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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:
52817-12-6
Peso molecular:
253.05
MDL number:
MFCD00191849
UNSPSC Code:
12352100
PubChem Substance ID:
24865055
NACRES:
NA.22

Quality Level

100

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)

Categorías relacionadas

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
GHS07

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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Certificados de análisis (COA)

Lot/Batch Number
09408AR
09107PB
08204TA
04315MF
01002KU

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Sigma-Aldrich

596280

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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)
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.
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
Farukh Arjmand et al.
Bioorganic chemistry, 104, 104327-104327 (2020-11-05)
Copper-based antitumor drug entities 1-3 derived from substituted (F-, Br-, -CH3) 3-formylchromone pharmacophore were synthesized and thoroughly characterized by spectroscopic and single X-ray crystallographic studies. These complexes show structural novelty due to presence of the X-bonds in chromone scaffold which
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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