PURPURIN

Base Information

• Chemical Name: PURPURIN
• CAS No.: 81-54-9
• Molecular Formula: C14H8 O5
• Molecular Weight: 256.215
• Hs Code.: 29146990
• European Community (EC) Number: 201-359-8
• NSC Number: 10447
• UNII: L1GT81LS6N
• DSSTox Substance ID: DTXSID4021214
• Nikkaji Number: J3.859H
• Wikipedia: 1,2,4-Trihydroxyanthraquinone
• Wikidata: Q116472
• Pharos Ligand ID: J751L83NH1QQ
• Metabolomics Workbench ID: 53399
• ChEMBL ID: CHEMBL294264
• Mol file: 81-54-9.mol

Synonyms:Anthraquinone,1,2,4-trihydroxy- (7CI,8CI); Purpurin (6CI);1,2,4-Trihydroxy-9,10-anthraquinone; 1,2,4-Trihydroxyanthraquinone; C.I. 58205;C.I. 75410; Hydroxylizaric acid; NSC 10447; Purpurin (dye); Purpurine; SmokeBrown G; Verantin

Chemical Property of PURPURIN

Chemical Property:

• Vapor Pressure: 1.21E-11mmHg at 25°C
• Melting Point: 253-256 °C(lit.)
• Refractive Index: 1.772
• Boiling Point: 525.1 °C at 760 mmHg
• PKA: 7.05±0.20(Predicted)
• Flash Point: 113 °C
• PSA: 94.83000
• Density: 1.659 g/cm³
• LogP: 1.57880
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 6.405mg/L(25 oC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 256.03717335
• Heavy Atom Count: 19
• Complexity: 407

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Purpurin(85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C,F
• Statements: 36/37/38-34-11
• Safety Statements: 26-36-45-36/37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)O)O
• Uses: xanthin oxidase inhibitor, irritant 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. A xanthine oxidase inhibitor. 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.

Technology Process of PURPURIN

There total 63 articles about PURPURIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,4-bis-diacetoxyboranyloxy-2-hydroxy-anthraquinone + water (7732-18-5) → 1,2,4-trihydroxy-9,10-anthraquinone (81-54-9) + metaboric acid (13460-50-9) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

Reference yield:

anthracene (120-12-7) → 2-hydroxy-9,10-anthraquinone (605-32-3) + 1,2,4-trihydroxy-9,10-anthraquinone (81-54-9) + xanthopurpurin (518-83-2) + 9,10-phenanthrenequinone (84-65-1)

Guidance literature:

In water; Further byproducts given; Formation of xenobiotics; simulated solar irradiation;

DOI:10.1016/S0045-6535(99)00331-8

Reference yield:

sulfuric acid (7664-93-9) + 9,10-phenanthrenequinone (84-65-1) → 1,2,4-trihydroxy-9,10-anthraquinone (81-54-9) + 1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + 1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9)

Guidance literature:

upstream raw materials:

phthalic anhydride

2-monochlorophenol

3,4-dichlorophenol

4-Chlororesorcinol

Downstream raw materials:

8-hydroxy-6,15-dihydro-dinaphtho[2,3-a;2',3'-h]phenazine-5,9,14,18-tetraone

anthracene

1,4-dihydroxy-9,10-anthracenedione

1,2,4,5,6,8-hexahydroxy-9,10-anthraquinone

Refernces

• 1、 Mallakin, Ali,George Dixon,Greenberg, Bruce M.. "Pathway of anthracene modification under simulated solar radiation". . p. 1435 - 1441. Retrieved 2007/10/03.
• 2、 -. "Method for dyeing keratinous fibres using a monohydroxyindole or dihydroxyindole and a non-oxidizing aromatic carbonyl derivative and dyeing agent". . . Retrieved 2008/06/13.