Synthesis, structures and biological activity of some 4-amino-3-cinnoline-carboxylic acid derivatives. Part 3: 1,3-Oxazino[5,4-c]cinnolines and pyrimido[5,4-c]cinnolines.
6,7,8-Substituted 4-amino-3-cinnolinecarboxylic acids 1 were condensed with acid anhydrides to corresponding 1,3-oxazino[5,4-c]cinnolines 2. The reactions of 1,3-oxazino[5,4-c]cinnolines 2 with amines, hydrazine, hydroxylamine, alanine ethyl ester provided pyrimido[5,4-c]cinnolines 3, 4. Selected 3-substituted 2-methylpyrimido[5,4-c]cinnolin-4(3 H)-ones have been screened for CNS activity.
Stańczak
A
A
Department of Pharmaceutical Chemistry and Drug Analysis, Medical University of Lódź, Poland.
Pakulska
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W
D000634:Aminoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000927:Anticonvulsants / Q000494:pharmacology; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002491:Central Nervous System Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004597:Electroshock; D005260:Female; D007928:Lethal Dose 50; D008297:Male; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D051381:Rats; D017208:Rats, Wistar; D013239:Stereotyped Behavior / Q000187:drug effects
D000634:Aminoquinolines; D000927:Anticonvulsants; D002264:Carboxylic Acids; D002491:Central Nervous System Agents