Explore 25CN-NBF | PiHKAL · info

Exploring 25CN-NBF. To explore a different substance…

Names

25CN-NBF
N-(2-Fluorobenzyl)-4-cyano-2,5-dimethoxyphenethylamine
2C-CN-NBF

IUPAC names

4-(2-{[(2-Fluorophenyl)methyl]amino}ethyl)-2,5-dimethoxybenzonitrile
4-{2-[(2-Fluorobenzyl)amino]ethyl}-2,5-dimethoxybenzonitrile

ID 1272 · Formula C₁₈H₁₉FN₂O₂ · Molecular weight 314.354

InChI InChI=1S/C18H19FN2O2/c1-22-17-10-15(11-20)18(23-2)9-13(17)7-8-21-12-14-5-3-4-6-16(14)19/h3-6,9-10,21H,7-8,12H2,1-2H3

InChI Key QAYYSFNKTHOOBZ-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1cc(C#N)c(cc1CCNCc1ccccc1F)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. #2.47 NMR

Leth-Petersen, S; Bundgaard, C; Hansen, M; Carnerup, MA; Kehler, J; Kristensen, JL. Correlating the metabolic stability of psychedelic 5-HT_2A agonists with anecdotal reports of human oral bioavailability Neurochem. Res., 12 Feb 2014, 39 (10), 2018-2023. 625 kB. https://doi.org/10.1007/s11064-014-1253-y #5c

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-NBF, 3

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 #6c 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 #6c LC,MS,NMR

5-MeO-T-NBOH5F · N-(2-Hydroxy-5-fluorobenzyl)-5-methoxytryptamine

7 Dec 2019 · · Isomer Design