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383449

3-Formylchromone

Name: 3-Formylchromone
Brand: ALDRICH

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₆O₃

CAS Number:

17422-74-1

Molecular Weight:

174.15

NACRES:

NA.22

PubChem Substance ID:

24863967

UNSPSC Code:

12352100

EC Number:

241-451-5

MDL number:

MFCD00014667

Assay:

97%

Form:

solid

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Properties

assay

97%

form

solid

mp

151-153 °C (lit.)

functional group

aldehyde, ketone

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)

Description

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Loss of H2 and CO from protonated aldehydes in electrospray ionization mass spectrometry.

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

Synthesis and biological evaluation of pyrano[4,3-b][1]benzopyranone derivatives as monoamine oxidase and cholinesterase inhibitors.

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

A catalyst-free multicomponent domino sequence for the diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3-(arylamino)allyl]chromen-4-ones.

Pitchaimani Prasanna et al.

Beilstein journal of organic chemistry, 10, 459-465 (2014-03-13)

The three-component domino reactions of (E)-3-(dimethylamino)-1-arylprop-2-en-1-ones, 3-formylchromone and anilines under catalyst-free conditions afforded a library of novel (E)-3-(2-arylcarbonyl-3-(arylamino)allyl)-4H-chromen-4-ones in good to excellent yields and in a diastereoselective transformation. This transformation generates one C-C and one C-N bond and presumably proceeds

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Global Trade Item Number

SKU	GTIN
383449-5G	04061831964295