Dichlofluanid metabolite (DMSA) (CHEM008160)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:39:45 UTC
Update Date2016-11-09 01:13:44 UTC
Accession NumberCHEM008160
Identification
Common NameDichlofluanid metabolite (DMSA)
ClassSmall Molecule
DescriptionA member of the class of sulfamides that is sulfamide in which the hydrogens attached to one of the nitrogens are replaced by methyl groups, while those attached to the other nitrogen are replaced by a phenyl and a [dichloro(fluoro)methyl]sulfanediyl group. A fungicide introduced in 1965 and used in the cultivation of fruit and vegetables, as well as in wood preservatives, it is no longer approved for use in the European Union.
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,1-Dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-phenylmethanesulfenamideChEBI
BAY 47531ChEBI
Bayer 47531ChEBI
DichlofluanideChEBI
N,N-Dimethyl-n'-phenyl-n'-fluorodichloromethylthiosulfamideChEBI
N-(Dichlor-fluor-methyl-thio)-n',n'-dimethyl-N-phenylschwefel-saeurediamidChEBI
N-(Dichlorofluoromethylthio)-n',n'-dimethyl-N-phenylsulfamideChEBI
N-(Dichlorofluoromethylthio)-N-(dimethylsulfamoyl)-anilineChEBI
NSC 218451ChEBI
1,1-Dichloro-N-((dimethylamino)sulphonyl)-1-fluoro-N-phenylmethanesulphenamideGenerator
N,N-Dimethyl-n'-phenyl-n'-fluorodichloromethylthiosulphamideGenerator
N-(Dichlorofluoromethylthio)-n',n'-dimethyl-N-phenylsulphamideGenerator
N-(Dichlorofluoromethylthio)-N-(dimethylsulphamoyl)-anilineGenerator
EuparenMeSH
N-((Dichlorofluoromethyl)thio)-n',n'-dimethyl-N-phenylsulfamideMeSH
Chemical FormulaC9H11Cl2FN2O2S2
Average Molecular Mass333.220 g/mol
Monoisotopic Mass331.962 g/mol
CAS Registry Number4710-17-2
IUPAC Name({[dichloro(fluoro)methyl]sulfanyl}(phenyl)sulfamoyl)dimethylamine
Traditional Namedichlofluanid
SMILESCN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1
InChI IdentifierInChI=1S/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3
InChI KeyWURGXGVFSMYFCG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassSulfanilides
Direct ParentSulfanilides
Alternative Parents
Substituents
  • Sulfanilide
  • Organic sulfuric acid or derivatives
  • Trihalomethane
  • Sulfenyl compound
  • Alkyl chloride
  • Organic oxide
  • Halomethane
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organonitrogen compound
  • Organofluoride
  • Organochloride
  • Organic nitrogen compound
  • Organohalogen compound
  • Alkyl halide
  • Alkyl fluoride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility0.05 g/LALOGPS
logP3.55ALOGPS
logP3.22ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity73.75 m³·mol⁻¹ChemAxon
Polarizability28.87 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0019000000-d5b137b6bf07e45146bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0239-2495000000-1a59dfa025ad2dd491a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-2390000000-66cb2c3019133190128eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0309000000-8ea43df4cb5e88bba328Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0947000000-af2fb519413273370519Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ql-8930000000-9ea2d3d167a4a537be36Spectrum
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 IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDichlofluanid
Chemspider IDNot Available
ChEBI ID74875
PubChem Compound ID14145
Kegg Compound IDC18820
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1864270
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19680886
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1991455
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=7758314
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=9325584