ES2556930T3 - Derivados de aminoalcanol - Google Patents
Derivados de aminoalcanol Download PDFInfo
- Publication number
- ES2556930T3 ES2556930T3 ES04790423.0T ES04790423T ES2556930T3 ES 2556930 T3 ES2556930 T3 ES 2556930T3 ES 04790423 T ES04790423 T ES 04790423T ES 2556930 T3 ES2556930 T3 ES 2556930T3
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- compound
- pharmaceutically acceptable
- acceptable salt
- alkyl
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- 150000001875 compounds Chemical class 0.000 abstract description 14
- 150000003839 salts Chemical group 0.000 abstract description 6
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 4
- 229940088679 drug related substance Drugs 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000002519 immonomodulatory effect Effects 0.000 description 3
- 102100039498 Cytotoxic T-lymphocyte protein 4 Human genes 0.000 description 2
- 101000889276 Homo sapiens Cytotoxic T-lymphocyte protein 4 Proteins 0.000 description 2
- 102100025390 Integrin beta-2 Human genes 0.000 description 2
- 239000005557 antagonist Substances 0.000 description 2
- 229940121363 anti-inflammatory agent Drugs 0.000 description 2
- 239000002260 anti-inflammatory agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 229960002930 sirolimus Drugs 0.000 description 2
- BUROJSBIWGDYCN-GAUTUEMISA-N AP 23573 Chemical compound C1C[C@@H](OP(C)(C)=O)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 BUROJSBIWGDYCN-GAUTUEMISA-N 0.000 description 1
- 208000023275 Autoimmune disease Diseases 0.000 description 1
- 101150013553 CD40 gene Proteins 0.000 description 1
- 108010021064 CTLA-4 Antigen Proteins 0.000 description 1
- 102000008203 CTLA-4 Antigen Human genes 0.000 description 1
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 description 1
- 101000935040 Homo sapiens Integrin beta-2 Proteins 0.000 description 1
- 101001057504 Homo sapiens Interferon-stimulated gene 20 kDa protein Proteins 0.000 description 1
- 101001055144 Homo sapiens Interleukin-2 receptor subunit alpha Proteins 0.000 description 1
- 101001063392 Homo sapiens Lymphocyte function-associated antigen 3 Proteins 0.000 description 1
- 101000738771 Homo sapiens Receptor-type tyrosine-protein phosphatase C Proteins 0.000 description 1
- 101000914496 Homo sapiens T-cell antigen CD7 Proteins 0.000 description 1
- 108010008212 Integrin alpha4beta1 Proteins 0.000 description 1
- 102100026878 Interleukin-2 receptor subunit alpha Human genes 0.000 description 1
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 1
- 108010064548 Lymphocyte Function-Associated Antigen-1 Proteins 0.000 description 1
- 102100030984 Lymphocyte function-associated antigen 3 Human genes 0.000 description 1
- HZQDCMWJEBCWBR-UUOKFMHZSA-N Mizoribine Chemical compound OC1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 HZQDCMWJEBCWBR-UUOKFMHZSA-N 0.000 description 1
- 102100037422 Receptor-type tyrosine-protein phosphatase C Human genes 0.000 description 1
- 102000011011 Sphingosine 1-phosphate receptors Human genes 0.000 description 1
- 108050001083 Sphingosine 1-phosphate receptors Proteins 0.000 description 1
- 102100027208 T-cell antigen CD7 Human genes 0.000 description 1
- CBPNZQVSJQDFBE-FUXHJELOSA-N Temsirolimus Chemical compound C1C[C@@H](OC(=O)C(C)(CO)CO)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 CBPNZQVSJQDFBE-FUXHJELOSA-N 0.000 description 1
- 101710165473 Tumor necrosis factor receptor superfamily member 4 Proteins 0.000 description 1
- 102100022153 Tumor necrosis factor receptor superfamily member 4 Human genes 0.000 description 1
- 102100040245 Tumor necrosis factor receptor superfamily member 5 Human genes 0.000 description 1
