CAS 118457-16-2

(-)-Nebivolol

Description:

(-)-Nebivolol is a selective beta-1 adrenergic receptor blocker primarily used in the treatment of hypertension and heart failure. It is characterized by its unique mechanism of action, which not only involves the blockade of beta-1 receptors but also promotes vasodilation through the release of nitric oxide, making it distinct from other beta-blockers. This dual action contributes to its favorable side effect profile, including a lower incidence of bronchoconstriction and metabolic disturbances. The compound is chiral, with the (-)-enantiomer being the active form responsible for its therapeutic effects. Its pharmacokinetics include good oral bioavailability and a relatively long half-life, allowing for once-daily dosing. Additionally, (-)-Nebivolol exhibits a high degree of lipid solubility, which may influence its distribution and elimination. Overall, its unique properties make it a valuable option in cardiovascular therapy, particularly for patients who may benefit from both heart rate control and vasodilation.

Formula: C₂₂H₂₅F₂NO₄

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-/m0/s1

InChI key: InChIKey=KOHIRBRYDXPAMZ-YHDSQAASSA-N

SMILES: [C@@H](CNC[C@H](O)[C@@]1(OC=2C(CC1)=CC(F)=CC2)[H])(O)[C@]3(OC=4C(CC3)=CC(F)=CC4)[H]

Synonyms:

• (1S,1'S)-2,2'-iminobis{1-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol}
• (aS,a,2R,2)-a,a[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]
• (aS,a’S,2R,2’S)-a,a’-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]
• 2H-1-Benzopyran-2-methanol, α,α′-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, (αS,α′S,2R,2′S)-
• 2H-1-Benzopyran-2-methanol, α,α′-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, [2S-[2R*[R*[R*(S*)]]]]-
• Levonebivolol
• R-67145
• l-Nebivolol
• Nebivolol Desfluoro impurity
• Nebivolol EP Impurity A (L-Nebivolol)
• 2H-1-benzopyran-2-Methanol
• [2R,2'S,αS,α'S,(-)]-α,α'-[Iminobis(methylene)]bis(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol)
• (1S)-1-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-[[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]ethanol
• Nebivolol Impurity
• Nebivolol EP Impurity A
• 2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, (αS,α'S,2R,2'S)-
• Nebivolol Impurity A Q: What is the storage condition of
• [2S-[2R*[R*[R*(S*)]]]]-α,α'-[IMinobis(Methylene)]bis[6-fluoro-3,4-dihydro-
• Nebivolol IMpurity A (L-Nebivolol)
• Nebivolol Impurity A (L-Nebivolol) (RS,SS) HCl
• L-Nebivolol (RS,SS)-d6 HCl
• L-Nebivolo
• (αS,α'S,2R,2'S)-α,α'-[IMinobis(Methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-Methanol]
• Nebivolol Impurity AQ: What is
• (R,S,S,S)-nebivolol
• Nebivolol Impurity A Q: What are the applications of
• Nebivolol Impurity A
• (2R)-2-[(S)-1-Hydroxy-2-[[(S)-2-hydroxy-2-[[(2S)-3,4-dihydro-6-fluoro-2H-1-benzopyran]-2-yl]ethyl]amino]ethyl]-6-fluoro-3,4-dihydro-2H-1-benzopyran

(-)-Nebivolol

Controlled Product

CAS: 118457-16-2

Applications A β1-Adrenergic blocker. Used as an antihypertensive.
References Van de Water, A., et al.: J. Cardiovasc. Pharmacol., 11, 552 (1988), De Cree, J., et al.: Angiology, 41, 95 (1990)

Formula: C₂₂H₂₅F₂NO₄

Color and Shape: Off-White

Molecular weight: 405.44

Ref: TR-N387895

Nebivolol Lactose(adduct)

Controlled Product

CAS: 118457-16-2

Formula: C₃₅H₄₉F₂NO₁₄

Color and Shape: Neat

Molecular weight: 745.759

Ref: TR-N387950

(-)-Nebivolol

Controlled Product

CAS: 118457-16-2

Nebivolol is a beta-blocker that has vasodilatory properties. It has been shown to be effective in the treatment of patients with hypertension and heart failure, although it is not used as first-line therapy. Nebivolol is metabolized to its active form by esterases, primarily found in the liver, and is excreted unchanged in urine. The main effect of nebidovolol is reducing the workload on the heart by decreasing the force of contraction and increasing blood flow through peripheral vessels. This drug also inhibits adrenergic receptors, which may lead to a decrease in cardiac contractility.

Formula: C₂₂H₂₅F₂NO₄

Purity: Min. 95%

Molecular weight: 405.44 g/mol

Ref: 3D-FN26170

Levonebivolol

CAS: 118457-16-2

Formula: C₂₂H₂₅F₂NO₄

Molecular weight: 405.44

Ref: ST-EA-CP-N5049