CHEBI:68850 - azilsartan

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ChEBI Name azilsartan
ChEBI ID CHEBI:68850
Definition A benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H20N4O5
Net Charge 0
Average Mass 456.45010
Monoisotopic Mass 456.143
InChI InChI=1S/C25H20N4O5/c1-2-33-24-26-20-9-5-8-19(23(30)31)21(20)29(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-27-25(32)34-28-22/h3-13H,2,14H2,1H3,(H,30,31)(H,27,28,32)
InChIKey KGSXMPPBFPAXLY-UHFFFAOYSA-N
SMILES CCOc1nc2cccc(C(O)=O)c2n1Cc1ccc(cc1)-c1ccccc1-c1noc(=O)[nH]1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): angiotensin receptor antagonist
A hormone antagonist that blocks angiotensin receptors.
Application(s): angiotensin receptor antagonist
A hormone antagonist that blocks angiotensin receptors.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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ChEBI Ontology
Outgoing azilsartan (CHEBI:68850) has role angiotensin receptor antagonist (CHEBI:61016)
azilsartan (CHEBI:68850) has role antihypertensive agent (CHEBI:35674)
azilsartan (CHEBI:68850) is a 1,2,4-oxadiazole (CHEBI:46809)
azilsartan (CHEBI:68850) is a aromatic ether (CHEBI:35618)
azilsartan (CHEBI:68850) is a benzimidazolecarboxylic acid (CHEBI:35688)
Incoming azilsartan medoxomil (CHEBI:68845) has functional parent azilsartan (CHEBI:68850)
IUPAC Name
2-ethoxy-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid
INN Source
azilsartan KEGG DRUG
Synonyms Sources
TAK 536 ChemIDplus
TAK-536 ChemIDplus
Manual Xrefs Databases
Azilsartan Wikipedia
D08864 KEGG DRUG
EP1787647 Patent
US2005187269 Patent
WO2012107814 Patent
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Registry Numbers Types Sources
147403-03-0 CAS Registry Number KEGG DRUG
147403-03-0 CAS Registry Number ChemIDplus
7673311 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21749604 PubMed citation Europe PMC
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Last Modified
22 February 2013