Characterization of the Solubility and Solid-State Properties of Saccharin Salts of Fluoroquinolones

被引：43
|
作者：
Romanuk, Carolina B. [1 ]
Manzo, Ruben H. [1 ]
Garro Linck, Yamila [2 ]
Chattah, Ana K. [2 ]
Monti, Gustavo A. [2 ]
Olivera, Maria E. [1 ]
机构：
[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Farm, RA-5000 Cordoba, Argentina
[2] Univ Nacl Cordoba, Fac Matemat Astron & Fis, RA-5000 Cordoba, Argentina
来源：
JOURNAL OF PHARMACEUTICAL SCIENCES | 2009年 / 98卷 / 10期
关键词：
saccharin salts; solid state; solubility; zwitterionic; fluoroquinolone derivatives; hydrogen bond; NMR; heteronuclear correlation; METAL-IONS; ELECTROPHORETIC BEHAVIOR; NMR; ANTIMICROBIALS; CIPROFLOXACIN; COMPLEXATION; QUINOLONES; PREDICTION; SERIES;
D O I：
10.1002/jps.21688
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Saccharinates salts of the fluoroquinolone antibiotics norfloxacin, ciprofloxacin, ofloxacin, and enrofloxacin were obtained as pure crystalline anhydrous solids with sweet taste. The products were characterized by one- ((13) C) and two-dimensional (H-1-C-13) dimensions solid state Nuclear Magnetic Resonance and infrared spectroscopy showing ionic interactions between the saccharine amide and the fluoroquinolone piperazine. Several intermolecular bindings were also identified. Thermal behavior and powder X-ray diffraction provided complementary evidences of salt formation. The series of products showed improved properties with respect to water solubility. A solubility model was developed. These salts would be a good way forward to developing more suitable formulations of these APIs. (C) 2009 Wiley-Liss, Inc. and the American Pharmacists Association J Pharm Sci 98:3788-3801, 2009
引用
收藏
页码：3788 / 3801
页数：14
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