NBOH-2C-CN hydrochloride

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

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

Citations (4)

COA / SDS

High affinity and selective 5-HT2A agonist

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Product Description
Product Specifications
Solubility
Preparing Stock Solutions
Calculators
Background References
Product Documents
Specific Notices

Key Product Details

Description

High affinity and selective 5-HT2A agonist

Alternative Names

25CN-NBOH

View all 5-HT2A Receptor Agonists »

Product Description

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.

Product Specifications

Molecular Weight

348.82

Formula

C₁₈H₂₀N₂O₃.HCl

Storage

Desiccate at RT

Purity

≥98% (HPLC)

Chemical Name

4-[2-[[(2-Hydroxyphenyl)methyl]amino]ethyl]-2,5-dimethoxybenzonitrile hydrochloride

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.

Solubility

	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 all 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

Calculators

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and CoA (available online).

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Background References

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