Sulfaquinoxaline (CHEM017813)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:40:18 UTC
Update Date2016-11-09 01:15:40 UTC
Accession NumberCHEM017813
Identification
Common NameSulfaquinoxaline
ClassSmall Molecule
DescriptionSulfaquinoxaline is a veterinary medicine which can be given to cattle and sheep to treat coccidiosis.It is available in Pakistan with Sanna Laboratories in combination with Amprolium and Vitamin K as potential treatment of coccidiosis.
Contaminant Sources
  • FooDB Chemicals
  • STOFF IDENT Compounds
  • Suspected Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
SulphaquinoxalineGenerator
2-(P-Aminobenzene)sulfonamidoquinoxalineHMDB
2-(P-Sulfanilamido)quinoxalineHMDB
2-P-AminobenzenesulfonamidoquinoxalineHMDB
2-P-AminobenzenesulphonamidoquinoxalineHMDB
2-SulfanilamidobenzopyrazineHMDB
2-SulfanilamidoquinoxalineHMDB
4-amino-N-(2-Quinoxalinyl)benzenesulfonamideHMDB
4-amino-N-2-Quinoxalinyl-benzenesulfonamideHMDB
4-amino-N-2-Quinoxalinylbenzenesulfonamide, 9ciHMDB
Anti-KHMDB
AvicocidHMDB
AviochinaHMDB
Compound 3-120HMDB
EmbazinHMDB
ItalquinaHMDB
KokozigalHMDB
Kokozigal SHMDB
N'-(2-quinoxalyl)sulfanilamideHMDB
N'-2-quinoxalylsulfanilamideHMDB
N-(2-Quinoxalinyl)sulfanilamideHMDB
N-(2-Quinoxalinyl)sulfanilideHMDB
N1-(2-Quinoxalinyl)sulfanilamideHMDB
N1-2-Quinoxalinyl, sulfanilamideHMDB
N1-2-Quinoxalinyl-sulfanilamideHMDB
NococcinHMDB
Quinoxipra CHMDB
S. q. "40 per cent"HMDB
S. q. 40 per centHMDB
SQXHMDB
Sulfa-QHMDB
Sulfa-Q 20HMDB
SulfabenzpyrazineHMDB, MeSH
SulfachinoxalinHMDB, MeSH
SulfacoxHMDB
SulfalineHMDB
Sulfanilamide, N1-2-quinoxalinyl- (8ci)HMDB
SulfaquinoxalinHMDB
SulfaquinoxalinaHMDB
Sulfaquinoxaline, ban, innHMDB
SulfaquinoxalinumHMDB
SulquinHMDB
Sulquin 6-50 concentrate (veterinary)HMDB
UrsokoxalineHMDB
Chemical FormulaC14H12N4O2S
Average Molecular Mass300.336 g/mol
Monoisotopic Mass300.068 g/mol
CAS Registry Number59-40-5
IUPAC Name4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide
Traditional Namesulfaquinoxaline
SMILESNC1=CC=C(C=C1)S(=O)(=O)NC1=NC2=C(C=CC=C2)N=C1
InChI IdentifierInChI=1S/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)
InChI KeyNHZLNPMOSADWGC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazanaphthalenes
Sub ClassBenzodiazines
Direct ParentQuinoxalines
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Quinoxaline
  • Benzenesulfonyl group
  • Aniline or substituted anilines
  • Monocyclic benzene moiety
  • Pyrazine
  • Benzenoid
  • Imidolactam
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Heteroaromatic compound
  • Azacycle
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.076 g/LALOGPS
logP1.24ALOGPS
logP1.55ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.79ChemAxon
pKa (Strongest Basic)2.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.97 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.3 m³·mol⁻¹ChemAxon
Polarizability29.46 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-8490000000-cc9214994a8554fe8414Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-8490000000-cc9214994a8554fe8414Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0le9-5941000000-8eb0fa3a436056b37a70Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0udi-0409000000-d7c9a51d9347cc1b7a0dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-0901000000-8c31cd32d959c038208aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0a4l-6900000000-e771e5af97d5649c4e24Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0a4i-3900000000-eae09de9dd24a6c3756eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0002-0090000000-6efac54721bf8994b7e5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-0006-0900000000-3a728b15bf59b039ee01Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0006-1900000000-43662c09c1b26f22d7adSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0002-0090000000-f55d7011ca4760802faeSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-014i-9400000000-839bab77f964d2662f34Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0aou-9700000000-32a2d8a082877c17bc64Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-0006-0910000000-238bc3f405c056e78ee6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-014i-9400000000-6e61d66ed35348e98445Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0005-0970000000-7660509028c2dc109d21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-1369000000-95ec239a178aa6de087dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1921000000-094ee16bb0058159c4c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-015c-9210000000-cd4d490da1b910fc26beSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-843390aa2e588fc64e1eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-0590000000-261ee75915a8ae057b9eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-2910000000-f5d7aec8fa1905732abeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-c84aef0ed36c4d1c75baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pb9-2904000000-c50671f6c635eb51e85cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9500000000-8569edbc47acbd93d88dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-79885e97130c17f38debSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-79885e97130c17f38debSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0005-2290000000-ac87df36eea055d9161aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11464
HMDB IDHMDB0033139
FooDB IDFDB011140
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSulfaquinoxaline
Chemspider ID5147
ChEBI IDNot Available
PubChem Compound ID5338
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Le Fur C, Legeret B, de Sainte Claire P, Wong-Wah-Chung P, Sarakha M: Liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry for the analysis of sulfaquinoxaline byproducts formed in water upon solar light irradiation. Rapid Commun Mass Spectrom. 2013 Mar 30;27(6):722-30. doi: 10.1002/rcm.6507.
2. Costi EM, Sicilia MD, Rubio S: Multiresidue analysis of sulfonamides in meat by supramolecular solvent microextraction, liquid chromatography and fluorescence detection and method validation according to the 2002/657/EC decision. J Chromatogr A. 2010 Oct 1;1217(40):6250-7. doi: 10.1016/j.chroma.2010.08.017. Epub 2010 Aug 13.
3. De Liguoro M, Di Leva V, Gallina G, Faccio E, Pinto G, Pollio A: Evaluation of the aquatic toxicity of two veterinary sulfonamides using five test organisms. Chemosphere. 2010 Oct;81(6):788-93. doi: 10.1016/j.chemosphere.2010.07.003. Epub 2010 Jul 31.
4. Herrera-Herrera AV, Hernandez-Borges J, Borges-Miquel TM, Rodriguez-Delgado MA: Dispersive liquid-liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples. J Pharm Biomed Anal. 2013 Mar 5;75:130-7. doi: 10.1016/j.jpba.2012.11.026. Epub 2012 Nov 23.
5. Gaudin V, De Courville A, Hedou C, Rault A, Diomande SE, Creff-Froger C, Verdon E: Evaluation and validation of two microbiological tests for screening antibiotic residues in honey according to the European guideline for the validation of screening methods. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(2):234-43. doi: 10.1080/19440049.2012.738367. Epub 2012 Nov 6.
6. Guinee P, Kruyt B: Use of an isolator system to study the selective pressure of sulfaquinoxalin-containing coccidiostats on Escherichia coli populations in chicks. Zentralbl Veterinarmed B. 1975 Nov;22(9):718-28.
7. Sun L, Sun X, Du X, Yue Y, Chen L, Xu H, Zeng Q, Wang H, Ding L: Determination of sulfonamides in soil samples based on alumina-coated magnetite nanoparticles as adsorbents. Anal Chim Acta. 2010 Apr 30;665(2):185-92. doi: 10.1016/j.aca.2010.03.044. Epub 2010 Mar 27.
8. Guo Y, Ngom B, Le T, Jin X, Wang L, Shi D, Wang X, Bi D: Utilizing three monoclonal antibodies in the development of an immunochromatographic assay for simultaneous detection of sulfamethazine, sulfadiazine, and sulfaquinoxaline residues in egg and chicken muscle. Anal Chem. 2010 Sep 15;82(18):7550-5. doi: 10.1021/ac101020y.
