Synthesis of biologically active novel <i style="">bis</i> Schiff bases, <i style="">bis </i>hydrazone and <i style="">bis </i>guanidine derivatives

Abstract

A number of<i style=""> bis </i>Schiff′s bases <b>3a-d</b> have been synthesized by condensation of 2,4,8,10 tetraoxaspiro[5,5]undecane 3,9-dipropanamine <b>1</b> with furfural, indole-3-aldehyde, 2-acetylpyridine, 4-acetylpyridine and <b>5a-c</b> by condensation of 1,4-<i style="">bis</i> (3-aminopropyl) piperazine <b>4</b> with indole-3-aldehyde, 2-acetylpyridine, 4-acetylpyridine, in high yields by using microwave irradiation. <i style="">Bis</i> hydrazone derivatives <b>8a-c</b> are obtained by condensation of 2,6-diacetylpyridine <b>7</b> with various arylsulfonylhydrazides using microwave irradiation. A number of bis guanidine derivatives <b style="">11a-j</b> are synthesized by condensation of 1,3-diaminoguanidine monohydrochloride <b style="">10</b> with various aldehydes <b style="">9a-c</b> and ketones <b style="">9d-j</b>. The structures assigned to these purified compounds i.e <b>3a-d, 5a-c, 8a-c</b>, and <b>11a-j</b>, are supported by correct spectral data and elemental analysis. Anti-inflammatory activities of <b style="">3b</b> and <b style="">11e</b> are comparable to standard drug phenyl butazone. Analgesic activities of <b style="">11e </b>and<b style=""> 3b</b> are compared with phenyl butazone and <b style="">3b</b> showed better activity then phenyl butazone.