Nebivolol hydrochloride

Names

[ Name ]:
Nebivolol hydrochloride

[Synonym ]:
2H-1-Benzopyran-2-ethanaminium, 6-fluoro-N-[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]-3,4-dihydro-β-hydroxy-, chloride, (βR,2S)- (1:1)
(S,R,R,R)-nebivolol hydrochloride
(2R)-2-[(2R)-6-Fluoro-3,4-dihydro-2H-chromen-2-yl]-N-{(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl}-2-hydroxyethanaminium chloride
Nebivolol hydrochloride

Biological Activity

[Description]:

Nebivolol hydrochloride selectively inhibits β1- adrenergic receptor with IC50 of 0.8 nM.Target: β1- adrenergic receptorNebivolol reduces cell proliferation of human coronary smooth muscle cells (haCSMCs) and endothelial cells (haECs) in a concentration- and time-dependent maner. Nebivolol treatment for 7 days causes significant reduction in cell growth of haCSMCs with IC50 of 6.1 μM, and inhibits accelerated haCSMC proliferation stimulated by growth factors PDGF-BB, bFGF, and TGFβ with IC50 values of 6.8 μM, 6.4 μM and 7.7 μM, repectively. Nebivolol treatment (10-5 M) of haCSMCs for 48 hours induces a moderate apoptosis of 23% and a decrease from 16% to 5% in the number of cells in S-phase. During Nebivolol incubation, NO formation of HaCEs increases, while endothelin-1 transcription and secretion are suppressed.Administratiion of Nebivolol (initially by iv within 10 minutes of reperfusion and then orally) to rats with myocardial infarction (MI) reduces myocardial apoptosis, which is mediated by regulation of NO . Nebivolol, significantly, prevents left ventricular (LV) pressure changes, reduces total and regional apoptotic cardiomyocytes. Nebivolol treatment lowers mean blood pressure (MBP) in rats with MI slightly, but not significantly.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Cardiovascular Disease

[References]

[1]. Brehm BR, et al. Effects of nebivolol on proliferation and apoptosis of human coronary artery smooth muscle and endothelial cells. Cardiovasc Res. 2001 Feb 1;49(2):430-9.

[2]. Mercanoglu G, et al. The effects of nebivolol on apoptosis in a rat infarct model. Circ J. 2008 Apr;72(4):660-70.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
600.5ºC at 760 mmHg

[ Melting Point ]:
220-222ºC

[ Molecular Formula ]:
C₂₂H₂₆ClF₂NO₄

[ Molecular Weight ]:
441.896

[ Flash Point ]:
316.9ºC

[ Exact Mass ]:
441.151855

[ PSA ]:
70.95000

[ LogP ]:
3.55650

[ Vapour Pressure ]:
2.88E-15mmHg at 25°C

[ Storage condition ]:
Desiccate at RT

[ Water Solubility ]:
DMSO: ≥20mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H410

[ Precautionary Statements ]:
P273-P501

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
22-50/53

[ Safety Phrases ]:
60-61

[ RIDADR ]:
3077

[ HS Code ]:
2932999099

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Design, development and permeation studies of nebivolol hydrochloride from novel matrix type transdermal patches.

Adv. Biomed. Res. 2 , 62, (2013)

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 ...

Simultaneous estimation of amlodipine besylate and nebivolol hydrochloride in tablet dosage forms by reverse phase-high-performance liquid chromatographic using ultraviolet detection.

Pharm. Methods 2 , 9-14, (2013)

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...

Predicting in vivo cardiovascular properties of β-blockers from cellular assays: a quantitative comparison of cellular and cardiovascular pharmacological responses.

FASEB J. 25 , 4486-97, (2011)

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 th...