AU2003234285B2 - Formulations containing amiodarone and sulfoalkyl ether cyclodextrin - Google Patents
Formulations containing amiodarone and sulfoalkyl ether cyclodextrin Download PDFInfo
- Publication number
- AU2003234285B2 AU2003234285B2 AU2003234285A AU2003234285A AU2003234285B2 AU 2003234285 B2 AU2003234285 B2 AU 2003234285B2 AU 2003234285 A AU2003234285 A AU 2003234285A AU 2003234285 A AU2003234285 A AU 2003234285A AU 2003234285 B2 AU2003234285 B2 AU 2003234285B2
- Authority
- AU
- Australia
- Prior art keywords
- amiodarone
- sae
- formulation
- canceled
- liquid formulation
- 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.)
- Expired
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- 229960005260 amiodarone Drugs 0.000 title claims abstract description 296
- 239000000203 mixture Substances 0.000 title claims abstract description 177
- 238000009472 formulation Methods 0.000 title claims abstract description 139
- 229920000858 Cyclodextrin Polymers 0.000 title claims description 123
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 title claims description 82
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 37
- 125000004964 sulfoalkyl group Chemical group 0.000 title claims description 21
- IYIKLHRQXLHMJQ-UHFFFAOYSA-N amiodarone Chemical compound CCCCC=1OC2=CC=CC=C2C=1C(=O)C1=CC(I)=C(OCCN(CC)CC)C(I)=C1 IYIKLHRQXLHMJQ-UHFFFAOYSA-N 0.000 title abstract description 267
- 239000012669 liquid formulation Substances 0.000 claims abstract description 106
- 238000000034 method Methods 0.000 claims abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 92
- 239000007788 liquid Substances 0.000 claims description 71
- 150000001875 compounds Chemical class 0.000 claims description 60
- 235000020354 squash Nutrition 0.000 claims description 60
- ITPDYQOUSLNIHG-UHFFFAOYSA-N Amiodarone hydrochloride Chemical compound [Cl-].CCCCC=1OC2=CC=CC=C2C=1C(=O)C1=CC(I)=C(OCC[NH+](CC)CC)C(I)=C1 ITPDYQOUSLNIHG-UHFFFAOYSA-N 0.000 claims description 57
- 239000003795 chemical substances by application Substances 0.000 claims description 53
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 30
- -1 lyophilizing aid Substances 0.000 claims description 27
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 25
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- 238000001556 precipitation Methods 0.000 claims description 16
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 15
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 11
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
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- PJMPHNIQZUBGLI-UHFFFAOYSA-N fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 claims 8
- 101100356568 Caenorhabditis elegans rgs-9 gene Proteins 0.000 claims 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims 1
- 239000004327 boric acid Substances 0.000 claims 1
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- 208000020446 Cardiac disease Diseases 0.000 abstract description 2
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- 239000000243 solution Substances 0.000 description 200
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 238000010790 dilution Methods 0.000 description 15
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- 229960003234 amiodarone hydrochloride Drugs 0.000 description 14
