Acylated n-hydroxy methyl thalidomide prodrugs with immunomodulator action

US6417197B1 · kind B1 · utility

Assignee

• Gruenenthal GmbH · DE

Inventors

• Johannes Schneider · Stolberg, DE
• Werner Winter · Aachen, DE
• Stephan Wnendt · Aachen, DE
• Kai Zwingenberger · Aachen, DE
• Kurt Eger · Leipzig, DE
• Michaela Akermann · Pforzheim, DE

Key dates

• Filing date: Dec 14, 1998
• Grant date: Jul 9, 2002
• Expiry date: Dec 14, 2018

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Thalidomide prodrugs of the formula I: in which R is —CHR1—NHR2 or —(CH2)nCOOH; R1 is H or C1-4 alkyl; R2 is H, C1-3 alkyl, C(O)—CH2—NHR3 or an amino-protective group, R3 is H or an amino-protective group, and n is an integer from 2 to 4, in the form of their free bases or of salts with physiologically acceptable acids, as well as a process for preparation of such prodrugs and the use of such prodrugs as an active drug substance.