Synthesis, anticonvulsant and analgesic activities of some 6-substituted imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamides and their 5-bromo derivatives.
A series of 6-substituted imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamides (V) were prepared by condensation of 2-amino-1,3,4-thiadiazole-5-sulfonamide (II) with an appropriate 2-bromo-ketone (III). Bromination of V in glacial acetic acid gave the corresponding 5-bromo derivatives (VI). Five selected compounds (15-18 and 28) were evaluated for their anticonvulsant and analgesic activities. Compounds 15-17 showed maximum protection (83%) against pentylene tetrazole induced convulsions and maximum electroshock induced seizures while the standard phenobarbital sodium and phenytoin sodium showed 100% protection, respectively. Compounds 15, 16 and 18 showed superior analgesic activity to acetylsalicylic acid in rat caudal immersion test.
Khazi
I A
IA
Department of Chemistry, Karnatak University, Dharwad (India).
Mahajanshetti
C S
CS
Gadad
A K
AK
Tarnalli
A D
AD
Sultanpur
C M
CM
D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D003292:Convulsants; D004305:Dose-Response Relationship, Drug; D004597:Electroshock; D005260:Female; D007202:Indicators and Reagents; D008297:Male; D051379:Mice; D010147:Pain Measurement / Q000187:drug effects; D010433:Pentylenetetrazole / Q000037:antagonists & inhibitors; D051381:Rats; D017208:Rats, Wistar; D013055:Spectrophotometry, Infrared; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000494:pharmacology
D000700:Analgesics; D000927:Anticonvulsants; D003292:Convulsants; D007202:Indicators and Reagents; D013449:Sulfonamides; D010433:Pentylenetetrazole