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383473

Sigma-Aldrich

3-Formyl-6-methylchromone

97%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C11H8O3
Numero CAS:
Peso molecolare:
188.18
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

172-173 °C (lit.)

Stringa SMILE

Cc1ccc2OC=C(C=O)C(=O)c2c1

InChI

1S/C11H8O3/c1-7-2-3-10-9(4-7)11(13)8(5-12)6-14-10/h2-6H,1H3
GBWMIOYSMWCYIZ-UHFFFAOYSA-N

Descrizione generale

3-Formyl-6-methylchromone is a 3-formyl-substituted chromone. The combustion calorimetric estimation of the enthalpy of combustion of 3-formyl-6-methylchromone has been reported. Its anti-proliferative action on the MDR human colon cancer and mouse lymphoma has been investigated.

Applicazioni

3-Formyl-6-methylchromone has been used for the synthesis of 3-formyl-6-methylchromone-4-phenylthiosemicarbazone.
3-Formyl-6-methylchromone may be used in the preparation of series of Schiff′s bases, via reaction with aromatic sulfonamides, such as sulfanilamide, homosulfanilamide, 4-aminoethyl-benzenesulfonamide, a pyrimidinyl-substituted sulfanilamide derivative, sulfaguanidine and 4-amino-6-trifluoromethyl-benzene-1,3-disulfonamide. It may be used in the preparation of Schiff base, which undergoes addition reaction with diethyl phosphite to afford bis[(1,2,4,3-triazaphospholyl)(chromonyl)aminomethylphosphonate] derivative and bis[(1,2,4,3-triazaphospholyl)(chromonyl)phosphorylamino-methylphosphonate] derivative.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Synthesis, characterization, crystal structure and antimicrobial activity of copper (II) complexes with a thiosemicarbazone derived from 3-formyl-6-methylchromone.
Ilies DC, et al.
Polyhedron, 81, 123-131 (2014)
Synthetic approach for novel bis (a-aminophosphonic acid) derivatives of chromone containing 1, 2, 4, 3-triazaphosphole moieties
Ali, TE and Halacheva, SS.
Heteroatom Chem., 20(3), 117-122 (2009)
Luca Puccetti et al.
Bioorganic & medicinal chemistry letters, 15(12), 3096-3101 (2005-05-24)
A series of Schiff's bases was prepared by reaction of 3-formyl-chromone or 6-methyl-3-formyl-chromone with aromatic sulfonamides, such as sulfanilamide, homosulfanilamide, 4-aminoethyl-benzenesulfonamide, a pyrimidinyl-substituted sulfanilamide derivative, sulfaguanidine and 4-amino-6-trifluoromethyl-benzene-1,3-disulfonamide. The zinc complexes of these sulfonamides have also been obtained. The new
Enthalpies of combustion and formation of 3-formylchromones.
Flores H, et al.
Thermochimica Acta, 450(1), 35-37 (2006)
Farukh Arjmand et al.
Bioorganic chemistry, 104, 104327-104327 (2020-11-05)
Copper-based antitumor drug entities 1-3 derived from substituted (F-, Br-, -CH3) 3-formylchromone pharmacophore were synthesized and thoroughly characterized by spectroscopic and single X-ray crystallographic studies. These complexes show structural novelty due to presence of the X-bonds in chromone scaffold which

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