Xanthopurpurin

Base Information

• Chemical Name: Xanthopurpurin
• CAS No.: 518-83-2
• Molecular Formula: C14H8O4
• Molecular Weight: 240.215
• Hs Code.: 2914690090
• UNII: 9RBB2G1GQB
• DSSTox Substance ID: DTXSID6075431
• Nikkaji Number: J6.588I
• Wikipedia: 1,3-Dihydroxyanthraquinone
• Wikidata: Q4545678
• Metabolomics Workbench ID: 47147
• ChEMBL ID: CHEMBL372711
• Mol file: 518-83-2.mol

Synonyms:Xanthopurpurin;1,3-Dihydroxyanthraquinone;518-83-2;Purpuro;Purpuroxathin;Purpuroxathine;Xanthopurpin;1,3-dihydroxyanthracene-9,10-dione;Purpuroxanthin;1,3-Dihydroxy-9,10-anthracenedione;1,3-dihydroxy-9,10-anthraquinone;CCRIS 3523;Anthraquinone, 1,3-dihydroxy-;9,10-Anthracenedione, 1,3-dihydroxy-;UNII-9RBB2G1GQB;9RBB2G1GQB;BRN 1979394;XANTHOPURPURINE;CHEBI:37502;C.I. 75340;1,3-Dihydroxy-Anthraquinone;4-08-00-03259 (Beilstein Handbook Reference);9,10-Anthracenedione, 1,3-dihydroxy- (9CI);1,3-DIHYDROXY-9,10-DIHYDROANTHRACENE-9,10-DIONE;Purpuro (Ligand 1);CHEMBL372711;SCHEMBL1426707;DTXSID6075431;HY-N7619;BDBM50400183;AKOS015963955;LS-20668;MS-23397;1,3-Dihydroxy-9,10-anthracenedione, 9CI;CS-0134802;Q4545678

Chemical Property of Xanthopurpurin

Chemical Property:

• Vapor Pressure: 3.31E-11mmHg at 25°C
• Melting Point: 266-268℃
• Refractive Index: 1.732
• Boiling Point: 514.5 ºC at 760 mmHg
• Flash Point: 279 ºC
• PSA: 74.60000
• Density: 1.54 g/cm³
• LogP: 1.87320
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 240.04225873
• Heavy Atom Count: 18
• Complexity: 378

Purity/Quality:

≥98% ^*data from raw suppliers

Xanthopurpurin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC(=C3)O)O

Technology Process of Xanthopurpurin

There total 5 articles about Xanthopurpurin 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: 60.0%

phthalic anhydride (85-44-9) + recorcinol (108-46-3) → xanthopurpurin (518-83-2)

Guidance literature:

With aluminium trichloride; sodium chloride; at 165 ℃; for 4h;

DOI:10.1021/jm0492655

Reference yield: 57.6%

phthalic anhydride (85-44-9) + 1,3-Dimethoxybenzene (151-10-0) → xanthopurpurin (518-83-2)

Guidance literature:

phthalic anhydride; 1,3-Dimethoxybenzene; With aluminium trichloride; In dichloromethane; at 20 ℃;

With aluminium trichloride; sodium chloride; at 160 - 165 ℃; for 6h;

DOI:10.1016/S0223-5234(00)01190-9

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

upstream raw materials:

pseudopurpurin

anthracene

phthalic anhydride

1,3-Dimethoxybenzene

Downstream raw materials:

benzene-1,2-dicarboxylic acid

xanthopurpurin-1-methylether

1,3-dimethoxy-9,10-anthraquinone

1,3-di-p-tolylanthracene-9,10-dione

Refernces

• 1、 Osman, Che Puteh,Ismail, Nor Hadiani,Widyawaruyanti, Aty,Imran, Syahrul,Tumewu, Lidya,Choo, Chee Yan,Ideris, Sharinah. "Evaluation of a series of 9,10-anthraquinones as antiplasmodial agents". . p. 353 - 363. Retrieved 2019/06/20.
• 2、 Akhtar, Muhammad Nadeem,Zareen, Seema,Yeap, Swee Keong,Ho, Wan Yong,Lo, Kong Mun,Hasan, Aurangzeb,Alitheen, Noorjahan Banu. "Total synthesis, cytotoxic effects of damnacanthal, nordamnacanthal and related anthraquinone analogues". . p. 10042 - 10055. Retrieved 2013/09/23.