CN1398870A - Prepn apparatus and process for 2-fluoro-18 substituent-2 deoxy-beta-D-glucose - Google Patents
Prepn apparatus and process for 2-fluoro-18 substituent-2 deoxy-beta-D-glucose Download PDFInfo
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- CN1398870A CN1398870A CN 01123503 CN01123503A CN1398870A CN 1398870 A CN1398870 A CN 1398870A CN 01123503 CN01123503 CN 01123503 CN 01123503 A CN01123503 A CN 01123503A CN 1398870 A CN1398870 A CN 1398870A
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- 238000000034 method Methods 0.000 title claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 238000002360 preparation method Methods 0.000 claims abstract description 16
- 238000010438 heat treatment Methods 0.000 claims abstract description 14
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 14
- 230000007062 hydrolysis Effects 0.000 claims abstract description 13
- 238000001816 cooling Methods 0.000 claims abstract description 8
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 33
- 238000005516 engineering process Methods 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 10
- 229910001120 nichrome Inorganic materials 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 6
- 239000012528 membrane Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 4
- 239000002699 waste material Substances 0.000 claims description 4
- WQZGKKKJIJFFOK-PQMKYFCFSA-N alpha-D-mannose Chemical compound OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-PQMKYFCFSA-N 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 238000007344 nucleophilic reaction Methods 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 2
- 238000005374 membrane filtration Methods 0.000 claims description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
- 239000003643 water by type Substances 0.000 claims description 2
- 230000005540 biological transmission Effects 0.000 abstract description 9
- 230000015572 biosynthetic process Effects 0.000 abstract description 4
- 239000003814 drug Substances 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 4
- 238000003786 synthesis reaction Methods 0.000 abstract description 4
- 230000002285 radioactive effect Effects 0.000 abstract description 3
- 238000003379 elimination reaction Methods 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 101100208721 Mus musculus Usp5 gene Proteins 0.000 description 4
- 230000000903 blocking effect Effects 0.000 description 3
- 238000002600 positron emission tomography Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 238000003745 diagnosis Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002372 labelling Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000001915 proofreading effect Effects 0.000 description 2
- 239000012217 radiopharmaceutical Substances 0.000 description 2
- 229940121896 radiopharmaceutical Drugs 0.000 description 2
- 230000002799 radiopharmaceutical effect Effects 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- GOQPCYHJBIRRFJ-ZXXMMSQZSA-N (2s,3s,4r,5r)-2-fluoro-2,3,4,5,6-pentahydroxyhexanal Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@](O)(F)C=O GOQPCYHJBIRRFJ-ZXXMMSQZSA-N 0.000 description 1
- -1 F-18 ion Chemical class 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- OIBDVHSTOUGZTJ-PEBLQZBPSA-N [(2r,3r,4s,5s,6s)-3,4,6-triacetyloxy-5-(trifluoromethylsulfonyloxy)oxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@@H](OS(=O)(=O)C(F)(F)F)[C@@H](OC(C)=O)[C@@H]1OC(C)=O OIBDVHSTOUGZTJ-PEBLQZBPSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000004153 glucose metabolism Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 210000004165 myocardium Anatomy 0.000 description 1
- QVGXLLKOCUKJST-NJFSPNSNSA-N oxygen-18 atom Chemical compound [18O] QVGXLLKOCUKJST-NJFSPNSNSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000000700 radioactive tracer Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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Abstract
The present invention relates to the field of preparing positive electronic radioactive medicine, especially the preparation apparatus and process of 2-fluoro-8 substituent-2-deoxy-beta-D-glucose. The apparatus includes wind bath for heating and cooling the reaction bottle, and negative perssure transmission unit for ultimate product with reduced radioactivity loss, shortened time and raised synthesis efficiency. The technological process combined acid-alkali hydrolysis without possibility of elimination reaction in the 2-position, and it has short hydrolysis period and high radioactive purity and chemical purity of the prepared medicine.
Description
Technical field
The present invention relates to the positron emitting tracer preparation field, be specifically related to a kind of positron emission tomography (PET) (PET) diagnosis used radiopharmaceuticals 2-fluoro-18 generation-2 deoxidation-β-D-glucose (
18F-FDG) producing apparatus and technology.
