JP2014508731A5 - - Google Patents
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- Publication number
- JP2014508731A5 JP2014508731A5 JP2013546670A JP2013546670A JP2014508731A5 JP 2014508731 A5 JP2014508731 A5 JP 2014508731A5 JP 2013546670 A JP2013546670 A JP 2013546670A JP 2013546670 A JP2013546670 A JP 2013546670A JP 2014508731 A5 JP2014508731 A5 JP 2014508731A5
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- cryptand
- fluoro
- radiofluorination
- radiofluorination reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 14
- 238000006243 chemical reaction Methods 0.000 claims 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 239000002739 cryptand Substances 0.000 claims 4
- NLMDJJTUQPXZFG-UHFFFAOYSA-N 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane Chemical compound C1COCCOCCNCCOCCOCCN1 NLMDJJTUQPXZFG-UHFFFAOYSA-N 0.000 claims 3
- 238000005349 anion exchange Methods 0.000 claims 3
- 239000007864 aqueous solution Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 238000002600 positron emission tomography Methods 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- 239000000700 radioactive tracer Substances 0.000 claims 3
- 239000000243 solution Substances 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 150000004696 coordination complex Chemical class 0.000 claims 2
- UXCAQJAQSWSNPQ-KXMUYVCJSA-N 1-[4-fluoranyl-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(C)=CN1C1OC(CO)C([18F])C1 UXCAQJAQSWSNPQ-KXMUYVCJSA-N 0.000 claims 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 claims 1
- ZCXUVYAZINUVJD-AHXZWLDOSA-N 2-deoxy-2-((18)F)fluoro-alpha-D-glucose Chemical group OC[C@H]1O[C@H](O)[C@H]([18F])[C@@H](O)[C@@H]1O ZCXUVYAZINUVJD-AHXZWLDOSA-N 0.000 claims 1
- AUFVJZSDSXXFOI-UHFFFAOYSA-N 2.2.2-cryptand Chemical compound C1COCCOCCN2CCOCCOCCN1CCOCCOCC2 AUFVJZSDSXXFOI-UHFFFAOYSA-N 0.000 claims 1
- SMYALUSCZJXWHG-VNRZBHCFSA-N 3-[2-[4-(4-fluoranylbenzoyl)piperidin-1-yl]ethyl]-2-sulfanylidene-1h-quinazolin-4-one Chemical compound C1=CC([18F])=CC=C1C(=O)C1CCN(CCN2C(C3=CC=CC=C3NC2=S)=O)CC1 SMYALUSCZJXWHG-VNRZBHCFSA-N 0.000 claims 1
- WPKXGJXEAGYSBQ-RVRFMXCPSA-N 4-(2-aminoethyl)-5-fluoranylbenzene-1,2-diol Chemical compound NCCC1=CC(O)=C(O)C=C1[18F] WPKXGJXEAGYSBQ-RVRFMXCPSA-N 0.000 claims 1
- XIDVXDKBUJEBSC-NUTRPMROSA-N 5-(18F)fluoranyl-2-nitro-1H-imidazole Chemical compound [18F]C=1N=C(NC=1)[N+](=O)[O-] XIDVXDKBUJEBSC-NUTRPMROSA-N 0.000 claims 1
- 241000255925 Diptera Species 0.000 claims 1
- GSDSWSVVBLHKDQ-JTQLQIEISA-N Levofloxacin Chemical compound C([C@@H](N1C2=C(C(C(C(O)=O)=C1)=O)C=C1F)C)OC2=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-JTQLQIEISA-N 0.000 claims 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical group [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 claims 1
- QHJLPOSPWKZACG-UHFFFAOYSA-N N-Methylspiperone Chemical compound C1CN(CCCC(=O)C=2C=CC(F)=CC=2)CCC21C(=O)N(C)CN2C1=CC=CC=C1 QHJLPOSPWKZACG-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 241001061127 Thione Species 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- -1 cryptand metal complex Chemical class 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 238000010828 elution Methods 0.000 claims 1
