ChemicalBook--->CAS DataBase List--->6804-07-5

6804-07-5

6804-07-5 Structure

6804-07-5 Structure
IdentificationBack Directory
[Name]

Carbadox
[CAS]

6804-07-5
[Synonyms]

CBX
M31
MOD1
gs6244
Mecadox
CARBADO
p25beta
CARBADOX
karbadox
fortigro
getroxel
HP1-BETA
carabadox
Mecadox-S
LABOTEST-BB LT00771878
2-formylquinoxaline1,4-dioxidecarbomethoxyhydrazone
3-(2-chinoxalinylmethylen-1,4-dioxid)methylkarbazat
hydrazinecarboxylicacid,(2-quinoxalinylmethylene)-,me
Methyl-3-(2-quinoxanylmethylene)carbazate-N,N'-dioxide
2-(2-quinoxalinyl methylene) hydrazine carboxylic acid
methyl 3-(quinoxalin-2-ylmethylene)carbazate 1,4-dioxide
methyl3-(2-quinoxalinylmethylene)carbazate-n1,n4-dioxide
2-(methoxycarbonylhydrazonomethyl)quinoxaline 1,4-dioxide
Methyl-3-(2'-quinoxalinylmethylene) carbazate-N,N-dioxide
3-(2-chinoxalinylmethylen-1,4-dioxid)methylkarbazat fortigro
3-[2-QUINOXALINYLMETHYLENE]CARBAZIC ACID METHYL ESTER N,N'-DIOXIDE
(E)-2-((2-(Methoxycarbonyl)hydrazono)methyl)quinoxaline 1,4-dioxide
hydrazinecarboxylicacid,(2-quinoxalinylmethylene)-,methylester,n,n’-diox
carbazicacid,3-(2-quinoxalinylmethylene)-,methylester,n(sup1),n(sup4)-di
Hydrazinecarboxylicacid,(2-quinoxalinylmethylene)-,methylester,N,N’-dioxide
Carbadox,3-(2-Quinoxalinylmethylene)carbazic acid methyl ester N,N′-dioxide
(2-Quinoxalinylmethylene)hydrazinecarboxylic Acid Methyl Ester N,N'-Dioxide
Hydrazinecarboxylic acid, (1,4-dioxido-2-quinoxalinyl)methylene-, methyl ester
2-(2-quinoxalinylmethylene)hydrazine-carboxylic acid methyl ester n,n'-dioxide
Methyl 3-[2-quinoxalinylmethylene] carbazate N1,N4-dioxide
Hydrazinecarboxylicacid, 2-[(1,4-dioxido-2-quinoxalinyl)Methylene]-, Methyl ester
carbadox (INN) methyl 3-(quinoxalin-2-ylmethylene)carbazate 1,4-dioxide 2-(methoxycarbonylhydrazonomethyl)quinoxaline 1,4-dioxide
[EINECS(EC#)]

229-879-0
[Molecular Formula]

C11H10N4O4
[MDL Number]

MFCD00057293
[MOL File]

6804-07-5.mol
[Molecular Weight]

262.22
Chemical PropertiesBack Directory
[Appearance]

Yellow Crystalline Solid
[Melting point ]

239-240°C
[Boiling point ]

405.47°C (rough estimate)
[density ]

1.3602 (rough estimate)
[refractive index ]

1.6000 (estimate)
[Fp ]

18°(64°F)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly, Sonicated)
[form ]

powder
[pka]

10.51±0.46(Predicted)
[color ]

Yellow to Dark Yellow
[Water Solubility ]

Soluble in 1N NaOH (50 mg/ml), and water (partly).
[Henry's Law Constant]

2.2×1017 mol/(m3Pa) at 25℃, HSDB (2015)
[Stability:]

Light Sensitive
[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+
[InChIKey]

OVGGLBAWFMIPPY-WUXMJOGZSA-N
[SMILES]

COC(=O)N\N=C\c1cn(=O)c2ccccc2n1=O
[CAS DataBase Reference]

6804-07-5
[EPA Substance Registry System]

Hydrazinecarboxylic acid, 2-[(1,4-dioxido-2-quinoxalinyl)methylene]-, methyl ester (6804-07-5)
Hazard InformationBack Directory
[Chemical Properties]

Yellow Crystalline Solid
[Uses]

Antimicrobial
[Originator]

Carbadox,Agrimex
[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.
[storage]

Store at -20°C
Safety DataBack Directory
[Hazard Codes ]

F,T
[Risk Statements ]

45-11-22
[Safety Statements ]

53-45
[RIDADR ]

UN 1325 4.1/PG 2
[WGK Germany ]

3
[RTECS ]

FE2779000
[HazardClass ]

4.1
[HS Code ]

29339900
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Acute Tox. 4 Oral
Carc. 1B
Flam. Sol. 1
[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.
[Hazardous Substances Data]

6804-07-5(Hazardous Substances Data)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Carbadox(6804-07-5).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Carbadox(6804-07-5)1HNMR
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