Structure via PubChem · Public domain (PubChem)
levobunolol
Sign in to saveAlso known as (-)-bunolol, Ak-beta®, BRN 1887243, L-bunolol, Liquifilm®, W-6421A, (S)-5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone
Levobunolol (trade names AKBeta, Betagan, Vistagan, among others) is a non-selective beta blocker. It is used topically in the form of eye drops to manage ocular hypertension (high pressure in the eye) and open-angle glaucoma.
Chemical data
- Formula
- C17H25NO3
- Molecular weight
- 291.4 g/mol
- IUPAC name
- 5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-2H-naphthalen-1-one
- SMILES
- CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O
- InChIKey
- IXHBTMCLRNMKHZ-LBPRGKRZSA-N
- XLogP
- 2.4
- Polar surface area
- 58.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1985
- Admin. routes
- topical
- Indications
- glaucoma
via ChEMBL · EBI
Research
314 papers- Levobunolol.2006
- Levobunolol-imprinted polymer: a theoretical study.Journal of molecular modeling · 2023
- Levobunolol for the long-term treatment of glaucoma.General pharmacology · 1986
- Ocular levobunolol. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy.Drugs · 1987
- Comparative Effectiveness of First-Line Medications for Primary Open-Angle Glaucoma: A Systematic Review and Network Meta-analysis.Ophthalmology · 2016
via PubMed
Wikidata facts
- Mass
- 291.183
- Has use
- medication
Show 9 more facts
- subject has role
- beta blocker
- chemical formula
- C₁₇H₂₅NO₃
- significant drug interaction
- fingolimod
- medical condition treated
- ocular hypertension
- canonical SMILES
- CC(C)(C)NCC(COC1=CC=CC2=C1CCCC2=O)O
- isomeric SMILES
- CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O
- World Health Organisation international non-proprietary name
- levobunolol
- physically interacts with
- adrenoceptor beta 3
- Commons category
- Levobunolol
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Contraindications
- Side effects
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 462090700 | image = Levobunolol.svg | image_class = skin-invert-image
| tradename = AKBeta, Betagan, Vistagan, others | Drugs.com = | MedlinePlus = a686011 | pregnancy_AU = | pregnancy_category = C | routes_of_administration = Topical eye drop | ATC_prefix = S01 | ATC_suffix = ED03
Excerpted from Wikipedia’s “levobunolol” article, available under the CC BY-SA 4.0 licence.