- 229960005309 estradiol Drugs 0.000 claims 1
- 229930182833 estradiol Natural products 0.000 claims 1
- RFHAOTPXVQNOHP-UHFFFAOYSA-N fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 claims 1
- 229960004884 fluconazole Drugs 0.000 claims 1
- 238000003682 fluorination reaction Methods 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229960002748 norepinephrine Drugs 0.000 claims 1
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 claims 1
- 229960001180 norfloxacin Drugs 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 230000002285 radioactive effect Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201061427839P | 2010-12-29 | 2010-12-29 | |
| US61/427,839 | 2010-12-29 | ||
| PCT/EP2011/073670 WO2012089594A1 (en) | 2010-12-29 | 2011-12-21 | Eluent solution |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014508731A JP2014508731A (ja) | 2014-04-10 |
| JP2014508731A5 true JP2014508731A5 (https=) | 2015-01-29 |
| JP6018581B2 JP6018581B2 (ja) | 2016-11-02 |
Family
ID=45495902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013546670A Active JP6018581B2 (ja) | 2010-12-29 | 2011-12-21 | 溶出溶液 |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US11504430B2 (https=) |
| EP (2) | EP2658831B1 (https=) |
| JP (1) | JP6018581B2 (https=) |
| KR (3) | KR102218263B1 (https=) |
| CN (2) | CN108218650A (https=) |
| AU (1) | AU2011351550B2 (https=) |
| BR (2) | BR112013015396B1 (https=) |
| CA (1) | CA2823063C (https=) |
| DK (3) | DK2658831T3 (https=) |
| ES (2) | ES2621950T3 (https=) |
| MX (1) | MX363538B (https=) |
| PL (2) | PL2658831T3 (https=) |
| PT (2) | PT2793954T (https=) |
| RU (1) | RU2608932C2 (https=) |
| SG (1) | SG10201805198TA (https=) |
| WO (1) | WO2012089594A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2823063C (en) * | 2010-12-29 | 2020-08-11 | Ge Healthcare Limited | A method for preparation of f for use in a radiofluorination reaction |
| US20140243533A1 (en) * | 2011-10-19 | 2014-08-28 | Piramal Imaging Sa | Method for production of f-18 labeled a-beta ligands |
| GB201411569D0 (en) | 2014-06-30 | 2014-08-13 | Ge Healthcare Ltd | Novel formulation and method of synthesis |
| US11534494B2 (en) | 2011-12-21 | 2022-12-27 | Ge Healthcare Limited | Formulation and method of synthesis |
| KR20140102700A (ko) * | 2011-12-21 | 2014-08-22 | 지이 헬쓰케어 리미티드 | 시트레이트 완충제 내 18ｆ―플루시클로빈 조성물 |
| GB201214220D0 (en) * | 2012-08-09 | 2012-09-19 | Ge Healthcare Ltd | Radiosynthesis |
| GB201221266D0 (en) | 2012-11-27 | 2013-01-09 | Ge Healthcare Ltd | Aldehyde compositions |
| GB201305687D0 (en) * | 2013-03-28 | 2013-05-15 | Ge Healthcare Ltd | Radiolabelling process |
| ES3005832T3 (en) * | 2013-11-13 | 2025-03-17 | Ge Healthcare Ltd | Dual run cassette for the synthesis of 18f-labelled compounds |
| US9988336B2 (en) * | 2014-03-18 | 2018-06-05 | Mayo Foundation For Medical Education And Research | Gaseous F-18 technologies |
| 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 |
| US10695450B2 (en) | 2016-07-26 | 2020-06-30 | Laboratoires Cyclopharma | Synthesis of a radioactive agent composition |
