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Alprenolol

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Alprenolol
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
Pharmacokinetic data
Protein binding80% - 90%
Elimination half-life2-3 hours → 4-OH-alprenolol
Identifiers
  • (RS)-1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.033.750 Edit this at Wikidata
Chemical and physical data
FormulaC15H23NO2
Molar mass249.354 g·mol−1
3D model (JSmol)
  • O(c1ccccc1C\C=C)CC(O)CNC(C)C
  • 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 checkY
  • Key:PAZJSJFMUHDSTF-UHFFFAOYSA-N checkY
  (verify)

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,[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.

Pharmacology

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Pharmacokinetics

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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]

References

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  1. ^ Langlois M, Brémont B, Rousselle D, Gaudy F (1993). "Structural analysis by the comparative molecular field analysis method of the affinity of beta-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors". Eur. J. Pharmacol. 244 (1): 77–87. doi:10.1016/0922-4106(93)90061-d. PMID 8093601.
  2. ^ Hickie JB (1970). "Alprenolol ("aptin") in angina pectoris. A double-blind multicentre trial". Med. J. Aust. 2 (6): 268–72. doi:10.5694/j.1326-5377.1970.tb49984.x. PMID 4393977. S2CID 6879318.
  3. ^ a b Drayer DE (1987). "Lipophilicity, hydrophilicity, and the central nervous system side effects of beta blockers". Pharmacotherapy. 7 (4): 87–91. doi:10.1002/j.1875-9114.1987.tb04029.x. PMID 2891122.
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