2-[(1E)-{[(methoxycarbonyl)amino]imino}methyl]quinoxaline-1,4-diium-1,4-bis(olate)

• ChemBase ID: 105793
• Molecular Formular: C11H10N4O4
• Molecular Mass: 262.2215
• Monoisotopic Mass: 262.07020482
• SMILES: COC(=O)N/N=C/c1[n+]([O-])c2c(cccc2)[n+]([O-])c1
• Canonical SMILES: COC(=O)N/N=C/c1c[n+]([O-])c2c([n+]1[O-])cccc2
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E)-{[(methoxycarbonyl)amino]imino}methyl]quinoxaline-1,4-diium-1,4-bis(olate); 2-({[(methoxycarbonyl)amino]imino}methyl)quinoxaline-1,4-diium-1,4-bis(olate); 3-({[(methoxycarbonyl)amino]imino}methyl)quinoxaline-1,4-diium-1,4-bis(olate); 3-[(1E)-{[(methoxycarbonyl)amino]imino}methyl]quinoxaline-1,4-diium-1,4-bis(olate)
• IUPAC Traditional name: 2-[(1E)-{[(methoxycarbonyl)amino]imino}methyl]quinoxaline-1,4-diium-1,4-bis(olate); 2-({[(methoxycarbonyl)amino]imino}methyl)quinoxaline-1,4-diium-1,4-bis(olate); 3-({[(methoxycarbonyl)amino]imino}methyl)quinoxaline-1,4-diium-1,4-bis(olate); carbadox
• Synonyms: 3-(2-Quinoxalinylmethylene)carbazic acid methyl ester N,N′-dioxide; Carbadox; (2-Quinoxalinylmethylene)hydrazinecarboxylic Acid Methyl Ester N,N'-Dioxide; 2-Formylquinoxaline-1,4-dioxide Carbomethoxyhydrazone; Fortigro; GS 6244; Getroxel; Mecadox; 3-[2-Quinoxalinylmethylene]carbazic acid methyl ester-N,N'-dioxide; CARBADOX

Database IDs

• CAS Number: 6804-07-5
• EC Number: 229-879-0
• MDL Number: MFCD00057293
• PubChem SID: 24892894; 162087174
• PubChem CID: 5353472
• CHEMBL: 13779
• Chemspider ID: 10606106
• Wikipedia Title: Carbadox

CALCULATED PROPERTIES

• Acid pKa: 10.497009
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.4176946
• LogD (pH = 7.4): -0.4179813
• Log P: -0.41767347
• Molar Refractivity: 67.5689 cm^3
• Polarizability: 25.215378 Å^3
• Polar Surface Area: 104.57 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Apperance: Yellow Crystalline Solid; Yellow crystals
• Melting Point: 239.5 °C; 239.5-240°C; 245-248°C
• Flash Point: 18 °C; 64.4 °F
• Density: 1.44 g/cm^3

Safety Information

• Storage Condition: 2-8°C
• RTECS: FE2779000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 45-11-22; R:11-22-45
• Safety Statements: 53-45; R R: R45, R11, R22; S: S53, S45; S:45-53
• EU Hazard Identification Number: 11
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H302-H350
• GHS Precautionary statements: P201-P210-P308 + P313
• RID/ADR: UN 1325 4.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: 97%
• Salt Data: Free Base
• Suitability: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C11H10N4O4

DETAILS

MP Biomedicals - 02194154

Purity: 97%

Sigma Aldrich - C6770

Application
Carbadox has been used to suppress aldosterone production, to study the spread of shiga toxin-producing Escherichia coli (STEC) strains 1, and to compare different antimicrobial activities 2.
Carbadox is used to suppress aldosterone production.

Toronto Research Chemicals - C175825

Antimicrobial.

REFERENCES

• Thrasher, et al.: J. Anim. Sci., 26, 911 (1967)
• Hansen, L., et al.: Antimicrob. Agents Chemother., 48, 3332 (1967)
• Li, X., et al.: Drugs, 64, 159 (1967)
• Hansen, L., et al.: Microb. Drug Resist., 11, 378 (1967)