- NZAQRZWBQUIBSF-UHFFFAOYSA-N 4-(4-sulfobutoxy)butane-1-sulfonic acid Chemical class OS(=O)(=O)CCCCOCCCCS(O)(=O)=O NZAQRZWBQUIBSF-UHFFFAOYSA-N 0.000 description 13
- 229940088540 cordarone Drugs 0.000 description 13
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- 238000002360 preparation method Methods 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000007979 citrate buffer Substances 0.000 description 9
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- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 8
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- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 7
- 239000013543 active substance Substances 0.000 description 7
- 229940074138 amiodarone hydrochloride 50 mg/ml Drugs 0.000 description 7
- 235000006708 antioxidants Nutrition 0.000 description 7
- 229960004853 betadex Drugs 0.000 description 7
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- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 6
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
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- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 6
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Classifications
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- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
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Landscapes
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- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heart & Thoracic Surgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Cardiology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/139,620 US6869939B2 (en) | 2002-05-04 | 2002-05-04 | Formulations containing amiodarone and sulfoalkyl ether cyclodextrin |
| US10/139,620 | 2002-05-04 | ||
| PCT/US2003/013250 WO2003092590A2 (en) | 2002-05-04 | 2003-04-29 | Formulations containing amiodarone and sulfoalkyl ether cyclodextrin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2003234285A1 AU2003234285A1 (en) | 2003-11-17 |
| AU2003234285B2 true AU2003234285B2 (en) | 2007-01-04 |
Family
ID=29399340
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2003234285A Expired AU2003234285B2 (en) | 2002-05-04 | 2003-04-29 | Formulations containing amiodarone and sulfoalkyl ether cyclodextrin |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6869939B2 (enExample) |
| EP (2) | EP1501496B1 (enExample) |
| JP (2) | JP4764004B2 (enExample) |
| KR (1) | KR100984197B1 (enExample) |
| AT (1) | ATE535239T1 (enExample) |
| AU (1) | AU2003234285B2 (enExample) |
| CA (1) | CA2483774C (enExample) |
| CY (1) | CY1112527T1 (enExample) |
| DK (2) | DK1501496T3 (enExample) |
| ES (2) | ES2378306T3 (enExample) |
| HU (1) | HUE027551T2 (enExample) |
| IL (2) | IL165022A0 (enExample) |
| MX (1) | MXPA04010925A (enExample) |
| PT (1) | PT1501496E (enExample) |
| SI (2) | SI2402008T1 (enExample) |
| WO (1) | WO2003092590A2 (enExample) |
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| NZ548236A (en) | 2004-01-30 | 2010-02-26 | Pfizer Prod Inc | Compositions comprising (2S.3S) (2-benzhydryl-1-aza-bicyclo[2.2.2]oct-3-yl)-(5-alkyl-2-methoxy-benzyl)-amine derivatives |
| EP2708225B1 (en) | 2004-04-23 | 2018-12-26 | CyDex Pharmaceuticals, Inc. | DPI Formulation Containing Sulfoalkyl Ether Cyclodextrin |
| US8092559B2 (en) | 2004-05-12 | 2012-01-10 | Luca Technologies, Inc. | Generation of hydrogen from hydrocarbon bearing materials |
