DE60307628T2 - Verfahren zur herstellung von xanthin phosphodiesterase v inhibitoren und deren vorstufen - Google Patents
Verfahren zur herstellung von xanthin phosphodiesterase v inhibitoren und deren vorstufen Download PDFInfo
- Publication number
- DE60307628T2 DE60307628T2 DE60307628T DE60307628T DE60307628T2 DE 60307628 T2 DE60307628 T2 DE 60307628T2 DE 60307628 T DE60307628 T DE 60307628T DE 60307628 T DE60307628 T DE 60307628T DE 60307628 T2 DE60307628 T2 DE 60307628T2
- Authority
- DE
- Germany
- Prior art keywords
- compound
- alkyl
- group
- reacting
- base
- 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 - Lifetime
Links
- 0 C/C(/C1[C@](C2)C1C2C(*1N)=O)=C(/*)\C1=O Chemical compound C/C(/C1[C@](C2)C1C2C(*1N)=O)=C(/*)\C1=O 0.000 description 3
- RCJYGWGQCPDYSL-HZPDHXFCSA-N CCN(C(c1c(N2CCO)nc(N[C@H](CCC3)[C@@H]3O)[n]1Cc(cc1)cc(Br)c1OC)=O)C2=O Chemical compound CCN(C(c1c(N2CCO)nc(N[C@H](CCC3)[C@@H]3O)[n]1Cc(cc1)cc(Br)c1OC)=O)C2=O RCJYGWGQCPDYSL-HZPDHXFCSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
- C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
- C07C257/12—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38447802P | 2002-05-31 | 2002-05-31 | |
| US384478P | 2002-05-31 | ||
| PCT/US2003/017042 WO2003101992A1 (en) | 2002-05-31 | 2003-05-30 | Process for preparing xanthine phosphodiesterase v inhibitors and precursors thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60307628D1 DE60307628D1 (de) | 2006-09-28 |
| DE60307628T2 true DE60307628T2 (de) | 2007-08-09 |
Family
ID=29712039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60307628T Expired - Lifetime DE60307628T2 (de) | 2002-05-31 | 2003-05-30 | Verfahren zur herstellung von xanthin phosphodiesterase v inhibitoren und deren vorstufen |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US7074923B2 (https=) |
| EP (1) | EP1509525B9 (https=) |
| JP (1) | JP2005529934A (https=) |
| CN (2) | CN101538224A (https=) |
| AR (1) | AR040232A1 (https=) |
| AT (1) | ATE336494T1 (https=) |
| AU (1) | AU2003238822A1 (https=) |
| CA (1) | CA2483923A1 (https=) |
| CY (1) | CY1105774T1 (https=) |
| DE (1) | DE60307628T2 (https=) |
| DK (1) | DK1509525T5 (https=) |
| ES (1) | ES2270047T3 (https=) |
| MX (1) | MXPA04011862A (https=) |
| PT (1) | PT1509525E (https=) |
| WO (1) | WO2003101992A1 (https=) |
| ZA (1) | ZA200408719B (https=) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6821978B2 (en) * | 2000-09-19 | 2004-11-23 | Schering Corporation | Xanthine phosphodiesterase V inhibitors |
| KR100926247B1 (ko) * | 2001-02-24 | 2009-11-12 | 베링거 잉겔하임 파르마 게엠베하 운트 코 카게 | 크산틴 유도체를 포함하는 약제학적 조성물 및 이의제조방법 |
| MXPA04011865A (es) * | 2002-05-31 | 2005-03-31 | Schering Corp | Polimorfos inhibidores de xantina fosfodiesterasa v. |
| WO2004009091A1 (en) * | 2002-06-17 | 2004-01-29 | Glaxo Group Limited | Purine derivatives as liver x receptor agonists |
| US7407955B2 (en) | 2002-08-21 | 2008-08-05 | Boehringer Ingelheim Pharma Gmbh & Co., Kg | 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions |
| US7495005B2 (en) * | 2002-08-22 | 2009-02-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Xanthine derivatives, their preparation and their use in pharmaceutical compositions |
