Bicyclic [b]-heteroannelated pyridazine derivatives. Part 5. Synthesis of some triazolo[4,3-b]pyridazine and pyridazino[6,1-c]triazine derivatives as potential benzodiazepine receptor ligands.
4-Substituted-tetrahydropyridazine-3,6-dione 3-hydrazones [I] reacted with strong carboxylic acids and some acyl chlorides to give the N-acylation products and/or triazolo[4,3-b]pyridazine derivatives. Derivatives of this bicyclic structure were obtained also in reactions of I with triethyl orthoformate and orthoacetate. In the reaction with phosgene, triazolo[4,3-b]pyridazine-3,6-dione, and with oxalyl chloride pyridazino[6,1-c]triazine-3,4,7-trione derivatives were obtained.
Lange
J
J
Department of Technology and Biotechnology of Drugs, University of Technology, Warsaw, Poland.
Wejroch
K
K
Karolak-Wojciechowska
J
J
Plenkiewicz
J
J
Gniewosz
M
M
Tondys
H
H
Ruzikowski
P
P
Rump
S
S
D000818:Animals; D001667:Binding, Competitive; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000378:metabolism; D011724:Pyridazines / Q000138:chemical synthesis* / Q000378:metabolism; D051381:Rats; D011963:Receptors, GABA-A / Q000378:metabolism; D014227:Triazines / Q000138:chemical synthesis* / Q000378:metabolism
D001643:Bridged Bicyclo Compounds; D011724:Pyridazines; D011963:Receptors, GABA-A; D014227:Triazines