| US7426960B2 (en) | 2005-05-03 | 2008-09-23 | Luca Technologies, Inc. | Biogenic fuel gas generation in geologic hydrocarbon deposits |
| US20100204178A1 (en) | 2006-10-02 | 2010-08-12 | James Cloyd | Novel parenteral carbamazepine formulation |
| US7629331B2 (en) | 2005-10-26 | 2009-12-08 | Cydex Pharmaceuticals, Inc. | Sulfoalkyl ether cyclodextrin compositions and methods of preparation thereof |
| US7416879B2 (en) | 2006-01-11 | 2008-08-26 | Luca Technologies, Inc. | Thermacetogenium phaeum consortium for the production of materials with enhanced hydrogen content |
| ZA200808114B (en) | 2006-03-28 | 2009-12-30 | Javelin Pharmaceuticals Inc | Formulations of low dose non-steroidal anti-inflammatory drugs and betacyclodextrin |
| US8580954B2 (en) * | 2006-03-28 | 2013-11-12 | Hospira, Inc. | Formulations of low dose diclofenac and beta-cyclodextrin |
| US7696132B2 (en) * | 2006-04-05 | 2010-04-13 | Luca Technologies, Inc. | Chemical amendments for the stimulation of biogenic gas generation in deposits of carbonaceous material |
| US7977282B2 (en) | 2006-04-05 | 2011-07-12 | Luca Technologies, Inc. | Chemical amendments for the stimulation of biogenic gas generation in deposits of carbonaceous material |
| PT2061458E (pt) * | 2006-09-15 | 2015-03-11 | Univ Minnesota | Composições de topiramato e métodos para a sua utilização |
| US20090239942A1 (en) * | 2006-09-15 | 2009-09-24 | Cloyd James C | Topiramate Compositions and Methods of Making and Using the Same |
| US20090270496A1 (en) * | 2007-05-03 | 2009-10-29 | Courchesne William E | Antifungal compounds |
| US7635773B2 (en) | 2008-04-28 | 2009-12-22 | Cydex Pharmaceuticals, Inc. | Sulfoalkyl ether cyclodextrin compositions |
| US8479813B2 (en) | 2009-12-16 | 2013-07-09 | Luca Technologies, Inc. | Biogenic fuel gas generation in geologic hydrocarbon deposits |
| EP2335686A1 (en) | 2009-12-21 | 2011-06-22 | LEK Pharmaceuticals d.d. | An aqueous intravenous nanosuspension with reduced adverse effects |
| NL2004260C2 (en) * | 2010-02-18 | 2011-08-22 | Univ Amsterdam | Disinfectant composition and its use in dental treatment. |
| CN103079559A (zh) * | 2010-06-11 | 2013-05-01 | 巴克斯特国际公司 | 包含胺碘酮及其盐的制剂及其制造和使用方法 |
| CN103781484A (zh) | 2011-07-20 | 2014-05-07 | 赫思公司 | 治疗疼痛的方法 |
| HRP20200567T1 (hr) * | 2011-11-29 | 2020-06-26 | Jurox Pty Ltd | Stabilni injektabilni farmaceutski pripravci koji sadrže 2-hidroksipropil-beta-ciklodekstrin i alfaksalon |
| AU2013215237B2 (en) * | 2012-01-30 | 2017-11-23 | Baxalta GmbH | Non-anticoagulant sulfated or sulfonated polysaccharides |
| ES2774901T3 (es) | 2012-02-15 | 2020-07-23 | Cydex Pharmaceuticals Inc | Proceso para la fabricación de derivados de ciclodextrina |
| RU2615385C2 (ru) | 2012-02-28 | 2017-04-04 | Сидекс Фармасьютикалс, Инк. | Композиции алкилированного циклодекстрина и способы их получения и применения |
| US9004162B2 (en) | 2012-03-23 | 2015-04-14 | Transworld Technologies Inc. | Methods of stimulating acetoclastic methanogenesis in subterranean deposits of carbonaceous material |
| JP2015534970A (ja) * | 2012-10-17 | 2015-12-07 | ザピオテック・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＳＡＰＩＯＴＥＣ ＧｍｂＨ | 多発性骨髄腫の治療のためのアントシアニジン複合体 |
| AU2013334921B2 (en) | 2012-10-22 | 2018-03-29 | Cydex Pharmaceuticals, Inc. | Alkylated cyclodextrin compositions and processes for preparing and using the same |
