NO317245B1 - Fremgangsmate for fremstilling av [F-18]-fluoridion - Google Patents
Fremgangsmate for fremstilling av [F-18]-fluoridion Download PDFInfo
- Publication number
- NO317245B1 NO317245B1 NO19991413A NO991413A NO317245B1 NO 317245 B1 NO317245 B1 NO 317245B1 NO 19991413 A NO19991413 A NO 19991413A NO 991413 A NO991413 A NO 991413A NO 317245 B1 NO317245 B1 NO 317245B1
- Authority
- NO
- Norway
- Prior art keywords
- fluoride ion
- exchange resin
- enriched water
- basic anion
- anion exchange
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 31
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 title description 10
- 238000002360 preparation method Methods 0.000 title description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 75
- 239000003957 anion exchange resin Substances 0.000 claims description 32
- 239000011347 resin Substances 0.000 claims description 32
- 229920005989 resin Polymers 0.000 claims description 32
- 238000004519 manufacturing process Methods 0.000 claims description 28
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 19
- 239000003729 cation exchange resin Substances 0.000 claims description 17
- 150000002894 organic compounds Chemical class 0.000 claims description 14
- 230000002378 acidificating effect Effects 0.000 claims description 13
- 239000012535 impurity Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- KRHYYFGTRYWZRS-BJUDXGSMSA-M fluorine-18(1-) Chemical compound [18F-] KRHYYFGTRYWZRS-BJUDXGSMSA-M 0.000 claims description 7
- 238000002372 labelling Methods 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 4
- 239000003480 eluent Substances 0.000 claims description 4
- 239000012528 membrane Substances 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 3
- 238000010828 elution Methods 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 description 9
- 238000000746 purification Methods 0.000 description 9
- 230000007935 neutral effect Effects 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000004821 distillation Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- -1 fluoride ions Chemical class 0.000 description 4
- 239000003444 phase transfer catalyst Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 101100208721 Mus musculus Usp5 gene Proteins 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000002059 diagnostic imaging Methods 0.000 description 3
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000003929 acidic solution Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 2
- 238000002600 positron emission tomography Methods 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000002285 radioactive effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 208000014644 Brain disease Diseases 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- QYHYQHPUNPVNDV-UHFFFAOYSA-N aluminane Chemical compound C1CC[AlH]CC1 QYHYQHPUNPVNDV-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 229940023913 cation exchange resins Drugs 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 108010003871 heme receptor Proteins 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012216 imaging agent Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/19—Fluorine; Hydrogen fluoride
-
- G—PHYSICS
- G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
- G21G—CONVERSION OF CHEMICAL ELEMENTS; RADIOACTIVE SOURCES
- G21G1/00—Arrangements for converting chemical elements by electromagnetic radiation, corpuscular radiation or particle bombardment, e.g. producing radioactive isotopes
- G21G1/04—Arrangements for converting chemical elements by electromagnetic radiation, corpuscular radiation or particle bombardment, e.g. producing radioactive isotopes outside nuclear reactors or particle accelerators
