82-39-3

Basic information

• Product Name: 1-methoxyanthraquinone
• Synonyms: 1-methoxyanthraquinone;1-methoxyanthracene-9,10-dione;1-Methoxyquinone;1-methoxy-9,10-anthraquinone
• CAS NO: 82-39-3
• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 139.12868
• EINECS: 201-418-8
• Mol File: 82-39-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 340.83°C (rough estimate)
• Flash Point: 194.1°C
• Appearance: /
• Density: 1.2068 (rough estimate)
• Vapor Pressure: 1.41E-07mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: 1-methoxyanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxyanthraquinone(82-39-3)
• EPA Substance Registry System: 1-methoxyanthraquinone(82-39-3)

Safety Data

• Hazardous Substances Data: 82-39-3(Hazardous Substances Data)

Usage

General Description

1-Methoxyanthraquinone is a chemical compound with the molecular formula C15H10O3. It is a derivative of anthraquinone and is often used as a catalyst or in the production of dyes and other organic compounds. It is a solid, orange-red crystalline substance that is insoluble in water but soluble in organic solvents. 1-Methoxyanthraquinone is known for its ability to function as a photosensitizer in the production of solar cells and is also used in the manufacturing of pharmaceuticals. Additionally, it has been studied for its potential use in organic light-emitting diodes (OLEDs) and as a component in lithium-ion batteries.

InChI:InChI=1/C15H10O3/c1-18-12-8-4-7-11-13(12)15(17)10-6-3-2-5-9(10)14(11)16/h2-8H,1H3

Upstream product

• 67-56-1 methanol 
• 82-34-8 1-nitroanthraquinone 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 17613-65-9 1-phenoxy-anthraquinone 
• 30845-78-4 potassium 9,10-dihydro-9,10-dioxoanthracene-1-sulfonate 
• 77900-35-7 1-methoxy-9(10H)-anthracenone 
• 108-86-1 bromobenzene 
• 4792-33-0 4-methoxyphthalide 
• 2398-37-0 3-methoxyphenyl bromide 
• 27613-27-0 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile 
• 578-57-4 2-bromoanisole 
• 106500-34-9 1-ethoxy-3-(trimethylsilyl)isobenzofuran 
• 129237-15-6 1-(N-Benzoyl-N-benzylamino)-5-methoxy-1,4,4a,9a-tetrahydro-9,10-anthraquinone 
• 133101-20-9 10-hydroxy-4-methoxy-9-anthracenecarbonitrile 

Downstream Products

• 82-38-2 1-(methylamino)anthraquinone 
• 116-83-6 1-amino-4-methoxyanthraquinone 
• 875837-48-2 1-methoxy-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol 
• 30086-95-4 1,9-anthracenediol 
• 129-43-1 1-hydroxyanthraquinone 
• 7470-93-1 4-methoxy-anthrone 
• 80034-12-4 1-methoxy-9,10-bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol 
• 1715-81-7 1-hydroxy-9(10H)-anthracenone 
• 6003-12-9 alizarin dimethyl ether 
• 54458-84-3 1-methoxyanthracene 
• 77953-83-4 4-methoxy-10-(3,5-dimethylbenzyl)anthrone 
• 51580-22-4 1-methoxy-9,10-bis(phenylethynyl)anthracene 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 128-80-3 D and C green 6 

Relevant articles and documents

Electrochemical Switching of Lariat Ethers: Enhanced Cation Binding by One- and Two-electron Reduction of an Anthraquinone Sidearm

The first example of cation binding enhancement by electrochemical switching in a lariat ether, accomplished by one- or two-electron reduction of a quinone sidearm, is presented.

Characterization of TnmH as an O-Methyltransferase Revealing Insights into Tiancimycin Biosynthesis and Enabling a Biocatalytic Strategy to Prepare Antibody-Tiancimycin Conjugates

The enediynes are among the most cytotoxic molecules known, and their use as anticancer drugs has been successfully demonstrated by targeted delivery. Clinical advancement of the anthraquinone-fused enediynes has been hindered by their low titers and lack of functional groups to enable the preparation of antibody-drug conjugates (ADCs). Here we report biochemical and structural characterization of TnmH from the tiancimycin (TNM) biosynthetic pathway, revealing that (i) TnmH catalyzes regiospecific methylation at the C-7 hydroxyl group, (ii) TnmH exhibits broad substrate promiscuity toward hydroxyanthraquinones and S-alkylated SAM analogues and catalyzes efficient installation of reactive alkyl handles, (iii) the X-ray crystal structure of TnmH provides the molecular basis to account for its broad substrate promiscuity, and (iv) TnmH as a biocatalyst enables the development of novel conjugation strategies to prepare antibody-TNM conjugates. These findings should greatly facilitate the construction and evaluation of antibody-TNM conjugates as next-generation ADCs for targeted chemotherapy.

Synthesis method of anthraquinone derivatives and tetracenedione derivatives through benzannulation reaction

The present invention relates to a method for synthesizing anthraquinone derivatives and tetracene dione derivatives through a benzannulation reaction, which presents a novel synthesis method, capable of processing synthesis easily, conveniently, and efficiently under mild conditions by an organic catalyst. The synthesis method uses an L-proline catalyst which is nontoxic, economical and easily available, compared to conventional production methods, thereby providing the anthraquinone derivatives and the tetracene dione derivatives through the one-pot benzannulation reaction of an α, β-unsaturated aldehyde compound, various 1,4-naphthoquinone compounds or 1,4-anthracenedione compounds. Various forms of anthraquinone derivatives or tetracene dione derivatives prepared by the synthesis method can be widely used for synthesis of natural products, dyes, and pharmaceutical products.COPYRIGHT KIPO 2017

Synthesis of functionalized 1,4-dihydro-9,10-anthraquinones and anthraquinones by ring closing metathesis using Grubbs' catalyst

A general and straightforward synthesis of anthraquinones was developed, in which diallylation of 1,4-naphthoquinones, followed by Ring Closing Metathesis (RCM) of the resulting diallylnaphthoquinones with Grubbs' catalyst and subsequent dehydrogenation using Pd/C afforded the desired anthraquinones with regiocontrol of substituents and in good yields.