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Bisoprolol Hemifumarate

Bisoprolol hemifumarate

Synopsis, Chemistry

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TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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Also known as: 104344-23-2, Zebeta, Bisoprolol hemifumarate, Bisoprolol monofumarate, Fondril, Maintate

Molecular Formula

C₂₂H₃₅NO₈

Molecular Weight

441.5 g/mol

InChI Key

RZPZLFIUFMNCLY-WLHGVMLRSA-N

FDA UNII

U057CX04H0

A cardioselective beta-1 adrenergic blocker. It is effective in the management of HYPERTENSION and ANGINA PECTORIS.

1 2D Structure

Bisoprolol hemifumarate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E)-but-2-enedioic acid;1-(propan-2-ylamino)-3-[4-(2-propan-2-yloxyethoxymethyl)phenoxy]propan-2-ol

2.1.2 InChI

InChI=1S/C18H31NO4.C4H4O4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4;5-3(6)1-2-4(7)8/h5-8,14-15,17,19-20H,9-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

2.1.3 InChI Key

RZPZLFIUFMNCLY-WLHGVMLRSA-N

2.1.4 Canonical SMILES

CC(C)NCC(COC1=CC=C(C=C1)COCCOC(C)C)O.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CC(C)NCC(COC1=CC=C(C=C1)COCCOC(C)C)O.C(=C/C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

U057CX04H0

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bisoprolol

2. Bisoprolol Fumarate (1:1) Salt, (+-)-isomer

3. Bisoprolol Fumarate (2:1) Salt, (+-)-isomer

4. Bisoprolol Hydrochloride

5. Bisoprolol Methanesulfonate Salt

6. Bisoprolol, (+-)-isomer

7. Bisoprolol, (-)-isomer

8. Bisoprolol, Fumarate (1:1) Salt

9. Bisoprolol, Fumarate (2:1) Salt

10. Cl 297939

11. Cl-297939

12. Cl297939

13. Concor

14. Emd 33512

15. Emd-33512

16. Emd33512

17. Fumarate, Bisoprolol

18. Hydrochloride, Bisoprolol

2.3.2 Depositor-Supplied Synonyms

1. 104344-23-2

2. Zebeta

3. Bisoprolol Hemifumarate

4. Bisoprolol Monofumarate

5. Fondril

6. Maintate

7. Concor

8. 105878-43-1

9. Bisoprolol (fumarate)

10. Bisoprolol Hemifumarate Salt

11. U057cx04h0

12. Emd33512

13. Ta-4708

14. Cl-297939

15. 1-[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol,(2e)-2-monobutenedioate

16. 2-propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (2e)-2-butenedioate (1:1)

17. 2-propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (2e)-2-butenedioate (1:1) (salt)

18. 2-propanol, 1-(4-((2-(1-methylethoxy)ethoxy)methyl)phenoxy)-3-((1-methylethyl)amino)-, (e)-2-butenedioate (1:1) (salt)

19. Smr000471619

20. Emd-33512

21. Bisocard

22. Cardicor

23. Congescor

24. Sr-01000597980

25. Bisoprololfumarate

26. Concor Cor

27. 66722-45-0

28. Bisoprolol Fumarate (1:x)

29. Schembl41419

30. Mls001076669

31. Mls001401436

32. Unii-u057cx04h0

33. Chembl1200708

34. Bcpp000331

35. Hms1569a21

36. Hms2051i16

37. Hms2094o19

38. Hms2233f12

39. Hms3884o05

40. Pharmakon1600-01505704

41. Nsc759181

42. S1206

43. Akos005267174

44. Ac-5016

45. Bcp9000419

46. Ccg-100883

47. Ccg-213520

48. Nc00133

49. Nsc-759181

50. Hy-120829

51. B3994

52. Cs-0079270

53. Sw197151-3

54. 104b232

55. Q-200729

56. Sr-01000597980-4

57. Q27290514

58. 1-(4-((2-isopropoxyethoxy)methyl)phenoxy)-3-(isopropylamino)propan-2-ol Hemi-fumarate

59. 1-{4-[(2-isopropoxyethoxy)methyl]phenoxy}-3-(isopropylamino)-2-propanol Fumaric Acid Salt

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₅NO₈
Molecular Weight	441.5 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	14
Exact Mass	441.23626707 g/mol
Monoisotopic Mass	441.23626707 g/mol
Topological Polar Surface Area	135 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	397
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Bisoprolol fumarate
Drug Label	Bisoprolol fumarate is a synthetic, beta1-selective (cardioselective) adrenoceptor blocking agent. The chemical name for bisoprolol fumarate is ()-1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol(E)-2-butenedioate...
Active Ingredient	Bisoprolol fumarate
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg
Market Status	Prescription
Company	Teva Pharms; Unichem Pharms (usa); Aurobindo Pharma; Sandoz; Mylan

2 of 4
Drug Name	Zebeta
PubMed Health	Bisoprolol (By mouth)
Drug Classes	Antianginal, Antihypertensive, Cardiovascular Agent
Drug Label	ZEBETA (bisoprolol fumarate) is a synthetic, beta1-selective (cardioselective) adrenoceptor blocking agent. The chemical name for bisoprolol fumarate is ()-1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol(E)-2-but...
Active Ingredient	Bisoprolol fumarate
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg
Market Status	Prescription
Company	Teva Womens

3 of 4
Drug Name	Bisoprolol fumarate
Drug Label	Bisoprolol fumarate is a synthetic, beta1-selective (cardioselective) adrenoceptor blocking agent. The chemical name for bisoprolol fumarate is ()-1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol(E)-2-butenedioate...
Active Ingredient	Bisoprolol fumarate
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg
Market Status	Prescription
Company	Teva Pharms; Unichem Pharms (usa); Aurobindo Pharma; Sandoz; Mylan

4 of 4
Drug Name	Zebeta
PubMed Health	Bisoprolol (By mouth)
Drug Classes	Antianginal, Antihypertensive, Cardiovascular Agent
Drug Label	ZEBETA (bisoprolol fumarate) is a synthetic, beta1-selective (cardioselective) adrenoceptor blocking agent. The chemical name for bisoprolol fumarate is ()-1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol(E)-2-but...
Active Ingredient	Bisoprolol fumarate
Dosage Form	Tablet
Route	Oral
Strength	5mg; 10mg
Market Status	Prescription
Company	Teva Womens

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic beta-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Antagonists.)

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.)

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

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