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SML1285

Sigma-Aldrich

Febuxostat

98.5-102.0%

Synonym(s):

2-(3-Cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic acid, Adenuric, Atenuri, Uloric

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About This Item

Empirical Formula (Hill Notation):
C16H16N2O3S
CAS Number:
Molecular Weight:
316.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

98.5-102.0%

form

powder

storage temp.

2-8°C

SMILES string

CC(C)COC1=C(C#N)C=C(C2=NC(C)=C(C(O)=O)S2)C=C1

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)

InChI key

BQSJTQLCZDPROO-UHFFFAOYSA-N

General description

Febuxostat is a potent, non-purine compound, which inhibits the expression of cytokines/chemokines. It has also been reported to inhibit LPS-induced TNF-α, VCAM-1, MMP9 and MCP-1 expression.

Biochem/physiol Actions

Febuxostat is a potent non-purine xanithine oxidase inhibitor. Febuxostat is used in urate lowering therapies (ULTs) for the treatment of gout.

Caution

Freely soluble in N,N-dimethyl formamide, Soluble in dimethyl sulfoxide, sparingly soluble in ethanol or trichloromethane, slightly soluble in methanol, practically insoluble in water

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Johji Nomura et al.
PloS one, 8(9), e75527-e75527 (2013-10-03)
Excess reactive oxygen species (ROS) formation can trigger various pathological conditions such as inflammation, in which xanthine oxidase (XO) is one major enzymatic source of ROS. Although XO has been reported to play essential roles in inflammatory conditions, the molecular
Yoshiro Tanaka et al.
Free radical biology & medicine, 162, 298-308 (2021-01-21)
Accumulating evidence suggests that high serum uric acid (UA) is associated with left ventricular (LV) dysfunction. Although xanthine oxidase (XO) activation is a critical regulatory mechanism of the terminal step in ATP and purine degradation, the pathophysiological role of cardiac

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