81-54-9

Basic information

• Product Name: PURPURIN
• Synonyms: PURPURIN;TIMTEC-BB SBB006444;1,2,4-trihydroxy-10-anthracenedione;1,2,4-Trihydroxy-9,10-anthraquinone;1,2,4-Trihydroxyanthra-9,10-quinone;1,2,4-Trihydroxyanthrachinon;1,2,4-trihydroxy-anthraquinon;10-Anthracenedione,1,2,4-trihydroxy-9
• CAS NO: 81-54-9
• Molecular Formula: C₁₄H₈O₅
• Molecular Weight: 256.21
• EINECS: 201-359-8
• Product Categories: Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Anthraquinones;Hydroxyanthraquinones
• Mol File: 81-54-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 253-256 °C(lit.)
• Boiling Point: 359.45°C (rough estimate)
• Flash Point: 113 °C
• Appearance: Brown-red to brown/Powder
• Density: 1.659
• Vapor Pressure: 1.21E-11mmHg at 25°C
• Refractive Index: 1.4825 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 7.05±0.20(Predicted)
• Water Solubility: 6.405mg/L(25 oC)
• Merck: 14,7945
• BRN: 1887127
• CAS DataBase Reference: PURPURIN(CAS DataBase Reference)
• NIST Chemistry Reference: PURPURIN(81-54-9)
• EPA Substance Registry System: PURPURIN(81-54-9)

Safety Data

• Hazard Codes: Xi,C,F
• Statements: 36/37/38-34-11
• Safety Statements: 26-36-45-36/37/39-16
• WGK Germany: 3
• RTECS: CB8200000
• Hazardous Substances Data: 81-54-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 81-54-9 differently. You can refer to the following data:
1. xanthin oxidase inhibitor, irritant
2. 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.
3. A xanthine oxidase inhibitor.
4. 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.

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.]

InChI:InChI=1/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

Upstream product

• 1709-63-3 anthracene-1,4,9,10-tetraone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 5539-67-3 anthracene-1,2,9,10-tetraone 
• 81-52-7 2-bromoquinizarine 
• 84-65-1 9,10-phenanthrenequinone 
• 120-12-7 anthracene 
• 7664-93-9 sulfuric acid 
• 13460-50-9 metaboric acid 
• 85-44-9 phthalic anhydride 
• 106-48-9 4-chloro-phenol 
• 7778-39-4 orthoarsenic acid 
• 518-83-2 xanthopurpurin 
• 7732-18-5 water 

Downstream Products

• 4644-05-7 1,4-dihydroxy-2-p-toluidino-anthraquinone 
• 120-12-7 anthracene 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 122268-26-2 2-(benzyloxy)-1,4-dihydroxyanthracene-9,10-dione 
• 1246895-83-9 1,2-bis(benzyloxy)-4-hydroxyanthracene-9,10-dione 
• 1297599-00-8 1,2,4-tris[4-(trifluoromethyl)phenyl]anthraquinone 
• 1297599-01-9 1,2,4-tris(4-methoxyphenyl)anthraquinone 
• 1297599-02-0 1,2,4-tris(4-tert-butylphenyl)anthraquinone 
• 1297599-03-1 1,2,4-tris(4-chlorophenyl)anthraquinone 
• 1297599-04-2 1,2,4-tris(4-fluorophenyl)anthraquinone 
• 1297599-06-4 1,4-bis(4-tert-butylphenyl)-2-[(trifluoromethylsulfonyl)oxy]anthraquinone 
• 1297599-07-5 1,4-bis(4-methylphenyl)-2-[(trifluoromethylsulfonyl)oxy]anthraquinone 
• 1297599-08-6 1,4-bis(4-ethylphenyl)-2-[(trifluoromethylsulfonyl)oxy]anthraquinone 
• 1297599-09-7 1,4-bis(3,5-dimethylphenyl)-2-[(trifluoromethylsulfonyl)oxy]anthraquinone 

Relevant articles and documents

METHOD FOR PREPARING ALIZARIN DERIVATIVE COMPOUND, NOVEL ALIZARIN DERIVATIVE COMPOUND, SURFACE MODIFICATION METHOD, PHOTOELECTRIC CONVERSION FILM, PHOTOELECTRIC CONVERSION ELEMENT, AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR

The present invention provides a novel alizarin derivative compound and a simplified and low cost method for preparing an alizarin derivative compound including: obtaining a compound represented by Formula (2) using a compound represented by Formula (3); and obtaining an alizarin derivative compound represented by Formula (1) using the compound represented by Formula (2); in Formulae (1) to (3), R1 represents a hydrogen atom or a substituent; n represents an integer of 1 to 3, L represents a specific alkyl group; Q represents an atomic group needed to form an aromatic ring or a heteroaromatic ring with adjacent carbon atoms; and P represents an atomic group which includes an atom(s) selected from a hydrogen atom, a carbon atom, an oxygen atom, a sulfur atom, a silicon atom and a boron atom, and which is needed to form a ring structure group with adjacent two oxygen atoms and two carbon atoms; Formula (1) Formula (2) Formula (3).

C-Alkylation of Methyl leuco 6-deoxykermesate by Aldol Reactions and its Application to Synthesis of Carminic acid (the colourant principle of cochineal)

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Production and use of purpurins, chlorins and purpurin- and chlorin-containing compositions

Families of chlorins, families of purpurins and metal complexes thereof are disclosed. The purpurins and their metal complexes have the structures of FIGS. 1, 7, 14-18, 29-38, 44-48 and 54-58 of the attached drawings. The chlorins and their metal complexes have the formulas of FIGS. 2, 8, 19, 20, 22, 23, 24, 25, 27, 28, 39, 40, 42, 43 and 49-53 of the attached drawings. Solutions of the purpurins, of the foregoing and other chlorins and of the metal complexes which are physiologically acceptable for intravenous administration are also disclosed, as are emulsions or suspensions of the solutions. The solvent for the solutions can be a product of the reaction of ethylene oxide with castor oil. A method for detecting and treating tumors in human and animal patients is also disclosed. The method comprises administering one of the purpurins, chlorins or metal complexes to the patient. For detection, the patient is then illuminated with ultra violet light; for treatment, the patient is illuminated with visible light of a wavelength at which the purpurin, chlorin or complex administered shows an absorption peak. Families of purpurins, chlorins and metal complexes which can be detected by nuclear magnetic resonance or by an instrument that detects ionizing radiation are also disclosed. These compounds have the formula of one of FIGS. 1, 2, 7, 8, or 14-58 and a structure which is enriched in an atom that can be detected by nuclear magnetic resonance, e.g., C-13 or N-15, or by an instrument that detects ionizing radiation, e.g., C-14.