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febuxostat

Structure via PubChem · Public domain (PubChem)

EntityQ417296· pop 18· linked from 214 articles

febuxostat

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Also known as Adenuric®, MX-67, Tei 6720, Tei-6720, TMX 67, Uloric®, Fébuxostat, Febuxostatum

Febuxostat, sold under the brand name Uloric among others, is a medication used long-term to treat gout due to high uric acid levels. It is generally recommended only for people who cannot take allopurinol. It is taken by mouth.

Chemical data

Formula
C16H16N2O3S
Molecular weight
316.4 g/mol
IUPAC name
2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid
SMILES
CC1=C(SC(=N1)C2=CC(=C(C=C2)OCC(C)C)C#N)C(=O)O
InChIKey
BQSJTQLCZDPROO-UHFFFAOYSA-N
XLogP
3.9
Polar surface area
111 Ų
H-bond donors
1
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2008
Admin. routes
oral
Indications
gout, cardiovascular disease, hypertension, angina pectoris

via ChEMBL · EBI

Wikidata facts

Subclass of
carboxylic acid
Mass
316.088
Has use
medication
Show 7 more facts
chemical formula
C₁₆H₁₆N₂O₃S
Commons category
Febuxostat
canonical SMILES
CC1=C(SC(=N1)C2=CC(=C(C=C2)OCC(C)C)C#N)C(=O)O
medical condition treated
gout
legal status (medicine)
boxed warning
defined daily dose
80
Sources (6)

via Wikidata · CC0

~6 min read

Encyclopedic overview

11 sections
Contents
  • Medical uses
  • Side effects
  • Drug interactions
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • History
  • Society and culture
  • Economics
  • Brand names
  • References

Febuxostat, sold under the brand name Uloric among others, is a medication used long-term to treat gout due to high uric acid levels. It is generally recommended only for people who cannot take allopurinol. It is taken by mouth.

Common side effects include liver problems, nausea, joint pain, and a rash. Serious side effects include an increased risk of death as compared with allopurinol, Stevens–Johnson syndrome, and anaphylaxis. Use is not recommended during pregnancy or breastfeeding. It inhibits xanthine oxidase, thus reducing production of uric acid in the body.

Excerpted from Wikipedia’s “febuxostat” article, available under the CC BY-SA 4.0 licence.

Gallery (4)