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F4381

Sigma-Aldrich

Furosemide

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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

biological source

synthetic (organic)

Quality Level

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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This Item
PHR10571287008F0700000
vibrant-m

F4381

Furosemide

vibrant-m

PHR1057

Furosemide

vibrant-m

1287008

Furosemide

vibrant-m

F0700000

Furosemide

form

powder

form

-

form

-

form

-

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

storage temp.

room temp

storage temp.

2-30°C

storage temp.

-

storage temp.

-

solubility

acetone: 50 mg/mL, clear to slightly hazy, faintly yellow to yellow

solubility

-

solubility

-

solubility

-

originator

Sanofi Aventis

originator

-

originator

-

originator

-

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)

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

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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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)
Topiramate is more effective than acetazolamide at lowering intracranial pressure
Scotton W J, et al.
Cephalalgia, 0333102418776455-0333102418776455 (2018)
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)
Diuretics
Side Effects of Drugs Annual, 28, 233-243 (2005)
Furosemide
Saunders Handbook of Veterinary Drugs - E-Book (2016)

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