Chlorthalidone (CED0004632)

Record Information
Version1.0
Creation Date2016-05-22 03:38:52 UTC
Update Date2026-08-19 04:22:16 UTC
Accession NumberCHEM016629
Identification
Common NameChlorthalidone
ClassSmall Molecule
Description
Chlorthalidone is an organic compound with the formula C14H11ClN2O4S and an average molecular weight of 338.77 g/mol. Chlorthalidone belongs to the isoindolines, a subclass of isoindoles and derivatives within the organic compounds. In terms of biological activity, the compound acts as an inhibitor of Carbonic anhydrase 1 (CA1) and Solute carrier family 12 member 1 (SLC12A1). The substance is found in or released from 18 recorded sources across several categories. Within healthcare, pharmaceuticals, and veterinary products, it is utilized in diuretics and gynecologicals. It is also used in food preservation for food, food processing, and cookware. Other recorded sources include electrical and electronic equipment such as electrodes, electric switches, antennas, and electrically stimulated smoking devices. In the building and construction sector, it is associated with ceilings, tents or canopies, fencing, and stairs and ramps, as well as ladders. Additionally, it is found in household cleaning and consumer products, including perfumes within detergents and soaps, tobacco pipes, cigar cigarettes, non electric simulated smoking devices, and other smoking requisites. The recorded exposure route for this compound is oral.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
1-Keto-3-(3'-sulfamyl-4'-chlorophenyl)-3-hydroxyisoindolineChEBI
1-oxo-3-(3-Sulfamyl-4-chlorophenyl)-3-hydroxyisoindolineChEBI
2-Chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulfonamideChEBI
2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulfonamideChEBI
3-(4'-Chloro-3'-sulfamoylphenyl)-3-hydroxyphthalimidineChEBI
3-Hydroxy-3-(4-chloro-3-sulfamylphenyl)phthalimidineChEBI
ChlorphthalidoloneChEBI
ChlortalidoneChEBI
PhthalamodineChEBI
PhthalamudineChEBI
HygrotonKegg
ThalitoneKegg
1-Keto-3-(3'-sulphamyl-4'-chlorophenyl)-3-hydroxyisoindolineGenerator
1-oxo-3-(3-Sulphamyl-4-chlorophenyl)-3-hydroxyisoindolineGenerator
2-Chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulphonamideGenerator
2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulphonamideGenerator
3-(4'-Chloro-3'-sulphamoylphenyl)-3-hydroxyphthalimidineGenerator
3-Hydroxy-3-(4-chloro-3-sulphamylphenyl)phthalimidineGenerator
ChlorothalidoneHMDB
ChlorphthalidoneHMDB
ChlorthalidonHMDB
OxodolineHMDB
Chemical FormulaC14H11ClN2O4S
Average Molecular Mass338.766 g/mol
Monoisotopic Mass338.013 g/mol
CAS Registry Number77-36-1
IUPAC Name2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzene-1-sulfonamide
Traditional Namechlorthalidone
SMILESNS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12
InChI IdentifierInChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
InChI KeyJIVPVXMEBJLZRO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoindoles and derivatives
Sub ClassIsoindolines
Direct ParentIsoindolones
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Isoindolone
  • Isoindole
  • Benzenesulfonyl group
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Organosulfonic acid amide
  • Benzenoid
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Aminosulfonyl compound
  • Sulfonyl
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Lactam
  • Azacycle
  • Alkanolamine
  • Carboxylic acid derivative
  • Organosulfur compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organohalogen compound
  • Organic nitrogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.053 g/LALOGPS
logP1.27ALOGPS
logP1.6ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.58ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area109.49 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity81.3 m³·mol⁻¹ChemAxon
Polarizability31.23 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 Spectrumsplash10-0002-1932000000-80f6e933d5d7eeee2db5Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-006t-5933000000-417e307059ffff5b4ad7Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0269000000-ea7da059eeece096f30eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-2982000000-a0107386ee7e2a9cf40eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0609000000-faf1d2e7aeaeb67be716Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000b-1910000000-e0b8fe4609e6388b1ffdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002b-4910000000-73abcbf2a1d59168b6bfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002b-7900000000-f7d1994811fe2a4e97a7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004j-9600000000-fa803d15f1d75531f680Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ta-9300000000-f8f2617e8f0094998274Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0009000000-0395bc83917f9fc4af05Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0029000000-bbee59ce6cba3ba80a24Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0192000000-8f7aa98268ee9e344849Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-1490000000-7e99919cc132fee88dbfