Patent Number: 6,967,079

Title: Pyrimidine derivatives for labeled binding partners

Abstract: Compounds having particular interest as labels and various novel uses in diagnostics and therapeutics are provided which have structure (1) ##STR1## wherein R.sup.1 is a binding partner, a linker or H; a and b are 0 or 1, provided that the total of a and b is 0 or 1; A is N or C; X is S, O, --C(O)--, NH or NCH.sub.2 R.sup.6 ; Y is --C(O)--; Z is taken together with A to form an aryl or heteroaryl ring structure comprising 5 or 6 ring atoms wherein the heteroaryl ring comprises a single O ring heteroatom, a single N ring heteroatom, a single S ring heteroatom, a single O and a single N ring heteroatom separated by a carbon atom, a single S and a single N ring heteroatom separated by a carbon atom, 2 N ring heteroatoms separated by a carbon atom, or 3 N ring heteroatoms at least two of which are separated by a carbon atom, and wherein the aryl or heteroaryl ring carbon atoms are unsubstituted with other than H or at least 1 nonbridging ring carbon atom is substituted with R.sup.6 or .dbd.O; R.sup.6 is independently H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, NO.sub.2, N(R.sup.3).sub.2, C.ident.N or halo, or an R.sup.6 is taken together with an adjacent R.sup.6 to complete a ring containing 5 or 6 ring atoms; R.sup.3 is a protecting group or H; and tautomers, solvates and salts thereof; and provided that where a is 0, b is 1, and R.sup.1 is ##STR2## in which D.sup.2 is independently hydroxyl, blocked hydroxyl, mono, di or triphosphate, or an oligodeoxyribonucleotide otherwise containing only the bases A, G, T and C; and D.sup.3 is H or OH; then Z is not unsubstituted phenyl. Also provided are novel intermediates and methods for the preparation and use of the structure (1) compounds.

Inventors: Matteucci; Mark (Burlingame, CA), Jones; Robert J. (Millbrae, CA), Lin; Kuei-Ying (Fremont, CA)

Assignee: ISIS Pharmaceuticals, Inc.

International Classification: A61K 31/7042 (20060101); A61K 31/7052 (20060101); C07H 21/02 (20060101); C07H 19/22 (20060101); C07H 21/00 (20060101); C07H 19/00 (20060101); C12Q 1/68 (20060101); C12P 19/00 (20060101); C12P 19/34 (20060101); C12Q 001/68 (); C12P 019/34 (); C07H 019/00 (); C07H 021/00 (); C07H 021/02 ()

Expiration Date: 1/22/02018