Sulfamethazine (CHEM016008)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 16:10:32 UTC
Update Date2016-10-28 10:04:11 UTC
Accession NumberCHEM016008
Identification
Common NameSulfamethazine
ClassSmall Molecule
DescriptionA sulfonamide consisting of pyrimidine with methyl substituents at the 4- and 6-positions and a 4-aminobenzenesulfonamido group at the 2-position.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • IARC Carcinogens Group 3
  • STOFF IDENT Compounds
  • Suspected Compounds
  • Suspected Compounds - Waste Water
  • Suspected Compounds – Schymanski Project
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(p-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidinChEBI
2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidineChEBI
2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidineChEBI
2-Sulfanilamido-4,6-dimethylpyrimidineChEBI
4,6-Dimethyl-2-sulfanilamidopyrimidineChEBI
4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamideChEBI
4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamideChEBI
4-Amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamideChEBI
6-(4'-Aminobenzol-sulfonamido)-2,4-dimethylpyrimidinChEBI
N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamideChEBI
N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamideChEBI
N(1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamideChEBI
SMZChEBI
SulfadimethyldiazineChEBI
SulfadimethylpyrimidineChEBI
SulfadimidinaChEBI
SulfadimidineChEBI
SulfadimidinumChEBI
SulfametazinaChEBI
SulfametazynyChEBI
SulfamethazoneChEBI
SulfamezathineChEBI
SulphadimethylpyrimidineChEBI
SulphamethazineChEBI
(p-Aminobenzolsulphonyl)-2-amino-4,6-dimethylpyrimidinGenerator
2-(4-Aminobenzenesulphonamido)-4,6-dimethylpyrimidineGenerator
2-(p-Aminobenzenesulphonamido)-4,6-dimethylpyrimidineGenerator
2-Sulphanilamido-4,6-dimethylpyrimidineGenerator
4,6-Dimethyl-2-sulphanilamidopyrimidineGenerator
4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulphonamideGenerator
4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulphonamideGenerator
4-Amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulphonamideGenerator
6-(4'-Aminobenzol-sulphonamido)-2,4-dimethylpyrimidinGenerator
N-(4,6-Dimethyl-2-pyrimidyl)sulphanilamideGenerator
N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulphanilamideGenerator
N(1)-(4,6-Dimethyl-2-pyrimidyl)sulphanilamideGenerator
SulphadimethyldiazineGenerator
SulphadimidinaGenerator
SulphadimidineGenerator
SulphadimidinumGenerator
SulphametazinaGenerator
SulphametazynyGenerator
SulphamethazoneGenerator
SulphamezathineGenerator
SulfadimezineMeSH, HMDB
Chemical FormulaC12H14N4O2S
Average Molecular Mass278.330 g/mol
Monoisotopic Mass278.084 g/mol
CAS Registry Number57-68-1
IUPAC Name4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide
Traditional Namesulfamethazine
SMILESCC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1
InChI IdentifierInChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
InChI KeyASWVTGNCAZCNNR-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
  • Pyrimidine
  • Organosulfonic acid amide
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Sulfonyl
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • 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 Solubility0.23 g/LALOGPS
logP0.43ALOGPS
logP0.65ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)6.99ChemAxon
pKa (Strongest Basic)2.04ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.97 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.38 m³·mol⁻¹ChemAxon
Polarizability28.8 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, Positivesplash10-00di-6920000000-a13c01d2bec3edc41354Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0pk9-2970000000-abb9e31dc053c1d21884Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0zi0-0590000000-2e8e1e943731aa842e16Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0kmi-0950000000-9e91e580b580594989a0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00di-0920000000-216c25f077b257c6979dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00di-0900000000-127b8b6e862f77ce8c13Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004i-0090000000-4841dadd912e95b736ceSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0910000000-fbf298bf77be3c0c7d4aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0090000000-92cfb9d3f1565228cb1bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0690000000-6900746badf188ab1500Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0abi-1910000000-5d3d9cc74470d1da9673Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0abc-3900000000-10a72542fb3fce7c8e67Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-05fu-5900000000-0ad8b99c3c478536a01eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0avl-8900000000-d30171fd393f511058d6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0090000000-bf48a8bbb6d06696db15Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0690000000-4789a5291d234b5d0375Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0abi-1910000000-2364d173d7cd8dae0c76Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0abc-3900000000-330131b76908d2b6ec6dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-05fu-6900000000-0437ddca2816d4b382adSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0603-7900000000-71014d7adacf773403b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0190000000-00e6d87c3b30a2c4cb91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0adi-1950000000-789548469cba1e744cd0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06fr-9500000000-912f06e7583c387fefbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-7c8b49420ed82f7767a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0290000000-66824a2df87f75830773Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-6900000000-4887ad72b8bb59f56122Spectrum
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
StatusValueUnitSample LocationReference
DrugBank IDDB01582
HMDB IDHMDB0015522
FooDB IDFDB010660
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSulfadimidine
Chemspider ID5136
ChEBI ID102265
PubChem Compound ID5327
Kegg Compound IDC19530
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11431418
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14552772
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15603963
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17311370
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17596632
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20028131
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22903812
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23218311
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23384282
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23434485
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23454458
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23562141
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23636590
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23673752
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23673946
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23704574
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=6864729
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=7021831
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=7328159
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=8199304
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=9886437