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Bupranolol: Wikis

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Bupranolol
Systematic (IUPAC) name
(RS)-1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol
Identifiers
CAS number 23284-25-5
ATC code C07AA19
PubChem 2475
Chemical data
Formula C14H22ClNO2 
Mol. mass 271.78298 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability < 10%
Protein binding 76%
Metabolism First pass elimination > 90%
Half life 2-4 hours (plasma)
Excretion > 88% renal (as carboxybupranolol)
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes Oral, topical (eye drops)

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

Contents

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.

Pharmacology

Bupranolol is quickly and completely absorbed from the gut. Over 90% undergo first-pass metabolism. Bupranolol has a plasma half life of about two to four hours, with levels never reaching 1 µg/l in therapeutic doses. The main metabolite is carboxybupranolol, 4-chloro-3-[3-(1,1-dimethylethylamino)-2-hydroxy-propyloxy]benzoic acid, of which 88% are eliminated renally within 24 hours.

Adverse effects, contraindications, interactions

Adverse effects, contraindications and interactions are similar to other beta blockers.

References

Dinnendahl, V, Fricke, U, ed (2007) (in German). Arzneistoff-Profile. 2 (21 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag. ISBN 978-3-7741-98-46-3. 

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