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Nebivolol

Synopsis, Chemistry

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TABLET;ORAL - EQ 5MG BASE;80MG
TABLET;ORAL - EQ 10MG BASE
TABLET;ORAL - EQ 2.5MG BASE
TABLET;ORAL - EQ 20MG BASE
TABLET;ORAL - EQ 5MG BASE

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Also known as: 169293-50-9, Nebivolol hcl, 2,2'-azanediylbis(1-(6-fluorochroman-2-yl)ethanol) hydrochloride, 152520-56-4, Rac nebivolol hydrochloride, R 065824 hydrochloride

Molecular Formula

C₂₂H₂₆ClF₂NO₄

Molecular Weight

441.9 g/mol

InChI Key

JWEXHQAEWHKGCW-UHFFFAOYSA-N

A cardioselective ADRENERGIC BETA-1 RECEPTOR ANTAGONIST (beta-blocker) that functions as a VASODILATOR through the endothelial L-arginine/ NITRIC OXIDE system. It is used to manage HYPERTENSION and chronic HEART FAILURE in elderly patients.

1 2D Structure

Nebivolol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl]amino]ethanol;hydrochloride

2.1.2 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

2.1.3 InChI Key

JWEXHQAEWHKGCW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CC2=C(C=CC(=C2)F)OC1C(CNCC(C3CCC4=C(O3)C=CC(=C4)F)O)O.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 67555, R

2. Alpha,alpha'-(iminobis(methylene))bis(6-fluoro-3,4-dihydro)-2h-1-benzopyran-2-methanol

3. Bystolic

4. Hydrochloride, Nebivolol

5. Lobivon

6. Nebilet

7. Nebivolol

8. R 67555

9. R-67555

10. R67555

11. Silostar

2.2.2 Depositor-Supplied Synonyms

1. 169293-50-9

2. Nebivolol Hcl

3. 2,2'-azanediylbis(1-(6-fluorochroman-2-yl)ethanol) Hydrochloride

4. 152520-56-4

5. Rac Nebivolol Hydrochloride

6. R 065824 Hydrochloride

7. Nebilox

8. Rac-nebivolol Hcl

9. R-067555

10. Schembl514784

11. N-phenyliminodiaceticacid

12. Chembl1201731

13. Akos016006035

14. Ac-4233

15. Ac-5636

16. Ccg-214847

17. Ro67555

18. As-12100

19. Cs-0362720

20. Ft-0652243

21. Ft-0655833

22. 520n564

23. W-60374

24. J-010524

25. 1-(6-fluoro-3,4-dihydro-2h-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2h-chromen-2-yl)-2-hydroxyethyl]amino]ethanol;hydrochloride

26. 2h-1-benzopyran-2-methanol,a,a'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-,hydrochloride(1:1)

27. Alpha,alpha'[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2h-1-benzopyran-2-methanol]hydrochloride

2.3 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₆ClF₂NO₄
Molecular Weight	441.9 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	441.1518423 g/mol
Monoisotopic Mass	441.1518423 g/mol
Topological Polar Surface Area	71 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	483
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	4
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic beta-1 Receptor Agonists

Compounds that bind to and activate ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Agonists.)

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

beta-Adrenergic Blocker [EPC]; Adrenergic beta-Antagonists [MoA]