Phthalylsulfathiazole (CHEM016831)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:44:57 UTC
Update Date2016-11-09 01:15:28 UTC
Accession NumberCHEM016831
Identification
Common NamePhthalylsulfathiazole
ClassSmall Molecule
DescriptionA sulfonamide incorporating 2-carboxybenzamido and 1,3-thiazol-2-yl moieties that is a broad-spectrum antibiotic indicated in the treatment of dysentery, colitis, gastroenteritis and intestinal surgery.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
FtalilsulfatiazolChEBI
PhtalylsulfathiazolChEBI
PhthalylnorsulfazoleChEBI
PhthalylsulfathiazolumChEBI
PhthalylsulfonazoleChEBI
PhthalylsulphathiazoleChEBI
SulfaphthalazoleChEBI
SulfathalidineChEBI
SulphaphthalylChEBI
2-[[[4-[(2-Thiazolylamino)sulfonyl]phenyl]amino]carbonyl]benzoic acidKegg
FtalilsulphatiazolGenerator
PhtalylsulphathiazolGenerator
PhthalylnorsulphazoleGenerator
PhthalylsulphathiazolumGenerator
PhthalylsulphonazoleGenerator
SulphaphthalazoleGenerator
SulphathalidineGenerator
SulfaphthalylGenerator
2-[[[4-[(2-Thiazolylamino)sulfonyl]phenyl]amino]carbonyl]benzoateGenerator
2-[[[4-[(2-Thiazolylamino)sulphonyl]phenyl]amino]carbonyl]benzoateGenerator
2-[[[4-[(2-Thiazolylamino)sulphonyl]phenyl]amino]carbonyl]benzoic acidGenerator
PhthalazolMeSH
FtalazolMeSH
Phthalylsulfathiazole monosodium saltMeSH
PhthalylsulfathiazoleKEGG
2-({4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}carbamoyl)benzoateGenerator
2-({4-[(1,3-thiazol-2-yl)sulphamoyl]phenyl}carbamoyl)benzoateGenerator
2-({4-[(1,3-thiazol-2-yl)sulphamoyl]phenyl}carbamoyl)benzoic acidGenerator
Chemical FormulaC17H13N3O5S2
Average Molecular Mass403.430 g/mol
Monoisotopic Mass403.030 g/mol
CAS Registry Number85-73-4
IUPAC Name2-({4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}carbamoyl)benzoic acid
Traditional Namephthalylsulphathiazole
SMILESOC(=O)C1=CC=CC=C1C(=O)NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CS1
InChI IdentifierInChI=1S/C17H13N3O5S2/c21-15(13-3-1-2-4-14(13)16(22)23)19-11-5-7-12(8-6-11)27(24,25)20-17-18-9-10-26-17/h1-10H,(H,18,20)(H,19,21)(H,22,23)
InChI KeyPBMSWVPMRUJMPE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentBenzanilides
Alternative Parents
Substituents
  • Benzanilide
  • Benzenesulfonamide
  • Benzamide
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzenesulfonyl group
  • Benzoyl
  • Organosulfonic acid amide
  • Azole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Heteroaromatic compound
  • Sulfonyl
  • Thiazole
  • Aminosulfonyl compound
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Azacycle
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • 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 Solubility0.017 g/LALOGPS
logP2.22ALOGPS
logP2.55ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)2.91ChemAxon
pKa (Strongest Basic)0.59ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area125.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity100.36 m³·mol⁻¹ChemAxon
Polarizability37.83 ųChemAxon
Number of Rings3ChemAxon
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, Positivesplash10-0pbj-7944000000-8d3c4a0755194cecee74Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-052b-3940000000-92fc3db27cdfa654a5fdSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-052b-3940000000-92fc3db27cdfa654a5fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0004900000-b6ca51ba5e57c559dc9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udr-0439300000-23f8498a44a355d56de5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fl0-6931000000-37c4b38fb96fd4144580Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0004900000-eff2850819bea30578f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-11ou-2009100000-fc36f3f5ac4eae050438Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-8889000000-42420c5c8401039609b1Spectrum
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 IDDB13248
HMDB IDHMDB0256507
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPhthalylsulfathiazole
Chemspider ID4641
ChEBI ID9336
PubChem Compound IDNot Available
Kegg Compound IDC07659
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13152646
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1628169
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18869728
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18898751
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18914633
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21019368
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=30580515