Synthesis of some azoles incorporating a sulfonamide moiety as anticonvulsant agents.
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.
Faculty of Science, Chemistry Department, Al-Azhar University (Girls), Cairo, Egypt.
Awatef A
AA
Farag
Safaa N
SN
Abd-Alrahman
Gihan F
GF
Ahmed
Ramy M
RM
Ammar
Yousry A
YA
Ammar
Samir Y
SY
Abbas
D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003292:Convulsants / Q000494:pharmacology; D015195:Drug Design; D051379:Mice; D015394:Molecular Structure; D010852:Picrotoxin / Q000494:pharmacology; D012640:Seizures / Q000139:chemically induced / Q000517:prevention & control; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry*; D016019:Survival Analysis
D000927:Anticonvulsants; D001393:Azoles; D003292:Convulsants; D010852:Picrotoxin; D013449:Sulfonamides