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257753

Sigma-Aldrich

Furosemide

99%

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:
Molecular Weight:
330.74
EC Number:
MDL number:
UNSPSC Code:
12352100

assay

99%

mp

220 °C (dec.) (lit.)

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

human ... SLC12A1(6557)

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Biochem/physiol Actions

Inhibits ion co-transport in the kidney.

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Hanne H F Refsgaard et al.
Journal of medicinal chemistry, 48(3), 805-811 (2005-02-04)
A data set consisting of 712 compounds was used for classification into two classes with respect to membrane permeation in a cell-based assay: (0) apparent permeability (P(app)) below 4 x 10(-6) cm/s and (1) P(app) on 4 x 10(-6) cm/s
Paul J Gilligan et al.
Journal of medicinal chemistry, 52(9), 3084-3092 (2009-04-14)
This report describes the syntheses and structure-activity relationships of 8-(substituted pyridyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF(1)) receptor antagonists. These CRF(1) receptor antagonists may be potential anxiolytic or antidepressant drugs. This research resulted in the discovery of compound 13-15, which is
Diane Joseph-McCarthy et al.
Journal of medicinal chemistry, 48(25), 7960-7969 (2005-12-13)
Acyl carrier protein synthase (AcpS) catalyzes the transfer of the 4'-phosphopantetheinyl group from the coenzyme A to a serine residue in acyl carrier protein (ACP), thereby activating ACP, an important step in cell wall biosynthesis. The structure-based design of novel
Claudia Temperini et al.
Bioorganic & medicinal chemistry letters, 18(8), 2567-2573 (2008-04-01)
Diuretics such as hydrochlorothiazide, hydroflumethiazide, quinethazone, metolazone, chlorthalidone, indapamide, furosemide, and bumetanide containing primary sulfamoyl moieties were reevaluated as inhibitors of 12 human carbonic anhydrases (hCAs, EC 4.2.1.1). These drugs considerably inhibit (low nanomolar range) some CA isozymes involved in
Godfrey Lisk et al.
Antimicrobial agents and chemotherapy, 52(7), 2346-2354 (2008-04-30)
Cysteine protease inhibitors kill malaria parasites and are being pursued for development as antimalarial agents. Because they have multiple targets within bloodstream-stage parasites, workers have assumed that resistance to these inhibitors would not be acquired easily. In the present study

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