| JP7148121B2 (ja) * | 2018-08-31 | 2022-10-05 | 国立大学法人北海道大学 | 放射性核種１８ｆの精製方法 |
| GB202005282D0 (en) * | 2020-04-09 | 2020-05-27 | Blue Earth Diagnostics Ltd | Pharmaceutical Formulations |
| KR20230092982A (ko) * | 2020-10-22 | 2023-06-26 | 니혼 메디피직스 가부시키가이샤 | 방사성 지르코늄 착체의 제조 방법 |
| 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 |
| CN113372399A (zh) * | 2021-06-04 | 2021-09-10 | 江苏华益科技有限公司 | 一种氟[18f]脱氧葡糖注射液的合成方法 |
| CN119591463B (zh) * | 2024-11-27 | 2025-12-09 | 遵义医科大学 | 一种 [18f] 三氟甲基末端烯烃的放射性标记方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5425063A (en) | 1993-04-05 | 1995-06-13 | Associated Universities, Inc. | Method for selective recovery of PET-usable quantities of [18 F] fluoride and [13 N] nitrate/nitrite from a single irradiation of low-enriched [18 O] water |
| ZA978758B (en) * | 1996-10-02 | 1999-03-30 | Du Pont Merck Pharma | Technetium-99m-labeled chelator incorporated cyclic peptides that bind to the GPIIb/IIIa receptor as imaging agents |
| RU2165266C1 (ru) * | 2000-06-28 | 2001-04-20 | Центральный научно-исследовательский рентгенорадиологический институт | Способ получения [2-18f]-2-дезоксиглюкозы |
| EP1356827A1 (en) | 2002-04-24 | 2003-10-29 | Mallinckrodt Inc. | Method for obtaining a 2-18F-fluor-2-deoxy-D-glucose (18F-FDG)-solution |
| ES2347535T3 (es) | 2002-11-05 | 2010-11-02 | Ion Beam Applications S.A. | Estabilizacion de composiciones acuosas de 2-fluoro-2-desoxi-d-glucosa marcada con el isotopo 18f con etanol. |
| GB0422004D0 (en) * | 2004-10-05 | 2004-11-03 | Amersham Plc | Method of deprotection |
| GB0425501D0 (en) * | 2004-11-19 | 2004-12-22 | Amersham Plc | Fluoridation process |
| US7235216B2 (en) * | 2005-05-01 | 2007-06-26 | Iba Molecular North America, Inc. | Apparatus and method for producing radiopharmaceuticals |
| GB0524851D0 (en) * | 2005-12-06 | 2006-01-11 | Ge Healthcare Ltd | Radiolabelling method using polymers |
| PL2029178T3 (pl) | 2006-06-21 | 2012-08-31 | Ge Healthcare Ltd | Produkty radiofarmaceutyczne |
| WO2008056481A1 (en) | 2006-11-09 | 2008-05-15 | Nihon Medi-Physics Co., Ltd. | Radioactive diagnostic imaging agent |
| PL2106808T3 (pl) | 2006-12-21 | 2018-07-31 | Nihon Medi-Physics Co., Ltd. | Promieniotwórczy znacznik do obrazowania diagnostycznego zawierający kwas 1-amino-3-[18F]fluorocyklobutanokarboksylowy |
| TWI406674B (zh) | 2007-02-13 | 2013-09-01 | 日本藥學物理公司 | Method for manufacturing diagnostic radiographic diagnostic agents |
| EP2017359A3 (en) * | 2007-06-11 | 2009-08-05 | Trasis S.A. | Method for the elution of 18F fluoride trapped on an anion-exchange resin in a form suitable for efficient radiolabeling without any evaporation step |
| 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 |
| US20100150835A1 (en) * | 2007-02-27 | 2010-06-17 | Bengt Langstrom | Synthesis of [18F] Fluoromethyl Benzene Using Benzyl Pentafluorobenzenesulfonate |
| EP1990310A1 (en) * | 2007-04-23 | 2008-11-12 | Trasis S.A. | Method for the preparation of reactive 18F fluoride, and for the labeling of radiotracers, using a modified non-ionic solid support and without any evaporation step |
| WO2009045535A2 (en) * | 2007-10-04 | 2009-04-09 | Sloan-Kettering Institute For Cancer Research | Fluorine-18 derivative of dasatinib and uses thereof |
