N-1-carboxyalkyl derivatives of LSD

US5843682A · kind A · utility

Assignee

• Boehringer Mannheim GmbH · DE

Inventors

• Gerald Sigler · Carmel, US
• Riaz Rouhani · Concord, US
• David Davoudzaheh · Pleasanton, US

Key dates

• Filing date: Nov 20, 1995
• Grant date: Dec 1, 1998
• Expiry date: Nov 20, 2015

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N33/946
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Novel derivatives of LSD having the formula ##STR1## wherein R.sub.1 is an alkyl, cycloalkyl or aryl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 carbon atom; PA1 R.sub.2 is a bond or ##STR2## wherein R.sub.3 is alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms, preferably an alkyl group having 2 or 5 carbon atoms; Z is an immunogenic carrier substance, an enzyme donor polypeptide or a label selected from the group consisting of an enzyme, a substance having fluorescent or luminescent properties and a radioactive substance; and n is 1 to p where p equals MW of Z/1000. The derivatives include maleimide conjugates of an immunogenic poly(amino acid), an enzyme donor polypeptide or a labeling substance such as an enzyme, a fluorescent substance or a radioactive substance. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and their conjugate derivatives are also disclosed.