TABLE 2

Chemical substituents frequently associated with cytochrome P450 time-dependent inhibition


Substituent

Putative Responsible Entity

Example
Aliphatic amine Nitroso Clarithromycin
Alicyclic amine Iminium ion Phencyclidine
Cyclopropylamine Radical Tranylcypromine
Methylenedioxyphenyl Carbene Paroxetine
Furan α,β-Unsaturated carbonyl or epoxide Methoxsalen
Thiophene S-oxide or epoxide Tienilic Acid
Alkenes Cation radical Secobarbital
Alkynes Ketene or oxirene Gestodene
2-Alkylimidazole Imidazomethide Furafylline
3-Alkylindole α,β-Unsaturated imine Zafirlukast
Dihaloalkane Acylhalide Chloramphenicol
Hydrazine Radical Dihydralazine
Aminophenol Quinoneimine Nefazodone
Phenol
Quinone
Raloxifene