Record Information
Version1.0
Creation date2015-10-09 22:31:19 UTC
Update date2017-01-19 02:36:28 UTC
FoodComEx IDPC000564
FoodDB RecordFDB000956
Chemical Information
NameFrusemide
DescriptionPotential contaminant in cow's milk arising from its use in dairy cattle for the treatment of physiological parturient edema Additionally, furosemide is a noncompetitive subtype-specific blocker of GABA-A receptors. Furosemide has been reported to reversibly antagonize GABA-evoked currents of alpha6 beta2 gamma2 receptors at microM concentrations, but not alpha1 beta2 gamma2 receptors. During development, the alpha6 beta2 gamma2 receptor increases in expression in cerebellar granule neurons, corresponding to increased sensitivity to furosemide.; An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed) It acts by inhibiting translocation during protein synthesis.; Furosemide (INN) or frusemide (former BAN) is a loop diuretic used in the treatment of congestive heart failure and edema. It is most commonly marketed by Sanofi-Aventis under the brand name Lasix. It has also been used to prevent thoroughbred and standardbred race horses from bleeding through the nose during races.; Furosemide or frusemide is a loop diuretic used in the treatment of congestive heart failure and edema. It is most commonly marketed by Aventis Pharma under the brand name Lasix. It has also been used to prevent thoroughbred race horses from bleeding through the nose during races.; Furosemide, a sulfonamide-type loop diuretic structurally related to bumetanide, is used to manage hypertension and edema associated with congestive heart failure, cirrhosis, and renal disease, including the nephrotic syndrome.
CAS Number54-31-9
Structure
Thumb
Synonyms
SynonymSource
2-Furfurylamino-4-chloro-5-sulfamoylbenzoateGenerator
2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acidbiospider
2-Furfurylamino-4-chloro-5-sulphamoylbenzoateGenerator
2-Furfurylamino-4-chloro-5-sulphamoylbenzoic acidGenerator
4-chloro-5-Sulfamoyl-N-furfuryl-anthranilateGenerator
4-Chloro-5-sulfamoyl-N-furfuryl-anthranilic acidbiospider
4-chloro-5-Sulphamoyl-N-furfuryl-anthranilateGenerator
4-chloro-5-Sulphamoyl-N-furfuryl-anthranilic acidGenerator
4-chloro-N-(2-Furylmethyl)-5-sulfamoylanthranilateGenerator
4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acidbiospider
4-chloro-N-(2-Furylmethyl)-5-sulphamoylanthranilateGenerator
4-chloro-N-(2-Furylmethyl)-5-sulphamoylanthranilic acidGenerator
4-chloro-N-Furfuryl-5-sulfamoylanthranilateGenerator
4-Chloro-N-furfuryl-5-sulfamoylanthranilic aciddb_source
4-chloro-N-Furfuryl-5-sulphamoylanthranilateGenerator
4-chloro-N-Furfuryl-5-sulphamoylanthranilic acidGenerator
5-(Aminosulfonyl)-4-chloro-2-[2-(furanylmethyl)amino]benzoic acid, 9CIdb_source
Acetic acid potassium saltHMDB
AisemideHMDB
Aldalixbiospider
Aldicbiospider
Aluzinebiospider
Anfuramaidebiospider
Anthranilic acid, 4-chloro-N-furfuryl-5-sulfamoyl-biospider
Apo-frusemidebiospider
Apo-furosemidebiospider
Aquaridbiospider
Aquasinbiospider
Arasemidebiospider
BeronaldHMDB
Bio-furosemidebiospider
Bioreticbiospider
Cetasixbiospider
Depixbiospider
Desalbiospider
DesdeminHMDB
Dirinebiospider
DisalHMDB
DiscoidHMDB
Disemidebiospider
DiuralHMDB
Diurapiddb_source
Diuretic saltHMDB
Diurinbiospider
Diurolasabiospider
Diusemidebiospider
Diusilbiospider
Diuzolbiospider
Dom-furosemidebiospider
Dranexbiospider
Dryptaldb_source
DurafuridHMDB
Edemidbiospider
Edenolbiospider
Eliurbiospider
Enduralbiospider
ErrolonHMDB
EutensinHMDB
Farsixbiospider
Fluidrolbiospider
Flussbiospider
Franylbiospider
Froopdb_source
Frumaxdb_source
Frumexbiospider
Frumidebiospider
FrumilHMDB
Frusedanbiospider
Frusemabiospider
Frusemidbiospider
Frusemidebiospider
Frusemide, BANdb_source
Fruseminbiospider
Frusenexbiospider
FruseticHMDB
Frusiddb_source
Frusoldb_source
FulsixHMDB
FuluvamideHMDB
Fuluvaminebiospider
