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Pharmaceutical Co-crystallization of Norfloxacin

Basavoju, Srinivas (författare)
Luleå tekniska universitet,Medicinsk vetenskap
Khan, Wasim (författare)
Biovitrum AB, Stockholm
Boström, Dan (författare)
Umeå universitet
visa fler...
Velaga, Sitaram (författare)
Luleå tekniska universitet,Medicinsk vetenskap
visa färre...
 (creator_code:org_t)
American Association of Pharmaceutical Scientists, 2006
2006
Engelska.
Ingår i: 2006 AAPS Annual Meeting and Exposition. - : American Association of Pharmaceutical Scientists.
  • Konferensbidrag (refereegranskat)
Abstract Ämnesord
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  • 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

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Basavoju, Sriniv ...
Khan, Wasim
Boström, Dan
Velaga, Sitaram
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