(R)- and (S)-1-(3-(3-N,N-dimethylaminocarbonyl)phenoxyl-4-nitrophenyl)-1-ethyl-N,N'-bis (ethylene)phosphoramidate, compositions and methods for their use and preparation

US10409869B2 · kind B2 · utility

Assignee

• OBI PHARMA, INC. · TW

Inventors

• Jian-Xin Duan · South San Francisco, US
• Yeyu Cao · Austin, US
• Xiaohong Cai · Redwood City, US
• Hailong Jiao · South San Francisco, US
• Jing Yuan Ma · South San Francisco, US
• Mark Matteucci · Burlingame, US

Key dates

• Filing date: Nov 15, 2016
• Grant date: Sep 10, 2019
• Expiry date: Nov 15, 2036

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N2291/0423
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Provided herein are optically active compounds of the formulae (ii); and (III) and pharmaceutical compositions thereof. Also provided herein are processes of making these compounds and resolving the racemic mixture or the enrichment of same with in one of its enantiomers to provide (R)- and (S)-1-(3-(3-N,N-dimethylaminocarbonyl)phenoxyl-4-nitrophenyl)-1-ethyl-N,N′-bis(ethylene)phosphoramidate, and methods of treating cancer comprising administering such compounds.