CAS Number55981-09-4
SynonymsCryptaz; Salicylamide, N-(5-nitro-2-thiazolyl)- acetate (ester); Heliton; Alinia; o-(N-(5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate; Nitazoxanida; Salicylamide, N-(5-nitro-2-thiazolyl)-, acetate (ester); EINECS 259-931-8; Colufase; 2-(2-Acetoxy)benzamido-5-nitrothiazole; 2-[(5-Nitro-1,3-thiazol-2-yl)carbamoyl]phenyl acetate; Nitazoxanide; Nitazoxanidum; Daxon; Nitazoxamide; T5N CSJ BMVR BOV1& DNW; 2-(Acetyloxy)-N-(5-nitro-2-thiazolyl)benzamide; o-[N-(5-nitrothiazol-2-yl)carbamoyl]phenyl acetate; MFCD00416599
Molecular FormulaC12H9N3O5S
Molecular Weight307.28
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Melting Point202ºC
Appearancepowder
EINECS259-931-8
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 55981-09-4 |
| Catalog No. | 2A-9011677 |
| Chinese Name | 硝唑尼特 |
| Synonyms | Cryptaz; Salicylamide, N-(5-nitro-2-thiazolyl)- acetate (ester); Heliton; Alinia; o-(N-(5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate; Nitazoxanida; Salicylamide, N-(5-nitro-2-thiazolyl)-, acetate (ester); EINECS 259-931-8; Colufase; 2-(2-Acetoxy)benzamido-5-nitrothiazole; 2-[(5-Nitro-1,3-thiazol-2-yl)carbamoyl]phenyl acetate; Nitazoxanide; Nitazoxanidum; Daxon; Nitazoxamide; T5N CSJ BMVR BOV1& DNW; 2-(Acetyloxy)-N-(5-nitro-2-thiazolyl)benzamide; o-[N-(5-nitrothiazol-2-yl)carbamoyl]phenyl acetate; MFCD00416599 |
| Molecular Formula | C12H9N3O5S |
| Molecular Weight | 307.28 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Melting Point | 202ºC |
| Appearance | powder |
| Storage Condition | -20°C Freezer |
| Application | Nitazoxanide is an anti-protozoal compound with an IC50 of 0.17 to 0.21 μM against canine influenza virus. |
| EINECS | 259-931-8 |
| HTC | 2942000000 |
| PubChem ID | 329818424 |
| MDL Number | MFCD00416599 |
| SMILES | CC(=O)Oc1ccccc1C(=O)Nc2ncc(s2)[N+]([O-])=O |
| 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) |
| InChI Key | YQNQNVDNTFHQSW-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/11677_1_55981_09_4.pdf |
| Bioactivity | Nitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. (IC50 for canine influenza virus ranges from 0.17 to 0.21 μM).Target: OthersNitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. In vitro studies demonstrated much broader activity. Dr. Rossignol co-founded Romark Laboratories, with the goal of bringing nitazoxanide to market as an anti-parasitic drug. Initial studies in the USA were conducted in collaboration with Unimed Pharmaceuticals, Inc. (Marietta, GA) and focused on development of the drug for treatment of cryptosporidiosis in AIDS.The anti-protozoal activity of nitazoxanide 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. It has also been shown to have activity against influenza A virus in vitro. The mechanism appears to be by selectively blocking the maturation of the viral hemagglutinin at a stage preceding resistance to endoglycosidase H digestion. This impairs hemagglutinin intracellular trafficking and insertion of the protein into the host plasma membrane. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection References [1]. Rossignol JF, et al. Thiazolides, a new class of anti-influenza molecules targeting viral hemagglutinin at the post-translational level. J Biol Chem. 2009 Oct 23;284(43):29798-808. [2]. Somvanshi VS, et al. Nitazoxanide: Nematicidal mode of action and drug combination studies. Mol Biochem Parasitol. 2014 Jan 8;193(1):1-8. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Melting Point 202ºC Molecular Formula C12H9N3O5S Molecular Weight 307.282 Exact Mass 307.026276 PSA 142.35000 LogP 1.79 Index of Refraction 1.673 InChIKey YQNQNVDNTFHQSW-UHFFFAOYSA-N SMILES CC(=O)Oc1ccccc1C(=O)Nc1ncc([N+](=O)[O-])s1 Storage condition -20°C Freezer |
| Use of | Nitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. (IC50 for canine influenza virus ranges from 0.17 to 0.21 μM).Target: OthersNitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. In vitro studies demonstrated much broader activity. Dr. Rossignol co-founded Romark Laboratories, with the goal of bringing nitazoxanide to market as an anti-parasitic drug. Initial studies in the USA were conducted in collaboration with Unimed Pharmaceuticals, Inc. (Marietta, GA) and focused on development of the drug for treatment of cryptosporidiosis in AIDS.The anti-protozoal activity of nitazoxanide 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. It has also been shown to have activity against influenza A virus in vitro. The mechanism appears to be by selectively blocking the maturation of the viral hemagglutinin at a stage preceding resistance to endoglycosidase H digestion. This impairs hemagglutinin intracellular trafficking and insertion of the protein into the host plasma membrane. Properties Articles42 Name [2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl] acetate Synonym More Synonyms Nitazoxanide Biological Activity Description Nitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. (IC50 for canine influenza virus ranges from 0.17 to 0.21 μM).Target: OthersNitazoxanide is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. In vitro studies demonstrated much broader activity. Dr. Rossignol co-founded Romark Laboratories, with the goal of bringing nitazoxanide to market as an anti-parasitic drug. Initial studies in the USA were conducted in collaboration with Unimed Pharmaceuticals, Inc. (Marietta, GA) and focused on development of the drug for treatment of cryptosporidiosis in AIDS.The anti-protozoal activity of nitazoxanide 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. It has also been shown to have activity against influenza A virus in vitro. The mechanism appears to be by selectively blocking the maturation of the viral hemagglutinin at a stage preceding resistance to endoglycosidase H digestion. This impairs hemagglutinin intracellular trafficking and insertion of the protein into the host plasma membrane. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection References [1]. Rossignol JF, et al. Thiazolides, a new class of anti-influenza molecules targeting viral hemagglutinin at the post-translational level. J Biol Chem. 2009 Oct 23;284(43):29798-808. [2]. Somvanshi VS, et al. Nitazoxanide: Nematicidal mode of action and drug combination studies. Mol Biochem Parasitol. 2014 Jan 8;193(1):1-8. Chemical & Physical Properties Molecular Formula C12H9N3O5S Exact Mass 307.026276 PSA 142.35000 Index of Refraction 1.673 InChIKey YQNQNVDNTFHQSW-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0% |
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