- 238000011260 co-administration Methods 0.000 description 1
- 239000003246 corticosteroid Substances 0.000 description 1
- 229960001334 corticosteroids Drugs 0.000 description 1
- 229960004397 cyclophosphamide Drugs 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- -1 e.g. Proteins 0.000 description 1
- 229960000556 fingolimod Drugs 0.000 description 1
- KKGQTZUTZRNORY-UHFFFAOYSA-N fingolimod Chemical compound CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 KKGQTZUTZRNORY-UHFFFAOYSA-N 0.000 description 1
- 230000001506 immunosuppresive effect Effects 0.000 description 1
- 230000004968 inflammatory condition Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229960000681 leflunomide Drugs 0.000 description 1
- VHOGYURTWQBHIL-UHFFFAOYSA-N leflunomide Chemical compound O1N=CC(C(=O)NC=2C=CC(=CC=2)C(F)(F)F)=C1C VHOGYURTWQBHIL-UHFFFAOYSA-N 0.000 description 1
- 210000000265 leukocyte Anatomy 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229940124302 mTOR inhibitor Drugs 0.000 description 1
- 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 description 1
- 229960000485 methotrexate Drugs 0.000 description 1
- HPNSFSBZBAHARI-UHFFFAOYSA-N micophenolic acid Natural products OC1=C(CC=C(C)CCC(O)=O)C(OC)=C(C)C2=C1C(=O)OC2 HPNSFSBZBAHARI-UHFFFAOYSA-N 0.000 description 1
- 229950000844 mizoribine Drugs 0.000 description 1
- RTGDFNSFWBGLEC-SYZQJQIISA-N mycophenolate mofetil Chemical compound COC1=C(C)C=2COC(=O)C=2C(O)=C1C\C=C(/C)CCC(=O)OCCN1CCOCC1 RTGDFNSFWBGLEC-SYZQJQIISA-N 0.000 description 1
- 229960004866 mycophenolate mofetil Drugs 0.000 description 1
- 229960000951 mycophenolic acid Drugs 0.000 description 1
- HPNSFSBZBAHARI-RUDMXATFSA-N mycophenolic acid Chemical compound OC1=C(C\C=C(/C)CCC(O)=O)C(OC)=C(C)C2=C1C(=O)OC2 HPNSFSBZBAHARI-RUDMXATFSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- KASDHRXLYQOAKZ-XDSKOBMDSA-N pimecrolimus Chemical compound C/C([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@@H](OC)C[C@@H](C)C/C(C)=C/[C@H](C(C[C@H](O)[C@H]1C)=O)CC)=C\[C@@H]1CC[C@H](Cl)[C@H](OC)C1 KASDHRXLYQOAKZ-XDSKOBMDSA-N 0.000 description 1
- ZAHRKKWIAAJSAO-UHFFFAOYSA-N rapamycin Natural products COCC(O)C(=C/C(C)C(=O)CC(OC(=O)C1CCCCN1C(=O)C(=O)C2(O)OC(CC(OC)C(=CC=CC=CC(C)CC(C)C(=O)C)C)CCC2C)C(C)CC3CCC(O)C(C3)OC)C ZAHRKKWIAAJSAO-UHFFFAOYSA-N 0.000 description 1
- 239000000018 receptor agonist Substances 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 229960001302 ridaforolimus Drugs 0.000 description 1
- 239000002412 selectin antagonist Substances 0.000 description 1
- QFJCIRLUMZQUOT-HPLJOQBZSA-N sirolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 QFJCIRLUMZQUOT-HPLJOQBZSA-N 0.000 description 1
- 229960000235 temsirolimus Drugs 0.000 description 1
- 229950009819 zotarolimus Drugs 0.000 description 1
- CGTADGCBEXYWNE-JUKNQOCSSA-N zotarolimus Chemical compound N1([C@H]2CC[C@@H](C[C@@H](C)[C@H]3OC(=O)[C@@H]4CCCCN4C(=O)C(=O)[C@@]4(O)[C@H](C)CC[C@H](O4)C[C@@H](/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C3)OC)C[C@H]2OC)C=NN=N1 CGTADGCBEXYWNE-JUKNQOCSSA-N 0.000 description 1
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
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- C07C233/22—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
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Abstract
Un compuesto de fórmula I**Fórmula** en la que R1 es un alquileno de C2-8; R2 es un alquilo de C1-20, opcionalmente sustituido por un halógeno; R5 es H o alquilo de C1-20; y R6 es un radical de fórmula a)**Fórmula** en la que R3 es un alquileno de C2-8 y R4 es un alquilo de C1-20, opcionalmente sustituido por un halógeno, y en la que R6 está en posición meta, en forma libre o de sal.
