Synthesis and properties of 4-alkoxy-2-[2-hydroxy-3-(4-o,m,p-halogenoaryl-1 -piperazinyl)propyl]-6-methyl-1H-pyrrolo-[3,4-c]pyridine-1,3(2H)-diones with analgesic and sedative activities.
Synthesis of N-substituted derivatives of 4-alkoxy-6-methyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-diones (17-26) is described. The chlorides, containing OH group, used in the above synthesis can exist in two isomeric forms: chain (12, 14-16) and cyclic (12a, 14a-16a). All final imides studied exhibited analgesic activity in the "writhing syndrome" test which was superior than that of acetylsalicylic acid. In the "hot plate" test only two compounds (19, 20) were active as antinociceptive agents. Furthermore, all compounds tested significantly suppressed the spontaneous locomotor activity of mice.
Sladowska
Helena
H
Department of Chemistry of Drugs, Wrocław Uniwersity of Medicine, Tamka 1, 50-137 Wrocław, Poland. stanislawa@bf.uni.wroc.pl
Sabiniarz
Aleksandra
A
Szkatuła
Dominika
D
Filipek
Barbara
B
Sapa
Jacek
J
D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D007202:Indicators and Reagents; D007928:Lethal Dose 50; D008297:Male; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D010146:Pain / Q000188:drug therapy; D010147:Pain Measurement / Q000187:drug effects; D010879:Piperazines / Q000138:chemical synthesis* / Q000494:pharmacology*; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology*; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000700:Analgesics; D006993:Hypnotics and Sedatives; D007202:Indicators and Reagents; D010879:Piperazines; D011728:Pyridones; D011760:Pyrrolidinones