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CHEBI:31596 - febuxostat

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).
ChEBI Ontology
Outgoing Relation(s)
febuxostat (CHEBI:31596) has role EC 1.17.3.2 (xanthine oxidase) inhibitor (CHEBI:35634)
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
fébuxostatWHO MedNet
febuxostatumWHO MedNet
febuxostatWHO MedNet
Synonyms  Source
TMX 67ChemIDplus
2-(3-cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic acidDrugBank
TMX-67ChemIDplus
TEI 6720ChemIDplus
TEI-6720ChemIDplus
Brand Names  Source
AdenuricDrugCentral
UloricKEGG DRUG
FeburicKEGG DRUG
FebudayChEBI
GoturicChEBI
DonifoxateChEBI
Manual XrefsDatabases
TEIPDBeChem
FebuxostatWikipedia
D01206KEGG DRUG
LSM-3064LINCS
1137DrugCentral
DB04854DrugBank
Registry NumbersSources
CAS:144060-53-7KEGG COMPOUND
CAS:144060-53-7ChemIDplus
Citations