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udr-1950000000-4195d981453db67a37b0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-1910000000-27cef04d1420bbc9441eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0269000000-ea7da059eeece096f30eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-2982000000-a0107386ee7e2a9cf40eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0009000000-3ff5bc6538f1dfa17848Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0019000000-c6b20cb28198f7ab7528Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-1490000000-7526156fee26c5ee4f45Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0092000000-9444318a09422d6b276eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002b-4910000000-2ce5e331b6cf85b358b5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000b-0910000000-62a6f606e354d1bcc481Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002b-7900000000-549c0c1d54880fca328dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004j-9500000000-7894c1e23bab4b0780a3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udr-1950000000-c5c67fa1356d0c0c473cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0609000000-e9ae7bfecb49c1aef052Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0009000000-67b53043d132974133f9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0429000000-0efa86c04b2da822a87cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0007-2951000000-738f0888b8209e7f8848Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0009000000-98e0e6f03d6613acf34fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-1219000000-3fb4fa6225f52220443bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004l-9200000000-832e9a5813b0e3609f12Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0009000000-17fec982d367cdef9958Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000l-0249000000-ea5ce89cc4f230d0f025Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-002f-9610000000-e6fb8d852f56c80b3733Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0009000000-34f18b270607d1241946Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0079-0009000000-0e2785d221e3818be9aeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2921000000-60a10a4d44456f92bf2bNot 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
8998.0Log mg/kg[5100:16000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
290DiureticsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
495CeilingsBuilding & ConstructionNot Available
496FencingBuilding & ConstructionNot Available
498LaddersBuilding & ConstructionNot Available
500Stairs And RampsBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
Pathways
3 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)280.491
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)128.529
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)238.452
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)227.242
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)203.264
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)77.5378
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)83.6879
Thymidylate synthase structureClick to view 3D structureThymidylate synthaseP00469Lactobacillus caseiPredicted (SEA)13.7793
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)103.851
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)93.3412
Carbonic anhydrase 3 structureClick to view 3D structureCarbonic anhydrase 3P07451HumansPredicted (SEA)29.972
Carbonic anhydrase 13 structureClick to view 3D structureCarbonic anhydrase 13Q8N1Q1HumansPredicted (SEA)46.6317
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)127.283
Click to view 3D structureThymidylate synthaseP0CS13Cryptococcus neoformans var. neoformans B-3501APredicted (SEA)0.389246
Click to view 3D structureCarbonic anhydrase 13Q9D6N1Mus musculusPredicted (SEA)62.0458
Click to view 3D structureCarbonate dehydrataseB2V8E3Sulfurihydrogenibium sp. (strain YO3AOP1)Predicted (SEA)43.6734
Click to view 3D structureAstrosclerin-3A6YCJ1Astrosclera willeyanaPredicted (SEA)45.2304
Click to view 3D structureCarbonic anhydrase, alpha familyQ31FD6Thiomicrospira crunogenaPredicted (SEA)43.6734
Click to view 3D structureThymidylate synthaseC3SWJ7Escherichia coliPredicted (SEA)12.6116
Click to view 3D structureCarbonic anhydraseO24855Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)Predicted (SEA)46.0867
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)85.3227
Click to view 3D structureCarbonic anhydraseQ6FTL6Candida glabrata CBS 138Predicted (SEA)76.915
Click to view 3D structureCarbonic anhydrase 2Q3I4V7Cryptococcus neoformansPredicted (SEA)68.8966
Click to view 3D structureCarbonic anhydraseP53615Saccharomyces cerevisiae S288cPredicted (SEA)38.9246
Click to view 3D structureCarbonic anhydraseQ5AJ71Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)Predicted (SEA)84.2329
Concentrations
Not Available
External Links
DrugBank IDDB00310
HMDB IDHMDB0014455
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChlorthalidone
Chemspider ID2631
ChEBI ID3654
PubChem Compound ID2732
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References