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Merck

402168

Sigma-Aldrich

6-Brom-3-formylchromon

99%

Synonym(e):

6-Brom-4-oxo-4H-1-benzopyran-3-carboxaldehyd

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About This Item

Empirische Formel (Hill-System):
C10H5BrO3
CAS-Nummer:
Molekulargewicht:
253.05
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

99%

mp (Schmelzpunkt)

190-193 °C (lit.)

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

InChIKey

PCEZXSJBHMOQFT-UHFFFAOYSA-N

Angaben zum Gen

human ... PTPN1(5770)

Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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1 of 1

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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