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1287030

USP

Furosemide Related Compound B

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

4-Chloro-5-sulfamoylanthranilic acid

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About This Item

Empirical Formula (Hill Notation):
C7H7ClN2O4S
CAS Number:
3086-91-7
Molecular Weight:
250.66
MDL number:
MFCD03423689
UNSPSC Code:
41116107
PubChem Substance ID:
329749918
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

furosemide

manufacturer/tradename

USP

mp

267 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

Nc1cc(Cl)c(cc1C(O)=O)S(N)(=O)=O

InChI

1S/C7H7ClN2O4S/c8-4-2-5(9)3(7(11)12)1-6(4)15(10,13)14/h1-2H,9H2,(H,11,12)(H2,10,13,14)

InChI key

QQLJBZFXGDHSRU-UHFFFAOYSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Furosemide Related Compound B USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

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Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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F Andreasen et al.
Acta pharmacologica et toxicologica, 49(3), 223-229 (1981-09-01)
Three principles for the use of HPLC with spectrophotometric detection to determine the concentration of furosemide and of 4-chloro-5-sulfamoyl anthranilic acid (CSA) were studied. A reversed phase microbondapack C18 column was used for the separation of either unchanged furosemide (I)
F Andreasen et al.
Acta pharmacologica et toxicologica, 47(3), 202-207 (1980-09-01)
The percentual binding of furosemide (5 micrograms/ml) was slightly but significantly lower in serum from elderly patients than in serum from normal blood donors (96.5 +/- 0.7 versus 97.9 +/- 0.3). A significant positive correlation was demonstrated between protein binding
Thin-layer chromatographic determination of furosemide and 4-chloro-5-sulfamoyl anthranilic acid in plasma and urine.
B Wesley-Hadzija et al.
Journal of chromatography, 229(2), 425-432 (1982-05-14)
H Nakahama et al.
European journal of clinical pharmacology, 32(3), 313-315 (1987-01-01)
Urine from 5 renal transplant recipients treated with frusemide was analyzed for unchanged frusemide (F), glucuronidated frusemide (G) and 4-chloro-5-sulfamoylanthranilic acid (CSA) by HPLC. In 3 recipients, whose renal function recovered steadily and whose hepatic function was normal throughout, the
M Hezari et al.
Drug metabolism and disposition: the biological fate of chemicals, 20(6), 882-888 (1992-11-01)
Furosemide (Lasix), a widely used diuretic, is metabolized by the fungus Cunninghamella elegans (ATCC 36112) to 4-chloro-5-sulfamoyl anthranilic acid (CSA), a metabolite also present in mammalian systems. This metabolite was isolated following preparative-scale incubations of C. elegans, and was characterized
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