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Merck
CN

C6770

Carbadox

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H10N4O4
CAS Number:
6804-07-5
Molecular Weight:
262.22
NACRES:
NA.85
PubChem Substance ID:
24892894
UNSPSC Code:
41116107
EC Number:
229-879-0
MDL number:
MFCD00057293

Key Documents

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InChI key

OVGGLBAWFMIPPY-WUXMJOGZSA-N

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+

SMILES string

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

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

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

WGK 3

flash_point_f

64.4 °F - closed cup

flash_point_c

18 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF3297
MKBW5210V
MKBT3688V
SLBG9102V
SLBC0732V

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T Hayashi et al.
Antimicrobial agents and chemotherapy, 32(4), 458-461 (1988-04-01)
Sedecamycin (lankacidin A), one of the lankacidin-group antibiotics, showed potent activity against Treponema hyodysenteriae. The MICs of sedecamycin against 79 field isolates of T. hyodysenteriae ranged from 0.78 to 12.5 micrograms/ml, the MIC for 90% of the strains tested (MIC90)
Torey Looft et al.
Frontiers in microbiology, 5, 276-276 (2014-06-25)
Antibiotics are used in livestock and poultry production to treat and prevent disease as well as to promote animal growth. Carbadox is an in-feed antibiotic that is widely used in swine production to prevent dysentery and to improve feed efficiency.
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
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
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
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