| US7569574B2 (en) | 2002-08-22 | 2009-08-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Purine derivatives, the preparation thereof and their use as pharmaceutical compositions |
| US7482337B2 (en) | 2002-11-08 | 2009-01-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Xanthine derivatives, the preparation thereof and their use as pharmaceutical compositions |
| DE10254304A1 (de) * | 2002-11-21 | 2004-06-03 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Xanthinderivate, deren Herstellung und deren Verwendung als Arzneimittel |
| US7566707B2 (en) * | 2003-06-18 | 2009-07-28 | Boehringer Ingelheim International Gmbh | Imidazopyridazinone and imidazopyridone derivatives, the preparation thereof and their use as pharmaceutical compositions |
| CA2533715A1 (en) | 2003-07-31 | 2005-02-10 | Schering Corporation | Metabolite of xanthine phosphodiesterase 5 inhibitor and derivatives thereof useful for treatment of erectile dysfunction |
| KR20060101762A (ko) * | 2003-11-21 | 2006-09-26 | 쉐링 코포레이션 | 포스포디에스테라제 v 억제제 제형 |
| DE10355304A1 (de) * | 2003-11-27 | 2005-06-23 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue 8-(Piperazin-1-yl)-und 8-([1,4]Diazepan-1-yl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
| US7501426B2 (en) | 2004-02-18 | 2009-03-10 | Boehringer Ingelheim International Gmbh | 8-[3-amino-piperidin-1-yl]-xanthines, their preparation and their use as pharmaceutical compositions |
| DE102004009039A1 (de) * | 2004-02-23 | 2005-09-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 8-[3-Amino-piperidin-1-yl]-xanthine, deren Herstellung und Verwendung als Arzneimittel |
| US7393847B2 (en) * | 2004-03-13 | 2008-07-01 | Boehringer Ingleheim International Gmbh | Imidazopyridazinediones, their preparation and their use as pharmaceutical compositions |
| US7179809B2 (en) * | 2004-04-10 | 2007-02-20 | Boehringer Ingelheim International Gmbh | 2-Amino-imidazo[4,5-d]pyridazin-4-ones, their preparation and their use as pharmaceutical compositions |
| US7439370B2 (en) | 2004-05-10 | 2008-10-21 | Boehringer Ingelheim International Gmbh | Imidazole derivatives, their preparation and their use as intermediates for the preparation of pharmaceutical compositions and pesticides |
| DE102004030502A1 (de) | 2004-06-24 | 2006-01-12 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Imidazole und Triazole, deren Herstellung und Verwendung als Arzneimittel |
| DE102004043944A1 (de) * | 2004-09-11 | 2006-03-30 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue 8-(3-Amino-piperidin-1-yl)-7-(but-2-inyl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
| DE102004044221A1 (de) * | 2004-09-14 | 2006-03-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue 3-Methyl-7-butinyl-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
| DE102004054054A1 (de) | 2004-11-05 | 2006-05-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung chiraler 8-(3-Amino-piperidin-1-yl)-xanthine |
| DE102005035891A1 (de) * | 2005-07-30 | 2007-02-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 8-(3-Amino-piperidin-1-yl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
| KR101452915B1 (ko) * | 2006-05-04 | 2014-10-21 | 베링거 인겔하임 인터내셔날 게엠베하 | 다형태 |
