Synthesis of biologically active novel bis Schiff bases, bis hydrazone and bis guanidine derivatives

2009 
A number of bis Schiffs bases 3a-d havc been synthesized by condensation of 2,4,8.10 tetraoxaspiro[5,5]undecane 3,9-dipropanamine 1 with furfural, indole-3-aldehyde, 2-acetylpyridine. 4-acetylpyridine and 5a-c by condensation of 1,4-bis (3-aminopropyl) piperazine 4 with indole-3-aldehyde, 2-acetylpyridine, 4-acetylpyridine, in high yields by using microwave irradiation. Bis hydrazone derivatives 8a-c arc obtained by condensation of 2,6-diacetylpyridine 7 with various arylsulfonylhydrazides using microwave irradiation. A number of bis guanidinc derivatives 11a-j arc synthesized by condensation of 1,3-diaminoguanidine monohydrochloride 10 with various aldehydes 9a-c and ketones 9d-j. The structurcs assigned to these purified compounds i.e 3a-d, 5a-c, 8a-c, and 11a-j, arc supported by correct spectral data and elemental analysis. Anti-inflammatory activities of 3b and 11c arc comparable to standard drug phenyl butazone. Analgesic activities of 11c and 3b arc compared with phenyl butazone and 3b showed better activity then phenyl butazone.
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