Maleimide adduct conjugates of procainamide and NAPA

US5439798A · kind A · utility

Assignee

• Boehringer Mannheim GmbH · DE

Inventors

• Gerald Sigler · Carmel, US
• Charles F. Walter · Carmel, US
• Charles E. Durant · Indianapolis, US
• Todd P. Glancy · Fairmount, US
• Frank E. Klein · Elkton, US
• Allan Dorn · Carmel, US

Key dates

• Filing date: Dec 17, 1993
• Grant date: Aug 8, 1995
• Expiry date: Dec 17, 2013

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y10S436/822
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

Novel derivatives of procainamide and N-acetylprocainamide (NAPA) are disclosed having the following formula: ##STR1## wherein: X=hydrogen or acetyl; PA1 R.sub.1 =an alkyl group having 1 to 3 carbon atoms; PA1 m=an integer from 2 to 10; PA1 R.sub.2 =an alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms; PA1 Z=a poly(amino acid); and PA1 n=1 to p where p=MW of Z/1000. The derivatives include maleimide conjugates of proteins or poly(amino acids), enzymes, enzyme donor polypeptides and labeling substances. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and derivatives are also disclosed.