Structure via PubChem · Public domain (PubChem)
irbesartan
Sign in to saveAlso known as SR-47436, BMS 186295, 2-Butyl-3-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1,3-diazaspiro[4.4]non-1-en-4-one, Avapro, BMS-186295
Irbesartan, sold under the brand name Aprovel among others, is a medication used to treat hypertension (high blood pressure), heart failure, and diabetic kidney disease. It is a reasonable initial treatment for high blood pressure. It is taken by mouth. Versions are available as the combination irbesartan/hydrochlorothiazide.
Chemical data
- Formula
- C25H28N6O
- Molecular weight
- 428.5 g/mol
- IUPAC name
- 2-butyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one
- SMILES
- CCCCC1=NC2(CCCC2)C(=O)N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5
- InChIKey
- YOSHYTLCDANDAN-UHFFFAOYSA-N
- XLogP
- 4.1
- Polar surface area
- 87.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1997
- Admin. routes
- oral
- Indications
- atrial fibrillation, hypertension, Hypercholesterolemia, chronic hepatitis C virus infection
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 428.23246
- Has use
- medication
Show 9 more facts
- chemical formula
- C₂₅H₂₈N₆O
- World Health Organisation international non-proprietary name
- irbesartan
- medical condition treated
- arterial hypertension
- canonical SMILES
- CCCCC1=NC2(CCCC2)C(=O)N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5
- defined daily dose
- 0.15
- subject has role
- antihypertensive drug
- Commons category
- Irbesartan
- legal status (medicine)
- boxed warning
- significant drug interaction
- perindopril
Sources (7)
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Combination with diuretic
- Side effects
- Mechanism of action
- History
- Society and culture
- Recalls
- References
{{Drugbox | Watchedfields = changed | verifiedrevid = 461747446 | image = Irbesartan skeletal.svg | image_class = skin-invert-image | width = | alt = | caption = | image2 = Irbesartan-from-xtal-3D-bs-17.png | image_class2 = bg-transparent | alt2 =
| pronounce = | tradename = Aprovel, others | Drugs.com = | MedlinePlus = a698009 | DailyMedID = Irbesartan | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth | class = Cardiovascular agent | ATC_prefix = C09 | ATC_suffix = CA04 | ATC_supplemental =
Excerpted from Wikipedia’s “irbesartan” article, available under the CC BY-SA 4.0 licence.