| Identification | Back Directory | [Name]
TIZOXANIDE | [CAS]
173903-47-4 | [Synonyms]
TIZ
TIZOXANIDE
NSC 697856
2-Hydroxy-N-(5-nitro-2-thiazolyl)benzamide
2-hydroxy-N-(5-nitrothiazol-2-yl)benzaMide
Benzamide, 2-hydroxy-N-(5-nitro-2-thiazolyl)- | [Molecular Formula]
C10H7N3O4S | [MDL Number]
MFCD07484970 | [MOL File]
173903-47-4.mol | [Molecular Weight]
265.245 |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Powder | [Melting point ]
279-281°(dec) | [density ]
1.644±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
6.70±0.50(Predicted) | [color ]
Off-White to Pale Yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Powder | [Uses]
A metabolite of Nitazoxanide (N490100); a potent inhibitor of hepatitis B virus and hepatitis C virus. | [Uses]
A metabolite of Nitazoxanide; a potent inhibitor of hepatitis B virus and hepatitis C virus. | [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 | [Definition]
ChEBI: Desacetyl-nitazoxanide is a member of salicylamides. | [in vitro]
previous study found that tizoxanide showed potent inhibition of both hbv and hcv replication. tizoxanide also exhibited selective inhibition of intracellular hbv replication and extracellular virus production by 2.2.15 cells. tizoxanide could selectively reduce intracellular hcv replication in ava5 cells. moreover, the combination of tizoxanide with either recombinant human interferon alpha 2b (ifnα), or an ns5b (hcv polymerase) inhibitor, 2′-c-methyl cytidine, resulted in synergistic interactions against hcv replication. in addition, antiviral activities of tizoxanide against a full-length genotype 1a replicon were equivalent to that observed for ava5 cells [1]. | [in vivo]
animal study in an immunosuppressed rat model suggested that relapses were less frequent after treatment with nitazoxanide, the parent drug of tizoxanide, than with the non-absorbable sinefungin and paromomycin [2]. | [IC 50]
0.17 to 0.21 μm for civs | [References]
[1] korba be,montero ab,farrar k,gaye k,mukerjee s,ayers ms,rossignol jf. 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] gargala g,delaunay a,li x,brasseur p,favennec l,ballet jj. efficacy of nitazoxanide, tizoxanide and tizoxanide glucuronide against cryptosporidium parvum development in sporozoite-infected hct-8 enterocytic cells. j antimicrob chemother.2000 jul;46(1):57-60. |
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