QuickView for Furosemide (compound)

Summary
General Info

PubChem

PubChem Compound 3440

Name:	Furosemide
PubChem Compound ID:	3440
Description:	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:	C₁₂H₁₁ClN₂O₅S
Molecular weight:	330.745 g/mol
Synonyms:	54-31-9; Furantril; Furosemide mita; Logirene; Benzoic acid, 5- (aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]-; Furosifar; Zafimida; Hoe-058A; Nicorol; Kutrix. show more » 54-31-9; Furantril; Furosemide mita; Logirene; Benzoic acid, 5- (aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]-; Furosifar; Zafimida; Hoe-058A; Nicorol; Kutrix; Urex; Furmid; Anthranilic acid, 4-chloro-N-furfuryl-5-sulfamoyl-; Diusemide; Furoter; Kolkin; Lasemid; 41733-55-5; Katlex; LB 502; Aisemide; Transit; Lowpstron; Furodrix; Lasix (TN); NCGC00090893-01; Marsemide; Mirfat; Prestwick1_000341; Luscek; Fuluvamine; Errolon; Macasirool; Dirine; SPBio_002322; Retep; Furanthryl; Furo-Puren; less Diur; Edemid; Diusil; Apo-Frusemide; Desal; Urex-M; Fulsix; Farsix; Lasilix; UPCMLD-DP022:001; Furanthril; Furovite; Spirofur; SPBio_001129; Arasemide; Hydroled; Furomide M.D.; Odemase; Spectrum4_000560; Spectrum2_001005; Frusemide; 5-(AMINOSULFONYL)-4-CHLORO-2-[(2-FURYLMETHYL)AMINO]BENZOIC ACID; Urosemide; Furorese; EINECS 200-203-6; 4-Chloro-5-sulfamoyl-N-furfuryl-anthranilic acid; 4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid; Apo-Furosemide; Salurex; Urian; 5-(Aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]benzoic acid; Chlor-N-(2-furylmethyl)-5-sulfamylanthranilsaeure [German]; Oedemex; Protargen; Hydro-rapid; KBioSS_001580; Furose; Fursemida; Diurin; Odemex; 5-(Aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)benzoic acid; Diumide-K; Depix; Neo-renal; Fursemide; Furobeta; D00331; Durafurid; Furfan; Puresis; KBio2_006716; Furosedon; KBio1_000575; Seguril; Frusid; Diurapid; Frusedan; Uremide; Aluzine; Profemin; CAS-54-31-9; Moilarorin; Rusyde; Fluss; Furosix; Novosemide; Fursemid; Frusenex; Edenol; Lasex; CHEBI:5198; Lasiletten; AIDS-001601; Eutensin; Disal; Furosemidu [Polish]; NSC269420; Furetic; Lasix Retard; Rosemide; Hydro; Uritol; Furanturil; Franyl; Mita; Frusemid; Polysquall A; Spectrum_001100; Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]-; Frusemin; Kofuzon; Salinex; Uresix; Sigasalur; AIDS001601; Discoid; NCGC00016241-01; Lazix; Diurolasa; Furesis; 2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acid; Dranex; KBioGR_001259; Cetasix; NINDS_000575; Laxur; 5-18-09-00555 (Beilstein Handbook Reference); NCI-C55936; LB-502; Furex; Prestwick_752; Fursol; Radisemide; Aquarid; Frumil; Vesix; Trofurit; KBio2_001580; FUN; Eliur; Salurid; Furoside; Disemide; Furosemidum [INN-Latin]; Anfuramaide; Fusid; Diuzol; Promedes; Lasix; Radouna; Fuluvamide; Synephron; Frumide; 4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acid; Furosemida [INN-Spanish]; Furocot; Spectrum3_000437; Golan; Furo-Basan; Nelsix; Aldic; Prefemin; Aquasin; Lowpston; Nadis; Diural; DivK1c_000575; CCRIS 1951; Furosemide; Yidoli; Chlor-N- (2-furylmethyl)-5-sulfamylanthranilsaeure; Furodiurol; NSC 269420; Fluidrol; Dryptal; Endural; Nephron; KBio3_001274; Radonna; Furix; Prestwick0_000341; Frumex; Hydrex; Bioretic; Furosemix; Frusema; Furosemidum; Frusetic; Salix; Rosis; Hissuflux; Liside; Furosemide (JP15/USP); Furosemid; BRN 0840915; Furosemide [USAN:INN:JAN]; Promide; Furomex; Furosan; Impugan; Osyrol; 4-chloro-2-{[(furan-2-yl)methyl]amino}-5-sulfamoylbenzoic acid; Desdemin; Beronald; Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)-; HSDB 3086; Uridon; KBio2_004148; Jenafusid; Selectofur; Aldalix; Furomen show less «

