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Merck
CN

A89502

Anthraflavic acid

technical grade, 90%

Synonym(s):

2,6-Dihydroxyanthraquinone, Anthraflavine

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About This Item

Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
Molecular Weight:
240.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
201-544-3
MDL number:
Assay:
90%
Form:
powder
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grade

technical grade

Quality Level

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

Related Categories

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.

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
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
Synthesis of tetrahydroxy-?-extended tetrathiafulvalenes as new supramolecular redox building blocks
Diaz Marta C, et al.
Tetrahedron Letters, 44(5), 945-948 (2003)
M Das et al.
Cancer research, 47(3), 767-773 (1987-02-01)
Naturally occurring plant phenols such as tannic acid, quercetin, myricetin, and anthraflavic acid are known to inhibit the mutagenicity of several bay-region diol-epoxides of polycyclic aromatic hydrocarbons (PAHs). The binding of bay-region diol-epoxides of PAHs to target tissue DNA is

Global Trade Item Number

SKUGTIN
A89502-5G04061833401002

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