bupranolol

Also known as BRN 2272923, SK&F 16805-A

Bupranolol is a non-selective beta blocker without intrinsic sympathomimetic activity (ISA), but with strong membrane stabilizing activity. Its potency is similar to propranolol.

Key facts

Drug.Verifiedfields: changed
Drug.verifiedrevid: 460123491
Drug.IUPAC_name: (RS)-1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol
Drug.image: Bupranolol.svg
Drug.image_class: skin-invert-image
Drug.routes_of_administration: Oral, topical (eye drops)
Drug.bioavailability: < 10%
Drug.protein_bound: 76%
Drug.metabolism: First pass elimination > 90%
Drug.elimination_half life: 2-4 hours (plasma)
Drug.excretion: > 88% renal (as carboxybupranolol)
Drug.CAS_number: 14556-46-8
Drug.ATC_prefix: C07
Drug.ATC_suffix: AA19
Drug.ChEMBL: 305380
Drug.StdInChI: 1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3
Drug.StdInChIKey: HQIRNZOQPUAHHV-UHFFFAOYSA-N
Drug.PubChem: 2475

via Wikipedia infobox

Research

338 papers

Long-acting isosorbide mononitrate.Drugs · 1999
Interactions of bupranolol with the polymorphic debrisoquine/sparteine monooxygenase (CYP2D6).European journal of clinical pharmacology · 1993
Differences in the Antinociceptive Effects and Binding Properties of Propranolol and Bupranolol Enantiomers.The journal of pain · 2015
Evidence that (+)-bupranolol interacts directly with myocardial beta-adrenoceptors. Control of optical purity with differential thermal analysis.Naunyn-Schmiedeberg's archives of pharmacology · 1980
Atypical cardiostimulant beta-adrenoceptor in the rat heart: stereoselective antagonism by bupranolol but lack of effect by some bupranolol analogues.British journal of pharmacology · 2003

via PubMed

Wikidata facts

Mass: 271.133907

Show 3 more facts

chemical formula: C₁₄H₂₂ClNO₂
World Health Organisation international non-proprietary name: bupranolol
canonical SMILES: CC1=CC(=C(C=C1)Cl)OCC(CNC(C)(C)C)O

Sources (2)

via Wikidata · CC0

~1 min read

Article

5 sections

Contents

Uses and dosage
Pharmacology
Adverse effects, contraindications, interactions
References
Further reading

Bupranolol is a non-selective beta blocker without intrinsic sympathomimetic activity (ISA), but with strong membrane stabilizing activity. Its potency is similar to propranolol.

==Uses and dosage== Like other beta blockers, oral bupranolol can be used to treat hypertension and tachycardia. The initial dose is 50 mg two times a day. It can be increased to 100 mg four times a day. Bupranolol eye drops (0.05%-0.5%) are used against glaucoma.