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N1915

Sigma-Aldrich

Nebivolol hydrochloride

≥98% (HPLC)

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

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About This Item

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Deepak Sharma et al.
Pharmaceutical methods, 2(1), 9-14 (2011-01-01)
The present study aimed to develop and validate the simultaneous estimation of amlodipine and nebivolol in tablet dosage forms. An isocratic reversed phase high-performance liquid chromatographic (HPLC) method with ultraviolet detection at 268 nm has been developed for the determination
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)
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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