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HomeProduct name listCarbadox

Carbadox

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

  • CAS NO.:6804-07-5
  • Empirical Formula: C11H10N4O4
  • Molecular Weight: 262.22
  • MDL number: MFCD00057293
  • EINECS: 229-879-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:07:02
Carbadox Structural

What is Carbadox?

Chemical properties

Yellow Crystalline Solid

Originator

Carbadox,Agrimex

The Uses of Carbadox

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.

What are the applications of Application

Carbadox is a broad spectrum antimicrobial agent

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.

Properties of Carbadox

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 for Carbadox

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H228:Flammable solids
H302:Acute toxicity,oral
H350:Carcinogenicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240:Ground/bond container and receiving equipment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P405:Store locked up.

Computed Descriptors for Carbadox

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