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Substance Name: Carbadox [USAN:INN:BAN]
RN: 6804-07-5
UNII: M2X04R2E2Y
InChIKey: OVGGLBAWFMIPPY-UHFFFAOYSA-N

Note

  • An antibacterial agent that has been used in veterinary practice for treating swine dysentery and enteritis and for promoting growth. However, its use has been prohibited in the UK following reports of carcinogenicity and mutagenicity. (From Martindale, The Extra Pharmacopoeia, 30th ed, p125).

Molecular Formula

  • C11-H10-N4-O4

Molecular Weight

  • 262.224
 

Classification Codes

  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Antibacterial
  • Carcinogens
  • Mutagens
  • Mutation Data
  • Noxae
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Carbadox
  • Carbadox [USAN:INN:BAN]

MeSH Heading

  • Carbadox

Synonyms

  • 2-Formylquinoxaline 1,4-dioxide carbomethoxyhydrazone
  • 3-(2-Chinoxalinylmethylen-1,4-dioxid)methylkarbazat
  • 3-(2-Chinoxalinylmethylen-1,4-dioxid)methylkarbazat [Czech]
  • Carbadox
  • Carbadoxum
  • Carbadoxum [INN-Latin]
  • CCRIS 3002
  • EINECS 229-879-0
  • Fortigro
  • Getroxel
  • GS 6244
  • GS-6244
  • HSDB 7028
  • Hydrazinecarboxylic acid (2-quinoxalinylmethylene)-, methyl ester N(sup 1),N(sup 4)-dioxide
  • Karbadox
  • Karbadox [Czech]
  • Mecadox
  • Methyl 3-(2-quinoxalinylmethylene)carbazate N(sup 1),N(sup 4)-dioxide
  • Methyl 3-(2-quinoxalinylmethylene)carbazate-N1,N4-dioxide
  • NSC 758942
  • UNII-M2X04R2E2Y

Systematic Names

  • Carbadox
  • Carbazic acid, 3-(2-quinoxalinylmethylene)-, methyl ester, N(sup 1),N(sup 4)-dioxide
  • Hydrazinecarboxylic acid, (2-quinoxalinylmethylene)-, methyl ester N(sup 1),N(sup 4)-dioxide
  • Hydrazinecarboxylic acid, (2-quinoxalinylmethylene)-, methyl ester, N,N'-dioxide

Registry Numbers

CAS Registry Number

  • 6804-07-5

FDA UNII

  • M2X04R2E2Y

Other Registry Number

  • 39310-25-3

System Generated Number

  • 0006804075

Structure Descriptors

InChI

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)

InChIKey

OVGGLBAWFMIPPY-UHFFFAOYSA-N

Smiles

COC(=O)NN=Cc1c[n+]([O-])c2ccccc2[n+]1[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2810mg/kg (2810mg/kg)   Cesko-Slovenska Farmacie. Vol. 30, Pg. 26, 1981.
rat LD50 oral 850mg/kg (850mg/kg)   Cesko-Slovenska Farmacie. Vol. 30, Pg. 26, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 240 deg C   EXP
log P (octanol-water) -1.370 (none)   EST
Water Solubility 1.50E+04 mg/L 25 EST
Vapor Pressure 6.20E-10 mm Hg 25 EST
Henry's Law Constant 4.50E-23 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.00E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.