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Key Documents

SML1811

Sigma-Aldrich

BIQ

≥98% (HPLC)

Synonym(s):

FG 2216, FG-2216, IOX 3, N-[(1-Chloro-4-hydroxy-3-isoquinolinyl)carbonyl]glycine, YM 311, [[(1-Chloro-4-hydroxyisoquinolin-3-yl)carbonyl]amino]acetic acid

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About This Item

Empirical Formula (Hill Notation):
C12H9ClN2O4
CAS Number:
Molecular Weight:
280.66
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

OC1=C(C(NCC(O)=O)=O)N=C(Cl)C2=CC=CC=C21

InChI

1S/C12H9ClN2O4/c13-11-7-4-2-1-3-6(7)10(18)9(15-11)12(19)14-5-8(16)17/h1-4,18H,5H2,(H,14,19)(H,16,17)

InChI key

OUQVKRKGTAUJQA-UHFFFAOYSA-N

Biochem/physiol Actions

BIQ (FG-2216) is an orally available and potent inhibitor of prolyl-hydroxylase (PHD). BIQ induces significant and reversible plasma erythropoietin (EPO) levels in vitro and in hemodialysis patients.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Wanja M Bernhardt et al.
Journal of the American Society of Nephrology : JASN, 21(12), 2151-2156 (2010-12-01)
The reasons for inadequate production of erythropoietin (EPO) in patients with ESRD are poorly understood. A better understanding of EPO regulation, namely oxygen-dependent hydroxylation of the hypoxia-inducible transcription factor (HIF), may enable targeted pharmacological intervention. Here, we tested the ability
Matthew M Hsieh et al.
Blood, 110(6), 2140-2147 (2007-06-15)
The hypoxia-inducible factor (HIF) pathway is crucial in mitigating the deleterious effects of oxygen deprivation. HIF-alpha is an essential component of the oxygen-sensing mechanisms and under normoxic conditions is targeted for degradation via hydroxylation by HIF-prolyl hydroxylases. Several HIF-prolyl hydroxylase
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

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