Phthalylsulfathiazole (CED0013681)

Record Information
Version1.0
Creation Date2016-05-22 03:44:57 UTC
Update Date2026-08-19 18:29:03 UTC
Accession NumberCHEM016831
Identification
Common NamePhthalylsulfathiazole
ClassSmall Molecule
Description
Phthalylsulfathiazole (C17H13N3O5S2) is an organic compound with an average molecular weight of 403.43 g/mol. Phthalylsulfathiazole belongs to the anilides, a subclass of benzene and substituted derivatives within the organic compounds. In terms of biological activity, it is recorded as an inhibitor of the protein target dihydropteroate synthase (folP). The compound has been identified in or released from 23 recorded sources across multiple sectors. These include drinking water and water supply sources such as tap water, bottled water, desalinated water, and drinking water. It is also found in aquatic systems and sediments, specifically in groundwater, surface water, seawater, and freshwater. Within wastewater, sanitation, and biosolids, the compound is present in wastewater, unspecified wastewater, industrial wastewater, mine wastewater, and wastewater treatment effluent. Additional sources include appliances, HVAC, and refrigerants, such as water heaters and water coolers. It has also been detected in marine, shipping, and aquaculture environments in bilge water and ballast water, as well as in electrical and electronic equipment, including hybrid capacitors and electrodes, and five more sectors. Recorded routes of exposure for phthalylsulfathiazole include oral, inhalation, and touch.
Contaminant Type
  • PMT
Chemical Structure
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
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0pbj-7944000000-8d3c4a0755194cecee74Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052b-3940000000-92fc3db27cdfa654a5fdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052b-3940000000-92fc3db27cdfa654a5fdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0004900000-b6ca51ba5e57c559dc9fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udr-0439300000-23f8498a44a355d56de5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fl0-6931000000-37c4b38fb96fd4144580Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0004900000-eff2850819bea30578f7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-11ou-2009100000-fc36f3f5ac4eae050438Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dl-8889000000-42420c5c8401039609b1Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2079.0Log mg/kg[1200:3700]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
603NematocidesAgriculture & land managementNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureProbable nicotinate-nucleotide adenylyltransferaseP65502Staphylococcus aureus (strain N315)Predicted (SEA)0.155698
Sodium channel protein type 3 subunit alpha structureClick to view 3D structureSodium channel protein type 3 subunit alphaQ9NY46HumansPredicted (SEA)3.11397
Click to view 3D structureProbable G-protein coupled receptor 27Q9NS67HumansPredicted (SEA)0.856341
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansPredicted (SEA)30.1276
Sodium channel protein type 9 subunit alpha structureClick to view 3D structureSodium channel protein type 9 subunit alphaQ15858HumansPredicted (SEA)47.2545
Cannabinoid receptor 1 structureClick to view 3D structureCannabinoid receptor 1P21554HumansPredicted (SEA)20.0072
Induced myeloid leukemia cell differentiation protein Mcl-1 structureClick to view 3D structureInduced myeloid leukemia cell differentiation protein Mcl-1Q07820HumansPredicted (SEA)30.0498
Dual specificity protein phosphatase 3 structureClick to view 3D structureDual specificity protein phosphatase 3P51452HumansPredicted (SEA)2.88042
Tyrosine-protein phosphatase non-receptor type 11 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 11Q06124HumansPredicted (SEA)5.44945
Sodium channel protein type 1 subunit alpha structureClick to view 3D structureSodium channel protein type 1 subunit alphaP35498HumansPredicted (SEA)23.8219
G-protein coupled receptor 55 structureClick to view 3D structureG-protein coupled receptor 55Q9Y2T6HumansPredicted (SEA)6.22794
Sodium channel protein type 8 subunit alpha structureClick to view 3D structureSodium channel protein type 8 subunit alphaQ9UQD0HumansPredicted (SEA)56.0514
Click to view 3D structureSodium channel protein type 9 subunit alphaO08562Rattus norvegicusPredicted (SEA)35.4992
Tyrosine-protein phosphatase non-receptor type 1 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 1P18031HumansPredicted (SEA)20.4743
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)108.833
Click to view 3D structureCyclin-dependent kinase 20Q8IZL9HumansPredicted (SEA)3.26967
Sodium channel protein type 2 subunit alpha structureClick to view 3D structureSodium channel protein type 2 subunit alphaQ99250HumansPredicted (SEA)36.9005
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)116.229
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)125.804
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)114.049
Click to view 3D structureCarbonic anhydrase 4Q95323Bos taurusPredicted (SEA)43.4399
Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 structureClick to view 3D structureCarboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1Q9GZU7HumansPredicted (SEA)17.6718
Fatty acid synthase structureClick to view 3D structureFatty acid synthaseP49327HumansPredicted (SEA)11.9888
Mitogen-activated protein kinase 1 structureClick to view 3D structureMitogen-activated protein kinase 1P28482HumansPredicted (SEA)394.773
Cyclin-dependent kinase 1 structureClick to view 3D structureCyclin-dependent kinase 1P06493HumansPredicted (SEA)375.233
Concentrations
Not Available
External Links
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