Torsemide (CED0005096)

Record Information
Version1.0
Creation Date2016-05-22 03:47:27 UTC
Update Date2026-08-19 16:41:08 UTC
Accession NumberCHEM016915
Identification
Common NameTorsemide
ClassSmall Molecule
Description
Torsemide is an organic compound with the chemical formula C16H20N4O3S and an average molecular weight of 348.42 g/mol. Torsemide belongs to the pyridinesulfonamides, a subclass of pyridines and derivatives within the organic compounds. It is further categorized as an organoheterocyclic compound. The compound is found in or released from 16 recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically diuretics and gynecologicals. It is also associated with household cleaning and consumer products, such as cigar cigarettes, other smoking requisites, and non electric simulated smoking devices. Additionally, it is found in electrical and electronic equipment, including amplifiers, antennas, communication cables or conductors, electric switches, electrically stimulated smoking devices, and six other sources. Recorded routes of exposure for this substance include oral and intravenous administration. In terms of biological activity, torsemide acts on two recorded protein targets. It functions as an inhibitor of solute carrier family 12 member 1 (SLC12A1) and solute carrier family 12 member 2 (SLC12A2).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-Isopropyl-3-((4-m-toluidino-3-pyridyl)sulfonyl)ureaChEBI
DemadexChEBI
LupracChEBI
N-(((1-Methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)-3-pyridinesulfonamideChEBI
TorasemidaChEBI
TorasemidumChEBI
TorsemideChEBI
1-Isopropyl-3-((4-m-toluidino-3-pyridyl)sulphonyl)ureaGenerator
N-(((1-Methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)-3-pyridinesulphonamideGenerator
1-Isopropyl-3-((4-(3-methylphenylamino)pyridine)-3-sulfonyl)ureaHMDB
Chemical FormulaC16H20N4O3S
Average Molecular Mass348.420 g/mol
Monoisotopic Mass348.126 g/mol
CAS Registry Number56211-40-6
IUPAC Name1-({4-[(3-methylphenyl)amino]pyridin-3-yl}sulfonyl)-3-(propan-2-yl)urea
Traditional Nametorsemide
SMILESCC(C)NC(=O)NS(=O)(=O)C1=C(NC2=CC=CC(C)=C2)C=CN=C1
InChI IdentifierInChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8-7-14(15)19-13-6-4-5-12(3)9-13/h4-11H,1-3H3,(H,17,19)(H2,18,20,21)
InChI KeyNGBFQHCMQULJNZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinesulfonamides. These are heterocyclic compounds containing a pyridine ring substituted by one or more sulfonamide groups.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinesulfonamides
Direct ParentPyridinesulfonamides
Alternative Parents
Substituents
  • Pyridine-3-sulfonamide
  • Dihydropyridine
  • Toluene
  • Sulfonylurea
  • Monocyclic benzene moiety
  • Hydropyridine
  • Benzenoid
  • Secondary ketimine
  • Heteroaromatic compound
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Carboximidic acid derivative
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • 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 Solubility0.06 g/LALOGPS
logP1.76ALOGPS
logP1.86ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)5.92ChemAxon
pKa (Strongest Basic)4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.19 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity91.89 m³·mol⁻¹ChemAxon
Polarizability36.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-001i-7922000000-38709aad9fb92fea20e1Not 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 Spectrumsplash10-03di-0090000000-bcaf4981571fb662df86Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-00cc7369c05298ea1c97Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0490000000-60171fe07a2f255596e3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ot-2950000000-359d6835f9bf703a0701Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-3910000000-a5ec65a6dbedfe7a30d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0564-6900000000-051171526b146f5d076cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-1b2efe76058c7bf06b4aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0091000000-548edfa45514c501788dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-d7326b2b38380cd06e26Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0490000000-b9f43c4768937947d77fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0940000000-7b7084526f7c13bf6443Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00lr-0910000000-81aa8c9ff5d9a3cd3c10Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0159-0900000000-87860a9931a8414432cfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-1590000000-1b7d966c20cec1451f6cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0490000000-bd8b6af3fe8d0f10e117Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02ai-2940000000-5beb0e7e25d393903803Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0390000000-314819093d7d5a1f48f4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-6b7078f4aeb0a9155866Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-11bcaf88b642f06fcc7eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-7c5d8d5e877880dbb7a0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-3910000000-fc87c530b9e5db898bd9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0490000000-c572332c39e564d416beNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ot-2950000000-09b9565e58e28312aa49Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0290000000-de0402082bd96ea27eb7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-5d5588886e7207340cc2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ot-0960000000-b697e07efb1eceb9ff3fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ot-0960000000-06c0a8a1f347863708c4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-2ae9f97951e2c99ac162Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-f4916537928607ea4c41Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-0390000000-1460da0b52f1a4f8b7dcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dj-0096000000-c8f89577f432bc967696Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00lr-0900000000-34d6897ee2c1820049daNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0950000000-af73d3412c4f357d5698Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-2c6048d4423a2dc6b458Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-be005ce90bc95ca284c0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0091000000-8cb715a84f92e5c463edNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0940000000-0f0240333921b0b8b7fbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