57378-21-9

Upstream product

• 109-73-9 N-butylamine 
• 103-79-7 1-phenyl-acetone 
• 59313-92-7 N-n-butyl-N-methyl-N-2-(1-phenyl)propylamine 
• 59313-94-9 N-butyl-N-(1-phenylpropan-2-yl)butan-1-amine 
• 300-57-2 allylbenzene 
• 871-71-6 N-butylformamide 
• 91460-43-4 ethyl-(1-methyl-2-phenyl-vinyl)-ether 

Downstream Products

• 92162-16-8 butyl-(2-cyclohexyl-1-methyl-ethyl)-amine 
• 60-15-1 2-amino-1-phenylpropane 
• 52271-39-3 N-Butyl-N-(1-methyl-2-phenyl-ethyl)-hydroxylamine 

Relevant academic research and scientific papers

A base-catalyzed domino-isomerization-hydroamination reaction - A new synthetic route to amphetamines

An efficient synthesis of pharmaceutically interesting amphetamines by a base-catalyzed domino-isomerization- hydroamination reaction is presented. Starting from allylbenzene and various primary or secondary amines, the basic structural pattern of amphetamines is synthesized directly in yields of up to 91% in the presence of catalytic amounts of n-butyllithium. (C) 2000 Elsevier Science Ltd.

Quantitative structure-activity relationships in drug metabolism and disposition: Pharmacokinetics of N-substituted amphetamines in humans

Pharmacokinetic data of 15 N-alkyl-substituted amphetamines in humans have been the object of a retrospective quantitative structure-activity relationship study. The urinary excretion of amphetamines was shown to decrease with increasing lipophilicity; the correlation equations revealed that, for identical lipophilicities, tertiary amines are excreted faster than secondary amines, which are secreted faster than primary amines. The apparent n-heptane-pH 7.4 buffer partition coefficient correlates better with urinary excretion than does the true n-octanol-water partition coefficient, probably because it includes a pKa term that accounts for the fraction of the drug present in the tubules as nonionic species. The N-dealkylation rate increases with increasing lipophilicity of the substrates (enhanced enzyme affinity) but decreases with increasing bulk of the N-substituent that is split off (steric hindrance of initial C(α)-hydroxylation.