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Hydrolysis of sulphonamides in aqueous solutions

机译：水溶液中磺酰胺的水解

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摘要

Hydrolysis is one of the most common reactions controlling abiotic degradation and is one of the main paths by which substances are degraded in the environment. Nevertheless, the available information on this process for many compounds, including sulphonamides (a group of antibiotic drugs widely used in veterinary medicine), is very limited. This is the first study investigating the hydrolytic stabilities of 12 sulphonamides, which were determined according to OECD guideline 111 (1st category reliability data on the basis of regulatory demands on data quality for the environmental risk assessment of Pharmaceuticals). Hydrolysis behaviour was examined at pH values normally found in the environment. This was prefaced by a discussion of the acid-base properties of sulphonamides. All the sulphonamides tested were hydrolytically stable at pH 9.0, nine (apart from sulphadiazine, sulphachloropyridazine and sulphamethoxypyridazine) were stable in this respect at pH 7.0 and two (sulphadiazine and sulph-aguanidine) at pH 4.0 (hydrolysis rate ≤ 10%; t_(0.5 (25℃)) > 1 year). The degradation products were identified, indicating two independent mechanisms of this process. Our results show that under typical environmental conditions (pH and temperature) sulphonamides are hydrolytically stable with a long half-life; they thus contribute to the on-going assessment of their environmental fate.
机译：水解是控制非生物降解的最常见反应之一，也是环境中物质降解的主要途径之一。然而，对于许多化合物，包括磺酰胺（一组广泛用于兽药的抗生素药物），有关此过程的可用信息非常有限。这是首次研究12种磺酰胺的水解稳定性的研究，这些磺酰胺是根据OECD准则111（基于对药品环境风险评估的数据质量的监管要求而确定的第一类可靠性数据）确定的。在环境中通常发现的pH值下检查了水解行为。在讨论磺酰胺的酸碱性质之前对此进行了介绍。在这方面，所有测试的磺酰胺均在pH 9.0时水解稳定，其中9种（除磺胺嘧啶，磺胺氯哒嗪和磺胺甲氧基哒嗪）在pH 7.0时稳定，两种磺酰胺（磺胺二嗪和磺基胍胍）在pH 4.0时水解（水解率≤10％; t_（ 0.5（25℃））> 1年。确定了降解产物，表明该过程有两种独立的机制。我们的结果表明，在典型的环境条件（pH和温度）下，磺酰胺具有水解稳定性，且半衰期长。因此，它们有助于持续评估其环境命运。

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  • 来源
    《Journal of Hazardous Materials》 |2012年第30期|p.264-274|共11页
  • 作者

    Anna Bialk-Bielinska; Stefan Stolte; Marianne Matzke; Aleksandra Fabianska; Joanna Maszkowska; Marta Koiodziejska; Beata Liberek; Piotr Stepnowski; Jolanta Kumirska;

  • 作者单位

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    UFT - Centre for Environmental Research and Sustainable Technology, University of Bremen, Leobener Strasse UFT, D-28359 Bremen, Germany;

    Department of Plant & Environmental Sciences, University of Gothenburg, Carl Skottsberg Gatan 22 B, 40530 Goeteborg, Sweden;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

    Faculty of Chemistry, University of Gdansk. Sobieskiego 18/19,80-952 Gdansk, Poland;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

    sulphonamides; hydrolysis; OECD 111 guideline; kinetics; degradation products;

    机译：磺酰胺;水解;经合组织111准则;动力学;降解产物;

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