Sulfafurazole (Sulfisoxazole) (CED0005703)

Record Information
Version1.0
Creation Date2016-05-20 16:11:54 UTC
Update Date2026-08-18 09:32:00 UTC
Accession NumberCHEM016032
Identification
Common NameSulfafurazole (Sulfisoxazole)
ClassSmall Molecule
Description
Sulfafurazole (Sulfisoxazole) belongs to the benzenesulfonamides, a subclass of benzene and substituted derivatives within the organic compounds. This benzenoid compound has the chemical formula C11H13N3O3S and an average molecular weight of 267.30 g/mol. In terms of biological activity, it functions as an inhibitor of the protein target Dihydropteroate synthase (folP). The compound is associated with 22 recorded sources across diverse sectors. Within healthcare, pharmaceuticals, and veterinary products, it is found in antibiotics, antiinfectives, gynecologicals, and sulfonamides and trimethoprim. It is also released from food, food processing, and cookware sources, including meat processing, food preservation, and fermentation processes for beer, as well as the preparation of wort and wine or sparkling wine. In the category of household cleaning and consumer products, it appears in soap detergents, perfumes within detergents and soaps, non-electric simulated smoking devices, and tobacco smoke filters. Additionally, it is recorded in building and construction materials, specifically ceilings, and electrical and electronic equipment, including antennas, conductors or conductive bodies characterised by the conductive materials, electrodes, hybrid capacitors, and electrically stimulated smoking devices. Recorded exposure routes for this compound include oral and inhalation.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
3,4-Dimethyl-5-sulfanilamidoisoxazoleChEBI
3,4-Dimethyl-5-sulfonamidoisoxazoleChEBI
3,4-Dimethyl-5-sulphanilamidoisoxazoleChEBI
3,4-Dimethyl-5-sulphonamidoisoxazoleChEBI
3,4-Dimethylisoxazole-5-sulfanilamideChEBI
3,4-Dimethylisoxazole-5-sulphanilamideChEBI
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamideChEBI
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamideChEBI
5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazoleChEBI
5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazoleChEBI
5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazoleChEBI
5-Sulfanilamido-3,4-dimethylisoxazoleChEBI
5-Sulphanilamido-3,4-dimethyl-isoxazoleChEBI
N'-(3,4)dimethylisoxazol-5-yl-sulphanilamideChEBI
N(1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamideChEBI
N(1)-(3,4-Dimethyl-5-isoxazolyl)sulphanilamideChEBI
SulfadimethylisoxazoleChEBI
SulfafurazolChEBI
SulfafurazoleChEBI
SulfafurazolumChEBI
SulfaisoxazoleChEBI
SulfasoxazoleChEBI
SulfisonazoleChEBI
SulfisoxasoleChEBI
SulfisoxazolChEBI
SulfofurazoleChEBI
SulphadimethylisoxazoleChEBI
SulphafurazolChEBI
SulphafurazoleChEBI
SulphaisoxazoleChEBI
SulphisoxazolChEBI
SulphofurazoleChEBI
GantrisinKegg
5-(4-Aminophenylsulphonamido)-3,4-dimethylisoxazoleGenerator
5-Sulphanilamido-3,4-dimethylisoxazoleGenerator
5-Sulfanilamido-3,4-dimethyl-isoxazoleGenerator
N'-(3,4)dimethylisoxazol-5-yl-sulfanilamideGenerator
SulphafurazolumGenerator
SulphasoxazoleGenerator
SulphisonazoleGenerator
SulphisoxasoleGenerator
SulphisoxazoleGenerator
Sulfisoxazole dialamineHMDB
Sulfisoxazole diolamineHMDB
Ammonium salt sulfisoxazoleHMDB
Diolamine, sulfisoxazoleHMDB
Roche brand OF sulfisoxazoleHMDB
SulfasoxizoleHMDB
Sulfisoxazole roche brandHMDB
Sulfisoxazole, monosodium saltHMDB
TL-AzoleHMDB
V-SulHMDB
Pediatric, gantrisinHMDB
Sulfisoxazole, ammonium saltHMDB
Sulfisoxazole, monolithium saltHMDB
TL AzoleHMDB
V SulHMDB
Gantrisin pediatricHMDB
Monolithium salt sulfisoxazoleHMDB
Sulfisoxazole, monosodium, monomesylate saltHMDB
Vangard brand OF sulfisoxazoleHMDB
FNA brand OF sulfisoxazoleHMDB
Monosodium salt sulfisoxazoleHMDB
NeoxazoiHMDB
Roche brand OF sulfisoxazole acetateHMDB
Roche brand OF sulfisoxazole diolamineHMDB
SulfadimethyloxazoleHMDB
Sulfafurazol fnaHMDB
Sulfisoxazole, triammonium saltHMDB
Triammonium salt sulfisoxazoleHMDB
Zenith brand OF sulfisoxazoleHMDB
Chemical FormulaC11H13N3O3S
Average Molecular Mass267.304 g/mol
Monoisotopic Mass267.068 g/mol
CAS Registry Number127-69-5
IUPAC Name4-amino-N-(dimethyl-1,2-oxazol-5-yl)benzene-1-sulfonamide
Traditional Nameganda
SMILESCC1=NOC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1C
InChI IdentifierInChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3
InChI KeyNHUHCSRWZMLRLA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonamides
Direct ParentAminobenzenesulfonamides
Alternative Parents
Substituents
  • Aminobenzenesulfonamide
  • Benzenesulfonyl group
  • Aniline or substituted anilines
  • Organosulfonic acid amide
  • Azole
  • Isoxazole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Primary amine
  • Organosulfur compound
  • Organopnictogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.31 g/LALOGPS
logP1.14ALOGPS
logP0.73ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)5.8ChemAxon
pKa (Strongest Basic)2.17ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.92 m³·mol⁻¹ChemAxon
