N-acetyl-Dapsone (CHEM021413)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 03:30:02 UTC
Update Date2016-10-28 10:04:17 UTC
Accession NumberCHEM021413
Identification
Common NameN-acetyl-Dapsone
ClassSmall Molecule
DescriptionA secondary carboxamide resulting from acetylation of one of the amino groups of dapsone.
Contaminant Sources
  • HMDB Contaminants - Urine
  • Suspected Compounds - Waste Water
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4'-SulfanilylacetanilideChEBI
AcetyldapsoneChEBI
MADDSChEBI
Monoacetyl dapsoneChEBI
Monoacetyl-dapsoneChEBI
N-(4-((4-Aminophenyl)sulfonyl)phenyl)acetamideChEBI
N-[4-[(4-Aminophenyl)sulfonyl]phenyl]acetamideChEBI
N-Acetyl-4,4'-diaminodiphenyl sulfoneChEBI
N-AcetyldapsoneChEBI
N-{4-[(4-aminophenyl)sulfonyl]phenyl}acetamideChEBI
4'-SulphanilylacetanilideGenerator
N-(4-((4-Aminophenyl)sulphonyl)phenyl)acetamideGenerator
N-[4-[(4-Aminophenyl)sulphonyl]phenyl]acetamideGenerator
N-Acetyl-4,4'-diaminodiphenyl sulphoneGenerator
N-{4-[(4-aminophenyl)sulphonyl]phenyl}acetamideGenerator
4-Acetamido-phenyl-4'-aminophenyl sulfoneMeSH
Monoacetyl-diaminodiphenylsulfoneMeSH
Chemical FormulaC14H14N2O3S
Average Molecular Mass290.338 g/mol
Monoisotopic Mass290.073 g/mol
CAS Registry Number565-20-8
IUPAC NameN-[4-(4-aminobenzenesulfonyl)phenyl]ethanimidic acid
Traditional NameN-[4-(4-aminobenzenesulfonyl)phenyl]ethanimidic acid
SMILESCC(O)=NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(N)C=C1
InChI IdentifierInChI=1S/C14H14N2O3S/c1-10(17)16-12-4-8-14(9-5-12)20(18,19)13-6-2-11(15)3-7-13/h2-9H,15H2,1H3,(H,16,17)
InChI KeyWDOCBIHNYYQINH-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentAcetanilides
Alternative Parents
Substituents
  • Acetanilide
  • N-acetylarylamine
  • Benzenesulfonyl group
  • N-arylamide
  • Aniline or substituted anilines
  • Sulfone
  • Sulfonyl
  • Acetamide
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility0.082 g/LALOGPS
logP0.99ALOGPS
logP2.06ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.45ChemAxon
pKa (Strongest Basic)2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area92.75 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity79.91 m³·mol⁻¹ChemAxon
Polarizability29.69 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, Positivesplash10-0005-8790000000-64dc6f1df95595905e6bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a4i-5910000000-7dd7b7fbb29b6ae08f4cSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-5910000000-7dd7b7fbb29b6ae08f4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-caeecfe45d46fb155806Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0007-0090000000-24b82359a9f842295710Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00vi-7950000000-fd01941c776e9bdc1efbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-065d0c94a5bb5e904a68Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000b-0090000000-fdc75235591275688458Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fr6-6930000000-2ab57abb5f19278237e9Spectrum
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 IDHMDB0013851
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID139473
PubChem Compound ID11257
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=29045131
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=3819527
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4666677
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=541369
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=728285
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=7380899
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=8491823
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=8687481