37480
1,4-Dihydroxyanthraquinone
purum, ≥98.0% (HPLC), powder, red-brown
Synonym(s):
Quinizarin
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About This Item
Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
Molecular Weight:
240.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
201-368-7
Beilstein/REAXYS Number:
1914036
MDL number:
InChI key
GUEIZVNYDFNHJU-UHFFFAOYSA-N
InChI
1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H
SMILES string
Oc1ccc(O)c2C(=O)c3ccccc3C(=O)c12
grade
purum
assay
≥98.0% (HPLC)
form
powder
ign. residue
≤1.0%
color
red-brown
mp
195-200 °C
Quality Level
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General description
1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation.
Application
1,4-Dihydroxyanthraquinone may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1, 4 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
flash_point_f
431.6 °F
flash_point_c
222 °C
ppe
Eyeshields, Faceshields, Gloves, type N95 (US)
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Petronela Pascariu Dorneanu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 134, 218-224 (2014-07-12)
Absorption and fluorescence spectra of a polyquinoneimine, PQI, built on 1,4-dihydroxyanthraquinone and a siloxane diamine, 1,3-bis(amino-phenylene-ester-methylene)tetramethyldisiloxane, have been investigated in solvents of different polarities. The effect of solvents on the spectral properties was investigated using Lippert-Mataga and Bakhshiev polarity functions
Photochemical hole-burning study of 1,4-dihydroxyanthraquinone doped in amorphous silica prepared by alcoholate method
Tani T, et al.
Journal of Applied Physics, 58, 3559-3559 (1985)
Exploring 1,4-dihydroxyanthraquinone as long-range emissive ratiometric fluorescent probe for signaling Zn2+/PO43-: ensemble utilization for live cell imaging
Sinha S, et al.
Journal of Photochemistry and Photobiology. B, Biology (2015)
T S Koch et al.
Biophysical chemistry, 36(3), 187-199 (1990-08-15)
The visible absorption spectra of 1,4-(dihydroxy)-9,10-anthraquinone and of Co(II), Ni(II), Cu(II) and Zn(II) chelates have been studied in different organic solvents. This system provides a model for the anthracycline antibiotics and their metal chelates. The band structure of the spectrum
Guang-Zhu Jin et al.
Archives of pharmacal research, 34(7), 1071-1076 (2011-08-04)
A series of 2-substituted-1,4-bis(dimethylamino)-9,10-anthraquinone derivatives were synthesized and their in vitro antiproliferative activities against p388 mouse leukemic tumor cells were evaluated. In addition, the effect of substituents on the phenyl ring was investigated. Among the derivatives tested, seven showed a
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