21260-36-6Relevant articles and documents
The stereoselectivity of inhibition of rat liver mitochondrial MAO-A and MAO-B by the enantiomers of 2-phenylpropylamine and their derivatives
Bocchinfuso, Ronald,Robinson, J. Barry
, p. 293 - 300 (1999)
As part of a study of the stereoselectivity of inhibition of the different forms of monoamine oxidase (MAO-A and MAO-B), the enantiomers of 2- phenylpropylamine, N-methyl-2-phenylpropylamine and N-methyl-N-propargyl-2- phenylpropylamine have been prepared. The K(i) values for each enantiomer when competitively inhibiting both MAO-A and MAO-B are reported. The enantiomers of N-methyl-N-propargyl-2-phenylpropylamine were also evaluated as irreversible inhibitors (first order rate constant [k2] for formation of the covalent adduct). These compounds represent a series of enantiomers in which asymmetry is due to the presence of a hydrophobic (-CH3) substituent at the carbon atom β to the amino function. The results are discussed in comparison to previous studies of similar enantiomeric compounds in which the asymmetry was present at the carbon atom α to the amino function.