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Substance Name: Furosemide [USAN:USP:INN:BAN:JAN]
RN: 54-31-9
UNII: 7LXU5N7ZO5
InChIKey: ZZUFCTLCJUWOSV-UHFFFAOYSA-N

Note

  • A benzoic-sulfonamide-furan. It is a diuretic with fast onset and short duration that is used for EDEMA and chronic RENAL INSUFFICIENCY.

Molecular Formula

  • C12-H11-Cl-N2-O5-S

Molecular Weight

  • 330.7469
 

Classification Codes

Classification Codes

  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Mutation Data
  • Natriuretic Agents
  • Reproductive Effect
  • Sodium Potassium Chloride Symporter Inhibitors
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • Furosemide
  • Furosemide [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Furosemide

Synonyms

  • 2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acid
  • 4-Chloro-5-sulfamoyl-N-furfuryl-anthranilic acid
  • 4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acid
  • 4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid
  • 5-(Aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)benzoic acid
  • 5-18-09-00555 (Beilstein Handbook Reference)
  • Aisemide
  • Aldalix
  • Aldic
  • Aluzine
  • Anfuramaide
  • Anthranilic acid, 4-chloro-N-furfuryl-5-sulfamoyl-
  • Apo-Frusemide
  • Apo-Furosemide
  • Aquarid
  • Aquasin
  • Arasemide
  • Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)-
  • Beronald
  • Bioretic
  • BRN 0840915
  • CCRIS 1951
  • Cetasix
  • Chlor-N-(2-furylmethyl)-5-sulfamylanthranilsaeure
  • Chlor-N-(2-furylmethyl)-5-sulfamylanthranilsaeure [German]
  • Depix
  • Desal
  • Desdemin
  • Dirine
  • Disal
  • Discoid
  • Disemide
  • Diural
  • Diurapid
  • Diurin
  • Diurolasa
  • Diusemide
  • Diusil
  • Diuzol
  • Dranex
  • Dryptal
  • Durafurid
  • Edemid
  • Edenol
  • EINECS 200-203-6
  • Eliur
  • Endural
  • Errolon
  • Eutensin
  • Farsix
  • Fluidrol
  • Fluss
  • Franyl
  • Frumex
  • Frumide
  • Frusedan
  • Frusema
  • Frusemid
  • Frusemide
  • Frusemin
  • Frusenex
  • Frusetic
  • Frusid
  • Fulsix
  • Fuluvamide
  • Fuluvamine
  • Furanthril
  • Furanthryl
  • Furantril
  • Furanturil
  • Furesis
  • Furetic
  • Furex
  • Furfan
  • Furix
  • Furmid
  • Furo-Basan
  • Furo-Puren
  • Furobeta
  • Furocot
  • Furodiurol
  • Furodrix
  • Furomen
  • Furomex
  • Furomide M.D.
  • Furorese
  • Furosan
  • Furose
  • Furosedon
  • Furosemid
  • Furosemida
  • Furosemida [INN-Spanish]
  • Furosemide
  • Furosemide mita
  • Furosemide oral
  • Furosemidu
  • Furosemidu [Polish]
  • Furosemidum
  • Furosemidum [INN-Latin]
  • Furosemix
  • Furoside
  • Furosifar
  • Furosix
  • Furoter
  • Furovite
  • Fursemid
  • Fursemida
  • Fursemide
  • Fursol
  • Fusid
  • Golan
  • Hissuflux
  • HSDB 3086
  • Hydrex
  • Hydro
  • Hydro-rapid
  • Hydroled
  • Impugan
  • Jenafusid
  • Katlex
  • Kofuzon
  • Kolkin
  • Kutrix
  • Lasemid
  • Lasex
  • Lasiletten
  • Lasilix
  • Lasix
  • Lasix Retard
  • Laxur
  • Lazix
  • LB 502
  • LB-502
  • less Diur
  • Liside
  • Logirene
  • Lowpston
  • Lowpstron
  • Luscek
  • Macasirool
  • Marsemide
  • Mirfat
  • Mita
  • Moilarorin
  • Nadis
  • NCI-C55936
  • Nelsix
  • Neo-renal
  • Nephron
  • Nicorol
  • Novosemide
  • NSC 269420
  • Odemase
  • Odemex
  • Oedemex
  • Osyrol
  • Polysquall A
  • Prefemin
  • Profemin
  • Promedes
  • Promide
  • Protargen
  • Puresis
  • Radisemide
  • Radonna
  • Radouna
  • Retep
  • Rosemide
  • Rosis
  • Rusyde
  • Salinex
  • Salix
  • Salurex
  • Salurid
  • Seguril
  • Selectofur
  • Sigasalur
  • Spirofur
  • Synephron
  • Transit
  • Trofurit
  • UNII-7LXU5N7ZO5
  • Uremide
  • Uresix
  • Urex
  • Urex-M
  • Urian
  • Uridon
  • Uritol
  • Urosemide
  • Vesix
  • Yidoli
  • Zafimida

Systematic Names

  • Anthranilic acid, 4-chloro-N-furfuryl-5-sulfamoyl-
  • Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)-
  • Furosemide

Superlist Name

  • Furosemide

Mixture Name

  • Frumil

Registry Numbers

CAS Registry Number

  • 54-31-9

FDA UNII

  • 7LXU5N7ZO5

Related Registry Number

  • 41733-55-5 (mono-hydrochloride salt)

System Generated Number

  • 0000054319

Structure Descriptors

InChI

InChI=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)

InChIKey

ZZUFCTLCJUWOSV-UHFFFAOYSA-N

Smiles

NS(=O)(=O)c1cc(C(=O)O)c(NCc2occc2)cc1Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
dog LD50 oral 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
human TDLo intravenous 1300ug/kg (1.3mg/kg) CARDIAC: OTHER CHANGES

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR CONSTRICTION		 Annals of Internal Medicine. Vol. 103, Pg. 1, 1985.
infant TDLo intravenous 1mg/kg/4H-I (1mg/kg)   Archives of Disease in Childhood. Vol. 59, Pg. 907, 1984.
man TDLo intravenous 29mg/kg (29mg/kg) SENSE ORGANS AND SPECIAL SENSES: TINNITUS: EAR

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR		 New England Journal of Medicine. Vol. 282, Pg. 1413, 1970.
mouse LD50 intravenous 308mg/kg (308mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 44, 1964.
mouse LD50 oral 2gm/kg (2000mg/kg)   European Patent Application. Vol. #0008367,
mouse LD50 unreported 900mg/kg (900mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 15, Pg. 386, 1980.
rabbit LD50 intravenous 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rabbit LD50 oral 800mg/kg (800mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rat LD50 intraperitoneal 800mg/kg (800mg/kg)   Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 42, Pg. 199, 1985.
rat LD50 intravenous 800mg/kg (800mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rat LD50 oral 2600mg/kg (2600mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 4600mg/kg (4600mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
women TDLo intravenous 2500ug/kg/2M- (2.5mg/kg) CARDIAC: PULSE RATE Intensive Care Medicine. Vol. 12, Pg. 54, 1986.
women TDLo oral 6250ug/kg (6.25mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Journal of Toxicology, Clinical Toxicology. Vol. 31, Pg. 341, 1993.
women TDLo oral 120mg/kg/21W- (120mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS Journal of the Royal Society of Medicine. Vol. 79, Pg. 239, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 295 deg C   EXP
log P (octanol-water) 2.03 (none)   EXP
Water Solubility 73.1 mg/L 30 EXP
Vapor Pressure 3.23E-10 mm Hg 25 EST
Henry's Law Constant 3.94E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.12E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.