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402141

Sigma-Aldrich

3-Formyl-6-isopropylchromone

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H12O3
CAS Number:
Molecular Weight:
216.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

99%

mp

98-100 °C (lit.)

SMILES string

CC(C)c1ccc2OC=C(C=O)C(=O)c2c1

InChI

1S/C13H12O3/c1-8(2)9-3-4-12-11(5-9)13(15)10(6-14)7-16-12/h3-8H,1-2H3

InChI key

FRRYMYQANNFABF-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

General description

3-Formyl-6-isopropylchromone (6-Isopropyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde, 6-Isopropyl-4-oxo-4H-chromene-3-carbaldehyde), a pyrazine (paradiazine) derivative, is a heterocyclic building block. It is a heterocyclic six-membered aromatic compound bearing nitrogen atoms at para positions.
Combustion calorimetric experiments have been conducted to evaluate the enthalpy of combustion of 3-formyl-6-isopropylchromone. Cytotoxic activity of 3-formyl-6-isopropylchromone against normal and tumor cells in vivo has been tested.

Application

3-Formyl-6-isopropylchromone 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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Enthalpies of combustion and formation of 3-formylchromones.
Flores H, et al.
Thermochimica Acta, 450(1), 35-37 (2006)
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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