代谢
对卤代苯通过苯巴比妥诱导的大鼠肝微粒体的单羟基化反应进行了研究。对于所有四种卤代苯,对-卤代酚是主要的代谢物;随着卤素原子大小的增加,邻-卤代酚的形成减少。总羟基化(邻位和对位产物)的Vmax与sigma + Hammett常数相关性很好,具有负的rho值。这意味着在决定反应速率的步骤中存在一个正电荷的中间体。单独的邻位或对位羟基化的Vmax与Hammett常数没有相关性,这意味着决定产物的步骤发生在决定速率的步骤之后。形成自由基阳离子中间体的决定速率步骤可能解释了这些数据。/卤代苯/
The monohydroxylation of halobenzenes by phenobarbital-induced rat liver microsomes was studied. p-Halophenol was the major metabolite from all 4 halobenzenes; o-halophenol formation decreased as the halogen atom size increased. Vmax for total hydroxylation (ortho and para products) correlated well with the sigma + Hammett constant with a negative rho value. This implied a positively charged intermediate in the rate-determining step. Vmax for either ortho or para hydroxylation alone did not correlate with a Hammett constant, implying that the product-determining step occurred after the rate-determining step. Rate-determining formation of a radical cation intermediate probably explained this data. /Halobenzenes/
来源:Hazardous Substances Data Bank (HSDB)