Nitazoxanide

  • CAT Number: A000628
  • CAS Number: 55981-09-4
  • Molecular Formula: C12H9N3O5S
  • Molecular Weight: 307.3
  • Purity: ≥95%
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Nitazoxanide is a broad-spectrum antiparasitic and broad-spectrum antiviral drug that is used in medicine for the treatment of various helminthic, protozoal, and viral infections. It is indicated for the treatment of infection by Cryptosporidium parvum and Giardia lamblia in immunocompetent individuals and has been repurposed for the treatment of influenza. Nitazoxanide has also been shown to have in vitro antiparasitic activity and clinical treatment efficacy for infections caused by other protozoa and helminths. Emerging evidence suggests that it possesses efficacy in treating a number of viral infections as well.

Catalog Number A000628
CAS Number 55981-09-4
Molecular Formula

C12H9N3O5S

Purity 95%
Storage -20°C
InChI 1S/C12H9N3O5S/c1-7(16)20-9-5-3-2-4-8(9)11(17)14-12-13-6-10(21-12)15(18)19/h2-6H,1H3,(H,13,14,17)
InChIKey YQNQNVDNTFHQSW-UHFFFAOYSA-N
SMILES CC(=O)OC1=CC=CC=C1C(=O)NC2=NC=C(S2)[N+](=O)[O-]
Reference

1: Darwish WM, Bayoumi NA, El-Kolaly MT. Laser-responsive liposome for selective
tumor targeting of nitazoxanide nanoparticles. Eur J Pharm Sci. 2018 Jan
1;111:526-533. doi: 10.1016/j.ejps.2017.10.038. Epub 2017 Oct 31. PubMed PMID:
29097304.
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2: Tilmanis D, van Baalen C, Oh DY, Rossignol JF, Hurt AC. The susceptibility of
circulating human influenza viruses to tizoxanide, the active metabolite of
nitazoxanide. Antiviral Res. 2017 Nov;147:142-148. doi:
10.1016/j.antiviral.2017.10.002. Epub 2017 Oct 3. PubMed PMID: 28986103.
<br>

3: El-Sayad M, Abu Helw S, El-Taweel H, Aziz M. Antiparasitic Activity of
Mirazid, Myrrh Total Oil and Nitazoxanide Compared to Praziquantel on Schistosoma
mansoni: Scanning Electron Microscopic Study. Iran J Parasitol. 2017
Jul-Sep;12(3):446-452. PubMed PMID: 28979356; PubMed Central PMCID: PMC5623926.
<br>

4: Perelygina L, Hautala T, Sepp&#228;nen M, Adebayo A, Sullivan KE, Icenogle J.
Inhibition of rubella virus replication by the broad-spectrum drug nitazoxanide
in cell culture and in a patient with a primary immune deficiency. Antiviral Res.
2017 Nov;147:58-66. doi: 10.1016/j.antiviral.2017.09.019. Epub 2017 Sep 30.
PubMed PMID: 28974385.
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5: Lee S, Harwood M, Girouard D, Meyers MJ, Campbell MA, Beamer G, Tzipori S. The
therapeutic efficacy of azithromycin and nitazoxanide in the acute pig model of
Cryptosporidium hominis. PLoS One. 2017 Oct 3;12(10):e0185906. doi:
10.1371/journal.pone.0185906. eCollection 2017. PubMed PMID: 28973041; PubMed
Central PMCID: PMC5626496.
<br>

6: Dang W, Yin Y, Peppelenbosch MP, Pan Q. Opposing Effects of Nitazoxanide on
Murine and Human Norovirus. J Infect Dis. 2017 Sep 15;216(6):780-782. doi:
10.1093/infdis/jix377. PubMed PMID: 28934433.

<br>
7: Nasareth JM, Fraga CM, Lima NF, Pican&#231;o GA, Costa TL, Lino-Junior RS, Vinaud
MC. In vivo treatment with nitazoxanide induces anaerobic metabolism in
experimental intraperitoneal cysticercosis. Parasitol Res. 2017
Nov;116(11):3037-3041. doi: 10.1007/s00436-017-5614-8. Epub 2017 Sep 15. PubMed
PMID: 28914356.
<br>

8: Bailey MA, Na H, Duthie MS, Gillis TP, Lahiri R, Parish T. Nitazoxanide is
active against Mycobacterium leprae. PLoS One. 2017 Aug 29;12(8):e0184107. doi:
10.1371/journal.pone.0184107. eCollection 2017. PubMed PMID: 28850614; PubMed
Central PMCID: PMC5574600.
<br>

9: Buchieri MV, Cimino M, Rebollo-Ramirez S, Beauvineau C, Cascioferro A,
Favre-Rochex S, Helynck O, Naud-Martin D, Larrouy-Maumus G, Munier-Lehmann H,
Gicquel B. Nitazoxanide Analogs Require Nitroreduction for Antimicrobial Activity
in Mycobacterium smegmatis. J Med Chem. 2017 Sep 14;60(17):7425-7433. doi:
10.1021/acs.jmedchem.7b00726. Epub 2017 Aug 28. PubMed PMID: 28846409.
<br>

10: Amireddy N, Puttapaka SN, Vinnakota RL, Ravuri HG, Thonda S, Kalivendi SV.
The unintended mitochondrial uncoupling effects of the FDA-approved anti-helminth
drug nitazoxanide mitigates experimental parkinsonism in mice. J Biol Chem. 2017
Sep 22;292(38):15731-15743. doi: 10.1074/jbc.M117.791863. Epub 2017 Aug 10.
PubMed PMID: 28798236; PubMed Central PMCID: PMC5612106.

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