Microsomal N-oxidation of long chain N,N-dimethylalkylamines: quantitative structure-activity relationships.
N,N-Dimethylalkylamines CmH2m+1N(CH3)2 (m = 4 to 18) undergo in vitro N-oxidation to the corresponding amine oxides by mouse liver microsomes. The relative oxidisability of these compounds is parabolically dependent on structural and physico-chemical characteristics (with a maximum at m 12) and is controlled by at least three factors: lipophilicity, stereochemistry and the nucleophilicity of the compounds under evaluation. The results from the QSAR study support this multifactorial view.
Devinsky
F
F
Chelsea Department of Pharmacy, King's College London, University of London, UK.
Gorrod
J W
JW
D000818:Animals; D004123:Dimethylamines / Q000032:analysis / Q000378:metabolism*; D008297:Male; D051379:Mice; D008815:Mice, Inbred Strains; D008862:Microsomes, Liver / Q000032:analysis / Q000378:metabolism*; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship
D004123:Dimethylamines