Background technology
18F-FDG is a most widely used radiopharmaceuticals in the PET research, and it is widely used in the mensuration etc. of glucose metabolism of diagnosis, cardiac muscle and the brain of malignant tumour.Because its importance and widespread use, from reported first in 1977 since it synthetic, many documents have been reported in a large number
18The preparation of F-FDG, and developed multiple automatization synthesis device.What everybody adopted at present is the three-dimensional nucleophilic reaction of selectivity of Hamacher K report in 1986, can select to synthesize 2-fluoro-18 generation-2 deoxidation-β-D-glucose (Hammacher K, J NuclMed, 27,235 (1986), p235-238).
The F-18 ion through K2.2.2 complexing potassium from after become an exposed ion; under anhydrous condition, replace 1; 3; 4; 6-is tetra-acetylated-and trifluoro four basic alkylsulfonyls on 2 of O-2-trifluoromethyl sulfonyl-2-deoxidation-β-D seminose become 1,3,4; 6-is tetra-acetylated-O-2-F-18-2-deoxidation-β-D glucose, and the hydrochloric acid hydrolysis blocking group obtains
18F-FDG.
But it is existing synthetic
18Equipment and the technology of F-FDG have the following disadvantages: says on the slave unit, and existing commercial
18The type of heating of F-FDG synthesis module (CPCU) mainly contains two kinds, and the one, the oil bath heating needs the 30min balance; For realizing heating and refrigerative equipment complexity, need notes to promote and lowering means, as the CPCU of CTI company.The 2nd, the hot plate heating need not balance, but superheating phenomenon occurs in heat-processed; The same with oil bath, heating and refrigerative equipment complexity are as the CPCU of IBA.From the transmission technology of the finished product, existing commercial CPCU all adopts the malleation transmission, and the deficiency of malleation transmission is that system sealing is bad,
18It is about 2～10% that F-FDG leaks in sealing-ring, and want lifting gear to realize sealing.
On technology, (1) labeling effciency is low, as
18The F-FDG combined coefficient generally has only about 50～60% (correction for attenuations), and for improving combined coefficient, people adopt the whole bag of tricks, as: microwave method is synthetic
18F-FDG (Taylor M.D, Nucl Med Biol, 23:606-609,1996), improved single pipe method (Mock B.H, Nucl Med Biol, 23:497-501,1996.) are to reduce radioactive loss.Temperature of reaction height when (2) removing blocking group, time are long.As: tetra-acetylated-hydrolysis under acidic conditions of 2-fluoro-glucose, hydrolysis time is decided according to temperature, generally at 100 to 130 ℃ of hydrolysis 10～15min.To make combined coefficient descend 7～10% during this period of time.For hydrolysis and reduction temperature of reaction fast, document adopts microwave method (Taylor M.D, Nucl MedBiol, 23:606-609,1996) and the hydrolysis of solid-phase resin method (Mulholland G.K, Nucl MedBiol, 22:19-23,1995), or hydrolysis under alkaline condition, (Fuchtneret al can be finished under the normal temperature, Appl Radiat Isot, 47,1996, p61-66).Wherein the hydrolysis under the alkaline condition considers it is best from time and temperature angle, but might cause the elimination reaction on 2, has reduced the pure and mild chemical pure of putting of medicine.
Summary of the invention
The problem that the present invention is directed to existing preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose equipment complexity, operate inconvenience, combined coefficient is low, adopt following technical scheme to solve:
The equipment of preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose, the liquid feeding bottle that comprises reaction flask, communicates with reaction flask by conduit, anion column QMA one end is connected with the target source with the liquid feeding bottle by valve, the other end is connected with the waste collection bottle with reaction flask by valve, reaction flask and each liquid feeding bottle all are connected with pneumavalve, reaction flask communicates with the product receiving flask by purification column and filtering membrane, reaction flask places wind to bathe the top of pipe, wind is bathed the pipe bottom and is provided with nichrome wire, is provided with blower fan below the nichrome wire.
The equipment of aforesaid preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose, wherein the product receiving flask is connected with negative pressure pump by conduit, also can be connected with surge flask between product receiving flask and negative pressure pump.
The equipment of aforesaid preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose, wherein reaction flask and wind bath pipe places in the cabinet, is provided with blower fan on the cabinet wall.
