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Key Documents

383449

Sigma-Aldrich

3-Formylchromone

97%

Synonyma:

4-Oxo-4H-1-benzopyran-3-carboxaldehyde

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C10H6O3
Číslo CAS:
Molekulová hmotnost:
174.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

151-153 °C (lit.)

SMILES string

O=CC1=COc2ccccc2C1=O

InChI

1S/C10H6O3/c11-5-7-6-13-9-4-2-1-3-8(9)10(7)12/h1-6H

InChI key

FSMYWBQIMDSGQP-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

General description

Electrospray ionization mass spectrometry (ESI-MS) of protonated 3-formylchromone (3-FC) shows loss of H2 as a major fragmentation route to yield a ketene cation, which on reaction with water forms a protonated carboxylic acid. The invivo salubrious effects of 3-FC against nitrosodiethylamine (NDEA) mediated early hepatocellular carcinogenesis has been investigated. Synthesis and characterization of 3-FC and its derivatives has been reported.

Application

3-Formylchromone may be used in the following studies:
  • Preparation of library of novel (E)-3-(2-arylcarbonyl-3-(arylamino)allyl)-4H-chromen-4-ones, by three-component domino reactions with (E)-3-(dimethylamino)-1-arylprop-2-en-1-ones and anilines under catalyst-free conditions.
  • Facile and ecofriendly synthesis of new chromonyl chalcones.
  • Synthesis of 3-(2-hydroxybenzoyl)quinolines and 7H-chromeno[3,2-c]quinolin-7-ones.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Osvědčení o analýze (COA)

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Chromone 99%

Sigma-Aldrich

199222

Chromone

Andrey S Plaskon et al.
The Journal of organic chemistry, 73(15), 6010-6013 (2008-07-03)
A facile and versatile procedure for the synthesis of 3-(2-hydroxybenzoyl)quinolines and 7H-chromeno[3,2-c]quinolin-7-ones was elaborated on the basis of TMSCl-mediated recyclization of 3-formylchromone with various anilines. Limitations and scope of this methodology were established, and a possible mechanism for the heterocyclizations
Pedatsur Neta et al.
Rapid communications in mass spectrometry : RCM, 28(17), 1871-1882 (2014-08-05)
Electrospray ionization mass spectrometry (ESI-MS) of many protonated aldehydes shows loss of CO as a major fragmentation pathway. However, we find that certain aldehydes undergo loss of H2 followed by reaction with water in the collision cell. This complicates interpretation
Koichi Takao et al.
Bioorganic chemistry, 83, 432-437 (2018-11-15)
A series of eighteen pyrano[4,3-b][1]benzopyranone derivatives (1a-9b) were synthesized, and structure-activity relationships of their monoamine oxidase (MAO) A and B, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibitory activities were evaluated. Most of the synthesized compounds exhibited weak inhibitory activity toward MAO-A
Muhammed Bilaal Ismail et al.
Nucleosides, nucleotides & nucleic acids, 38(12), 950-971 (2019-07-11)
Herein, we report the DNA interaction studies of rhenium(I) and -(V) compounds with Schiff base chelates encompassing biologically relevant moieties. More specifically, the DNA interaction capabilities of these rhenium complexes were probed using Gel Electrophoresis and Calf Thymus-DNA titrations monitored
Zeba N Siddiqui et al.
Journal of enzyme inhibition and medicinal chemistry, 27(1), 84-91 (2011-05-27)
A facile and ecofriendly synthesis of new chromonyl chalcones 3a-b from 3-formylchromone 1 and active methyl compounds 2a-b is reported under thermal solvent-free heating condition in good yields. The chromonyl chalcones 3a-b were used as intermediates under green condition for

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