DE19836697A1 - Substituierte 4-Amino-2-aryl-pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate - Google Patents
Substituierte 4-Amino-2-aryl-pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische PräparateInfo
- Publication number
- DE19836697A1 DE19836697A1 DE19836697A DE19836697A DE19836697A1 DE 19836697 A1 DE19836697 A1 DE 19836697A1 DE 19836697 A DE19836697 A DE 19836697A DE 19836697 A DE19836697 A DE 19836697A DE 19836697 A1 DE19836697 A1 DE 19836697A1
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- substituted
- aryl
- series
- formula
- 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.)
- Withdrawn
Links
- 102000007637 Soluble Guanylyl Cyclase Human genes 0.000 title claims description 22
- 108010007205 Soluble Guanylyl Cyclase Proteins 0.000 title claims description 22
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- 206010012601 diabetes mellitus Diseases 0.000 title 1
- 239000003119 guanylate cyclase activator Substances 0.000 title 1
- -1 piperazino group Chemical group 0.000 claims abstract description 80
- 150000001875 compounds Chemical class 0.000 claims abstract description 67
- 150000003839 salts Chemical class 0.000 claims abstract description 40
- 125000003118 aryl group Chemical group 0.000 claims abstract description 38
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 30
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- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 16
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 11
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- 125000002950 monocyclic group Chemical group 0.000 claims abstract description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 5
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 4
- 125000002837 carbocyclic group Chemical group 0.000 claims abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 71
- 125000001424 substituent group Chemical group 0.000 claims description 69
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- 239000001257 hydrogen Substances 0.000 claims description 17
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 16
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- 125000006763 (C3-C9) cycloalkyl group Chemical group 0.000 claims description 13
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
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- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
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- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 4
- 125000006531 (C2-C5) alkyl group Chemical group 0.000 claims description 3
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- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims description 2
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
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- 238000002360 preparation method Methods 0.000 abstract description 11
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 3
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- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract description 2
- 125000005843 halogen group Chemical group 0.000 abstract 3
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- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 12
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- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
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Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19836697A DE19836697A1 (de) | 1998-08-13 | 1998-08-13 | Substituierte 4-Amino-2-aryl-pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| EP99944330A EP1112266B1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
| US09/762,893 US6844347B1 (en) | 1998-08-13 | 1999-08-04 | Substituted 4-amino-2aryl-pyrimidines, their production and use and pharmaceutical preparations containing same |
| BRPI9913003-3A BR9913003B1 (pt) | 1998-08-13 | 1999-08-04 | Compostos 4-amino-2-aril-pirimidinas substituídos, processo para a preparação dos mesmos e preparado farmacêutico contendo-os |
