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Merck
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SML0149

Sigma-Aldrich

3-Ethoxy-5,6-dibromosalicylaldehyde

≥95% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C9H8Br2O3
Numéro CAS:
20041-64-9
Poids moléculaire :
323.97
Numéro MDL:
MFCD00297095
Code UNSPSC :
12352200
ID de substance PubChem :
329825197
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

yellow

Solubilité

DMSO: ≥15 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

MZAISYPWQNBWED-UHFFFAOYSA-N

Application

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H317

Classification des risques

Acute Tox. 4 Oral - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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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
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