| EP1852108A1 (en) | 2006-05-04 | 2007-11-07 | Boehringer Ingelheim Pharma GmbH & Co.KG | DPP IV inhibitor formulations |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| JP2010500326A (ja) * | 2006-08-08 | 2010-01-07 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 糖尿病の治療のためのdpp−iv阻害剤としてのピロロ[3,2−d]ピリミジン |
| BRPI0815405A2 (pt) * | 2007-08-17 | 2015-02-03 | Boehringer Ingelheim Int | Compostos derivados de purina, processo para a preparação de uma composição farmacêutica e uso dos mesmos |
| PE20091730A1 (es) | 2008-04-03 | 2009-12-10 | Boehringer Ingelheim Int | Formulaciones que comprenden un inhibidor de dpp4 |
| PE20100156A1 (es) * | 2008-06-03 | 2010-02-23 | Boehringer Ingelheim Int | Tratamiento de nafld |
| KR20190016601A (ko) | 2008-08-06 | 2019-02-18 | 베링거 인겔하임 인터내셔날 게엠베하 | 메트포르민 요법이 부적합한 환자에서의 당뇨병 치료 |
| UY32030A (es) | 2008-08-06 | 2010-03-26 | Boehringer Ingelheim Int | "tratamiento para diabetes en pacientes inapropiados para terapia con metformina" |
| UA119131C2 (uk) * | 2008-08-15 | 2019-05-10 | Бьорінгер Інгельхайм Інтернаціональ Гмбх | Похідні пурину для застосування при лікуванні пов'язаних із fab захворювань |
| CA2736421A1 (en) | 2008-09-10 | 2010-03-18 | Boehringer Ingelheim International Gmbh | Combination therapy for the treatment of diabetes and related conditions |
| US20200155558A1 (en) | 2018-11-20 | 2020-05-21 | Boehringer Ingelheim International Gmbh | Treatment for diabetes in patients with insufficient glycemic control despite therapy with an oral antidiabetic drug |
| JP2012512848A (ja) | 2008-12-23 | 2012-06-07 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 有機化合物の塩の形態 |
| TW201036975A (en) | 2009-01-07 | 2010-10-16 | Boehringer Ingelheim Int | Treatment for diabetes in patients with inadequate glycemic control despite metformin therapy |
| KR20240090632A (ko) | 2009-11-27 | 2024-06-21 | 베링거 인겔하임 인터내셔날 게엠베하 | 리나글립틴과 같은 dpp-iv 억제제를 사용한 유전자형 검사된 당뇨병 환자의 치료 |
| CA3070513C (en) | 2010-05-05 | 2023-01-03 | Boehringer Ingelheim International Gmbh | A dpp-4 inhibitor for use in treatment of skin-alterations or necrosis |
| KR20130093012A (ko) | 2010-06-24 | 2013-08-21 | 베링거 인겔하임 인터내셔날 게엠베하 | 당뇨병 요법 |
| AR083878A1 (es) | 2010-11-15 | 2013-03-27 | Boehringer Ingelheim Int | Terapia antidiabetica vasoprotectora y cardioprotectora, linagliptina, metodo de tratamiento |
| DK2731947T3 (en) | 2011-07-15 | 2019-04-23 | Boehringer Ingelheim Int | SUBSTITUTED DIMERIC QUINAZOLINE DERIVATIVE, PREPARATION AND USE thereof IN PHARMACEUTICAL COMPOSITIONS FOR TREATMENT OF TYPE I AND TYPE II DIABETES |
| US9555001B2 (en) | 2012-03-07 | 2017-01-31 | Boehringer Ingelheim International Gmbh | Pharmaceutical composition and uses thereof |
| WO2013171167A1 (en) | 2012-05-14 | 2013-11-21 | Boehringer Ingelheim International Gmbh | A xanthine derivative as dpp -4 inhibitor for use in the treatment of podocytes related disorders and/or nephrotic syndrome |
| WO2013171166A1 (en) | 2012-05-14 | 2013-11-21 | Boehringer Ingelheim International Gmbh | A xanthine derivative as dpp-4 inhibitor for use in the treatment of sirs and/or sepsis |
| WO2013174767A1 (en) | 2012-05-24 | 2013-11-28 | Boehringer Ingelheim International Gmbh | A xanthine derivative as dpp -4 inhibitor for use in modifying food intake and regulating food preference |
