Introduction：Basic information about Carbadox CAS 6804-07-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Carbadox Basic information
| Product Name: | Carbadox |
| Synonyms: | 2-formylquinoxaline1,4-dioxidecarbomethoxyhydrazone;3-(2-chinoxalinylmethylen-1,4-dioxid)methylkarbazat;carbazicacid,3-(2-quinoxalinylmethylene)-,methylester,n(sup1),n(sup4)-di;methyl3-(2-quinoxalinylmethylene)carbazate-n1,n4-dioxide;CARBADOX;LABOTEST-BB LT00771878;2-(2-quinoxalinylmethylene)hydrazine-carboxylic acid methyl ester n,n'-dioxide;3-[2-QUINOXALINYLMETHYLENE]CARBAZIC ACID METHYL ESTER N,N'-DIOXIDE |
| CAS: | 6804-07-5 |
| MF: | C11H10N4O4 |
| MW: | 262.22 |
| EINECS: | 229-879-0 |
| Product Categories: | Veterinaries;Intermediates & Fine Chemicals;Nitric Oxide Reagents;Pharmaceuticals |
| Mol File: | 6804-07-5.mol |
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Carbadox Chemical Properties
| Melting point | 239-240°C |
| Boiling point | 405.47°C (rough estimate) |
| density | 1.3602 (rough estimate) |
| refractive index | 1.6000 (estimate) |
| Fp | 18°(64°F) |
| storage temp. | 2-8°C |
| solubility | DMSO (Slightly, Sonicated) |
| pka | 10.51±0.46(Predicted) |
| form | powder |
| color | Yellow to Dark Yellow |
| Water Solubility | Soluble in 1N NaOH (50 mg/ml), and water (partly). |
| Stability: | Light Sensitive |
| InChI | 1S/C11H10N4O4/c1-19-11(16)13-12-6-8-7-14(17)9-4-2-3-5-10(9)15(8)18/h2-7H,1H3,(H,13,16)/b12-6+ |
| InChIKey | OVGGLBAWFMIPPY-WUXMJOGZSA-N |
| SMILES | COC(=O)N\N=C\c1cn(=O)c2ccccc2n1=O |
| CAS DataBase Reference | 6804-07-5 |
| EPA Substance Registry System | Hydrazinecarboxylic acid, 2-[(1,4-dioxido-2-quinoxalinyl)methylene]-, methyl ester (6804-07-5) |
Safety Information
| Hazard Codes | F,T |
| Risk Statements | 45-11-22 |
| Safety Statements | 53-45 |
| RIDADR | UN 1325 4.1/PG 2 |
| WGK Germany | 3 |
| RTECS | FE2779000 |
| HazardClass | 4.1 |
| HS Code | 29339900 |
| Storage Class | 4.1B - Flammable solid hazardous materials |
| Hazard Classifications | Acute Tox. 4 Oral
Carc. 1B
Flam. Sol. 1 |
| Hazardous Substances Data | 6804-07-5(Hazardous Substances Data) |
Carbadox Usage And Synthesis
| Chemical Properties | Yellow Crystalline Solid |
| Originator | Carbadox,Agrimex |
| Uses | Carbadox has been used to suppress aldosterone production, to study the spread of shiga toxin-producing Escherichia coli (STEC) strains, and to compare different antimicrobial activities. Carbadox is a quinoxaline-di-N-oxide antibiotic that is generally used in feed to swine to prevent dysentery and improve feed efficiency. It inhibits bacteria by intercalation and induction of mutations in bacterial genome. |
| Definition | ChEBI: Carbadox is a quinoxaline derivative. |
| Manufacturing Process | A solution of methylcarbazate (48.0 mg) in methanol (250 ml) is added all atonce at room temperature to a well stirred solution of 2-formylquinoxaline-1,4-dioxide (100 g) in methanol (2.5 liters). Two drops of concentratedhydrochloric acid are added. The mixture is stirred for 3 hours then filtered to remove the yellow crystalline product. The crystals of (2-quinoxalinylmethylene)hydrazinecarboxylic acid methyl ester are washed withmethanol then air dried; M.P. 234.5-236°C (dec.). Yield=121.8 g. The productis purified by refluxing in chloroform for 2 hours, followed by filtration and airdrying; M.P. 239.5-240°C (dec.).
The ultraviolet absorption spectrum (water) exhibits maxima at 236, 251,303, 366 and 373 nm with extinction coefficients of 11,000, 10,900, 36,400,16,100 and 16,200, respectively. |
| Brand name | Mecadox (Pfizer). |
| Therapeutic Function | Antibacterial |
| Biochem/physiol Actions | Carbadox is a quinoxaline-di-N-oxide antibiotic that is generally used in feed to swine to prevent dysentery and improve feed efficiency. It inhibits bacteria by intercalation and induction of mutations in bacterial genome. |
| Safety Profile | Moderately toxic by ingestion. Questionable carcinogen with experimental carcinogenic effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of Nox. |
Carbadox Preparation Products And Raw materials
| Raw materials | Methyl carbazate-->2-Formylquinoxaline 1,4-dioxide |