Owing to adopted simple and reliable wind to bathe in the producing apparatus of the present invention reaction flask is heated, cools off, saved traditional lifting and lowering means, reduced cost, be easy to control and operation more; For the transmission of the finished product, adopted the negative pressure transmission manner, with malleation transmission simplified in comparison equipment, reduced the radioactivity loss, shortened the time, improved combined coefficient.
Deficiency low at existing 2-fluoro-18 generation-2 deoxidation-β-D-glucose preparation technology labeling effciency, temperature of reaction height, time length when removing blocking group, adopted following technical scheme:
The 2-fluoro-18 generation-2 deoxidation-β-D-glucose technology of preparation comprises following technological process: accelerator-produced
18After F-is caught by anion column QMA (Waters); by the acetonitrile solution wash-out of sodium bicarbonate and cave ether; through heating between 100 ℃ to 120 ℃ and the acetonitrile azeotropic water removing; the cooling back adds 1 in residue; 3; 4,6-is tetra-acetylated-O-2-deoxidation-β-D seminose, generate acetylizad in 85 ℃ to 90 ℃ following nucleophilic reactions of heating
18FDG (F-FDG-OAc
4), heat then between 100 ℃ to 120 ℃ and remove acetonitrile, after above-mentioned residue cooling,, heat 40 ℃ of hydrolysis to wherein adding an amount of oxyhydroxide, add the appropriate hydrochloric acid neutralization then, obtain thick product
18F-FDG, negative pressure sucks the product receiving flask with thick product, obtains the finished product behind purified column purification and the aseptic membrane filtration.
The technology of aforesaid preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose, wherein the added oxyhydroxide of hydrolytic process can be sodium hydroxide or potassium hydroxide.
Owing to adopted the hydrolysis of soda acid bonded mode among the preparation technology, remove 2 from and gone up the possibility that reaction takes place to eliminate, shortened hydrolysis time, improved the pure and mild chemical pure of putting of medicine.
Description of drawings Fig. 1 prepares the structural representation of equipment for 2-fluoro-18 generation-2 deoxidation-β-D-glucose.Pneumavalve 10. anion column QMA 11～16. liquid feeding bottles of 1～2. T-valve 3 among the figure～9.
17.AG11A8 post 18.C-18 post 19.Alumin post 20. aseptic filter membranes
21. product receiving flask 22. surge flasks 23. reaction flasks 24. wind are bathed pipe
25. nichrome wire 26. blower fans 27. negative pressure pumps 28. cabinets 29. blower fans
Embodiment
Below in conjunction with drawings and Examples the present invention is further detailed.
As shown in Figure 1, the equipment of preparation 2-fluoro-18 generation-2 deoxidation-β-D-glucose comprises reaction flask 23, the liquid feeding bottle 11 that communicates with reaction flask 23 by conduit, 12,13,14,15,16, anion column QMA 10 1 ends are connected with the target source with liquid feeding bottle 11 by T-valve 1, the other end is connected with the waste collection bottle with reaction flask 23 by T-valve 2, reaction flask and each liquid feeding bottle all are connected with pneumavalve 3,4,5,6,7,8,9, reaction flask 23 communicates with product receiving flask 21 by purification column and filtering membrane 20, purification column is followed successively by AG11A8 post 17, C-18 post 18 and Alumin post 19, said reaction flask 23 places wind to bathe the top of pipe 24, wind is bathed the pipe bottom and is provided with nichrome wire 25, be provided with blower fan 26 below the nichrome wire, cabinet 28 is provided with blower fan 29 and is used for auxiliary cooling, product receiving flask 21 is connected with surge flask 22 by conduit, surge flask 22 is connected with negative pressure pump 27, and the startup pump housing can cause the negative pressure in the surge flask 22.In addition, the power of nichrome wire 25 can be connected nichrome wire by the arbitrarily control as required of known control device, blows out hot blast reacting by heating bottle by blower fan 26, closes nichrome wire, and blower fan 26 blows normal temperature wind can make reaction flask cool off rapidly.
It is as follows to use the processing step that this equipment carries out:
1. by the accelerator warp
18O (P.n)
18F reacts production
18In the F, target
18F is transmitted by argon gas, through T-valve 1 and 2,
18F is caught by QMA, and oxygen-18 water enters the waste collection bottle.