00lr-0900000000-a9a302593e2626ebcb7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0290000000-8a1bfe4c65b39dd1d1d1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0490000000-0d9ac57d7dc13bff09d0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-51c04412d07f7aaca8d9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ot-2069000000-943a38503d89c086bae7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bt9-8191000000-b93ec223bde95bf1c738Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-9210000000-19f11559fea4b58be1cfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3269000000-93ec6053a659f34ee77fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06si-1490000000-5dfeefbdd22794dac739Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-9430000000-1d7767a4763c0a30541aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03e9-0493000000-9948deedba8e5c3cb7f9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03e9-3690000000-4d6de1dc54a65d71c181Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-3900000000-246709a1c3ddd474235eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dj-0094000000-2bb27f2766263ce2a45aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0190000000-086a25643f1f370d6c04Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001j-0930000000-5cc741f3e4d20d49a389Not 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
6437.0Log mg/kg[3600:11000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
233BrushesPersonal care & cosmeticsNot Available
290DiureticsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
620Card GamesRecreation & sports surfacesNot Available
622Game AccessoriesRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
Pathways
4 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Aurora kinase B structureClick to view 3D structureAurora kinase BQ96GD4HumansPredicted (SEA)552.885
Mitogen-activated protein kinase 8 structureClick to view 3D structureMitogen-activated protein kinase 8P45983HumansPredicted (SEA)517.23
Aurora kinase A structureClick to view 3D structureAurora kinase AO14965HumansPredicted (SEA)623.183
Rho-associated protein kinase 2 structureClick to view 3D structureRho-associated protein kinase 2O75116HumansPredicted (SEA)595.936
LIM domain kinase 1 structureClick to view 3D structureLIM domain kinase 1P53667HumansPredicted (SEA)411.044
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)950.85
Vascular endothelial growth factor receptor 1 structureClick to view 3D structureVascular endothelial growth factor receptor 1P17948HumansPredicted (SEA)564.952
Mast/stem cell growth factor receptor Kit structureClick to view 3D structureMast/stem cell growth factor receptor KitP10721HumansPredicted (SEA)673.785
Tyrosine-protein kinase SYK structureClick to view 3D structureTyrosine-protein kinase SYKP43405HumansPredicted (SEA)542.376
Platelet-derived growth factor receptor alpha structureClick to view 3D structurePlatelet-derived growth factor receptor alphaP16234HumansPredicted (SEA)457.831
Receptor-type tyrosine-protein kinase FLT3 structureClick to view 3D structureReceptor-type tyrosine-protein kinase FLT3P36888HumansPredicted (SEA)912.626
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)963.618
Proto-oncogene tyrosine-protein kinase Src structureClick to view 3D structureProto-oncogene tyrosine-protein kinase SrcP12931HumansPredicted (SEA)861.09
Platelet-derived growth factor receptor beta structureClick to view 3D structurePlatelet-derived growth factor receptor betaP09619HumansPredicted (SEA)570.868
Hepatocyte growth factor receptor structureClick to view 3D structureHepatocyte growth factor receptorP08581HumansPredicted (SEA)736.531
Click to view 3D structureAcetolactate synthaseQ8S3J0Bromus tectorumPredicted (SEA)2.80257
Vascular endothelial growth factor receptor 3 structureClick to view 3D structureVascular endothelial growth factor receptor 3P35916HumansPredicted (SEA)620.303
Tyrosine-protein kinase ABL1 structureClick to view 3D structureTyrosine-protein kinase ABL1P00519HumansPredicted (SEA)841.161
Fibroblast growth factor receptor 1 structureClick to view 3D structureFibroblast growth factor receptor 1P11362HumansPredicted (SEA)864.983
Tyrosine-protein kinase JAK3 structureClick to view 3D structureTyrosine-protein kinase JAK3P52333HumansPredicted (SEA)926.795
Macrophage colony-stimulating factor 1 receptor structureClick to view 3D structureMacrophage colony-stimulating factor 1 receptorP07333HumansPredicted (SEA)811.422
Fibroblast growth factor receptor 3 structureClick to view 3D structureFibroblast growth factor receptor 3P22607HumansPredicted (SEA)615.087
Cyclin-dependent kinase 2 structureClick to view 3D structureCyclin-dependent kinase 2P24941HumansPredicted (SEA)882.421
Cyclin-dependent kinase 1 structureClick to view 3D structureCyclin-dependent kinase 1P06493HumansPredicted (SEA)655.88
ALK tyrosine kinase receptor structureClick to view 3D structureALK tyrosine kinase receptorQ9UM73HumansPredicted (SEA)697.451
Concentrations
Not Available
External Links
DrugBank IDDB00214
HMDB IDHMDB0014359
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTorasemide
Chemspider ID38123
ChEBI ID9637
PubChem Compound ID41781
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Dunn CJ, Fitton A, Brogden RN: Torasemide. An update of its pharmacological properties and therapeutic efficacy. Drugs. 1995 Jan;49(1):121-42.
2. Authors unspecified: FDA approved new drug bulletin: torsemide (Demadex), trimetrexate glucuronate (neuTrexin). RN. 1994 May;57(5):53-6.
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21391491
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21906812
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22030290
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22364690
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22407343
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23013124
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23237447
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23792294
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23837587
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23877845
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=24040049
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=24243991
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=24367917
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=24432564
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24554915