- G21G1/10—Arrangements for converting chemical elements by electromagnetic radiation, corpuscular radiation or particle bombardment, e.g. producing radioactive isotopes outside nuclear reactors or particle accelerators by bombardment with electrically charged particles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
-
- G—PHYSICS
- G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
- G21G—CONVERSION OF CHEMICAL ELEMENTS; RADIOACTIVE SOURCES
- G21G1/00—Arrangements for converting chemical elements by electromagnetic radiation, corpuscular radiation or particle bombardment, e.g. producing radioactive isotopes
- G21G1/001—Recovery of specific isotopes from irradiated targets
- G21G2001/0015—Fluorine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- General Engineering & Computer Science (AREA)
- High Energy & Nuclear Physics (AREA)
- Analytical Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Saccharide Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Water By Ion Exchange (AREA)
- Glass Compositions (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10095824A JPH11295494A (ja) | 1998-04-08 | 1998-04-08 | ［ｆ−１８］−フッ化物イオンの製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO991413D0 NO991413D0 (no) | 1999-03-24 |
| NO991413L NO991413L (no) | 1999-10-11 |
| NO317245B1 true NO317245B1 (no) | 2004-09-27 |
Family
ID=14148164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19991413A NO317245B1 (no) | 1998-04-08 | 1999-03-24 | Fremgangsmate for fremstilling av [F-18]-fluoridion |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6190637B1 (de) |
| EP (1) | EP0949632A3 (de) |
| JP (1) | JPH11295494A (de) |
| KR (1) | KR100601773B1 (de) |
| AU (1) | AU753022B2 (de) |
| CA (1) | CA2265426C (de) |
| NO (1) | NO317245B1 (de) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1260264A4 (de) * | 2000-02-09 | 2010-02-24 | Riken | Verfahren zum trennen und sammeln von 18f in 18o-wasser |
| US6567492B2 (en) * | 2001-06-11 | 2003-05-20 | Eastern Isotopes, Inc. | Process and apparatus for production of F-18 fluoride |
| WO2003055533A1 (fr) * | 2001-12-26 | 2003-07-10 | Nihon Medi-Physics Co., Ltd. | Composition pour l'elimination des endotoxines et procede d'elimination |
| CN101838289A (zh) * | 2002-02-06 | 2010-09-22 | 约翰·霍普金斯大学 | 使用放射性同位素标示亲油性盐的用于线粒体机能障碍的非侵入性诊断显像技术 |
| US7597876B2 (en) * | 2007-01-11 | 2009-10-06 | Immunomedics, Inc. | Methods and compositions for improved F-18 labeling of proteins, peptides and other molecules |
| US7018614B2 (en) | 2002-11-05 | 2006-03-28 | Eastern Isotopes, Inc. | Stabilization of radiopharmaceuticals labeled with 18-F |
| PL1620373T3 (pl) | 2003-05-07 | 2008-09-30 | Bayer Schering Pharma Ag | Urządzenie i sposób fluorowania nukleofilowego |
| EP1670519B1 (de) * | 2003-09-11 | 2016-07-13 | Mayo Foundation For Medical Education And Research | Festphasenextraktionsreinigungsverfahren für radioaktiv markiertes thymidin |
| WO2005030677A1 (ja) * | 2003-09-30 | 2005-04-07 | Nihon Medi-Physics Co., Ltd. | 放射性フッ素化合物の製造方法 |
| JP2008056495A (ja) * | 2004-12-22 | 2008-03-13 | Nihon Medi Physics Co Ltd | ［１８ｆ］フッ化カリウム及び［１８ｆ］フッ化第４アンモニウムの製造方法並びにそれを用いた放射性フッ素標識有機化合物の製造方法 |
| EP2059491A1 (de) | 2006-08-03 | 2009-05-20 | Hammersmith Imanet Limited | Verfahren zur aufreinigung radioaktiv markierter verbindungen |
| WO2008015392A1 (en) | 2006-08-03 | 2008-02-07 | Hammersmith Imanet Limited | Fluoride drying method |
| CN101568352B (zh) * | 2007-01-11 | 2013-08-21 | 免疫医学股份有限公司 | 用于蛋白质、肽和其他分子的改进的f-18标记的方法和组合物 |
| KR101009712B1 (ko) | 2007-02-22 | 2011-01-19 | 재단법인 아산사회복지재단 | 양성자성 용매와 이에 녹는 염들을 이용한 음이온 교환고분자 지지체로부터의 플루오린-18 플루오라이드 용리와이를 이용한 플루오린-18의 표지방법 |
