Synthesis, anticonvulsant, and anti-inflammatory activities of some new benzofuran-based heterocycles.
Treatment of 2-bromoacetylbenzofuran (2) with pyridine afforded its corresponding pyridinium bromide 3. The latter salt reacted with some activated alkenes and acetylenes to give the corresponding indolizine derivatives. Treatment of the salt 3 with benzylidenemalononitriles 9 afforded polysubstituted aniline derivatives, however with arylidenecyanothioacetamides 15 it gave the corresponding 4,5-dihydrothiophenes. Bromide 3 also coupled with p-chlorobenzenediazonium salt followed by ammonium acetate to give the corresponding 1,2,4,5-tetrazine derivative. The biological activity of the newly synthesized compounds was examined and some of them were found to possess anticonvulsant and anti-inflammatory activities.
Dawood
Kamal M
KM
Applied Organic Chemistry Department, National Research Centre, Cairo, Egypt. dr_dawood@yahoo.com
Abdel-Gawad
Hassan
H
Ellithey
Mohey
M
Mohamed
Hanan A
HA
Hegazi
Bahira
B
D000698:Analgesia; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000627:therapeutic use; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000627:therapeutic use; D001572:Benzofurans / Q000138:chemical synthesis* / Q000627:therapeutic use; D004487:Edema / Q000188:drug therapy; D051379:Mice; D051381:Rats; D013329:Structure-Activity Relationship
D000894:Anti-Inflammatory Agents, Non-Steroidal; D000927:Anticonvulsants; D001572:Benzofurans