PT  - JOURNAL ARTICLE
AU  - PATRICK J. MURPHY
AU  - JOHN R. BERNSTEIN
AU  - ROBERT E. MCMAHON
TI  - The Formation of Catechols by Consecutive Hydroxylations: A Study of the Microsomal Hydroxylation of Butamoxane
DP  - 1974 Jul 01
TA  - Molecular Pharmacology
PG  - 634--639
VI  - 10
IP  - 4
4099  - http://molpharm.aspetjournals.org/content/10/4/634.short
4100  - http://molpharm.aspetjournals.org/content/10/4/634.full
SO  - Mol Pharmacol1974 Jul 01; 10
AB  - The hydroxylation of butamoxane [2-(butylaminomethyl)-1, 4-benzodioxane] both in vivo and in vitro by an enzyme derived from rat liver yields a mixture of 6-hydroxybutamoxane and 7-hydroxybutamoxane in a ratio of approximately 2:1. In addition, the microsomal oxidation of butamoxane in vitro yields the catechol 6, 7-dihydroxybutamoxane. This same catechol is produced by the hydroxylation of either 6-hydroxybutamoxane or 7-hydroxybutamoxane. A series of 18O studies are described which support the concept that 6,7-dihydroxybutamoxane is formed via two consecutive hydroxylations rather than via a dihydrodiol or an endoperoxide.