Alprenolol

Alprenolol, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as a 5-HT_1A and 5-HT_1B receptor antagonist,^[1] used in the treatment of angina pectoris.^[2] It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.

Alprenolol

Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	C07AA01 (WHO)
Pharmacokinetic data
Protein binding	80% - 90%
Elimination half-life	2-3 hours → 4-OH-alprenolol
Identifiers
IUPAC name (RS)-1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol
CAS Number	13655-52-2 Y
PubChem CID	2119
IUPHAR/BPS	563
DrugBank	DB00866 Y
ChemSpider	2035 Y
UNII	877K5MQ27W
KEGG	D07156 Y
ChEBI	CHEBI:51211 Y
ChEMBL	ChEMBL266195 Y
CompTox Dashboard (EPA)	DTXSID0045127
ECHA InfoCard	100.033.750
Chemical and physical data
Formula	C15H23NO2
Molar mass	249.354 g·mol−1
3D model (JSmol)	Interactive image
SMILES O(c1ccccc1C\C=C)CC(O)CNC(C)C
InChI InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3 Y Key:PAZJSJFMUHDSTF-UHFFFAOYSA-N Y
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Pharmacology

Pharmacokinetics

The brain-to-blood ratio of alprenolol in humans has been found to be 16:1.^[3] 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.^[3]