213011-88-2

Basic information

• Product Name: ubiquinone-0 anion-radical
• Synonyms: ubiquinone-0 anion-radical
• CAS NO: 213011-88-2
• Molecular Weight: 182.176
• Mol File: 213011-88-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ubiquinone-0 anion-radical(CAS DataBase Reference)
• NIST Chemistry Reference: ubiquinone-0 anion-radical(213011-88-2)
• EPA Substance Registry System: ubiquinone-0 anion-radical(213011-88-2)

Safety Data

• Hazardous Substances Data: 213011-88-2(Hazardous Substances Data)

Upstream product

• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 145523-82-6 Ubisemihydroquinone 
• 3066-90-8 2,3-dimethoxy-5-methylbenzene-1,4-diol 

Downstream Products

• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 

Relevant articles and documents

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.

The Electron Spin Resonance Spectra of Semiquinones obtained from Some Naturally Occurring Methoxybenzoquinones

Radical anions of methoxyquinones and related compounds were generated in a static system in alkaline media.The unpaired electron distribution in these radicals could not be satisfactorily verified by simplified SCF calculations.It is shown that a simple relationship exists between splittings in semiquinones and corresponding splittings in the closely related alkyl aryl ether radical cations.The relationship correlates very closely with the exsess charge effect which has been examined quantitatively for aromatic hydrocarbon radical ions, indicating that the same effect is operative in the oxygenated radicals, in which the splittings of the cations are ca. 20percent greater than corresponding splittings in the anions.These correlations, together with observed smooth variations of splitting patterns with substitution have permitted unambiguous assignment of the coupling constants of radicals such as the fumigatin anion or the 1,2-methylenedioxynaphthalene cation, without recourse to new computation.