Novel pyridazine derivatives: Synthesis and antimicrobial activity evaluation.
A general method for the preparation of new hydrazones is reported. The 1-[4-(2-methoxybenzyl)-6-aryl pyridazin-3(2H)-ylidene] hydrazines or their tautomeric structures (1(a-d)) were condensed with different aldehydes, dialdehydes, ketones, alpha-dicarbonyl compounds and simple carbohydrates to afford the hydrazones and dihydrazones (2(a-d)), (3(a-d)), (4(a-d)), (5(a-d)), (6(d)), (7(c)), (8(a-d)), (9(a-d)), (10(a-d)), (11(a-d)), (12(a,c,d)), (13(a-d)), (14(a-d)), (15(a-d)), (16(a-d)) and (17(a-d)). The structures of all synthesized compounds were confirmed from microanalytical and spectral data. Some of the products were screened for their antimicrobial activity against Staphylococcus aureus and Streptococcus faecalis, Escherichia coli and Pseudomonas aeruginosa. The hydrazone derivative 15(d) (1-[4-(2-methoxybenzyl)-6-methylphenyl pyridazin-3(2H)-ylidene]-2-(2-carboxydiphenyl methyl) hydrazine) showed the highest biological activity.
Kandile
N G
NG
Chemistry Department, Faculty of Women, Ain Shams University, Heliopolis Cairo 11757, Egypt.
Mohamed
M I
MI
Zaky
H
H
Mohamed
H M
HM
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D013293:Enterococcus faecalis / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D006835:Hydrazones; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D011724:Pyridazines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D006835:Hydrazones; D011724:Pyridazines