9. Raich-Montiu J, Beltran JL, Prat MD, Granados M: Studies on the extraction of sulfonamides from agricultural soils. Anal Bioanal Chem. 2010 May;397(2):807-14. doi: 10.1007/s00216-010-3580-4. Epub 2010 Mar 10.
10. Ghorab MM, Ragab FA, Heiba HI, El-Gazzar MG, El-Gazzar MG: Synthesis, in vitro anticancer screening and radiosensitizing evaluation of some new 4-[3-(substituted)thioureido]-N-(quinoxalin-2-yl)-benzenesulfonamide derivatives. Acta Pharm. 2011 Dec;61(4):415-25. doi: 10.2478/v10007-011-0040-4.
11. Tolika EP, Samanidou VF, Papadoyannis IN: Development and validation of an HPLC method for the determination of ten sulfonamide residues in milk according to 2002/657/EC. J Sep Sci. 2011 Jul;34(14):1627-35. doi: 10.1002/jssc.201100171. Epub 2011 Jun 3.
12. Wei R, Ge F, Huang S, Chen M, Wang R: Occurrence of veterinary antibiotics in animal wastewater and surface water around farms in Jiangsu Province, China. Chemosphere. 2011 Mar;82(10):1408-14. doi: 10.1016/j.chemosphere.2010.11.067. Epub 2010 Dec 14.
13. Li H, Kijak PJ: Development of a quantitative multiclass/multiresidue method for 21 veterinary drugs in shrimp. J AOAC Int. 2011 Mar-Apr;94(2):394-406.
14. Luders H, Lai KW, Hinz KH: [Blood and tissue content of sulfamethazine and sulfaquineoxaline in broilers following medication with drinking water. A contribution to mass medication in poultry]. Zentralbl Veterinarmed B. 1974 Jan-Feb;21(1):110-8.
15. Gaudin V, Rault A, Verdon E: Validation of a commercial receptor kit Sulfasensor Honey for the screening of sulfonamides in honey according to Commission Decision 2002/657/EC. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29(6):942-50. doi: 10.1080/19440049.2012.668718. Epub 2012 Mar 29.
16. Ghorab MM, Ragab FA, Heiba HI, El-Gazzar MG, El-Gazzar MG: Synthesis, in-vitro anticancer screening and radiosensitizing evaluation of some new N-(quinoxalin-2-yl)benzenesulfonamide derivatives. Arzneimittelforschung. 2012 Jan;62(1):46-52. doi: 10.1055/s-0031-1295496. Epub 2012 Jan 10.
17. Kumar P, Companyo R: Development and validation of an LC-UV method for the determination of sulfonamides in animal feeds. Drug Test Anal. 2012 May;4(5):368-75. doi: 10.1002/dta.296. Epub 2011 Jun 14.
18. Wang L, Wu J, Wang Q, He C, Zhou L, Wang J, Pu Q: Rapid and sensitive determination of sulfonamide residues in milk and chicken muscle by microfluidic chip electrophoresis. J Agric Food Chem. 2012 Feb 22;60(7):1613-8. doi: 10.1021/jf2036577. Epub 2012 Feb 8.
19. Yu H, Tao Y, Chen D, Wang Y, Huang L, Peng D, Dai M, Liu Z, Wang X, Yuan Z: Development of a high performance liquid chromatography method and a liquid chromatography-tandem mass spectrometry method with the pressurized liquid extraction for the quantification and confirmation of sulfonamides in the foods of animal origin. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Sep 1;879(25):2653-62. doi: 10.1016/j.jchromb.2011.07.032. Epub 2011 Jul 30.
20. Jia A, Hu J, Wu X, Peng H, Wu S, Dong Z: Occurrence and source apportionment of sulfonamides and their metabolites in Liaodong Bay and the adjacent Liao River basin, North China. Environ Toxicol Chem. 2011 Jun;30(6):1252-60. doi: 10.1002/etc.508. Epub 2011 Apr 11.
21. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.