Amisulpride and Sulpiride are benzamide derivatives, both comprising a group of atypical antipsychotic drugs owing to their low level of side effects. Another interesting compound among benzamide derivatives is the Tropapride (MD 790501), an antagonist of D₂ postsynaptic receptors. It is less likely to cause sedation, catalepsis and extrapyramidal symptoms (EPS) than the classical neuroleptic agents. In this paper we selected Tropapride as the leading structure for the performed syntheses. Modifications consisted in substituting the benzyl substituent with the 2-furanomethyl system, and also included certain changes in pharmacophore benzamide substituent where the methoxyl groups were located in different positions. The purpose of the synthesis was mainly to obtain equatorial isomers (β) because of their higher pharmocological activity. To confirm stereoselectivity of the performed syntheses, one axial isomer (α) was also obtained.

The structure of the compounds obtained was confirmed by elemental analysis and also by IR spectra, ¹H and ¹³C NMR analyses.
Further investigations are in progress aimed at examining the above compounds as concerns their affinity to D2 and 5-HT receptors.

1. Jalfre M., Bucher B., Dorme N., Mocquet G., Persolt R. D.: Arch. Int. Pharmacodyn. Ther., 264; 232-256, 1983

• Legal notice:
  

  Copyright (c) Pielaszek Research, all rights reserved.
  The above materials, including auxiliary resources, are subject to Publisher's copyright and the Author(s) intellectual rights. Without limiting Author(s) rights under respective Copyright Transfer Agreement, no part of the above documents may be reproduced without the express written permission of Pielaszek Research, the Publisher. Express permission from the Author(s) is required to use the above materials for academic purposes, such as lectures or scientific presentations.
  In every case, proper references including Author(s) name(s) and URL of this webpage: https://science24.com/paper/6480 must be provided.

1. Novel 4-aryl-pyrido[1,2-c]pyrimidines with dual SSRI and 5-HT_1A activity. Part 1.
2. Novel 4-aryl-pyrido[1,2-c]pyrimidines with dual SSRI and 5-HT_1A activity. Part 2.
3. Synthesis of novel pyrido[1,2-c]pyrimidine derivatives as selective ligands for 5-HT_1A receptors
4. SYNTHESIS OF NEW 4,5-DIHYDRO- 3aH-IMIDAZO[1,5-a]QUINOLINE DERIVATIVES AS 5-HT_1A SEROTONIN RECEPTOR LIGANDS.
5. NEW PERHYDRO-PYRROLO[1,2-a]PYRAZINE DERIVATIVES WITH AN ARYLPIPERAZINE MOIETY AS LIGANDS FOR 5-HT_1A RECEPTOR.
6. NOVEL 4-ARYL-2H-PYRIDO[1,2-c]PYRIMI- DINES WITH 5-HT-TRANSPORTER AND 5-HT_1A AFFINITY