Synthesis and reaction of cyanopyridone derivatives and their potential biological activities.
4-Carboxy-3-cyano-6-biphenyl-pyrid-2-one (1) was prepared and then allowed to react with methyliodide, benzenesulphonyl chloride, phenylisothiocyanate, acetic anhydride, o-phenylenediamine, phenylmagnesium bromide and phosphorus pentasulphide affording the corresponding N-substituted pyrid-2-one 2-5, 4-(benzimidazol-2-yl)-pyrid-2-one 7, 2-hydroxy-2-phenyl-1,2-dihydro-pyridine 8 and 2-thiopyridone 9 derivatives, respectively. Treatment of 1 with dimethyl sulphate and phosphorus oxychloride to give 2-methoxy pyridine 12 and 2-chloro pyridine 13 derivatives. Reaction of 13 with amines and hydrazine hydrate afforded 14 and 15, respectively. The structural assignments of the new compounds were based on analytical, spectroscopic measurements and chemical reactions. Some of the obtained compounds showed interesting antibacterial and antifungal activities in vitro.
Salman
A S
AS
Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, Egypt.
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000187:drug effects; D001419:Bacteria / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology; D013055:Spectrophotometry, Infrared
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D011728:Pyridones