NBOH-2C-CN hydrochloride

Name: NBOH-2C-CN hydrochloride
Brand: Tocris Bioscience
SKU: 5171

Tocris Bioscience, part of Bio-Techne | Catalog # 5171

Citations (3)

COA / SDS

High affinity and selective 5-HT2A agonist

Key Product Details

Description:	High affinity and selective 5-HT_2A agonist
Alternative Names:	25CN-NBOH
Chemical Name:	4-[2-[[(2-Hydroxyphenyl)methyl]amino]ethyl]-2,5-dimethoxybenzonitrile hydrochloride
Purity:	≥98% (HPLC)
Molecular Weight:	348.82

View Full Technical Details for NBOH-2C-CN hydrochloride

Technical Data
Citations

Biological Activity for NBOH-2C-CN hydrochloride

NBOH-2C-CN hydrochloride is a high affinity, selective 5-HT_2A agonist (K_i = 1.3 nM). Exhibits 100-fold selectivity for 5-HT_2A over 5-HT_2C. Elicits head twitch behavior in mice.

Technical Data for NBOH-2C-CN hydrochloride

M. Wt	348.82
Formula	C₁₈H₂₀N₂O₃.HCl
Storage	Desiccate at RT
Purity	≥98% (HPLC)
CAS Number	1539266-32-4
PubChem ID	90489019
InChi Key	JQVAEIIIMVMJBO-UHFFFAOYSA-N
Smiles	OC(C=CC=C2)=C2CNCCC1=C(OC)C=C(C#N)C(OC)=C1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for NBOH-2C-CN hydrochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	water	3.49	10 with gentle warming
	DMSO	34.88	100

Preparing Stock Solutions for NBOH-2C-CN hydrochloride

The following data is based on the product molecular weight 348.82.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.87 mL	14.33 mL	28.67 mL
5 mM	0.57 mL	2.87 mL	5.73 mL
10 mM	0.29 mL	1.43 mL	2.87 mL
50 mM	0.06 mL	0.29 mL	0.57 mL

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References for NBOH-2C-CN hydrochloride

References are publications that support the biological activity of the product.

Jensen 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. 2020 PMID: 32298690
Fantegrossi 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-HT_2A receptors, in mice. Psychopharmacology (Berl.) 2014 PMID: 25224567
Jensen 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 2017 PMID: 28360333
Hansen Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT_2A/2C agonists. ACS.Chem.Neurosci. 2014 PMID: 24397362