An active metabolite of nitazoxanide
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Labeled Version(s)
28533Tizoxanide-d4
Pro-drug Form(s)
13692Nitazoxanide
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Tizoxanide

Item No. 13693

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-N-(5-nitro-2-thiazolyl)-benzamide
CAS Number
173903-47-4
Synonyms
  • NSC 697856
Molecular Formula
C10H7N3O4S
Formula Weight
265.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 5 mg/ml
SMILES
OC1=C(C(NC2=NC=C([N+]([O-])=O)S2)=O)C=CC=C1
InChi Code
InChI=1S/C10H7N3O4S/c14-7-4-2-1-3-6(7)9(15)12-10-11-5-8(18-10)13(16)17/h1-5,14H,(H,11,12,15)
InChi Key
FDTZUTSGGSRHQF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    1 mg

    $36

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    5 mg

    $132

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    10 mg

    $236

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    25 mg

    $523

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    Cayman Chemical
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    Product Description

    Tizoxanide is an active metabolite of the antiparasitic nitazoxanide (Item No. 13692).1 Tizoxanide is formed from nitazoxanide via deacetylation of nitazoxanide in the stomach. It is active against M. tuberculosis (MIC = 16 µg/ml). It also reduces the growth of the disease-causing parasites L. mexicana and T. cruzi in vitro (IC50s = 6.2 and 17.5 μM, respectively), inhibits influenza A replication (EC50s = 0.3-1 μM), and inhibits hepatitis B and hepatitis C virus replication (EC50 = 0.15 μM for both).2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. de Carvalho, L.P.S., Lin, G., Jiang, X., et al. Nitazoxanide kills replicating and nonreplicating Mycobacterium tuberculosis and evades resistance. J. Med. Chem. 52(19), 5789-5792 (2009).

    2. Korba, B.E., Montero, A.B., Farrar, K., et al. Nitazoxanide, tizoxanide and other thiazolides are potent inhibitors of hepatitis B virus and hepatitis C virus replication. Antiviral Res. 77(1), 56-63 (2008).

    3. Chan-Bacab, M.J., Hernández-Núñez, E., and Navarrete-Vázquez, G. Nitazoxanide, tizoxanide and a new analogue [4-nitro-N-(5-nitro-1,3-thiazol-2-yl)benzamide; NTB] inhibit the growth of kinetoplastid parasites (Trypanosoma cruzi and Leishmania mexicana) in vitro. J. Antimicrob. Chemother. 63(6), 1292-1293 (2009).

    4. Rossignol, J.F., La Frazia, S., Chiappa, L., et al. Thiazolides, a new class of anti-influenza molecules targeting viral hemagglutinin at the post-translational level. The Journal of Biological Chemisty 284(43), 29798-29808 (2009).

    Product Citations

    Qu, Y., Olsen, J.R., Yuan, X., et al. Small molecule promotes β-catenin citrullination and inhibits Wnt signaling in cancer. Nat. Chem. Biol. 14(1), 94-101 (2017).