Bisoprolol

Bisoprolol
Clinical data
Trade namesZebeta, Monocor, others
AHFS/Drugs.comMonograph
MedlinePlusa693024
Pregnancy
category
  • AU: C
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability>90%
Protein binding30%[4]
Metabolism50% liver, CYP2D6, CYP3A4[6]
Elimination half-life10–12 hours[5]
ExcretionKidney, fecal (<2%)
Identifiers
  • (RS)-1-{4-[(2-Isopropoxyethoxy)methyl]phenoxy}-
    3-(isopropylamino)propan-2-ol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.108.941 Edit this at Wikidata
Chemical and physical data
FormulaC18H31NO4
Molar mass325.449 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • O(c1ccc(cc1)COCCOC(C)C)CC(O)CNC(C)C
  • InChI=1S/C18H31NO4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4/h5-8,14-15,17,19-20H,9-13H2,1-4H3 checkY
  • Key:VHYCDWMUTMEGQY-UHFFFAOYSA-N checkY
  (verify)

Bisoprolol, sold under the brand name Zebeta among others, is a beta blocker which is selective for the beta-1 receptor[7] and used for cardiovascular diseases,[7] including tachyarrhythmias, high blood pressure, angina, and heart failure.[7][8] It is taken by mouth.[7]

Common side effects include headache, feeling tired, diarrhea, and swelling in the legs.[7] More severe side effects include worsening asthma, blocking the ability to recognize low blood sugar, and worsening heart failure.[9] There are concerns that use during pregnancy may be harmful to the baby.[10]

Bisoprolol was patented in 1976 and approved for medical use in 1986.[11] It was approved for medical use in the United States in 1992.[7]

Bisoprolol is on the World Health Organization's List of Essential Medicines[12] and is available as a generic medication.[7][13] In 2020, it was the 267th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[14][15]

  1. ^ "Monocor Product information". Health Canada. 31 July 2009. Retrieved 19 April 2024.
  2. ^ "Zebeta (Bisoprolol Fumarate) Tablets". DailyMed. Retrieved 19 April 2024.
  3. ^ "Bisoprolol fumarate tablet, film coated". DailyMed. 6 March 2024. Archived from the original on 19 April 2024. Retrieved 19 April 2024.
  4. ^ Bühring KU, Sailer H, Faro HP, Leopold G, Pabst J, Garbe A (1986). "Pharmacokinetics and metabolism of bisoprolol-14C in three animal species and in humans". Journal of Cardiovascular Pharmacology. 8 (Suppl 11): S21–S28. doi:10.1097/00005344-198511001-00004. PMID 2439794. S2CID 38147937.
  5. ^ Leopold G (1986). "Balanced pharmacokinetics and metabolism of bisoprolol". Journal of Cardiovascular Pharmacology. 8 (Suppl 11): S16–S20. doi:10.1097/00005344-198511001-00003. PMID 2439789. S2CID 25731558.
  6. ^ Horikiri Y, Suzuki T, Mizobe M (March 1998). "Pharmacokinetics and metabolism of bisoprolol enantiomers in humans". Journal of Pharmaceutical Sciences. 87 (3): 289–294. doi:10.1021/js970316d. PMID 9523980.
  7. ^ a b c d e f g "Bisoprolol Fumarate". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  8. ^ "Bisoprolol 2.5mg/5mg/10mg film coated tablet - Summary of Product Characteristics (SPC) - (eMC)". medicines.org.uk. 18 February 2014. Archived from the original on 20 December 2016. Retrieved 14 December 2016.
  9. ^ "Bisoprolol - FDA prescribing information, side effects and uses". drugs.com. Archived from the original on 21 December 2016. Retrieved 14 December 2016.
  10. ^ "Bisoprolol (Zebeta) Use During Pregnancy". drugs.com. Archived from the original on 21 December 2016. Retrieved 14 December 2016.
  11. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 461. ISBN 9783527607495. Archived from the original on 2017-09-08.
  12. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  13. ^ "Drugs@FDA: FDA Approved Drug Products". Archived from the original on 2015-02-25. Retrieved 2013-11-13.
  14. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 7 October 2022.
  15. ^ "Bisoprolol - Drug Usage Statistics". ClinCalc. Archived from the original on 28 September 2022. Retrieved 7 October 2022.