CAS 965-52-6|Nifuroxazide
Introduction：Basic information about CAS 965-52-6|Nifuroxazide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Nifuroxazide | ||
|---|---|---|---|
| CAS Number | 965-52-6 | Molecular Weight | 275.217 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C12H9N3O5 | Melting Point | 281-283°C |
| MSDS | USA | Flash Point | / |
Names
| Name | 4-hydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide |
|---|---|
| Synonym | More Synonyms |
Nifuroxazide BiologicalActivity
| Description | Nifuroxazide is an effective inhibitor of STAT3, also exerts potent anti-tumor and anti-metastasis activity. |
|---|---|
| Related Catalog | Research Areas >>CancerResearch Areas >>Infection |
| Target | STAT3 |
| In Vitro | When U266 cells are incubated with Nifuroxazide, a significant dose-dependent decrease in STAT3 tyrosine phosphorylation is observed. This inhibition of STAT3 tyrosine phosphorylation is rapid, occurring as early as 1 h after treatment, and is sustained for at least 24 h. Treatment of U266 or INA6 cells with Nifuroxazide for 48 hours result in a dose-dependent loss of cell viability with an EC50 of approximately 4.5 μM in both cell types. Notably, the MM cells lacking constitutive STAT3 activation show little toxicity to Nifuroxazide[1]. |
| In Vivo | Compared with the vehicle group, treatment with Nifuroxazide could inhibit tumor growth and tumor weight in a dose-dependent manner, with the inhibition rate of tumor volumes being 43.0% and 62.1% at 25 mg/kg and 50 mg/kg, respectively. It is also shown that Nifuroxazide significantly inhibits the proliferation of nuclear Ki-67-positive cells and induces apoptosis cells of cleaved caspase-3-positive cells. Besides, it is found that treatment with Nifuroxazide could inhibit the expression of MMP-2, MMP-9 and p-Stat3 in A375 tumor tissues. What’s more, Nifuroxazide inhibits the infiltration of MDSCs into the lung, which might be associated with suppression of distant colonization of tumor cells in B16-F10 melanoma metastasis model[2]. |
| Animal Admin | Mice[2] Mice engrafted subcutaneously with 1×107 A375 cells are randomly divided into groups when tumor volume is around 100 mm3 and are administrated intraperitoneally injected with Nifuroxazide 25 mg/kg, 50 mg/kg or vehicle once daily. The tumor size and body weight are measured every 3 days. C57Bl/6J mice are engrafted by injecting intravenously via the tail vein with 2×105 B16-F10 cells to produce experimental lung metastasis. They are randomly assigned to groups on day 6 and are intraperitoneally injected with Nifuroxazide 50 mg/kg or vehicle once daily. Black dots on lung surface are counted and confirmed as melanoma metastases[2]. |
| References | [1]. Nelson EA, et al. Nifuroxazide inhibits survival of multiple myeloma cells by directly inhibiting STAT3. Blood. 2008 Dec 15;112(13):5095-102. [2]. Zhu Y, et al. Nifuroxazide exerts potent anti-tumor and anti-metastasis activity in melanoma. Sci Rep. 2016 Feb 2;6:20253. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Melting Point | 281-283°C |
| Molecular Formula | C12H9N3O5 |
| Molecular Weight | 275.217 |
| Exact Mass | 275.054230 |
| PSA | 120.65000 |
| LogP | 0.59 |
| Index of Refraction | 1.653 |
| InChIKey | YCWSUKQGVSGXJO-QPEQYQDCSA-N |
| SMILES | O=C(NN=Cc1ccc([N+](=O)[O-])o1)c1ccc(O)cc1 |
| Storage condition | Refrigerator, Under Inert Atmosphere |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 6 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Behavioral - antipsychotic Lungs, Thorax, or Respiration - respiratory depression Kidney, Ureter, Bladder - other changes in urine composition
MUTATION DATA - TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Bacteria - Escherichia coli
- DOSE/DURATION :
- 250 mg/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 187,55,1987
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Bacteria - Escherichia coli
- DOSE/DURATION :
- 250 mg/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 187,55,1987
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | DH2528300 |
| HS Code | 2928000090 |
Customs
| HS Code | 2932190090 |
|---|---|
| Summary | 2932190090 other compounds containing an unfused furan 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% |
Articles28
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| Genotoxicity of 2-nitro-7-methoxy-naphtho[2,1-b]furan (R7000): a case study with some considerations on nitrofurantoin and nifuroxazide. Res. Microbiol. 153(7) , 427-34, (2002) Two nitrofurans present broad-spectrum antimicrobial properties and some of them are used in human and veterinary medicine. Most of these molecules are mutagens and some of them were reported as carci... |
Synonyms
| Benzoic acid, 4-hydroxy-, 2-[(1E)-(5-nitro-2-furanyl)methylene]hydrazide |
| Nifuroxazide |
| Ercefuryl |
| Diarlidan |
| Dicoferin |
| EINECS 213-522-0 |
| Nifuroxazid |
| Nifuroxazidum |
| 4-Hydroxy-N'-[(E)-(5-nitro-2-furyl)methylene]benzohydrazide |
| Nifuroxazida |
| p-hydroxy-N'-(5-nitrofurfurylidene)benzhydrazide |
| MFCD00079482 |
| Nifuroxazidum [INN-Latin] |
| Ercefurol |