| AU57307/99A AU760988B2 (en) | 1998-08-13 | 1999-08-04 | Substituted 4-amino-2-aryl-pyrimidines, their production and use and pharmaceutical preparations containing same |
| DE59905572T DE59905572D1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
| CA002340405A CA2340405C (en) | 1998-08-13 | 1999-08-04 | Substituted 4-amino-2-aryl-pyrimidines, their production and use and pharmaceutical preparations containing same |
| JP2000564948A JP4594526B2 (ja) | 1998-08-13 | 1999-08-04 | 置換4−アミノ−2−アリールピリミジン、それらの製造、それらの使用およびそれらを含有する医薬製剤 |
| KR1020017001840A KR100971093B1 (ko) | 1998-08-13 | 1999-08-04 | 치환된 4-아미노-2-아릴-피리미딘, 이의 제조방법 및 이를 함유하는 약제학적 제제 |
| DK99944330T DK1112266T3 (da) | 1998-08-13 | 1999-08-04 | Substituerede 4-amino-2-arylpyrimidiner, fremstilling og anvendelse deraf og farmaceutiske præparater indeholdende dem |
| AT99944330T ATE240315T1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
| ES99944330T ES2196849T3 (es) | 1998-08-13 | 1999-08-04 | 4-amino-2-aril-pirimidinas sustituidas, su preparacion, su utilizacion y preparados farmaceuticos que las contienen. |
| PCT/EP1999/005636 WO2000009496A1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
| PT99944330T PT1112266E (pt) | 1998-08-13 | 1999-08-04 | 4-amino-2-aril-pirimidinas substituidas, sua preparacao, sua utilizacao e composicoes farmaceuticas que as contem. |
| ARP990104022A AR020165A1 (es) | 1998-08-13 | 1999-08-11 | Derivados de pirimidinas sustituidas, su procedimiento de preparacion, composiciones farmaceuticas que las contienen y el uso de los mismos para la preparacion de medicamentos |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19836697A DE19836697A1 (de) | 1998-08-13 | 1998-08-13 | Substituierte 4-Amino-2-aryl-pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
Publications (1)
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| DE19836697A1 true DE19836697A1 (de) | 2000-02-17 |
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| Application Number | Title | Priority Date | Filing Date |
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| DE19836697A Withdrawn DE19836697A1 (de) | 1998-08-13 | 1998-08-13 | Substituierte 4-Amino-2-aryl-pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE59905572T Expired - Lifetime DE59905572D1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
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| Application Number | Title | Priority Date | Filing Date |
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| DE59905572T Expired - Lifetime DE59905572D1 (de) | 1998-08-13 | 1999-08-04 | Substituierte 4-amino-2-aryl-pyrimidine, ihre herstellung, ihre verwendung und sie enthaltende pharmazeutische präparate |
Country Status (14)
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| US (1) | US6844347B1 (enExample) |
| EP (1) | EP1112266B1 (enExample) |
| JP (1) | JP4594526B2 (enExample) |
| KR (1) | KR100971093B1 (enExample) |
| AR (1) | AR020165A1 (enExample) |
| AT (1) | ATE240315T1 (enExample) |
| AU (1) | AU760988B2 (enExample) |
| BR (1) | BR9913003B1 (enExample) |
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| DE (2) | DE19836697A1 (enExample) |
| DK (1) | DK1112266T3 (enExample) |
| ES (1) | ES2196849T3 (enExample) |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001032604A1 (en) * | 1999-11-05 | 2001-05-10 | University College London | Activators of soluble guanylate cyclase |
| WO2004012726A3 (en) * | 2002-08-02 | 2004-06-03 | Pharmacia Corp | Methods for treatment and prevention of gastrointestinal conditions |
| JP2005520821A (ja) * | 2002-03-15 | 2005-07-14 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 4−アミノピリミジン及び表面の抗菌処理のためのその使用 |
| US7015228B2 (en) * | 2001-04-20 | 2006-03-21 | Ciba Specialty Chemicals Corporation | 4-amino-2-(2-pyridyl)pyrimidines as microbicidal active substances |
