Antibacterial optically pure benzoquinolizine carboxylic acids, processes, compositions and methods of treatment

US6750224B1 · kind B1 · utility

Assignee

• Wockhardt Limited · IN

Inventors

• Mahesh Vithalbhai Patel · Aurangabad, IN
• Shivkumar Agarwal · Aurangabad, IN
• Sreenivas Kandepu · Hyderabad, IN
• Nitin Shetty · Kalyan-Dombivli, IN
• Dilip J. Upadhyay · Thane, IN
• Nishith Chaturvedi · Sayla, IN
• Abraham Thomas · Jamkhed, IN
• Noel De Souza · Mumbai, IN
• Habil Khorakiwala · Mumbai, IN

Key dates

• Filing date: Aug 17, 2000
• Grant date: Jun 15, 2004
• Expiry date: Aug 17, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B2200/07
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to optically pure S-(−)-benzoquinolizine carboxylic acids, their derivatives, salts, pseudopolymorphs, polymorphs and hydrates thereof, substantially free of their R-(+)-isomers, to processes for preparation of the optically pure S-(−)-benzoquinolizine carboxylic acids, their derivatives, salts, pseudopolymorphs, polymorphs and hydrates thereof substantially free of their R-(+)-isomers, and to pharmaceutical compositions comprising the S(−)-benzoquinolizine carboxylic acids, their derivatives, salts, pseudopolymorphs, polymorphs and hydrates thereof. These compounds and compositions can be used to systemically and topically treat bacterial Gram-positive, Gram-negative and anaerobic infections, specially resistant Gram-positive organism infections, Gram-negative organism infections, mycobacterial infections and emerging nosocomial pathogen infections, while avoiding toxic effects associated with the administration of the racemic mixture of RS-(±)-benzoquinolizine carboxylic acid. The compounds and compositions of this invention can also be used to treat diseases and disorders caused by Gram-positive, Gram-negative and anaerobic …