Granted Patent B2

US 8,017,105 · App. 11/472,842 · Granted Sep 13, 2011

Abstract

Claims (19)

1. A composition of matter having the following formula:

IEM-L-BHEM-PPBM,

or a pharmaceutically acceptable salt thereof,

wherein PPBM is a plasma protein binding moiety, wherein the plasma protein is human serum albumin (HSA); wherein the PPBM has 7-18 carbon atoms and comprises at least 1 aryl ring selected from phenyl, napthyl, biphenyl, and benzyl;

wherein IEM is an image enhancing moiety and is selected from the following group:

wherein one of R 1 -R 11 is L-BHEM-PPBM and the R 1 -R 11 groups that are not L-BHEM-PPBM are hydrogen;

wherein R 12 , R 13 , and R 14 can be the same or different and are selected from the group consisting of O − and NH 2 ;

wherein R 15 is H, CH 2 CH(OH)CH 3 , hydroxyl alkyl, or CH 2 COR 12 ;

wherein said M is a paramagnetic metal ion chelated by the IEM and selected from the group consisting of Gd(III), Fe(III), Mn(II), Mn(III), Cr(III), Cu(II), Dy(III), Tb(III), Ho(III), Er(III), and Eu(III);

wherein L is a linker connecting the IEM to the BHEM consisting of 1 to 4 —CH 2 — groups; and

wherein the BHEM moiety is a blood half-life extending moiety and is a phosphodiester.

2. The composition of claim 1 , wherein the IEM moiety is

3. The composition of claim 1 wherein the contrast agent is a pharmaceutically acceptable salt, wherein the pharmaceutically acceptable salt is selected from the group consisting of:

N-methyl-D-glucamine,

calcium, and

sodium.

4. The composition of claim 1 wherein said L is a —CH 2 — group.

5. The composition of claim 1 , wherein the PPBM binding moiety is selected from the group consisting of:

where the wavy line signifies attachment to the BHEM moiety.

Assignments (11)