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Merck
CN

SML1811

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:
223387-75-5
Molecular Weight:
280.66
NACRES:
NA.77
PubChem Substance ID:
329826079
UNSPSC Code:
12352200
MDL number:
MFCD23136998
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

BIQ, ≥98% (HPLC)

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)

SMILES string

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

InChI key

OUQVKRKGTAUJQA-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

BIQ (FG-2216) is an orally available and potent inhibitor of prolyl-hydroxylase (PHD).
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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000127375
0000064471
106M4759V

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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
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
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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