| EP3110449B1 (en) | 2014-02-28 | 2023-06-28 | Boehringer Ingelheim International GmbH | Medical use of a dpp-4 inhibitor |
| EP4233840A3 (en) | 2016-06-10 | 2023-10-18 | Boehringer Ingelheim International GmbH | Combinations of linagliptin and metformin |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6903224B2 (en) * | 1988-04-11 | 2005-06-07 | Biochem Pharma Inc. | Substituted 1,3-oxathiolanes |
| US5064825A (en) * | 1989-06-01 | 1991-11-12 | Merck & Co., Inc. | Angiotensin ii antagonists |
| JPH0372480A (ja) * | 1989-08-10 | 1991-03-27 | Hokuriku Seiyaku Co Ltd | キサンチン誘導体及びそれらを有効成分とする気管支拡張剤 |
| CA2030112A1 (en) * | 1989-11-24 | 1991-05-25 | Yasuo Ito | Xanthine compound, method for preparing thereof, and a pharmaceutical composition comprising the same |
| ZA914727B (en) * | 1990-06-21 | 1992-03-25 | Schering Corp | Polycyclic guanine derivatives |
| JPH04128285A (ja) * | 1990-06-27 | 1992-04-28 | Hokuriku Seiyaku Co Ltd | キサンチン誘導体 |
| JPH04279586A (ja) * | 1991-03-05 | 1992-10-05 | Hokuriku Seiyaku Co Ltd | キサンチン誘導体 |
| JPH051065A (ja) * | 1991-06-20 | 1993-01-08 | Hokuriku Seiyaku Co Ltd | キサンチン誘導体 |
| EP0538194B1 (de) * | 1991-10-17 | 1997-06-04 | Novartis AG | Bicyclische Nukleoside, Oligonukleotide, Verfahren zu deren Herstellung und Zwischenprodukte |
| DE4411660A1 (de) * | 1994-04-05 | 1995-10-12 | Hoechst Ag | Verwendung von Xanthinderivaten zur Reduktion der pathologischen Hyperreagibilität eosinophiler Granulozyten, neue Xanthinverbindungen und Verfahren zu deren Herstellung |
| DE19540798A1 (de) | 1995-11-02 | 1997-05-07 | Hoechst Ag | Alkylxanthinphosphonate und Alkylxanthinphosphinoxide und deren Verwendung als Arzneimittel |
| PT812844E (pt) * | 1996-06-07 | 2003-03-31 | Hoechst Ag | Utilizacao de derivados de teofilina para o tratamento e profilaxia de estados de choque novos compostos de xantina e processo para a sua preparacao |
| WO2002002560A2 (en) * | 2000-07-04 | 2002-01-10 | Novo Nordisk A/S | Purine-2,6-diones which are inhibitors of the enzyme dipeptidyl peptidase iv (dpp-iv) |
| US6821978B2 (en) * | 2000-09-19 | 2004-11-23 | Schering Corporation | Xanthine phosphodiesterase V inhibitors |
| KR100926247B1 (ko) * | 2001-02-24 | 2009-11-12 | 베링거 잉겔하임 파르마 게엠베하 운트 코 카게 | 크산틴 유도체를 포함하는 약제학적 조성물 및 이의제조방법 |
| US6869947B2 (en) * | 2001-07-03 | 2005-03-22 | Novo Nordisk A/S | Heterocyclic compounds that are inhibitors of the enzyme DPP-IV |
| WO2003020724A1 (en) | 2001-08-28 | 2003-03-13 | Schering Corporation | Polycyclic guanine phosphodiesterase v inhibitors |
| EP1463727A2 (en) * | 2001-09-19 | 2004-10-06 | Novo Nordisk A/S | Heterocyclic compounds that are inhibitors of the enzyme dpp-iv |
| CA2465893A1 (en) * | 2001-11-09 | 2003-05-22 | Schering Corporation | Polycyclic guanine derivative phosphodiesterase v inhibitors |
| JP2005513165A (ja) * | 2002-01-11 | 2005-05-12 | ノボ ノルディスク アクティーゼルスカブ | 糖尿病、高血圧、慢性心不全および体液貯留状態の治療のための方法および組成物 |
| JP2004043429A (ja) * | 2002-02-25 | 2004-02-12 | Eisai Co Ltd | 新規キサンチン誘導体およびdppiv阻害剤 |
| MXPA04011865A (es) * | 2002-05-31 | 2005-03-31 | Schering Corp | Polimorfos inhibidores de xantina fosfodiesterasa v. |
| WO2004009091A1 (en) * | 2002-06-17 | 2004-01-29 | Glaxo Group Limited | Purine derivatives as liver x receptor agonists |
