Synthesis of indazol-4,7-dione derivatives as potential trypanocidal agents

The synthesis of new indazol‐4,7‐dione derivatives via 1,3‐dipolar cycloaddition of diazomethane with 2,3‐dimethyl‐1,4‐benzoquinone (2) and 1,4‐naphthoquinone (7) followed by N‐alkylation of the pyrazol nitrogen atom of the corresponding quinones (3) and (8) with methyl chloroacetate is described. A...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2002-09, Vol.39 (5), p.1093-1096
Main Authors: Tapia, Ricardo A., Carrasco, Claudia, Ojeda, Scarlet, Salas, Cristian, Valderrama, Jaime A., Morello, Antonio, Repetto, Yolanda
Format: Article
Language:English
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Summary:The synthesis of new indazol‐4,7‐dione derivatives via 1,3‐dipolar cycloaddition of diazomethane with 2,3‐dimethyl‐1,4‐benzoquinone (2) and 1,4‐naphthoquinone (7) followed by N‐alkylation of the pyrazol nitrogen atom of the corresponding quinones (3) and (8) with methyl chloroacetate is described. A series of amides from esters (5) and (10) were also obtained. These compounds were tested in vitro as potential anti‐trypanosomal agents. Compounds (4) and (8) were found to have significant activity.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570390540