DrugBank

Identification

Name:	Furosemide
Name (isomeric):	DB00695
Drug Type:	small molecule
Description:	A benzoic-sulfonamide-furan. It is a diuretic with fast onset and short duration that is used for EDEMA and chronic RENAL INSUFFICIENCY.
Synonyms:	Metflorylthiazidine; Fursemid; Fursemide; Furosemidu [Polish]; Furosemida [INN-Spanish]; Furosemidum [INN-Latin]; Methforylthiazidine; Fursemida; Frusemide; Dihydroflumethiazide. show more » Metflorylthiazidine; Fursemid; Fursemide; Furosemidu [Polish]; Furosemida [INN-Spanish]; Furosemidum [INN-Latin]; Methforylthiazidine; Fursemida; Frusemide; Dihydroflumethiazide; Furosemid; Frusemid show less «
Brand:	Uremide, Furocot, Diucardin, Frusid, Radisemide, Furesis, Depix, Golan, Hydol, Aquarid, Sigasalur, Desal, Furoter, Katlex, Furanthril, Lowpstron, Fursol, Logirene, Lowpston, Lasix, Jenafusid, Anfuramaide, Dirine, Furmid, Synephron, Rosemide, Seguril, Hydroled, Hydrex, Frusetic, Sal Diureticum, Novosemide, Urex-M, Furo-Puren, Oedemex, Promedes, Olmagran, Myrosemide, Nadis, Fulsix, Lasix Retard, Endural, Furodiurol, Impugan, Furose, Beronald, Diuzol, Furobeta, Lasemid, Diumide-K, Less Diur, Furo-Basan, Eutensin, Frumex, Furomide M.D., Apo-Frusemide, Hissuflux, Furoside, Diurolasa, Prefemin, Diusemide, Bristab, Furodrix, Neo-Renal, Rodiuran, Protargen, Edemid, Bioretic, Furosix, Arasemide, Promide, Transit, Aisemide, Lazix, Furex, Elodrine, Cetasix, Yidoli, Salurid, Frumide, Furanthryl, Urian, Furosan, Disal, Leodrine, Furosemix, Dryptal, Hydrenox, Mirfat, Durafurid, Aquasin, Uresix, Salurex, Diurapid, Errolon, Diuretic Salt, Furorese, Rosis, Polysquall A, Furosedon, Profemin, Macasirool, Apo-Furosemide, Disemide, Lasix Special, Vergonil, Hydro-Rapid, Fusid, Furovite, Vesix, Radouna, Lasex, Frusema, Furetic, Puresis, Marsemide, Lasiletten, Edenol, Hydro, Radonna, Sisuril, Saluron, Fuluvamine, Octan Draselny, Discoid, Desdemin, Fuluvamide, Urosemide, Odemase, Rusyde, Finuret, Eliur, Trofurit, Di-Ademil, Liside, Kofuzon, Aldalix, Selectofur, Furosifar, Nelsix, Dranex, Diural, Aluzine, Odemex, Frusemin, Laxur, Fluss, Furantril, Uridon, Bristurin, Kutrix, Fluidrol, Furfan, Aldic, Frumil, Zafimida, Moilarorin, Spirofur, Retep, Salix, Luscek, Urex, Farsix, Furomex, Mita, Furanturil, Kolkin, Rontyl, Furix, Diusil, Franyl, Salinex, Frusenex, Lasilix, Uritol, Diurin, Furomen, Frusedan
Category:	Diuretics, Sodium Potassium Chloride Symporter Inhibitors
CAS number:	54-31-9

