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Levobunolol HCl

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Chemistry

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Also known as: Akbeta, Betagan, Levobunolol hcl, 27912-14-7, Levobunolol (hydrochloride), Levobunolol.hcl

Molecular Formula

C₁₇H₂₆ClNO₃

Molecular Weight

327.8 g/mol

InChI Key

DNTDOBSIBZKFCP-YDALLXLXSA-N

FDA UNII

O90S49LDHH

The L-Isomer of bunolol.

1 2D Structure

Levobunolol HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-2H-naphthalen-1-one;hydrochloride

2.1.2 InChI

InChI=1S/C17H25NO3.ClH/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20;/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3;1H/t12-;/m0./s1

2.1.3 InChI Key

DNTDOBSIBZKFCP-YDALLXLXSA-N

2.1.4 Canonical SMILES

CC(C)(C)NCC(COC1=CC=CC2=C1CCCC2=O)O.Cl

2.1.5 Isomeric SMILES

CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

O90S49LDHH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Akbeta

2. Apo Levobunolol

3. Apo-levobunolol

4. Apolevobunolol

5. Betagan

6. Levobunolol

7. Novo Levobunolol

8. Novo-levobunolol

9. Novolevobunolol

10. Pms Levobunolol

11. Pms-levobunolol

12. Pmslevobunolol

13. Ratio Levobunolol

14. Ratio-levobunolol

15. Ultracortenol

16. Vistagan

17. W 7000a

18. W-7000a

19. W7000a

2.3.2 Depositor-Supplied Synonyms

1. Akbeta

2. Betagan

3. Levobunolol Hcl

4. 27912-14-7

5. Levobunolol (hydrochloride)

6. Levobunolol.hcl

7. Vistagan

8. W 7000a

9. (-) -levobunolol Hydrochloride

10. L-bunolol Hydrochloride

11. Chebi:6439

12. Nsc-759158

13. W-7000a

14. Dsstox_cid_777

15. Dsstox_rid_75784

16. Dsstox_gsid_20777

17. (-)-3,4-dihydro-5-(3-(tert-butylamino)-2-hydroxypropoxy)-1(2h)-naphthalenone Hydrochloride

18. (-)-5-(3-(tert-butylamino)-2-hydroxypropoxy)-3,4-dihydro-1(2h)-naphthalenone Hydrochloride

19. O90s49ldhh

20. Levobunolol Hydrochloride [usan]

21. Ncgc00016801-01

22. Levobunolol, Hydrochloride

23. Cas-27912-14-7

24. Ent-levobunolol,hydrochloride

25. Prestwick_167

26. Betagan (tn)

27. Levobunolol Monohydrochloride

28. Schembl42262

29. Mls002154030

30. Chembl1201177

31. Dtxsid6020777

32. Hms1570j15

33. 5-[(2s)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-2h-naphthalen-1-one;hydrochloride

34. Hy-b1035

35. Tox21_110617

36. Levobunolol Hydrochloride (jan/usp)

37. Levobunolol Hydrochloride [mi]

38. Tox21_110617_1

39. Ccg-220847

40. Cs-4554

41. Levobunolol Hydrochloride [jan]

42. Levobunolol Hydrochloride [mart.]

43. Levobunolol Hydrochloride [vandf]

44. Ncgc00016801-05

45. 5-({(2s)-3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl}oxy)-3,4-dihydronaphthalen-1(2h)-one Hydrochloride

46. Levobunolol Hydrochloride [usp-rs]

47. Levobunolol Hydrochloride [who-dd]

48. Smr001233357

49. D01025

50. Levobunolol Hydrochloride [orange Book]

51. Levobunolol Hydrochloride [usp Monograph]

52. Q27107207

53. (-)-(s)-5-(3-(tert-butylamino)-2-hydroxypropoxy)-3,4-dihydro-1(2h)-naphthalenone Hydrochloride

54. (2s)-n-(tert-butyl)-2-hydroxy-3-[(5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]propan-1-aminium Chloride

55. 1(2h)-naphthalenone, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-, Hydrochloride, (-)-(s)

56. 5-[(2s)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydronaphthalen-1(2h)-one Hydrochloride

2.4 Create Date

2005-11-20

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₆ClNO₃
Molecular Weight	327.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	327.1601214 g/mol
Monoisotopic Mass	327.1601214 g/mol
Topological Polar Surface Area	58.6 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	350
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 6
Drug Name	Akbeta
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Akorn

2 of 6
Drug Name	Betagan
Drug Label	BETAGAN (levobunolol hydrochloride ophthalmic solution, USP) sterile is a noncardioselective beta-adrenoceptor blocking agent for ophthalmic use. The solution is colorless to slightly light yellow in appearance with an osmolality range of 250-360 m...
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Allergan

3 of 6
Drug Name	Levobunolol hydrochloride
PubMed Health	Levobunolol (Into the eye)
Drug Classes	Antiglaucoma
Drug Label	BETAGAN (levobunolol hydrochloride ophthalmic solution, USP) sterile is a noncardioselective beta-adrenoceptor blocking agent for ophthalmic use. The solution is colorless to slightly light yellow in appearance with an osmolality range of 250-360 m...
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Falcon Pharms; Bausch And Lomb

4 of 6
Drug Name	Akbeta
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Akorn

5 of 6
Drug Name	Betagan
Drug Label	BETAGAN (levobunolol hydrochloride ophthalmic solution, USP) sterile is a noncardioselective beta-adrenoceptor blocking agent for ophthalmic use. The solution is colorless to slightly light yellow in appearance with an osmolality range of 250-360 m...
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Allergan

6 of 6
Drug Name	Levobunolol hydrochloride
PubMed Health	Levobunolol (Into the eye)
Drug Classes	Antiglaucoma
Drug Label	BETAGAN (levobunolol hydrochloride ophthalmic solution, USP) sterile is a noncardioselective beta-adrenoceptor blocking agent for ophthalmic use. The solution is colorless to slightly light yellow in appearance with an osmolality range of 250-360 m...
Active Ingredient	Levobunolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	0.5%; 0.25%
Market Status	Prescription
Company	Falcon Pharms; Bausch And Lomb

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

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.)

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

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

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