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Merck
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C6770

Sigma-Aldrich

Carbadox

Synonyme(s) :

3-(2-Quinoxalinylmethylene)carbazic acid methyl ester N,N′-dioxide

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About This Item

Formule empirique (notation de Hill):
C11H10N4O4
Numéro CAS:
6804-07-5
Poids moléculaire :
262.22
Numéro CE :
229-879-0
Numéro MDL:
MFCD00057293
Code UNSPSC :
41116107
ID de substance PubChem :
24892894
Nomenclature NACRES :
NA.85

Forme

powder

Solubilité

1 M NaOH: 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

DNA synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

COC(=O)N\N=C\c1cn(=O)c2ccccc2n1=O

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+

Clé InChI

OVGGLBAWFMIPPY-WUXMJOGZSA-N

Application

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.

Actions biochimiques/physiologiques

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.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Pictogrammes

FlameHealth hazardExclamation mark
GHS02,GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H228,H302,H350

Classification des risques

Acute Tox. 4 Oral - Carc. 1B - Flam. Sol. 1

Code de la classe de stockage

4.1B - Flammable solid hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

64.4 °F - closed cup

Point d'éclair (°C)

18 °C - closed cup

Certificats d'analyse (COA)

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Qian Chen et al.
Mutation research, 638(1-2), 11-16 (2007-09-28)
Carbadox, a quinoxaline 1,4-dioxide derivative, is a known mutagen with its functional mechanism yet to be well defined. In the present study we used a shuttle vector assay in vitro to uncover the functional details of carbadox-induced mutagenesis in mammalian
G Gizzi et al.
Food additives and contaminants, 24(11), 1226-1235 (2007-09-14)
The performance characteristics of an analytical method based on high-performance liquid chromatography (HPLC) for the detection of the banned growth promoters, carbadox and olaquindox, in feedstuff were determined via a collaborative study. The relative standard deviation of repeatability (RSDr) ranged
Awais Ihsan et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51, 330-336 (2012-10-16)
Quinoxaline-1,4-dioxides (QdNOs) are the potent heterocyclic N-oxides with interesting biological properties such as antibacterial, anticandida, antitubercular, anticancer and antiprotozoal activities. Here, we tested and compared the mequindox (MEQ) for mutagenic abilities in a battery of different short term tests according
L Beutin et al.
Antimicrobial agents and chemotherapy, 20(3), 336-343 (1981-09-01)
The quinoxaline-di-N-oxides carbadox, olaquindox, and quindoxin, which are potent antibacterial agents, were tested for mutagenicity in the Salmonella microsomal system. They all induced base pair substitutions and frameshift mutations in Salmonella, and occurred independently of the presence of a rat
Thaddeus B Stanton et al.
Applied and environmental microbiology, 74(10), 2950-2956 (2008-03-25)
Brachyspira hyodysenteriae is an anaerobic spirochete and the etiologic agent of swine dysentery. The genome of this spirochete contains a mitomycin C-inducible, prophage-like gene transfer agent designated VSH-1. VSH-1 particles package random 7.5-kb fragments of the B. hyodysenteriae genome and
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