2)8-13(17)6-7-21-11-14-4-3-5-16-19(14)25-12-24-16/h3-5,8-9,21H,6-7,11-12H2,1-2H3

InChI Key CFFGJOIVRPVLGJ-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1cc(C#N)c(cc1CCNCc1cccc2c1OCO2)OC

Hansen, M. Design and synthesis of selective serotonin receptor agonists for positron emission tomography imaging of the brain Ph. D. Thesis, University of Copenhagen, 16 Dec 2012. 7.9 MB. #2.48 NMR

Jensen, AA; McCorvy, JD; Leth-Petersen, S; Bundgaard, C; Liebscher, G; Kenakin, TP; Bräuner-Osborne, H; Kehler, J; Kristensen, JL. Detailed characterization of the in vitro pharmacological and pharmacokinetic properties of N-(2-hydroxybenzyl)-2,5-dimethoxy-4-cyanophenylethylamine (25CN-NBOH), a highly selective and brain-penetrant 5-HT_2A receptor agonist J. Pharmacol. Exp. Ther., 1 Jun 2017, 361 (3), 441–453. 4.1 MB. https://doi.org/10.1124/jpet.117.239905 #25CN-NBMD, 4

Hansen, M; Phonekeo, K; Paine, JS; Leth-Petersen, S; Begtrup, M; Bräuner-Osborne, H; Kristensen, JL. Synthesis and structure–activity relationships of N-benzyl phenethylamines as 5-HT_2A/2C agonists ACS Chem. Neurosci., 19 Mar 2014, 5 (3), 243-249. 21.5 MB. https://doi.org/10.1021/cn400216u #6d NMR

Jensen, AA; Halberstadt, AL; Märcher-Rørsted, E; Odland, AU; Chatha, M; Speth, N; Liebscher, G; Hansen, M; Bräuner-Osborne, H; Palner, M; Andreasen, JT; Kristensen, JL. The selective 5-HT_2A receptor agonist 25CN-NBOH: Structure-activity relationship, in vivo pharmacology, and in vitro and ex vivo binding characteristics of [³H]25CN-NBOH Biochem. Pharmacol., 1 Jul 2020, 177 113979. 2.3 MB. https://doi.org/10.1016/j.bcp.2020.113979 #2 NMR

Poulie, CBM; Pottie, E; Simon, IA; Harpsøe, K; D’Andrea, L; Komarov, IV; Gloriam, DE; Jensen, AA; Stove, CP; Kristensen, JL. Discovery of β-arrestin-biased 25CN-NBOH-derived 5-HT_2A receptor agonists J. Med. Chem., 22 Sep 2022, 65 (18), 12031–12043. 9.5 MB. https://doi.org/10.1021/acs.jmedchem.2c00702 #6d LC,MS,NMR

7 Dec 2019 · · Isomer Design