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A89502

Sigma-Aldrich

Anthraflavic acid

technical grade, 90%

Sinónimos:

2,6-Dihydroxyanthraquinone, Anthraflavine

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About This Item

Fórmula empírica (notación de Hill):
C14H8O4
Número de CAS:
84-60-6
Peso molecular:
240.21
EC Number:
201-544-3
MDL number:
MFCD00001228
UNSPSC Code:
12352100
PubChem Substance ID:
24891386
NACRES:
NA.22

grade

technical grade

assay

90%

form

powder

mp

>320 °C (lit.)

SMILES string

Oc1ccc2C(=O)c3cc(O)ccc3C(=O)c2c1

InChI

1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H

InChI key

APAJFZPFBHMFQR-UHFFFAOYSA-N

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Application

Anthraflavic acid can be used as a starting material to synthesize tetrahydroxy tetrathiafulvalene (TTF) derivatives, which are used as redox-active building blocks in supramolecular and materials science. It is also utilized to prepare phosphanylidene anthra[2,1-b]furans by reacting with dialkyl acetylenedicarboxylates and triphenylphosphine.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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H Mukhtar et al.
Cancer research, 48(9), 2361-2365 (1988-05-01)
Our recent studies have shown that naturally occurring dietary plant phenols such as tannic acid, quercetin, myricetin, and anthraflavic acid are capable of inhibiting polycyclic aromatic hydrocarbon (PAH) metabolism and subsequent PAH-DNA adduct formation in epidermis of SENCAR mice (M.
María Elena Sánchez-Vergara et al.
Molecules (Basel, Switzerland), 17(9), 10000-10013 (2012-08-28)
Semiconducting thin films were grown on quartz substrates and crystalline silicon wafers, using dilithium phthalocyanine and the organic ligands 2,6-dihydroxyanthraquinone and 2,6-diaminoanthraquinone as the starting compounds. The films, thus obtained, were characterized by Fourier Transform infrared (FTIR), fast atomic bombardment
Extrapolation of in vitro antimutagenicity to the in vivo situation: the case for anthraflavic acid.
C Ioannides et al.
Basic life sciences, 61, 103-110 (1993-01-01)
A D Ayrton et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 26(11-12), 909-915 (1988-11-01)
Administration of the antimutagen anthraflavic acid to rats gave rise to significant increases in the hepatic microsomal O-deethylations of ethoxyresorufin and ethoxycoumarin, but not in the O-dealkylation of pentoxyresorufin nor in cytosolic glutathione S-transferase activity. Immunoblot studies of solubilized microsomes
Regioselective synthesis of novel functionalized phosphanylidene anthra [2, 1-b] furan derivatives under solvent-free conditions
Nourmohammadian F and Gholami MD
Phosphorus, Sulfur, and Silicon and the Related Elements, 185(2), 340-346 (2010)
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