Process for the preparation of chelated compounds

Patent metadata

Field	Value
Publication number	US-9567350-B2
Application number	US-201514623202-A
Country	US
Kind code	B2
Filing date	Feb 16, 2015
Priority date	Dec 16, 2009
Publication date	Feb 14, 2017
Grant date	Feb 14, 2017

Abstract

The present invention generally relies on a process for the preparation of chelated compounds, comprising the selective interaction between a solid matrix and a chelating agent. In more details, the present invention enables the preparation of chelated compounds useful as diagnostic agents, in high yields and in a reliable way.

First claim

The invention claimed is:

1. A process for the preparation of a lanthanide metal chelated compound or a salt thereof, comprising the steps of:
a) contacting a liquid composition containing a lanthanide metal ion component with a solid support wherein the solid support is a resin derivatized with iminodiacetic acid or thiourea functionalities, to form a metal chelated support;
b) contacting said lanthanide metal chelated support with a liquid composition containing an amino carboxylic chelating agent or a salt thereof; and
c) recovering a lanthanide metal chelated amino carboxylic agent or a salt thereof wherein the metal ion is selected from, the group consisting of: Lanthanum (La), Samarium (Sm), Europium (Eu), Terbium (Tb), Neodymium (Nd), Thulium (Tm), Dysprosium (Dy), Erbium (Er), Ytterbium (Yb), and, Lutetium (Lu).

2. The process according to claim 1 further comprising the washing with an aqueous liquid medium of the metal chelated support of step a), before performing step b).

3. The process according to claim 1 , wherein the metal ion component is a metal salt or a metal oxide.

4. The process according to claim 1 , wherein the liquid composition step a) and in step b) is an aqueous solution.

5. The process according to claim 4 , wherein the liquid composition is water for injection.

6. The process according to claim 1 , wherein the pH of the metal salt solution is comprised from 3 to 8.

7. The process according to claim 1 , wherein the liquid composition containing the amino carboxylic chelating agent or a salt thereof, further comprises meglumine in a molar ratio of 2:1, with respect to the chelating agent.

8. The process according to claim 1 , wherein the chelating agent is BOPTA or a pharmaceutically acceptable salt thereof.

9. The process according to claim 1 , wherein the chelating agent is DTPA or a pharmaceutically acceptable salt thereof.

10. The process according to claim 1 , wherein the chelating agent is selected from the group consisting of BOPTA (4-carboxy-5,8,11-tris(carboxymethyl)-1-phenyl-2-oxa 5,8,11-triazatridecan-13-oic acid), DTPA (diethylene triamine pentaacetic acid), DOTA (3,6 dioxaoctane-1,8-diamine-NNN′N′-tetraacetic acid), EDTA (ethylenediamine-tetraacetic acid), HEDTA (N-hydroxyethyl-ethylenediamine triacetic acid), CDTA (1,2-cyclohexylendinitro-tetraacetic acid), NTA (nitrilotriacetic acid), and a pharmaceutically acceptable salt thereof.

11. The process according to claim 1 , wherein the metal ion is Europium.

12. The process according to claim 1 , wherein the metal ion is Terbium.

13. The process according to claim 1 , wherein the metal ion is Dysprosium.

14. The process according to claim 1 , wherein the metal ion is Samarium.

Assignees

• Bracco Imaging Spa

Inventors

• Maisano Federico
• Crivellin Federico

Classifications

• C07C227/16 Primary

  by reactions not involving the amino or carboxyl groups · CPC title

• C07C227/40 Primary

  Separation; Purification · CPC title

• C07F5/003 Primary

  without C-Metal linkages · CPC title

• C07C229/76

  Metal complexes of amino carboxylic acids · CPC title