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| | 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 |  |
| | Carbadox Chemical Properties |
| | 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 at
once at room temperature to a well stirred solution of 2-formylquinoxaline-
1,4-dioxide (100 g) in methanol (2.5 liters). Two drops of concentrated
hydrochloric 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 with
methanol then air dried; M.P. 234.5-236°C (dec.). Yield=121.8 g. The product
is purified by refluxing in chloroform for 2 hours, followed by filtration and air
drying; 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 |
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