Description
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ASM 981; un agente inhibidor de mTOR, por ej. rapamicina, 40-O-(2-hidroxi)etil-rapamicina, CCI779, ABT578 o AP23573, etc.; corticosteroides; ciclofosfamida; azatiopreno; metotrexato; otros agonistas de los receptores S1P, por ej. FTY 720 o uno de sus análogos; leflunomida o sus análogos; mizoribina; ácido micofenólico; micofenolato mofetilo; 15-desoxiespergualina o sus análogos; anticuerpos monoclonales inmunosupresores, por ej., anticuerpos monoclonales para los receptores de los leucocitos, por ej., MHC, CD2, CD3, CD4, CD 11a/CD18, CD7, CD25, CD 27, B7, CD40, CD45, CD58, CD 137, ICOS, CD150 (SLAM), OX40, 4-1BB o sus ligandos, por ej. CD154; u otros compuestos inmunomoduladores, por ej. una molécula recombinante que al menos tenga una porción del dominio extracelular de CTLA4 o uno de sus mutantes, por ej. al menos una porción extracelular de CTLA4 o uno de sus mutantes unido a una secuencia proteica no CTLA4, por ej. CTLA4lg (por ej. designada ATCC 68629) o uno de sus mutantes, por ej. LEA29Y, u otros agentes inhibidores de las moléculas de adhesión, por ej. mAbs o agentes inhibidores de bajo peso molecular que incluyen los antagonistas de LFA-1, antagonistas de las selectinas y los antagonistas de VLA-4.
Cuando se administra un compuesto de fórmula I junto con otro agente inmunomodulador o antiinflamatorio, las dosificaciones del agente inmunomodulador o antiinflamatorio por supuesto variarán dependiendo del tipo de cofármaco empleado, de la afección a tratar, etcétera.
Así, la presente invención proporciona:
- 1.
- Un compuesto para usar en un método para tratar o prevenir el rechazo a los trasplantes de órganos o tejidos, que comprende administrar a un sujeto una cantidad terapéuticamente efectiva de un compuesto de fórmula I, o de una de sus sales farmacéuticamente aceptables.
- 2.
- Un compuesto para usar en un método para tratar o prevenir una enfermedad autoinmune o una afección inflamatoria, que comprende administrar a un sujeto una cantidad terapéuticamente efectiva de un compuesto de fórmula I, o de una de sus sales farmacéuticamente aceptables.
- 3.
- Un compuesto de fórmula I, o una de sus sales farmacéuticamente aceptables, para usar como un compuesto farmacéutico.
- 4.
- Una composición farmacéutica, que comprende un compuesto de fórmula I, o de una de sus sales farmacéuticamente aceptables, y un vehículo o diluyente farmacéuticamente aceptable.
- 5.
- Uso de un compuesto de fórmula I, o una de sus sales farmacéuticamente aceptables, para la preparación de un medicamento, por ej. en un método como se describió anteriormente.
- 6.
- Una combinación farmacéutica, que comprende (a) un compuesto de fórmula I, y (b) una segunda sustancia fármaco, siendo dicha segunda sustancia fármaco adecuada para la prevención o el tratamiento de una afección descrita anteriormente.
- 7.
- Un compuesto para usar en un método que comprende la co-administración, por ej. concomitantemente o en secuencia, de (a) un compuesto de fórmula I, y (b) una segunda sustancia fármaco, siendo dicha segunda sustancia fármaco adecuada para la prevención o el tratamiento de una afección descrita anteriormente.
