M. Macchia et al., (E)-(ARYLMETHYLENEAMINOXY)ACETAMIDES AS ANALOGS OF NEUROLEPTIC BENZAMIDES - SYNTHESIS AND D-2-DOPAMINERGIC BINDING-AFFINITY, Il Farmaco, 50(10), 1995, pp. 719-724
Some type B (E)-(arylmethyleneaminoxy)acetamides were synthesised as a
nalogues of type A neuroleptic and antipsychotic benzamides, in which
the aromatic group is substituted by a (methyleneaminoxy)methyl moiety
(C = NOCH2, MAOMM). Theoretical studies were performed in order to ve
rify whether conformational analogies could exist between type A and t
ype B compounds. Type B compounds were tested for their D-2-dopaminerg
ic binding affinity which represents a valid indication of their poten
tial neuroleptic and antipsychotic properties. Biological results indi
cate that the MAOMM is not able to substitute the aromatic group effec
tively in the field of neuroleptic benzamides. The results are discuss
ed in the light of the structural analogies and the differences betwee
n the MAOMM and the aryl.