Torsemide (CHEM016915)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:47:27 UTC
Update Date2026-03-26 18:35:23 UTC
Accession NumberCHEM016915
Identification
Common NameTorsemide
ClassSmall Molecule
DescriptionTorasemide is a high-ceiling loop diuretic. Structurally, it is a pyridine-sulfnyl urea used as an antihypertensive agent. On the FDA records, torasemide was developed and first introduced by the company Teva Pharmaceuticals and FDA approved in 2002. However, torasemide was first approved for clinical use by the FDA on 1993.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
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 Solubility0.06 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
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, Positivesplash10-001i-7922000000-38709aad9fb92fea20e1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0090000000-bcaf4981571fb662df86Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0090000000-00cc7369c05298ea1c97Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0490000000-60171fe07a2f255596e3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-01ot-2950000000-359d6835f9bf703a0701Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-000t-3910000000-a5ec65a6dbedfe7a30d3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0564-6900000000-051171526b146f5d076cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0190000000-1b2efe76058c7bf06b4aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0091000000-548edfa45514c501788dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0090000000-d7326b2b38380cd06e26Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0490000000-b9f43c4768937947d77fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0940000000-7b7084526f7c13bf6443Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00lr-0910000000-81aa8c9ff5d9a3cd3c10Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0159-0900000000-87860a9931a8414432cfSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-1590000000-1b7d966c20cec1451f6cSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-0490000000-bd8b6af3fe8d0f10e117Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-02ai-2940000000-5beb0e7e25d393903803Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0390000000-314819093d7d5a1f48f4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-03di-0090000000-6b7078f4aeb0a9155866Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-03di-0090000000-11bcaf88b642f06fcc7eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-2069000000-943a38503d89c086bae7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bt9-8191000000-b93ec223bde95bf1c738Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9210000000-19f11559fea4b58be1cfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3269000000-93ec6053a659f34ee77fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06si-1490000000-5dfeefbdd22794dac739Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9430000000-1d7767a4763c0a30541aSpectrum
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 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