NO313228B1 - En fremgangsmåte ved rensingen av opasifiserende kontrastmidler - Google Patents
En fremgangsmåte ved rensingen av opasifiserende kontrastmidler Download PDFInfo
- Publication number
- NO313228B1 NO313228B1 NO19983834A NO983834A NO313228B1 NO 313228 B1 NO313228 B1 NO 313228B1 NO 19983834 A NO19983834 A NO 19983834A NO 983834 A NO983834 A NO 983834A NO 313228 B1 NO313228 B1 NO 313228B1
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- Prior art keywords
- fraction
- product
- solution
- nanofiltration
- ionic
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 91
- 239000002872 contrast media Substances 0.000 title claims description 19
- 238000001728 nano-filtration Methods 0.000 claims abstract description 35
- 230000008569 process Effects 0.000 claims abstract description 26
- 238000000746 purification Methods 0.000 claims abstract description 26
- 239000003456 ion exchange resin Substances 0.000 claims abstract description 15
- 229920003303 ion-exchange polymer Polymers 0.000 claims abstract description 15
- 238000002242 deionisation method Methods 0.000 claims abstract description 6
- 238000013375 chromatographic separation Methods 0.000 claims abstract description 4
- 239000012535 impurity Substances 0.000 claims description 57
- 239000000047 product Substances 0.000 claims description 45
- 229960004647 iopamidol Drugs 0.000 claims description 41
- XQZXYNRDCRIARQ-LURJTMIESA-N iopamidol Chemical group C[C@H](O)C(=O)NC1=C(I)C(C(=O)NC(CO)CO)=C(I)C(C(=O)NC(CO)CO)=C1I XQZXYNRDCRIARQ-LURJTMIESA-N 0.000 claims description 40
- 239000011347 resin Substances 0.000 claims description 18
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- 230000005526 G1 to G0 transition Effects 0.000 claims description 17
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- NJKDOADNQSYQEV-UHFFFAOYSA-N iomeprol Chemical group OCC(=O)N(C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I NJKDOADNQSYQEV-UHFFFAOYSA-N 0.000 claims description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 10
- 239000000356 contaminant Substances 0.000 claims description 10
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000010828 elution Methods 0.000 claims description 6
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- NNZBBKHCMKTQJQ-UWVGGRQHSA-N 3-n-(1,3-dihydroxypropan-2-yl)-1-n-[3-[[3-(1,3-dihydroxypropan-2-ylcarbamoyl)-5-[[(2s)-2-hydroxypropanoyl]amino]-2,4,6-triiodobenzoyl]amino]-2-hydroxypropyl]-5-[[(2s)-2-hydroxypropanoyl]amino]-2,4,6-triiodobenzene-1,3-dicarboxamide Chemical group OCC(CO)NC(=O)C1=C(I)C(NC(=O)[C@@H](O)C)=C(I)C(C(=O)NCC(O)CNC(=O)C=2C(=C(C(=O)NC(CO)CO)C(I)=C(NC(=O)[C@H](C)O)C=2I)I)=C1I NNZBBKHCMKTQJQ-UWVGGRQHSA-N 0.000 claims description 4
- 101000610640 Homo sapiens U4/U6 small nuclear ribonucleoprotein Prp3 Proteins 0.000 claims description 4
- 101001110823 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) 60S ribosomal protein L6-A Proteins 0.000 claims description 4
- 101000712176 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) 60S ribosomal protein L6-B Proteins 0.000 claims description 4
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- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 claims description 2
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- 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 description 2
