Tizoxanide

Tizoxanide (TIZ) is the active metabolite of Nitazoxanide, which is a thiazolide anti-infective compound against anaerobic bacteria, protozoa, and a range of viruses. Tizoxanide (TIZ) has anti-HIV-1 activities and potent inhibition of both HBV and HCV replication with values EC50 of 0.46μM and 0.15 μM, respectively. Tizoxanide also exerts anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines and suppressing of the activation of the NF-κB and the MAPK signaling pathways in LPS-treated macrophage cells[1][3][4][5].

Product Specifications

CAS Number

[173903-47-4]

Product Name Alternative

TIZ

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Autophagy; Bacterial; HIV; IKK; Influenza Virus; Parasite

Type

Reference compound

Related Pathways

Anti-infection; Autophagy; NF-κB

Applications

COVID-19-anti-virus

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/Tizoxanide.html

Purity

98.10

Solubility

DMSO : 25 mg/mL (ultrasonic; warming; heat to 60°C) |Ethanol : < 1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C(NC1=NC=C([N+]([O-])=O)S1)C2=CC=CC=C2O

Molecular Formula

C10H7N3O4S

Molecular Weight

265.25

Precautions

H315, H319, H335

References & Citations

[1]Korba BE, et al. Nitazoxanide, tizoxanide and other thiazolides are potent inhibitors of hepatitis B virus and hepatitis C virus replication. Antiviral Res. 2008 Jan;77 (1) :56-63.|[2]Ashton LV, et al. In Vitro Susceptibility of Canine Influenza A (H3N8) Virus to Nitazoxanide and Tizoxanide. Vet Med Int. 2010 Aug 12;2010. pii: 891010.|[3]Korba BE, et al. Potential for hepatitis C virus resistance to nitazoxanide or tizoxanide. Antimicrob Agents Chemother. 2008 Nov;52 (11) :4069-71.|[4]Trabattoni D, et al. Thiazolides Elicit Anti-Viral Innate Immunity and Reduce HIV Replication. Sci Rep. 2016 Jun 2;6:27148.|[5]Fengfeng Li, et al. Anthelmintics nitazoxanide protects against experimental hyperlipidemia and hepatic steatosis in hamsters and mice. Acta Pharm Sin B. 2022 Mar;12 (3) :1322-1338.|[6]Sixun Guo, et al. Analysis of tizoxanide, active metabolite of nitazoxanide, in rat brain tissue and plasma by UHPLC-MS/MS. Biomed Chromatogr. 2020 Feb;34 (2) :e4716.|[7]Brent E Korba, et al. Potential for hepatitis C virus resistance to nitazoxanide or tizoxanide. Antimicrob Agents Chemother. 2008 Nov;52 (11) :4069-71.|[8]Brent E Korba, et al. Nitazoxanide, tizoxanide and other thiazolides are potent inhibitors of hepatitis B virus and hepatitis C virus replication.|[9]Jiaoqin Shou, et al. Tizoxanide Inhibits Inflammation in LPS-Activated RAW264.7 Macrophages via the Suppression of NF-κB and MAPK Activation. Inflammation. 2019 Aug;42 (4) :1336-1349.