Polarizability26.93 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0900-9730000000-37990b4248c5baa9e04dNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-5911100000-18e92b64e6fb25ed4e6dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-23eed4bc89bcf24079bdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-1930000000-47a2d9042541d8f86f85Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-2930000000-9fc0d3e8e143637637e8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-5911100000-18e92b64e6fb25ed4e6dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00dr-0950000000-f72ff7fcf12328285baaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03fr-9100000000-f9b4074ff0dbce87a4f1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-08i0-9400000000-2ee13954a7c301283cdeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1920000000-5c4914f2b37d11a0b20dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03fr-9100000000-1fbacdbcfcd2419945abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-5900000000-1f2cdce7f1727b5849cbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-5900000000-8f3543901af074ef0b8cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1920000000-1c6ddf7859a7d4c57dc7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00dr-0950000000-e80c5daa56061b891587Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0390000000-7a0e174c86b909bba0c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aou-9700000000-fe3300abd7bed628067cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066r-9400000000-92ddd6dff24e64160967Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-9cea617b589f13ee970fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0920000000-e05fbd5cf080af27accfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-2900000000-5978e790765a098c7666Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-6900000000-dbb7e7d3d72e001011eaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-27d28159bb6a099ecfd7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0gb9-0190000000-67fdd03c85b2a068b40aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uxr-2390000000-541f0c03f60a901170c5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uyi-9010000000-ed61e7aa315127ee534dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0090000000-3fea2cb8533f6dac809aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-9360000000-9a2a000e0d0fc02729a6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-9800000000-4c399debcac1dfd41d87Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0390000000-cf4ab7631e81f93b51eeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-0910000000-93c1ab961e6d264a1391Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-2900000000-ea77a823e46322c3b7d7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-066r-0590000000-71818edb386af8d0df99Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06r6-5900000000-6cdc3975cd7208414196Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-9100000000-049ed64099ebd0e022e0Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6673.0Log mg/kg[3800:12000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
342Sulfonamides and trimethoprimHealthcare, pharmaceuticals & veterinary productsNot Available
395AntiinfectivesHealthcare, pharmaceuticals & veterinary productsNot Available
495CeilingsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
601Lawn MowersAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Endothelin-1 receptor structureClick to view 3D structureEndothelin-1 receptorP25101HumansPredicted (SEA)23.5105
Click to view 3D structureEndothelin-1 receptorP26684Rattus norvegicusPredicted (SEA)9.6533
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)59.4768
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)77.7714
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)69.5972
Click to view 3D structureCarbonic anhydrase 4Q95323Bos taurusPredicted (SEA)19.9294
Click to view 3D structureAGAP002992-PAQ5TU56Anopheles gambiaePredicted (SEA)4.67095
Click to view 3D structureCarbonic anhydrase 13Q9D6N1Mus musculusPredicted (SEA)9.9647
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)78.8613
Click to view 3D structureDelta carbonic anhydraseQ5U9J1Conticribra weissflogiiPredicted (SEA)10.1982
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)31.3732
Click to view 3D structureCarbonic anhydraseO24855Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)Predicted (SEA)14.7914
Click to view 3D structureCarbonate dehydrataseB2V8E3Sulfurihydrogenibium sp. (strain YO3AOP1)Predicted (SEA)14.5578
Click to view 3D structureAstrosclerin-3A6YCJ1Astrosclera willeyanaPredicted (SEA)15.8034
Click to view 3D structureCarbonic anhydraseQ6FTL6Candida glabrata CBS 138Predicted (SEA)22.8098
Click to view 3D structureAlpha carbonic anhydraseB5SU02Stylophora pistillataPredicted (SEA)13.7015
Click to view 3D structureCarbonic anhydrase 2Q3I4V7Cryptococcus neoformansPredicted (SEA)17.5161
Click to view 3D structureCarbonic anhydrase, alpha familyQ31FD6Thiomicrospira crunogenaPredicted (SEA)14.5578
Click to view 3D structureCarbonic anhydraseQ5AJ71Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)Predicted (SEA)20.0072
Click to view 3D structureCarbonic anhydraseC0IX24Stylophora pistillataPredicted (SEA)13.7015
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)41.4158
Click to view 3D structureBeta-carbonic anhydrase 1P9WPJ7Mycobacterium tuberculosisPredicted (SEA)22.8877
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)60.411
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)63.4471
Click to view 3D structureCarbonic anhydraseP53615Saccharomyces cerevisiae S288cPredicted (SEA)15.1806
Concentrations
Not Available
External Links
DrugBank IDDB00263
HMDB IDHMDB0014408
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSulfisoxazole
Chemspider ID5151
ChEBI ID102484
PubChem Compound ID5344
Kegg Compound IDC07318
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1861917
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=4960234
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=7356572