O-methylation of simple phenols in the rat.

@article{Bakke1970OmethylationOS,
  title={O-methylation of simple phenols in the rat.},
  author={Olav M. Bakke},
  journal={Acta pharmacologica et toxicologica},
  year={1970},
  volume={28 1},
  pages={
          28-38
        }
}
  • O. Bakke
  • Published 13 March 2009
  • Chemistry
  • Acta pharmacologica et toxicologica
Eleven simple mono-, di- and thihydric phenols were given by stomach tube at a dose of 100 mg/kg body weight. The subsequent 48-hour urines were hydrolyzed, extracted and analyzed by thin-layer and gas chromatography and by infrared spectrophotometry. The mean extent of direct O-methylation was 6.9% with catechol, 6.0% with 4-methylcatechol, 8.9% with 4-ethylcatechol and 6.2% with pyrogallol. The preferred site of methylation was the middle hydroxyl group of pyrogallol and the meta hydroxyl… 
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References

SHOWING 1-10 OF 19 REFERENCES
Methylation and dehydroxylation of phenolic compounds by rats and rabbits.
Decarboxylation and demethylation of some phenolic benzoic acid derivatives by rat caecal contents
  • R. Scheline
  • Chemistry, Biology
    The Journal of pharmacy and pharmacology
  • 1966
Rat caecal contents decarboxylate phenolic benzoic acid derivatives when a free hydroxyl group is in the para position but the presence of substituents adjacent to this group or the carboxyl group
The penetration of catechol and pyrogallol into mouse brain and the effect on cerebral monoamine levels
TLDR
The penetration of catechol and pyrogallol into mouse brain and the effect on cerebral monoamine levels SiR,--It can be seen that the time course ofcatechol penetrations into the brain follows closely the time Course of the convulsive activity.
Studies in detoxication. 26. The fates of phenol, phenylsulphuric acid and phenylglucuronide in the rabbit, in relation to the metabolism of benzene.
Babkin, B. P. (1944). Secretory Mechani8m of the Digestive Glands. New York: Hoeber. Bull, H. B. (1943). PhysicalBiochemistry. NewYork:Wiley. Crane, E. E., Davies, R. E. & Longmuir, N. M. (1946).
...
...