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CHEBI:31596 - febuxostat

Default Structure
ChEBI IDCHEBI:31596
ChEBI Namefebuxostat
Stars
DefinitionA 1,3-thiazolemonocarboxylic acid that is 4-methyl-1,3-thiazole-5-carboxylic acid which is substituted by a 3-cyano-4-(2-methylpropoxy)phenyl group at position 2. It is an orally-active, potent, and selective xanthine oxidase inhibitor used for the treatment of chronic hyperuricaemia in patients with gout.
Secondary ChEBI IDCHEBI:45943
Last Modified9 October 2019
DownloadsMolfile
FormulaC16H16N2O3S
Net Charge0
Average Mass316.382
Monoisotopic Mass316.08816
SMILESCc1nc(-c2ccc(OCC(C)C)c(C#N)c2)sc1C(=O)O
InChIInChI=1S/C16H16N2O3S/c1-9(2)8-21-13-5-4-11(6-12(13)7-17)15-18-10(3)14(22-15)16(19)20/h4-6,9H,8H2,1-3H3,(H,19,20)
InChIKeyBQSJTQLCZDPROO-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 1.17.3.2 (xanthine oxidase) inhibitor  An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).
Applications:
gout suppressant  A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
ChEBI Ontology
Outgoing Relation(s)
febuxostat (CHEBI:31596) has role antihypertensive agent (CHEBI:35674)
febuxostat (CHEBI:31596) has role cardiovascular drug (CHEBI:35554)
febuxostat (CHEBI:31596) has role EC 1.17.3.2 (xanthine oxidase) inhibitor (CHEBI:35634)
febuxostat (CHEBI:31596) has role gout suppressant (CHEBI:35845)
febuxostat (CHEBI:31596) has role renoprotective agent (CHEBI:231911)
febuxostat (CHEBI:31596) is a 1,3-thiazolemonocarboxylic acid (CHEBI:48652)
febuxostat (CHEBI:31596) is a aromatic ether (CHEBI:35618)
febuxostat (CHEBI:31596) is a nitrile (CHEBI:18379)
IUPAC Name 
2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid
INNs  Source
febuxostatWHO MedNet
febuxostatWHO MedNet
fébuxostatWHO MedNet
febuxostatumWHO MedNet
Synonyms  Source
2-(3-cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic acidDrugBank
NSC-758874ChEMBL
TEI 6720ChemIDplus
TEI-6720ChemIDplus
TMX 67ChemIDplus
TMX-67ChemIDplus
Brand Names  Source
AdenuricDrugCentral
DonifoxateChEBI
FebudayChEBI
FeburicKEGG DRUG
FeburicChEBI
Febuxostat krkaChEMBL
Manual XrefsDatabases
1137DrugCentral
D01206KEGG DRUG
DB04854DrugBank
FebuxostatWikipedia
LSM-3064LINCS
TEIPDBeChem
Registry NumbersSources
CAS:144060-53-7ChemIDplus
CAS:144060-53-7KEGG COMPOUND
Citations