Irbesartan

Source: Wikipedia, the free encyclopedia.

Irbesartan
Clinical data
Pronunciation/ɜːrbəˈsɑːrtən/
Trade namesAvapro, 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
  • 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
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 Avapro among others, is a medication used to treat

by mouth.[4] Versions are available as the combination irbesartan/hydrochlorothiazide.[4][5]

Common side effects include dizziness, diarrhea, feeling tired,

angiotensin II.[4]

Irbesartan was patented in 1990, and approved for medical use in 1997.

generic medication.[6] In 2021, it was the 172nd most commonly prescribed medication in the United States, with more than 3 million prescriptions.[9][10]

Structure activity relationship

Irbesartan has the common structural features seen within the Angiotensin-II Receptor blockers or ARB medications. The medicine has an extended diphenyl group with a tetrazole at the 2-prime position. At the 4'prime position, the molecule has a diazaspiro04-none, which is on a methyl.

Medical uses

Irbesartan is used for the treatment of hypertension. It may also delay progression of diabetic nephropathy and is also indicated for the reduction of renal disease progression in patients with type 2 diabetes,[11] hypertension and microalbuminuria (>30 mg/24 h) or proteinuria (>900 mg/24 h).[12]

Combination with diuretic

Irbesartan is also available in a

thiazide diuretic, to achieve an additive antihypertensive effect.[13][14] Irbesartan/hydrochlorothiazide combination preparations are marketed under various brand names.[15]

Society and culture

Brand names

It was developed by Sanofi Research (part of

brand names Aprovel, Karvea, and Avapro.[5][1]

Recalls

See also: Valsartan § recalls, and Angiotensin II receptor blocker § recalls

In 2018, the US Food and Drug Administration reported that some versions of the angiotensin II receptor blocker medicines (including valsartan, losartan, irbesartan and other "-sartan" drugs) contain nitrosamine impurities.[16] Health Canada also reported nitrosamine impurities.[17]

References

  1. ^ a b "Irbesartan (Avapro) Use During Pregnancy". Drugs.com. 16 August 2018. Retrieved 19 March 2020.
  2. FDA
    . Retrieved 22 October 2023.
  3. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  4. ^ a b c d e f g "Irbesartan Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 3 March 2019.
  5. ^ a b "Avalide- irbesartan and hydrochlorothiazide tablet, film coated". DailyMed. 31 July 2018. Retrieved 19 March 2020.
  6. ^
    ISBN 9780857113382
    .
  7. ^ "Irbesartan Pregnancy and Breastfeeding Warnings". Drugs.com. Retrieved 3 March 2019.
  8. ISBN 9783527607495
    .
  9. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  10. ^ "Irbesartan - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  11. PMID 11565517
    .
  12. ISBN 0-9757919-2-3
    .
  13. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  14. ^ "Irbesartan and Hydrochlorothiazide (Professional Patient Advice)". Drugs.com. 5 June 2019. Retrieved 19 March 2020.
  15. ^ "Irbesartan and hydrochlorothiazide Advanced Patient Information". Drugs.com. 24 December 2019. Retrieved 19 March 2020.
  16. ^ "Recalls of Angiotensin II Receptor Blockers (ARBs) including Valsartan, Losartan and Irbesartan". U.S. Food and Drug Administration (FDA). 10 May 2021.
  17. ^ "Nitrosamine impurities in medications: Guidance". Health Canada. 4 April 2022.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Irbesartan&oldid=1216450592"