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25CN-NBOH: A Selective Agonist for in vitro and in vivo Investigations of the Serotonin 2A Receptor.
Märcher Rørsted E, Jensen AA, Kristensen JL. Märcher Rørsted E, et al. ChemMedChem. 2021 Nov 5;16(21):3263-3270. doi: 10.1002/cmdc.202100395. Epub 2021 Aug 21. ChemMedChem. 2021. PMID: 34288515 Review.
4-(2-((2-hydroxybenzyl)amino)ethyl)-2,5-dimethoxybenzonitrile (25CN-NBOH) was first reported as a potent and selective serotonin 2A receptor (5-HT(2A) R) agonist in 2014, and it has since found extensive use as a pharmacological tool in a variety of in vitro, ex viv …
4-(2-((2-hydroxybenzyl)amino)ethyl)-2,5-dimethoxybenzonitrile (25CN-NBOH) was first reported as a potent and selective seroton …
Discovery of β-Arrestin-Biased 25CN-NBOH-Derived 5-HT2A Receptor Agonists.
Poulie CBM, Pottie E, Simon IA, Harpsøe K, D'Andrea L, Komarov IV, Gloriam DE, Jensen AA, Stove CP, Kristensen JL. Poulie CBM, et al. J Med Chem. 2022 Sep 22;65(18):12031-12043. doi: 10.1021/acs.jmedchem.2c00702. Epub 2022 Sep 13. J Med Chem. 2022. PMID: 36099411 Free PMC article.
In the present work, we have evaluated the subtype-selective 5-HT(2A)R agonist 25CN-NBOH and a series of close analogues for biased signaling at this receptor. ...
In the present work, we have evaluated the subtype-selective 5-HT(2A)R agonist 25CN-NBOH and a series of close analogues for b …
The selective 5-HT2A receptor agonist 25CN-NBOH: Structure-activity relationship, in vivo pharmacology, and in vitro and ex vivo binding characteristics of [3H]25CN-NBOH.
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. Jensen AA, et al. Biochem Pharmacol. 2020 Jul;177:113979. doi: 10.1016/j.bcp.2020.113979. Epub 2020 Apr 13. Biochem Pharmacol. 2020. PMID: 32298690
While the 5-HT(2A)R activity of 25CN-NBOH was retained in 3'-methyl, 2',3'-chroman, 2',3'-dihydrofuran and 2',3'-furan analogs, the 3'-methoxy and 3'-ethyl analogs displayed substantially lower binding affinities and agonist potencies than 25CN-NBOH. . …
While the 5-HT(2A)R activity of 25CN-NBOH was retained in 3'-methyl, 2',3'-chroman, 2',3'-dihydrofuran and 2',3'-furan analogs …
A quantitative method for the selective 5-HT2A agonist 25CN-NBOH in rat plasma and brain.
Breusova K, Ernstsen KG, Palner M, Linnet K, Kristensen JL, Kretschmann AC. Breusova K, et al. J Pharm Biomed Anal. 2021 May 30;199:114016. doi: 10.1016/j.jpba.2021.114016. Epub 2021 Mar 8. J Pharm Biomed Anal. 2021. PMID: 33784574
In order to investigate the metabolic stability of 25CN-NBOH in vitro biotransformation studies with recombinant enzymes and human liver microsomes were conducted. ...The developed analytical method might serve as basis to include further 25CN-NBOH met …
In order to investigate the metabolic stability of 25CN-NBOH in vitro biotransformation studies with recombinant enzymes and h …
The selective 5-HT2A receptor agonist 25CN-NBOH does not affect reversal learning in mice.