2. open T-valve 1 and 2, open air valve 3, the K2.2.2 acetonitrile solution (in 11) that contains salt of wormwood is extruded by nitrogen, through T-valve 1,2, QMA is upward adsorbed
18F drip washing gets off to enter reaction flask 23, and the time is 30S.Transmission finishes, and closes T-valve 1,2 and air valve 3.
3. open pneumavalve 9, in reaction flask 23, feed nitrogen.Start wind simultaneously and bathe heating, acetonitrile and water azeotropic are to doing, and it is 125 ℃ that top temperature is set.Time is 150S.
4. open pneumavalve 4, in reaction tubes, add the anhydrous acetonitrile (in 12) of 2ml, close pneumavalve 4.Pneumavalve 9 is still opened, repeating step 3, and the time is 180S.Close pneumavalve 9.
5. start wind and bathe cooling reaction flask 60S, open pneumavalve 5, in reaction tubes, add the mannose triflate that 15mg is dissolved in the 1ml anhydrous acetonitrile, close pneumavalve 5.Start wind and bathe heating, it is 90 ℃ that top temperature is set, and the time is 300S.Open pneumavalve 9, improve wind bath temperature to 125 ℃, the evaporation acetonitrile is to doing.Time is 60S.
6. start wind and bathe cooling reaction tubes 60S, open pneumavalve 6, in reaction flask, add 2ml0.3N NaOH (in 14), close gas check valve 6.Start wind and bathe heating, it is 60 ℃ that top temperature is set.Time is 20S.Hydrolysis 120S.
7. open pneumavalve 7 and in reaction flask, add 2ml 1N HCl (in 15) neutralization, close pneumavalve 7.Open pneumavalve 9 mixed 10S.Start negative pressure flow through AG11A8 post 17, C-18 post 18, Alumin post 19 and aseptic filter membrane 20 of product sucking-off in the reaction flask entered receiving flask 21.Time 60S.
8. open pneumavalve 8, in reaction flask, add 6ml water (in 16), close pneumavalve 8.Product transmission in the repeating step 7, time 60S.
9. survey product radioactivity activity, chemical purity is penetrated in the sampling measuring.
Entire synthesis process was less than 18 minutes, and combined coefficient is not greater than 60% (proofreading and correct).
The present invention is compared with similar technology, and its generated time is short, efficient is high, and concrete condition sees the following form:
| The author | The document source | Volume/the phase/page or leaf, year | Generated time (min) | Combined coefficient (not proofreading and correct) |
| Padget HC | Appl Radia Isot | 40，5：433-445，1989 | 50～55 | 39％ |
| Hamacher K | Appl Radia Isot | 41，49-55，1990 | 60 | 40～45％ |
| Torrongian SA | Nucl Med Biol | 17，273-279，1990 | 40 | 41％ |
| Culber PA | Appl Radiat Isot | 46，9：887-891，1995 | 60 | 34.6％ |
| Moerlein SM | J Label Comp Radio | 37：653-654，1995 | Not quite clear | 36％ |
| Mock B.H | Nucl Med Biol | 23，497-501，1996 | 48 | 52％ |
| Zijlstra S | J Lable Comp Radio | 40：229-231，1997 | 40～50 | 40～42％ |
| The | 18 | ＞60％ |
Claims (6)
1. equipment for preparing 2-fluoro-18 generation-2 deoxidation-β-D-glucose, comprise reaction flask (23), the liquid feeding bottle (12 that communicates with reaction flask (23) by conduit, 13,14,15,16), anion column QMA (10) one ends are connected with the target source with liquid feeding bottle (11) by valve (1), the other end is connected with the waste collection bottle with reaction flask (23) by valve (2), reaction flask and each liquid feeding bottle all are connected with pneumavalve (3,4,5,6,7,8,9), reaction flask (23) is by purification column (17,18,19) and filtering membrane (20) communicate with product receiving flask (21), it is characterized in that: reaction flask (23) places wind to bathe the top of pipe (24), wind is bathed pipe (24) bottom and is provided with nichrome wire (25), is provided with blower fan (26) below the nichrome wire (25).
2. the equipment of preparation 2-fluoro-18 generation-2 deoxidation-β as claimed in claim 1-D-glucose, it is characterized in that: product receiving flask (21) is connected with negative pressure pump (27) by conduit.
