Sulfamoxole (CHEM021225)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 03:16:17 UTC
Update Date2016-11-09 01:17:18 UTC
Accession NumberCHEM021225
Identification
Common NameSulfamoxole
ClassSmall Molecule
DescriptionA sulfonamide antibiotic in which 4-aminobenzenesulfonic acid and 4,5-dimethyl-1,3-oxazol-2-amine have combined to form the sulfonamide bond.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • Suspected Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(p-Aminobenzenesulfonamido)-4,5-dimethyloxazoleChEBI
2-(p-Aminobenzolsulfonamido)-4,5-dimethyloxazolChEBI
4,5-Dimethyl-2-sulfanilamidooxazoleChEBI
4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulfonamideChEBI
N1-(4,5-Dimethyl-2-oxazolyl)sulfanilamideChEBI
OxasulfaChEBI
p-Aminobenzenesulfonyl-2-amino-4,5-dimethyloxazoleChEBI
SulfadimethyloxazoleChEBI
SulfamoxolChEBI
SulfamoxolumChEBI
SulphamoxoleChEBI
2-(p-Aminobenzenesulphonamido)-4,5-dimethyloxazoleGenerator
2-(p-Aminobenzolsulphonamido)-4,5-dimethyloxazolGenerator
4,5-Dimethyl-2-sulphanilamidooxazoleGenerator
4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulphonamideGenerator
N1-(4,5-Dimethyl-2-oxazolyl)sulphanilamideGenerator
OxasulphaGenerator
p-Aminobenzenesulphonyl-2-amino-4,5-dimethyloxazoleGenerator
SulphadimethyloxazoleGenerator
SulphamoxolGenerator
SulphamoxolumGenerator
SulfonoHMDB
Chemical FormulaC11H13N3O3S
Average Molecular Mass267.304 g/mol
Monoisotopic Mass267.068 g/mol
CAS Registry NumberNot Available
IUPAC Name4-amino-N-(dimethyl-1,3-oxazol-2-yl)benzene-1-sulfonamide
Traditional Namesulfamoxole
SMILESCC1=C(C)N=C(NS(=O)(=O)C2=CC=C(N)C=C2)O1
InChI IdentifierInChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)
InChI KeyCYFLXLSBHQBMFT-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
  • 2,4,5-trisubstituted 1,3-oxazole
  • Aniline or substituted anilines
  • Organosulfonic acid amide
  • Azole
  • Oxazole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Amine
  • Organosulfur compound
  • Organonitrogen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • 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
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 Solubility0.27 g/LALOGPS
logP1.04ALOGPS
logP0.59ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)6.81ChemAxon
pKa (Strongest Basic)1.94ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.51 m³·mol⁻¹ChemAxon
Polarizability27.44 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0903-9520000000-b17afcbf8fbe531fe5f3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-3900000000-23eed4bc89bcf24079bdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-066r-0960000000-5324e421d0898ec1099eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-07bf-9500000000-9e755c5d161870e20cc1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0bt9-4900000000-f0d6577fe251f478a2b3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-05mo-9600000000-656e8ab90054a33c8a96Spectrum
LC-MS/MSLC-MS/MS Spectrum - 80V, Positivesplash10-066u-9400000000-4d435cd7a788a59f537fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-014i-9100000000-8c8c9b24422573071135Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-05mo-9300000000-6e87579d1c4dcc3385d3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-066u-9400000000-328720644b3d39690ea8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-014i-9000000000-70248a5e493d759c8908Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-014i-9000000000-2d46e7d146924e2cc1caSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-014i-9100000000-b69806557c6ee27e2cf5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-014l-9200000000-8def04b9696db2663618Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-0900000000-b95f9545732c76bf65efSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0btc-6900000000-747f05ef6971ea73b013Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0bt9-4900000000-78c0ee8433765de7a021Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0btc-9800000000-21eddbd29f724651aeeaSpectrum
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-0a4i-0910000000-66e1d1317255c54345a9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-1900000000-c35120697abf544edf88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gi0-0590000000-b63b59b327f5e5fee30dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2920000000-e352f9ce158638c8d63aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ftf-9110000000-06f8a9a3d0a07b30754fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0190000000-4d3645049982bea395a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-2930000000-178776a8f92cbb18ce74Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9400000000-aa4062cd0b19cdf35d94Spectrum
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 IDDB08798
HMDB IDHMDB0015688
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSulfamoxole
Chemspider ID12361
ChEBI ID55548
PubChem Compound ID12894
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13882073
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=13888264
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=3237218
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3876325
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=9886437
6. DUGGER JA: Sulfamoxole (Nuprin), a new sulfonamide, in pediatric practice. J New Drugs. 1961 Sep-Oct;1:223-9.