febuxostat (CHEBI:31596)

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ChEBI Name	febuxostat

ChEBI ID	CHEBI:31596

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45943

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Formula

C16H16N2O3S

Net Charge

Average Mass

316.380

Monoisotopic Mass

316.08816

InChI

InChI=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)

InChIKey

BQSJTQLCZDPROO-UHFFFAOYSA-N

SMILES

C1(=CC(=C(C=C1)OCC(C)C)C#N)C2=NC(=C(S2)C(=O)O)C

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):	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	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

Synonyms	Sources
2-(3-cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic acid	DrugBank
TEI 6720	ChemIDplus
TEI-6720	ChemIDplus
TMX 67	ChemIDplus
TMX-67	ChemIDplus

Registry Number	Type	Source
144060-53-7	CAS Registry Number	ChemIDplus

Last Modified

09 October 2019