| KR101583544B1 (ko) * | 2007-12-19 | 2016-01-08 | 니혼 메디피직스 가부시키가이샤 | 방사성 불소 표식 유기 화합물의 제조방법 |
| US20090171272A1 (en) | 2007-12-29 | 2009-07-02 | Tegg Troy T | Deflectable sheath and catheter assembly |
| EP2238074A2 (en) * | 2008-01-03 | 2010-10-13 | GE Healthcare UK Limited | Fluoride processing method |
| EP2110367A1 (en) * | 2008-04-14 | 2009-10-21 | Bayer Schering Pharma Aktiengesellschaft | Purification strategy for direct nucleophilic procedures |
| GB0819293D0 (en) * | 2008-10-21 | 2008-11-26 | Hammersmith Imanet Ltd | Radiofluorination |
| KR20110098724A (ko) * | 2008-12-04 | 2011-09-01 | 바이엘 파마 악티엔게젤샤프트 | 방사성동위원소-표지된 리신 및 오르니틴 유도체, 그의 용도 및 그의 제조 방법 |
| TW201033713A (en) | 2009-03-03 | 2010-09-16 | Wintek Corp | Reflective color-changing liquid crystal display |
| SG185782A1 (en) * | 2010-06-04 | 2013-01-30 | Piramal Imaging Sa | Method for production of f-18 labeled amyloid beta ligands |
| CA2823063C (en) * | 2010-12-29 | 2020-08-11 | Ge Healthcare Limited | A method for preparation of f for use in a radiofluorination reaction |
| GB201214220D0 (en) * | 2012-08-09 | 2012-09-19 | Ge Healthcare Ltd | Radiosynthesis |
-
2011
- 2011-12-21 CA CA2823063A patent/CA2823063C/en active Active
- 2011-12-21 DK DK11808853.3T patent/DK2658831T3/en active
- 2011-12-21 KR KR1020197001271A patent/KR102218263B1/ko active Active
- 2011-12-21 CN CN201810077584.0A patent/CN108218650A/zh active Pending
- 2011-12-21 AU AU2011351550A patent/AU2011351550B2/en active Active
- 2011-12-21 PL PL11808853T patent/PL2658831T3/pl unknown
- 2011-12-21 EP EP11808853.3A patent/EP2658831B1/en active Active
- 2011-12-21 ES ES11808853.3T patent/ES2621950T3/es active Active
- 2011-12-21 US US13/997,808 patent/US11504430B2/en active Active
- 2011-12-21 CN CN2011800634887A patent/CN103270004A/zh active Pending
- 2011-12-21 RU RU2013126979A patent/RU2608932C2/ru active
- 2011-12-21 MX MX2013007699A patent/MX363538B/es unknown
- 2011-12-21 BR BR112013015396-2A patent/BR112013015396B1/pt active IP Right Grant
- 2011-12-21 JP JP2013546670A patent/JP6018581B2/ja active Active
- 2011-12-21 KR KR1020137017012A patent/KR20130132892A/ko not_active Ceased
- 2011-12-21 WO PCT/EP2011/073670 patent/WO2012089594A1/en not_active Ceased
-
2012
- 2012-12-21 KR KR1020197030135A patent/KR102137348B1/ko active Active
- 2012-12-21 PT PT128065000T patent/PT2793954T/pt unknown
- 2012-12-21 ES ES20196030T patent/ES2917875T3/es active Active
- 2012-12-21 BR BR112014015042-7A patent/BR112014015042B1/pt active IP Right Grant
- 2012-12-21 DK DK12806500.0T patent/DK2793954T3/da active
- 2012-12-21 EP EP20196030.9A patent/EP3766522B1/en active Active
- 2012-12-21 SG SG10201805198TA patent/SG10201805198TA/en unknown
- 2012-12-21 DK DK20196030.9T patent/DK3766522T3/da active
- 2012-12-21 PT PT201960309T patent/PT3766522T/pt unknown
- 2012-12-21 PL PL20196030T patent/PL3766522T3/pl unknown
-
2019
- 2019-02-28 US US16/288,650 patent/US20190192660A1/en not_active Abandoned
-
2022
- 2022-10-10 US US17/962,686 patent/US20230068052A1/en not_active Abandoned
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