| WO2009068652A1 (en) * | 2007-11-30 | 2009-06-04 | Smithkline Beecham Corporation | 2, 6-disubstituted pyridines and 2, 4-disubstituted pyrimidines as soluble guanylate cyclase activators |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19853278A1 (de) | 1998-11-19 | 2000-05-25 | Aventis Pharma Gmbh | Substituierte 4-Amino-2-aryl-cyclopenta[d]pyrimidine, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE19904710A1 (de) | 1999-02-05 | 2000-08-10 | Aventis Pharma Gmbh | Substituierte 4-Amino-2-aryl-tetrahydrochinazoline, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| US7015227B2 (en) | 2002-06-21 | 2006-03-21 | Cgi Pharmaceuticals, Inc. | Certain amino-substituted monocycles as kinase modulators |
| JP2007534624A (ja) * | 2003-07-16 | 2007-11-29 | ニューロジェン・コーポレーション | ビアリールピペラジニル−ピリジン類縁体 |
| GB0323137D0 (en) * | 2003-10-03 | 2003-11-05 | Chang Lisa C W | 2,4,6- Trisubstituted pyrimidines and their different uses |
| BRPI0417478A (pt) * | 2003-12-15 | 2007-05-08 | Almirall Prodesfarma Ag | 2,6-bis-heteroaril-4-aminopirimidinas como antagonistas de receptor de adenosina |
| GB0415367D0 (en) * | 2004-07-09 | 2004-08-11 | Astrazeneca Ab | Pyrimidine derivatives |
| GB0415364D0 (en) * | 2004-07-09 | 2004-08-11 | Astrazeneca Ab | Pyrimidine derivatives |
| GB0415365D0 (en) * | 2004-07-09 | 2004-08-11 | Astrazeneca Ab | Pyrimidine derivatives |
| MY145822A (en) | 2004-08-13 | 2012-04-30 | Neurogen Corp | Substituted biaryl piperazinyl-pyridine analogues |
| ATE502936T1 (de) * | 2005-04-11 | 2011-04-15 | Almirall Sa | 2, 6-di-(hetero-)aryl-4-amido-pyrimidine als adenosin-rezeptor-antagonisten |
| WO2006119451A1 (en) * | 2005-05-04 | 2006-11-09 | Vertex Pharmaceuticals Incorporated | Pyrimidines and pyrazines useful as modulators of ion channels |
| US20100234341A1 (en) * | 2006-12-04 | 2010-09-16 | Marion Lanier | Substituted pyrimidines as adenosine receptor antagonists |
| JP2010522214A (ja) * | 2007-03-21 | 2010-07-01 | アルミラル, エセ.アー. | アデノシンレセプターアンタゴニストとしての置換ピリミジン |
| EP2142536B1 (en) * | 2007-04-20 | 2015-10-21 | Probiodrug AG | Aminopyrimidine derivatives as glutaminyl cyclase inhibitors |
| EP2373317B1 (en) * | 2008-11-25 | 2016-12-14 | Merck Sharp & Dohme Corp. | 4-amino-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one or 4-amino-5,8-dihydropyrido[2,3-d]pyrimidin-7(6H)-one derivatives as activators of the soluble guanylat cyclase for the treatment of cardiovascular diseases |
| EP2549875B1 (en) | 2010-03-25 | 2015-05-13 | Merck Sharp & Dohme Corp. | Soluble guanylate cyclase activators |
| MA34330B1 (fr) | 2010-05-27 | 2013-06-01 | Merck Sharp & Dohme | Activateurs de guanylate cyclase soluble |
| IN2014KN02601A (enExample) | 2012-04-24 | 2015-05-08 | Vertex Pharma | |
| SMT201900107T1 (it) | 2013-03-12 | 2019-02-28 | Vertex Pharma | Inibitori della dna-pk |
| PL3424920T3 (pl) | 2013-10-17 | 2020-11-16 | Vertex Pharmaceuticals Incorporated | Kokryształy (S)-N-metylo-8-(1-((2'-metylo-4’,6'-dideutero-[4,5'-bipirymidyn]-6-ylo)amino)propan-2-ylo)chinolino-4-karboksyamidu i ich deuterowane pochodne jako inhibitory DNA-PK |
| MX394860B (es) | 2016-09-27 | 2025-03-24 | Vertex Pharma | Metodo para tratar cancer usando una combinacion de agentes que dañan adn e inhibidores de proteina cinasa dependiente de adn (adn-pk). |
| EP4011873A1 (en) | 2020-12-10 | 2022-06-15 | Bayer Aktiengesellschaft | Substituted pyrazolo piperidine carboxylic acids |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DOP1981004033A (es) | 1980-12-23 | 1990-12-29 | Ciba Geigy Ag | Procedimiento para proteger plantas de cultivo de la accion fitotoxica de herbicidas. |
| EP0136976A3 (de) | 1983-08-23 | 1985-05-15 | Ciba-Geigy Ag | Verwendung von Phenylpyrimidinen als Pflanzenregulatoren |
| ZA881376B (en) * | 1987-02-27 | 1988-08-29 | Ciba-Geigy Ag | Process for improving the photochemical stability of dyeings on polyester fibre materials |
| JPH02149566A (ja) * | 1988-08-10 | 1990-06-08 | Sumitomo Chem Co Ltd | 4―置換―2,6―ジフェニルピリミジン誘導体、その製造法およびそれを有効成分とする除草剤 |
