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Claims for Patent: 5,763,454

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Claims for Patent: 5,763,454

Title: Crystal form of anhydrous 7-([1.alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-f luoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8 naphthyridine-3-carboxylic acid, methanessulfonic acid salt
Abstract:The anhydrate of 7-([1.alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-flu oro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt has advantageous stability for formulation as an antibacterial agent.
Inventor(s): Handanyan; Lynne A. (New York, NY), Morris; Thomas A. (New York, NY), Hendrickson; Robert L. (New York, NY), Johnson; Phillip J. (New York, NY), Norris; Timothy (New York, NY)
Assignee: Pfizer, Inc. (New York, NY)
Application Number:08/849,300
Patent Claims: 1. 7-([1. alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-fluoro-1-( 2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt characterized by the following major peaks in its X-ray powder diffraction pattern

2. A process for preparing the compound according to claim 1, which comprises heating 7-([1.alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-flu oro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt or its derived monohydrate in the presence of an alcohol or mixture thereof with an aprotic co-solvent.

3. A pharmaceutical composition having antibacterial activity, which comprises crystalline 7-([1.alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-flu oro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt characterized by the following major peaks in its X-ray powder diffraction pattern

4. A method of treating a bacterial infection, which comprises administering to a subject in need of treatment an antibacterial amount of crystalline 7-([1.alpha.,5.alpha.,6.alpha.]-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-flu oro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt characterized by the following major peaks in its X-ray powder diffraction pattern
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