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402192

Sigma-Aldrich

3-Formyl-6-nitrochromone

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H5NO5
CAS Number:
42059-80-3
Molecular Weight:
219.15
MDL number:
MFCD00192184
UNSPSC Code:
12352100
PubChem Substance ID:
24865060
NACRES:
NA.22

Quality Level

100

assay

99%

mp

157-161 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc2OC=C(C=O)C(=O)c2c1

InChI

1S/C10H5NO5/c12-4-6-5-16-9-2-1-7(11(14)15)3-8(9)10(6)13/h1-5H

InChI key

JBDRQGWTNRIJRV-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

Related Categories

General description

3-Formyl-6-nitrochromone (6-Nitro-4-oxo-4H-1-benzopyran-3-carboxaldehyde) is a benzopyran derivative. It is a bicyclic heterocyclic molecule made up of a benzene ring fused to a heterocyclic pyran ring. 3-Formyl-6-nitrochromone has been reported to exhibit inhibitory activity against urease.

Application

3-Formyl-6-nitrochromone 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 is the suitable reagent used in the synthesis of uridine-based library.

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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.
Howard C Hang et al.
Chemistry & biology, 11(3), 337-345 (2004-05-05)
The polypeptide N-acetyl-alpha-galactosaminyltransferases (ppGalNAcTs, also abbreviated ppGaNTases) initiate mucin-type O-linked glycosylation and therefore play pivotal roles in cell-cell communication and protection of tissues. In order to develop new tools for studying mucin-type O-linked glycosylation, we screened a 1338 member uridine-based
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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