- Basavoju, Srinivas, et al.
Pharmaceutical Co-crystallization of Norfloxacin
Ingår i: 2006 AAPS Annual Meeting and Exposition. - : American Association of Pharmaceutical Scientists.
- Description: Aim: The objective of the study was to prepare co-crystal and salts of norfloxacin and to investigate their structural and pharmaceutical properties. Methods: Norfloxacin was crystallized in a series of solvents in an effort to investigate the polymorphism. Norfloxacin was also co-crystallized with isonicotinamide and succinic acid in different solvents. We have characterised these materials using DSC, IR, Raman and PXRD. The single crystal X-ray diffraction data was obtained and crystal structures were solved. The solubility and moisture sorption behaviour (0-90%RH) of these materials were determined. Results: Norfloxacin Anhydrate, 1 crystallizes in the triclinic P-1 space group with one neutral molecule in the asymmetric unit. The carboxylic acid group participates in the intramolecular O-HO (D=2.525 Å) hydrogen bonding with carbonyl group of the quinolone moiety. NorfloxacinIsonicotinamideCHCl3, 2 crystallizes in the centrosymmetric C2/c space group with one molecule of norfloxacin, one molecule of isonicotinamide and one molecule of CHCl3.in the asymmetric unit. Four molecules of norfloxacin generate a rectangular host type network with N-HO (D=2.668 Å) and N-HO (D=2.657 Å) interactions. Two isonicotinamide molecules form robust amideamide (N-HO, D=2.889 Å) homodimer synthon and fits into the rectangular grid (N-HO, D=2.929 Å). The CHCl3 molecules lie in the channels of the host frame work. Norfloxacin (Succinate)0.5 Hydrate, 3 crystallizes in the triclinic P-1 space group with one norfloxacin cation, half molecule of succinate dianion and one H2O molecule in the asymmetric unit. The two succinate anions and two norfloxacin cations form a cyclic tetramer synthon (N-HO, D=2.726 Å) and extends with H2O molecules through the hydrophilic channel generated by quinolone stacked layers (ππ, 4.041 Å) along the a-axis via O-HO (D=2.928 Å) interactions. The rank order of the solubility of these materials was 1<2