Piperidine analogs and conjugates of procainamide and NAPA

US5525474A · kind A · utility

Assignee

• Boehringer Mannheim GmbH · DE

Inventors

• Gerald Sigler · Carmel, US
• Charles F. Walter · Carmel, US
• Todd P. Glancy · Fairmount, US
• Erasmus Huber · Garching bei München, DE
• Frank E. Klein · Elkton, US

Key dates

• Filing date: Jan 31, 1994
• Grant date: Jun 11, 1996
• Expiry date: Jan 31, 2014

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y10S436/815
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Novel derivatives of procainamide and N-acetylprocainamide (NAPA) are disclosed having the following formula: ##STR1## wherein: X=hydrogen or acetyl; PA1 n=1 to p where p=MW of Z/1000; PA1 Z=a poly(amino acid) or polysaccharide; and PA1 R3=a bond or ##STR2## wherein R2=an alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms. 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.