Synthesis, structures and biological activity of some 4-amino-3-cinnolinecarboxylic acid derivatives. Part 2.
6,7,8-Substituted 4-amino-3-cinnolinecarboxylic acids 1 were condensed with amines to the corresponding 4-amino-3-cinnolinecarboxamides 7, 8. A variety of pharmacological tests showed a significant CNS activity of some new amides. Decarboxylation of 4-amino-3-cinnolinecarboxylic acids 1 yielded the corresponding 4-aminocinnolines 4 and alkaline hydrolysis of 1 gave 4-oxo-3-cinnolinecarboxylic acids 2. The acids 1 were converted into pyrimido[5,4-c]cinnolines 6 on two ways of synthesis.
Stańczak
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Department of Pharmaceutical Chemistry and Drug Analysis, Medical University of Lódź, Poland.
Lewgowd
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Ochocki
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Pakulska
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Szadowska
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D000661:Amphetamine / Q000494:pharmacology; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000494:pharmacology; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002491:Central Nervous System Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000697:Central Nervous System Stimulants / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004347:Drug Interactions; D005260:Female; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D010433:Pentylenetetrazole; D051381:Rats; D017208:Rats, Wistar; D012640:Seizures / Q000139:chemically induced / Q000517:prevention & control; D013055:Spectrophotometry, Infrared; D013239:Stereotyped Behavior / Q000187:drug effects; D013329:Structure-Activity Relationship
D000927:Anticonvulsants; D002264:Carboxylic Acids; D002491:Central Nervous System Agents; D000697:Central Nervous System Stimulants; D000661:Amphetamine; D010433:Pentylenetetrazole