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- 150000002168 ethanoic acid esters Chemical class 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
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- 229960004537 ioversol Drugs 0.000 description 2
- 239000003605 opacifier Substances 0.000 description 2
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- BOGCXPVULYNZEK-UHFFFAOYSA-N 2-aminopropane-1,3-diol Chemical compound OCC(N)CO.OCC(N)CO BOGCXPVULYNZEK-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 108010000178 IGF-I-IGFBP-3 complex Proteins 0.000 description 1
- -1 Iomeprole Chemical compound 0.000 description 1
- XUHXFSYUBXNTHU-UHFFFAOYSA-N Iotrolan Chemical compound IC=1C(C(=O)NC(CO)C(O)CO)=C(I)C(C(=O)NC(CO)C(O)CO)=C(I)C=1N(C)C(=O)CC(=O)N(C)C1=C(I)C(C(=O)NC(CO)C(O)CO)=C(I)C(C(=O)NC(CO)C(O)CO)=C1I XUHXFSYUBXNTHU-UHFFFAOYSA-N 0.000 description 1
- BAQCROVBDNBEEB-UBYUBLNFSA-N Metrizamide Chemical compound CC(=O)N(C)C1=C(I)C(NC(C)=O)=C(I)C(C(=O)N[C@@H]2[C@H]([C@H](O)[C@@H](CO)OC2O)O)=C1I BAQCROVBDNBEEB-UBYUBLNFSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
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- 150000001450 anions Chemical class 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
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- MJFGNVPJJNQWKK-UHFFFAOYSA-N ethyl 5-benzyl-4,6-dihydro-1h-pyrrolo[3,4-c]pyrazole-3-carboxylate Chemical compound C1C=2C(C(=O)OCC)=NNC=2CN1CC1=CC=CC=C1 MJFGNVPJJNQWKK-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
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- 239000012458 free base Substances 0.000 description 1
- 125000000350 glycoloyl group Chemical group O=C([*])C([H])([H])O[H] 0.000 description 1
- 239000002045 hydroalcoholic fraction Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229960004359 iodixanol Drugs 0.000 description 1
- NBQNWMBBSKPBAY-UHFFFAOYSA-N iodixanol Chemical compound IC=1C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C(I)C=1N(C(=O)C)CC(O)CN(C(C)=O)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I NBQNWMBBSKPBAY-UHFFFAOYSA-N 0.000 description 1
- 229960001025 iohexol Drugs 0.000 description 1
- NTHXOOBQLCIOLC-UHFFFAOYSA-N iohexol Chemical compound OCC(O)CN(C(=O)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I NTHXOOBQLCIOLC-UHFFFAOYSA-N 0.000 description 1
- 229960002603 iopromide Drugs 0.000 description 1
- DGAIEPBNLOQYER-UHFFFAOYSA-N iopromide Chemical compound COCC(=O)NC1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)N(C)CC(O)CO)=C1I DGAIEPBNLOQYER-UHFFFAOYSA-N 0.000 description 1
- 229960003182 iotrolan Drugs 0.000 description 1
- 229960002611 ioxilan Drugs 0.000 description 1
- UUMLTINZBQPNGF-UHFFFAOYSA-N ioxilan Chemical compound OCC(O)CN(C(=O)C)C1=C(I)C(C(=O)NCCO)=C(I)C(C(=O)NCC(O)CO)=C1I UUMLTINZBQPNGF-UHFFFAOYSA-N 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000003819 low-pressure liquid chromatography Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 229960000554 metrizamide Drugs 0.000 description 1
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- 239000012466 permeate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
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- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
- B01D61/027—Nanofiltration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
- A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A20/00—Water conservation; Efficient water supply; Efficient water use
