Invention Grant
US08236817B2 Polymorphs of 1-cyclopropy1-7-([s,s])-2,8-diazadicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride and methods for the preparation thereof
有权
1-环丙基] -7 - ([s,s])-2,8-二氮杂双环[4.3.0]壬-8-基)-6-氟-1,4-二氢-8-甲氧基-4-氧代 -3-喹啉羧酸盐酸盐及其制备方法
- Patent Title: Polymorphs of 1-cyclopropy1-7-([s,s])-2,8-diazadicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride and methods for the preparation thereof
- Patent Title (中): 1-环丙基] -7 - ([s,s])-2,8-二氮杂双环[4.3.0]壬-8-基)-6-氟-1,4-二氢-8-甲氧基-4-氧代 -3-喹啉羧酸盐酸盐及其制备方法
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Application No.: US10580173Application Date: 2004-10-28
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Publication No.: US08236817B2Publication Date: 2012-08-07
- Inventor: Stefano Turchetta , Pietro Massardo , Valentina Aromatario
- Applicant: Stefano Turchetta , Pietro Massardo , Valentina Aromatario
- Applicant Address: IT Cinisello Balsamo (MI)
- Assignee: Chemi S.p.A.
- Current Assignee: Chemi S.p.A.
- Current Assignee Address: IT Cinisello Balsamo (MI)
- Agency: Lucas & Mercanti, LLP
- Priority: ITMI2003A2259 20031120
- International Application: PCT/EP2004/052699 WO 20041028
- International Announcement: WO2005/054240 WO 20050616
- Main IPC: A61K31/47
- IPC: A61K31/47 ; C07D471/04
![Polymorphs of 1-cyclopropy1-7-([s,s])-2,8-diazadicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride and methods for the preparation thereof](/abs-image/US/2012/08/07/US08236817B2/abs.jpg.150x150.jpg)
Abstract:
Two novel crystalline forms, designated form A and form B of the antibacterial agent 1-cyclopropyl-7-(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy -4-oxo-3-quinoline carboxylic acid hydrochloride of formula, the preparation thereof, and their pharmaceutical compositions are described. These crystalline forms, which are characterized by greater ability and ease of preparation and of formulation, can be produced by industrially applicable methods which comprises the steps of: a) suspending 1-cyclopropyl-7-(S,S)-2,8-diazabicyclo-[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro -8-methoxy-4-oxo-3-quinoline carboxylic acid hydrochloride in a solvent selected from an alcohol and a polyalcohol, b) heating the mixture under reflux, c) cooling, d) isolating the product which is separated, (form A) and, additionally, e), reslurrying the solid at reflux in a solvent selected from alcohols and polyols or mixtures thereof, in which the resulting mixture has an overall water content of between 2.5% and 0.01% by weight, f) isolating the product (form B).
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