7
Claims (1)
-
imagen1 imagen2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0324210 | 2003-10-15 | ||
| GBGB0324210.4A GB0324210D0 (en) | 2003-10-15 | 2003-10-15 | Organic compounds |
| PCT/EP2004/011567 WO2005040091A1 (en) | 2003-10-15 | 2004-10-14 | Aminoalkanol derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2556930T3 true ES2556930T3 (es) | 2016-01-21 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04790423.0T Expired - Lifetime ES2556930T3 (es) | 2003-10-15 | 2004-10-14 | Derivados de aminoalcanol |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US20080161410A1 (es) |
| EP (2) | EP1675817B1 (es) |
| JP (1) | JP4516080B2 (es) |
| CN (2) | CN100422139C (es) |
| AU (2) | AU2004283844B2 (es) |
| BR (1) | BRPI0415285A (es) |
| CA (1) | CA2539277C (es) |
| ES (1) | ES2556930T3 (es) |
| GB (1) | GB0324210D0 (es) |
| MX (1) | MXPA06004058A (es) |
| PL (1) | PL1675817T3 (es) |
| PT (1) | PT1675817E (es) |
| SI (1) | SI1675817T1 (es) |
| WO (1) | WO2005040091A1 (es) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7781617B2 (en) | 2004-07-16 | 2010-08-24 | Kyorin Pharmaceutical Co., Ltd | Effective use method of medicaments and method of preventing expression of side effect |
| EP1806338B1 (en) | 2004-10-12 | 2016-01-20 | Kyorin Pharmaceutical Co., Ltd. | Process for producing 2-amino-2-[2-[4-(3-benzyloxy-phenylthio)-2-chlorophenyl[ethyl]-1,3-propanediol hydrochloride and hydrates thereof. and intermediates the production thereof |
| PL1932522T3 (pl) * | 2005-10-07 | 2012-09-28 | Kyorin Seiyaku Kk | Środek terapeutyczny do leczenia choroby wątroby zawierający jako składnik czynny pochodną 2-amino-1,3-propanodiolu |
| TWI389683B (zh) * | 2006-02-06 | 2013-03-21 | Kyorin Seiyaku Kk | A therapeutic agent for an inflammatory bowel disease or an inflammatory bowel disease treatment using a 2-amino-1,3-propanediol derivative as an active ingredient |
| CA2659598A1 (en) | 2006-08-08 | 2008-02-14 | Kyorin Pharmaceutical Co., Ltd. | Amino phosphate derivative and s1p receptor modulator having same as an active ingredient |
| JP5140593B2 (ja) | 2006-08-08 | 2013-02-06 | 杏林製薬株式会社 | アミノアルコール誘導体及びそれらを有効成分とする免疫抑制剤 |
| TW200946105A (en) | 2008-02-07 | 2009-11-16 | Kyorin Seiyaku Kk | Therapeutic agent or preventive agent for inflammatory bowel disease containing amino alcohol derivative as active ingredient |
| EP2328863A1 (en) * | 2008-08-12 | 2011-06-08 | Allergan, Inc. | Sphingosine-1-phosphate (s1p) receptor antagonists and methods for use thereof |
| US9352003B1 (en) | 2010-05-14 | 2016-05-31 | Musculoskeletal Transplant Foundation | Tissue-derived tissuegenic implants, and methods of fabricating and using same |
| US10130736B1 (en) | 2010-05-14 | 2018-11-20 | Musculoskeletal Transplant Foundation | Tissue-derived tissuegenic implants, and methods of fabricating and using same |
| US8883210B1 (en) | 2010-05-14 | 2014-11-11 | Musculoskeletal Transplant Foundation | Tissue-derived tissuegenic implants, and methods of fabricating and using same |
| CA2986702C (en) | 2015-05-21 | 2023-04-04 | David Wang | Modified demineralized cortical bone fibers |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69321823T2 (de) * | 1992-10-21 | 1999-06-02 | Taito Co., Ltd., Tokio/Tokyo | 2-amino-1, 3- propandiolverbindung und immunosuppressium |
| WO1997024112A1 (en) | 1995-12-28 | 1997-07-10 | Yoshitomi Pharmaceutical Industries, Ltd. | External preparation |