- Y02A20/124—Water desalination
- Y02A20/131—Reverse-osmosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nanotechnology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Photoreceptors In Electrophotography (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Steroid Compounds (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Drying Of Solid Materials (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT96MI000339A IT1282674B1 (it) | 1996-02-23 | 1996-02-23 | Processo per la purificazione di agenti contrastografici opacizzanti |
PCT/EP1997/000639 WO1997030735A2 (en) | 1996-02-23 | 1997-02-12 | A process for the purification of opacifying contrast agents |
Publications (3)
Publication Number | Publication Date |
---|---|
NO983834D0 NO983834D0 (no) | 1998-08-20 |
NO983834L NO983834L (no) | 1998-10-19 |
NO313228B1 true NO313228B1 (no) | 2002-09-02 |
Family
ID=11373370
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO19983834A NO313228B1 (no) | 1996-02-23 | 1998-08-20 | En fremgangsmåte ved rensingen av opasifiserende kontrastmidler |
Country Status (16)
Country | Link |
---|---|
EP (1) | EP0902686B1 (de) |
JP (1) | JP4058110B2 (de) |
KR (1) | KR100436529B1 (de) |
CN (1) | CN1084632C (de) |
AT (1) | ATE186844T1 (de) |
AU (1) | AU1724397A (de) |
CA (1) | CA2247029C (de) |
CZ (1) | CZ291744B6 (de) |
DE (2) | DE902686T1 (de) |
ES (1) | ES2128287T3 (de) |
HK (1) | HK1018213A1 (de) |
IN (1) | IN190416B (de) |
IT (1) | IT1282674B1 (de) |
NO (1) | NO313228B1 (de) |
WO (1) | WO1997030735A2 (de) |
ZA (1) | ZA971459B (de) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19736472C1 (de) * | 1997-08-21 | 1999-04-22 | Bernhard Dr Sixt | Verfahren zum Herstellen von weitgehend nebenwirkungsfreien Kontrastmitteln |
KR100574087B1 (ko) | 2004-09-09 | 2006-04-27 | 주식회사태준제약 | 아이오디사놀의 제조방법 |
WO2009029464A1 (en) * | 2007-08-27 | 2009-03-05 | Mallinckrodt Inc. | Removal of silica from water soluble compounds by nanofiltration and reverse phase chromatography |
EP2504298B1 (de) | 2009-11-26 | 2016-09-21 | iMAX Diagnostic Imaging Holding Limited | Herstellung und aufreinigung von iodixanol |
ES2680019T3 (es) | 2010-12-21 | 2018-09-03 | Ge Healthcare As | Desalinización de una composición que comprende un agente de contraste |
GB201120138D0 (en) * | 2011-11-22 | 2012-01-04 | Glaxo Group Ltd | Novel process |
NZ708503A (en) * | 2012-12-19 | 2019-08-30 | Ge Healthcare As | Purification of x-ray contrast agents |
EP3369724B1 (de) | 2013-11-05 | 2021-01-06 | Bracco Imaging SPA | Verfahren zur herstellung von iopamidol |
CN104045580A (zh) * | 2014-06-25 | 2014-09-17 | 上海华震科技有限公司 | 一种碘普罗胺脱色纯化工艺 |
CN111440084B (zh) * | 2019-01-16 | 2023-01-06 | 苏州纳微科技股份有限公司 | 一种碘克沙醇的纯化方法 |
CN111609649B (zh) | 2019-02-25 | 2022-01-18 | Lg电子株式会社 | 入口冰箱及冰箱 |
CN113121377A (zh) * | 2019-12-31 | 2021-07-16 | 江苏汉邦科技有限公司 | 碘克沙醇的纯化方法 |
CN111715877B (zh) * | 2020-05-22 | 2022-06-03 | 深圳市华科创智技术有限公司 | 一种纳米银线的纯化方法 |
CN112724035A (zh) * | 2021-03-01 | 2021-04-30 | 江苏汉邦科技有限公司 | 一种纯化制备碘佛醇水解物的方法 |
CN113061099A (zh) * | 2021-03-27 | 2021-07-02 | 浙江司太立制药股份有限公司 | 一种高纯度碘造影剂单体的分离纯化方法 |
CN115403481A (zh) * | 2022-04-13 | 2022-11-29 | 江苏宇田医药有限公司 | 一种通过离子交换树脂纯化碘海醇的方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
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DE3110737A1 (de) * | 1981-03-16 | 1982-10-14 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Verfahren zum abtrennen und reinigen von wasserloeslichen, nicht-ionischen verbindungen |