| EP1990310A1 (de) * | 2007-04-23 | 2008-11-12 | Trasis S.A. | Verfahren zur Herstellung von reaktivem 18F-Fluorid und zur Etikettierung von Radiotracern unter Verwendung eines modifizierten nicht-ionischen festen Trägers und ohne Evaporationsschritt |
| RU2476423C2 (ru) * | 2007-12-19 | 2013-02-27 | Нихон Меди-Физикс Ко., Лтд. | Способ получения радиоактивного, меченного фтором органического соединения |
| WO2010003548A1 (en) * | 2008-07-07 | 2010-01-14 | Bayer Schering Pharma Aktiengesellschaft | Process for production of radiopharmaceuticals |
| US9240253B2 (en) * | 2010-04-07 | 2016-01-19 | Ge-Hitachi Nuclear Energy Americas Llc | Column geometry to maximize elution efficiencies for molybdenum-99 |
| WO2014020035A1 (en) | 2012-07-30 | 2014-02-06 | Technical University Of Denmark | Radiofluorination method |
| NL2014828B1 (en) | 2015-05-20 | 2017-01-31 | Out And Out Chemistry S P R L | Method of performing a plurality of synthesis processes of preparing a radiopharmaceutical in series, a device and cassette for performing this method. |
| JP6827709B2 (ja) * | 2016-04-25 | 2021-02-10 | 日本メジフィジックス株式会社 | ２−［１８ｆ］フルオロ−２−デオキシ−ｄ−グルコースの製造方法 |
| JP6770837B2 (ja) * | 2016-06-28 | 2020-10-21 | 日本メジフィジックス株式会社 | 放射性フッ素標識有機化合物を製造する方法 |
| ES2929277T3 (es) * | 2016-11-08 | 2022-11-28 | Univ California | Métodos para la síntesis multidosis de [F-18]FDDNP para contextos clínicos |
| JP7127164B2 (ja) * | 2021-01-19 | 2022-08-29 | 日本メジフィジックス株式会社 | ２－［１８ｆ］フルオロ－２－デオキシ－ｄ－グルコースの製造方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE795028A (fr) * | 1972-05-24 | 1973-05-29 | Continental Oil Co | Procede provoquant la coalescence de dispersions de liquides oleophiles et d'eau |
| CH585668A5 (de) * | 1972-09-29 | 1977-03-15 | Alusuisse | |
| US4002455A (en) * | 1974-05-28 | 1977-01-11 | Institutul De Proiectari Pentru Industria Chimica Anorganica Si A Ingrasamintelor | Process for treating and recovering waste water from the fertilizer manufacture |
| US4853130A (en) * | 1985-12-20 | 1989-08-01 | Epicor Incorporated | Method for purifying liquids |
| DD292778A5 (de) * | 1986-07-01 | 1991-08-08 | Ernst-Moritz-Arndt-Universitaet,De | Verfahren zur herstellung von festen iodhaltigen elektrolyten |
| JPS63158497A (ja) * | 1986-08-20 | 1988-07-01 | 富士電機株式会社 | 放射性イオン交換樹脂の分解処理方法 |
| JP3030661B2 (ja) * | 1991-03-06 | 2000-04-10 | 株式会社トーケムプロダクツ | ペルフルオロアルキルスルホン酸フッ化物の抽出方法 |
| JPH07232915A (ja) | 1992-07-21 | 1995-09-05 | Nomura Micro Sci Co Ltd | 廃水中のフッ素回収方法 |
| JPH09124307A (ja) * | 1995-10-30 | 1997-05-13 | Mitsubishi Gas Chem Co Inc | 過酸化水素の精製方法 |
| US5932178A (en) * | 1996-03-29 | 1999-08-03 | Nkk Plant Engineering Corporation | FDG synthesizer using columns |
-
1998
- 1998-04-08 JP JP10095824A patent/JPH11295494A/ja active Pending
-
1999
- 1999-03-09 AU AU19520/99A patent/AU753022B2/en not_active Ceased
- 1999-03-11 US US09/266,603 patent/US6190637B1/en not_active Expired - Lifetime
- 1999-03-15 CA CA002265426A patent/CA2265426C/en not_active Expired - Fee Related
- 1999-03-24 NO NO19991413A patent/NO317245B1/no unknown
- 1999-03-26 EP EP99302344A patent/EP0949632A3/de not_active Withdrawn
- 1999-04-01 KR KR1019990011466A patent/KR100601773B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0949632A3 (de) | 2003-08-13 |
| CA2265426C (en) | 2007-07-03 |
| AU1952099A (en) | 1999-10-21 |
| KR100601773B1 (ko) | 2006-07-19 |
| CA2265426A1 (en) | 1999-10-08 |
| NO991413L (no) | 1999-10-11 |
| EP0949632A2 (de) | 1999-10-13 |
| US6190637B1 (en) | 2001-02-20 |
| NO991413D0 (no) | 1999-03-24 |
| AU753022B2 (en) | 2002-10-03 |
| KR19990082848A (ko) | 1999-11-25 |
| JPH11295494A (ja) | 1999-10-29 |
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