Irbesartan

Irbesartan
Clinical data
Pronunciation/ɜːrbəˈsɑːrtən/
Trade namesAprovel, Avapro, others
AHFS/Drugs.comMonograph
MedlinePlusa698009
License data
Pregnancy
category
Routes of
administration		By mouth
Drug classCardiovascular agent
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)[3]
  • UK: POM (Prescription only)
  • US: WARNING[2]Rx-only
  • EU: Rx-only[4]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability60% to 80%
Protein binding~90%
MetabolismLiver (CYP2C9)
Elimination half-life11 h to 15 h
ExcretionKidney 20%, feces 65%
Identifiers
  • 2-butyl-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.119.966 Edit this at Wikidata
Chemical and physical data
FormulaC25H28N6O
Molar mass428.540 g·mol−1
3D model (JSmol)
  • O=C1N(\C(=N/C12CCCC2)CCCC)Cc5ccc(c3ccccc3c4n[nH]nn4)cc5
  • InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30) checkY
  • Key:YOSHYTLCDANDAN-UHFFFAOYSA-N checkY
  (verify)

Irbesartan, sold under the brand name Aprovel among others, is a medication used to treat high blood pressure, heart failure, and diabetic kidney disease.[5] It is a reasonable initial treatment for high blood pressure.[5] It is taken by mouth.[5] Versions are available as the combination irbesartan/hydrochlorothiazide.[5][6][7][8]

Common side effects include dizziness, diarrhea, feeling tired, muscle pain, and heartburn.[5][9] Serious side effects may include kidney problems, low blood pressure, and angioedema.[5] Use in pregnancy may harm the baby and use when breastfeeding is not recommended.[10] It is an angiotensin II receptor antagonist and works by blocking the effects of angiotensin II.[5]

Irbesartan was patented in 1990, and approved for medical use in 1997.[11] It is available as a generic medication.[9] In 2022, it was the 200th most commonly prescribed medication in the United States, with more than 2 million prescriptions.[12][13]

  1. ^ "Irbesartan (Avapro) Use During Pregnancy". Drugs.com. 16 August 2018. Archived from the original on 2 May 2019. Retrieved 19 March 2020.
  2. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 October 2023.
  3. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Archived from the original on 6 July 2023. Retrieved 30 March 2024.
  4. ^ "Aprovel EPAR". European Medicines Agency. 27 August 1997. Archived from the original on 13 June 2024. Retrieved 13 June 2024.
  5. ^ a b c d e f g "Irbesartan Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 30 November 2019. Retrieved 3 March 2019.
  6. ^ "Avalide- irbesartan and hydrochlorothiazide tablet, film coated". DailyMed. 31 July 2018. Archived from the original on 15 February 2018. Retrieved 19 March 2020.
  7. ^ Cite error: The named reference CoAprovel EPAR was invoked but never defined (see the help page).
  8. ^ "Karvezide EPAR". European Medicines Agency (EMA). 16 October 1998. Retrieved 30 August 2024.
  9. ^ a b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 175. ISBN 9780857113382.
  10. ^ "Irbesartan Pregnancy and Breastfeeding Warnings". Drugs.com. Archived from the original on 2 May 2019. Retrieved 3 March 2019.
  11. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 470. ISBN 9783527607495.
  12. ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
  13. ^ "Irbesartan Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.