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IJC-B Vol.48B(05) [May 2009] >


Title: Synthesis and antimicrobial evaluation of some alkoxyphthalimide derivatives of naphthyridine
Authors: Bhambi, Dinesh
Salvi, Vijay Kumar
Bapna, Archita
Pemawat, Gangotri
Talesara, G L
Keywords: Naphthyridine
ω-bromoalkoxyphthalimide
multicomponent condensation
antimicrobial activity
N-hydroxy­phthalimide
Issue Date: May-2009
Publisher: CSIR
Abstract: 5-(4-Substitutedphenyl)-8,8-dimethyl-5,8,9,10-tetrahydrobenzo[b][1,8]naphthyridin-7H-one 1a-e have been converted to their N-substituted alkoxyphthalimide derivatives using two alternative pathways. In route one, 1a-e are treated with formalin (37%) to yield 5-(4-substitutedphenyl)-10-(hydroxymethyl)-8,8-dimethyl-5,8,9,10-tetrahydro­benzo­[b][1,8]­naph­thyridin-6-7H-one 2a-e, which is further changed to corresponding chloro derivatives 3a-e by the treatment with thionyl chloride. Condensation of 3a-e with N-hydroxyphthalimide furnished the final compounds 2-{[5-(4-substitutedphenyl)-8,8-dimethyl-6-oxo-6,7,8,9-tetrahydrobenzo[b][1,8]naphthyridin-10-5H-yl]methoxy}phthalimide 4a-e. In another route, 1a-e is directly condensed with ω-bromoalkoxyphthalimide to yield higher homologues of 4a-e i. e. 2-{2-[5-(4-substituted phenyl)-8,8-dimethyl-6-oxo-6,7,8,9-tetrahydrobenzo[b][1,8]naphthyridin-10-5H-yl]ethoxy} phthalimide derivatives 5a-e. Structures of all the synthesized compounds have been established on the basis of elemental analysis and spectral studies. All the synthesized compounds have been screened for antibacterial and antifungal activities.
Page(s): 697-704
ISSN: 0376-4699
Source:IJC-B Vol.48B(05) [May 2009]

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