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F4381 Sigma-Aldrich

Furosemide

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

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Properties

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)
InChI key   ZZUFCTLCJUWOSV-UHFFFAOYSA-N
Gene Information   human ... ALB(213), CYP1A2(1544), SLC12A1(6557)

Description

General description

Furosemide is a an ototoxic high-ceiling diuretic.

Application

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)

Packaging

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

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
CB2625000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
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Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
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Peer-Reviewed Papers
15

References

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