F4381

Furosemide

≥98% (HPLC), powder, NKCC symporter inhibitor

• Synonym(s): 4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid, 5-(Aminosulfonyl)-4-chloro-2-([2-furanylmethyl]amino)benzoic acid
• Empirical Formula (Hill Notation): C₁₂H₁₁ClN₂O₅S
• CAS Number: 54-31-9
• Molecular Weight: 330.74
• NACRES: NA.77
• PubChem Substance ID: 24277714
• UNSPSC Code: 12352200
• EC Number: 200-203-6
• MDL number: MFCD00010549

Properties

• Product Name: Furosemide,
• InChI key: ZZUFCTLCJUWOSV-UHFFFAOYSA-N
• 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)
• SMILES string: NS(=O)(=O)c1cc(C(O)=O)c(NCc2ccco2)cc1Cl
• biological source: synthetic (organic)
• assay: ≥98% (HPLC)
• form: powder
• mp: 220 °C (dec.) (lit.)
• solubility: acetone: 50 mg/mL, clear to slightly hazy, colorless to yellow
• originator: Sanofi Aventis
• storage temp.: room temp
• Quality Level: 200
• Gene Information: human ... ALB(213), CYP1A2(1544), SLC12A1(6557)

Description

Application

Furosemide has been used:

• to investigate the influence of timing of dexamethasone administration on auditory hair cell survival in mice[1]
• to study its effect on intracranial pressure (ICP) after subcutaneous administration in rats[2]
• as a stimulant for renin release and subsequent increase in plasma angiotensin II (ANG II)[3]

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.[4] It enhances its ototoxicity in animals when used along with kanamycin.[5] Furosemide is linked with thiamine insufficiency in individuals with heart failure.[6]

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

General description

Furosemide is a an ototoxic[5] high-ceiling diuretic.[4]

Safety Information

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H360FD
• pcodes: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges