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Nebivolol

Basic information Safety Supplier Related

Nebivolol Basic information

Product Name:
Nebivolol
Synonyms:
  • NEBIVOLOL-D4
  • 1-(6-fluorochroman-2-yl)-2-[[2-(6-fluorochroman-2-yl)-2-hydroxy-ethyl]amino]ethanol
  • Nibivolol
  • Nebivolol Impurity 6(rac-Nebivolol (Mixture of Diastereomers))
  • 2,2'-azanediylbis(1-(6-fluorochroman-2-yl)ethan-1-ol)
  • rac-Nebivolol (Mixture of Diastereomers)
  • 1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino]ethanol
  • R-65824
CAS:
99200-09-6
MF:
C22H25F2NO4
MW:
405.43
Product Categories:
  • Antihypertensive
Mol File:
99200-09-6.mol
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Nebivolol Chemical Properties

Boiling point:
600.5±55.0 °C(Predicted)
Density 
1.309±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
14.29±0.20(Predicted)
color 
White to Off-White
InChI
InChI=1/C22H25F2NO4/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/t17-,18-,21-,22+/s3/i11D2,12D2
InChIKey
KOHIRBRYDXPAMZ-AWIIVWKDNA-N
SMILES
C([2H])([2H])([C@H](O)[C@@]1([H])CCC2C=C(C=CC=2O1)F)NC([2H])([2H])[C@H](O)[C@]1([H])CCC2C=C(C=CC=2O1)F |&1:3,5,21,23,r|
CAS DataBase Reference
99200-09-6(CAS DataBase Reference)
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Nebivolol Usage And Synthesis

Description

Nebilet was launched in Germany and the Netherlands as an antihypertensive agent. It is prepared by a five step route starting with 6-fluoro-4- oxobenzopyran-2-carboxylic acid. It is a selective β1-adrenergic receptor antagonist and is 50 times less potent at β2-receptors. Vasodialating properties occur via the nitric oxide pathway. While the L-isomer is more potent than the D-isomer, the racemic mixture is necessary for optimal activity. Upon administration, an immediate fall in blood pressure occurs, it improves both left ventricular systolic and diastolic function, and lowers peripheral blood resistance. Nebilet does not influence insulin sensitivity nor lipid profile comparible to atenolol. Doses of 50 mg of atenolol and 10 mg of Nebilet are equipotent but Nebilet has a longer duration of action due to an accumulation of the drug and increasing plasma levels of active metabolites.

Originator

Johnson & Johnson (US)

Uses

Nebivolol is a cardioselective beta-1 receptor blocking agent.

Uses

Labeled Nebivolol, intended for use as an internal standard for the quantification of Nebivolol by GC- or LC-mass spectrometry.

Definition

ChEBI: A member of the class of chromanes that is 2,2'-iminodiethanol in which one hydrogen attached to each hydroxy-bearing carbon is replaced by a 6-fluorochroman-2-yl group.

brand name

Nebilet

NebivololSupplier

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