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Key Documents

SML1838

Sigma-Aldrich

BNS

≥98% (HPLC)

Synonym(s):

2,3-Dihydro-3-hydroxy-2-[[2-[(2-naphthalenylmethyl)sulfonyl]acetyl]imino]-4-thiazoleacetic acid

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About This Item

Empirical Formula (Hill Notation):
C18H16N2O6S2
CAS Number:
Molecular Weight:
420.46
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

ON1C(CC(O)=O)=CSC1=NC(CS(CC2=CC=C(C=CC=C3)C3=C2)(=O)=O)=O

Biochem/physiol Actions

BNS is a cell penetrant, potent and selective inhibitor of prolyl-hydroxylase 2 (PHD2). BNS regulates ~25% of hypoxia-regulated genes in MCF7 cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Christopher M Tegley et al.
Bioorganic & medicinal chemistry letters, 18(14), 3925-3928 (2008-06-27)
Inhibition of the PHD2 enzyme has been associated with increased red blood cell levels. From a screening hit, a series of novel hydroxyl-thiazoles were developed as potent PHD2 inhibitors.
Mun Chiang Chan et al.
The Journal of biological chemistry, 291(39), 20661-20673 (2016-08-10)
The hypoxia-inducible factor (HIF) system orchestrates cellular responses to hypoxia in animals. HIF is an α/β-heterodimeric transcription factor that regulates the expression of hundreds of genes in a tissue context-dependent manner. The major hypoxia-sensing component of the HIF system involves
Ivanhoe K H Leung et al.
Journal of medicinal chemistry, 56(2), 547-555 (2012-12-14)
The human 2-oxoglutarate (2OG) dependent oxygenases belong to a family of structurally related enzymes that play important roles in many biological processes. We report that competition-based NMR methods, using 2OG as a reporter ligand, can be used for quantitative and

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