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Nitazoxanide

CHF 50.00
In stock
AG-CR1-3723-M01010 mgCHF 50.00
AG-CR1-3723-M05050 mgCHF 80.00
AG-CR1-3723-M250250 mgCHF 290.00
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Product Details
Synonyms 2-(Acetyloxy)-N-(5-nitro-2-thiazolyl)benzamide; NSC 697855; NTZ
Product Type Chemical
Properties
Formula

C12H9N3O5S

MW 307.3
CAS 55981-09-4
RTECS VN7830000
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO (20mg/ml).
Identity Determined by 1H-NMR.
InChi Key GMMVCIKWTYKLKY-UHFFFAOYSA-N
Smiles O=C(NC1=NC=C([N+]([O-])=O)S1)C2=C(C(OC)=O)C=CC=C2
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Nitazoxanide is a broad-spectrum antiparasitic, antimicrobial and antiviral drug that is used in medicine for the treatment of various helminthic, protozoal, bacterial and viral infections.
  • Nitazoxanide is rapidly metabolized to tizaxonide, an antiparasitic drug of the thiazolide class. The anti-protozoal activity and activity against anaerobic bacteria is believed to be due to interference with the pyruvate:ferredoxin oxidoreductase (PFOR) enzyme-dependent electron transfer reaction which is essential to anaerobic energy metabolism. Nitazoxanide also showed a variety of other antibacterial mechanisms, inhibiting pyruvate dehydrogenase in E. coli, disrupting the membrane potential and pH homeostasis in the Mycobacterium tuberculosis and suppressing the chaperone/usher (CU) pathway of the Gram-negative bacteria.
  • It is being studied for potential treatment for chronic hepatitis B, chronic hepatitis C, rotavirus, norovirus gastroenteritis and the coronavirus SARS-CoV-2 (COVID-19). The mechanism is suppressing the viral replication by inhibiting maturation of the viral hemagglutinin and the viral transcription factor immediate early 2 (IE2) as well as by activating the eukaryotic translation initiation factor 2α (an antiviral intracellular protein).
  • Nitazoxanide modulates a variety of other pathways in vitro, including glutathione-S-transferase and glutamate-gated chloride ion channels in nematodes, respiration and other pathways in bacteria and cancer cells and viral and host transcriptional factors.
  • Nitazoxanide has also been shown to be a potent antagonist of the Ca2+-activated Cl- channel TMEM16A, which offers a new mechanism to bronchodilate airways and block the multiple contractiles operating in severe diseases.
Product References
  1. Nitazoxanide: a new thiazolide antiparasitic agent: L.M. Fox & L.D. Saravolatz; Clin. Infect. Dis. 40, 1173 (2005) (Review)
  2. Antiparasitic drug nitazoxanide inhibits the pyruvate oxidoreductases of Helicobacter pylori, selected anaerobic bacteria and parasites, and Campylobacter jejuni: P.S. Hoffman, et al.; Antimicrob. Agents Chemother. 51, 868 (2007) (Review)
  3. Thiazolides, a New Class of Anti-Influenza Molecules Targeting Viral Hemagglutinin at the Post-Translational Level: J.F. Rossignol, et al.; J. Biol. Chem. 284, 29798 (2009)
  4. Nitazoxanide kills replicating and nonreplicating Mycobacterium tuberculosis and evades resistance: L.P. de Carvalho, et al.; J. Med. Chem. 52, 5789 (2009) (Review)
  5. Nitazoxanide inhibits biofilm formation by Staphylococcus epidermidis by blocking accumulation on surfaces: F. Tchouaffi-Nana, et al.; Antimicrob. Agents Chemother. 54, 2767 (2010) (Review)
  6. Nitazoxanide, an antiviral thiazolide, depletes ATP-sensitive intracellular Ca(2+) stores: O. Ashiru, et al.; Virology 462-463, 135 (2014) (Review)
  7. Nitazoxanide: a first-in-class broad-spectrum antiviral agent: J.F. Rossignol; Antiviral Res. 110, 94 (2014) (Review)
  8. Nitazoxanide, a new drug candidate for the treatment of Middle East respiratory syndrome coronavirus: J.F. Rossignol; J. Infect. Public Health 9, 227 (2016) (Review)
  9. Update on Nitazoxanide: A Multifunctional Chemotherapeutic Agent: A. Shakya, et al.; Curr. Drug Discov. Technol. 15, 201 (2018) (Review)
  10. Nitazoxanide, an antiprotozoal drug, inhibits late-stage autophagy and promotes ING1-induced cell cycle arrest in glioblastoma: X. Wang, et al.; Cell Death Dis. 9, 1032 (2018) (Review)
  11. Drug Repurposing: The Anthelmintics Niclosamide and Nitazoxanide Are Potent TMEM16A Antagonists That Fully Bronchodilate Airways: K. Miner, et al.; Front. Pharmacol. 10, 51 (2019) (Review)
  12. The FDA-Approved Oral Drug Nitazoxanide Amplifies Host Antiviral Responses and Inhibits Ebola Virus: L.D. Jasenosky, et al.; iScience 19, 1279 (2019) (Review)
  13. Astrovirus Replication Is Inhibited by Nitazoxanide In Vitro and In Vivo: V. Hargest, et al.; J. Virol. 94, e01706 (2020) (Review)
  14. Research and Development on Therapeutic Agents and Vaccines for COVID-19 and Related Human Coronavirus Diseases: C. Liu, et al.; ACS Cent. Sci. 6, 315 (2020)
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