483-54-5

Basic information

• Product Name: 2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE
• Synonyms: 2,3-DIMETHOXY-5,6-DIMETHYL-2,5-CYCLOHEXADIENE-1,4-DIONE;2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE;AURANTIOGLIOCLADIN;2,3-Dimethoxy-5,6-dimethyl-1,4-benzoquinone
• CAS NO: 483-54-5
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.2
• Product Categories: Anthraquinones, Hydroquinones and Quinones
• Mol File: 483-54-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 62.5°
• Boiling Point: 337.326°C at 760 mmHg
• Flash Point: 150.393°C
• Appearance: /
• Density: 1.167g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: 2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE(483-54-5)
• EPA Substance Registry System: 2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE(483-54-5)

Safety Data

• Hazardous Substances Data: 483-54-5(Hazardous Substances Data)

Usage

General Description

2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE is a chemical compound with the molecular formula C12H16O4. It is a derivative of p-benzoquinone and contains two methoxy groups and two methyl groups attached to the quinone ring. 2,3-DIMETHOXY-5,6-DIMETHYL-P-BENZOQUINONE is commonly used as a reagent in organic synthesis and as a precursor in the production of various pharmaceuticals and fine chemicals. It is also known for its antioxidant properties and has potential applications in the development of new drugs and materials. Additionally, it has been studied for its potential use in the treatment of certain medical conditions due to its unique chemical structure and biological activity.

InChI:InChI=1/C10H12O4/c1-5-6(2)8(12)10(14-4)9(13-3)7(5)11/h1-4H3

Upstream product

• 2154-66-7 4-sulfobenzenediazonium 
• 776-33-0 1,4-dihydroxy-2,3-dimethoxy-5,6-dimethylbenzene 
• 186581-53-3 diazomethane 
• 2188-79-6 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone 
• 22383-87-5 2,3-Dimethoxy-5,6-dimethyl-phenol 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 22383-86-4 2-hydroxy-3,4-dimethoxy-6-methylbenzaldehyde 
• 22383-85-3 2,3,4-trimethoxy-6-methylbenzaldehyde 
• 614-45-9 tert-Butyl peroxybenzoate 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 75-65-0 tert-butyl alcohol 
• 64-19-7 acetic acid 
• 22028-13-3 4-Benzyloxy-3-methoxy-2,5-dinitro-benzaldehyd-dimethylacetal 
• 22028-12-2 4-Benzyloxy-3-methoxy-2,5-dinitro-benzaldehyd 

Downstream Products

• 87810-96-6 C₁₀H₁₂O₄^(2-) 
• 102787-01-9 1,2,3,4-tetramethoxy-5,6-dimethyl-benzene 
• 100118-71-6 tetramethoxy-phthalic acid 
• 39154-47-7 tetramethoxy-phthalic acid anhydride 
• 776-33-0 1,4-dihydroxy-2,3-dimethoxy-5,6-dimethylbenzene 

Relevant articles and documents

Iron-Catalyzed Radical Methylation of Activated Alkenes with tert -Butanol as the Methyl Source

A free-radical-initiated methylation/addition/cyclization of N -arylacrylamides and a methylation/addition/elimination of quinines have been developed in which t -BuOH is used as a methyl source. These reactions provide effective and selective methods for the synthesis of various methylated oxindoles and quinones in moderate to good yields.

In situ spectroeletrochemistry and cytotoxic activities of natural ubiquinone analogues

Quinones are a group of potent antineoplastic agents. Here we described effective and facile routes to synthesize a series of ubiquinone analogues (UQAs). These unique compounds have been investigated by electrochemistry and in situ UV-vis spectroelectrochemistry to explore their electron-transfer processes and radical properties in aprotic media. The structure-activities relationships of inhibiting cancer cell proliferation of UQAs were examined in murine melanoma B16F10 cells using a 72 h continuous exposure MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay. Our results revealed that UQAs had improved antiproliferative activity and displayed better inhibitory effects than natural ubiquinone 10. The cytotoxic activities of UQAs were correlated to the semiubiquinone radicals, which were confirmed by in situ electron spin resonance (ESR). In the cytotoxicity test, 6-vinylubiquinone 5 and 6-(4′-fluorophenyl) ubiquinone 7 that possess half maximal inhibitory concentration value (IC50) of 6.1 μM and 6.2 μM. This would make them as valuable candidates for future pharmacological studies.

Studies on the biosynthesis of phenols in fungi. Biosynthesis of 3,4-dimethoxy-6-methyltoluquinol and gliorosein in Gliocladium roseum I.M.I. 93 065.

-