3. the equipment of preparation 2-fluoro-18 generation-2 deoxidation-β as claimed in claim 2-D-glucose is characterized in that: can be connected with surge flask (22) between product receiving flask (21) and the negative pressure pump (27).
4. the equipment of preparation 2-fluoro-18 generation-2 deoxidation-β as claimed in claim 3-D-glucose, it is characterized in that: reaction flask (23) and wind are bathed pipe (24) and are placed in the cabinet (28), and the cabinet wall is provided with blower fan (29).
5. a technology for preparing 2-fluoro-18 generation-2 deoxidation-β-D-glucose comprises following technological process: accelerator-produced
18After F-is caught by anion column QMA (Waters); by the acetonitrile solution wash-out of sodium bicarbonate and cave ether; through heating between 100 ℃ to 120 ℃ and the acetonitrile azeotropic water removing; the cooling back adds 1 in residue; 3; 4,6-is tetra-acetylated-O-2-deoxidation-β-D seminose, generate acetylizad in 85 ℃ to 90 ℃ following nucleophilic reactions of heating
18FDG (F-FDG-OAc
4), heat then between 100 ℃ to 120 ℃ and remove acetonitrile, it is characterized in that: after above-mentioned residue cooling,, heat 40 ℃ of hydrolysis, add the appropriate hydrochloric acid neutralization then, obtain thick product to wherein adding an amount of oxyhydroxide
18F-FDG, negative pressure sucks the product receiving flask with thick product, obtains the finished product behind purified column purification and the aseptic membrane filtration.
6. the technology of preparation 2-fluoro-18 generation-2 deoxidation-β as claimed in claim 4-D-glucose, it is characterized in that: added oxyhydroxide can be sodium hydroxide or potassium hydroxide in the hydrolytic process.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011235039A CN1151163C (en) | 2001-07-26 | 2001-07-26 | Prepn apparatus and process for 2-fluoro-18 substituent-2 deoxy-beta-D-glucose |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011235039A CN1151163C (en) | 2001-07-26 | 2001-07-26 | Prepn apparatus and process for 2-fluoro-18 substituent-2 deoxy-beta-D-glucose |
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| Publication Number | Publication Date |
|---|---|
| CN1398870A true CN1398870A (en) | 2003-02-26 |
| CN1151163C CN1151163C (en) | 2004-05-26 |
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|---|---|---|---|
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103301484A (en) * | 2012-03-13 | 2013-09-18 | 住友重机械工业株式会社 | Cassette for radioactive isotope handling apparatus, radioactive isotope handling apparatus, and radioactive isotope handling system |
| CN107474082A (en) * | 2017-08-11 | 2017-12-15 | 深圳市保健委员会办公室 | Double batch PET developers18F FDG pharmaceutical synthesis device and method |
| CN107970458A (en) * | 2018-01-03 | 2018-05-01 | 山东省肿瘤防治研究院（山东省肿瘤医院） | A kind of positron emitting tracer Fully automated synthesis module based on 18F-BF3 marks |
| CN113372399A (en) * | 2021-06-04 | 2021-09-10 | 江苏华益科技有限公司 | A kind of fluorine [ 2 ]18F]Synthesis method of deoxyglucose injection |
-
2001
- 2001-07-26 CN CNB011235039A patent/CN1151163C/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103301484A (en) * | 2012-03-13 | 2013-09-18 | 住友重机械工业株式会社 | Cassette for radioactive isotope handling apparatus, radioactive isotope handling apparatus, and radioactive isotope handling system |
| CN107474082A (en) * | 2017-08-11 | 2017-12-15 | 深圳市保健委员会办公室 | Double batch PET developers18F FDG pharmaceutical synthesis device and method |
| CN107474082B (en) * | 2017-08-11 | 2020-07-17 | 深圳市保健委员会办公室 | Double-batch PET developer18F-FDG drug synthesis equipment and method |
| CN107970458A (en) * | 2018-01-03 | 2018-05-01 | 山东省肿瘤防治研究院（山东省肿瘤医院） | A kind of positron emitting tracer Fully automated synthesis module based on 18F-BF3 marks |
| CN113372399A (en) * | 2021-06-04 | 2021-09-10 | 江苏华益科技有限公司 | A kind of fluorine [ 2 ]18F]Synthesis method of deoxyglucose injection |
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| Publication number | Publication date |
|---|---|
| CN1151163C (en) | 2004-05-26 |
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