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PURPURIN

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PURPURIN Basic information

Product Name:
PURPURIN
Synonyms:
  • CI NO 58205
  • CI 58205
  • 1,2,4-TRIHYDROXY-9,10-ANTHRACENEDIONE
  • 1,2,4-TRIHYDROXYANTHRAQUINONE
  • ALIZARIN PURPURIN
  • 1,2,4-trihydroxyanthracene-9,10-dione
  • PURPURIN, FOR THE DETECTION OF B, PB
  • PURPURIN
CAS:
81-54-9
MF:
C14H8O5
MW:
256.21
EINECS:
201-359-8
Product Categories:
  • Anthraquinones, Hydroquinones and Quinones
  • Anthraquinones
  • Intermediates of Dyes and Pigments
  • Hydroxyanthraquinones
Mol File:
81-54-9.mol
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PURPURIN Chemical Properties

Melting point:
253-256 °C(lit.)
Boiling point:
359.45°C (rough estimate)
Density 
1.659
refractive index 
1.4825 (estimate)
Flash point:
113 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
pka
7.05±0.20(Predicted)
form 
Powder
Colour Index 
58205
color 
Brown-red to brown
Water Solubility 
6.405mg/L(25 ºC)
Merck 
14,7945
BRN 
1887127
LogP
4.600 (est)
CAS DataBase Reference
81-54-9
EPA Substance Registry System
Purpurin (81-54-9)
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Safety Information

Hazard Codes 
Xi,C,F
Risk Statements 
36/37/38-34-11
Safety Statements 
26-36-45-36/37/39-16
WGK Germany 
3
RTECS 
CB8200000
HS Code 
29146990

MSDS

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PURPURIN Usage And Synthesis

Chemical Properties

brown-red to brown powder

Uses

xanthin oxidase inhibitor, irritant

Uses

A xanthine oxidase inhibitor.

Uses

Purpurin is a naturally occurring reddish-yellow pigment found in madder root (R. tinctorum) that has been used both in herbal remedies and as food coloring. It can also by synthetically derived from 9,10-anthraquinone. Purpurin is protective against a number of food-derived heterocyclic amines in bacterial mutagenicity assays through its inhibition of CYP450-dependent N-hydroxylation and reduction of N-hydroxylamines. Purpurine can also inhibit (IC50 = 6.6 μM) spermidine-induced autoactivation of plasma hyaluronan-binding protein, a serine protease that can activate coagulation factor VII and prourokinase.

Uses

Purpurin is an anthraquinone derivative and is well known as a colour pigment derived from madder plants. Purpurin was extensively utilized in herbal remedies, in food colouring and dyes for cotton pr inting. Due to the high antioxidant activity exhibited by anthraquinone compounds, purpurin was determined through studies to possess potential radical scavenging effects. Purprin has also been shown to have inhibitory effects towards serine protease.

Definition

ChEBI: A trihydroxyanthraquinone derived from anthracene by substitution with oxo groups at C-9 and C-10 and with hydroxy groups at C-1, C-2 and C-4.

Purification Methods

Crystallise purpurin from aqueous EtOH, dry it at 100o. [Beilstein 8 IV 3568.]

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