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Research into transformations of 5-amino-3-methyl- 4-isoxazolecarboxylic acid hydrazide under orthoesters influence

Andrzej Regiec ,  Marcin Mączyński ,  Paulina Płoszaj ,  Stanisław Ryng 

Wrocław Medical University, Faculty of Pharmacy, Department of Organic Chemistry, Grodzka 9, Wrocław 50-137, Poland

Abstract
 

For many years in Chair and Department of Organic Chemistry many derivatives of isoxazole have been synthesized. A number of those compounds have a confirmed immunological effect. The starting material for their synthesis is 5-amino-3-methyl- 4-isoxazolecarboxylic acid hydrazide (1). Some of its derivatives demonstrated immunosuppressive1 and immunostimulant activity. To create new 5-amino-3-methyl-4-isoxazolecarboxylic acid hydrazide derivatives, reactions with orthoesters were performed. A purpose of this presentation is to show the results of the researching into chemical transformations of respected hydrazide in reactions with orthoesters.

hydrazyd.bmp

References

1 Ryng S., Zimecki M., Fedorowicz A., Koll A., Immunological activity of new heterocyclic amides of 5-amino-3-methy- lisoxazole-4-carboxylic acid. 51(3), 257-262, Pol J Pharmacol. 1999

2 Mączyński M., Zimecki M., Drozd-Szczygieł E., Ryng S., The synthesis, physicochemical properties and immunological activity of 5-amino-3-methylisoxazolo[5,4-d]4-pyrimidinone derivatives. 10(4), 613-623, Cell Mol Biol Lett. 2005

 

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Submitted: 2010-03-15 17:28
Revised:   2010-04-21 14:36