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

页码：3788 / 3801

页数：14

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