Pharmaceutically active ornithine derivatives, ammonium salts thereof and methods of making same

US6989386B2 · kind B2 · utility

Assignees

• DANA-FARBER CANCER INSTITUTE, INC. · US
• Ash Stevens, LLC · US

Inventors

• Andre Rosowsky · Needham, US
• Henry Bader · Newton, US
• Peter Blumbergs · Royal Oak, US
• Ming-The Lin · Farmington Hills, US

Key dates

• Filing date: Apr 14, 2003
• Grant date: Jan 24, 2006
• Expiry date: May 2, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D475/08
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

In one embodiment, the present invention relates to a new class of ammonium salts of Nδ-acyl derivatives of Nα-(4-amino-4-deoxypteroyl)-L-ornithine compounds having a structure according to formula II-IV.Formula II has the structure of: The ammonium salts provided by the invention exhibit high inhibitory activity against the growth o methotrexate-resistant cells, and also exhibit superior chemical stability than corresponding acidic Nδ-acyl derivatives of Nδ-acyl derivatives of Nα(4-amino-4-deoxypteroyl)-L-ornithine compounds.