JP2002533420A5 - - Google Patents
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- Publication number
- JP2002533420A5 JP2002533420A5 JP2000590689A JP2000590689A JP2002533420A5 JP 2002533420 A5 JP2002533420 A5 JP 2002533420A5 JP 2000590689 A JP2000590689 A JP 2000590689A JP 2000590689 A JP2000590689 A JP 2000590689A JP 2002533420 A5 JP2002533420 A5 JP 2002533420A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- bis
- acid
- carboxymethyl
- ethyl
- 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
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 100
- 125000000267 glycino group Chemical group [H]N([*])C([H])([H])C(=O)O[H] 0.000 description 66
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 54
- 239000002253 acid Substances 0.000 description 53
- 150000001875 compounds Chemical class 0.000 description 31
- 238000002360 preparation method Methods 0.000 description 18
- -1 2-hydroxypropyl Chemical group 0.000 description 9
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 9
- KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- RUDATBOHQWOJDD-UHFFFAOYSA-N (3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 RUDATBOHQWOJDD-UHFFFAOYSA-N 0.000 description 5
- 150000001768 cations Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- BHQCQFFYRZLCQQ-UHFFFAOYSA-N (3alpha,5alpha,7alpha,12alpha)-3,7,12-trihydroxy-cholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 BHQCQFFYRZLCQQ-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- HHLZCENAOIROSL-UHFFFAOYSA-N 2-[4,7-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid Chemical compound OC(=O)CN1CCNCCN(CC(O)=O)CCN(CC(O)=O)CC1 HHLZCENAOIROSL-UHFFFAOYSA-N 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- 239000004380 Cholic acid Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 4
- SMEROWZSTRWXGI-UHFFFAOYSA-N Lithocholsaeure Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 SMEROWZSTRWXGI-UHFFFAOYSA-N 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 229960001091 chenodeoxycholic acid Drugs 0.000 description 4
- RUDATBOHQWOJDD-BSWAIDMHSA-N chenodeoxycholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-BSWAIDMHSA-N 0.000 description 4
- 229960002471 cholic acid Drugs 0.000 description 4
- 235000019416 cholic acid Nutrition 0.000 description 4
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 4
- 229960003964 deoxycholic acid Drugs 0.000 description 4
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- SMEROWZSTRWXGI-HVATVPOCSA-N lithocholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 SMEROWZSTRWXGI-HVATVPOCSA-N 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 4
- 229910052688 Gadolinium Inorganic materials 0.000 description 3
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 3
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 150000007529 inorganic bases Chemical class 0.000 description 3
- 229910001437 manganese ion Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- CUGDYSSBTWBKII-LXGUWJNJSA-N (2r,3r,4r,5s)-6-(dimethylamino)hexane-1,2,3,4,5-pentol Chemical compound CN(C)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO CUGDYSSBTWBKII-LXGUWJNJSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 2
- 150000002332 glycine derivatives Chemical class 0.000 description 2
