CAS 6804-07-5|Carbadox

Introduction:Basic information about CAS 6804-07-5|Carbadox, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCarbadox
CAS Number6804-07-5Molecular Weight262.22200
Density1.447g/cm3Boiling Point405.47°C (rough estimate)
Molecular FormulaC11H10N4O4Melting Point239-240ºC
MSDSChineseUSAFlash Point18°(64°F)
Symbol
GHS02, GHS07, GHS08
Signal WordDanger

Names

NameCarbadox
SynonymMore Synonyms

Carbadox BiologicalActivity

DescriptionCarbadox is a quinoxaline-di-N-oxide antibiotic compound which is widely fed to nursery-age pigs to control enteric diseases and improve feed efficiency.
Related CatalogSignaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
Target

Bacterial[1]

In VitroThe results of MTT assay demonstrate a dose-dependent decrease in mitochondrial activity in Vero cells at all concentrations of Carbadox. Treatment with Carbadox at the highest concentration of 160 μg/mL results in cell viability down to only 12%. Cells following Carbadox treatment show a dose-dependent increase of the DNA migration (p<0.01). The nuclear division index (NDI) reduces markedly with the increase doses of Carbadox[1].
In VivoAlpha diversities (Shannon diversity, Heips evenness, and inverse Simpson indices) of samples from medicated piglets compare to non-medicated piglets are significantly different at 2, 3, and 4 days after continuous Carbadox, but not different in either late Carbadox or at any time during the withdrawal period. Analysis of the community structure of bacteria in animals shows significant differences at days 3 and 4 of early Carbadox treatment ([R=0.32, p=0.015] and [R=0.54, p=0.003], respectively), but not before starting antibiotic treatment (p=0.82). No significant differences in E. coli colony forming units (CFUs) are observed during the Carbadox-treatment period of the study or late in the withdrawal period. E. coli CFUs are significantly different between the medicated and non-medicated groups on day 2 after the withdrawal of Carbadox[2].
Cell AssayExponentially growing Vero cells are seeded at 104 cells/well density in 96 microplates and exposed to various concentrations of Carbadox (5, 10, 20, 40, 80, 160, 210, 260, 310 and 360 μg/mL). Cells incubated with the same concentration DMSO are used as a control. After 4 h or 24 h, each well is added 100 μL MTT solution (200 μg/mL) followed incubation for 4 h at 37 °C, and the medium containing MTT is removed. The formazan crystals in the viable cells are solubilized with 100 μL DMSO and the absorbance at 570 nm of each well is read using a microplate reader. All experiments are performed at least 3 times, with 6 wells for each concentration of Carbadox (n=6 per experiment). Final results are the average of three independent experiments. The cell viability is calculated as follows: OD of experimental group/(OD of control group-OD of blank group)×100%. The data are presented as means±SE[1].
Animal AdminAt 3 weeks of age, 12 piglets from 2 litters are divided into two rooms of six pigs each, with equal representation of littermates and gender. All pigs are fed a standard starter diet ad libitum for 3 weeks, after which six control pigs continue to receive non-medicated feed while the other group receives feed containing Carbadox (50 g/ton). After 21 days of continuous feed with or without Carbadox, all pigs (60 days old) are switched to a non-medicated maintenance diet. Feces are collected from each pig at multiple times before, during, and after antibiotic withdrawal[2].
References

[1]. Chen Q, et al. Investigation of the genotoxicity of quinocetone, carbadox and olaquindox in vitro using Vero cells. Food Chem Toxicol. 2009 Feb;47(2):328-34.

[2]. Looft T, et al. Carbadox has both temporary and lasting effects on the swine gut microbiota. Front Microbiol. 2014 Jun 10;5:276.

Chemical & Physical Properties

Density1.447g/cm3
Boiling Point405.47°C (rough estimate)
Melting Point239-240ºC
Molecular FormulaC11H10N4O4
Molecular Weight262.22200
Flash Point18°(64°F)
Exact Mass262.07000
PSA101.61000
LogP1.77760
Index of Refraction1.648
InChIKeyOVGGLBAWFMIPPY-WUXMJOGZSA-N
SMILESCOC(=O)NN=Cc1c[n+]([O-])c2ccccc2[n+]1[O-]
Storage condition2-8°C
Water SolubilitySoluble in 1N NaOH (50 mg/ml), and water (partly).

Safety Information

Symbol
GHS02, GHS07, GHS08
Signal WordDanger
Hazard StatementsH228-H302-H350
Precautionary StatementsP201-P210-P308 + P313
Hazard CodesF:Flammable
Risk PhrasesR45;R11;R22
Safety PhrasesS53-S45
RIDADRUN 1325 4.1/PG 2
WGK Germany3
RTECSFE2779000
HS Code29339900

Articles29

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Synonyms

fortigro
(1,4-dioxy-quinoxalin-2-ylmethylene)-hydrazinecarboxylic acid methyl ester
methyl-3-(2-quinoxalinylmethylene)carbazate N,N'-dioxide
karbadox
carabadox
methyl 3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide
Mecadox-S
Mecadox
CARBADO
getroxel
gs6244
EINECS 229-879-0
MFCD00057293
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