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D108103

Sigma-Aldrich

1,8-Dihydroxyanthraquinone

96%

Synonym(s):

Chrysazine, Danthron

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About This Item

Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
117-10-2
Molecular Weight:
240.21
Beilstein:
2054727
EC Number:
204-173-5
MDL number:
MFCD00001211
UNSPSC Code:
12352100
PubChem Substance ID:
24893346
NACRES:
NA.22

Assay

96%

form

powder

mp

191-193 °C (lit.)

SMILES string

Oc1cccc2C(=O)c3cccc(O)c3C(=O)c12

InChI

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

InChI key

QBPFLULOKWLNNW-UHFFFAOYSA-N

Gene Information

human ... RXRA(6256)

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Application

1,8-Dihydroxyanthraquinone can be used:
  • To prepare an inclusion complex with β-cyclodextrin, applicable as a sensor in the estimation of Cu2+ ions in an aqueous solution.
  • As a starting material in the synthesis of 1,4,5,8-tetramethoxyanthracene.
  • As an aromatic scavenger in the modification of lignin, which acts as a corrosion inhibitor for steel.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335,H351

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 1

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Practical Synthesis of 1, 4, 5, 8-Tetramethoxyanthracene from Inexpensive and Readily Available 1, 8-Dihydroxyanthraquinone
Navale TS and Rathore R
Synthesis, 44(05), 805-809 (2012)
Improved corrosion inhibition of mild steel by chemically modified lignin polymers from Elaeis guineensis agricultural waste
Hussin MH, et al.
Materials Chemistry and Physics, 163(05), 201-212 (2015)
Hui Zhou et al.
Biophysical chemistry, 114(1), 21-26 (2005-03-29)
Danthron is an important natural occurring component in laxative drugs. In this paper, electrochemical investigation of danthron and its interaction with DNA is reported. Via the electrochemical approach assisted by ultraviolet-visible (UV-Vis) spectroscopy, we have proved that danthron intercalates into
Hiroyuki Yamazaki et al.
Marine drugs, 10(12), 2691-2697 (2013-01-25)
1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of
Chunyu Qiao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(1), 136-143 (2007-09-11)
The interactions of fish sperm deoxyribonucleic acid (DNA) with anthraquinones, such as chrysophanol, physcion and 1,8-dihydroxy anthraquinone, were investigated by using ethidium bromide (EB) as fluorescence probe. The binding constants of anthraquinones and DNA were obtained by the fluorescence quenching
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