Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML0149

Sigma-Aldrich

3-Ethoxy-5,6-dibromosalicylaldehyde

≥95% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H8Br2O3
CAS Number:
20041-64-9
Molecular Weight:
323.97
MDL number:
MFCD00297095
UNSPSC Code:
12352200
PubChem Substance ID:
329825197
NACRES:
NA.77

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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.
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
Sachin Sharma et al.
Scientific reports, 11(1), 3089-3089 (2021-02-06)
The activated hepatic stellate cells (HSCs) are the major cells that secrete the ECM proteins and drive the pathogenesis of fibrosis in chronic liver disease. Targeting of HSCs by modulating their activation and proliferation has emerged as a promising approach
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service