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Merck

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

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About This Item

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

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)

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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.

General description

Furosemide is a an ototoxic high-ceiling diuretic.

pictograms

Health hazardExclamation mark
GHS08,GHS07

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ2659
MKCW8108
MKCW1211
MKCV0415
MKCV0326

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Find documentation for the products that you have recently purchased in the Document Library.

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Diuretics
Side Effects of Drugs Annual, 28, 233-243 (2005)
Topiramate is more effective than acetazolamide at lowering intracranial pressure
Scotton W J, et al.
Cephalalgia, 0333102418776455-0333102418776455 (2018)
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)
Furosemide
Saunders Handbook of Veterinary Drugs - E-Book (2016)
Causes of acquired hearing loss
Eggermont J J
Hearing Loss: Causes, Prevention, and Treatment (2017)
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Related Content

Product Information Sheet - F4381

Product Information Sheet

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