| KR102147084B1 (ko) * | 2012-11-15 | 2020-08-24 | 자피오텍 게엠베하 | 소염성 활성 물질 또는 면역 억제성 활성물질로서 델피니딘 복합제 |
| EP2773033B1 (en) | 2013-02-28 | 2018-12-05 | Dialog Semiconductor GmbH | Divide by 2 and 3 charge pump methods |
| GB201312737D0 (en) | 2013-07-17 | 2013-08-28 | Univ Greenwich | Cyclodextrin |
| US10851184B2 (en) | 2014-08-22 | 2020-12-01 | Cydex Pharmaceuticals, Inc. | Fractionated alkylated cyclodextrin compositions and processes for preparing and using the same |
| US10736891B2 (en) * | 2016-01-07 | 2020-08-11 | Roy MADIGAN | Composition and method for treating chagas disease |
| WO2017149552A1 (en) * | 2016-03-04 | 2017-09-08 | Sun Pharmaceutical Industries Ltd. | Parenteral dosage form of amiodarone |
| CN107753439A (zh) * | 2016-08-22 | 2018-03-06 | 黑龙江迪龙制药有限公司 | 一种注射用盐酸胺碘酮及其制备方法 |
| WO2018091668A1 (en) | 2016-11-18 | 2018-05-24 | Aicuris Anti-Infective Cures Gmbh | Novel formulations of amidine substituted beta-lactam compounds on the basis of modified cyclodextrins and acidifying agents, their preparation and use as antimicrobial pharmaceutical compositions |
| US12416024B2 (en) | 2018-03-29 | 2025-09-16 | Transworld Technologies Inc. | Biologically enhanced oil recovery methods |
| CN114126596A (zh) * | 2019-05-15 | 2022-03-01 | 贝克森生物医药公司 | 用于皮下注射的氯胺酮制剂 |
| WO2021026310A1 (en) | 2019-08-06 | 2021-02-11 | L.E.A.F. Holdings Group Llc | Processes of preparing polyglutamated antifolates and uses of their compositions |
| CA3198795A1 (en) | 2020-11-18 | 2022-05-27 | Jeffrey Becker | Complexing agent salt formulations of pharmaceutical compounds |
| CN115969833A (zh) * | 2023-01-03 | 2023-04-18 | 上海上药第一生化药业有限公司 | 胺碘酮药物组合物、注射液及其制备方法及含其的注射器 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO1991004026A1 (en) | 1989-09-14 | 1991-04-04 | Australian Commercial Research & Development Limited | Drug delivery compositions |
| KR0166088B1 (ko) * | 1990-01-23 | 1999-01-15 | . | 수용해도가 증가된 시클로덱스트린 유도체 및 이의 용도 |
| US5376645A (en) | 1990-01-23 | 1994-12-27 | University Of Kansas | Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof |
| EP0518930A4 (en) | 1990-03-02 | 1993-09-15 | Australian Commercial Research & Development Limited | Cyclodextrin compositions and methods for pharmaceutical and industrial applications |
| US5234949A (en) | 1992-04-01 | 1993-08-10 | Academic Pharmaceuticals, Inc. | Parenteral solutions containing amiodarone in acetate buffer solution |
| FR2735978B1 (fr) | 1995-06-30 | 1997-09-19 | Sanofi Sa | Composition pharmaceutique d'amiodarone pour administration parenterale |
| UA57734C2 (uk) * | 1996-05-07 | 2003-07-15 | Пфайзер Інк. | Комплекси включення арилгетероциклічних солей |
| US5916883A (en) | 1996-11-01 | 1999-06-29 | Poly-Med, Inc. | Acylated cyclodextrin derivatives |
| US6046177A (en) | 1997-05-05 | 2000-04-04 | Cydex, Inc. | Sulfoalkyl ether cyclodextrin based controlled release solid pharmaceutical formulations |
| US5874418A (en) * | 1997-05-05 | 1999-02-23 | Cydex, Inc. | Sulfoalkyl ether cyclodextrin based solid pharmaceutical formulations and their use |
| UA67825C2 (uk) | 1999-01-21 | 2004-07-15 | Брістол-Майерс Сквібб Ко. | КОМПЛЕКС ІНГІБІТОРА RAS-ФАРНЕЗИЛТРАНСФЕРАЗИ ТА ПРОСТОГО СУЛЬФОБУТИЛОВОГО ЕФІРУ 7-<font face="Symbol">b</font>-ЦИКЛОДЕКСТРИНУ АБО 2-ГІДРОКСИПРОПІЛ-<font face="Symbol">b</font>-ЦИКЛОДЕКСТРИНУ, КОМПОЗИЦІЯ ІНГІБІТОРА RAS-ФАРНЕЗИЛТРАНСФЕРАЗИ ТА ФАРМАЦЕВТИЧНА КОМПОЗИЦІЯ |