US5204405A (en) * | 1988-11-09 | 1993-04-20 | Nippon Petrochemicals Co., Ltd. | Thermoplastic resin composition and method for preparing the same |
US5204005A (en) * | 1990-02-26 | 1993-04-20 | Mallinckrodt, Inc. | Reversed phase chromatographic process |
IT1248741B (it) * | 1991-02-26 | 1995-01-26 | Bracco Spa | Processo di concentrazione e di purificazione di composti organici |
US5221485A (en) * | 1991-12-03 | 1993-06-22 | Mallinckrodt Medical, Inc. | Purification of X-ray contrast agent, magnetic resonance imaging agent, or radiopharmaceuticals using reverse osmosis |
US5160437A (en) * | 1991-12-03 | 1992-11-03 | Mallinckrodt Medical, Inc. | Purification of crude Ioversol using reverse osmosis |
IT1275427B (it) * | 1995-05-16 | 1997-08-07 | Bracco Spa | Processo per la depirogenazione di soluzioni farmaceutiche iniettabili |
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1996
- 1996-02-23 IT IT96MI000339A patent/IT1282674B1/it active IP Right Grant
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1997
- 1997-02-12 CA CA002247029A patent/CA2247029C/en not_active Expired - Lifetime
- 1997-02-12 ES ES97904423T patent/ES2128287T3/es not_active Expired - Lifetime
- 1997-02-12 JP JP52975697A patent/JP4058110B2/ja not_active Expired - Lifetime
- 1997-02-12 WO PCT/EP1997/000639 patent/WO1997030735A2/en active IP Right Grant
- 1997-02-12 CZ CZ19982651A patent/CZ291744B6/cs not_active IP Right Cessation
- 1997-02-12 AU AU17243/97A patent/AU1724397A/en not_active Abandoned
- 1997-02-12 KR KR10-1998-0706478A patent/KR100436529B1/ko not_active IP Right Cessation
- 1997-02-12 AT AT97904423T patent/ATE186844T1/de active
- 1997-02-12 DE DE0902686T patent/DE902686T1/de active Pending
- 1997-02-12 EP EP97904423A patent/EP0902686B1/de not_active Expired - Lifetime
- 1997-02-12 CN CN97192492A patent/CN1084632C/zh not_active Expired - Lifetime
- 1997-02-12 DE DE69700843T patent/DE69700843T2/de not_active Expired - Lifetime
- 1997-02-20 ZA ZA9701459A patent/ZA971459B/xx unknown
- 1997-02-20 IN IN350MA1997 patent/IN190416B/en unknown
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1998
- 1998-08-20 NO NO19983834A patent/NO313228B1/no not_active IP Right Cessation
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Also Published As
Publication number | Publication date |
---|---|
DE69700843D1 (de) | 1999-12-30 |
EP0902686B1 (de) | 1999-11-24 |
DE69700843T2 (de) | 2000-03-16 |
CN1211929A (zh) | 1999-03-24 |
NO983834L (no) | 1998-10-19 |
HK1018213A1 (en) | 1999-12-17 |
JP2000504735A (ja) | 2000-04-18 |
IN190416B (de) | 2003-07-26 |
KR100436529B1 (ko) | 2004-12-16 |
IT1282674B1 (it) | 1998-03-31 |
EP0902686A2 (de) | 1999-03-24 |
ES2128287T3 (es) | 2000-02-16 |
ATE186844T1 (de) | 1999-12-15 |
AU1724397A (en) | 1997-09-10 |
CA2247029A1 (en) | 1997-08-28 |
ZA971459B (en) | 1998-06-23 |
ES2128287T1 (es) | 1999-05-16 |
CZ265198A3 (cs) | 1999-07-14 |
ITMI960339A0 (de) | 1996-02-23 |
CA2247029C (en) | 2007-07-31 |
WO1997030735A2 (en) | 1997-08-28 |
KR19990087090A (ko) | 1999-12-15 |
JP4058110B2 (ja) | 2008-03-05 |
ITMI960339A1 (it) | 1997-08-23 |
DE902686T1 (de) | 1999-07-22 |
NO983834D0 (no) | 1998-08-20 |
CN1084632C (zh) | 2002-05-15 |
CZ291744B6 (cs) | 2003-05-14 |
WO1997030735A3 (en) | 1997-10-23 |
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