Furanthrilbiospider
Furanthrylbiospider
Furantrilbiospider
Furanturilbiospider
FuresisHMDB
Fureticbiospider
Furexbiospider
Furfanbiospider
Furixbiospider
Furmidbiospider
Furo-basanbiospider
Furo-purenHMDB
Furobetabiospider
Furocotbiospider
Furodiurolbiospider
Furodrixbiospider
Furomenbiospider
Furomexbiospider
Furomide m.d.biospider
Furoresebiospider
Furosanbiospider
Furosebiospider
FurosedonHMDB
Furosemidbiospider
Furosemidabiospider
Furosemide "mita"biospider
Furosemide 40mgbiospider
Furosemide specialbiospider
Furosemide(usan)biospider
Furosemidubiospider
Furosemidumbiospider
Furosemixbiospider
Furosidebiospider
Furosifarbiospider
Furosixbiospider
Furoterbiospider
Furovitebiospider
Fursemidbiospider
Fursemidabiospider
Fursemidedb_source
Fursolbiospider
Fusidbiospider
Fusidic acidbiospider
Golanbiospider
Hissufluxbiospider
Hydrexbiospider
Hydrobiospider
hydro-RapidHMDB
Hydroledbiospider
ImpuganHMDB
Jenafusidbiospider
KatlexHMDB
Kofuzonbiospider
Kolkinbiospider
Kutrixbiospider
Lasemidbiospider
Lasexbiospider
Lasilettenbiospider
LasilixHMDB
Lasixdb_source
Lasix retardbiospider
Lasix specialbiospider
Laxurbiospider
Lazixbiospider
Less diurbiospider
Lisidebiospider
Logirenebiospider
LowpstonHMDB
Lowpstronbiospider
Luscekbiospider
MacasiroolHMDB
Marsemidebiospider
MirfatHMDB
MITAbiospider
Moilarorinbiospider
Nadisbiospider
Nelsixbiospider
Neo-renalbiospider
Nephronbiospider
NicorolHMDB
Novosemidebiospider
Octan draselnyHMDB
OdemaseHMDB
Odemexbiospider
OedemexHMDB
Osyrolbiospider
PMS-furosemidebiospider
Polysquall abiospider
Prefeminbiospider
ProfeminHMDB
Promedesbiospider
Promidebiospider
Protargenbiospider
Puresisbiospider
Radisemidebiospider
Radonnabiospider
Radounabiospider
Retepbiospider
RosemideHMDB
Rosisbiospider
Rusydedb_source
Sal diureticumHMDB
Salinexbiospider
Salixbiospider
Salurexbiospider
Saluridbiospider
Segurilbiospider
Selectofurbiospider
Sigasalurbiospider
Spirofurbiospider
Synephronbiospider
Tenkafrusedb_source
Transitbiospider
TrofuritHMDB
Uremidebiospider
Uresixbiospider
UrexHMDB
Urex-mbiospider
Urianbiospider
Uridonbiospider
Uritolbiospider
Urosemidebiospider
Vesixbiospider
Yidolibiospider
Zafimidabiospider
Chemical FormulaC12H11ClN2O5S
IUPAC name4-chloro-2-{[(furan-2-yl)methyl]amino}-5-sulfamoylbenzoic acid
InChI IdentifierInChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
InChI KeyZZUFCTLCJUWOSV-UHFFFAOYSA-N
Isomeric SMILESNS(=O)(=O)C1=C(Cl)C=C(NCC2=CC=CO2)C(=C1)C(O)=O
Average Molecular Weight330.744
Monoisotopic Molecular Weight330.007719869
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonamides
Direct ParentAminobenzenesulfonamides
Alternative Parents
Substituents
  • Aminobenzenesulfonamide
  • 4-halobenzoic acid or derivatives
  • Aminobenzoic acid
  • Aminobenzoic acid or derivatives
  • Halobenzoic acid or derivatives
  • 4-halobenzoic acid
  • Halobenzoic acid
  • Benzenesulfonyl group
  • Benzoic acid
  • Benzoic acid or derivatives
  • Aniline or substituted anilines
  • Phenylalkylamine
  • Benzoyl
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Halobenzene
  • Chlorobenzene
  • Organosulfonic acid amide
  • Aryl chloride
  • Aryl halide
  • Furan
  • Heteroaromatic compound
  • Sulfonyl
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Aminosulfonyl compound
  • Vinylogous amide
  • Amino acid or derivatives
  • Amino acid
  • Oxacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Organosulfur compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP2.03SANGSTER (1993)
Experimental Water Solubility0.0731 mg/mL at 30 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 206°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 20 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci H788
AKSci J10011
AKSci J40149
AKSci J93989
Cayman Chemical 17273
MetaSci HMDB0001933
Sigma-Aldrich HMDB0001933
Toronto Research Chemicals F865000
Toronto Research Chemicals KIT1230