Structure via PubChem · Public domain (PubChem)
metipranolol
Sign in to saveAlso known as TUR695, BM-01004, VUAB-6453, VUAB6453, (+-)-metipranolol, acetic acid 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester
Metipranolol (OptiPranolol, Betanol, Disorat, Trimepranol) is a non-selective beta blocker used in eye drops to treat glaucoma. It is rapidly metabolized into desacetylmetipranolol.
Chemical data
- Formula
- C17H27NO4
- Molecular weight
- 309.4 g/mol
- IUPAC name
- [4-[2-hydroxy-3-(propan-2-ylamino)propoxy]-2,3,6-trimethylphenyl] acetate
- SMILES
- CC1=CC(=C(C(=C1OC(=O)C)C)C)OCC(CNC(C)C)O
- InChIKey
- BQIPXWYNLPYNHW-UHFFFAOYSA-N
- XLogP
- 2.7
- Polar surface area
- 67.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1989
- Admin. routes
- topical
- Indications
- glaucoma
via ChEMBL · EBI
Research
323 papers- Metipranolol.2006
- Ocular metipranolol. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in glaucoma and ocular hypertension.Drugs · 1988
- Metipranolol promotes structure and function of retinal photoreceptors in the rd10 mouse model of human retinitis pigmentosa.Journal of neurochemistry · 2019
- Metipranolol-associated granulomatous anterior uveitis.The British journal of ophthalmology · 1991
- Drug-induced uveitis.Expert opinion on drug safety · 2015
via PubMed
Wikidata facts
- Subclass of
- alkanolamine
- Mass
- 309.194008
Show 5 more facts
- chemical formula
- C₁₇H₂₇NO₄
- canonical SMILES
- CC1=CC(=C(C(=C1OC(=O)C)C)C)OCC(CNC(C)C)O
- medical condition treated
- ocular hypertension
- World Health Organisation international non-proprietary name
- metipranolol
- subject has role
- Sympatholytic
Sources (5)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | verifiedrevid = 411547542 | IUPAC_name = (RS)-4-{[-2-hydroxy-3-(isopropylamino)propyl]oxy}-2,3,6-trimethylphenyl acetate | image = Metipranolol.svg | image_class = skin-invert-image | width = 200 | chirality = Racemic mixture
| tradename = Optipranolol | Drugs.com = | MedlinePlus = a601078 | pregnancy_category = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “metipranolol” article, available under the CC BY-SA 4.0 licence.
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