| EP1532149B9 (de) * | 2002-08-21 | 2011-04-20 | Boehringer Ingelheim Pharma GmbH & Co. KG | 8-[3-amino-piperidin-1-yl] -xanthine, deren herstellung und deren verwendung als arzneimittel |
| AU2003269850A1 (en) * | 2002-10-08 | 2004-05-04 | Novo Nordisk A/S | Hemisuccinate salts of heterocyclic dpp-iv inhibitors |
| AU2003280680A1 (en) * | 2002-11-01 | 2004-06-18 | Sumitomo Pharmaceuticals Co., Ltd. | Xanthine compound |
| CA2528385C (en) * | 2003-06-06 | 2011-03-15 | Endacea, Inc. | A1 adenosine receptor antogonists |
| CA2533715A1 (en) * | 2003-07-31 | 2005-02-10 | Schering Corporation | Metabolite of xanthine phosphodiesterase 5 inhibitor and derivatives thereof useful for treatment of erectile dysfunction |
| DE102005035891A1 (de) * | 2005-07-30 | 2007-02-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 8-(3-Amino-piperidin-1-yl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
-
2003
- 2003-05-30 WO PCT/US2003/017042 patent/WO2003101992A1/en not_active Ceased
- 2003-05-30 AR ARP030101921A patent/AR040232A1/es unknown
- 2003-05-30 DE DE60307628T patent/DE60307628T2/de not_active Expired - Lifetime
- 2003-05-30 US US10/449,526 patent/US7074923B2/en not_active Expired - Fee Related
- 2003-05-30 CN CNA2009101321189A patent/CN101538224A/zh active Pending
- 2003-05-30 AT AT03734281T patent/ATE336494T1/de not_active IP Right Cessation
- 2003-05-30 AU AU2003238822A patent/AU2003238822A1/en not_active Abandoned
- 2003-05-30 CN CNB038124971A patent/CN100497336C/zh not_active Expired - Fee Related
- 2003-05-30 ES ES03734281T patent/ES2270047T3/es not_active Expired - Lifetime
- 2003-05-30 EP EP03734281A patent/EP1509525B9/en not_active Expired - Lifetime
- 2003-05-30 MX MXPA04011862A patent/MXPA04011862A/es active IP Right Grant
- 2003-05-30 CA CA002483923A patent/CA2483923A1/en not_active Abandoned
- 2003-05-30 DK DK03734281T patent/DK1509525T5/da active
- 2003-05-30 PT PT03734281T patent/PT1509525E/pt unknown
- 2003-05-30 JP JP2004509683A patent/JP2005529934A/ja active Pending
-
2004
- 2004-10-27 ZA ZA200408719A patent/ZA200408719B/en unknown
-
2006
- 2006-05-08 US US11/429,719 patent/US7786301B2/en not_active Expired - Fee Related
- 2006-11-13 CY CY20061101635T patent/CY1105774T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003238822A1 (en) | 2003-12-19 |
| US7786301B2 (en) | 2010-08-31 |
| EP1509525B9 (en) | 2007-10-31 |
| DK1509525T3 (da) | 2006-12-11 |
| ZA200408719B (en) | 2005-11-15 |
| US20030232987A1 (en) | 2003-12-18 |
| CN1668618A (zh) | 2005-09-14 |
| MXPA04011862A (es) | 2005-03-31 |
| ES2270047T3 (es) | 2007-04-01 |
| EP1509525B1 (en) | 2006-08-16 |
| CN100497336C (zh) | 2009-06-10 |
| US7074923B2 (en) | 2006-07-11 |
| PT1509525E (pt) | 2006-12-29 |
| US20060205943A1 (en) | 2006-09-14 |
| CN101538224A (zh) | 2009-09-23 |
| CA2483923A1 (en) | 2003-12-11 |
| EP1509525A1 (en) | 2005-03-02 |
| CY1105774T1 (el) | 2011-02-02 |
| DK1509525T5 (da) | 2007-07-30 |
| HK1068139A1 (en) | 2005-04-22 |
| WO2003101992A1 (en) | 2003-12-11 |
| AR040232A1 (es) | 2005-03-23 |
| JP2005529934A (ja) | 2005-10-06 |
| DE60307628D1 (de) | 2006-09-28 |
| ATE336494T1 (de) | 2006-09-15 |
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