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 2
- YMAWOPBAYDPSLA-UHFFFAOYSA-N glycylglycine Chemical compound [NH3+]CC(=O)NCC([O-])=O YMAWOPBAYDPSLA-UHFFFAOYSA-N 0.000 description 2
- 125000000468 ketone group Chemical group 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 229960003080 taurine Drugs 0.000 description 2
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 1
- 0 *IN(CCN(CC(O)=O)CC(O)=O)CC(O)=O Chemical compound *IN(CCN(CC(O)=O)CC(O)=O)CC(O)=O 0.000 description 1
- 108010008488 Glycylglycine Proteins 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- WDLRUFUQRNWCPK-UHFFFAOYSA-N Tetraxetan Chemical compound OC(=O)CN1CCN(CC(O)=O)CCN(CC(O)=O)CCN(CC(O)=O)CC1 WDLRUFUQRNWCPK-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003613 bile acid Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000003716 cholic acid group Chemical group 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229940043257 glycylglycine Drugs 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000005298 paramagnetic effect Effects 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- RUDATBOHQWOJDD-UZVSRGJWSA-N ursodeoxycholic acid Chemical compound C([C@H]1C[C@@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-UZVSRGJWSA-N 0.000 description 1
- 229960001661 ursodiol Drugs 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI98A002802 | 1998-12-23 | ||
| IT98A002802 | 1998-12-23 | ||
| IT1998MI002802A IT1304501B1 (it) | 1998-12-23 | 1998-12-23 | Uso di derivati di acidi biliari coniugati con complessi metallicicome "blood pool agents" per l'indagine diagnostica tramite risonanza |
| PCT/EP1999/010002 WO2000038738A1 (en) | 1998-12-23 | 1999-12-16 | Blood pool agents for nuclear magnetic resonance diagnostics |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002533420A JP2002533420A (ja) | 2002-10-08 |
| JP2002533420A5 true JP2002533420A5 (https=) | 2007-02-08 |
| JP4733271B2 JP4733271B2 (ja) | 2011-07-27 |
Family
ID=11381326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000590689A Expired - Fee Related JP4733271B2 (ja) | 1998-12-23 | 1999-12-16 | 核磁気共鳴診断用の血液プール剤 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6461588B1 (https=) |
| EP (2) | EP1935435B1 (https=) |
| JP (1) | JP4733271B2 (https=) |
| KR (1) | KR100736298B1 (https=) |
| CN (2) | CN100450996C (https=) |
| AT (1) | ATE405296T1 (https=) |
| AU (1) | AU773876B2 (https=) |
| CA (1) | CA2355888C (https=) |
| CZ (1) | CZ302195B6 (https=) |
| DE (1) | DE69939398D1 (https=) |
| HK (1) | HK1042432B (https=) |
| HU (1) | HU228048B1 (https=) |
| IL (2) | IL143730A0 (https=) |
| IT (1) | IT1304501B1 (https=) |
| MX (1) | MXPA01006344A (https=) |
| NO (1) | NO322551B1 (https=) |
| PL (1) | PL196474B1 (https=) |
| RU (2) | RU2395490C2 (https=) |
| WO (1) | WO2000038738A1 (https=) |
| ZA (1) | ZA200104820B (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW319763B (https=) * | 1995-02-01 | 1997-11-11 | Epix Medical Inc | |
| AU742438C (en) | 1997-10-02 | 2003-05-22 | Lantheus Medical Imaging, Inc. | Contrast-enhanced diagnostic imaging method for monitoring interventional therapies |
| IT1317862B1 (it) * | 2000-02-29 | 2003-07-15 | Bracco Spa | Coniugati di acidi biliari con chelati complessi di ioni metallici eloro uso. |
| IT1318485B1 (it) * | 2000-04-21 | 2003-08-25 | Bracco Spa | Uso di derivati di acidi biliari coniugati con complessi di ionimetallici nella visualizzazione diagnostica di sistemi microvascolari |
| AU2002230398A1 (en) * | 2000-10-06 | 2002-04-29 | Xenoport, Inc. | Bile-acid conjugates for providing sustained systemic concentrations of drugs |
| EP1229041A1 (en) * | 2001-02-05 | 2002-08-07 | Bracco Imaging S.p.A. | A process for the preparation of 3-Glutamido bile ester derivatives using N-tBoc methyl pyroglutamate |
| US7053076B2 (en) | 2001-08-29 | 2006-05-30 | Xenoport, Inc. | Bile-acid derived compounds for enhancing oral absorption and systemic bioavailability of drugs |
| EP1302465A1 (en) * | 2001-10-11 | 2003-04-16 | BRACCO IMAGING S.p.A. | Enhanced substrate imaging by reversible binding to a paramagnetic complex |
| AU2003303714B2 (en) * | 2003-01-13 | 2009-02-19 | Bracco Imaging S.P.A. | Improved linkers for radiopharmaceutical compounds |
| US7611692B2 (en) * | 2003-01-13 | 2009-11-03 | Bracco Imaging S.P.A. | Gastrin releasing peptide compounds |
| US7850947B2 (en) * | 2003-01-13 | 2010-12-14 | Bracco Imaging S.P.A. | Gastrin releasing peptide compounds |
| US8420050B2 (en) * | 2003-01-13 | 2013-04-16 | Bracco Imaging S.P.A. | Gastrin releasing peptide compounds |
| US7226577B2 (en) * | 2003-01-13 | 2007-06-05 | Bracco Imaging, S. P. A. | Gastrin releasing peptide compounds |
| US7922998B2 (en) | 2003-01-13 | 2011-04-12 | Bracco Imaging S.P.A. | Gastrin releasing peptide compounds |
| BRPI0418194A (pt) * | 2003-12-24 | 2007-04-27 | Bracco Imaging Spa | compostos peptìdeos liberadores de gastrina aperfeiçoados |
| RU2425831C2 (ru) * | 2005-12-02 | 2011-08-10 | Джи-И Хелткер АС | Мультимерные контрастные агенты для магнитного резонанса |
| JP5577245B2 (ja) | 2007-07-11 | 2014-08-20 | ボード・オブ・リージエンツ，ザ・ユニバーシテイ・オブ・テキサス・システム | 画像化での使用を目的としたシードおよびマーカー |
| CN101845112B (zh) * | 2010-06-02 | 2011-09-14 | 华东理工大学 | 一种基于高分子纳米粒子的高灵敏性核磁共振成像造影剂的制备方法 |
| JP5889337B2 (ja) | 2011-01-20 | 2016-03-22 | ボード・オブ・リージエンツ，ザ・ユニバーシテイ・オブ・テキサス・システム | Ｍｒｉマーカー、送達および抜取りシステムならびにこれらの製造方法および使用方法 |
| CA2862760A1 (en) | 2012-03-05 | 2013-09-12 | Bracco Imaging Spa | Dynamic contrast enhanced-mri method and agents for the assessment of the macromolecular transport within pathologic tissues |
| CN102766188B (zh) * | 2012-07-24 | 2016-01-13 | 上海交通大学 | 胆固醇衍生物、螯合物、重组高密度脂蛋白及其用途 |
| GB201421163D0 (en) * | 2014-11-28 | 2015-01-14 | Ge Healthcare As | Formulations of metal complexes |
| MA48861A (fr) | 2017-05-05 | 2020-04-01 | Fusion Pharmaceuticals Inc | Améliorations pharmacocinétiques de chélates bifonctionnels et leurs utilisations |
| US10093741B1 (en) | 2017-05-05 | 2018-10-09 | Fusion Pharmaceuticals Inc. | IGF-1R monoclonal antibodies and uses thereof |
| WO2018204872A2 (en) | 2017-05-05 | 2018-11-08 | Fusion Pharmaceuticals Inc. | Igf-1r monoclonal antibodies and uses thereof |
| WO2019232208A1 (en) * | 2018-05-30 | 2019-12-05 | Translate Bio, Inc. | Cationic lipids comprising a steroidal moiety |
| US12290576B2 (en) * | 2021-07-27 | 2025-05-06 | Bracco Imaging S.P.A. | Manufacturing of dimeric contrast agents |
| WO2025163025A1 (en) | 2024-01-31 | 2025-08-07 | Bracco Imaging Spa | Pyridophane macrocyclic ligands and fe(iii) complexes thereof |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1213029B (it) * | 1986-01-30 | 1989-12-07 | Bracco Ind Chimica Spa | Chelati di ioni metallici paramagnetici. |
| US5057302A (en) * | 1987-02-13 | 1991-10-15 | Abbott Laboratories | Bifunctional chelating agents |
| US5227474A (en) * | 1987-02-13 | 1993-07-13 | Abbott Laboratories | Bifunctional chelating agents |
| RU2059642C1 (ru) * | 1987-12-24 | 1996-05-10 | Бракко Индустрия Кимика С.п.А | Хелаты гадолиния и способ их получения |
| DE3930696A1 (de) * | 1989-09-14 | 1991-03-28 | Hoechst Ag | Gallensaeurederivate, verfahren zu ihrer herstellung, verwendung als arzneimittel |
| NO940115D0 (no) * | 1994-01-13 | 1994-01-13 | Nycomed Imaging As | Kontrastmidler for roentgen- og magnettomografisk avbildning |
| CA2188292A1 (en) * | 1994-04-20 | 1995-11-02 | Larry Margerum | Contrast agents |
| IT1269839B (it) * | 1994-05-26 | 1997-04-15 | Bracco Spa | Coniugati di acidi biliari, loro derivati con complessi metallici e relativi usi |
| US5833948A (en) * | 1995-06-15 | 1998-11-10 | Bracco Research S.A. | Blood-pool imaging composition comprising micelles containing a lipophilic chelating agent and a non-ionic surfactant |
| JPH11116542A (ja) * | 1997-10-06 | 1999-04-27 | Sogo Pharmaceut Co Ltd | γ−グルタミン酸アミド類の製造法 |
-
1998
- 1998-12-23 IT IT1998MI002802A patent/IT1304501B1/it active
-
1999
- 1999-05-26 US US09/318,618 patent/US6461588B1/en not_active Expired - Lifetime
- 1999-12-16 KR KR1020017007945A patent/KR100736298B1/ko not_active Expired - Fee Related
- 1999-12-16 PL PL349488A patent/PL196474B1/pl unknown
- 1999-12-16 HK HK02103398.0A patent/HK1042432B/zh not_active IP Right Cessation
- 1999-12-16 CA CA002355888A patent/CA2355888C/en not_active Expired - Fee Related
- 1999-12-16 CN CNB2006100676912A patent/CN100450996C/zh not_active Expired - Fee Related
- 1999-12-16 HU HU0104715A patent/HU228048B1/hu not_active IP Right Cessation
- 1999-12-16 MX MXPA01006344A patent/MXPA01006344A/es active IP Right Grant
- 1999-12-16 EP EP08004643.6A patent/EP1935435B1/en not_active Expired - Lifetime
- 1999-12-16 DE DE69939398T patent/DE69939398D1/de not_active Expired - Lifetime
- 1999-12-16 RU RU2004127136/04A patent/RU2395490C2/ru not_active IP Right Cessation
- 1999-12-16 WO PCT/EP1999/010002 patent/WO2000038738A1/en not_active Ceased
- 1999-12-16 CZ CZ20012330A patent/CZ302195B6/cs not_active IP Right Cessation
- 1999-12-16 EP EP99963556A patent/EP1140209B1/en not_active Expired - Lifetime
- 1999-12-16 IL IL14373099A patent/IL143730A0/xx active IP Right Grant
- 1999-12-16 JP JP2000590689A patent/JP4733271B2/ja not_active Expired - Fee Related
- 1999-12-16 AU AU19807/00A patent/AU773876B2/en not_active Ceased
- 1999-12-16 CN CNB998157929A patent/CN1263515C/zh not_active Expired - Fee Related
- 1999-12-16 AT AT99963556T patent/ATE405296T1/de not_active IP Right Cessation
- 1999-12-16 RU RU2001120351/15A patent/RU2250765C2/ru not_active IP Right Cessation
-
2001
- 2001-06-13 ZA ZA200104820A patent/ZA200104820B/en unknown
- 2001-06-13 IL IL143730A patent/IL143730A/en not_active IP Right Cessation
- 2001-06-22 NO NO20013154A patent/NO322551B1/no not_active IP Right Cessation
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