88490-32-8Relevant academic research and scientific papers
Synthesis, antitubercular, antifungal and antibacterial activities of 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3, 4,5-tetrahydropyridazin-3-one
Islam, Mojahidul,Siddiqui, Anees A.,Rajesh, Ramadoss
experimental part, p. 353 - 362 (2009/04/11)
A series of 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3,4,5-tetrahydropyridazin-3-ones has been synthesized. An appropriate aromatic hydrocarbon reacts with succinic anhydride in presence of AlCl3 to yield β-aroyl propionic acid. The corresponding acid was cyclized with hydrazine hydrate to give 6-(substituted aryl)-2,3,4,5- tetrahydro-3-pyridazinone, which was heated on steam bath with phosphorus( V) oxychloride to yield 3-chloro 6-substituted phenyl pyridazine. This intermediate after reaction with hydrazine hydrate was converted into 3-hydrazino-6- substituted phenyl pyridazine. The resulting product was converted into 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3, 4,5-tetrahydropyridazin-3-one by reacting with substituted aroyl propionic acid. Spectral data (IR, NMR, mass spectra) confirmed the structures of the synthesized compounds. The synthesized compounds were investigated for their in vitro antitubercular, antifungal and antibacterial activities. The results indicated that the synthesized compounds have mild to potent activities with reference to their appropriate reference standards.
Some reactions with 6-(biphenyl)-4-(5-oxo-1,3-diphenyl-2-pyrazolin-4-yl)-4,5-dihydropyridazin-3-(2H) ones
Kassab,Sayed,Radwan,Abd El-Azzez
, p. 649 - 655 (2007/10/03)
4-biphenyl-4-oxo-2-butenoic acid (1) reacted with 1,3-diphenyl-2-pyrazolin-5-one (2) to give 4-biphenyl-4-oxo-2-(5-oxo-1,3-diphenyl-2-pyrazolin-4-yl) butanoic acid (3) The condensation of (3) with hydrazines affords the corresponding pyridazinones (4, 5). Reaction of pyridazinone (4) with POCl3 gave the chloropyridazine derevative (7) which was subjected to further studies with hydrazine hydrate, aromatic amines, anthranilic acid, thiourea and sulfa drugs to give compounds (8-15). Reaction of pyridazinone (4) with phosphorus pentasulfide gave the corresponding thiopyridazine derivative (16). The in-vitro antibacterial screening revealed that some of the new compounds possess activity against Gram-positive, Gram-negative bacteria and fungi.
