In vitro microsomal metabolism of nuclear chloro substituted secondary amines and imines.
The metabolism of N-(4-chlorobenzyl)-4-chloroaniline (CBCA), N-(4-chlorobenzyl)-4-chlorobenzylamine (CBCBA), and N-(4-chlorobenzylidene)-4-chlorobenzylamine (CBDCBA) were studied in vitro using rat liver microsomal preparations. The secondary amines produced the corresponding N-oxidation products (hydroxylamines and nitrones) and dealkylation products (4-chlorobenzaldehyde and primary amines). Both secondary amines failed to produce the corresponding amides, whilst the parent imine was detected as a metabonate. CBDCBA, the intermediate imine of CBCBA metabolism, was also incubated under similar conditions. However, no oxaziridine was detected.
Küçükgüzel
I
I
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Marmara University, Haydarpasa, Istanbul, Turkey.
Ulgen
M
M
Gorrod
J W
JW
D000588:Amines / Q000378:metabolism*; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D007097:Imines / Q000378:metabolism*; D066298:In Vitro Techniques; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D009249:NADP / Q000378:metabolism; D051381:Rats; D013056:Spectrophotometry, Ultraviolet
D000588:Amines; D007097:Imines; D009249:NADP