| JPH0449279A (ja) * | 1990-06-15 | 1992-02-18 | Nippon Bayeragrochem Kk | 除草性2,4,6―トリ置換芳香族ヘテロ環類 |
| AU8405991A (en) * | 1990-08-31 | 1992-03-30 | Nippon Shinyaku Co. Ltd. | Pyrimidine derivative and medicine |
| DE4034762A1 (de) | 1990-11-02 | 1992-05-07 | Hoechst Ag | Pyridylpyrimidine, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als fungizide |
| JPH06192252A (ja) * | 1992-09-22 | 1994-07-12 | Nissan Chem Ind Ltd | ピラジン誘導体および除草剤 |
| PL335235A1 (en) * | 1997-02-19 | 2000-04-10 | Berlex Lab | N-heterocyclic derivatives as nos inhibitors |
| DE19744026A1 (de) | 1997-10-06 | 1999-04-08 | Hoechst Marion Roussel De Gmbh | Pyrazol-Derivate, ihre Herstellung und ihre Verwendung in Arzneimitteln |
| DE19744027A1 (de) | 1997-10-06 | 1999-04-08 | Hoechst Marion Roussel De Gmbh | Substituierte Pyrazolo[3,4-b]pyridine, ihre Herstellung und Verwendung in Arzneimitteln |
| DE19756388A1 (de) * | 1997-12-18 | 1999-06-24 | Hoechst Marion Roussel De Gmbh | Substituierte 2-Aryl-4-amino-chinazoline |
-
1998
- 1998-08-13 DE DE19836697A patent/DE19836697A1/de not_active Withdrawn
-
1999
- 1999-08-04 CA CA002340405A patent/CA2340405C/en not_active Expired - Fee Related
- 1999-08-04 KR KR1020017001840A patent/KR100971093B1/ko not_active Expired - Fee Related
- 1999-08-04 JP JP2000564948A patent/JP4594526B2/ja not_active Expired - Fee Related
- 1999-08-04 DK DK99944330T patent/DK1112266T3/da active
- 1999-08-04 PT PT99944330T patent/PT1112266E/pt unknown
- 1999-08-04 AT AT99944330T patent/ATE240315T1/de active
- 1999-08-04 EP EP99944330A patent/EP1112266B1/de not_active Expired - Lifetime
- 1999-08-04 BR BRPI9913003-3A patent/BR9913003B1/pt not_active IP Right Cessation
- 1999-08-04 WO PCT/EP1999/005636 patent/WO2000009496A1/de not_active Ceased
- 1999-08-04 ES ES99944330T patent/ES2196849T3/es not_active Expired - Lifetime
- 1999-08-04 DE DE59905572T patent/DE59905572D1/de not_active Expired - Lifetime
- 1999-08-04 US US09/762,893 patent/US6844347B1/en not_active Expired - Lifetime
- 1999-08-04 AU AU57307/99A patent/AU760988B2/en not_active Ceased
- 1999-08-11 AR ARP990104022A patent/AR020165A1/es active IP Right Grant
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001032604A1 (en) * | 1999-11-05 | 2001-05-10 | University College London | Activators of soluble guanylate cyclase |
| US7015228B2 (en) * | 2001-04-20 | 2006-03-21 | Ciba Specialty Chemicals Corporation | 4-amino-2-(2-pyridyl)pyrimidines as microbicidal active substances |
| JP2005520821A (ja) * | 2002-03-15 | 2005-07-14 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 4−アミノピリミジン及び表面の抗菌処理のためのその使用 |
| WO2004012726A3 (en) * | 2002-08-02 | 2004-06-03 | Pharmacia Corp | Methods for treatment and prevention of gastrointestinal conditions |
| WO2009068652A1 (en) * | 2007-11-30 | 2009-06-04 | Smithkline Beecham Corporation | 2, 6-disubstituted pyridines and 2, 4-disubstituted pyrimidines as soluble guanylate cyclase activators |
Also Published As
| Publication number | Publication date |
|---|---|
| KR100971093B1 (ko) | 2010-07-20 |
| AR020165A1 (es) | 2002-04-10 |
| CA2340405A1 (en) | 2000-02-24 |
| WO2000009496A1 (de) | 2000-02-24 |
| DE59905572D1 (de) | 2003-06-18 |
| PT1112266E (pt) | 2003-09-30 |
| JP2002522536A (ja) | 2002-07-23 |
| CA2340405C (en) | 2009-03-17 |
| EP1112266A1 (de) | 2001-07-04 |
| BR9913003A (pt) | 2001-05-08 |
| AU5730799A (en) | 2000-03-06 |
| JP4594526B2 (ja) | 2010-12-08 |
| ES2196849T3 (es) | 2003-12-16 |
| US6844347B1 (en) | 2005-01-18 |
| KR20010072439A (ko) | 2001-07-31 |
| ATE240315T1 (de) | 2003-05-15 |
| AU760988B2 (en) | 2003-05-29 |
| DK1112266T3 (da) | 2003-09-15 |
| BR9913003B1 (pt) | 2014-12-02 |
| EP1112266B1 (de) | 2003-05-14 |
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Legal Events
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| 8127 | New person/name/address of the applicant |
Owner name: AVENTIS PHARMA DEUTSCHLAND GMBH, 65929 FRANKFURT, |
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| 8141 | Disposal/no request for examination |