Alprenolol

Last updated
Alprenolol
Alprenolol2.svg
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration 		Oral
ATC code
Pharmacokinetic data
Protein binding 80% - 90%
Elimination half-life 2-3 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 InfoCard 100.033.750 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C15H23NO2
Molar mass 249.354 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 Yes check.svgY
  • Key:PAZJSJFMUHDSTF-UHFFFAOYSA-N Yes check.svgY
   (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.

Contents

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]

References

  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. 1 2 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.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.