An internal standard for the quantification of tizoxanide
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Unlabeled Version(s)
13693Tizoxanide
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Tizoxanide-d4

Item No. 28533

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-N-(5-nitro-2-thiazolyl)-benzamide-3,4,5,6-d4
CAS Number
1246817-56-0
Molecular Formula
C10H3D4N3O4S
Formula Weight
269.3
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
OC1=C(C(NC2=NC=C([N+]([O-])=O)S2)=O)C([2H])=C([2H])C([2H])=C1[2H]
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)/i1D,2D,3D,4D
InChi Key
FDTZUTSGGSRHQF-RHQRLBAQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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

    $303

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    Product Description

    Tizoxanide-d4 is intended for use as an internal standard for the quantification of tizoxanide (Item No. 13693) by GC- or LC-MS. 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. 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).

    3. 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).

    4. 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).