F4381 Sigma-Aldrich


Synonym: 4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid, 5-(Aminosulfonyl)-4-chloro-2-([2-furanylmethyl]amino)benzoic acid

  • CAS Number 54-31-9

  • Empirical Formula (Hill Notation) C12H11ClN2O5S

  • Molecular Weight 330.74

  •  EC Number 200-203-6

  •  MDL number MFCD00010549

  •  PubChem Substance ID 24277714

  •  NACRES NA.77



Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology,
Quality Level   200
biological source   synthetic (organic)
assay   ≥98% (HPLC)
form   powder
mp   220 °C (dec.) (lit.)
solubility   acetone: 50 mg/mL, clear to slightly hazy, faintly yellow to yellow
originator   Sanofi Aventis
storage temp.   room temp
SMILES string   NS(=O)(=O)c1cc(C(O)=O)c(NCc2ccco2)cc1Cl
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)
Gene Information   human ... ALB(213), CYP1A2(1544), SLC12A1(6557)


General description

Furosemide is a an ototoxic high-ceiling diuretic.


Furosemide has been used:
• to investigate the influence of timing of dexamethasone administration on auditory hair cell survival in mice
• to study its effect on intracranial pressure (ICP) after subcutaneous administration in rats
• as a stimulant for renin release and subsequent increase in plasma angiotensin II (ANG II)


1, 5, 10, 25 g in glass bottle

Biochem/physiol Actions

"High ceiling" diuretic that strongly affects renal tubular action by increasing renal blood flow; antihypertensive.

Furosemide can block the Na+/K+/2Cl- co-transporter in the ascending thick loop of Henle. It can enhance the synthesis of intrarenal prostaglandin. It enhances its ototoxicity in animals when used along with kanamycin. Furosemide is linked with thiamine insufficiency in individuals with heart failure.

Inhibits ion co-transport in the kidney.

Features and Benefits

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This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS08  GHS08
Signal word 
Hazard statements 
Precautionary statements 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

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