Synthesis and pharmacological activity of derivatives of exo-trimethylenenorbornane. II.
By reaction of secondary amines with 3-hydroxymethylene-exo-5,6-trimethylenenorbornan-2-one, synthesized from exo-5,6-trimethylenenorbornan-2-one and sodium/ethyl formate, a series of N,N-disubstituted 3-aminomethylene-exo-5,6-trimethylenenorbornan-2-ones has been obtained. These compounds gave N,N-disubstituted 3-aminomethyl-exo-5,6-trimethylenenorbornan-2-ones by LiAlH4 or catalytic reduction. Starting from the same alpha-hydroxymethyleneketone, pyrazole derivatives (V) and (VI) have been also synthesized; the former showed anticonvulsant activity in mice.
D000661:Amphetamine / Q000037:antagonists & inhibitors; D000700:Analgesics / Q000138:chemical synthesis; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis; D000927:Anticonvulsants / Q000138:chemical synthesis; D001892:Camphanes / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D008297:Male; D051379:Mice; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects; D051381:Rats; D012110:Reserpine / Q000037:antagonists & inhibitors
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D000927:Anticonvulsants; D001892:Camphanes; D012110:Reserpine; D000661:Amphetamine