(E)-(methyloxyimino)acetamides as analogues of neuroleptic benzamides: synthesis and D2-dopaminergic binding affinity

Farmaco. 1996 Jan;51(1):33-9.


Some type C (E)-(methyloxyimino)acetamides were synthesised as analogues of type A neuroleptic and antipsychotic benzamides, in which the aromatic group is substituted by a methyloxyiminomethyl moiety with the E configuration (CH2ON = CH, E-MOIMM). Type C compounds were tested for their D2-dopaminergic binding affinity in order to obtain an indication of their potential neuroleptic and antipsychotic properties. Biological results showed that only a few aryl-substituted E-MOIM derivatives possess a certain affinity for the D2-dopaminergic receptor, at least one order of magnitude lower than that of metoclopramide and sulpiride.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetamides / chemical synthesis*
  • Acetamides / metabolism
  • Animals
  • Antipsychotic Agents / chemistry*
  • Crystallography, X-Ray
  • Dopamine Antagonists / pharmacology
  • In Vitro Techniques
  • Metoclopramide / pharmacology
  • Neostriatum / drug effects
  • Neostriatum / metabolism
  • Oximes / chemical synthesis*
  • Oximes / metabolism
  • Radioligand Assay
  • Receptors, Dopamine D2 / drug effects
  • Receptors, Dopamine D2 / metabolism*
  • Sulpiride / pharmacology
  • Swine


  • Acetamides
  • Antipsychotic Agents
  • Dopamine Antagonists
  • Oximes
  • Receptors, Dopamine D2
  • Sulpiride
  • Metoclopramide