Basic information
- CAS
173903-47-4- Standard SMILES
O=C(Nc1ncc([N+](=O)[O-])s1)c1ccccc1O- InChIKey
FDTZUTSGGSRHQF-UHFFFAOYSA-N- Molecular formula
- C10H7N3O4S
- Average molar mass
- 265.25 g/mol
- Monoisotopic mass
- 265.01572689
Overview
Desacetyl-nitazoxanide is a member of salicylamides.
Names & identifiers
- Preferred name
- Tizoxanide
- IUPAC
- 2-hydroxy-N-(5-nitro-1,3-thiazol-2-yl)benzamide
- English name
- TIZOXANIDE
- Molecular formula
- C10H7N3O4S
- Molecular weight
- 265.25
Names & synonyms
Tizoxanide173903-47-4Benzamide, 2-hydroxy-N-(5-nitro-2-thiazolyl)-Desacetyl-nitazoxanideNSC-69785615KFG88UOJDTXSID40169680RefChem:190191DTXCID9092171827-733-62-hydroxy-N-(5-nitrothiazol-2-yl)benzamide2-hydroxy-N-(5-nitro-1,3-thiazol-2-yl)benzamide
Show more names
4-ABAHNSC640NSC 640NSC-640Tizoxanide, >98%Nitazoxanide impurity 01
2-Hydroxy-N-(5-nitro-2-thiazolyl)benzamideNTZdesMFCD07484970NSC 697856TIZ2-Hydroxy-N-(5-nitro-2-thiazolyl)-benzamideCHEBI:169666NSC697856
Database identifiers
- CAS
173903-47-4- PubChem CID
- 394397
- DTXSID
DTXSID40169680- ChEMBL
CHEMBL1545- ChEBI
CHEBI:169666- UNII
- 15KFG88UOJ
- EC Number
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 136 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 336
Physicochemical properties
- Melting point
- 279 · 279-281°(dec)
- Density
- 1.644 · 1.644±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 6.7 · 6.70±0.50(Predicted)
- color
- Off-White to Pale Yellow
- InChI
- 1S/C10H7N3O4S/c14-7-4-2-1-3-6(7)9(15)12-10-11-5-8(18-10)13(16)17/h1-5,14H,(H,11,12,15)
- InChIKey
- FDTZUTSGGSRHQF-UHFFFAOYSA-N
- SMILES
- OC1=C(C(NC2=NC=C([N+]([O-])=O)S2)=O)C=CC=C1
- FDA UNII
- 15 KFG88UOJ · 15KFG88UOJ
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H335-H319
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (66.7%)
Safety data
- wgk
- WGK 3
- hs_code
- 2934.10.1000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H335-H319
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
Metabolism/MetabolitesTizoxanide has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenoxy]oxane-2-carboxylic acid.
MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Applications
DescriptionTizoxanide is an active metabolite of the antiparasitic nitazoxanide . 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).
UsesA metabolite of Nitazoxanide; a potent inhibitor of hepatitis B virus and hepatitis C virus.
UsesA metabolite of Nitazoxanide (N490100); a potent inhibitor of hepatitis B virus and hepatitis C virus. Kills Mycobacterium tuberculosis.
Suppliers100 total
济南百隆化学有限公司[email protected] · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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