IP Library Granted Patent US 8,968,701
Granted Patent B2
US 8,968,701 · App. 13/383,224 · Granted Mar 3, 2015

Usage of low to medium-pressure liquid chromatography for the purification of radiotracers

Inventors: Holger Siebeneicher (Berlin, DE); Keith Graham (Berlin, DE); Mathias Berndt (Berlin, DE)
Assignee: Piramal Imaging SA
C07B59/00
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Quick Facts
Patent No.
US 8,968,701
App. No.
13/383,224
Granted
Mar 3, 2015
Kind
B2
Abstract

The invention relates to a process for the production of radiotracers. In particular, this invention relates the isolation of radiotracers with containers filled with a stationary phase.

Claims (14)

1. A method for purifying a radiotracer comprising subjecting the radiotracer to low- to medium-pressure liquid chromatography, wherein the chromatography is conducted using one or more than one disposable container filled with 2 g to 20 g of a stationary phase and wherein the radiotracer is 4-[(E)-2-(4-{2-[2-(2-[F-18]fluoroethoxy)ethoxy]ethoxy}-phenyl)vinyl]-N-methylaniline, or 4-[(E)-2-(6-{2-[2-(2-[F-18]fluoroethoxy)ethoxy]ethoxy}pyridin-3-yl)vinyl]-N-methylaniline, wherein the stationary phase is selected from the group consisting of: silica, alumina A, alumina B, alumina N, magnesium silicate, magnesium oxide, zirconium oxide, C30, C18, tC18, C8, C4, C2, tC2, amino propyl, cyano propyl, diol, hydroxyapatite, cellulose, graphitized carbon, polystyrene/divinylbenzene polymers, polystyrene/divinylbenzene copolymers and mixtures thereof, and wherein the low- to medium-pressure liquid chromatography is conducted at a pressure of 1 to 20 bar.

2. The method according to claim 1 wherein the liquid chromatography is conducted in a solvent selected from the group consisting of organic solvents, water aqueous solutions of salts, acids or bases or additives and mixtures thereof.

3. The method according to claim 1 wherein method further comprises synthesis of the radiotracer.

4. The method according to claim 3 wherein the radiotracer is synthesized and purified on a cassette type module.

5. The method according to claim 4 wherein the container for the low to medium-pressure chromatography is assembled on the cassette.

6. The method according to claim 3 where the radiotracer that is synthesized and purified is 4-[(E)-2-(4-{2-[2-(2-[F-18]fluoroethoxy)ethoxy]ethoxy}-phenyl)vinyl]-N-methylaniline, the method comprising the steps of:

Nucleophilic radiofluorination of a precursor of the compound,

Optionally, protection group transformation,

Loading of the crude product on a container for low to medium pressure chromatography,

Washing the container with a solvent mixture, suitable to elute by-products from the container, wherein the solvent is flushed through the container at 1 to 10 bar, and

Eluting of purified 4-[(E)-2-(4-{2-[2-(2-[F-18]fluoroethoxy)ethoxy]ethoxy}-phenyl)vinyl]-N-methylaniline from the container with a second solvent mixture, suitable to elute 4-[(E)-2-(4-{2-[2-(2[F-18]fluoroethoxy)ethoxy]ethoxy}-phenyl)vinyl]-N-methylaniline from the container, wherein the solvent is flushed through the container at 1 to 10 bar.

7. The method of claim 3 , wherein the synthesis and purification of the radiotracer is by an automated method.

8. The method of claim 1 , wherein the low- to medium-pressure liquid chromatography is conducted at a pressure of 1 to 10 bar.

9. The method of claim 1 , wherein the low- to medium-pressure liquid chromatography is conducted at a pressure of 1 to 5 bar.

Assignments (5)
CHANGE OF ADDRESS Recorded Feb 9, 2023
From: LIFE MOLECULAR IMAGING LIMITED
To: LIFE MOLECULAR IMAGING LIMITED
Reel/Frame 064124/0514 →
NUNC PRO TUNC ASSIGNMENT Recorded Mar 11, 2022
From: LIFE MOLECULAR IMAGING SA
To: LIFE MOLECULAR IMAGING LIMITED
Reel/Frame 059861/0901 →
CHANGE OF NAME Recorded May 22, 2019
From: PIRAMAL IMAGING SA
To: LIFE MOLECULAR IMAGING SA
Reel/Frame 049252/0547 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2014
From: SIEBENEICHER, HOLGER; GRAHAM, KEITH; BERNDT, MATHIAS
To: BAYER PHARMA AKTIENGESELLSCHAFT
Reel/Frame 032950/0302 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2014
From: BAYER PHARMA AG
To: PIRAMAL IMAGING SA
Reel/Frame 032950/0380 →
Priority Claims (2)
EP 09009009 · Jul 10, 2009 · regional
EP 10075022 · Jan 14, 2010 · regional
Continuity (1)
Related Publication 20120184749A1 · Jul 19, 2012