An inhibitor of xanthine oxidoreductase
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Topiroxostat

Item No. 21267

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[3-(4-pyridinyl)-1H-1,2,4-triazol-5-yl]-2-pyridinecarbonitrile
CAS Number
577778-58-6
Synonyms
  • FYX-051
Molecular Formula
C13H8N6
Formula Weight
248.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 10 mg/ml
λmax
208, 272 nm
SMILES
N#CC1=CC(C2=NN=C(C3=CC=NC=C3)N2)=CC=N1
InChi Code
InChI=1S/C13H8N6/c14-8-11-7-10(3-6-16-11)13-17-12(18-19-13)9-1-4-15-5-2-9/h1-7H,(H,17,18,19)
InChi Key
UBVZQGOVTLIHLH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    50 mg

    $589

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    100 mg

    $882

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    Product Description

    Topiroxostat is an inhibitor of xanthine oxidoreductase (IC50 = 5.3 nM).1 It inhibits ATP-binding cassette transporter 2 (ABCG2) in isolated human plasma (IC50 = 0.18 µM).2 Topiroxostat (5 µM) also increases LPS-induced decreases in B cell lymphoma 2 (Bcl-2) levels and decreases LPS-induced increases of Bax and cleaved caspase-3 levels in H9c2 rat cardiomyocytes.3 Chronic administration of topiroxostat results in the presence of urinary xanthine crystals and induces nephropathy in rats when administered at doses of 0.2 and 1 mg/kg, respectively.4 Formulations containing topiroxostat have been used in the treatment of gout and hyperuricemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sato, T., Ashizawa, N., Matsumoto, K., et al. Discovery of 3-(2-cyano-4-pyridyl)-5-(4-pyridyl)-1,2,4-triazole, FYX-051 - a xanthine oxidoreductase inhibitor for the treatment of hyperuricemia. Bioor. Med. Chem. Lett. 19(21), 6225-6229 (2009).

    2. Miyata, H., Takada, T., Toyoda, Y., et al. Identification of febuxostat as a new strong ABCG2 inhibitor: Potential applications and risks in clinical situations. Front. Pharmacol. 7(518), (2016).

    3. Liu, J., Zhang, X., Lao, Y., et al. Protective effect of topiroxostat on myocardial injury induced by lipopolysaccharide. J. Surg. Res. 271, 171-179 (2022).

    4. Shimo, T., Ashizawa, N., Moto, M., et al. FYX-051, a xanthine oxidoreductase inhibitor, induces nephropathy in rats, but not in monkeys. Toxicol. Pathol. 37(4), 438-445 (2009).