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Merck
CN

402168

6-Bromo-3-formylchromone

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H5BrO3
CAS Number:
Molecular Weight:
253.05
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
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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 may be used in the preparation of 6′-bromopyranothiazine-4,7-diones.
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.


Hazard Classifications

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

pictograms

Exclamation mark

signalword

Warning

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

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)
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



Global Trade Item Number

SKUGTIN
402168-1G04061831985801