Synthesis of some azoles incorporating a sulfonamide moiety as anticonvulsant agents.

Abstract

Many derivatives of heterocyclic compounds containing a sulfonamide thiazole moiety were synthesized through the reaction of 2-(cyano or chloro)-N-(4-(N-thiazol-2-ylsulfamoyl)phenyl)acetamide with isocyanate followed by halogenated compounds, arylidene, 2-hydroxy benzaldehydes, active methylene compounds, and heterocyclic amines. The anticonvulsant activity for 15 of the synthesized compounds was evaluated and 6 compounds showed protection against picrotoxin-induced convulsion. 4-(6-Amino-3,5-dicyano-4-(4-methoxyphenyl)-2-oxopyridin-1(2H)-yl)-N-(thiazol-2-yl)benzenesulfonamide (11b) exhibited significant anticonvulsive effects, abolished the tonic extensor phase and offered 100% protection.

• Authors: Awatef A Farag, Safaa N Abd-Alrahman, Gihan F Ahmed, Ramy M Ammar, Yousry A Ammar, Samir Y Abbas
• Journal: Archiv der Pharmazie (Arch Pharm (Weinheim)) Vol. 345 Issue 9 Pg. 703-12 (Sep 2012) ISSN: 1521-4184 [Electronic] Germany
• PMID: 22696252 (Publication Type: Journal Article)
• Copyright: Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Chemical References

• Anticonvulsants
• Azoles
• Convulsants
• Sulfonamides
• Picrotoxin

Topics

• Animals
• Anticonvulsants (chemical synthesis, chemistry, pharmacology)
• Azoles (chemical synthesis, chemistry, pharmacology)
• Convulsants (pharmacology)
• Drug Design
• Mice
• Molecular Structure
• Picrotoxin (pharmacology)
• Seizures (chemically induced, prevention & control)
• Structure-Activity Relationship
• Sulfonamides (chemistry)
• Survival Analysis