Structure via PubChem · Public domain (PubChem)
alprenolol
Sign in to saveAlso known as 1-(o-allylphenoxy)-3-(isopropylamino)-2-propanol, 1-(2-allylphenoxy)-3-isopropylamino-2-propanol
Alprenolol, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as a 5-HT1A and 5-HT1B receptor antagonist, used in the treatment of angina pectoris. It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.
Chemical data
- Formula
- C15H23NO2
- Molecular weight
- 249.35 g/mol
- IUPAC name
- 1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol
- SMILES
- CC(C)NCC(COC1=CC=CC=C1CC=C)O
- InChIKey
- PAZJSJFMUHDSTF-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 41.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
2,673 papers- Alprenolol-induced thrombocytopenia.Acta medica Scandinavica · 1980
- Alprenolol in hypertension.Acta medica Scandinavica. Supplementum · 1974
- Alprenolol for migraine prophylaxis.Headache · 1975
- Alprenolol and bromoacetylalprenololmenthane are competitive slowly reversible antagonists at the beta 1-adrenoceptors of rat left atria.Journal of cardiovascular pharmacology · 1993
- Identification of Alprenolol Hydrochloride as an Anti-prion Compound Using Surface Plasmon Resonance Imaging.Molecular neurobiology · 2019
via PubMed
Wikidata facts
- Subclass of
- secondary alcohol
- Has part
- carbon
- Mass
- 249.172879
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₅H₂₃NO₂
- canonical SMILES
- CC(C)NCC(COC1=CC=CC=C1CC=C)O
- Commons category
- Alprenolol
- World Health Organisation international non-proprietary name
- alprenolol
- medical condition treated
- arterial hypertension
- physically interacts with
- adrenoceptor beta 2
- native label
- alprenolol
Sources (7)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Pharmacology
- Pharmacokinetics
- References
Alprenolol, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as a 5-HT1A and 5-HT1B receptor antagonist, used in the treatment of angina pectoris. It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.
==Pharmacology== ===Pharmacokinetics=== The brain-to-blood ratio of alprenolol in humans has been found to be 16:1. For comparison, the brain-to-blood ratio of the highly lipophilic propranolol was 15:1 to 26:1 and of the hydrophilic atenolol was 0.2:1.
Excerpted from Wikipedia’s “alprenolol” article, available under the CC BY-SA 4.0 licence.