C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 215/56 (2006.01) A61K 31/435 (2006.01) C07D 471/04 (2006.01)
Patent
CA 2220080
The present invention provides a method of making quinolone carboxylic acids or naphthyridine carboxylic acids in free base form, the method comprising dissolving a quinolone carboxylic acid salt or naphthyridine carboxylic acid salt in a solvent system to form a solution; combining the solution containing the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt with a calcium salt in an amount in the range of about 0.01 % to about 5.0 % by weight of the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt and a base, the combination resulting in the formation of a precipitate; and collecting the precipitate. Also provided is a solid bulk pharmaceutical chemical composition comprising 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6- fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid or 7-(3-S-(2-S-aminopropionylamino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4- dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid; and calcium in an amount in the range of 0.001 % to about 1.0 % by weight of the 7-(3-amino-1- pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3- carboxylic acid or 7-[3-S-(2-S-aminopropionylamino) pyrrolidin-1-yl]-1-cyclopropyl-6- fluoro-1,4-dihydro-4-oxo- 1,8-naphthyridine-3-carboxylic acid.
La présente invention concerne un procédé de production d'acides carboxyliques de quinolone ou d'acides carboxyliques de naphtyridine sous forme de base libre, ledit procédé consistant à dissoudre un sel d'acide carboxylique de quinolone ou un sel d'acide carboxylique de naphtyridine dans un système de solvants de façon à former une solution, à combiner la solution contenant le sel d'acide carboxylique de quinolone ou le sel d'acide carboxylique de naphtyridine à un sel de calcium en quantité représentant, en poids, entre environ 0,01 % et environ 5,0 % du sel d'acide carboxylique de quinolone ou du sel d'acide carboxylique de naphtyridine et à une base, la combinaison ayant pour effet la formation d'un précipité, et enfin à recueillir ledit précipité. L'invention concerne également une composition chimique pharmaceutique solide en vrac comportant d'une part de l'acide 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylique ou de l'acide 7-[3-S-(2-S-aminopropionylamino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphtyridine-3-carboxylique et d'autre part du calcium en quantité représentant, en poids, entre environ 0,001 % et environ 1,0 % environ de l'acide 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylique ou de l'acide 7-[3-S-(2-S-aminopropionylamino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphtyridine-3-carboxylique.
Dozeman Gary Jay
Porter Kenneth Thomas
Wemple James Norton
Macrae & Co.
Warner-Lambert Company
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