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Merck
CN

229148

Purpurin

Dye content 90 %

Synonym(s):

1,2,4-Trihydroxyanthraquinone, Hydroxylizaric acid, Verantin

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About This Item

Empirical Formula (Hill Notation):
C14H8O5
CAS Number:
Molecular Weight:
256.21
EC Number:
201-359-8
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
MDL number:
Colour Index Number:
58205
Beilstein/REAXYS Number:
1887127
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InChI key

BBNQQADTFFCFGB-UHFFFAOYSA-N

InChI

1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H

SMILES string

Oc1cc(O)c2C(=O)c3ccccc3C(=O)c2c1O

assay

>70-85% (HPLC)

form

powder

composition

Dye content, 90%

impurities

1-3% DMF

mp

253-256 °C (lit.)

solubility

NH4OH: 1 mg/mL, clear to turbid

λmax

515 nm, 521 nm (2nd)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

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General description

Purpurin (1, 2, 4-trihydroxyanthraquinone) is the key pigment present in the roots of Indian madder (Rubia cordifolia). This pigment produces colors, with distinctive heat and light resistant properties.

Application

Nuclear stain in histology

pictograms

Exclamation mark

signalword

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

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Dyeing studies with hydroxyanthraquinones extracted from Indian madder. Part 1: Dyeing of nylon with purpurin
Gupta D
Coloration Technology (2001)
Optimization of microwave-assisted extraction for alizarin and purpurin in Rubiaceae plants and its comparison with conventional extraction methods.
Dabiri M
Journal of Separation Science, 28, 387-396 (2005)
Tim Marczylo et al.
Journal of agricultural and food chemistry, 51(11), 3334-3337 (2003-05-15)
Purpurin, an anthraquinone constituent from madder root, has previously been reported as antimutagenic in the Ames Salmonella bacterial mutagenicity assay and as antigenotoxic in Drosophila melanogaster, against a range of environmental carcinogens. Short-term dietary supplementation with purpurin inhibits the formation
C J Gomer et al.
Cancer research, 56(10), 2355-2360 (1996-05-15)
Photodynamic therapy (PDT) is an experimental cancer therapy inducing tumor tissue damage via photosensitizer-mediated oxidative cytotoxicity. A previous report indicates that oxidative stress induced by hydrogen peroxide or menadione activates the heat shock transcription factor in mouse cells but does
Modified porphyrins, chlorins, phthalocyanines, and purpurins: second-generation photosensitizers for photodynamic therapy.
M Kreimer-Birnbaum
Seminars in hematology, 26(2), 157-173 (1989-04-01)

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