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N1915

Sigma-Aldrich

Nebivolol hydrochloride

≥98% (HPLC)

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Synonym(s):
Narbivolol, Nebilet, R-65824, rel-(aR,a′R,2R,2′S)-a,a′-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] hydrochloride
Empirical Formula (Hill Notation):
C22H25F2NO4 · HCl
CAS Number:
152520-56-4
Molecular Weight:
441.90
UNSPSC Code:
12352200
PubChem Substance ID:
329818593
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥20 mg/mL

originator

Forest Labs

storage temp.

room temp

SMILES string

Cl.O[C@@H](CNC[C@H](O)[C@@H]1CCc2cc(F)ccc2O1)[C@H]3CCc4cc(F)ccc4O3

InChI

1S/C22H25F2NO4.ClH/c23-15-3-7-19-13(9-15)1-5-21(28-19)17(26)11-25-12-18(27)22-6-2-14-10-16(24)4-8-20(14)29-22;/h3-4,7-10,17-18,21-22,25-27H,1-2,5-6,11-12H2;1H/t17-,18-,21-,22+;/m0./s1

InChI key

JWEXHQAEWHKGCW-BIISKSHESA-N

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Application

Nebivolol hydrochloride has been used as a standard in the validation of high-performance thin-layer chromatography (HPTLC)-densitometry method. It may be used in calibration curve preparation and absorption spectrum studies using spectrophotometry.

Biochem/physiol Actions

Nebivolol hydrochloride (NEB) is used as a racemic mixture for clinical studies. It stabilizes membrane and possesses intrinsic sympathomimetic functionality. Nebivolol interaction with π-acceptors (2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,4-dinitrophenol (DNP) and 2,4,6-trinitrophenol (picric acid; PA)) is useful in the spectrophotometric detection methods.
Nebivolol is a competitive, highly selective b1-receptor antagonist with mild vasodialating properties, possibly due to an interaction with the L-arginine/ NO pathway, and is used for treatment of essential hypertension. It is 40-fold selective for β1 vs. β2, and lacks ISA (intrinsic sympathomimetic activity).

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Forest Labs. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

WGK

WGK 3

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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Development of quantitative HPTLC-Densitometry methods for the analysis of amiodarone HCl, carvedilol, doxylamine succinate, magnesium salicylate, metoprolol succinate, nebivolol HCl, and salicylamide using a model process developed earlier for the transfer of TLC screening methods
Nguyen K and Sherma J
Acta Chromatographica , 30(4), 264-268 (2018)
Nebivolol Hydrochloride Loaded Nanostructured Lipid Carriers as Transdermal Delivery System: Part 1: Preparation, Characterization and In Vitro Evaluation
Ghazy E, et al.
Al-Mustansiriyah Journal of Pharmaceutical Sciences (AJPS), 16(2), 14-Jan-14-Jan (2016)
New spectrophotometric determination of nebivolol in pharmaceutical formulation via charge transfer complex
Alhemiary, Nabil AF
Austin Journal of Analytical and Pharmaceutical Chemistry , 4(2), 1084-1091 (2017)
Vijay Singh Jatav et al.
Advanced biomedical research, 2, 62-62 (2013-11-14)
Nebivolol hydrochloride is a third generation β-blocker with highly selective β1-receptor antagonist with antihypertensive properties having plasma half life of 10 h and 12% oral bioavailability. The aim of the present investigation was to form matrix type transdermal patches containing
Jillian G Baker et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(12), 4486-4497 (2011-08-26)
β-Adrenoceptor antagonists differ in their degree of partial agonism. In vitro assays have provided information on ligand affinity, selectivity, and intrinsic efficacy. However, the extent to which these properties are manifest in vivo is less clear. Conscious freely moving rats
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