Tris-maleimido compounds as intermediates in trifunctional...

C - Chemistry – Metallurgy – 07 – K

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530/5.06, 260/30

C07K 5/062 (2006.01) C07D 207/452 (2006.01) C07K 1/10 (2006.01) C07K 16/46 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2037811

ABSTRACT H-7620 The present invention is directed to a compound for use as an intermediate in the production of novel trifunctional antibody-like compounds. More particularly, the present invention is directed to a compound of the formula: Image wherein X is -?-. -?H . -?-R1. Image , Image .or Image ; wherein k -1 or 0; wherein z is Image , -O-, or -NH-; wherein s - 1 or O ; H-7620 wherein n - 1 or 0; wherein q - 1 or 0: wherein Y is -S-S-, Image ,,,, -O-, or -NH-; wherein Y' is -S-S-, Image ,,,, -O-, or -NH-; wherein p or m may be the same or different and are integers ranging from 0 to 20 with the provisos that when n - 0, the sum of m and p is an integer ranging from 1 to 20, whereas when n - 1, p and m are each an integer that is at least 1 and the sum of p and m is an integer ranging from 2 to 20; wherein R1 is straight or branched chain lower alkyl having from 1 to 6 carbon atoms or lower alkoxy having from 1-6 carbon atoms; and wherein R2 is hydrogen, phenyl, -COOH, or straight or branched chain lower alkyl having from 1-6 carbon atoms, with the proviso that the lower alkyl moiety may be mono substituted by -NH2, -OH, or -COOH. The compound of the present invention is useful as a trivalent coupling agent for linking Fab'-like fragments to form both bifunctional and trifunctional antibody-like compounds.

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