103456-61-7

Basic information

• Product Name: 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol
• Synonyms: 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol
• CAS NO: 103456-61-7
• Molecular Weight: 319.198
• Mol File: 103456-61-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol(103456-61-7)
• EPA Substance Registry System: 2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol(103456-61-7)

Safety Data

• Hazardous Substances Data: 103456-61-7(Hazardous Substances Data)

Upstream product

• 572-83-8 2-bromoanthracene-9,10-dione 
• 917-54-4 methyllithium 

Relevant articles and documents

9,10-Disubstituted-2-anthracenyl tert-Butyl Nitroxides. ESR Spectroscopic Indicators for Singlet Oxygen

Our purpose is to develop a nitroxide-based ESR probe for singlet oxygen.Among the new anthracenyl nitroxides 1-4 prepared, nitroxide 1 is the most useful. 1 reacts with singlet oxygen to give endoperoxide 18 quantitatively in organic solvents as well as when 1 is incorporated in the bilayers of DMPC vesicles.The reaction is sufficiently rapid an the resulting changes in the ESR spectra are sufficiently characteristic so that the conversion of 1 into 18 may serve as an ESR-based probe for singlet oxygen.

Far-red fluorescence probe for monitoring singlet oxygen during photodynamic therapy

Singlet oxygen (1O2), molecular oxygen in the lowest excited state, has a critical role in the cell-killing mechanism of photodynamic therapy (PDT). Although 1O2 phosphorescence measurement has been mainly used to monitor 1O2 formation during PDT, its intensity is far insufficient to obtain two-dimensional images of intracellular 1O2 with the subcellular spatial resolution using the currently available near-IR detector. Here, we propose a new far-red fluorescence probe of 1O2, namely, Si-DMA, composed of silicon-containing rhodamine and anthracene moieties as a chromophore and a 1O2 reactive site, respectively. In the presence of 1O2, fluorescence of Si-DMA increases 17 times due to endoperoxide formation at the anthracene moiety. With the advantage of negligible self-oxidation by photoirradiation (θδ 1O2 during PDT. Among three different intracellular photosensitizers (Sens), Si-DMA could selectively detect the 1O2 that is generated by 5-aminolevulinic acid-derived protoporphyrin IX, colocalized with Si-DMA in mitochondria. On the other hand, mitochondria-targeted KillerRed and lysosomal porphyrins could not induce fluorescence change of Si-DMA. This surprising selectivity of Si-DMA response depending on the Sens localization and photosensitization mechanism is caused by a limited intracellular 1O2 diffusion distance (～300 nm) and negligible generation of 1O2 by type-I Sens, respectively. For the first time, we successfully visualized 1O 2 generated during PDT with a spatial resolution of a single mitochondrial tubule.