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Title: Synthesis, characterization and biological activity of 1,3,4-substituted 2-azetidinones
Authors: Pandey, V K
Gupta, V D
Upadhyay, Mrinalini
Upadhyay, Mridula
Singh, V K
Tandon, Meenal
Issue Date: Jan-2005
Publisher: CSIR
Series/Report no.: <b>Int</b>.<b>Cl</b>.<b><sup>7</sup> C 07 C 59/54 // A 61 P 31/12</b>
Abstract: Amido/imido alcohol/2-phenyl-3-hydroxyethylquinazolin-4 (3<i>H</i>) -one <b>1</b> on treatment with benzoic acid in the presence of conc. H<sub>2</sub>SO<sub>4</sub> yields <i>m-</i>(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3<i>H</i>-4-oxoquinazolinyl) benzoic acids <b>2</b>. The acid chloride of <b>2</b> on reaction with hydrazine hydrate affords <i>m-</i>(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3<i>H</i>-4-oxo-quinazolinyl) benzoic acid hydrazides <b>4</b> which on condensation with an aromatic aldehyde in acetic acid gives <i>m</i>-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3<i>H</i>-4-oxo-quinazolinyl) benzoic acid hydrazones <b>5</b>. Compounds <b>5</b> undergo cyclization with phenoxy acetic acid in the presence of thionyl chloride in dry benzene to furnish 1-[<i>m</i>-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3<i>H</i>-4-oxo-quinazolinyl-benzamido)]-3-phenoxy-4-phenyl-2-azetidinones <b>6</b>. The antiviral and antifungal activities of <b>6</b> have been reported.
Description: 158-162
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(01) [January 2005]

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