Pharmacology

Indication:	For the treatment of edema associated with congestive heart failure, cirrhosis of the liver, and renal disease, including the nephrotic syndrome. Also for the treatment of hypertension alone or in combination with other antihypertensive agents.
Pharmacology:	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.
Mechanism of Action:	Furosemide, a loop diuretic, inhibits water reabsorption in the nephron by blocking the sodium-potassium-chloride cotransporter (NKCC2) in the thick ascending limb of the loop of Henle. This is achieved through competitive inhibition at the chloride binding site on the cotransporter, thus preventing the transport of sodium from the lumen of the loo... show more » Furosemide, a loop diuretic, inhibits water reabsorption in the nephron by blocking the sodium-potassium-chloride cotransporter (NKCC2) in the thick ascending limb of the loop of Henle. This is achieved through competitive inhibition at the chloride binding site on the cotransporter, thus preventing the transport of sodium from the lumen of the loop of Henle into the basolateral interstitium. Consequently, the lumen becomes more hypertonic while the interstitium becomes less hypertonic, which in turn diminishes the osmotic gradient for water reabsorption throughout the nephron. Because the thick ascending limb is responsible for 25% of sodium reabsorption in the nephron, furosemide is a very potent diuretic. show less «
Absorption:	60% absorbed in patients with normal renal function
Protein binding:	95% bound to plasma proteins
Biotransformation:	Only a small amount is hepatically metabolized to the defurfurylated derivative, 4-chloro-5-sulfamoylanthranilic acid.
Route of elimination:	Furosemide is excreted in urine. Significantly more furosemide is excreted in urine following the I.V. injection than after the tablet or oral solution.
Half Life:	2 hours
Toxicity:	Profound diuresis may cause fluid and electrolyte depletion. Excessive dehydration and potassium depletion may occur. Excessive diuresis may cause rapid weight loss, orthostatic hypotension or acute hypotensive episodes. May also cause tinnitus, reversible or permanent hearing loss or reversible deafness.
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Avoid alcohol.

Take with food to reduce irritation.

Increase potassium intake; add a banana or orange juice; unless instructed otherwise.

Avoid excess salt/sodium unless otherwise instructed by your physician.

Drug interaction:

Digitoxin	Possible electrolyte variations and arrhythmias
Indomethacin	The NSAID, indomethacin, may decrease the diuretic and antihypertensive effects of the loop diuretic, furosemide.
Kanamycin	Increased ototoxicity
Colesevelam	Bile acid sequestrants such as colesevelam may decrease the absorption of loop diuretics such as furosemide. Monitor for decreased serum concentrations/therapeutic effects of loop diuretics if coadministered with bile acid sequestrants. Separating the administration of doses by 2 or more hours may reduce (but not eliminate) the risk of interaction. The manufacturer of colesevelam recommends that drugs should be administered at least 1 hour before or 4 hours after colesevelam.
Digoxin	Possible electrolyte variations and arrhythmias

Targets

Solute carrier family 12 member 1

Carbonic anhydrase 2

Enzymes

6-phosphogluconate dehydrogenase, decarboxylating

Transporters

Solute carrier family 22 member 6

Organic cation/carnitine transporter 2

Solute carrier family 22 member 8

Canalicular multispecific organic anion transporter 1

Solute carrier organic anion transporter family member 2A1

Solute carrier family 22 member 11

Carriers

Serum albumin