追求磺胺类药物磺胺吡啶、磺胺噻唑和磺胺甲恶唑的多组分晶体,Crystal Growth & Design

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追求磺胺类药物磺胺吡啶、磺胺噻唑和磺胺甲恶唑的多组分晶体
Crystal Growth & Design ( IF 3.2 ) Pub Date : 2021-12-14 , DOI: 10.1021/acs.cgd.1c00448
Matthew C. Scheepers ₁ , Andreas Lemmerer ₁

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尝试合成和表征一系列含有磺胺甲恶唑、磺胺吡啶和磺胺噻唑的多组分晶体（分子盐或共晶体）。选择了 25 种不同的共形成物合成共晶或分子盐，其中分离出 15 种多组分晶体：含磺胺噻唑的共晶和分子盐 5、磺胺甲恶唑的共晶和分子盐 3、共晶和分子盐磺胺吡啶。尝试使用溶液结晶以及干法和液体辅助研磨实验进行合成。这些晶体通过单晶 X 射线衍射、差示扫描量热法、热重分析和红外光谱表征。许多成功的结晶产生了具有多种氢键网络的多组分晶体。负责最成功合成尝试的主要共形成体是 2-氨基吡啶及其衍生物。除了几个不同的氢键外，这些共形成物与相应的磺胺药物形成了一个基于环的氢键基序，这有助于形成更大的氢键网络。含有磺胺类药物和苯甲酸衍生物的多组分晶体在羧酸和磺酰胺基团之间或在羧酸基团和苯胺基团之间形成氢键，其中根据具体情况发生质子转移。负责最成功合成尝试的主要共形成体是 2-氨基吡啶及其衍生物。除了几个不同的氢键外，这些共形成物与相应的磺胺药物形成了一个基于环的氢键基序，这有助于形成更大的氢键网络。含有磺胺类药物和苯甲酸衍生物的多组分晶体在羧酸和磺酰胺基团之间或在羧酸基团和苯胺基团之间形成氢键，其中根据具体情况发生质子转移。负责最成功合成尝试的主要共形成体是 2-氨基吡啶及其衍生物。除了几个不同的氢键外，这些共形成物与相应的磺胺药物形成了一个基于环的氢键基序，这有助于形成更大的氢键网络。含有磺胺类药物和苯甲酸衍生物的多组分晶体在羧酸和磺酰胺基团之间或在羧酸基团和苯胺基团之间形成氢键，其中根据具体情况发生质子转移。这有助于形成更大的氢键网络。含有磺胺类药物和苯甲酸衍生物的多组分晶体在羧酸和磺酰胺基团之间或在羧酸基团和苯胺基团之间形成氢键，其中根据具体情况发生质子转移。这有助于形成更大的氢键网络。含有磺胺类药物和苯甲酸衍生物的多组分晶体在羧酸和磺酰胺基团之间或在羧酸基团和苯胺基团之间形成氢键，其中根据具体情况发生质子转移。

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In Pursuit of Multicomponent Crystals of the Sulfa Drugs Sulfapyridine, Sulfathiazole, and Sulfamethoxazole

An attempt to synthesize and characterize a series of multicomponent crystals (molecular salts or cocrystals) containing sulfamethoxazole, sulfapyridine, and sulfathiazole was made. Twenty-five different coformers were selected to synthesize cocrystals or molecular salts, and of those, 15 multicomponent crystals were isolated: five cocrystals and one molecular salt containing sulfathiazole, three cocrystals and one molecular salt of sulfamethoxazole, and four cocrystals and one molecular salt containing sulfapyridine. Synthesis was attempted using solution crystallization, as well as dry and liquid-assisted grinding, experiments. These crystals were characterized by single crystal X-ray diffraction, differential scanning calorimetry, thermal gravimetric analysis, and infrared spectroscopy. Many of the successful crystallizations yielded multicomponent crystals with a diverse range of hydrogen bonding networks. The predominant set of coformers responsible for the most successful synthesis attempts were 2-aminopyridine and its derivatives. These coformers formed a ring-based hydrogen bond motif with the corresponding sulfa drug, in addition to several different hydrogen bonds, which contribute to a larger hydrogen bonded network. The multicomponent crystals containing the sulfa drug and a benzoic acid derivative formed a hydrogen bond either between the carboxylic acid and the sulfonamide group or between the carboxylic acid group and the aniline group, in which a proton transfer occurred depending on the specific case.

更新日期：2022-01-05

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