14393-79-4Relevant articles and documents
Synthesis and quantitative structure-activity relationship study of substituted imidazophosphor ester based tetrazolo[1,5-b]pyridazines as antinociceptive/anti-inflammatory agents
Abdou, Wafaa M.,Ganoub, Neven A.,Sabry, Eman
, p. 1730 - 1736 (2013)
A high-yielding general synthesis of imidazophosphor ester based tetrazolo[1,5-b]pyridazines is described. A conjugated reaction between 3,6-diazidopyridazine and different types of phosphonyl carbanion reagents followed by intramolecular cyclization afforded the target products, by using sodium ethanolate solution as a reaction medium. Among the products, five compounds, at a dose of 50 mg per kilogram body weight, showed a notable antinociceptive and anti-inflammatory activity without toxic side-effects.
Organic Azides in Heterocyclic Synthesis, 14. Synthesis of 3,6-Diaminopyridazine from 6-Azidotetrazolopyridazine
Deeb, Ali,Sterk, Heinz,Kappe, Thomas
, p. 1225 - 1227 (2007/10/02)
6-Azidotetrazolopyridazine ("3,6-Diazidopyridazine", 1) reacts at ambient temperature with phosphanes or phosphites 2a - c to yield the phosphazenes 3a - c.In contrast to literature reports, the tetrazolopyridazines 1, and 3a,b react with phosphanes to yield 3,6-bis(phosphoranylideneamino)pyridazines 4; however, the required temperature is rather high (180 deg C).The use of phosphites instead of phosphanes leads to "Michaelis-Arbuzov-type" rearrangements; thus, 3a reacts in boiling 2d to afford 6, and heating of the trimethoxyphosphazene 3c in refluxing 1,2-dichlorobenzene yields the methylamino derivative 7.Key words: Staudinger reaction / Phosphanes / Phosphites / Phosphazenes / Amidophosphonates
