Synthesis and pharmacological properties of new derivatives of 4-alkoxy-6-methyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-diones.
Synthesis of 2-(2-hydroxy-3-amino)propyl derivatives of 4-alkoxy-6-methyl-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-diones (24-35) is described. The chlorides used in the above synthesis exist mainly in the cyclic forms (18, 20-23). Only chloride with benzhydryl substituent at the nitrogen atom of piperazine has the chain structure (19). Among the studied imides the most active analgesics in the "writhing" syndrome test proved to be compounds 30 and 31 (with LD50 > 2000 mg/kg) containing 4-benzylpiperidino group. Furthermore, all imides suppressed significantly spontaneous locomotor activity of mice.
Sladowska
Helena
H
Department of Chemistry of Drugs, Wrocław University of Medicine, Tamka 1, 50-137 Wrocław, Poland. helen@kchl.am.wroc.pl
Sabiniarz
Aleksandra
A
Sapa
Jacek
J
Filipek
Barbara
B
D000700:Analgesics / Q000008:administration & dosage* / Q000138:chemical synthesis / Q000633:toxicity; D000818:Animals; D004305:Dose-Response Relationship, Drug; D007928:Lethal Dose 50; D051379:Mice; D009043:Motor Activity / Q000187:drug effects*; D010146:Pain / Q000188:drug therapy*; D010147:Pain Measurement; D011725:Pyridines / Q000008:administration & dosage* / Q000138:chemical synthesis / Q000633:toxicity; D013329:Structure-Activity Relationship; D023382:Toxicity Tests, Acute
D000700:Analgesics; D011725:Pyridines