Processing

Please wait...

Settings

Settings

Goto Application

1. WO2020222041 - METHODS AND COMPOUNDS USING IN-LOOP FLUORINATION

Publication Number WO/2020/222041
Publication Date 05.11.2020
International Application No. PCT/IB2020/000316
International Filing Date 30.04.2020
IPC
C07C 201/16 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
201Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
06Preparation of nitro compounds
16Separation; Purification; Stabilisation; Use of additives
A61K 51/04 2006.01
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
51Preparations containing radioactive substances for use in therapy or testing in vivo
02characterised by the carrier
04Organic compounds
C07B 39/00 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
39Halogenation
C07B 59/00 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
59Introduction of isotopes of elements into organic compounds
C07C 201/12 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
201Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
06Preparation of nitro compounds
12by reactions not involving the formation of nitro groups
C07D 213/75 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
213Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
02having three double bonds between ring members or between ring members and non-ring members
04having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
60with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
72Nitrogen atoms
75Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
Applicants
  • CENTRE FOR ADDICTION AND MENTAL HEALTH [CA]/[CA]
Inventors
  • VASDEV, Neil
  • DAHL, Kenneth, Fredrik
Priority Data
62/840,39230.04.2019US
Publication Language English (EN)
Filing Language English (EN)
Designated States
Title
(EN) METHODS AND COMPOUNDS USING IN-LOOP FLUORINATION
(FR) PROCÉDÉS ET COMPOSÉS FAISANT APPEL À UNE FLUORATION EN BOUCLE
Abstract
(EN)
This invention provides a novel method that is simple, efficient, and allows for a reliable production of fluorine- 18 (18F) radiofluorinated compounds and radiopharmaceuticals. The method comprises an "in-loop" process, where an 18F source is reacted with a precursor compound in an injection loop of a high-performance liquid chromatography (HPLC) system to form a radiolabeling reagent. The [18F]triflyl fluoride, the radiolabeling agent, is reacted with 1,4-dinitrobenzene to form [18F] l-fluoro-4-nitrobenzene, which was then reacted with compounds of interest. The invention provides 18F radiolabeled compounds in high radiochemical yield. The resulting compounds have use as radiotracers and PET imaging agents. The method can also be used to produce 19F compounds.
(FR)
La présente invention concerne un nouveau procédé qui est simple, efficace et qui permet une production fiable de composés radiofluorés au fluor 18 (18F) et d'agents radiopharmaceutiques. Le procédé comprend un processus « en boucle », dans lequel une source de 18F est mise à réagir avec un composé précurseur dans une boucle d'injection d'un système de chromatographie liquide à haute performance (CLHP) pour former un réactif de radiomarquage. Le fluorure de [18F]triflyle, l'agent de radiomarquage, est mis à réagir avec du 1,4-dinitrobenzène pour former du [18F] 1-fluoro-4-nitrobenzène, qui a ensuite été mis à réagir avec des composés d'intérêt. L'invention fournit des composés radiomarqués au 18F avec un rendement radiochimique élevé. Les composés ainsi obtenus sont destinés à être utilisés en tant que radiotraceurs et agents d'imagerie TEP. Le procédé peut également être utilisé pour produire des composés au 19F.
Latest bibliographic data on file with the International Bureau