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SML0149

Sigma-Aldrich

3-Ethoxy-5,6-dibromosalicylaldehyde

≥95% (HPLC)

Sinónimos:

2,3-Dibromo-5-ethoxy-6-hydroxy-benzaldehyde, 5,6-Dibromo-o-bourbonal

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About This Item

Fórmula empírica (notación de Hill):
C9H8Br2O3
Número de CAS:
20041-64-9
Peso molecular:
323.97
MDL number:
MFCD00297095
UNSPSC Code:
12352200
PubChem Substance ID:
329825197
NACRES:
NA.77

Quality Level

100

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

yellow

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

CCOc1cc(Br)c(Br)c(C=O)c1O

InChI

1S/C9H8Br2O3/c1-2-14-7-3-6(10)8(11)5(4-12)9(7)13/h3-4,13H,2H2,1H3

InChI key

MZAISYPWQNBWED-UHFFFAOYSA-N

Application

3-Ethoxy-5,6-dibromosalicylaldehyde was used to study modulation of autophagy, JNK activation and NF-κB-mediated inflammation.

Biochem/physiol Actions

3-Ethoxy-5,6-dibromosalicylaldehyde is a non-competitive inhibitor of Inositol-requiring enzyme 1 (IRE1). It inhibits XBP-1 splicing induced pharmacologically in human cells. 3-Ethoxy-5,6-dibromosalicylaldehyde potently inhibits the endoribonuclease of IRE1 but does not inhibit RNases A, T1, or L.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
111M4733V

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Yazhen Huo et al.
Virology, 444(1-2), 233-240 (2013-07-16)
Our previous study has shown that activation of JNK plays a critical role in Porcine reproductive and respiratory syndrome virus (PRRSV)-mediated apoptosis. In this follow-up study, we further investigated the mechanisms involved in modulation of PRRSV-mediated JNK activation and apoptosis.
Cristian González-Guerrero et al.
Toxicology and applied pharmacology, 272(3), 825-841 (2013-08-21)
The calcineurin inhibitors (CNIs) cyclosporine (CsA) and tacrolimus are key drugs in current immunosuppressive regimes for solid organ transplantation. However, they are nephrotoxic and promote death and profibrotic responses in tubular cells. Moreover, renal inflammation is observed in CNI nephrotoxicity
Y Liu et al.
Apoptosis : an international journal on programmed cell death, 22(4), 544-557 (2017-02-12)
Quercetin (3,3',4',5,7-pentahydroxyflavone, Qu) is a promising cancer chemo-preventive agent for various cancers because it inhibits disease progression and promotes apoptotic cell death. In our previous study, we demonstrated that Qu could evoke ER stress to enhance drug cytotoxicity in ovarian
Yoshiyasu Shinohara et al.
Biochemical and biophysical research communications, 432(2), 326-332 (2013-02-12)
Hepatitis C virus (HCV) induces endoplasmic reticulum (ER) stress which, in turn, activates the unfolding protein response (UPR). UPR activates three distinct signalling pathways. Additionally, UPR induces autophagy (UPR-autophagy pathways). On the other hand, it has become clear that some
Jinling Cui et al.
Journal of agricultural and food chemistry, 67(38), 10637-10645 (2019-09-13)
Previous studies have shown that selenite, a representative of inorganic form selenium, exerts its anticancer effect by inducing apoptosis in androgen-dependent LNCaP prostate cancer cells, but few studies have determined the nature of cell death induced by selenite in metastatic
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