CAS 55981-09-4|Nitazoxanide
Introduction：Basic information about CAS 55981-09-4|Nitazoxanide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Nitazoxanide | ||
|---|---|---|---|
| CAS Number | 55981-09-4 | Molecular Weight | 307.282 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C12H9N3O5S | Melting Point | 202ºC |
| MSDS | USA | Flash Point | / |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | [2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl] acetate |
|---|---|
| Synonym | More Synonyms |
Nitazoxanide BiologicalActivity
| 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 >>AutophagySignaling Pathways >>Anti-infection >>Influenza VirusResearch 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 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness
- REFERENCE :
- JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 5,49,1985
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1350 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness
- REFERENCE :
- JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 5,49,1985
- TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic)
- REFERENCE :
- JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 5,49,1985
- TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - cat
- DOSE/DURATION :
- >10 gm/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - ataxia
- REFERENCE :
- JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 5,49,1985 ** OTHER MULTIPLE DOSE TOXICITY DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 44100 mg/kg/14W-C
- TOXIC EFFECTS :
- Gastrointestinal - changes in structure or function of salivary glands Liver - changes in liver weight Endocrine - changes in spleen weight
- REFERENCE :
- JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 5,49,1985
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Phrases | 22-36/37/38 |
| Safety Phrases | 26-36 |
| RIDADR | NONH for all modes of transport |
| HS Code | 2942000000 |
Customs
| HS Code | 2934100090 |
|---|---|
| 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% |
Articles42
More Articles| Validated stability indicating RP-HPLC for quantitation of nitazoxanide in presence of its alkaline degradation products and their characterization by HPLC-tandem mass spectrometry. J. Chromatogr. Sci. 52(9) , 1071-81, (2014) A simple and sensitive stability indicating HPLC method was developed and validated for quantitative determination of Nitazoxanide (NTZ), a new antiprotozoal drug, in presence of degradation products ... | |
| Metabolism of nitazoxanide in rats, pigs, and chickens: Application of liquid chromatography coupled to hybrid linear ion trap/Orbitrap mass spectrometer. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 1000 , 147-54, (2015) Nitazoxanide (NTZ) is a nitrothiazole benzamide compound with a broad activity spectrum against parasites, Gram-positive and Gram-negative anaerobic bacteria, and viruses. In this study, hybrid linear... | |
| Tongkat Ali (Eurycoma longifolia): a possible therapeutic candidate against Blastocystis sp. Parasit. Vectors 8 , 332, (2015) In the local Malaysian context, herbal plants such as Eurycoma longifolia (Tongkat Ali), Orthosiphon stamineus (MisaiKucing), Ficus deltoidea (Mas Cotek), Zingiber officinale (Halia Bara) and Barringt... |
Synonyms
| Cryptaz |
| Salicylamide, N-(5-nitro-2-thiazolyl)- acetate (ester) |
| Heliton |
| Benzamide, 2-(acetyloxy)-N-(5-nitro-2-thiazolyl)- |
| Alinia |
| o-(N-(5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate |
| Nitazoxanida |
| [14C]-Nitazoxanide |
| 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 |