Odland AU, Kristensen JL, Andreasen JT. Odland AU, et al. Behav Pharmacol. 2021 Aug 1;32(5):448-452. doi: 10.1097/FBP.0000000000000626. Behav Pharmacol. 2021. PMID: 33595957
Both improvement and impairment of cognitive flexibility has been reported with 5-HT2AR ligands, making the link between 5-HT2AR pharmacology and cognitive flexibility equivocal. We tested the selective 5-HT2AR agonist 25CN-NBOH in healthy male C57BL/6JOlaHsd mice i …
Both improvement and impairment of cognitive flexibility has been reported with 5-HT2AR ligands, making the link between 5-HT2AR pharmacolog …
Tolerance and Tachyphylaxis to Head Twitches Induced by the 5-HT2A Agonist 25CN-NBOH in Mice.
Buchborn T, Lyons T, Knöpfel T. Buchborn T, et al. Front Pharmacol. 2018 Feb 6;9:17. doi: 10.3389/fphar.2018.00017. eCollection 2018. Front Pharmacol. 2018. PMID: 29467649 Free PMC article.
Thorough habituation to the experimental procedures (including handling, saline injection, and exposure to the observational boxes 1 day before the experiment) facilitated the animals' response to 25CN-NBOH. 25CN-NBOH (1.5 mg/kg, i.p.) induced HTRs wer …
Thorough habituation to the experimental procedures (including handling, saline injection, and exposure to the observational boxes 1 day bef …
The 5-hydroxytryptamine 2A receptor agonists DOI and 25CN-NBOH decrease marble burying and reverse 8-OH-DPAT-induced deficit in spontaneous alternation.
Odland AU, Jessen L, Kristensen JL, Fitzpatrick CM, Andreasen JT. Odland AU, et al. Neuropharmacology. 2021 Feb 1;183:107838. doi: 10.1016/j.neuropharm.2019.107838. Epub 2019 Nov 3. Neuropharmacology. 2021. PMID: 31693871
To examine the role of 5-HT(2A)Rs in modulating repetitive behavior, we tested two 5-HT(2A)R agonists, DOI, and the selective 25CN-NBOH, in two mouse tests of compulsive-like behavior. Using adult C57BL/6JOlaHsd male mice, we examined the effects of the two compound …
To examine the role of 5-HT(2A)Rs in modulating repetitive behavior, we tested two 5-HT(2A)R agonists, DOI, and the selective 25CN- …
Hallucinogen-like effects of 2-([2-(4-cyano-2,5-dimethoxyphenyl) ethylamino]methyl)phenol (25CN-NBOH), a novel N-benzylphenethylamine with 100-fold selectivity for 5-HT₂A receptors, in mice.
Fantegrossi WE, Gray BW, Bailey JM, Smith DA, Hansen M, Kristensen JL. Fantegrossi WE, et al. Psychopharmacology (Berl). 2015 Mar;232(6):1039-47. doi: 10.1007/s00213-014-3739-3. Epub 2014 Sep 17. Psychopharmacology (Berl). 2015. PMID: 25224567 Free PMC article.
The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. ...DOI-elicited head twitch was dose-dependently attenuated by 25CN-NBOH pretreatment. 25CN-NBOH produced an intermediate degree of generalization (55 …
The capacity of 25CN-NBOH to attenuate DOI-elicited head twitch was also investigated. ...DOI-elicited head twitch was dose-de …
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-HT2A Receptor Agonist.
Jensen AA, McCorvy JD, Leth-Petersen S, Bundgaard C, Liebscher G, Kenakin TP, Bräuner-Osborne H, Kehler J, Kristensen JL. Jensen AA, et al. J Pharmacol Exp Ther. 2017 Jun;361(3):441-453. doi: 10.1124/jpet.117.239905. Epub 2017 Mar 30. J Pharmacol Exp Ther. 2017. PMID: 28360333
In a toxicological screening, 25CN-NBOH (100 muM) displayed a benign acute cellular toxicological profile. 25CN-NBOH displayed high in vitro permeability (P(app) = 29 10(-6) cm/s) and low P-glycoprotein-mediated efflux in a conventional model of cellul …
In a toxicological screening, 25CN-NBOH (100 muM) displayed a benign acute cellular toxicological profile. 25CN-NBOH
19 results