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Merck

402168

Sigma-Aldrich

6-Bromo-3-formylchromone

99%

Sinónimos:

6-Bromo-4-oxo-4H-1-benzopyran-3-carboxaldehyde

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About This Item

Fórmula empírica (notación de Hill):
C10H5BrO3
Número de CAS:
Peso molecular:
253.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

190-193 °C (lit.)

functional group

aldehyde
bromo
ketone

SMILES string

[H]C(=O)C1=COc2ccc(Br)cc2C1=O

InChI

1S/C10H5BrO3/c11-7-1-2-9-8(3-7)10(13)6(4-12)5-14-9/h1-5H

InChI key

PCEZXSJBHMOQFT-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

General description

6-Bromo-3-formylchromone (6-Bromo-4-oxo-4H-1-benzopyran-3-carboxaldehyde) is a 3-formylchromone derivative. In vivo cytotoxic activity of 6-bromo-3-formylchromone against normal and tumor cells has been tested.

Application

6-Bromo-3-formylchromone is the suitable reagent used in a study to investigate the multidrug resistance reversal by some 3- formylchromones in human colon cancer and mouse lymphoma cells transfected with the human MDR1 gene. It may be used in the preparation of chromone containing sulfonamides.
6-Bromo-3-formylchromone may be used in the preparation of 6′-bromopyranothiazine-4,7-diones.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A study of the reactions of 2-aryl-4-hydroxy-6H-1,3-thiazin-6-ones with chromone-3-carboxaldehydes.
Shutov RV, et al.
Tetrahedron Letters, 52(2), 266-269 (2011)
Mariya al-Rashida et al.
Bioorganic & medicinal chemistry, 19(11), 3367-3371 (2011-05-11)
Series of chromone containing sulfonamides were prepared by the reaction of (un)substituted 3-formylchromones with 3-aminobenzenesulfonamide and 4-aminobenzenesulfonamide. Bovine carbonic anhydrase (bCA) inhibitory activity of these newly synthesized compounds was determined. All compounds were active and possessed excellent bCA inhibitory activities
Masami Kawase et al.
In vivo (Athens, Greece), 21(5), 829-834 (2007-11-21)
Several 3-formylchromone derivatives were examined for their tumor cell-cytotoxic, anti-Helicobacter pylori, urease inhibitory and anti-HIV activity. Comparing their relative cytotoxicity against four human tumor cell lines and three normal human cells, tumor cell-specific cytotoxicity was detected in some 3-formylchromone derivatives.
Zoltán Baráth et al.
In vivo (Athens, Greece), 20(5), 645-649 (2006-11-10)
Several new 3-formylchromone derivatives proved to be modifiers of multidrug resistance in mouse lymphoma cells and in human Colo320 colon cancer cells. There is apparently a structure-activity relationship between the antiproliferative multidrug resistance-reversing effect and the chemical structure of the

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