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Chemical Compound Review:

SureCN69661 4-bromobenzene-1,2-diol

Synonyms: AG-E-22998, ACMC-209e6r, ANW-22657, AC1L1FFV, AK-61181, ...

Monks, T.J. et al., Dankovic, D. et al., Dankovic, D.A. et al., Miller, N.E. et al.

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Disease relevance of 4-BROMOCATECHOL

The role of 4-bromophenol and 4-bromocatechol in bromobenzene covalent binding and toxicity in isolated rat hepatocytes [1].

High impact information on 4-BROMOCATECHOL

Potential metabolic precursor molecules of 4-bromocatechol were also incubated individually with isolated hepatocytes, in order to clarify their roles in 4-bromocatechol formation [2].
Bromobenzene metabolism in vivo and in vitro. The mechanism of 4-bromocatechol formation [3].
A microsomal metabolite of p-bromophenol was isolated and identified as 6-(glutathion-S-yl)-4-bromocatechol. p-Bromophenol is metabolized in rat liver microsomes in part to 4-bromocatechol [4].
Superoxide dismutase inhibited these reactions by preventing the superoxide anion-mediated oxidation of 4-bromocatechol [4].

Associations of 4-BROMOCATECHOL with other chemical compounds

The mechanism of 4-bromocatechol formation from bromobenzene was investigated by examining the incorporation of 18O from 18O2 and H218O into 4-bromocatechol during incubations of bromobenzene with hepatocytes from untreated and phenobarbital-treated rats [2].
Thus, in the presence of glutathione, superoxide dismutase caused a decrease in conjugate formation with a corresponding increase in 4-bromocatechol levels [4].

References

The role of 4-bromophenol and 4-bromocatechol in bromobenzene covalent binding and toxicity in isolated rat hepatocytes. Dankovic, D.A., Billings, R.E. Toxicol. Appl. Pharmacol. (1985) [Pubmed]
Bromobenzene metabolism in isolated rat hepatocytes. 18O2 incorporation studies. Dankovic, D., Billings, R.E., Seifert, W., Stillwell, W.G. Mol. Pharmacol. (1985) [Pubmed]
Bromobenzene metabolism in vivo and in vitro. The mechanism of 4-bromocatechol formation. Miller, N.E., Thomas, D., Billings, R.E. Drug Metab. Dispos. (1990) [Pubmed]
Formation of nontoxic reactive metabolites of p-bromophenol. Identification of a new glutathione conjugate. Monks, T.J., Lau, S.S., Highet, R.J. Drug Metab. Dispos. (1984) [Pubmed]

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