Cage-like bifunctional chelators, copper-64 radiopharmaceuticals and PET imaging using the same

Patent metadata

Field	Value
Publication number	US-9403875-B2
Application number	US-69512510-A
Country	US
Kind code	B2
Filing date	Jan 27, 2010
Priority date	Jan 27, 2009
Publication date	Aug 2, 2016
Grant date	Aug 2, 2016

Abstract

Disclosed is a class of versatile Sarcophagine based bifunctional chelators (BFCs) containing a hexa-aza cage for labeling with metals having either imaging, therapeutic or contrast applications radiolabeling and one or more linkers (A) and (B). The compounds have the general formula

where A is a functional group selected from group consisting of an amine, a carboxylic acid, an ester, a carbonyl, a thiol, an azide and an alkene, and B is a functional group selected from the group consisting of hydrogen, an amine, a carboxylic acid, and ester, a carbonyl, a thiol, an azide and an alkene. Also disclosed are conjugate of the BFC and a targeting moiety, which may be a peptide or antibody. Also disclosed are metal complexes of the BFC/targeting moiety conjugates that are useful as radiopharmaceuticals, imaging agents or contrast agents.

First claim

We claim:

1. A chemical composition comprising:

wherein A is a carboxylic acid having the formula:

and wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of H, halogen, alkyl, alkoxy or alkene, and a salt or an ester thereof, and
B is a functional group selected from the group consisting of hydrogen, and amine, a carboxylic acid, an ester, a carbonyl, a thiol, an azide and alkene.

2. The chemical composition according to claim 1 , wherein R 1 , R 2 , R 3 , and R 4 are hydrogen.

3. A chemical composition comprising a molecule selected from the group consisting of:

and a salt or an ester thereof.

4. A radiopharmaceutical comprising a compound having the formula:

5. The radiopharmaceutical according to claim 4 , further comprising a carrier.

Assignees

• Conti Peter S
• Cai Hancheng
• Li Zibo
• Liu Shuanglong
• Univ Southern California

Inventors

• Conti Peter S
• Cai Hancheng
• Li Zibo
• Liu Shuanglong

Classifications

• A61K51/082

  the peptide being a RGD-containing peptide · CPC title

• A61K51/088

  conjugates with carriers being peptides, polyamino acids or proteins (antibodies A61K51/10) · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title

• C07K7/086 Primary

  Bombesin; Related peptides (having more than 20 amino acids C07K14/57572) · CPC title

• A61K51/0474 Primary

  complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group · CPC title