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Title: Synthesis and antibacterial activity of pyrazole and 1,3,4-oxadiazole derivatives of 2-phenyl-1,8-naphthyridine
Authors: Mogilaiah, K
Chowdary, D Srinivasa
Rao, R Babu
Issue Date: Jan-2001
Publisher: NISCAIR-CSIR, India
Abstract: 2-Phenyl-1,8-naphthyridine-3-carboxylic acid hydrazide 2 reacts with acetylacetone and ethyl acetoacetate to give 3,5-dimethyl-1-[(2-phenyl-1,8-naphthyridin-3-yl)carbonyl]pyrazole 3 and 3-methyl-1-[(2-phenyl-1,8-naphthyridin-3-yl)carbonyl]pyrazolin-5(4H)-one 4, respectively. The hydrazide 2 has been reacted with different acetophenones to yield the respective acetophenone 2-phenyl-1,8-naphthyridine-3-carbonylhydrazones 5, which on reaction with Vilsmeier-Haack reagent (DMF/POCl3) furnish the corresponding 3-(3-aryl-4-formylpyrazole-1-carbonyl)-2-phenyl-1,8-naphthyridines 6. On the other hand, interaction of 2 with different acid chlorides affords N-aroyl-N'-(2-phenyl-1,8-naphthyridine-3-carbonyl) hydrazines 7, which on treatment with POCl3 yield 3-(5-aryl-1,3,4-oxadiazol-2-yl)-2-phenyl-1,8-naphthyridines 8. These compounds have been characterized on the basis of elemental analyses, IR, 1H NMR and MS. Compounds 6 and 8 have been tested for their antibacterial activity using streptomycin as a reference compound.
Page(s): 43-48
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.40B(01) [January 2001]

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