| US6267985B1 (en) | 1999-06-30 | 2001-07-31 | Lipocine Inc. | Clear oil-containing pharmaceutical compositions |
| US6294192B1 (en) | 1999-02-26 | 2001-09-25 | Lipocine, Inc. | Triglyceride-free compositions and methods for improved delivery of hydrophobic therapeutic agents |
| GB9921958D0 (en) * | 1999-09-16 | 1999-11-17 | Pharmacia & Upjohn Spa | Formulations for parenteral use of estramustine phosphate and sulfoalkylether-cyclodextrins |
| US6479541B1 (en) * | 2000-03-30 | 2002-11-12 | Baxter International | Amiodarone-containing parenteral administration |
-
2002
- 2002-05-04 US US10/139,620 patent/US6869939B2/en not_active Expired - Lifetime
-
2003
- 2003-04-29 DK DK03728598.8T patent/DK1501496T3/da active
- 2003-04-29 EP EP03728598A patent/EP1501496B1/en not_active Expired - Lifetime
- 2003-04-29 IL IL16502203A patent/IL165022A0/xx unknown
- 2003-04-29 ES ES03728598T patent/ES2378306T3/es not_active Expired - Lifetime
- 2003-04-29 EP EP11182697.0A patent/EP2402008B1/en not_active Expired - Lifetime
- 2003-04-29 MX MXPA04010925A patent/MXPA04010925A/es active IP Right Grant
- 2003-04-29 JP JP2004500775A patent/JP4764004B2/ja not_active Expired - Lifetime
- 2003-04-29 SI SI200332474A patent/SI2402008T1/sl unknown
- 2003-04-29 PT PT03728598T patent/PT1501496E/pt unknown
- 2003-04-29 KR KR1020047017639A patent/KR100984197B1/ko not_active Expired - Lifetime
- 2003-04-29 WO PCT/US2003/013250 patent/WO2003092590A2/en not_active Ceased
- 2003-04-29 CA CA2483774A patent/CA2483774C/en not_active Expired - Lifetime
- 2003-04-29 AT AT03728598T patent/ATE535239T1/de active
- 2003-04-29 HU HUE11182697A patent/HUE027551T2/en unknown
- 2003-04-29 AU AU2003234285A patent/AU2003234285B2/en not_active Expired
- 2003-04-29 DK DK11182697.0T patent/DK2402008T3/en active
- 2003-04-29 ES ES11182697.0T patent/ES2567716T3/es not_active Expired - Lifetime
- 2003-04-29 SI SI200332113T patent/SI1501496T1/sl unknown
-
2004
- 2004-11-04 IL IL165022A patent/IL165022A/en active IP Right Grant
-
2011
- 2011-03-07 JP JP2011048873A patent/JP5656692B2/ja not_active Expired - Lifetime
-
2012
- 2012-02-23 CY CY20121100190T patent/CY1112527T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2483774C (en) | 2011-07-19 |
| JP5656692B2 (ja) | 2015-01-21 |
| KR100984197B1 (ko) | 2010-09-28 |
| EP2402008B1 (en) | 2016-01-27 |
| DK2402008T3 (en) | 2016-05-02 |
| EP1501496A2 (en) | 2005-02-02 |
| EP2402008A1 (en) | 2012-01-04 |
| SI2402008T1 (sl) | 2016-05-31 |
| PT1501496E (pt) | 2012-02-20 |
| JP2005530744A (ja) | 2005-10-13 |
| ATE535239T1 (de) | 2011-12-15 |
| US6869939B2 (en) | 2005-03-22 |
| US20030216353A1 (en) | 2003-11-20 |
| WO2003092590A3 (en) | 2004-01-22 |
| HUE027551T2 (en) | 2016-10-28 |
| DK1501496T3 (da) | 2012-03-19 |
| EP1501496B1 (en) | 2011-11-30 |
| JP2011116776A (ja) | 2011-06-16 |
| WO2003092590A2 (en) | 2003-11-13 |
| ES2378306T3 (es) | 2012-04-11 |
| IL165022A0 (en) | 2005-12-18 |
| EP1501496A4 (en) | 2006-05-31 |
| IL165022A (en) | 2011-08-31 |
| CY1112527T1 (el) | 2015-12-09 |
| MXPA04010925A (es) | 2005-02-14 |
| KR20040106452A (ko) | 2004-12-17 |
| ES2567716T3 (es) | 2016-04-26 |
| CA2483774A1 (en) | 2003-11-13 |
| SI1501496T1 (sl) | 2012-04-30 |
| AU2003234285A1 (en) | 2003-11-17 |
| JP4764004B2 (ja) | 2011-08-31 |
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