| JPH10147587A (ja) * | 1996-11-19 | 1998-06-02 | Fujisawa Pharmaceut Co Ltd | ２−アミノ−１，３−プロパンジオール誘導体およびその医薬用途 |
| ES2240868T3 (es) | 1997-04-04 | 2005-10-16 | Mitsubishi Pharma Corporation | Compuesto de 2-aminopropano -1,3-diol, su uso farmaceutico e intermedios en su sintesis. |
| JPH1180026A (ja) * | 1997-09-02 | 1999-03-23 | Yoshitomi Pharmaceut Ind Ltd | 新規免疫抑制剤、その使用方法およびその同定方法 |
| US20050011755A1 (en) | 2001-08-14 | 2005-01-20 | Vladimir Jovic | Electrolytic cell and electrodes for use in electrochemical processes |
| CA2461212C (en) * | 2001-09-27 | 2010-08-17 | Kyorin Pharmaceutical Co., Ltd. | Diaryl sulfide derivatives, salts thereof and immunosuppressive agents using the same |
| DE60235900D1 (de) | 2001-09-27 | 2010-05-20 | Kyorin Seiyaku Kk | Osuppressivum |
| JP2004307440A (ja) * | 2003-04-10 | 2004-11-04 | Kyorin Pharmaceut Co Ltd | ２−アミノ‐１，３‐プロパンジオール誘導体とその付加塩 |
| JP2004307439A (ja) * | 2003-04-10 | 2004-11-04 | Kyorin Pharmaceut Co Ltd | アミノジオール誘導体とその付加塩及び免疫抑制剤 |
| GB0313612D0 (en) * | 2003-06-12 | 2003-07-16 | Novartis Ag | Organic compounds |
-
2003
- 2003-10-15 GB GBGB0324210.4A patent/GB0324210D0/en not_active Ceased
-
2004
- 2004-10-14 PT PT47904230T patent/PT1675817E/pt unknown
- 2004-10-14 AU AU2004283844A patent/AU2004283844B2/en not_active Ceased
- 2004-10-14 MX MXPA06004058A patent/MXPA06004058A/es active IP Right Grant
- 2004-10-14 WO PCT/EP2004/011567 patent/WO2005040091A1/en not_active Ceased
- 2004-10-14 ES ES04790423.0T patent/ES2556930T3/es not_active Expired - Lifetime
- 2004-10-14 EP EP04790423.0A patent/EP1675817B1/en not_active Expired - Lifetime
- 2004-10-14 JP JP2006534686A patent/JP4516080B2/ja not_active Expired - Fee Related
- 2004-10-14 SI SI200432288T patent/SI1675817T1/sl unknown
- 2004-10-14 CN CNB2004800277930A patent/CN100422139C/zh not_active Expired - Fee Related
- 2004-10-14 EP EP15185231.6A patent/EP3018121A1/en not_active Withdrawn
- 2004-10-14 US US10/575,827 patent/US20080161410A1/en not_active Abandoned
- 2004-10-14 CA CA2539277A patent/CA2539277C/en not_active Expired - Fee Related
- 2004-10-14 PL PL04790423T patent/PL1675817T3/pl unknown
- 2004-10-14 BR BRPI0415285-9A patent/BRPI0415285A/pt not_active IP Right Cessation
- 2004-10-14 CN CNA2008100912473A patent/CN101260050A/zh active Pending
-
2009
- 2009-03-06 AU AU2009200915A patent/AU2009200915B2/en not_active Ceased
-
2013
- 2013-06-13 US US13/917,600 patent/US9415024B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005040091A1 (en) | 2005-05-06 |
| GB0324210D0 (en) | 2003-11-19 |
| US20130289127A1 (en) | 2013-10-31 |
| AU2009200915A1 (en) | 2009-03-26 |
| US20080161410A1 (en) | 2008-07-03 |
| EP1675817B1 (en) | 2015-10-14 |
| CA2539277C (en) | 2013-04-23 |
| EP3018121A1 (en) | 2016-05-11 |
| EP1675817A1 (en) | 2006-07-05 |
| CN101260050A (zh) | 2008-09-10 |
| JP4516080B2 (ja) | 2010-08-04 |
| SI1675817T1 (sl) | 2016-03-31 |
| PL1675817T3 (pl) | 2016-03-31 |
| PT1675817E (pt) | 2016-02-11 |
| CA2539277A1 (en) | 2005-05-06 |
| CN100422139C (zh) | 2008-10-01 |
| US9415024B2 (en) | 2016-08-16 |
| AU2004283844A1 (en) | 2005-05-06 |
| JP2007509046A (ja) | 2007-04-12 |
| BRPI0415285A (pt) | 2006-12-19 |
| HK1093061A1 (en) | 2007-02-23 |
| AU2004283844B2 (en) | 2009-03-26 |
| CN1856464A (zh) | 2006-11-01 |
| AU2009200915B2 (en) | 2012-03-01 |
| MXPA06004058A (es) | 2006-06-28 |
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