公开(公告)号：US4439363A

公开(公告)日：1984-03-27

申请号：US352118

申请日：1982-02-25

申请人： Wojciech A. Gruszecki ,  Irena M. Busko-Oszczopowicz ,  Maria Gdulewicz-Gruszecka ,  Jerzy J. Cieslak ,  Edward Borowski ,  Teresa Gumiezna

发明人： Wojciech A. Gruszecki ,  Irena M. Busko-Oszczopowicz ,  Maria Gdulewicz-Gruszecka ,  Jerzy J. Cieslak ,  Edward Borowski ,  Teresa Gumiezna

IPC分类号： C07D499/08 ,  A61K31/415 ,  A61K31/43 ,  A61P31/04 ,  C07D20060101 ,  C07D499/46 ,  C07D499/64 ,  C07D499/68 ,  C07D499/80

CPC分类号： C07D499/80

摘要： The acetylmethyl ester of hetacyllin and/or its salts of an organic or inorganic acid are described and methods for their synthesis wherein a tertiary amine and chloroacetone are introduced to hetacyllin in an organic solvent or chloroacetone is introduced to hetacyllin in the form of a salt with an alkali metal in an organic solvent, and then from the reaction mixture, the acetylmethyl ester of hetacyllin is isolated in free form and, if desired, a salt of the ester is obtained by reaction with an organic or inorganic acid in an organic solvent.As tertiary amines, trialkylamine, N-methylpiperidine, N-ethylpiperidine or N-methylmorpholine are used; as organic solvents in obtaining the ester, dimethylformamide, dimethylacetamide or dimethylsulfoxide are used. In obtaining salts of the ester the organic solvents used are aliphatic alcohols of a chain length C.sub.2 -C.sub.5 ; ketones, preferably acetone; ethers, such as diethyl, dipropyl, diisopropyl, dibutyl ethers, or their mixtures.The obtained compounds show an antibacterial action like ampicillin but after administration per os they show a considerably higher level of the antibiotic than that after administration of free ampicillin or its esters.

摘要翻译： 描述了hetacyllin的乙酰甲基酯和/或其有机或无机酸的盐，并将其合成方法，其中叔胺和氯丙酮在有机溶剂或氯丙酮中引入hetacyllin，以盐的形式引入到hetacyllin中， 在有机溶剂中的碱金属，然后从反应混合物中分离出游离形式的海参酰基乙酰甲基酯，如果需要，通过在有机溶剂中与有机或无机酸反应获得酯的盐。 作为叔胺，使用三烷基胺，N-甲基哌啶，N-乙基哌啶或N-甲基吗啉; 作为获得酯的有机溶剂，使用二甲基甲酰胺，二甲基乙酰胺或二甲基亚砜。 在获得酯的盐时，使用的有机溶剂是链长C 2 -C 5的脂族醇; 酮，优选丙酮; 醚，如二乙基，二丙基，二异丙基，二丁基醚或它们的混合物。 所得化合物显示出抗菌作用，如氨苄青霉素，但是在施用之后，它们显示比施用游离氨苄青霉素或其酯后显着高得多的抗生素水平。