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F4381

Sigma-Aldrich

Furosemide

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:
Molecular Weight:
330.74
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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

pictograms

Exclamation markHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Development of an ototoxicity model in the adult CBA/CaJ mouse and determination of a golden window of corticosteroid intervention for otoprotection
Fernandes V T and Lin V YW
Journal of Otolaryngology - Head & Neck Surgery = Le Journal D'Oto-rhino-laryngologie et de Chirurgie Cervico-Faciale, 43(1), 12-12 (2014)
Causes of acquired hearing loss
Eggermont J J
Hearing Loss: Causes, Prevention, and Treatment (2017)
Furosemide
Saunders Handbook of Veterinary Drugs - E-Book (2016)
Diuretics
Side Effects of Drugs Annual, 28, 233-243 (2005)
Comparison of arterial pressure and plasma AngII responses to three methods of subcutaneous AngII administration
Kuroki M T, et al.
American Journal of Physiology. Heart and Circulatory Physiology (2014)

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