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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

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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

Signal Word

Warning

Hazard Statements

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

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’.

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