Nebivolol hydrochlorideProduct ingredient for Nebivolol

Name
Nebivolol hydrochloride
Drug Entry
Nebivolol

Nebivolol is a racemic mixture of 2 enantiomers where one is a beta adrenergic antagonist and the other acts as a cardiac stimulant without beta adrenergic activity.2 Treatment with nebivolol leads to a greater decrease in systolic and diastolic blood pressure than atenolol, propranolol, or pindolol.2 Nebivolol and other beta blockers are generally not first line therapies as many patients are first treated with thiazide diuretics.8

Nebivolol was granted FDA approval on 17 December 2007.9

Accession Number
DBSALT001027
Structure
Synonyms
Nebivolol HCl
UNII
JGS34J7L9I
CAS Number
152520-56-4
Weight
Average: 441.9
Monoisotopic: 441.1518423
Chemical Formula
C22H26ClF2NO4
InChI Key
JWEXHQAEWHKGCW-VCVZPGOSSA-N
InChI
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+;/m1./s1
IUPAC Name
(1R)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethan-1-ol hydrochloride
SMILES
Cl.O[C@H](CNC[C@@H](O)[C@H]1CCC2=C(O1)C=CC(F)=C2)[C@@H]1CCC2=CC(F)=CC=C2O1
ChemSpider
9986920
ChEBI
132913
Wikipedia
Nebivolol
Predicted Properties
PropertyValueSource
Water Solubility0.0403 mg/mLALOGPS
logP2.44ALOGPS
logP3.21Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)13.52Chemaxon
pKa (Strongest Basic)8.9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area70.95 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity103.32 m3·mol-1Chemaxon
Polarizability41.61 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon