ZA200307759B - 3,7-diazabicyclo[3.3.1]formulations as antiarrhythmic compounds. - Google Patents
3,7-diazabicyclo[3.3.1]formulations as antiarrhythmic compounds. Download PDFInfo
- Publication number
- ZA200307759B ZA200307759B ZA200307759A ZA200307759A ZA200307759B ZA 200307759 B ZA200307759 B ZA 200307759B ZA 200307759 A ZA200307759 A ZA 200307759A ZA 200307759 A ZA200307759 A ZA 200307759A ZA 200307759 B ZA200307759 B ZA 200307759B
- Authority
- ZA
- South Africa
- Prior art keywords
- salt
- compound
- diazabicyclo
- butyl
- oxa
- Prior art date
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- 238000005804 alkylation reaction Methods 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 150000001499 aryl bromides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
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- CSKNSYBAZOQPLR-UHFFFAOYSA-N benzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1 CSKNSYBAZOQPLR-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
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- WIXWETILRQBIDT-UHFFFAOYSA-N but-3-yn-1-ol Chemical compound OCCC#C.OCCC#C WIXWETILRQBIDT-UHFFFAOYSA-N 0.000 description 1
- OAOXPQKIXSVSRH-UHFFFAOYSA-N butanedioic acid;propanedioic acid Chemical compound OC(=O)CC(O)=O.OC(=O)CCC(O)=O OAOXPQKIXSVSRH-UHFFFAOYSA-N 0.000 description 1
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- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- YZFOGXKZTWZVFN-UHFFFAOYSA-N cyclopentane-1,1-dicarboxylic acid Chemical compound OC(=O)C1(C(O)=O)CCCC1 YZFOGXKZTWZVFN-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 239000011928 denatured alcohol Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
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- 239000003480 eluent Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- YKAKNMHEIJUKEX-UHFFFAOYSA-N m-methylhippuric acid Chemical compound CC1=CC=CC(C(=O)NCC(O)=O)=C1 YKAKNMHEIJUKEX-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000008774 maternal effect Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- FBBDOOHMGLLEGJ-UHFFFAOYSA-N methane;hydrochloride Chemical compound C.Cl FBBDOOHMGLLEGJ-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- GXJPXWMIOFURQB-UHFFFAOYSA-N methyl 2-[(3,4-dichlorobenzoyl)amino]acetate Chemical compound COC(=O)CNC(=O)C1=CC=C(Cl)C(Cl)=C1 GXJPXWMIOFURQB-UHFFFAOYSA-N 0.000 description 1
- DHWSAGOZHZREMQ-UHFFFAOYSA-N methyl 2-[(4-phenylbenzoyl)amino]acetate Chemical compound C1=CC(C(=O)NCC(=O)OC)=CC=C1C1=CC=CC=C1 DHWSAGOZHZREMQ-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000004452 microanalysis Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 230000002107 myocardial effect Effects 0.000 description 1
- 208000031225 myocardial ischemia Diseases 0.000 description 1
- YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
- XNLBCXGRQWUJLU-UHFFFAOYSA-N naphthalene-2-carbonyl chloride Chemical compound C1=CC=CC2=CC(C(=O)Cl)=CC=C21 XNLBCXGRQWUJLU-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- YOEBAVRJHRCKRE-UHFFFAOYSA-N o-methylhippuric acid Chemical compound CC1=CC=CC=C1C(=O)NCC(O)=O YOEBAVRJHRCKRE-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- NRSCPTLHWVWLLH-UHFFFAOYSA-N p-methylhippuric acid Chemical compound CC1=CC=C(C(=O)NCC(O)=O)C=C1 NRSCPTLHWVWLLH-UHFFFAOYSA-N 0.000 description 1
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000001120 potassium sulphate Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000002336 repolarization Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 1
- 150000003385 sodium Chemical class 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000000371 solid-state nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229960001367 tartaric acid Drugs 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- PRINEEYGDAUNBA-IVMQYODDSA-N tert-butyl 7-[(2s)-3-(4-cyanophenoxy)-2-hydroxypropyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate Chemical compound C([C@@H](O)CN1CC2CN(CC(C1)O2)C(=O)OC(C)(C)C)OC1=CC=C(C#N)C=C1 PRINEEYGDAUNBA-IVMQYODDSA-N 0.000 description 1
- QWDLQQUZEUSVFY-UHFFFAOYSA-N tert-butyl 7-[3-(4-cyanoanilino)propyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate Chemical compound C1C(O2)CN(C(=O)OC(C)(C)C)CC2CN1CCCNC1=CC=C(C#N)C=C1 QWDLQQUZEUSVFY-UHFFFAOYSA-N 0.000 description 1
- IDDNWXWTTIVHKC-UHFFFAOYSA-N tert-butyl n-[2-(9-oxa-3,7-diazabicyclo[3.3.1]nonan-3-yl)ethyl]carbamate Chemical compound C1NCC2CN(CCNC(=O)OC(C)(C)C)CC1O2 IDDNWXWTTIVHKC-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0101327A SE0101327D0 (sv) | 2001-04-12 | 2001-04-12 | New crystalline forms |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200307759B true ZA200307759B (en) | 2005-01-03 |
Family
ID=20283783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200307759A ZA200307759B (en) | 2001-04-12 | 2003-10-03 | 3,7-diazabicyclo[3.3.1]formulations as antiarrhythmic compounds. |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US7217708B2 (zh) |
| EP (2) | EP1550663A1 (zh) |
| JP (1) | JP2004525970A (zh) |
| KR (1) | KR20030087078A (zh) |
| CN (1) | CN1269823C (zh) |
| AR (1) | AR035452A1 (zh) |
| AT (1) | ATE323095T1 (zh) |
| BR (1) | BR0208829A (zh) |
| CA (1) | CA2443470A1 (zh) |
| CZ (1) | CZ20032760A3 (zh) |
| DE (1) | DE60210598T2 (zh) |
| DK (1) | DK1389213T3 (zh) |
| EE (1) | EE200300504A (zh) |
| ES (1) | ES2261721T3 (zh) |
| HK (1) | HK1061026A1 (zh) |
| HU (1) | HUP0303487A3 (zh) |
| IL (1) | IL158250A0 (zh) |
| IS (1) | IS6980A (zh) |
| MX (1) | MXPA03009206A (zh) |
| NO (1) | NO20034527L (zh) |
| NZ (1) | NZ528560A (zh) |
| PL (1) | PL367179A1 (zh) |
| PT (1) | PT1389213E (zh) |
| RU (1) | RU2286993C2 (zh) |
| SE (1) | SE0101327D0 (zh) |
| SK (1) | SK12572003A3 (zh) |
| TW (1) | TWI237025B (zh) |
| UA (1) | UA74629C2 (zh) |
| WO (1) | WO2002083688A1 (zh) |
| ZA (1) | ZA200307759B (zh) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI259836B (en) * | 2001-04-12 | 2006-08-11 | Astrazeneca Ab | Modified release formulation suitable for antiarrhythmic compounds |
| SE0401539D0 (sv) * | 2004-06-15 | 2004-06-15 | Astrazeneca Ab | New compounds |
| SE0401540D0 (sv) * | 2004-06-15 | 2004-06-15 | Astrazeneca Ab | New compounds |
| AU2006258293B2 (en) * | 2005-06-13 | 2010-06-17 | Astrazeneca Ab | New oxabispidine compounds for the treatment of cardiac arrhythmias |
| AR053901A1 (es) * | 2005-06-20 | 2007-05-23 | Astrazeneca Ab | Formas fisicas de oxabispidinas n,n'- disustituidas |
| KR20080028435A (ko) * | 2005-06-20 | 2008-03-31 | 아스트라제네카 아베 | Ｎ,ｎ’-이치환된 옥사비스피딘의 제조 방법 |
| TW200734342A (en) * | 2005-12-15 | 2007-09-16 | Astrazeneca Ab | New compounds for the treatment of cardiac arrhythmias |
| WO2007103970A2 (en) * | 2006-03-07 | 2007-09-13 | Endacea, Inc. | Compositions and methods for treating respiratory disorders |
| DK3357911T3 (da) | 2006-06-26 | 2022-07-04 | Akebia Therapeutics Inc | Prolylhydroxylaseinhibitorer og fremgangsmåder til anvendelse |
| NO2686520T3 (zh) | 2011-06-06 | 2018-03-17 | ||
| US20120329836A1 (en) | 2011-06-06 | 2012-12-27 | The Ohio State University | Methods for stabilizing hypoxia inducible factor-2 alpha as a method for treating cancer |
| US11857543B2 (en) | 2013-06-13 | 2024-01-02 | Akebia Therapeutics, Inc. | Compositions and methods for treating anemia |
| CR20200220A (es) | 2013-11-15 | 2020-11-18 | Akebia Therapeutics Inc | FORMAS SÓLIDAS DE ÁCIDO {[5-(3-CLOROFENIL)-3-HIDROXIPIRIDIN-2-CARBONIL]AMINO}ACÉTICO, COMPOSICIONES, Y USOS DE LAS MISMAS (Divisional 2016-0222) |
| JP2018502882A (ja) | 2015-01-23 | 2018-02-01 | アケビア セラピューティクス インコーポレイテッドＡｋｅｂｉａ Ｔｈｅｒａｐｅｕｔｉｃｓ Ｉｎｃ． | ２−（５−（３−フルオロフェニル）−３−ヒドロキシピコリンアミド）酢酸の固体形態、その組成物及び使用 |
| MX2017012460A (es) | 2015-04-01 | 2018-01-30 | Akebia Therapeutics Inc | Composiciones y metodos para el tratamiento de la anemia. |
| TWI822776B (zh) | 2018-05-09 | 2023-11-21 | 美商阿克比治療有限公司 | 用於製備2-[[5-(3-氯苯基)-3-羥基吡啶-2-羰基]胺基]乙酸之方法 |
| US11524939B2 (en) | 2019-11-13 | 2022-12-13 | Akebia Therapeutics, Inc. | Solid forms of {[5-(3-chlorophenyl)-3-hydroxypyridine-2-carbonyl]amino} acetic acid |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3732094A1 (de) * | 1987-09-24 | 1989-04-06 | Basf Ag | Bispidinderivate als klasse iii-antiarrhythmika |
| US5110933A (en) * | 1989-11-13 | 1992-05-05 | Board Of Regents Of Oklahoma State University | Salts of 3-azabicyclo[3.3.1]nonanes as antiarrhythmic agents, and precursors thereof |
| SE9704709D0 (sv) | 1997-12-17 | 1997-12-17 | Astra Ab | Pharmaceutically active compounds |
| SE9902268D0 (sv) | 1999-06-16 | 1999-06-16 | Astra Ab | Pharmaceutically active compounds |
| SE9903759D0 (sv) * | 1999-10-18 | 1999-10-18 | Astra Ab | Pharmaceutically active compounds |
-
2001
- 2001-04-12 SE SE0101327A patent/SE0101327D0/xx unknown
-
2002
- 2002-04-01 TW TW091106493A patent/TWI237025B/zh not_active IP Right Cessation
- 2002-04-02 AR ARP020101189A patent/AR035452A1/es not_active Application Discontinuation
- 2002-04-12 RU RU2003129231/04A patent/RU2286993C2/ru not_active IP Right Cessation
- 2002-04-12 JP JP2002581443A patent/JP2004525970A/ja active Pending
- 2002-04-12 KR KR10-2003-7013320A patent/KR20030087078A/ko not_active Application Discontinuation
- 2002-04-12 PT PT02761972T patent/PT1389213E/pt unknown
- 2002-04-12 CA CA002443470A patent/CA2443470A1/en not_active Abandoned
- 2002-04-12 DK DK02761972T patent/DK1389213T3/da active
- 2002-04-12 IL IL15825002A patent/IL158250A0/xx unknown
- 2002-04-12 PL PL02367179A patent/PL367179A1/xx unknown
- 2002-04-12 MX MXPA03009206A patent/MXPA03009206A/es active IP Right Grant
- 2002-04-12 AT AT02761972T patent/ATE323095T1/de not_active IP Right Cessation
- 2002-04-12 EP EP05007851A patent/EP1550663A1/en not_active Withdrawn
- 2002-04-12 NZ NZ528560A patent/NZ528560A/en unknown
- 2002-04-12 CZ CZ20032760A patent/CZ20032760A3/cs unknown
- 2002-04-12 US US10/474,592 patent/US7217708B2/en not_active Expired - Fee Related
- 2002-04-12 EP EP02761972A patent/EP1389213B1/en not_active Expired - Lifetime
- 2002-04-12 WO PCT/SE2002/000725 patent/WO2002083688A1/en active IP Right Grant
- 2002-04-12 HU HU0303487A patent/HUP0303487A3/hu unknown
- 2002-04-12 ES ES02761972T patent/ES2261721T3/es not_active Expired - Lifetime
- 2002-04-12 EE EEP200300504A patent/EE200300504A/xx unknown
- 2002-04-12 CN CNB028116283A patent/CN1269823C/zh not_active Expired - Fee Related
- 2002-04-12 SK SK1257-2003A patent/SK12572003A3/sk not_active Application Discontinuation
- 2002-04-12 BR BR0208829-0A patent/BR0208829A/pt not_active IP Right Cessation
- 2002-04-12 DE DE60210598T patent/DE60210598T2/de not_active Expired - Fee Related
- 2002-12-04 UA UA2003098709A patent/UA74629C2/uk unknown
-
2003
- 2003-10-03 ZA ZA200307759A patent/ZA200307759B/en unknown
- 2003-10-08 IS IS6980A patent/IS6980A/is unknown
- 2003-10-09 NO NO20034527A patent/NO20034527L/no not_active Application Discontinuation
-
2004
- 2004-06-08 HK HK04104077A patent/HK1061026A1/xx not_active IP Right Cessation
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