Alprenolol

Title: Alprenolol
CAS Registry Number: 13655-52-2
CAS Name: 1-[(1-Methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-2-propanol
Additional Names: 1-(o-allylphenoxy)-3-(isopropylamino)-2-propanol
Manufacturers' Codes: H-56/28
Molecular Formula: C15H23NO2
Molecular Weight: 249.35
Percent Composition: C 72.25%, H 9.30%, N 5.62%, O 12.83%
Literature References: b-Adrenergic blocker. Prepn: Brandstrom et al., Acta Pharm. Suec. 3, 303 (1966); NL 6605692 (1966 to AB Hassle), C.A. 66, 46214p (1967); NL 6612958 (1967 to ICI), C.A. 67, 99851w (1967). Pharmacology: Marmo, Clin. Ter. 56, 121-176 (1971). Series of articles on clinical effect in myocardial infarction: Acta Med. Scand. 1984, Suppl. 680, 1-64.
Derivative Type: Hydrochloride
CAS Registry Number: 13707-88-5
Trademarks: Apllobal (Fujisawa); Aptine (Astra); Aptol Duriles (Astra); Gubernal (Novartis); Regletin (Teikoku Zoki); Yobir (Maruko)
Molecular Formula: C15H23NO2.HCl
Molecular Weight: 285.81
Percent Composition: C 63.04%, H 8.46%, N 4.90%, O 11.20%, Cl 12.40%
Properties: Crystals from ethyl acetate, mp 107-109°. LD50 in mice, rats, rabbits (mg/kg): 278.0, 597.0, 337.3 orally (Marmo).
Melting point: mp 107-109°
Toxicity data: LD50 in mice, rats, rabbits (mg/kg): 278.0, 597.0, 337.3 orally (Marmo)
Therap-Cat: Antihypertensive; antianginal; antiarrhythmic.
Keywords: ?Adrenergic Blocker; Antianginal; Antiarrhythmic; Antihypertensive; Aryloxypropanolamine Derivatives.
Alsactide Alstonidine Alstonine Althea Althiazide

Alprenolol
Alprenolol2.svg
Systematic (IUPAC) name
(RS)-1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Routes Oral
Pharmacokinetic data
Protein binding 80% - 90%
Half-life 2-3 hours → 4-OH-alprenolol
Identifiers
CAS number 13655-52-2 YesY
ATC code C07AA01
PubChem CID 2119
IUPHAR ligand 563
DrugBank DB00866
ChemSpider 2035 YesY
UNII 877K5MQ27W YesY
KEGG D07156 YesY
ChEBI CHEBI:51211 YesY
ChEMBL CHEMBL266195 YesY
Chemical data
Formula C15H23NO2 
Mol. mass 249.34 g/mol
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Alprenolol, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as 5-HT1A receptor antagonist, used in the treatment of angina pectoris.[1] It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.