Maleimide adduct conjugates of procainamide and napa

Details Maleimide adduct conjugates of procainamide and napa Maleimide adduct conjugates of procainamide and napa

C - Chemistry, Metallurgy

12

N

C12N 9/96 (2006.01) A61K 39/385 (2006.01) A61K 39/39 (2006.01) C07D 207/416 (2006.01) C07D 207/452 (2006.01) C07K 14/795 (2006.01) C07K 16/44 (2006.01) C08B 37/00 (2006.01) C12N 9/38 (2006.01)

Patent

CA 2178915

Novel derivatives of procainamide and N-acetylprocainamide (NAPA) are disclosed having formula (a) wherein: X = hydrogen or acetyl; R1 = an alkyl group having 1 to 3 carbon atoms; m = an integer from 2 to 10; R2 = an alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms; Z = a poly(amino acid); and 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 labelling 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.

L'invention se rapporte à de nouveaux dérivés de procaïnamide et N-acétylprocaïnamide (NAPA) ayant la formule (a) dans laquelle X = hydrogène ou acétyle; R¿1? = un groupe alkyle possédant 1 à 3 atomes de carbone; m = un nombre entier de 2 à 10; R¿2? = un groupe alkyle, cycloalkyle ou aryle possédant 2 à 10 atomes de carbone; Z = un poly(aminoacide); et n = 1 à p où p = masse moléculaire de Z/1000. Les dérivés comprennent des conjugués maléimidiques de protéines ou de poly(aminoacides), d'enzymes, de polypeptides donneurs d'enzymes et de substances de marquage. L'invention se rapporte également à de nouveaux intermédiaires d'haptène activés utilisés dans la préparation des conjugués, et aux procédés de synthèse des intermédiaires et des dérivés d'haptène.

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