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C6770

Sigma-Aldrich

Carbadox

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C11H10N4O4
Número de CAS:
6804-07-5
Peso molecular:
262.22
EC Number:
229-879-0
MDL number:
MFCD00057293
UNSPSC Code:
41116107
PubChem Substance ID:
24892894
NACRES:
NA.85

form

powder

solubility

1 M NaOH: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

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+

InChI key

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.

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.

Other Notes

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

signalword

Danger

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

64.4 °F - closed cup

flash_point_c

18 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number
MKCF3297
MKBW5210V
MKBT3688V
SLBG9102V
SLBC0732V

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Amisha D Shah et al.
Environmental science & technology, 40(23), 7228-7235 (2006-12-22)
The potential release of carbadox (CDX), a commonly used antibacterial agent in swine husbandry, into water systems is of a concern due to its carcinogenic and genotoxic effects. Until this study, the reactivity of carbadox (possessing quinoxaline N,N'-dioxide and hydrazone
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
M C Walsh et al.
Journal of animal science, 90(8), 2599-2608 (2012-02-22)
The objective of this study was to evaluate the effects of water-delivered, direct-fed microbials (DFM) or organic acids on intestinal morphology and active nutrient absorption in weanling pigs after deliberate Salmonella infection. Pigs (n = 88) were weaned at 19
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
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
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