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Merck

658452

Sigma-Aldrich

AG 126

A cell-permeable inhibitor of lipopolysaccharide (LPS)-induced synthesis of tumor necrosis factor-α and nitric oxide in murine peritoneal macrophages.

Synonym(s):

AG 126, α-Cyano-(3-hydroxy-4-nitro)cinnamonitrile

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About This Item

Empirical Formula (Hill Notation):
C10H5N3O3
CAS Number:
Molecular Weight:
215.17
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 5 mg/mL
DMF: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

[N+](=O)([O-])c1c(cc(cc1)C=C(C#N)C#N)O

InChI

1S/C10H5N3O3/c11-5-8(6-12)3-7-1-2-9(13(15)16)10(14)4-7/h1-4,14H

InChI key

DUQADSPERJRQBW-UHFFFAOYSA-N

General description

A cell-permeable inhibitor of lipopolysaccharide (LPS)-induced synthesis of tumor necrosis factor-α and nitric oxide in murine peritoneal macrophages. Blocks LPS-induced tyrosine phosphorylation of a p42MAPK/ERK2 protein substrate. Reduces the expression of iNOS and COX-2 in lungs of rats treated with carrageenan. Blocks glucocorticoid-induced COX-2 activity in human amnion cells (IC50 = 15.38 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
COX-2 activity
Product does not compete with ATP.
Reversible: no
Target IC50: 15.38 µM in blocking glucocorticoid-induced COX-2 activity in human amnion cells

Other Notes

Cuzzocrea, S., et al. 2000. Am. J. Pathol.157, 145.
Zakar, T., et al. 1999. Can. J. Physiol. Pharmacol.77, 138.
Kan, H., et al. 1996. Mol. Pharmacol.50, 1139.
Novogrodsky, A., et al. 1994. Science264, 1319.
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Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Use of inhibitors in the study of MAPK signaling.
Yoav D Shaul et al.
Methods in molecular biology (Clifton, N.J.), 250, 113-126 (2004-02-03)

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