Irbesartan (INN) /ɜːrbəˈsɑːrtən/ is an angiotensin II receptor antagonist used mainly for the treatment of hypertension. It was developed by Sanofi Research (now part of Sanofi-Aventis). It is jointly marketed by Sanofi-Aventis and Bristol-Myers Squibb under the trade names Aprovel, Karvea, and Avapro.
Starting at
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 |
Trade names | Avapro |
AHFS/Drugs.com | monograph |
MedlinePlus | a698009 |
Licence data | EMA:Link, US FDA:link |
Pregnancy category |
D (Au) |
Legal status | S4 (Au), POM (UK), ℞-only (U.S.) |
Routes of administration |
Oral |
Bioavailability | 60–80% |
Protein binding | ~90% |
Metabolism | Hepatic (CYP2C9) |
Biological half-life | 11–15 hours |
Excretion | Renal 20%, faecal 65% |
CAS Number | 138402-11-6 |
ATC code | C09CA04 |
PubChem | CID: 3749 |
IUPHAR/BPS | 589 |
DrugBank | DB01029 |
ChemSpider | 3618 |
UNII | J0E2756Z7N |
KEGG | D00523 |
ChEBI | CHEBI:5959 |
ChEMBL | CHEMBL1513 |
Formula | C25H28N6O |
Molecular mass | 428.53 g/mol |
SMILES[show] | |
InChI[show] |