Carbadox Chemical Properties

Melting point:

239-240°C

Boiling point:

405.47°C (rough estimate)

Density 

1.3602 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

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).

Stability:

Light Sensitive

CAS DataBase Reference

6804-07-5

EPA Substance Registry System

Hydrazinecarboxylic acid, 2-[(1,4-dioxido-2-quinoxalinyl)methylene]-, methyl ester (6804-07-5)

Safety Information

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

Hazardous Substances Data

6804-07-5(Hazardous Substances Data)

MSDS

• Language:English Provider:Carbadox
• Language:English Provider:SigmaAldrich

Carbadox Usage And Synthesis

Chemical Properties

Yellow Crystalline Solid

Originator

Carbadox,Agrimex

Uses

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. 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.

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.

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.

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